Polycyclic polyprenylated acylphloroglucinols (bicyclo[3.3.1]nonane derivatives).
Compiled by Prof. Robert B. Grossman, University of Kentucky.
Showing 1467 compounds in 434 structures. | Alphabetical index | Footnotes | All references
| Structure and Index | R and X group(s) | Common Name | Source [a] | [α]D (°) [b] | Reference(s) | ||
|---|---|---|---|---|---|---|---|
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| 1.1 | R1 = i-Pr R2 = H R3 = H R4 = prenyl R5 = geranyl |
prolifenone B | H. prolificum | −0.58 (c 1.30, m) | Henry 2006 | ||
| 1.2 | R1 = i-Pr R2 = H R3 = prenyl R4 = prenyl R5 = prenyl |
hyperevolutin A | H. revolutum Vahl | +84.4 (0.5, m) | Decosterd 1989 | ||
| 1.3 | R1 = i-Pr R2 = prenyl R3 = H R4 = prenyl R5 = prenyl |
olympiforin B[c] | H. olympicum L. | +9.8 (0.116, m) | Ilieva 2023 | ||
| 1.4 | R1 = i-Pr R2 = prenyl R3 = Me R4 = prenyl R5 = prenyl |
hyperibine J, a.k.a. adhyperfirin, a.k.a. hyperpolyphyllirin | H. maculatum Crantz, H. perforatum, H. polyphyllum, H. triquetrifolium | +7.2 (1, m), OMe: +7 (0.10, m) | Tatsis 2007, Porzel 2014, Mitsopoulou 2015, Nedialkov 2015 | ||
| 1.5 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl R5 = H |
secohyperforin | H. perforatum | NR | Charchoglyan 2007, Sparling 2015 | ||
| 1.6 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl R5 = prenyl |
hyperforin[c] | H. perforatum, H. attenuatum | +41 (5, e) | Gurevich 1971 (includes translation), Bystrov 1975, Bystrov 1978, Bystrov 1978 (translation), D. Li 2015a | ||
| 1.7 | R1 = i-Pr R2 = prenyl R3 = CH2CH2CMe2OH R4 = prenyl R5 = H |
garcinielliptone A | G. subelliptica | −33 (0.6) | Weng 2003a | ||
| 1.8 | R1 = i-Bu R2 = H R3 = geranyl R4 = prenyl R5 = H |
garcicosin | G. verrucosa | −10 (0.3) | Rajaonarivelo 2016 | ||
| 1.9 | R1 = s-Bu R2 = H R3 = H R4 = prenyl R5 = geranyl |
prolifenone A[e] | H. prolificum | +13.3 (0.145, m) | Henry 2006 | ||
| 1.10 | R1 = s-Bu R2 = H R3 = prenyl R4 = prenyl R5 = prenyl |
hyperevolutin B[e] | H. revolutum Vahl | NR | Decosterd 1989 | ||
| 1.11 | R1 = (S)-s-Bu R2 = prenyl R3 = Me R4 = prenyl R5 = prenyl |
olympiforin A[c] | H. olympicum L. | +20.97 (0.102, m) | Ilieva 2023 | ||
| 1.12 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = prenyl R5 = H |
adsecohyperforin[e] | H. perforatum | NR | Charchoglyan 2007 | ||
| 1.13 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = prenyl R5 = prenyl |
adhyperforin[e] | H. perforatum | NR | Maisenbacher 1992 | ||
| 1.14 | R1 = s-Bu R2 = CH2CH2CMe2OH R3 = prenyl R4 = prenyl R5 = H |
garcinielliptone D[e] | G. subelliptica | −22 (0.1) | Weng 2003a | ||
| 1.15 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl R5 = H |
nemorosone[d] | Cuban propolis, C. rosea, C. grandiflora, C. insignis, C. nemorosa | +113 (0.1); OMe: +150 (0.8, m) and +49 (1.4) | de Oliveira 1996, de Oliveira 1999, Lokvam 2000, Cuesta-Rubio 2001a, Sparling 2015 | ||
| 1.16 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl R5 = prenyl |
bzhyperforin[c] | H. forestii | −66 (0.2, m) | W.-J. Lu 2020 | ||
| 1.17 | R1 = Ph R2 = prenyl R3 = lavandulyl R4 = prenyl R5 = H |
chamone I[e] | C. grandiflora | NR | Lokvam 2000 | ||
| 1.18 | R1 = 3-hydroxyphenyl R2 = prenyl R3 = prenyl R4 = prenyl R5 = H |
hydroxynemorosone | C. nemorosa | OMe: +143 (0.7, m) | de Oliveira 1996, Ciochina 2006 | ||
| 1.19 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = (S)-isolavandulyl[g] R5 = H |
garcinialiptone D | G. subelliptica | −79.1 (7.83, m) | L.-J. Zhang 2010 | ||
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| 2.1 | R1 = i-Pr R2 = prenyl R3 = prenyl |
7-epi-secohyperforin[d] | H. sampsonii | NR | Ernst 2024 | ||
| 2.2 | R1 = i-Pr R2 = geranyl R3 = prenyl |
no common name | H. sampsonii | NR | Ernst 2024 | ||
| 2.3 | R1 = Ph R2 = prenyl R3 = prenyl |
plukenetione D, a.k.a. 7-epi-nemorosone[d] | C. nemorosa, C. plukenetii, H. sampsonii | OAc: +34.5 (0.03), −37.6 (0.1); OMe: +10.7 (3.1) | Henry 1999, de Oliveira 1999, Grossman 2000, X.-W. Yang 2017a, Ernst 2024 | ||
| 2.4 | R1 = Ph R2 = prenyl R3 = (E)-4-acetoxyprenyl |
insignone | C. insignis | OMe: +92.7 (1.6) | Porto 2000 | ||
| 2.5 | R1 = Ph R2 = geranyl R3 = prenyl |
nemosampsone[d] | H. sampsonii | NR | Ernst 2024 | ||
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hyperfirin | H. perforatum | NR | Tatsis 2007 | |||
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| 4.1 | R1 = i-Pr R2 = CH2CH2COMe R3 = prenyl |
hyphenone A | H. henryi | +13 (0.22, m) | Jiang 2019 | ||
| 4.2 | R1 = i-Pr R2 = (E)-CH2CH=CMeCHO R3 = prenyl |
hypseudone C[c] | H. pseudohenryi | +25.5 (0.157, m) | Jiang 2025 | ||
| 4.3 | R1 = i-Pr R2 = (E)-CH2CH=CMeCH(OMe)2 R3 = prenyl |
hypseudone D[c] | H. pseudohenryi | +31.2 (0.078, m) | Jiang 2025 | ||
| 4.4 | R1 = i-Pr R2 = prenyl R3 = (E)-CH2CH=CMeCHO |
hyperkouytone B[c] | H. kouytchense | +41.2 (0.23, m) | H.-Y. Lou 2024 | ||
| 4.5 | R1 = s-Bu R2 = (E)-CH2CH=CMeCHO R3 = prenyl |
hypseudone B[c][e] | H. pseudohenryi | +34.9 (0.094, m) | Jiang 2025 | ||
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hyperkouytone C[c] | H. kouytchense | −96.0 (0.5, m) | H.-Y. Lou 2024 | |||
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dorstenpictanone | Dorstenia picta | NR | Hussain 2011 | |||
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| 7.1 | R1 = i-Pr R2 = prenyl R3 = X1 = H R4 = X2 = H |
deoxyfurohyperforin A | H. perforatum | +42 (0.018, mc) | Vajs 2003 | ||
| 7.2 | R1 = i-Pr R2 = prenyl R3 = X1 = OH/H R4 = X2 = H/OH |
furohyperforin A, mixture of epimers | H. perforatum | NR | Trifunović 1998, Vajs 2003 | ||
| 7.3 | R1 = i-Pr R2 = prenyl R3 = X1 = OMe R4 = X2 = H |
hyperwilsone B[c] | H. wilsonii | +114.1 (0.2, acn) | Y. Duan 2021c | ||
| 7.4 | R1 = i-Pr R2 = prenyl R3 = X1 = H R4 = X2 = OMe |
hyperwilsone A[c] | H. wilsonii | +25.7 (0.2, acn) | Y. Duan 2021c | ||
| 7.5 | R1 = (S)-s-Bu R2 = prenyl R3 = X1 = H R4 = X2 = OMe |
lancasteroid F[c] | H. lancasteri | +5.8 (0.3, m) | J.-Q. You 2025 | ||
| 7.6 | R1 = (S)-s-Bu R2 = prenyl R3 = X1 = OMe R4 = X2 = H |
lancasteroid E[c] | H. lancasteri | +115.7 (0.3, m) | J.-Q. You 2025 | ||
| 7.7 | R1 = Ph R2 = H R3 = X1 = H R4 = X2 = H |
hyperscabrone B[c] | H. scabrum | −39 (0.1, m) | W. Gao 2016a | ||
| 7.8 | R1 = Ph R2 = H R3 = X1 = H R4 = X2 = OMe |
lancasteroid G[c] | H. lancasteri | −62.1 (0.3, m) | J.-Q. You 2025 | ||
| 7.9 | R1 = Ph R2 = H R3 = X1 = OMe R4 = X2 = H |
lancasteroid H[c] | H. lancasteri | +1.7 (0.3, m) | J.-Q. You 2025 | ||
| 7.10 | R1 = Ph R2 = prenyl R3 = X1 = H R4 = X2 = H |
hyphenrone X[c] | H. henryi H. Lév & Vaniot | −23 (0.18, m) | Liao 2016 | ||
| 7.11 | R1 = Ph R2 = prenyl R3 = X1 = OMe R4 = X2 = H |
hypseudohenrin F[c] | H. pseudohenryi | +22.2 (0.86, m) | H. Sun 2021b | ||
| 7.12 | R1 = Ph R2 = prenyl R3 = X1 = H R4 = X2 = OMe |
hypseudohenrin G[c] | H. pseudohenryi | −14.0 (0.57, m) | H. Sun 2021b | ||
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| 8.1 | R1 = Me R2 = prenyl R3 = prenyl R4 = prenyl X = OH |
hyperforatin F[c] | H. perforatum | +52 (0.4, m) | Y. Guo 2017 | ||
| 8.2 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = H X = OH |
garsubellin A | G. subelliptica | −21 (e, 1.1) | Fukuyama 1997, Fukuyama 1998 | ||
| 8.3 | R1 = i-Pr R2 = prenyl R3 = (S)-CH2CHOHCMe2OH R4 = H X = OH |
hyperhimatin G[c] | H. himalaicum | +48.4 (0.5, m) | H. Cheng 2022b | ||
| 8.4 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl X = H |
hypercohin G | H. cohaerens | +42.4 (0.20, m) | X. Liu 2013a | ||
| 8.5 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl X = OH |
furohyperforin | H. perforatum, H. attenuatum | +62.4 (0.9), +81.9 (0.9, m), +68 (0.2) | Trifunović 1998, Verotta 1999, D. Li 2015a | ||
| 8.6 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl X = OOH |
33-deoxy-33-hydroperoxyfurohyperforin | H. perforatum | +75 (1.2) | Verotta 2000 | ||
| 8.7 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl X = acetonyl |
hyperpatuone J[c] | H. patulum | −15.00 (0.3, m) | F. Zhang 2026 | ||
| 8.8 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (E)-CH=CHCMe2OH X = OH |
scabrumione F, a.k.a. hyperioxide F[c] | H. scabrum, H. perforatum | +38.7 (0.04, m), +7.2 (0.1, m) | Z.-B. Zhou 2022a, X.-G. Pan 2025 | ||
| 8.9 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (E)-CH=CHCMe2OOH X = OH |
hyperkouytone H, a.k.a. hyperioxide E[c] | H. kouytchense, H. perforatum | +62.7 (0.3, m), +8.1 (0.1, m) | H.-Y. Lou 2024, X.-G. Pan 2025 | ||
| 8.10 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (R)-2,3-epoxy-3-methylbutyl X = OH |
hyperkouytone J | H. kouytchense | +33.92 (0.25, m) | H.-Y. Lou 2024 | ||
| 8.11 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (R)-CH2CHOHCMe=CH2 X = OH |
hyperforatin E[c] | H. perforatum | +66 (0.3, m) | Y. Guo 2017 | ||
| 8.12 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (S)-CH2CHOHCMe=CH2 X = OH |
32-epi-hyperforatin E[c] | H. perforatum | +81 (0.3, m) | Y. Guo 2017 | ||
| 8.13 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = CH2C(=O)CHMe2 X = OH |
hyperforatin G[c] | H. perforatum | +48 (0.6, m) | Y. Guo 2017 | ||
| 8.14 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = CH2C(=O)CMe=CH2 X = OH |
hyperioxide D[c] | H. perforatum | +15.3 (0.1, m) | X.-G. Pan 2025 | ||
| 8.15 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (R)-CH2CHOHCMe2OH X = OH |
17R,18-dihydroxyfurohyperforin | H. perforatum, H. scabrum | +26.6 (0.25, m) | R.-D. Liu 2014, Bridi 2018, Xiao 2018 | ||
| 8.16 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (S)-CH2CHOHCMe2OH X = OH |
attenuatumione G[c] | H. attenuatum | +40.5 (0.19) | Z.-B. Zhou 2016a | ||
| 8.17 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (R)-CH2CHOHCMe2OMe X = OH |
hyperfol G, a.k.a. curvisepalumione A[c] | H. curvisepalum, H. perforatum | +117.0 (0.3, m) | Lou 2020b, Z.-B. Zhou 2022b | ||
| 8.18 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (S)-CH2CHOHCMe2OMe X = OH |
curvisepalumione B[c] | H. curvisepalum | +78.8 (0.17, m) | Z.-B. Zhou 2022b | ||
| 8.19 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (S)-CH2CHOHCMe2OEt X = OH |
hyperioxide C[c] | H. perforatum | +6.6 (0.1, m) | X.-G. Pan 2025 | ||
| 8.20 | R1 = i-Pr R2 = prenyl R3 = (R)-CH2CHOHCMe=CH2 R4 = prenyl X = OH |
hyperforatin Q[c] | H. perforatum | +87.7 (0.6, m) | Y. Guo 2019b | ||
| 8.21 | R1 = i-Pr R2 = prenyl R3 = (E)-CH=CHCMe2OH R4 = prenyl X = OH |
hyperformitin I[c] | H. perforatum | +59 (0.2, m) | Y. Guo 2021a | ||
| 8.22 | R1 = i-Pr R2 = prenyl R3 = (E)-CH=CHCMe2OOH R4 = prenyl X = OH |
hyperkouytone G | H. kouytchense | +47.38 (0.3, m) | H.-Y. Lou 2024 | ||
| 8.23 | R1 = i-Pr R2 = prenyl R3 = (R)-CH2CHOHCMe2OH R4 = prenyl X = OH |
hyperioxide B[c] | H. perforatum | +60.0 (0.02, m) | X.-G. Pan 2025 | ||
| 8.24 | R1 = i-Pr R2 = prenyl R3 = (S)-CH2CHOHCMe2OH R4 = prenyl X = OH |
no common name | H. himalaicum | +88.4 (0.2, m) | G.-H. Liu 2025 | ||
| 8.25 | R1 = i-Pr R2 = (E)-CH2CH=C(Me)CHO R3 = prenyl R4 = prenyl X = OH |
hyperhookerione E[c] | H. hookerianum | +140.2 (0.5, m) | Z. Guo 2025 | ||
| 8.26 | R1 = i-Pr R2 = (R)-CH2CHOHCMe=CH2 R3 = prenyl R4 = prenyl X = OH |
hyperforatin S[c] | H. perforatum | +62.2 (0.6, m) | Y. Guo 2019b | ||
| 8.27 | R1 = i-Pr R2 = (S)-CH2CHOHCMe=CH2 R3 = prenyl R4 = prenyl X = OH |
hypericumoxide J | H. scabrum | +3.4 (0.06, m) | R. Liu 2017, Y. Guo 2019b | ||
| 8.28 | R1 = i-Pr R2 = (E)-CH=CHCMe2OH R3 = prenyl R4 = prenyl X = OH |
hyperfol F[c] | H. perforatum | +31.35 (0.17, m) | Lou 2020b | ||
| 8.29 | R1 = i-Pr R2 = (E)-CH=CHCMe2OOH R3 = prenyl R4 = prenyl X = OH |
hyperkouytone I | H. kouytchense | +28.38 (0.17, m) | H.-Y. Lou 2024 | ||
| 8.30 | R1 = i-Pr (18R,39R)-R2 = ![]() R3 = prenyl R4 = prenyl X = OH |
hyperforatone B[c] | H. perforatum | +53.0 (0.5, m) | Y. Guo 2018 | ||
| 8.31 | R1 = i-Pr (18R,39S)-R2 = ![]() R3 = prenyl R4 = prenyl X = OH |
hypercohin D | H. cohaerens | +81.5 (0.10, m) | X. Liu 2013a | ||
| 8.32 | R1 = i-Pr (18S,39R)-R2 = ![]() R3 = prenyl R4 = prenyl X = OH |
hypercohin B[c] | H. cohaerens | +30.8 (0.15, m) | X. Liu 2013a | ||
| 8.33 | R1 = i-Pr (18S,39S)-R2 = ![]() R3 = prenyl R4 = prenyl X = OH |
hyperforatone A[c] (one of two by that name) | H. perforatum | +31.8 (0.3, m) | Y. Guo 2018, W.-Y. Liu 2025a | ||
| 8.34 | R1 = i-Pr (18S,39R)-R2 = ![]() R3 = prenyl R4 = prenyl X = OOH |
hyperforatone D[c] | H. perforatum | +26.1 (0.4, m) | Y. Guo 2018 | ||
| 8.35 | R1 = i-Pr (27R,37R)-R2 = ![]() R3 = prenyl R4 = prenyl X = OH |
hypericumoxide K | H. scabrum | +65.2 (0.07, m) | R. Liu 2017 | ||
| 8.36 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = H X = OH |
garsubellin B[d][e] | G. subelliptica | −36 (0.6, e) | Fukuyama 1998, Y. Ma 2022b | ||
| 8.37 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = H X = OH |
hyperacmosin S[c][e] (enantiomer) | G. acmosepalum | +32.3 (0.52, e); +92.3 (0.05, m) | Y. Ma 2022b | ||
| 8.38 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = prenyl X = H |
hyperforcinol J, a.k.a. hyperiforin A[c][e] | H. forrestii | +70 (0.4, m), +77.3 (0.1, m) | W.-J. Lu 2021, Zong 2021 | ||
| 8.39 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = prenyl X = OH |
furoadhyperforin[e] | H. perforatum | NR | Vugdelija 2000 | ||
| 8.40 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = prenyl X = OOH |
hyperichoisin A[e] | H. choisianum | +45.78 (0.075, m) | H.-B. Zhang 2021 | ||
| 8.41 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = prenyl X = acetonyl |
hyperpatuone K[c][e] | H. patulum | −35 (0.3, m) | F. Zhang 2026 | ||
| 8.42 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = (R)-CH2CHOHCMe=CH2 X = OH |
hyperforatin T[c][e] | H. perforatum | +45.5 (c 0.2, m) | Y. Guo 2019b | ||
| 8.43 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = (S)-CH2CHOHCMe=CH2 X = OH |
hyperforatin U[c][e] | H. perforatum | +57.3 (0.3, m) | Y. Guo 2019b | ||
| 8.44 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = (S)-CH2CHOHCMe2OH X = OH |
uralione P[c][e] | H. uralum | +27.2 (0.1, m) | X. Li 2017 | ||
| 8.45 | R1 = s-Bu R2 = prenyl R3 = (R)-CH2CHOHCMe=CH2 R4 = prenyl X = OH |
hyperforatin R[c][e] | H. perforatum | +36.0 (0.3, m) | Y. Guo 2019b | ||
| 8.46 | R1 = s-Bu R2 = prenyl R3 = (S)-CH2CHOHCMe2OH R4 = H X = OH |
hyperhimatin H[c][e] | H. himalaicum | +44.0 (0.5, m) | H. Cheng 2022b | ||
| 8.47 | R1 = s-Bu R2 = CH(Pr)CH2CO2H R3 = prenyl R4 = H X = OH |
sundaicumone B[e] | Calophyllum sundaicum | +48 (0.1, e) | S. Cao 2006 | ||
| 8.48 | R1 = s-Bu R2 = CH(Pr)CH2CO2H R3 = CH2CHOHCMe2OH R4 = H X = OH |
sundaicumone A[e] | Calophyllum sundaicum | +52 (0.2, e) | S. Cao 2006 | ||
| 8.49 | R1 = s-Bu (18R,39S)-R2 = ![]() R3 = prenyl R4 = prenyl X = OH |
hypericumoxide L[e] | H. scabrum | +28.6 (0.02, m) | R. Liu 2017 | ||
| 8.50 | R1 = s-Bu (18S,39R)-R2 = ![]() R3 = prenyl R4 = prenyl X = OH |
hyperforatone C[c][e] | H. perforatum | +21.5 (0.5, m) | Y. Guo 2018 | ||
| 8.51 | R1 = Ph R2 = prenyl R3 = prenyl R4 = H X = OH |
hyperibone G | H. scabrum | −29.3 (0.9) | Matsuhisa 2002 | ||
| 8.52 | R1 = Ph R2 = prenyl R3 = prenyl R4 = H X = OH |
propolone D (enantiomer) | Cuban propolis | +48.5 (0.7) | Hernandez 2005 | ||
| 8.53 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl X = H |
hypercohin H | H. cohaerens | −19.0 (0.11, m) | X. Liu 2013a | ||
| 8.54 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl X = OH |
uraloidin A, a.k.a. uralodin A | H. henryi subsp. uraloides | −55.0 (0.10, m) | N. Guo 2008, X.-Q. Chen 2010 | ||
| 8.55 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl X = OOH |
hyperforcinol H, a.k.a. hyperiforin B[c] | H. forrestii | −20 (0.1, m), −7.3 (0.1, m) | W.-J. Lu 2021, Zong 2021 | ||
| 8.56 | R1 = Ph R2 = prenyl R3 = prenyl R4 = (R)-CH2CH(OH)CMe=CH2 X = OH |
hyperpatulone B[c] | H. patulum | +41.7 (1.0, m) | Z.-N. Wu 2019 | ||
| 8.57 | R1 = Ph R2 = prenyl R3 = prenyl R4 = (S)-CH2CH(OH)CMe=CH2 X = OH |
hyperpatulone A[c] | H. patulum | +39.6 (1.0, m) | Z.-N. Wu 2019 | ||
| 8.58 | R1 = Ph R2 = prenyl R3 = prenyl R4 = (R)-CH2CH(OH)CMe2OH X = OH |
hyperpatulone D[c] (one of two by that name) | H. patulum | +51.8 (1.0, m) | Z.-N. Wu 2019 | ||
| 8.59 | R1 = Ph R2 = prenyl R3 = prenyl R4 = (S)-CH2CH(OH)CMe2OH X = OH |
hyperpatulone C[c] (one of two by that name) | H. patulum | +56.6 (1.0) | Z.-N. Wu 2019 | ||
| 8.60 | R1 = Ph R2 = prenyl R3 = prenyl R4 = (E)-CH2CH=CMeCHO X = OH |
hyperpatuone L[c] | H. patulum | +11.67 (0.3, m) | F. Zhang 2026 | ||
| 8.61 | R1 = Ph R2 = prenyl R3 = (E)-CH=CHCMe2OH R4 = (E)-CH=CHCMe2OH X = OH |
kiiacylphnol F[c] | H. przewalskii Maxim | −12 (0.3, m) | Y. Duan 2022a | ||
| 8.62 | R1 = Ph R2 = prenyl R3 = prenyl R4 = geranyl X = OH |
kiiacylphnol E[c] | H. przewalskii Maxim | +2 (0.2, m) | Y. Duan 2022a | ||
| 8.63 | R1 = Ph R2 = prenyl R3 = geranyl R4 = H X = OOH |
trijapin E | Triadenum japonicum | −150 (0.2, m) | Oya 2015 | ||
| 8.64 | R1 = Ph R2 = CH2CHOHCMe=CH2 R3 = prenyl R4 = H X = OH |
hyperibone D[e] | H. scabrum | −61.9 (0.7) | Matsuhisa 2002 | ||
| 8.65 | R1 = Ph (18S,39R)-R2 = ![]() R3 = prenyl R4 = prenyl X = OH |
hypercohin C | H. cohaerens | −43.6 (0.10, m) | X. Liu 2013a | ||
| 8.66 | R1 = Ph R2 = CH2COCHMe2 R3 = prenyl R4 = prenyl X = OH |
kiiacylphnol D[c] | H. przewalskii Maxim | −9 (0.2, m) | Y. Duan 2022a | ||
|
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| 9.1 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl X = OH |
hypercohin E | H. cohaerens | +17.9 (0.10, m) | X. Liu 2013a | ||
| 9.2 | R1 = i-Pr R2 = CH2CH2CMe2OH R3 = prenyl R4 = H X = OH |
garcinielliptone C | G. subelliptica | −40 (0.2) | Weng 2003a | ||
| 9.3 | R1 = i-Pr R2 = prenyl R3 = (S)-CH2CHOHCMe2OH R4 = H X = OH |
hyperhimatin F[c] | H. himalaicum | −14.0 (0.5, m); | H. Cheng 2022b | ||
| 9.4 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = prenyl X = OH |
hypercohin F[e] | H. cohaerens | +18.6 (0.15, m) | X. Liu 2013a | ||
| 9.5 | R1 = Ph R2 = prenyl R3 = prenyl R4 = H X = OH |
hyperscabrone M[c] | H. scabrum | −29.0 (0.1, m) | W. Gao 2016a | ||
| 9.6 | R1 = Ph R2 = prenyl R3 = prenyl R4 = H X = OOH |
hyperscabrone A[c] | H. scabrum | −37 (0.1, m) | W. Gao 2016a | ||
| 9.7 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl X = OH |
uralione E | H. uralum | −30 (0.2) | Z.-B. Zhou 2016b | ||
| 9.8 | R1 = Ph R2 = prenyl R3 = prenyl R4 = (R)-CH2CHOHCMe2OH X = OH |
uralione Q[c] | H. uralum | −23.4 (0.1, m) | X. Li 2017 | ||
| 9.9 | R1 = Ph R2 = prenyl R3 = prenyl R4 = (S)-CH2CHOHCMe2OH X = OH |
uralione R[c] | H. uralum | −32.0 (0.1, m) | X. Li 2017 | ||
|
hypseudohenrin L[c] | H. pseudohenryi | +22.4 (0.71, m) | Y.-h. Ma 2022 | |||
|
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| 11.1 | R1 = i-Pr R2 = prenyl R3 = CMe2OH R4 = prenyl R5 = H |
hyperacmosin J[n] | H. acmosepalum | −122 (0.18, m) | X. Wang 2020b | ||
| 11.2 | R1 = i-Pr R2 = prenyl R3 = CMe2OH R4 = (R)-CH2CHOHCMe2OH R5 = H |
hyperhimatin J[c] | H. himalaicum | +116.7 (0.5, m) | H. Cheng 2022b | ||
| 11.3 | R1 = i-Pr R2 = prenyl R3 = CMe2OH R4 = (R)-CH2CHOHCMe2OH R5 = prenyl |
hyperioxide A[c] | H. perforatum | +70.0 (0.02, m) | X.-G. Pan 2025 | ||
| 11.4 | R1 = i-Pr R2 = prenyl R3 = (2R)-5-oxo-2-methyltetrahydrofuran-2-yl R4 = prenyl R5 = H |
hyperhookerione F[d] | H. hookerianum | −128.8 (0.5, m) | Z. Guo 2025 | ||
| 11.5 | R1 = i-Pr R2 = prenyl R3 = (2S)-5-oxo-2-methyltetrahydrofuran-2-yl R4 = prenyl R5 = H |
hyperhookerione G[d] | H. hookerianum | −146.2 (0.5, m) | Z. Guo 2025 | ||
| 11.6 | R1 = i-Pr R2 = prenyl R3 = (R)-2-hydroxy-6-methyl-5-hepten-2-yl R4 = (R)-CH2CH(OH)CMe2OH R5 = H |
no common name | H. himalaicum | −32.0 (0.1, m) | G.-H. Liu 2025 | ||
| 11.7 | R1 = i-Pr R2 = geranyl R3 = CMe2OH R4 = prenyl R5 = H |
hyperacmosin B[c] | H. acmosepalum | −53.0 (0.502, m) | J. Wang 2019, J. Wang 2022 | ||
| 11.8 | R1 = s-Bu R2 = prenyl R3 = CMe2OH R4 = (R)-CH2CHOHCMe2OH R5 = H |
hyperhimatin L[c] | H. himalaicum | +71.3 (0.5, m) | H. Cheng 2022b | ||
| 11.9 | R1 = Ph R2 = prenyl R3 = H R4 = prenyl R5 = H |
hypersampsone R, a.k.a. hyperattenin B[d] (one of two by the first name) | H. attenuatum Choisy, H. sampsonii | +22.0 (0.3), +43.9 (0.19) | W.-J. Tian 2014c, D. Li 2015a | ||
| 11.10 | R1 = Ph R2 = prenyl R3 = OH R4 = prenyl R5 = H |
hyperattenin A[d] | H. attenuatum Choisy | +38.3 (0.92) | D. Li 2015a | ||
| 11.11 | R1 = Ph R2 = prenyl R3 = C(=O)Me R4 = prenyl R5 = H |
hypersampsonone I[d] | H. sampsonii | +17.5 (1.0, m) | Y. Li 2023 | ||
| 11.12 | R1 = Ph R2 = prenyl R3 = CMe2OH R4 = prenyl R5 = H |
sampsonione L | H. sampsonii | +55 (0.06) | L.-H. Hu 2000 | ||
| 11.13 | R1 = Ph R2 = prenyl R3 = CMe2OH R4 = (E)-CH=CHCMe2OH R5 = H |
hyperibone F | H. scabrum | −31.0 (0.2) | Matsuhisa 2002, Ciochina 2006 | ||
| 11.14 | R1 = Ph R2 = prenyl R3 = (S)-2-hydroxy-6-methyl-5-hepten-2-yl R4 = prenyl R5 = H |
sampsonione K | H. sampsonii | −5.6 (1.1) | L.-H. Hu 2000, Z.-B. Zhou 2014 | ||
| 11.15 | R1 = Ph R2 = prenyl R3 = (R)-2-hydroxy-6-methyl-5-hepten-2-yl R4 = prenyl R5 = H |
attenuatumione C | H. attenuatum | +20.9 (0.15) | Z.-B. Zhou 2014 | ||
| 11.16 | R1 = Ph R2 = prenyl R3 = (R)-2-hydroxy-6-methyl-5-hepten-2-yl R4 = (S)-CH2CH(OH)CMe2OH R5 = H |
no common name | H. himalaicum | +37.3 (0.1, m) | G.-H. Liu 2025 | ||
| 11.17 | R1 = Ph R2 = prenyl R3 = (R)-5-oxo-2-methyltetrahydrofuran-2-yl R4 = prenyl R5 = H |
hyperisampsin I[d] | H. sampsonii | +42 (0.2) | Zhu 2015b | ||
| 11.18 | R1 = Ph R2 = prenyl R3 = (S)-5-oxo-2-methyltetrahydrofuran-2-yl R4 = prenyl R5 = H |
hyperisampsin H[d] | H. sampsonii | +4 (0.2) | Zhu 2015b | ||
| 11.19 | R1 = Ph R2 = prenyl (3R,6S)-R3 = ![]() R4 = prenyl R5 = H X = OH |
hyperisampsin J[d] | H. sampsonii | +21 (0.3, m) | Zhu 2015b | ||
| 11.20 | R1 = Ph R2 = prenyl (3R,6S)-R3 = ![]() R4 = prenyl R5 = H X = OOH |
hyperisampsin K[d] | H. sampsonii | +12 (0.4) | Zhu 2015b | ||
| 11.21 | R1 = Ph R2 = prenyl (3S,6R)-R3 = ![]() R4 = prenyl R5 = H X = OH |
hyperisampsin M[d] | H. sampsonii | +47 (0.1) | Zhu 2015b | ||
| 11.22 | R1 = Ph R2 = prenyl (3S,6R)-R3 = ![]() R4 = prenyl R5 = H X = OOH |
hyperisampsin L[d] | H. sampsonii | +9 (0.1, m) | Zhu 2015b | ||
| 11.23 | R1 = Ph R2 = CH2CHOHCMe=CH2 R3 = CMe2OH R4 = (E)-CH=CHCMe2OH R5 = H |
hyperibone E[e] | H. scabrum | −56.0 (0.2) | Matsuhisa 2002, Ciochina 2006 | ||
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| 12.1 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl |
hyperscabin H[d] | H. scabrum | +21.5 (0.11, mc) | J. Ma 2021b | ||
| 12.2 | R1 = i-Pr R2 = prenyl R3 = (R)-CH2CHOHCMe2OH R4 = H |
hyperhimatin I[c] | H. himalaicum | +40.2 (0.5, m) | H. Cheng 2022b | ||
| 12.3 | R1 = i-Pr R2 = CH2CO2H R3 = prenyl R4 = H |
hyperhimatin D[c] | H. himalaicum | +6.2 (0.5, m) | H. Cheng 2022b | ||
| 12.4 | R1 = i-Pr R2 = geranyl R3 = prenyl R4 = H |
hyperacmosin A[c] | H. acmosepalum | +87.8 (0.337, m) | J. Wang 2019, J. Wang 2022 | ||
| 12.5 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = prenyl |
hyperscabin I[d][e] | H. scabrum | +23.1 (0.10, mc) | J. Ma 2021b | ||
| 12.6 | R1 = s-Bu R2 = prenyl R3 = (R)-CH2CHOHCMe2OH R4 = H |
hyperhimatin K[c][e] | H. himalaicum | +37.7 (0.5, m) | H. Cheng 2022b | ||
| 12.7 | R1 = s-Bu R2 = CH2CO2H R3 = prenyl R4 = H |
hyperhimatin E[c][e] | H. himalaicum | +20.0 (c 0.5, m) | H. Cheng 2022b | ||
|
otogirinin E[e] | H. erectum Thunb. | NR | Ishida 2010 | |||
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| 14.1 | R = i-Pr | hyperwilsone J[c] | H. wilsonii | −44.8 (0.4, m) | Y. Duan 2021c | ||
| 14.2 | R = s-Bu | hyperwilsone K[c][e] | H. wilsonii | −6.96 (0.4, m) | Y. Duan 2021c | ||
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| 15.1 | R = i-Pr | kiiacylphnol A[c] | H. przewalskii Maxim | +13 (0.1, m) | Y. Duan 2022a | ||
| 15.2 | R = s-Bu | kiiacylphnol B[c][e] | H. przewalskii Maxim | +22 (0.6, m) | Y. Duan 2022a | ||
|
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| 16.1 | R1 = i-Pr R2 = CMe2OH R3 = Me R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
hypermongone D[c] | H. monogynum | +69 (0.3, m) | W.-J. Xu 2015 | ||
| 16.2 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = H R6 = X1 = H R7 = X2 = H |
garcinielliptone L[d] | G. subelliptica | −41 (0.3) | Weng 2004, X.-W. Yang 2017a, Y. Guo 2021a | ||
| 16.3 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = H R6 = X1 = H R7 = X2 = H |
hyperformitin L[c] (enantiomer) | H. perforatum | +60 (0.2, m) | Y. Guo 2021a | ||
| 16.4 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
furohyperforin isomer 2, a.k.a. attenuatumione E[c] | H. attenuatum, H. perforatum | +39.7 (0.13) | Lee 2006, C. Hashida 2008, Z.-B. Zhou 2014, X.-W. Yang 2018, Qiu 2023 | ||
| 16.5 | R1 = i-Pr R2 = CMe=CH2 R3 = prenyl R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
hypertum H[c] | H. perforatum | +85.7 (0.05, m) | W.-Y. Liu 2025b | ||
| 16.6 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = prenyl R6 = X1 = OH R7 = X2 = H |
hyperforatin B[c] | H. perforatum | +106 (0.3, m) | Y. Guo 2017 | ||
| 16.7 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = (E)-CH=CHCMe2OH R6 = X1 = H R7 = X2 = H |
hyperformitin E, a.k.a. scabrumione D[c] | H. perforatum, H. scabrum | +63 (0.6, m), +61.5 (0.1, m) | Y. Guo 2021a, Z.-B. Zhou 2022a, Qiu 2023 | ||
| 16.8 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = (E)-CH=CHCMe2OMe R6 = X1 = H R7 = X2 = H |
15-epi-hyperforatin D[c] | H. perforatum | +54 (0.6, m) | Y. Guo 2017 | ||
| 16.9 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = (R)-CH2CH(OH)CMe=CH2 R6 = X1 = H R7 = X2 = H |
32-epi-hyperforatin A[c] | H. perforatum | +78 (0.6, m) | Y. Guo 2017 | ||
| 16.10 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = (S)-CH2CH(OH)CMe=CH2 R6 = X1 = H R7 = X2 = H |
hyperforatin A[c] | H. perforatum | +84 (0.5, m) | Y. Guo 2017 | ||
| 16.11 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = (R)-CH2CH(OH)CMe2OH R6 = X1 = H R7 = X2 = H |
curvisepalumione C[c] | H. himalaicum, H. curvisepalum N. Robson | +37.1 (0.1, m), +32.1 (0.5, m) | G.-H. Liu 2025, M.-M. Cao 2025 | ||
| 16.12 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = (S)-CH2CH(OH)CMe2OH R6 = X1 = H R7 = X2 = H |
no common name | H. himalaicum | +36.7 (0.1, m) | G.-H. Liu 2025 | ||
| 16.13 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = (R)-CH2CH(OH)CMe2OH R6 = X1 = H R7 = X2 = OH |
hyperuraline B[c] | H. uralum | +14.1 (0.10) | J. Hu 2025 | ||
| 16.14 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = (3R)-2,3-epoxy-3-methylbutyl R6 = X1 = H R7 = X2 = OH |
hypersampine A[c] | H. sampsonii | +20.9 (NR, m) | X.-P. Wang 2024 | ||
| 16.15 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = (E)-CH=CHCMe2OH R5 = prenyl R6 = X1 = H R7 = X2 = H |
hyperformitin A, a.k.a. scabrumione A[c] | H. perforatum, H. scabrum | +162 (0.3, m), +147.6 (0.1, m) | Y. Guo 2021a, Z.-B. Zhou 2022a, Qiu 2023 | ||
| 16.16 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = (R)-CH2CHOHCMe=CH2 R5 = prenyl R6 = X1 = H R7 = X2 = H |
hyperforatin O[c] | H. perforatum | +57.5 (0.3, m) | Y. Guo 2019b | ||
| 16.17 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = (S)-CH2CHOHCMe=CH2 R5 = prenyl R6 = X1 = H R7 = X2 = H |
hyperforatin P[c] | H. perforatum | +14.2 (0.1, m) | Y. Guo 2019b | ||
| 16.18 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = (R)-CH2CHOHCMe2OH R5 = prenyl R6 = X1 = H R7 = X2 = H |
uralione O[c] | H. uralum | +28.6 (0.1, m) | X. Li 2017, Qiu 2023 | ||
| 16.19 | R1 = i-Pr R2 = CMe2OH R3 = (E)-CH=CHCMe2OH R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
hyperformitin C, a.k.a. scabrumione C[c] | H. perforatum, H. scabrum | +94 (0.5, m), +103.0 (0.1, m) | Y. Guo 2021a, Z.-B. Zhou 2022a, Qiu 2023 | ||
| 16.20 | R1 = i-Pr R2 = CMe2OH R3 = CH2CH(OH)CMe2OH R4 = prenyl R5 = (R)-2,3-epoxy-3-methylbutyl R6 = X1 = H R7 = X2 = H |
hyperuraline A[e] | H. uralum | +19.8 (0.10) | J. Hu 2025 | ||
| 16.21 | R1 = i-Bu R2 = CMe2OH R3 = Me R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
ascynol L[c] | H. ascyron | +20 (0.1, m) | Y.-L. Hu 2025 | ||
| 16.22 | R1 = (S)-s-Bu R2 = CMe2OH R3 = Me R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
hypermongone B[c] | H. ascyron, H. monogynum | +80 (0.2, m) | W.-J. Xu 2015, Kong 2017 | ||
| 16.23 | R1 = s-Bu R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
furoadhyperforin isomer 2a[e] | H. perforatum | +66 (0.08, m) | J.-B. Yang 2016 | ||
| 16.24 | R1 = Ph R2 = CMe2OH R3 = Me R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
hyperascyrin E[c] | H. ascyron | +16 (0.1, m) | J.-W. Hu 2018 | ||
| 16.25 | R1 = Ph R2 = CMe2OH R3 = Me R4 = prenyl R5 = prenyl R6 = X1 = OH R7 = X2 = H |
hyperascyrin H[c] | H. ascyron | +28 (0.2, m) | J.-W. Hu 2018 | ||
| 16.26 | R1 = Ph R2 = CMe2OH R3 = Me R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = OH |
hyperascyrin G[c] | H. ascyron | +12 (0.2, m) | J.-W. Hu 2018 | ||
| 16.27 | R1 = Ph R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = H R6 = X1 = H R7 = X2 = H |
hyperibrin F[c] | H. scabrum | −50.8 (0.07, m) | J. Hu 2017 | ||
| 16.28 | R1 = Ph R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = H R6 = X1 = H R7 = X2 = H |
propolone C, a.k.a. garcinielliptone K[d] (enantiomer) | Cuban propolis, G. subelliptica | +35.7 (0.2), +27 (0.3) | Weng 2004, Hernandez 2005, X.-W. Yang 2017a | ||
| 16.29 | R1 = Ph R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = (R)-CH2CH(OH)CMe2OH R6 = X1 = H R7 = X2 = H |
ascyronine A[c] | H. ascyron | −15.5 (0.1, m) | E.-H. Zhang 2023 | ||
| 16.30 | R1 = Ph R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
ascyronone F, a.k.a. uralione G[c] | H. ascyron, H. uralum | +36.5 (0.1, m), +17 (0.1) | Z. P. Li 2019, Z.-B. Zhou 2016b, Qiu 2023 | ||
|
|||||||
| 17.1 | R1 = i-Pr R2 = Me R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
hypermongone C[c] | H. monogynum | −8 (0.2, m) | W.-J. Xu 2015 | ||
| 17.2 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = H R5 = X1 = H R6 = X2 = H |
garcinielliptone M[d] | G. subelliptica | +73 (0.2) | Weng 2004, X.-W. Yang 2017a, Y. Guo 2021a | ||
| 17.3 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = H R5 = X1 = H R6 = X2 = H |
hyperformitin M[c] (enantiomer) | H. perforatum | −48 (0.1, m) | Y. Guo 2021a | ||
| 17.4 | R1 = i-Pr R2 = (R)-CH2CHOHCMe2OH R3 = prenyl R4 = H R5 = X1 = H R6 = X2 = H |
hyperhimatin P[c] | H. himalaicum | −44.7 (0.5, m) | H. Cheng 2022b | ||
| 17.5 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
attenuatumione F, a.k.a. hyperscabin G[c] | H. attenuatum, H. scabrum | +19.6 (0.18), +28.4 (0.1, mc) | Z.-B. Zhou 2014, J. Ma 2021b, Qiu 2023 | ||
| 17.6 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = OH R6 = X2 = H |
hyperforatin C[c] | H. perforatum | +12 (0.5, m) | Y. Guo 2017 | ||
| 17.7 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = 2,3-epoxy-3-methylbutyl R5 = X1 = H R6 = X2 = H |
hypericumoxide A[e] | H. scabrum | +12.5 (0.06, m) | R. Liu 2017, Qiu 2023 | ||
| 17.8 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (E)-CH=CHCMe2OH R5 = X1 = H R6 = X2 = H |
hyperformitin F[c] | H. perforatum | +10 (0.1, m) | Y. Guo 2021a | ||
| 17.9 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (E)-CH=CHCMe2OMe R5 = X1 = H R6 = X2 = H |
hyperforatin D[c] | H. perforatum | +12 (0.5, m) | Y. Guo 2017 | ||
| 17.10 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (R)-CH2CH(OH)CMe=CH2 R5 = X1 = H R6 = X2 = H |
hyperforatin L[c] | H. perforatum | −7.5 (0.6, m) | Y. Guo 2019b | ||
| 17.11 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (S)-CH2CH(OH)CMe=CH2 R5 = X1 = H R6 = X2 = H |
hyperforatin M[c] | H. perforatum | +5.2 (0.3, m) | Y. Guo 2019b | ||
| 17.12 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (R)-CH2CH(OH)CMe2OH R5 = X1 = H R6 = X2 = H |
hypericumoxide B[c] | H. scabrum | −12.5 (0.08, m) | R. Liu 2017, Qiu 2023 | ||
| 17.13 | R1 = i-Pr R2 = prenyl R3 = (S)-CH2CHOHCMe=CH2 R4 = prenyl R5 = X1 = H R6 = X2 = H |
hyperforatin N[c] | H. perforatum | +35.0 (0.2, m) | Y. Guo 2019b | ||
| 17.14 | R1 = i-Pr R2 = prenyl R3 = (E)-CH=CHCMe2OH R4 = H R5 = X1 = H R6 = X2 = H |
hyperhimatin O[c] | H. himalaicum | −6.2 (0.5, m) | H. Cheng 2022b | ||
| 17.15 | R1 = i-Pr R2 = prenyl R3 = (E)-CH=CHCMe2OH R4 = prenyl R5 = X1 = H R6 = X2 = H |
hyperformitin B[c] | H. perforatum | +70 (0.3, mc) | Y. Guo 2021a | ||
| 17.16 | R1 = i-Pr R2 = (R)-CH2CHOHCMe2OH R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
hypericumoxide C[c] | H. scabrum | +14.7 (0.03, m) | R. Liu 2017, Qiu 2023 | ||
| 17.17 | R1 = i-Pr R2 = (S)-CH2CHOHCMe2OH R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
uralione K[c] | H. uralum | +6 (0.1) | Z.-B. Zhou 2016b, Qiu 2023 | ||
| 17.18 | R1 = i-Pr R2 = (E)-CH=CHCMe2OH R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
hyperformitin D, a.k.a. scabrumione B[c] | H. perforatum, H. scabrum | +31 (0.3, m), +61.5 (0.1, m) | Z.-B. Zhou 2016b, Y. Guo 2021a, Qiu 2023 | ||
| 17.19 | R1 = i-Bu R2 = Me R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
ascynol M[c] | H. ascyron | −15 (0.21, m) | Y.-L. Hu 2025 | ||
| 17.20 | R1 = (S)-s-Bu R2 = Me R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
hypermongone A[c] | H. monogynum | +9 (0.2, m) | W.-J. Xu 2015 | ||
| 17.21 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
furoadhyperforin isomer 2b[c] | H. scabrum, H. cohaerens | +24 (0.06, m) | J.-B. Yang 2016 | ||
| 17.22 | R1 = Ph R2 = Me R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
hyperascyrin F[c] | H. ascyron | −48 (0.4, m) | J.-W. Hu 2018 | ||
| 17.23 | R1 = Ph R2 = Me R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = OH |
hyperascyrin I[c] | H. ascyron | −35 (0.1, m) | J.-W. Hu 2018 | ||
| 17.24 | R1 = Ph R2 = prenyl R3 = prenyl R4 = H R5 = X1 = H R6 = X2 = H |
hyperibrin C[c] | H. scabrum | +92.5 (0.10, m) | W. Gao 2016c | ||
| 17.25 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
uralione F[c] | H. uralum | −32 (0.3) | Z.-B. Zhou 2016b, Qiu 2023 | ||
| 17.26 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = (S)-isolavandulyl[g] R4 = H R5 = X1 = H R6 = X2 = H |
garcinialiptone C | G. subelliptica | −94.0 (0.86, m) | L.-J. Zhang 2010 | ||
|
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| 18.1 | R = prenyl | sampsonione N | H. sampsonii | +22.0 (0.090) | Xiao 2007, Qiu 2023 | ||
| 18.2 | R = geranyl | hyperacmosin O, a.k.a. hypersampsonone H[d] | H. acmosepalum, H. sampsonii | −1.5 (0.1, m), + 7.5 (1.0, m) | M.-x. Sun 2021b, Y. Li 2023 | ||
|
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| 19.1 | R = geranyl X = H |
sampsonione M | H. sampsonii | +55 (0.04) | L.-H. Hu 2000 | ||
| 19.2 | R = (R)-lavandulyl[f] X = OMe |
garcimultiflorone M[c][t][u][x] | G. multiflora | −32.8 (0.060, m) | Z.-Q. Wang 2018 | ||
|
lathrophytoic acid B | Kielmeyera lathrophyton | NR | de Almeida 2011 | |||
|
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| 21.1 | R1 = i-Pr R2 = Me R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
hypermongone H[c] | H. monogynum | +61 (0.2, m) | W.-J. Xu 2015 | ||
| 21.2 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = H R5 = X1 = H R6 = X2 = H |
garsubellin C[d] | G. subelliptica | +39 (0.4, e) | Fukuyama 1997, Fukuyama 1998, Y. Guo 2021a | ||
| 21.3 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = H R5 = X1 = H R6 = X2 = H |
hyperformitin K[c] (enantiomer) | H. perforatum | −56 (0.4, e) | Y. Guo 2021a | ||
| 21.4 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
18-epi-furohyperforin isomer 1[r] | H. perforatum | +15 (0.3, m) | C. Hashida 2008, X.-W. Yang 2018 | ||
| 21.5 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = OH R6 = X2 = H |
hyperforatin K[c] | H. perforatum | −13 (0.5, m) | Y. Guo 2017 | ||
| 21.6 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = OEt R6 = X2 = H |
hyperacmosin P[c] | H. acmosepalum | −19.2 (0.1, m) | M.-x. Sun 2021b | ||
| 21.7 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (R)-CH2CH(OH)CMe2OH R5 = X1 = H R6 = X2 = H |
uralione L[c] | H. uralum | −29.0 (0.1, m) | X. Li 2017 | ||
| 21.8 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (R)-CH2CH(OH)CMe=CH2 R5 = X1 = H R6 = X2 = H |
15-epi-hyperforatin I[c] | H. perforatum | −28 (0.3, m) | Y. Guo 2017 | ||
| 21.9 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (S)-CH2CH(OH)CMe2OH R5 = X1 = H R6 = X2 = H |
hyperidione F[c] | H. perforatum | −30.0 (0.010, m) | X.-G. Pan 2024 | ||
| 21.10 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (S)-CH2CH(OH)CMe2OMe R5 = X1 = H R6 = X2 = H |
curvisepalumione D[c] | H. curvisepalum N. Robson | −23.3 (0.5, m) | M.-M. Cao 2025 | ||
| 21.11 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (E)-CH=CHCMe2OH R5 = X1 = H R6 = X2 = H |
hyperidione E[c] | H. perforatum | +1.5 (0.033, m) | X.-G. Pan 2024 | ||
| 21.12 | R1 = i-Pr R2 = prenyl R3 = (R)-CH2CH(OH)CMe2OH R4 = prenyl R5 = X1 = H R6 = X2 = H |
hyperidione C[c] | H. perforatum | +20.0 (0.020, m) | X.-G. Pan 2024 | ||
| 21.13 | R1 = i-Pr R2 = prenyl R3 = (S)-CH2CH(OH)CMe2OH R4 = prenyl R5 = X1 = H R6 = X2 = H |
no common name | H. himalaicum | +29.7 (0.1, m) | G.-H. Liu 2025 | ||
| 21.14 | R1 = i-Pr R2 = prenyl R3 = (E)-CH=CHCMe2OH R4 = prenyl R5 = X1 = H R6 = X2 = H |
hyperformitin H[c] | H. perforatum | +88 (0.3, m) | Y. Guo 2021a | ||
| 21.15 | R1 = i-Pr R2 = (E)-CH=CHCMe2OH R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
hypericumoxide D | H. scabrum | +9.8 (0.07, m) | R. Liu 2017 | ||
| 21.16 | R1 = i-Pr R2 = (E)-CH=CHCMe2OH R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = OH |
ascyronine B[c] | H. ascyron | +13.9 (0.1, m) | E.-H. Zhang 2023 | ||
| 21.17 | R1 = i-Bu R2 = Me R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
ascynol N[c] | H. ascyron | +44 (0.2, m) | Y.-L. Hu 2025 | ||
| 21.18 | R1 = i-Bu R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
hyperwilsone E[c] | H. wilsonii | −16.8 (0.6, m) | Y. Duan 2021c | ||
| 21.19 | R1 = (S)-s-Bu R2 = Me R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
hypermongone F[c] | H. monogynum | −44 (0.1, m) | W.-J. Xu 2015 | ||
| 21.20 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
furoadhyperforin isomer B[e][s] | H. perforatum | +14 (1.5) | C. Hashida 2008, X.-W. Yang 2018 | ||
| 21.21 | R1 = Ph R2 = Me R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
hyperascyrin A[c] | H. ascyron | −80 (0.1, m) | J.-W. Hu 2018 | ||
| 21.22 | R1 = Ph R2 = Me R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = OH |
hyperascyrin C[c] | H. ascyron | −67 (0.2, m) | J.-W. Hu 2018 | ||
| 21.23 | R1 = Ph R2 = prenyl R3 = prenyl R4 = H R5 = X1 = H R6 = X2 = H |
hyperibone A | H. scabrum | +57 (0.2), +63.7 (0.4) | Matsuhisa 2002, Hernandez 2005 | ||
| 21.24 | R1 = Ph R2 = prenyl R3 = prenyl R4 = H R5 = X1 = H R6 = X2 = H |
garcinielliptone I (enantiomer) | G. subelliptica | −37.7 (1.1) | Weng 2003b, Ciochina 2006 | ||
| 21.25 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
uralodin B | H. henryi subsp. uraloides | −24.6 (0.075, m) | X. Q. Chen 2010 | ||
| 21.26 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = OH R6 = X2 = H |
hypercohin J | H. cohaerens | −4.8 (0.09, m) | X. Liu 2013a, X.-W. Yang 2018 | ||
| 21.27 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = OH |
hyperbeanin D[c] | H. beanii | +0.9 (0.11, m) | Y. Ma 2022a | ||
| 21.28 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
dihroxuralodin | H. petiolulatum | −27.9 (0.10, m) | Rui 2017 | ||
|
hyperwilsone C[c] | H. wilsonii | −36.3 (0.3, m) | Y. Duan 2021c | |||
|
|||||||
| 23.1 | R1 = i-Pr R2 = CMe2OH R3 = Me R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
hypermongone G[c] | H. monogynum | +34 (0.3, m) | W.-J. Xu 2015 | ||
| 23.2 | R1 = i-Pr R2 = CMe2OH R3 = Me R4 = prenyl R5 = (S)-CH2CHOHCMe2OH R6 = X1 = H R7 = X2 = H |
hypermongone I[c] | H. monogynum | +6 (0.1, m) | W.-J. Xu 2015 | ||
| 23.3 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = H R6 = X1 = H R7 = X2 = H |
garsubellin D[d] | G. subelliptica | −12 (0.4, e) | Fukuyama 1998, Y. Guo 2021a | ||
| 23.4 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = H R6 = X1 = H R7 = X2 = H |
hyperformitin J[c] (enantiomer) | H. perforatum | +18 (0.4, e) | Y. Guo 2021a | ||
| 23.5 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = H R6 = X1 = H R7 = X2 = OH |
garcinielliptone P | G. subelliptica | −2 (1.6) | K.-W. Lin 2011 | ||
| 23.6 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
furohyperforin isomer 1[r] | H. perforatum | +50 (0.7) | Lee 2006, C. Hashida 2008, X.-W. Yang 2018 | ||
| 23.7 | R1 = i-Pr R2 = CMe=CH2 R3 = prenyl R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
hypertum I[c] | H. perforatum | +60.3 (0.04, m) | W.-Y. Liu 2025b | ||
| 23.8 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = prenyl R6 = X1 = OH R7 = X2 = H |
hyperforatin J[c] | H. perforatum | +44 (0.5, m) | Y. Guo 2017 | ||
| 23.9 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = (E)-CH=CHCMe2OH R6 = X1 = H R7 = X2 = H |
hypericumoxide F | H. scabrum | +10.7 (0.09, m) | R. Liu 2017 | ||
| 23.10 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = (R)-CH2CHOHCMe2OH R6 = X1 = H R7 = X2 = H |
uralione M[c] | H. uralum | +28.6 (0.1, m) | X. Li 2017 | ||
| 23.11 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = (S)-CH2CHOHCMe2OH R6 = X1 = H R7 = X2 = H |
uralione N[c] | H. uralum | +38.8 (0.1, m) | X. Li 2017 | ||
| 23.12 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = CH2C(=O)CHMe2 R6 = X1 = H R7 = X2 = H |
hyperforatin H[c] | H. perforatum | +34 (0.5, m) | Y. Guo 2017 | ||
| 23.13 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = (R)-CH2CHOHCMe=CH2 R6 = X1 = H R7 = X2 = H |
hyperforatin I[c] | H. perforatum | +23 (0.4, m) | Y. Guo 2017 | ||
| 23.14 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = (E)-CH=CHCMe2OH R5 = H R6 = X1 = H R7 = X2 = H |
hyperhimatin M[c] | H. himalaicum | +37.8 (0.5, m) | H. Cheng 2022b | ||
| 23.15 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = (E)-CH=CHCMe2OH R5 = prenyl R6 = X1 = H R7 = X2 = H |
hyperformitin G[c] | H. perforatum | +17 (0.3, m) | Y. Guo 2021a | ||
| 23.16 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = (S)-CH2CHOHCMe2OH R5 = H R6 = X1 = H R7 = X2 = H |
hyperhimatin N[c] | H. himalaicum | +27.1 (0.5, m) | H. Cheng 2022b | ||
| 23.17 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = (R)-CH2CHOHCMe2OH R5 = prenyl R6 = X1 = H R7 = X2 = H |
hypericumoxide E[c] | H. scabrum | +9.8 (0.07, m) | R. Liu 2017 | ||
| 23.18 | R1 = i-Pr R2 = CMe2OH R3 = prenyl R4 = (E)-CH=CHCMe2OOH R5 = (S)-CH2CHOHCMe2OH R6 = X1 = H R7 = X2 = H |
hyperidione A[c] | H. perforatum | +20.0 (0.025, m) | X.-G. Pan 2024 | ||
| 23.19 | R1 = i-Pr R2 = CMe2OH R3 = CH2CH(OH)CMe2OH R4 = prenyl R5 = (E)-CH=CHCMe2OH R6 = X1 = H R7 = X2 = H |
ascyronine C[c][e] | H. ascyron | +11.9 (0.1, m) | E.-H. Zhang 2023 | ||
| 23.20 | R1 = i-Bu R2 = CMe2OH R3 = Me R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
ascynol O[c] | H. ascyron | −55 (0.1, m) | Y.-L. Hu 2025 | ||
| 23.21 | R1 = i-Bu R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
hyperwilsone D[c] | H. wilsonii | +37.6 (0.4, m) | Y. Duan 2021c | ||
| 23.22 | R1 = (S)-s-Bu R2 = CMe2OH R3 = Me R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
hypermongone E[c] | H. monogynum | +9 (0.2, m) | W.-J. Xu 2015 | ||
| 23.23 | R1 = (S)-s-Bu R2 = CMe2OH R3 = Me R4 = prenyl R5 = (R)-CH2CHOHCMe2OH R6 = X1 = H R7 = X2 = H |
hypermongone J[c] | H. monogynum | +6 (0.1, m) | W.-J. Xu 2015 | ||
| 23.24 | R1 = s-Bu R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = H R6 = X1 = H R7 = X2 = H |
garsubellin E[e] | G. subelliptica | −7 (e, 0.4) | Fukuyama 1998 | ||
| 23.25 | R1 = s-Bu R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
furoadhyperforin isomer A[e][s] | H. perforatum | +34 (0.9) | C. Hashida 2008, X.-W. Yang 2018 | ||
| 23.26 | R1 = (R)-s-Bu R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = (R)-CH2CHOHCMe2OH R6 = X1 = H R7 = X2 = H |
hyperidione B[c] | H. perforatum | +120.0 (0.010, m) | X.-G. Pan 2024 | ||
| 23.27 | R1 = Ph R2 = CMe2OH R3 = Me R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
hyperascyrin B[c] | H. ascyron | −5 (0.2, m) | J.-W. Hu 2018 | ||
| 23.28 | R1 = Ph R2 = CMe2OH R3 = Me R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = OH |
hyperascyrin D[c] | H. ascyron | +3 (0.2, m) | J.-W. Hu 2018 | ||
| 23.29 | R1 = Ph R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = H R6 = X1 = H R7 = X2 = H |
hyperibone B | H. scabrum, Cuban propolis | −20.8 (0.5), −42.2 (0.1) | Matsuhisa 2002, Hernandez 2005 | ||
| 23.30 | R1 = Ph R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = H R6 = X1 = H R7 = X2 = H |
ochrocarpinone C[o][p] (perhaps enantiomer) | Ochrocarpos punctatus | +0.21 (0.38) | Chaturvedula 2002 | ||
| 23.31 | R1 = Ph R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = prenyl R6 = X1 = H R7 = X2 = H |
uralodin C | H. henryi subsp. uraloides | −55.0 (0.010, m) | X. Q. Chen 2010 | ||
| 23.32 | R1 = Ph R2 = CMe2OH R3 = prenyl R4 = prenyl R5 = (E)-CH=CHCMe2OH R6 = X1 = H R7 = X2 = H |
hypersampine B[c] | H. sampsonii | +13.9 (0.10, m) | X.-P. Wang 2024 | ||
| 23.33 | R1 = 3,4-dihydroxyphenyl R2 = CMe2OH R3 = prenyl R4 = (R)-lavandulyl[f] R5 = H R6 = X1 = H R7 = X2 = H |
garcinielliptone FB | G. subelliptica | −66 (0.2) | C.-C. Wu 2005 | ||
|
|||||||
| 24.1 | R1 = i-Pr R2 = prenyl R3 = (R)-CH2CHOHCMe2OH R4 = prenyl X = H |
hyperidione D[c] | H. perforatum | +26.0 (0.050, m) | X.-G. Pan 2024 | ||
| 24.2 | R1 = i-Pr R2 = prenyl R3 = (E)-CH=CHCMe2OH R4 = prenyl X = H |
scabrumione E | H. scabrum | +4.5 (0.04, m) | Z.-B. Zhou 2022a | ||
| 24.3 | R1 = i-Pr R2 = geranyl R3 = prenyl R4 = prenyl X = H |
hyperwilone D[d] | H. wilsonii | +50.0 (0.74) | Hao 2021 | ||
| 24.4 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl X = H |
hypersampsone U[d] | H. sampsonii | +28.2 (0.50) | W.-J. Tian 2016 | ||
| 24.5 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl X = OMe |
garcimultinone G[d] | G. multiflora | +159.26 (0.02, m) | Teng 2021 | ||
| 24.6 | R1 = Ph R2 = prenyl R3 = (E)-CH=CHCMe2OH R4 = prenyl X = H |
hyperibone C | H. scabrum | −27.3 (0.3) | Matsuhisa 2002, Ciochina 2006 | ||
| 24.7 | R1 = Ph R2 = geranyl R3 = prenyl R4 = prenyl X = H |
hyperattenin C[d] | H. attenuatum Choisy | −8.4 (0.13, m) | D. Li 2015a | ||
| 24.8 | R1 = Ph R2 = geranyl R3 = prenyl R4 = prenyl X = OEt |
hyperattenin D[d] | H. attenuatum Choisy | +100.4 (0.42, m) | D. Li 2015a | ||
| 24.9 | R1 = Ph R2 = (S)-lavandulyl[f] R3 = prenyl R4 = prenyl X = H |
garcimultinone F[d] | G. multiflora | +186.27 (0.02, m) | Teng 2021 | ||
| 24.10 | R1 = 3,4-dihydroxyphenyl R2 = lavandulyl R3 = prenyl R4 = prenyl X = H |
garcinielliptone GC[e] | G. multiflora | +159.4 (0.27, m) | H. Yang 2020 | ||
|
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| 25.1 | R = prenyl | sampsonione O | H. sampsonii | +87.9 (0.073) | Xiao 2007 | ||
| 25.2 | R = geranyl | otogirinin D | H. erectum Thunb., H. attenuatum | +160.0 (0.03, m) | Ishida 2010, D. Li 2015a | ||
|
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| 26.1 | R1 = i-Pr R2 = Me |
papuaforin B | H. papuanum | NR | Winkelmann 2001a | ||
| 26.2 | R1 = Ph R2 = prenyl |
scrobiculatone B[c] | C. scrobiculata | +44.7 (0.2) | Porto 2000 | ||
| 26.3 | R1 = Ph R2 = prenyl |
hyperscabrone K[d] (enantiomer) | H. scabrum | −57.2 (0.1, m) | W. Gao 2016b, X.-W. Yang 2018 | ||
| 26.4 | R1 = Ph R2 = lavandulyl |
chamone II[e] | C. grandiflora | NR | Lokvam 2000 | ||
|
|||||||
| 27.1 | R1 = prenyl R2 = H |
plukenetione F | C. plukenetii | −53.6 (0.03) | Henry 1999 | ||
| 27.2 | R1 = prenyl R2 = prenyl |
hypersampsone F | H. sampsonii | +30 (0.2) | Y.-L. Lin 2003, Ciochina 2006 | ||
| 27.3 | R1 = lavandulyl R2 = H |
garcimultine A[e] (equilibrates rapidly with regioisomer garcimultine B) |
G. multiflora | mixture with garcimultine B: +79.4 (0.336, m) | H. Liu 2017 | ||
| 27.4 | R1 = (S)-CH2CH(CMe2OH)CH2CH=CMe2 R2 = H |
garcimultinone H[d] | G. multiflora | +35.0 (0.02, m) | Teng 2021 | ||
| 27.5 | R1 = (2R,3E)-CH2CH(CMe=CH2)CH=CHCMe2OH R2 = H |
garcimultiflorone K[c][t][u][x] (one of two by that name) | G. multiflora | −1.1 (0.090, m) | Z.-Q. Wang 2018 | ||
|
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| 28.1 | R1 = i-Pr R2 = Me R3 = prenyl R4 = CH2–prenyl R5 = X1 = H R6 = X2 = H |
bellumone B[c] | H. bellum | +6 (0.05, m) | X. Zhou 2021 | ||
| 28.2 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = CH2–prenyl R5 = X1 = H R6 = X2 = H |
hyperscabin F, a.k.a. hyperpatin E[c] | H. patulum, H. scabrum | +66.4 (0.12, mc), +76.0 (0.10, m) | J. Ma 2021b, J.-C. Huang 2025 | ||
| 28.3 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = CH2–prenyl R5 = X1 = OH R6 = X2 = H |
uralione A[c] | H. uralum | +49 (0.2) | Z.-B. Zhou 2016b | ||
| 28.4 | R1 = i-Pr R2 = (R)-CH2CHOHCMe2OH R3 = prenyl R4 = Me R5 = X1 = OH R6 = X2 = H |
hyperhimatin C[c] | H. himalaicum | −11.8 (0.5, m) | H. Cheng 2022b | ||
| 28.5 | R1 = i-Pr R2 = (R)-CH2CHOHCMe2OH R3 = prenyl R4 = CH2–prenyl R5 = X1 = OH R6 = X2 = H |
hypericumoxide M[c] | H. scabrum | +19.8 (0.07, m) | R. Liu 2017 | ||
| 28.6 | R1 = i-Pr R2 = (S)-CH2CHOHCMe2OH R3 = prenyl R4 = CH2–prenyl R5 = X1 = OH R6 = X2 = H |
attenuatumione H[c] | H. attenuatum | +34.6 (0.1) | Z.-B. Zhou 2016a | ||
| 28.7 | R1 = s-Bu R2 = Me R3 = prenyl R4 = CH2–prenyl R5 = X1 = H R6 = X2 = H |
bellumone A[c][e] | H. bellum | +10 (0.1, m) | X. Zhou 2021 | ||
| 28.8 | R1 = s-Bu R2 = (R)-CH2CHOHCMe2OH R3 = prenyl R4 = Me R5 = X1 = H R6 = X2 = OH |
hyperhimatin B[c][e] | H. himalaicum | −4.0 (0.5, m) | H. Cheng 2022b | ||
| 28.9 | R1 = s-Bu R2 = (R)-CH2CHOHCMe2OH R3 = prenyl R4 = Me R5 = X1 = OH R6 = X2 = H |
hyperhimatin A[c][e] | H. himalaicum | −6.7 (0.5, m) | H. Cheng 2022b | ||
| 28.10 | R1 = Ph R2 = Me R3 = prenyl R4 = CH2–prenyl R5 = X1 = H R6 = X2 = OH |
hyperacmosin I[c][ee] | H. acmosepalum | −122 (0.25, m) | X. Wang 2020b | ||
| 28.11 | R1 = Ph R2 = prenyl R3 = prenyl R4 = CH2–prenyl R5 = X1 = H R6 = X2 = H |
hyperkouytone D, a.k.a. hyperpatin A[c] | H. kouytchense, H. patulum | −57.0 (0.38, m), −35.0 (0.10, m) | H.-Y. Lou 2024, J.-C. Huang 2025 | ||
| 28.12 | R1 = Ph R2 = prenyl R3 = prenyl R4 = CH2–prenyl R5 = X1 = H R6 = X2 = OH |
uralione B | H. uralum | −28 (0.1) | Z.-B. Zhou 2016b | ||
| 28.13 | R1 = Ph R2 = prenyl R3 = prenyl R4 = CH2–prenyl R5 = X1 = OH R6 = X2 = H |
uralione C | H. uralum | −41 (0.1) | Z.-B. Zhou 2016b | ||
| 28.14 | R1 = Ph R2 = prenyl R3 = prenyl R4 = (S)-CH2CH2CH(OH)CMe2OH R5 = X1 = H R6 = X2 = H |
hyperpatin B[c] | H. patulum | −58.5 (0.10, m) | J.-C. Huang 2025 | ||
| 28.15 | R1 = Ph R2 = prenyl R3 = prenyl R4 = (E)-CH2=CHCH=O R5 = X1 = H R6 = X2 = H |
hyperpatin C[c] | H. patulum | −16.0 (0.10, m) | J.-C. Huang 2025 | ||
| 28.16 | R1 = Ph R2 = (R)-CH2CH(OH)CMe2OH R3 = prenyl R4 = Me R5 = X1 = OH R6 = X2 = H |
propolone B | Cuban propolis | +38.2 (0.6) | Hernandez 2005, W. Gao 2016b | ||
| 28.17 | R1 = Ph R2 = (S)-CH2CH(OH)CMe2OH R3 = prenyl R4 = Me R5 = X1 = OH R6 = X2 = H |
hyperscabrone J[c] | H. scabrum | −58.5 (0.1, m) | W. Gao 2016b | ||
| 28.18 | R1 = Ph R2 = (S)-CH2CH(OH)CMe2OH R3 = prenyl R4 = CH2–prenyl R5 = X1 = OH R6 = X2 = H |
hyperkouytone E[c] | H. kouytchense | −49.3 (0.25, m) | H.-Y. Lou 2024 | ||
| 28.19 | R1 = Ph R2 = (S)-CH2CH(OH)CMe2OH R3 = prenyl R4 = CH2–prenyl R5 = X1 = H R6 = X2 = OH |
uralione D[c] | H. uralum | −28 (0.1, m) | Z.-B. Zhou 2016b | ||
| 28.20 | R1 = Ph R2 = (S)-CH2CH(OH)CMe2OH R3 = prenyl R4 = (R)-CH2CH2CH(OH)CMe2OH R5 = X1 = H R6 = X2 = OH |
hypertonii C[c] | H. addingtonii N. Robson | +25.4 (0.1, acn) | Q. Feng 2025 | ||
| 28.21 | R1 = Ph R2 = (S)-CH2CH(OH)CMe2OH R3 = prenyl R4 = (S)-CH2CH2CH(OH)CMe2OH R5 = X1 = H R6 = X2 = OH |
hypertonii D[c] | H. addingtonii N. Robson | +18.6 (0.1, acn) | Q. Feng 2025 | ||
| 28.22 | R1 = Ph R2 = (R)-(2,4,4-trimethyl-2-cyclohexenyl)methyl R3 = prenyl R4 = Me R5 = X1 = H R6 = X2 = H |
garcinuntin B[c] | G. nuntasaenii | −62.8 (1.0) | Chaturonrutsamee 2018 | ||
| 28.23 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = Me R5 = X1 = H R6 = X2 = H |
hyperscabrone N[c] | G. multiflora | −62.0 (0.1, m) | J. Cao 2024 | ||
| 28.24 | R1 = 3,4-dihydroxyphenyl R2 = (S)-lavandulyl[f] R3 = prenyl R4 = Me R5 = X1 = H R6 = X2 = H |
garcimultinone J[d] | G. multiflora | −5.07 (0.05, m) | Teng 2021 | ||
| 28.25 | R1 = 3,4-dihydroxyphenyl R2 = 2,2,6,6-tetramethyl-3-oxanylmethyl R3 = prenyl R4 = Me R5 = X1 = H R6 = X2 = H |
hyperscabrone O[c][e] | G. multiflora | −40.0 (0.1, m) | J. Cao 2024 | ||
| 28.26 | R1 = 3,4-dihydroxyphenyl R2 = (S)-2,2,6,6-tetramethyl-3-oxanylmethyl R3 = CH2CH2CMe2OH R4 = Me R5 = X1 = H R6 = X2 = H |
garpedvinin M[d] | G. pedunculata Roxb. | +30.8 (0.10, m) | D.-L. Zou 2025 | ||
|
hyperpatin D[c] | H. patulum | −42.0 (0.10, m) | J.-C. Huang 2025 | |||
|
|||||||
| 30.1 | R = prenyl X = H |
hypersampsone T[d] | H. sampsonii | +62.8 (0.50) | W.-J. Tian 2016 | ||
| 30.2 | R = prenyl X = OOH |
15,16-dihydro-16-hydroperoxyplukenetione F[e] | C. havetiodes var. stenocarpa | +24.7 (0.3) | Christian 2001 | ||
| 30.3 | R = geranyl X = H |
hypersampsone H | H. sampsonii | +44.37 (0.222) | Y. H. Zeng 2009, W.-J. Tian 2016, X.-W. Yang 2018 | ||
| 30.4 | R = (S)-lavandulyl[f] X = H |
garcimultinone I[d] | G. multiflora | +73.90 (0.09, m) | Teng 2021 | ||
|
|||||||
| 31.1 | R1 = i-Pr R2 = Me R3 = H |
papuaforin A | H. papuanum | +13 (0.1, m) | Winkelmann 2001a | ||
| 31.2 | R1 = i-Pr R2 = Me R3 = prenyl |
papuaforin E | H. papuanum | +41 (0.1, m) | Winkelmann 2001a | ||
| 31.3 | R1 = i-Pr R2 = prenyl R3 = H |
garcinielliptone F, a.k.a. garsubelone B[d] | G. subelliptica | −23 (0.09), −90.8 (0.08, m) | Weng 2003b, Y.-L. Wang 2019, Y.-G. Fu 2025 | ||
| 31.4 | R1 = i-Pr R2 = prenyl R3 = prenyl |
pyrano[7,28-b]hyperforin | H. perforatum | +83.5 (0.3) | M. D. Shan 2001 | ||
| 31.5 | R1 = s-Bu R2 = Me R3 = H |
papuaforin C[e] | H. papuanum | +23 (0.1, m) | Winkelmann 2001a | ||
| 31.6 | R1 = s-Bu R2 = Me R3 = prenyl |
papuaforin D[e] | H. papuanum | +64 (0.1, m) | Winkelmann 2001a | ||
| 31.7 | R1 = s-Bu R2 = prenyl R3 = H |
garsubelone C[d][e] | G. subelliptica | +6 (0.06, m) | Y.-G. Fu 2025 | ||
| 31.8 | R1 = s-Bu R2 = prenyl R3 = prenyl |
hypercohin I[e] | H. cohaerens | +60.0 (0.22, m) | X. Liu 2013a | ||
| 31.9 | R1 = Ph R2 = prenyl R3 = H |
scrobiculatone A | C. scrobiculata | +44.7 (0.2) | Porto 2000, Winkelmann 2001a | ||
| 31.10 | R1 = Ph R2 = (R)-(2,4,4-trimethyl-2-cyclohexenyl)methyl R3 = H |
garcinuntin C[c] | G. nuntasaenii | −112.3 (0.33) | Chaturonrutsamee 2018 | ||
|
|||||||
| 32.1 | R1 = i-Pr R2 = prenyl R3 = prenyl |
hyperselancin B[c] | H. lanceolatum | −9 (0.2) | Fobofou 2016, Y.-G. Fu 2025 | ||
| 32.2 | R1 = s-Bu R2 = prenyl R3 = prenyl |
hyperselancin A[c][e] | H. lanceolatum | −1 (0.3) | Fobofou 2016, Y.-G. Fu 2025 | ||
| 32.3 | R1 = s-Bu R2 = prenyl R3 = geranyl |
androforin A[e] | H. androsaemum | −59.3 (0.23, MeOH) | K. Wang 2012 | ||
| 32.4 | R1 = Ph R2 = prenyl R3 = prenyl |
plukenetione G | C. plukenetii | NR | Henry 1999 | ||
| 32.5 | R1 = Ph R2 = lavandulyl R3 = prenyl |
garcimultine B[e] (equilibrates rapidly with regioisomer garcimultine A) |
G. multiflora | mixture with garcimultine A: +79.4 (0.336, m) | H. Liu 2017 | ||
|
|||||||
| 33.1 | R1 = i-Pr R2 = Me R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
bellumone C[c] | H. bellum | +13 (0.1, m) | X. Zhou 2021 | ||
| 33.2 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = H R5 = X1 = H R6 = X2 = H |
garcinielliptone B | G. subelliptica | −23 (0.1) | Weng 2003a | ||
| 33.3 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
hyperpatin F, a.k.a. hypertum J[c] | H. patulum, H. perforatum, H. scabrum | +13.0 (0.10, m), +7.8 (0.1, m) | J.-C. Huang 2025, W.-Y. Liu 2025b | ||
| 33.4 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = OH R6 = X2 = H |
hyperwilsone I[c][e] | H. wilsonii | +13.6 (0.4, m) | Y. Duan 2021c | ||
| 33.5 | R1 = Ph R2 = Me R3 = prenyl R4 = prenyl R5 = X1 = OH R6 = X2 = H |
hyperascyrin J[c] | H. ascyron | −68 (0.2, m) | J.-W. Hu 2018 | ||
| 33.6 | R1 = Ph R2 = Me R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = OH |
hyperacmosin H[c] | H. acmosepalum | −478 (0.25, m) | X. Wang 2020b | ||
| 33.7 | R1 = Ph R2 = prenyl R3 = prenyl R4 = H R5 = X1 = H R6 = X2 = H |
propolone A | Cuban propolis, H. attenuatum | +40 (0.1) | Cuesta Rubio 1999, D. Li 2015a | ||
| 33.8 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H |
hyperforcinol I, a.k.a. hyperpatin G[c] | H. forrestii, H. patulum | −37 (0.1, m), −48.0 (0.10, m) | W.-J. Lu 2021, J.-C. Huang 2025 | ||
| 33.9 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl R5 = X1 = OH R6 = X2 = H |
hyperbeanin E[c] | H. beanii | −30.0 (0.10, m) | Y. Ma 2022a | ||
| 33.10 | R1 = Ph R2 = (R)-(2,4,4-trimethyl-2-cyclohexenyl)methyl R3 = prenyl R4 = H R5 = X1 = H R6 = X2 = H |
garcinuntin A[c] | G. nuntasaenii | −96.3 (0.30) | Chaturonrutsamee 2018 | ||
| 33.11 | R1 = 3,4-dihydroxyphenyl R2 = (S)-2,2,6,6-tetramethyl-3-oxanylmethyl R3 = CH2CH2CMe2OH R4 = H R5 = X1 = H R6 = X2 = H |
garpedvinin N[d] | G. pedunculata Roxb. | +40.9 (0.10, m) | D.-L. Zou 2025 | ||
|
ochrocarpinone A[e][o] | Ochrocarpos punctatus | +8.7 (0.15) | Chaturvedula 2002 | |||
|
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| 35.1 | R = geranyl | hypersampsone K | H. sampsonii, H. attenuatum | +31.7 (0.376) | Y. H. Zeng 2012, D. Li 2015a | ||
| 35.2 | R = (R)-lavandulyl[f] | garcimultiflorone L[c] | G. multiflora | +65.4 (0.040, m) | Z.-Q. Wang 2018 | ||
|
hyperpatin H[c] | H. patulum | −105.0 (0.10, m) | J.-C. Huang 2025 | |||
|
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| 37.1 | R = Ph | garcimultinone D[d] | G. multiflora | +186.27 (0.02, m) | Teng 2021 | ||
| 37.2 | R = 3,4-dihydroxyphenyl | garcimultinone E[d] | G. multiflora | +11.22 (0.15, m) | Teng 2021 | ||
|
garcimultiflorone A | G. multiflora | −173 (0.12) | J.-J. Chen 2009 | |||
|
no common name | C. obdeltifolia | +30.9 (0.3) | Teixeira 2005 | |||
|
hypersampsonone A[d] | H. sampsonii | +46.1 (0.59) | J.-S. Zhang 2016 | |||
|
hypersampsone S[d] (one of two by that name) | H. sampsonii | +62.0 (0.50) | W.-J. Tian 2016 | |||
|
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| 42.1 | R1 = i-Pr R2 = prenyl |
hypercohone D | H. cohaerens | −97.0 (0.07, m) | J.-J. Zhang 2014a | ||
| 42.2 | R1 = i-Bu R2 = Me |
ascynol P[c] | H. ascyron | −130 (c 0.1, m) | Y.-L. Hu 2025 | ||
|
|||||||
| 43.1 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl |
oxepahyperforin | H. perforatum | −73.7 (0.8) | Verotta 2000 | ||
| 43.2 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (S)-CH2CHOHCMe2OH |
uralione J[c] | H. uralum | −48 (0.1, m) | Z.-B. Zhou 2016b | ||
| 43.3 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (E)-CH=CHCMe2OH |
hyperforatone F | H. perforatum | −70.0 (0.3, m) | Y. Guo 2018 | ||
| 43.4 | R1 = i-Pr R2 = prenyl R3 = (R)-CH2CHOHCMe2OH R4 = prenyl |
hypericumoxide I[c] | H. scabrum | −67.3 (0.06, m) | R. Liu 2017 | ||
| 43.5 | R1 = i-Pr R2 = prenyl R3 = (S)-CH2CHOHCMe2OH R4 = prenyl |
hyperforatone G[c] | H. perforatum | −77.5 (0.3, m) | Y. Guo 2018 | ||
| 43.6 | R1 = i-Pr R2 = (R)-CH2CHOHCMe2OH R3 = prenyl R4 = prenyl |
hypericumoxide G[c] | H. scabrum | −60.3 (0.07, m) | R. Liu 2017 | ||
| 43.7 | R1 = i-Pr R2 = (S)-CH2CHOHCMe2OH R3 = prenyl R4 = prenyl |
hypericumoxide H[c] | H. scabrum | −43.5 (0.06, m) | R. Liu 2017 | ||
| 43.8 | R1 = i-Pr (18S,39R)-R2 = ![]() R3 = prenyl R4 = prenyl |
hyperforatone E | H. perforatum | −93.6 (0.9, m) | Y. Guo 2018 | ||
| 43.9 | R1 = (S)-s-Bu R2 = prenyl R3 = prenyl R4 = prenyl |
hyphenrone E[c] | H. henryi | −117.6 (0.20, m) | X.-W. Yang 2014, X.-W. Yang 2015 | ||
| 43.10 | R1 = s-Bu R2 = prenyl R3 = (S)-CH2CHOHCMe2OH R4 = prenyl |
hyperforatone H[c][e] | H. perforatum | −90.3 (0.9, m) | Y. Guo 2018 | ||
| 43.11 | R1 = s-Bu R2 = (E)-CH=CHCH2OOH R3 = prenyl R4 = prenyl |
uralin C[c][e] | H. uralum | −82 (0.2, m) | Q.-Q. Fang 2021 | ||
| 43.12 | R1 = Ph R2 = prenyl R3 = Me R4 = prenyl |
hyperascyrin K[c] | H. ascyron | −201 (0.2, m) | J.-W. Hu 2018 | ||
| 43.13 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl |
hypercohone F, a.k.a. uralione H | H. cohaerens, H. uralum | −240.8 (0.17, m), −210 (0.2) | J.-J. Zhang 2014a, Z.-B. Zhou 2016b | ||
| 43.14 | R1 = Ph R2 = prenyl R3 = (S)-CH2CHOHCMe2OH R4 = prenyl |
uralione I[c] | H. uralum | −139 (0.1, m) | Z.-B. Zhou 2016b | ||
| 43.15 | R1 = Ph R2 = prenyl R3 = (E)-CH=CHCH2OH R4 = prenyl |
kiiacylphnol H[c] | H. przewalskii Maxim | −115 (0.4, m) | Y. Duan 2022a | ||
|
|||||||
| 44.1 | R1 = i-Pr R2 = Me |
hyperscabrone C[c] | H. scabrum | −124 (0.1, m) | W. Gao 2016a | ||
| 44.2 | R1 = i-Pr R2 = prenyl |
hypercohone E | H. cohaerens | −42.8 (0.12, m) | J.-J. Zhang 2014a | ||
| 44.3 | R1 = i-Bu R2 = Me |
ascynol Q[c] | H. ascyron | −112 (0.1, m) | Y.-L. Hu 2025 | ||
| 44.4 | R1 = (R)-s-Bu R2 = Me |
hyperscabrone D[c] | H. scabrum | −75 (0.1, m) | W. Gao 2016a | ||
| 44.5 | R1 = s-Bu R2 = prenyl |
hyperibrin H[c][e] | H. scabrum | NR | W. Xu 2021 | ||
| 44.6 | R1 = Ph R2 = prenyl |
kiiacylphnol G[c] | H. przewalskii Maxim | −125 (0.4, m) | Y. Duan 2022a | ||
|
hyperkouytone A[d] | H. kouytchense | −24.8 (0.21, m) | H.-Y. Lou 2024 | |||
|
hyperhookerione A[c] | H. hookerianum | +127.8 (0.5, m) | Z. Guo 2025 | |||
|
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| 47.1 | R1 = i-Pr R2 = prenyl R3 = Me R4 = prenyl R5 = H |
bellumone D[c] | H. bellum | −11 (0.1, m) | X. Zhou 2021 | ||
| 47.2 | R1 = i-Pr R2 = prenyl R3 = Me R4 = prenyl R5 = prenyl |
hyperibone J, a.k.a. hyperfoliatin | H. scabrum, H. ascyron, H. perfoliatum L. | +16.9 (0.3), +17 (1, m) | Tanaka 2004, Benkiki 2014, Kong 2017 | ||
| 47.3 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl R5 = H |
subellinone, a.k.a. garcinielliptin oxide | G. subelliptica | −2.8 (1.0, e); +1 (0.3) | Fukuyama 1993, C.-N. Lin 1996, Grossman 2020 | ||
| 47.4 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl R5 = prenyl |
8-hydroxyhyperforin-8,1-hemiacetal | H. perforatum | +34 (1.0) | Verotta 2000 | ||
| 47.5 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl R5 = (R)-CH2CHOHCMe2OH |
hyperfol C[c] | H. perforatum | −9.18 (0.05, m) | Lou 2020b | ||
| 47.6 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl R5 = (S)-CH2CHOHCMe2OH |
hyperfol D[c] | H. perforatum | −43.12 (0.12, m) | Lou 2020b | ||
| 47.7 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl R5 = (S)-CH2CHOHCMe2OMe |
hyperfol E[c] | H. perforatum | −27.09 (0.09, m) | Lou 2020b | ||
| 47.8 | R1 = i-Pr R2 = prenyl R3 = (E)-CH=CHCMe2OH R4 = prenyl R5 = prenyl |
hyphenrone W | H. henryi H. Lév & Vaniot | +6 (0.08, m) | Liao 2016 | ||
| 47.9 | R1 = i-Pr R2 = CH2CH2CMe2OH R3 = prenyl R4 = prenyl R5 = H |
garcinielliptone E | G. subelliptica | −51 (0.2) | Weng 2003a, Grossman 2020 | ||
| 47.10 | R1 = i-Pr R2 = geranyl R3 = Me R4 = prenyl R5 = H |
bellumone E[c] | H. bellum | −9 (0.1, m) | X. Zhou 2021 | ||
| 47.11 | R1 = i-Bu R2 = prenyl R3 = Me R4 = prenyl R5 = prenyl |
ascyronone D | H. ascyron | −3 (0.18, m) | Kong 2017 | ||
| 47.12 | R1 = i-Bu R2 = prenyl R3 = prenyl R4 = (E)-4-oxoprenyl R5 = H |
spiranthenone A | Spiranthera odoratissima | +11 (0.19) | Albernaz 2012, X.-W. Yang 2018 | ||
| 47.13 | R1 = (S)-s-Bu R2 = prenyl R3 = Me R4 = prenyl R5 = prenyl |
hyperscabrone G[c] | H. ascyron, H. scabrum | +7 (0.1, m) | W. Gao 2016a, Kong 2017 | ||
| 47.14 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = prenyl R5 = H |
garcinielliptone T[e] | G. subelliptica | +32 (0.09, m) | Grossman 2020 | ||
| 47.15 | R1 = (S)-s-Bu R2 = prenyl R3 = prenyl R4 = prenyl R5 = prenyl |
hyphenrone G[c] | H. henryi | +26 (0.4, m) | X.-W. Yang 2015 | ||
| 47.16 | R1 = s-Bu R2 = prenyl R3 = (E)-CH=CHCMe2OH R4 = prenyl R5 = prenyl |
hyperforcinol G[c][e] | H. forrestii | +54 (0.3, m) | W.-J. Lu 2021 | ||
|
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| 48.1 | R = i-Pr | hyperhookerione B[c] | H. hookerianum | +221.6 (0.5, m) | Z. Guo 2025 | ||
| 48.2 | R = s-Bu | hyperhookerione C[c][e] | H. hookerianum | +33.3 (0.5, m) | Z. Guo 2025 | ||
|
|||||||
| 49.1 | R = i-Pr X = OH |
kiiacylphnol C[c] | H. przewalskii Maxim | +61 (0.5, m) | Y. Duan 2022a | ||
| 49.2 | R = i-Pr X = OMe |
hyperhookerione D[c] | H. hookerianum | +77.8 (0.5, m) | Z. Guo 2025 | ||
| 49.3 | R = i-Pr X = OEt |
hypseudohenrin I[c] | H. pseudohenryi | +21.5 (20.6, m) | H.-R. Sun 2021a | ||
| 49.4 | R = s-Bu X = OH |
hyperforcinol F[c][e] | H. forrestii | +113 (0.2, m) | W.-J. Lu 2021 | ||
| 49.5 | R = s-Bu X = OEt |
hypseudohenrin J[c][e] | H. pseudohenryi | +40.6 (0.71, m) | H.-R. Sun 2021a | ||
|
|||||||
| 50.1 | R1 = i-Pr R2 = prenyl R3 = H R4 = X1 = H R5 = X2 = OH |
przewalcyrone E[c] | H. przewalskii | −88.18 (0.44, m) | Duan 2019 | ||
| 50.2 | R1 = i-Pr R2 = prenyl R3 = H R4 = X1 = OH R5 = X2 = H |
przewalcyrone F[c] | H. przewalskii | −47.25 (0.13, m) | Duan 2019 | ||
| 50.3 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = X1 = H R5 = X2 = OH |
hyphenrone T[c] | H. henryi H. Lév & Vaniot | −118 (0.09, m) | Liao 2016 | ||
| 50.4 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = X1 = OH R5 = X2 = H |
hyphenrone U | H. henryi H. Lév & Vaniot | −46 (0.16, m) | Liao 2016 | ||
| 50.5 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = X1, X2 = O |
hypseudohenrin K[c] | H. pseudohenryi | −18.6 (1.13, m) | H.-R. Sun 2021a | ||
| 50.6 | R1 = i-Pr R2 = prenyl R3 = (R)-CH2CHOHCMe=CH2 R4 = X1 = H R5 = X2 = OH |
hyperforatone J[c] | H. perforatum | −59.5 (0.2, m) | Y. Guo 2018 | ||
| 50.7 | R1 = i-Pr R2 = prenyl R3 = (S)-CH2CHOHCMe=CH2 R4 = X1 = H R5 = X2 = OH |
hyperforatone I[c] | H. perforatum | −40.0 (0.4, m) | Y. Guo 2018 | ||
| 50.8 | R1 = i-Pr R2 = prenyl R3 = (R)-CH2CHOHCMe2OMe R4 = X1 = H R5 = X2 = OH |
hyperforatone O[c] | H. perforatum | −22.0 (0.3, m) | Y. Guo 2018 | ||
| 50.9 | R1 = i-Pr R2 = prenyl R3 = (S)-CH2CHOHCMe2OMe R4 = X1 = H R5 = X2 = OH |
hyperforatone N[c] | H. perforatum | −52.7 (0.4, m) | Y. Guo 2018 | ||
| 50.10 | R1 = i-Pr R2 = (R)-CH2CHOHCMe=CH2 R3 = prenyl R4 = X1 = H R5 = X2 = OH |
hyperforatone K[c] | H. perforatum | −35.4 (0.5, m) | Y. Guo 2018 | ||
| 50.11 | R1 = i-Pr R2 = (R)-CH2CHOHCMe2OH R3 = prenyl R4 = X1 = H R5 = X2 = OH |
hyperforatone L[c] | H. perforatum | −66.3 (0.3, m) | Y. Guo 2018 | ||
| 50.12 | R1 = i-Pr R2 = (S)-CH2CHOHCMe2OH R3 = prenyl R4 = X1 = H R5 = X2 = OH |
hyperforatone M[c] | H. perforatum | −10.4 (0.3, m) | Y. Guo 2018 | ||
| 50.13 | R1 = i-Bu R2 = prenyl R3 = H R4 = X1 = H R5 = X2 = OH |
przewalcyrone C[c] | H. przewalskii | −80.33 (0.3, m) | Duan 2019 | ||
| 50.14 | R1 = i-Bu R2 = prenyl R3 = H R4 = X1 = OH R5 = X2 = H |
przewalcyrone D[c] | H. przewalskii | −67.70 (0.18, m) | Duan 2019 | ||
| 50.15 | R1 = (S)-s-Bu R2 = prenyl R3 = H R4 = X1 = H R5 = X2 = OH |
przewalcyrone A[c] | H. przewalskii | −109.29 (0.43, m) | Duan 2019 | ||
| 50.16 | R1 = (S)-s-Bu R2 = prenyl R3 = H R4 = X1 = OH R5 = X2 = H |
przewalcyrone B[c] | H. przewalskii | −132.38 (0.3, m) | Duan 2019 | ||
| 50.17 | R1 = (S)-s-Bu R2 = prenyl R3 = prenyl R4 = X1 = OH R5 = X2 = H |
hyperwilsone F[c] | H. wilsonii | −36.8 (0.4, m) | Y. Duan 2021c | ||
| 50.18 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = X1 = H R5 = X2 = OH |
hyphenrone V | H. henryi H. Lév & Vaniot | −38 (0.16, m) | Liao 2016 | ||
| 50.19 | R1 = Ph R2 = prenyl R3 = prenyl R4 = X1 = OH R5 = X2 = H |
hyperwilsone G[c] | H. wilsonii | −44.0 (0.3, m) | Y. Duan 2021c | ||
| 50.20 | R1 = Ph R2 = prenyl R3 = prenyl R4 = X1 = H R5 = X2 = OH |
hyperwilsone H[c] | H. wilsonii | −60.6 (0.5, m) | Y. Duan 2021c | ||
|
hyperhookerione H[c] | H. hookerianum | −110 (0.5, m) | Z. Guo 2025 | |||
|
hyperhookerione I[c] | H. hookerianum | −163 (0.5, m) | Z. Guo 2025 | |||
|
garcinielliptone H | G. subelliptica | −14.3 (0.1) | Weng 2003b | |||
|
ascynol G[c] | H. ascyron | +78 (0.1, m) | Y.-L. Hu 2025 | |||
|
garcinielliptone G | G. subelliptica | −53 (0.1) | Weng 2003b, Y.-G. Fu 2025 | |||
|
hyperscabin D[c] | H. scabrum | +71.4 (0.08, mc) | J. Ma 2021b | |||
|
hyperforone A[c] (one of two by that name) | H. perforatum | −10.1 (0.1, m) | Y. Guo 2021b | |||
|
hyperforone B[c] (one of two by that name) | H. perforatum | −144.4 (0.5, m) | Y. Guo 2021b | |||
|
hyperforone C[c] (one of two by that name) | H. perforatum | −29.2 (0.3, m) | Y. Guo 2021b | |||
|
hyperforone D[c] | H. perforatum | +68.9 (0.9, m) | Y. Guo 2021b | |||
|
hyperforone E[c] | H. perforatum | −66.4 (0.3, m) | Y. Guo 2021b | |||
|
hyperforone F[c] | H. perforatum | −30.0 (0.8, m) | Y. Guo 2021b | |||
|
hyperforone G[c] | H. perforatum | −15.2 (0.4, m) | Y. Guo 2021b | |||
|
hyperforone H[c] | H. perforatum | −22.3 (0.9, m) | Y. Guo 2021b | |||
|
hyperatin A[c] | H. perforatum | +64.3 (0.1, m) | Y. Guo 2024 | |||
|
|||||||
| 66.1 | R = i-Pr X = OH |
hyperatin D[c] | H. perforatum | −24.5 (0.1, m) | Y. Guo 2024 | ||
| 66.2 | R = i-PrO X = OH |
hyperatin C[c] | H. perforatum | −1.8 (0.2, m) | Y. Guo 2024 | ||
| 66.3 | R = i-PrO X = OMe |
hyperatin B[c] | H. perforatum | −5.3 (0.2, m) | Y. Guo 2024 | ||
|
|||||||
| 67.1 | R = i-Pr | hyperacmose A[c] | H. acmosepalum | +11.11 (2.8, m) | Z. Hu 2026 | ||
| 67.2 | R = s-Bu | hyperacmose B[c][e] | H. acmosepalum | +8.63 (1.9, m) | Z. Hu 2026 | ||
|
hyperacmose C[c] | H. acmosepalum | +21.43 (0.56, m) | Z. Hu 2026 | |||
|
hypericumoxide N[d] | H. scabrum | −24.2 (0.09, m) | R. Liu 2017 | |||
|
hyperpatone A[c] | H. patulum | −54.18 (0.3, m) | F. Zhang 2023 | |||
|
|||||||
| 71.1 | R1 = i-Pr R2 = H |
garcinielliptone J | G. subelliptica | −166 (0.2) | Weng 2003b | ||
| 71.2 | R1 = i-Pr R2 = (E)-CH=CHCMe2OH |
norhyperpalum G[c] | H. patulum | +107.6 (c 0.5, m) | Y. Duan 2021b | ||
| 71.3 | R1 = (S)-s-Bu R2 = H |
soulattrone A | Calophyllum soulattri | +157.3 (c 0.19, e) | Nigam 1988 | ||
| 71.4 | R1 = s-Bu R2 = (E)-CH=CHCMe2OH |
norhyperpalum F[c][e] | H. patulum | +92.0 (c 0.6, m) | Y. Duan 2021b | ||
|
|||||||
| 72.1 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl |
hyphenrone A[c] | H. henryi | −23.8 (0.25, m) | X.-W. Yang 2014 | ||
| 72.2 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl |
perforatumone[d] (prob. enantiomer) | H. perforatum | +153 (2.9, a) | J. Wu 2004, X.-W. Yang 2015 | ||
| 72.3 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (E)-CH=CHCMe2OH |
hyperuralone C | H. uralum | +3 (0.25, m) | J.-J. Zhang 2015 | ||
| 72.4 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (E)-CH=CHCMe2OOH |
hyperuralone E | H. uralum | +2 (0.11, m) | J.-J. Zhang 2015 | ||
| 72.5 | R1 = i-Pr R2 = prenyl R3 = (E)-CH=CHCMe2OH R4 = prenyl |
attenuatumione B | H. attenuatum | +4.8 (0.19) | Z.-B. Zhou 2014, J.-J. Zhang 2015 | ||
| 72.6 | R1 = i-Pr R2 = (E)-CH=CHCMe2OH R3 = prenyl R4 = prenyl |
hyphenrone Y (one of two by that name) | H. henryi | +10 (0.2, m) | F. Hu 2023 | ||
| 72.7 | R1 = (S)-s-Bu R2 = prenyl R3 = prenyl R4 = prenyl |
hyphenrone H[c] | H. henryi | −4 (0.1, m) | X.-W. Yang 2015 | ||
| 72.8 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = (E)-CH=CHCMe2OH |
hyperuralone D[e] | H. uralum | +4 (0.09, m) | J.-J. Zhang 2015 | ||
| 72.9 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = (E)-CH=CHCMe2OOH |
hyperuralone F[e] | H. uralum | +2 (0.11, m) | J.-J. Zhang 2015 | ||
| 72.10 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl |
hyphenrone B[c] | H. henryi | −39.8 (0.09, m) | X.-W. Yang 2014 | ||
|
hyperfol H[c][dd] | H. perforatum | −203 (0.3, m) | Lou 2020b | |||
|
hyperfol B[c] | H. perforatum | −33.24 (0.09, m) | Lou 2020a | |||
|
hyperkouytone N[c] | H. kouytchense | −14.2 (0.24, m) | H.-Y. Lou 2024 | |||
|
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| 76.1 | R = i-Pr | hyperuralone G | H. uralum | −37 (0.11, m) | J.-J. Zhang 2015 | ||
| 76.2 | R = s-Bu | hyperuralone H[e] | H. uralum | −38 (0.3, m) | J.-J. Zhang 2015 | ||
|
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| 77.1 | R = i-Pr | hyphenrone C[c] | H. henryi | −32.9 (0.10, m) | X.-W. Yang 2014, X.-W. Yang 2015 | ||
| 77.2 | R = (S)-s-Bu | hyphenrone I[c] | H. henryi | +22 (c 0.1, m) | X.-W. Yang 2015 | ||
|
ascynol H[c] | H. ascyron | −22 (c 0.3, m) | Y.-L. Hu 2025 | |||
|
hyphenrone D[c] | H. henryi | −62.5 (0.10, m) | X.-W. Yang 2014 | |||
|
hyperlanin A, a.k.a. hyperforatone A[c] (one of two by the second name) | H. lancasteri | −18.0 (0.3, m) | You 2024, W.-Y. Liu 2025a | |||
|
hyperfol A[c] | H. perforatum | −202.49 (0.3, m) | Lou 2020a | |||
|
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| 82.1 | R1 = i-Pr R2 = H R3 = Me R4 = (E)-CH=CHCMe2OH |
ascynol J[c] | H. ascyron | −30 (0.1, m) | Y.-L. Hu 2025 | ||
| 82.2 | R1 = i-Pr R2 = H R3 = prenyl R4 = prenyl |
hyphenrone F[c] | H. henryi | −140 (0.10, m) | X.-W. Yang 2014 | ||
| 82.3 | R1 = i-Pr R2 = CO2Me R3 = prenyl R4 = prenyl |
hyperpatuone M[c] | H. patulum | −52 (0.3, m) | F. Zhang 2026 | ||
| 82.4 | R1 = s-Bu R2 = H R3 = Me R4 = (E)-CH=CHCMe2OH |
ascynol K[c][e] | H. ascyron | −24 (0.1, m) | Y.-L. Hu 2025 | ||
| 82.5 | R1 = Ph R2 = H R3 = Me R4 = prenyl |
ascyronone C | H. ascyron | −151 (0.30, m) | Kong 2017 | ||
| 82.6 | R1 = Ph R2 = H R3 = Me R4 = (E)-CH=CHCMe2OH |
ascynol I[c] | H. ascyron | −149 (0.1, m) | Y.-L. Hu 2025 | ||
|
hyperforen A[c] | H. perforatum | +9.53 (0.05, m) | Lou 2022 | |||
|
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| 84.1 | R1 = i-Pr R2 = Me |
ascyronone A | H. ascyron | +87 (0.04, m) | Kong 2017 | ||
| 84.2 | R1 = i-Pr R2 = prenyl |
hyperforcinol K[c] | H. forrestii | +57 (0.9, m) | W.-J. Lu 2021 | ||
| 84.3 | R1 = s-Bu R2 = Me |
ascyronone B[e] | H. ascyron | +108 (0.11, m) | Kong 2017 | ||
| 84.4 | R1 = s-Bu R2 = prenyl |
hyperforcinol E[c][e] | H. forrestii | +70 (0.3, m) | W.-J. Lu 2021 | ||
|
uralin B[c] | H. uralum | +63 (0.3, m) | Q.-Q. Fang 2021 | |||
|
hypsampsone A[d] | H. sampsonii | +71.49 (0.7, m) | Z.-Z. Zhang 2021 | |||
|
hypersampone A[d] | H. sampsonii | −70.01 (1.7, m) | L. Huang 2022 | |||
|
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| 88.1 | R = OBz | hypersampone B[d] | H. sampsonii | −67.93 (1.8, m) | L. Huang 2022 | ||
| 88.2 | R = Bz | hypersampone C[d] | H. sampsonii | −21.54 (1.9, m) | L. Huang 2022 | ||
|
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| 89.1 | R = i-Pr | hyperscabin A[c] | H. scabrum | +37.9 (0.05, mc) | J. Ma 2021a | ||
| 89.2 | R = s-Bu | norhyperpalum E[c][e] | H. patulum | +55.1 (0.3, m) | Y. Duan 2021b | ||
|
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| 90.1 | R = i-Pr | hyperscabin B[c] | H. scabrum | +75.6 (0.18, mc) | J. Ma 2021a | ||
| 90.2 | R = s-Bu | hyperscabin C[c][e] | H. scabrum | +66.2 (0.08, mc) | J. Ma 2021a | ||
| 90.3 | R = Ph | norhyperpalum D[c] | H. patulum | −47.1 (0.2, m) | Y. Duan 2021b | ||
|
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| 91.1 | R = i-Pr | hyperacmosin K[c] | H. acmosepalum | +109.4 (0.1115, m) | M. Sun 2021a | ||
| 91.2 | R = Ph | norhyperpalum B[c] | H. patulum | −14.7 (0.6, m) | Y. Duan 2021b | ||
|
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| 92.1 | R = i-Pr | hyperacmosin L[c] | H. acmosepalum | +133.8 (0.068, m) | M. Sun 2021a | ||
| 92.2 | R = Ph | norhyperpalum C[c] | H. patulum | +3.3 (0.3, m) | Y. Duan 2021b | ||
|
norhyperpalum A[d] | H. patulum | −53.7 (c 0.3, m) | Y. Duan 2021b | |||
|
hyperscabin E[c] | H. scabrum | +103.2 (0.14, mc) | J. Ma 2021b | |||
|
hypertum A[c] | H. perforatum | −8.5 (0.05, m) | W.-Y. Liu 2025b | |||
|
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| 96.1 | R1 = prenyl R2 = Me |
hyperhexanone F[c] | H. sampsonii | −40 (0.3, m) | Z.-Z. Zhang 2021 | ||
| 96.2 | R1 = geranyl R2 = Me |
hyperhexanone A[c] | H. sampsonii | −13.3 (0.30) | Zhu 2016 | ||
| 96.3 | R1 = geranyl R2 = Et |
hyperacmosin M[c] | H. acmosepalum | −54.5 (0.044, m) | M. Sun 2021a | ||
|
hyperforcinol D[c] | H. forrestii | +4 (0.7, m) | W.-J. Lu 2021 | |||
|
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| 98.1 | R = i-Pr | hyperacmosin D[c] | H. acmosepalum | −25.45 (0.22, m) | Suo 2021a | ||
| 98.2 | R = (S)-s-Bu | hyperacmosin C[c] | H. acmosepalum | −12.30 (0.26, m) | Suo 2021a | ||
|
hyperbenzone A[c] | H. beanii | −4 (0.2, m) | Lu 2021 | |||
|
hyperbenzone B[c] | H. beanii | +12 (0.1, m) | Lu 2021 | |||
|
spirohypolactone A[c] | H. perforatum | +65.6 (0.6, m) | Y. Guo 2019a | |||
|
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| 102.1 | R1 = i-Pr R2 = CH2CH2CH=CMe2 |
spirohypolactone B[c] | H. perforatum | +43.5 (0.6, m) | Y. Guo 2019a | ||
| 102.2 | R1 = s-Bu R2 = CH2CH2CH=CMe2 |
norhyperpalum H[c][e] | H. patulum | +44.3 (0.5, m) | Y. Duan 2021b | ||
| 102.3 | R1 = Ph R2 = (E)-CH=CHCH=CMe2 |
hyperisenin B[c] | H. seniawinii | +48.8 (0.3, m) | Y. Duan 2025 | ||
|
|||||||
| 103.1 | R = i-Pr X = H |
norhyperpalum I[c] | H. patulum | −9.6 (0.6, m) | Y. Duan 2021b | ||
| 103.2 | R = i-Pr X = OH |
hyperhexanone C[c] | H. perforatum | −17.8 (0.6, m) | Y. Guo 2019a | ||
| 103.3 | R = s-Bu X = OH |
hyperhexanone D[c][e] | H. perforatum | −30.3 (0.4, m) | Y. Guo 2019a | ||
|
hyperhexanone E[c] | H. perforatum | −139.0 (0.3, m) | Y. Guo 2019a | |||
|
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| 105.1 | R = prenyl | norsampsone A[c] | H. sampsonii | +23.4 (0.50) | W.-J. Tian 2014a | ||
| 105.2 | R = geranyl | norsampsone C[c] | H. sampsonii | +26.0 (0.50) | W.-J. Tian 2014a | ||
| 105.3 | R = lavandulyl | norgarmultinone A[c][e] | G. multiflora | +77.78 (0.02, m) | Teng 2020 | ||
|
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| 106.1 | R = prenyl | norsampsone B[c] | H. sampsonii | −28.6 (0.50) | W.-J. Tian 2014a | ||
| 106.2 | R = geranyl | norsampsone D[c] | H. sampsonii | −28.2 (0.50) | W.-J. Tian 2014a | ||
|
norwilsonnol B[d] | H. wilsonii | +111.0 (0.5, m) | Xie 2021 | |||
|
hyperisenin A[d] | H. seniawinii | +42.0 (0.1, m) | Y. Duan 2025 | |||
|
hypertum B[c] | H. perforatum | −9.5 (0.15, m) | W.-Y. Liu 2025b | |||
|
norwilsonnol A[c] | H. wilsonii | −174.0 (0.7, m) | Xie 2021 | |||
|
hyperwilsol A[c] | H. wilsonii | −5.55 (0.08, m) | Z.-X. Wang 2025 | |||
|
hypseudohenrin H[c] | H. wilsonii | −8.56 (1.29, m) | M.-X. Sun 2024 | |||
|
hypertum C[c] | H. perforatum | −26.8 (0.05, m) | W.-Y. Liu 2025b | |||
|
|||||||
| 114.1 | R1 = X1 = OMe R2 = X2 = H |
hypertum D[c] | H. perforatum | mixture with hypertum E: −40.1 (0.1, m) | W.-Y. Liu 2025b | ||
| 114.2 | R1 = X1 = H R2 = X2 = OMe |
hypertum E[c] | H. perforatum | mixture with hypertum D: −40.1 (0.1, m) | W.-Y. Liu 2025b | ||
|
norgarmultinone B[c] | G. multiflora | +43.37 (0.07, m) | Teng 2020 | |||
|
hypseudohenrin C[c] | H. pseudohenryi | +10.5 (1.14, m) | H. Sun 2021b | |||
|
hyperwilsol D[c] | H. wilsonii | −81.55 (0.04, m) | Z.-X. Wang 2025 | |||
|
hypseudohenrin D[c] | H. pseudohenryi | +10.9 (1.29, m) | H. Sun 2021b | |||
|
|||||||
| 119.1 | R1 = i-Pr R2 = H |
garcinielliptone O | G. subelliptica | −277 (0.16) | Weng 2004 | ||
| 119.2 | R1 = i-Pr R2 = prenyl |
no common name | H. perforatum | +95.5 (1.1) | M. D. Shan 2001 | ||
| 119.3 | R1 = (R)-s-Bu R2 = prenyl |
hyperwilsol C[c] | H. wilsonii | +93.99 (0.05, m) | Z.-X. Wang 2025 | ||
| 119.4 | R1 = Ph R2 = H |
hyperibrin G[d] | H. scabrum | +80.2 (0.06, m) | J. Hu 2017 | ||
|
|||||||
| 120.1 | R = i-Pr | hypertum F[c] | H. perforatum | +40.2 (0.02, m) | W.-Y. Liu 2025b | ||
| 120.2 | R = (S)-s-Bu | hypertum G[c] | H. perforatum | +49.5 (0.02, m) | W.-Y. Liu 2025b | ||
|
spirohypertone B[c] | H. patulum | −15.2 (0.1, m) | Y. Duan 2024b | |||
|
|||||||
| 122.1 | R = CO2Me | hypseudohenrin A[c] | H. pseudohenryi | +9.8 (1.43, m) | H. Sun 2021b | ||
| 122.2 | R = H | hypseudohenrin B[c] | H. pseudohenryi | +12.9 (1.86, m) | H. Sun 2021b | ||
|
|||||||
| 123.1 | R1 = i-Pr R2 = Me R3 = prenyl X = H |
hyperibrin A[c] | H. scabrum | +37.0 (0.05, m) | W. Gao 2016c | ||
| 123.2 | R1 = i-Pr R2 = Me R3 = prenyl X = OH |
hyperibrin B, a.k.a. hypermonone I[c] | H. monogynum, H. scabrum | +53.2 (0.08, m), +46.03 (0.08, m) | W. Gao 2016c, X. Wang 2021b, Y.-R. Zeng 2021c | ||
| 123.3 | R1 = i-Pr R2 = Me R3 = prenyl X = OOH |
hyperscabrone H[c] | H. scabrum | +8.3 (0.1, m) | W. Gao 2016a, X. Wang 2021b | ||
| 123.4 | R1 = i-Pr R2 = prenyl R3 = H X = H |
garcinielliptone N | G. subelliptica | −42 (0.38) | Weng 2004 | ||
| 123.5 | R1 = i-Pr R2 = prenyl R3 = prenyl X = H |
no common name | H. perforatum | +18.3 (1.8) | M. D. Shan 2001 | ||
| 123.6 | R1 = i-Bu R2 = Me R3 = (E)-CH=CHCMe2OH X = H |
ascynol F[c] | H. ascyron | +22 (0.1, m) | Y.-L. Hu 2025 | ||
| 123.7 | R1 = s-Bu R2 = Me R3 = prenyl X = H |
hypermonone H[c] | H. monogynum | +7.88 0.24, m) | Y.-R. Zeng 2021c | ||
| 123.8 | R1 = s-Bu R2 = Me R3 = prenyl X = OOH |
hyperscabrone I[c][e] | H. scabrum | +24 (0.1, m) | W. Gao 2016a, X. Wang 2021b | ||
| 123.9 | R1 = Ph R2 = Me R3 = prenyl X = H |
norascyronone C | H. ascyron | +15 (0.1, m) | Y.-L. Hu 2019 | ||
| 123.10 | R1 = Ph R2 = prenyl R3 = prenyl X = H |
hypseudohenrin E[c] | H. pseudohenryi | +4.96 (3.43, m) | H. Sun 2021b | ||
| 123.11 | R1 = Ph R2 = geranyl R3 = H X = H |
hyperhexanone B[c] | H. sampsonii | −14.6 (0.15) | Zhu 2016 | ||
|
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| 124.1 | R1 = i-Pr R2 = H |
hyperscabrin A[c] | H. scabrum | −85.1 (0.06, mc) | J. Ma 2012 | ||
| 124.2 | R1 = i-Pr R2 = prenyl |
hyperscabin K[d] | H. scabrum | −198.3 (0.17, mc) | J. Ma 2021b | ||
| 124.3 | R1 = s-Bu R2 = prenyl |
hyperscabin L[d][e] | H. scabrum | −178.4 (0.19, mc) | J. Ma 2021b | ||
|
hyperscabin J[c] | H. scabrum | +36.6 (0.07, mc) | J. Ma 2021b | |||
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| 126.1 | R = i-Pr | hyperscabrin B[c] | H. scabrum | +27.6 (0.08, mc) | J. Ma 2012 | ||
| 126.2 | R = s-Bu | hyperscabrin C[c][e] | H. scabrum | +22.4 (0.10, mc) | J. Ma 2012 | ||
|
norhypersampsone A | H. sampsonii | −40.0 (0.5) | J.-S. Zhang 2017 | |||
|
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| 128.1 | R1 = i-Pr R2 = Me |
yezo'otogirin C[c] | H. yezoense | −57.2 (0.05) | Tanaka 2009b | ||
| 128.2 | R1 = i-Pr R2 = prenyl |
yezo'otogirin A[c] | H. yezoense | −168.2 (0.25) | Tanaka 2009b | ||
| 128.3 | R1 = i-Bu R2 = Me |
ascynol E[c] | H. ascyron | −39 (0.2, m) | Y.-L. Hu 2025 | ||
| 128.4 | R1 = (S)-s-Bu R2 = Me |
hypermogin A[c] | H. monogynum | −164.7 (0.2, m) | Y.-R. Zeng 2021a | ||
| 128.5 | R1 = (S)-s-Bu R2 = prenyl |
yezo'otogirin B[c] | H. yezoense | −165.7 (0.15) | Tanaka 2009b | ||
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| 129.1 | R = i-Pr | hypermogin C[c] | H. monogynum | −48.9 (0.12, m) | Y.-R. Zeng 2021a | ||
| 129.2 | R = (S)-s-Bu | hypermogin B[c] | H. monogynum | −38.0 (0.2, m) | Y.-R. Zeng 2021a | ||
|
hypermogin D[c] | H. monogynum | −32.0 (0.2, m) | Y.-R. Zeng 2021a | |||
|
ascynol D[c] | H. ascyron | −31 (0.1, m) | Y.-L. Hu 2025 | |||
|
ascynol B[c] | H. ascyron | +17 (0.1, m) | Y.-L. Hu 2025 | |||
|
ascynol C[c] | H. ascyron | −82 (0.06, m) | Y.-L. Hu 2025 | |||
|
ascynol A[c] | H. ascyron | −42.6 (0.06, m) | Y.-L. Hu 2025 | |||
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| 135.1 | X = H | norascyronone A[c] | H. ascyron | +68 (0.2, m) | Y.-L. Hu 2019 | ||
| 135.2 | X = OH | norascyronone B[c] | H. ascyron | +22 (0.2, m) | Y.-L. Hu 2019 | ||
|
norprzewalsone A[c] | H. przewalskii | +76.7 (0.4, m) | Y. Duan 2022b | |||
|
hyperforatum A[c] | H. perforatum | +2 (0.1, m) | X. Wang 2024 | |||
|
hyperforatum B[e] | H. perforatum | +7.5 (1.00, m) | X. Wang 2024 | |||
|
hyperforatum C[e] | H. perforatum | +5.9 (0.35, m) | X. Wang 2024 | |||
|
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| 140.1 | R = i-Pr | hyperforone I[c] | H. perforatum | +60.9 (0.6, m) | Y. Guo 2021b | ||
| 140.2 | R = s-Bu | norprzewalsone B[c][e] | H. przewalskii | +48.4 (0.3, m) | Y. Duan 2022b | ||
|
hyperforone J[c] | H. perforatum | −110.0 (0.3, m) | Y. Guo 2021b | |||
|
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| 142.1 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = (S)-3,3-dimethyloxiran-2-yl |
hookerione C[d] | H. hookerianum | +2 (0.25, m) | Ye 2016 | ||
| 142.2 | R1 = i-Pr R2 = geranyl R3 = prenyl R4 = CH=CMe2 |
hypersubone C[d] | H. subsessile | −13.3 (3.20, m) | Liao 2015 | ||
| 142.3 | R1 = i-Pr R2 = geranyl R3 = prenyl R4 = (R)-3,3-dimethyloxiran-2-yl |
hookerione A[d] | H. hookerianum | +5 (0.25, m) | Ye 2016 | ||
| 142.4 | R1 = i-Pr R2 = geranyl R3 = prenyl R4 = (S)-3,3-dimethyloxiran-2-yl |
hookerione B[d] | H. hookerianum | +32 (0.11, m) | Ye 2016 | ||
| 142.5 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = (R)-3,3-dimethyloxiran-2-yl |
hirsuton B[d] | H. hirsutum | +6.6 (0.30, m) | Max 2021 | ||
| 142.6 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = (S)-3,3-dimethyloxiran-2-yl |
hirsuton A[d] | H. hirsutum | +3.7 (0.83, m) | Max 2021 | ||
| 142.7 | R1 = s-Bu R2 = geranyl R3 = prenyl R4 = (S)-3,3-dimethyloxiran-2-yl |
hookerione D[d][e] | H. hookerianum | −27 (0.13, m) | Ye 2016 | ||
| 142.8 | R1 = Ph R2 = prenyl R3 = prenyl R4 = CH=CMe2 |
plukenetione A | C. plukenetii | +1 (0.8) | Henry 1996 | ||
| 142.9 | R1 = Ph R2 = prenyl R3 = prenyl R4 = (R)-3,3-dimethyloxiran-2-yl |
(−)-28,29-epoxyplukenetione A[c] | C. havetiodes var. stenocarpa, C. obdeltifolia | −4.4 (1.0) | Christian 2001, Teixeira 2005 | ||
| 142.10 | R1 = Ph R2 = prenyl R3 = prenyl R4 = (R)-3,3-dimethyloxiran-2-yl |
(+)-28,29-epoxyplukenetione A[d] (enantiomer) | H. sampsonii | +8.8 (0.54) | Zhu 2014 | ||
| 142.11 | R1 = Ph R2 = (Z)-CH=CHCMe2OH R3 = prenyl R4 = (S)-3,3-dimethyloxiran-2-yl |
wilsonglucinol H[d] | H. wilsonii | +2.4 (0.5, m) | H. Cheng 2022a | ||
| 142.12 | R1 = Ph R2 = prenyl R3 = prenyl R4 = (S)-3,3-dimethyloxiran-2-yl |
sampsonione Q[d] | H. sampsonii | −9.65 (0.401) | Xiao 2007 | ||
| 142.13 | R1 = Ph R2 = prenyl R3 = prenyl R4 = (S,S)-3-prenylmethyl-3-methyloxiran-2-yl |
hyperandrone A | H. androsaemum | +20.9 (0.25, m) | K. Wang 2012, X.-W. Yang 2018 | ||
| 142.14 | R1 = Ph R2 = prenyl R3 = (E)-4-oxo-3-methyl-2-buten-1-yl R4 = (S)-3,3-dimethyloxiran-2-yl |
hyperwilone A[d] | H. wilsonii | +39.3 (0.65) | Hao 2021 | ||
| 142.15 | R1 = Ph R2 = (E,R,R)-3,5-dimethyl-1-hepten-1-yl R3 = (E,E)-6-oxo-3,4-dimethyl-2,4-hexadien-1-yl R4 = CH=CMe2 |
sinaicinone | H. sinaicum | +37.5 (0.17, mc) | Řezanka 2007 | ||
| 142.16 | R1 = Ph R2 = geranyl R3 = prenyl R4 = CH=CMe2 |
otogirinin A | H. erectum Thunb., H. attenuatum | − 8.1 (0.08, m) | Ishida 2010, D. Li 2015a | ||
| 142.17 | R1 = Ph R2 = geranyl R3 = prenyl R4 = (S)-3,3-dimethyloxiran-2-yl |
sampsonione J[d] | H. sampsonii | +1.48 (0.2) | L.-H. Hu 1999a, Zhu 2014 | ||
| 142.18 | R1 = Ph R2 = geranyl R3 = prenyl R4 = (R)-3,3-dimethyloxiran-2-yl |
hyperisampsin G[d] | H. sampsonii | −8.7 (0.80) | Zhu 2014 | ||
| 142.19 | R1 = Ph R2 = (R)-lavandulyl[f] R3 = prenyl R4 = CH=CMe2 |
garcimultiflorone N[c][t][u][x] | G. multiflora | −28.9 (0.090, m) | Z.-Q. Wang 2018 | ||
| 142.20 | R1 = Ph R2 = lavandulyl R3 = prenyl R4 = (R)-3,3-dimethyloxiran-2-yl |
epi-isosampsonione J[d][e] | G. multiflora | +55.0 (0.02, m) | Y. Chen 2019a | ||
| 142.21 | R1 = Ph R2 = lavandulyl R3 = prenyl R4 = (S)-3,3-dimethyloxiran-2-yl |
garcimultiflorone D, a.k.a. isosampsonione J[e] (one of two by the first name) | G. multiflora | +5.6 (0.12) | Ting 2012, Y. Chen 2019a | ||
| 142.22 | R1 = Ph R2 = (E,E)-7-hydroxy-3,7-dimethyl-2,5-octadienyl R3 = prenyl R4 = (R)-3,3-dimethyloxiran-2-yl |
hypersubone D[d] | H. subsessile | −32.8 (0.07, m) | T.-W. Cao 2020 | ||
| 142.23 | R1 = Ph R2 = (E)-5-(3,3-dimethyloxiran-2-yl)-3-methyl-2-penten-1-yl R3 = prenyl R4 = (R)-3,3-dimethyloxiran-2-yl |
hypersubone E[d][e] | H. subsessile | −12.7 (0.27, m) | T.-W. Cao 2020 | ||
|
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| 143.1 | R = prenyl | cumilcinol G[d] | H. wilsonii | +104.7 (0.2, m) | B. Tao 2024a | ||
| 143.2 | R = geranyl | hyperattenin J[d] | H. attenuatum Choisy | +23.8 (0.3, m) | D. Li 2015b | ||
|
hyperadaman D[d] | H. wilsonii | +47.7 (0.2, m) | B. Tao 2024b | |||
|
wilsonglucinol I[d] | H. wilsonii | +20.9 (0.25, m) | H. Cheng 2022a | |||
|
garciyunnanone G[d] | G. yunnan Hu | +4.4 (0.1, m) | M. Nan 2024 | |||
|
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| 147.1 | R = i-Pr | hyperadaman G[d] | H. wilsonii | +43.2 (0.2, m) | B. Tao 2024b | ||
| 147.2 | R = Ph | hyperadaman F[d] | H. wilsonii | +87.7 (0.6, m) | B. Tao 2024b | ||
|
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| 148.1 | R = CH2COCHMe2 | hyperadaman B[d] | H. wilsonii | +5.7 (0.2, m) | B. Tao 2024b | ||
| 148.2 | R = CH2COC(Me)=CH2 | hyperadaman A[d] | H. wilsonii | +17.0 (0.1, m) | B. Tao 2024b | ||
|
hyperadaman E[d][z] | H. wilsonii | +86.0 (0.2, m) | B. Tao 2024b | |||
|
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| 150.1 | R1 = geranyl R2 = i-Pr X = OH |
hyperisampsin B[d] | H. sampsonii | +2.6 (0.08) | Zhu 2014 | ||
| 150.2 | R1 = geranyl R2 = i-Pr X = OOH |
hyperattenin L[d] | H. attenuatum | −1.7 (0.42) | D. Li 2018 | ||
| 150.3 | R1 = lavandulyl[f] R2 = H X = OOH |
garciyunnanone D[d][e] | G. yunnan Hu | −5.4 (0.2, m) | M. Nan 2024 | ||
|
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| 151.1 | R1 = i-Pr R2 = prenyl X = OH |
hyperihirsolin A | H. hirsutum | −25.3 (0.62, m) | Max 2021 | ||
| 151.2 | R1 = s-Bu R2 = prenyl X = OH |
hyperihirsolin B[e] | H. hirsutum | −13.0 (0.90, m) | Max 2021 | ||
| 151.3 | R1 = Ph R2 = prenyl X = OH |
hyperesternoid L[d] | H. monogynum | −32.2 (0.2, m) | Z. Dong 2026 | ||
| 151.4 | R1 = Ph R2 = geranyl X = OH |
hyperisampsin A[d] | H. sampsonii | −25.9 (0.16) | Zhu 2014 | ||
| 151.5 | R1 = Ph R2 = (R)-lavandulyl[f] X = OH |
garcimultiflorone O[c][t][v][x] | G. multiflora | +1.4 (0.73, m) | Z.-Q. Wang 2018 | ||
| 151.6 | R1 = Ph R2 = lavandulyl[f] X = OOH |
garciyunnanone C[d][e] | G. yunnan Hu | −5.4 (0.2, m) | M. Nan 2024 | ||
|
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| 152.1 | R = prenyl | hypersampsonone M[d] | H. sampsonii | +10 (1.0, m) | Y. Li 2023 | ||
| 152.2 | R = geranyl | hyperisampsin C[d] | H. sampsonii | −19.7 (0.30) | Zhu 2014 | ||
| 152.3 | R = lavandulyl | isohyperisampsin C[c][e] | G. multiflora | +93.3 (0.02, m) | Y. Chen 2019a | ||
| 152.4 | R = (R)-lavandulyl[f] | garciyunnanone E[d] | G. yunnan Hu | +8.0 (0.2, m) | M. Nan 2024 | ||
|
hyperadaman C[d] | H. wilsonii | +36.2 (0.2, m) | B. Tao 2024b | |||
|
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| 154.1 | R = prenyl X = OH |
hyperesternoid M[d] | H. monogynum | −42.8 (0.1, m) | Z. Dong 2026 | ||
| 154.2 | R = geranyl X = OOH |
hyperisampsin D[d] | H. sampsonii | −25.1 (0.12) | Zhu 2014 | ||
|
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| 155.1 | R = prenyl X = OOH |
hyperesternoid N[d] | H. monogynum | −38.8 (0.2, m) | Z. Dong 2026 | ||
| 155.2 | R = geranyl X = OH |
hypersubone B[d] | H. subsessile | −52.2 (0.09, m) | Liao 2015 | ||
| 155.3 | R = lavandulyl X = OOH |
garciyunnanone F[d] | G. yunnan Hu | −63.2 (0.2, m) | M. Nan 2024 | ||
|
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| 156.1 | R1 = i-Pr R2 = prenyl R3 = CMe=CH2 X = OH |
cumilcinol H[d] | H. wilsonii | −6.6 (0.5, m) | B. Tao 2024a | ||
| 156.2 | R1 = Ph R2 = prenyl R3 = CMe=CH2 X = OH |
hyperisampsin E[d] | H. sampsonii | +9.5 (0.23, m) | Zhu 2014 | ||
| 156.3 | R1 = Ph R2 = prenyl R3 = CMe2OH X = H |
no common name | C. obdeltifolia | +10.0 (0.4) | Teixeira 2005 | ||
| 156.4 | R1 = Ph R2 = prenyl R3 = CMe2OH X = OH |
hyperisampsin F[d] | H. sampsonii | +2.0 (0.10, m) | Zhu 2014 | ||
| 156.5 | R1 = Ph R2 = geranyl R3 = CMe=CH2 X = OH |
sampsonione I[d] | H. sampsonii | +16.88 (0.1) | L.-H. Hu 1999a, Zhu 2014 | ||
| 156.6 | R1 = Ph R2 = (R)-lavandulyl[f] R3 = CMe=CH2 X = OH |
garciyunnanone A[d] | G. yunnan Hu | +6.6 (0.1, m) | M. Nan 2024 | ||
|
garciyunnanone B[d][e] | G. yunnan Hu | +27.5 (0.2, m) | M. Nan 2024 | |||
|
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| 158.1 | R = i-Pr | hyperesternoid I[d] | H. monogynum | −27.9 (0.2, m) | Z. Dong 2026 | ||
| 158.2 | R = i-Bu | hyperesternoid J[d] | H. monogynum | −31.7 (0.2, m) | Z. Dong 2026 | ||
| 158.3 | R = (R)-s-Bu | hyperesternoid K[d] | H. monogynum | −25.8 (0.2, m) | Z. Dong 2026 | ||
|
hyperesternoid G[d] | H. kouytchemse | −53.9 (0.3, m) | Z. Dong 2026 | |||
|
hyperesternoid H[d] | H. kouytchemse | −78.4 (0.2, m) | Z. Dong 2026 | |||
|
|||||||
| 161.1 | R1 = prenyl R2 = CO2Me R3 = (S)-3,3-dimethyloxiran-2-yl |
hookerione G[d] | H. hookerianum | −213 (0.25, m) | Ye 2016 | ||
| 161.2 | R1 = geranyl R2 = H R3 = (S)-3,3-dimethyloxiran-2-yl |
hookerione H[d] | H. hookerianum | −152 (0.14, m) | Ye 2016 | ||
| 161.3 | R1 = geranyl R2 = CO2Me R3 = CH=CMe2 |
hypersubone A[d] | H. subsessile | −142.5 (0.09, m) | Liao 2015 | ||
| 161.4 | R1 = geranyl R2 = CO2Me R3 = (R)-3,3-dimethyloxiran-2-yl |
hookerione E[d] | H. hookerianum | −146 (0.16, m) | Ye 2016 | ||
| 161.5 | R1 = geranyl R2 = CO2Me R3 = (S)-3,3-dimethyloxiran-2-yl |
hookerione F[d] | H. hookerianum | −198 (0.12, m) | Ye 2016 | ||
|
cumilcinol I[d] | H. wilsonii | +108.5 (0.2, m) | B. Tao 2024a | |||
|
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| 163.1 | R = H | patumantane C[d] | H. patulum | −190.7 (0.1, m) | Y. Duan 2024c | ||
| 163.2 | R = CO2Me | patumantane B[d] | H. patulum | −68.0 (0.1, acn) | Y. Duan 2024c | ||
|
patumantane D[d] | H. patulum | −75.3 (0.1, m) | Y. Duan 2024c | |||
|
|||||||
| 165.1 | R1 = i-Pr R2 = prenyl R3 = CMe2OH R4 = prenyl |
hirsutofolin A | H. hirsutum | +5.8 (0.65, m) | Max 2021 | ||
| 165.2 | R1 = i-Pr R2 = prenyl R3 = CMe2OOH R4 = prenyl |
peroxyhirsutofolin A | H. hirsutum | +12.0 (0.79, m) | Max 2021 | ||
| 165.3 | R1 = i-Pr R2 = prenyl R3 = CMe2OOH R4 = prenyl |
hyperesternoid V[d] (prob. enantiomer) | H. monogynum | −35.2 (0.1, m) | Z. Dong 2026 | ||
| 165.4 | R1 = i-Pr R2 = geranyl R3 = CMe2OH R4 = prenyl |
hyperacmosin F | H. acmosepalum | −16.3 (0.10, m) | X. Wang 2020a | ||
| 165.5 | R1 = i-Bu R2 = prenyl R3 = CMe2OH R4 = prenyl |
hyperesternoid T[d] | H. monogynum | −43.3 (0.2, m) | Z. Dong 2026 | ||
| 165.6 | R1 = i-Bu R2 = prenyl R3 = CMe2OOH R4 = prenyl |
hyperesternoid U[d] | H. monogynum | −45.2 (0.1, m) | Z. Dong 2026 | ||
| 165.7 | R1 = s-Bu R2 = prenyl R3 = CMe2OH R4 = prenyl |
hirsutofolin B[d][e] | H. hirsutum | −12.8 (1.15, m) | Max 2021 | ||
| 165.8 | R1 = s-Bu R2 = prenyl R3 = CMe2OH R4 = prenyl |
hyperwilone B[c][e] (prob. enantiomer) | H. wilsonii | +51.1 (0.50) | Hao 2021 | ||
| 165.9 | R1 = (R)-s-Bu R2 = prenyl R3 = CMe2OOH R4 = prenyl |
hyperesternoid W[d] | H. monogynum | −39.9 (0.1, m) | Z. Dong 2026 | ||
| 165.10 | R1 = s-Bu R2 = prenyl R3 = CMe2OH R4 = E-CH=CHCMe2OOH |
3‴-hydroperoxyisohirsutofolin B[e] | H. hirsutum | +20.1 (0.52, m) | Max 2021 | ||
| 165.11 | R1 = Ph R2 = prenyl R3 = CMe2OH R4 = prenyl |
sampsonione R | C. obdeltifolia, H. sampsonii, H. attenuatum | +10.8 (0.011) | Cruz 2004, Xiao 2007, D. Li 2015a | ||
| 165.12 | R1 = Ph R2 = prenyl R3 = CMe2OOH R4 = prenyl |
hyperesternoid X[d] | H. monogynum | −42.3 (0.1, m) | Z. Dong 2026 | ||
| 165.13 | R1 = Ph R2 = geranyl R3 = CMe2OH R4 = prenyl |
otogirinin C | H. erectum Thunb. | NR | Ishida 2010 | ||
| 165.14 | R1 = Ph R2 = lavandulyl R3 = CMe=CH2 R4 = OH |
epi-garcimultiflorone P[d][e] | G. multiflora | +5.32 (0.02, m) | Teng 2019 | ||
|
|||||||
| 166.1 | R1 = i-Pr R2 = geranyl R3 = CMe2OH R4 = prenyl |
pseudohenone F | H. pseudohenryi N. Robson | −7 (0.10, m) | X.-W. Yang 2017b | ||
| 166.2 | R1 = s-Bu R2 = geranyl R3 = CMe2OH R4 = prenyl |
pseudohenone G[e] | H. pseudohenryi N. Robson | −8 (0.15, m) | X.-W. Yang 2017b | ||
| 166.3 | R1 = Ph R2 = (R)-lavandulyl[f] R3 = CMe=CH2 R4 = OH |
garcimultiflorone P[c][t][u][x] | G. multiflora | −5.1 (0.19, m) | Z.-Q. Wang 2018 | ||
|
hypersampsone L | H. sampsonii | −67.4 (0.098) | Y. H. Zeng 2012 | |||
|
hypersampsone S (one of two by that name) | H. sampsonii | +33 (0.3) | J.-J. Chen 2014 | |||
|
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| 169.1 | R = prenyl | hypseudohenone B[d] | H. pseudohenryi | +13.5 (0.147, m) | N.-N. Jiang 2023 | ||
| 169.2 | R = geranyl | hypseudohenone C[d] | H. pseudohenryi | +13.1 (0.106, m) | N.-N. Jiang 2023 | ||
|
hypseudohenone A[d] | H. pseudohenryi | +19.6 (0.222, m) | N.-N. Jiang 2023 | |||
|
patumantane A[d] | H. patulum | −56.9 (0.1, m) | Y. Duan 2024c | |||
|
|||||||
| 172.1 | R1 = C(=O)i-Pr R2 = geranyl |
norsampsone E[d] | H. sampsonii | −63.0 (0.30) | W.-J. Tian 2017 | ||
| 172.2 | R1 = C(=O)Ph R2 = geranyl |
hyperacmosin E | H. acmosepalum | −57.6 (0.175) | X. Wang 2020a | ||
| 172.3 | R1 = (R)-CHPhCH2CO2H R2 = prenyl |
lathrophytoic acid A | Kielmeyera lathrophyton | +15 (0.23, m) | de Almeida 2011 | ||
|
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| 173.1 | R = prenyl | hypersampsone N[d] | H. sampsonii | +34.4 (0.50) | W.-J. Tian 2014b | ||
| 173.2 | R = geranyl | hypersampsonone E[d] | H. sampsonii | +3.21 (1.06) | J.-S. Zhang 2016 | ||
|
|||||||
| 174.1 | R1 = i-Pr R2 = prenyl R3 = E-CH=CHCMe2OH |
3‴-hydroxyisohirsutuman A | H. hirsutum | &minus35.2 (0.13, m) | Max 2021 | ||
| 174.2 | R1 = i-Pr R2 = geranyl R3 = prenyl |
hyperwilsol B[d] | H. wilsonii | −72.34 (0.05, m) | Z.-X. Wang 2025 | ||
| 174.3 | R1 = s-Bu R2 = prenyl R3 = prenyl |
hirsutuman B[e] | H. hirsutum | −61.9 (0.68, m) | Max 2021 | ||
| 174.4 | R1 = s-Bu R2 = prenyl R3 = E-CH=CHCMe2OH |
3‴-hydroxyisohirsutuman B[e] | H. hirsutum | −69.5 (0.19, m) | Max 2021 | ||
| 174.5 | R1 = Ph R2 = prenyl R3 = prenyl |
sampsonione B | C. obdeltifolia, G. propinqua, H. sampsonii | +10.0 (0.018) | L.-H. Hu 1998, Cruz 2004, Sriyatep 2017 | ||
| 174.6 | R1 = Ph R2 = prenyl R3 = CH2CH2CMe2OH |
no common name | C. obdeltifolia | −5.1 (0.012) | Cruz 2004 | ||
| 174.7 | R1 = Ph R2 = prenyl R3 = (E)-CH=CHCMe2OH |
hyphenrone M | H. sampsonii | −82 (0.2, m) | X.-W. Yang 2015 | ||
| 174.8 | R1 = Ph R2 = (R)-CH2CHOHCMe2OH R3 = prenyl |
wilsonglucinol J[c] | H. wilsonii | +10.7 (0.5, m) | H. Cheng 2022a | ||
| 174.9 | R1 = Ph R2 = geranyl R3 = prenyl |
sampsonione A | H. sampsonii | −49 (0.4) | L.-H. Hu 1998 | ||
| 174.10 | R1 = Ph R2 = geranyl R3 = (E)-CH=CHCMe2OH |
hyphenrone N | H. sampsonii | −89 (0.2, m) | X.-W. Yang 2015 | ||
| 174.11 | R1 = Ph R2 = geranyl R3 = (E)-CH=CHCMe2OMe |
hypersampsonone D[d] | H. sampsonii | −66.2 (0.52) | J.-S. Zhang 2016 | ||
|
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| 175.1 | R1 = i-Pr R2 = prenyl |
hyperhomanoon A[d] | H. patulum | +6.2 (0.3, m) | B. Tao 2025 | ||
| 175.2 | R1 = (S)-s-Bu R2 = prenyl |
hyperhomanoon B[d] | H. patulum | +45.0 (0.1, m) | B. Tao 2025 | ||
| 175.3 | R1 = Ph R2 = prenyl |
hypersampsone O[d] | H. sampsonii | +15.2 (0.50) | W.-J. Tian 2014b | ||
| 175.4 | R1 = Ph R2 = geranyl |
hyphenrone O | H. sampsonii | −9 (0.1, m) | X.-W. Yang 2015 | ||
| 175.5 | R1 = Ph R2 = (R)-lavandulyl[f] |
garciyunnanone R[d] | G. yunnan Hu | +9.2 (0.05, m) | M. Nan 2024 | ||
|
hyperhomanoon E[d] | H. patulum | −2.90 (0.5, m) | B. Tao 2025 | |||
|
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| 177.1 | R = prenyl | hyperhomanoon D[d] | H. patulum | +95.3 (0.4, m) | B. Tao 2025 | ||
| 177.2 | R = geranyl | hyperhomanoon C[d] | H. patulum | +26.2 (0.4, acn) | B. Tao 2025 | ||
|
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| 178.1 | R1 = i-Pr R2 = prenyl R3 = CMe2OH |
hyperihirsan B | H. hirsutum | +47.9 (0.18, m) | Max 2021 | ||
| 178.2 | R1 = i-Pr R2 = geranyl R3 = CMe2OH |
hypersubone G[d] | H. subsessile | +37.5 (0.13, m) | T.-W. Cao 2020 | ||
| 178.3 | R1 = i-Pr R2 = geranyl R3 = CMe2OOH |
hypersubone H[d] | H. subsessile | +89.3 (0.08, m) | T.-W. Cao 2020 | ||
| 178.4 | R1 = Ph R2 = prenyl R3 = CMe2OH |
plukenetione C | C. plukenetii, H. sampsonii | +65.9 (0.1) | Henry 1999, Christian 2001, Xiao 2010 | ||
| 178.5 | R1 = Ph R2 = prenyl R3 = CMe2OOH |
peroxysampsone A | H. sampsonii | +17.0 (0.128) | Xiao 2010 | ||
| 178.6 | R1 = Ph R2 = (E)-CH=CHCMe2OOH R3 = CMe2OH |
33-hydroperoxyisoplukenetione C | C. havetiodes var. stenocarpa | −3.9 (0.2) | Christian 2001 | ||
| 178.7 | R1 = Ph R2 = geranyl R3 = CMe2OH |
otogirinin B | H. erectum Thunb., H. attenuatum | +12.0 (0.14, m) | Ishida 2010, D. Li 2015a | ||
| 178.8 | R1 = Ph R2 = geranyl R3 = CMe2OOH |
hyperisampsin O[d] | H. sampsonii | +12 (0.2, m) | Zhu 2017 | ||
| 178.9 | R1 = Ph R2 = lavandulyl R3 = OH |
garcimultinone B[d][e] | G. multiflora | +28.3 (0.04, m) | Y. Chen 2019a | ||
| 178.10 | R1 = Ph R2 = lavandulyl R3 = CMe2OH |
garcimultiflorone G[e] | G. multiflora | +5.6 (0.12) | Ting 2014 | ||
| 178.11 | R1 = Ph R2 = lavandulyl R3 = CMe2OOH |
isohyperisampsin O[d][e] | G. multiflora | +22.4 (0.06, m) | Y. Chen 2019a | ||
| 178.12 | R1 = Ph R2 = (2S,3E)-CH2CH(CMe=CH2)CH=CHCMe2OOH R3 = CMe2OH |
garcimultiflorone Q[c][t][u][x] | G. multiflora | −11.1 (0.21, m) | Z.-Q. Wang 2018 | ||
|
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| 179.1 | R = geranyl X = H |
hypersubone F[d] | H. subsessile | −73.4 (0.12, m) | T.-W. Cao 2020 | ||
| 179.2 | R = geranyl X = OH |
hyperisampsin N[d] | H. sampsonii | −31 (0.1) | Zhu 2017 | ||
| 179.3 | R = geranyl X = OOH |
hyperbeanin G[c] | H. beanii | −40.0 (0.08, m) | Y. Ma 2022a | ||
| 179.4 | R = lavandulyl X = OH |
garcimultinone N[d] | G. multiflora | +12.59 (0.04, m) | Teng 2021 | ||
|
peroxysampsone B | H. sampsonii, H. attenuatum | −41.2 (0.042) | Xiao 2010, D. Li 2015a | |||
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| 181.1 | R = i-Pr | pyranohyperihirsan A | H. hirsutum | −24.7, (0.29, m) | Max 2021 | ||
| 181.2 | R = s-Bu | pyranohyperihirsan B[e] | H. hirsutum | −30.7 (0.25, m) | Max 2021 | ||
|
hyperattenin M[d][s] | H. attenuatum | −24.1 (0.19, m) | D. Li 2018 | |||
|
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| 183.1 | R = geranyl | hypersampsonone B[d] | H. sampsonii | +14.9 (0.35) | J.-S. Zhang 2016 | ||
| 183.2 | R = lavandulyl | isohypersampsonone B[d][e] (inseparably mixed with epi-isohypersampsonone B, epimer at hemiacetal, in 5:1 ratio) | G. multiflora | +60.0 (0.01, m) | Y. Chen 2019a | ||
|
hyperesternoid Y[d] | H. monogynum | −42.3 (0.1, m) | Z. Dong 2026 | |||
|
hyperesternoid Z[d] | H. monogynum | −48.7 (0.1, m) | Z. Dong 2026 | |||
|
wilsonglucinol A[d] | H. wilsonii | −14.4 (0.63, m) | Y. Zhang 2020 | |||
|
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| 187.1 | R1 = i-Pr R2 = prenyl |
wilsonglucinol C[d] | H. wilsonii | −94.8 (0.84, m) | Y. Zhang 2020 | ||
| 187.2 | R1 = s-Bu R2 = prenyl |
cumilcinol C[d][e] | H. wilsonii | −137.0 (0.1, m) | B. Tao 2024a | ||
| 187.3 | R1 = Ph R2 = prenyl |
wilsonglucinol B[d] | H. wilsonii | −51.2 (0.73, m) | Y. Zhang 2020 | ||
| 187.4 | R1 = Ph R2 = (E)-CH=CHCMe2OH |
wilsonglucinol K, a.k.a. hypersampsone Y[d] | H. wilsonii | −4.0 (0.5, m), −74.0 (0.1, m) | H. Cheng 2022a, J. Cao 2024 | ||
|
garcimultinone C[d][e] | G. multiflora | −59.4 (0.02, m) | Teng 2019 | |||
|
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| 189.1 | R = i-Bu | hyperesternoid D[d] | H. monogynum | −69.8 (0.3, m) | Z. Dong 2026 | ||
| 189.2 | R = (R)-s-Bu | hyperesternoid E[d] | H. monogynum | −58.7 (0.3, m) | Z. Dong 2026 | ||
|
hyperesternoid F[d] | H. monogynum | −87.2 (0.3, m) | Z. Dong 2026 | |||
|
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| 191.1 | R1 = i-Pr R2 = prenyl |
cumilcinol A[d] | H. wilsonii | +170.8 (0.3, m) | B. Tao 2024a | ||
| 191.2 | R1 = Ph R2 = prenyl |
dioxasampsone B[d] | H. sampsonii | +77.0 (0.50) | W.-J. Tian 2014c | ||
| 191.3 | R1 = Ph R2 = geranyl |
hypersampsonone C[d] | H. sampsonii | +6.7 (0.15) | J.-S. Zhang 2016 | ||
| 191.4 | R1 = Ph R2 = lavandulyl |
isohypersampsonone C[d][e] | G. multiflora | +81.7 (0.02, m) | Y. Chen 2019a | ||
|
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| 192.1 | R1 = i-Pr R2 = geranyl X = H2 |
hookerione Q | H. hookerianum | +11.2 (0.12, m) | Ye 2019 | ||
| 192.2 | R1 = Ph R2 = prenyl X = H2 |
hypersampsone M[d] | G. propinqua, H. sampsonii | +56.6 (0.50) | W.-J. Tian 2014a, Sriyatep 2017 | ||
| 192.3 | R1 = Ph R2 = prenyl X = O |
pseudohenone C | H. pseudohenryi N. Robson | −5 (0.24, m) | X.-W. Yang 2017b | ||
| 192.4 | R1 = Ph R2 = (E)-4-oxoprenyl X = H2 |
pseudohenone B | H. pseudohenryi N. Robson | +7 (0.10, m) | X.-W. Yang 2017b | ||
| 192.5 | R1 = Ph R2 = geranyl X = H2 |
hypersampsone I | H. sampsonii | +18.6 (0.262) | Y. H. Zeng 2012 | ||
| 192.6 | R1 = Ph R2 = geranyl X = O |
sampsonione E | H. sampsonii, H. attenuatum | +57.7 (0.03) | L.-H. Hu 1999b, D. Li 2015a | ||
| 192.7 | R1 = Ph R2 = lavandulyl X = O |
garciyunnanone I[d][e] | G. yunnan Hu | +2 (0.1, m) | M. Nan 2024 | ||
|
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| 193.1 | R1 = i-Pr R2 = geranyl X = H2 |
hypersampsone C | H. sampsonii | +14.3 (0.2) | Y.-L. Lin 2003 | ||
| 193.2 | R1 = Ph R2 = prenyl X = H2 |
hypersampsone P[d] | H. sampsonii, H. subsessile | +11.0 (0.3) | W.-J. Tian 2014b, H.-M. Zhou 2020 | ||
| 193.3 | R1 = Ph R2 = prenyl X = O |
hyperattenin F[d] | H. attenuatum Choisy | −2.9 (0.10, m) | D. Li 2015a | ||
| 193.4 | R1 = Ph R2 = CH2C(=O)CMe=CH2 X = H2 |
pseudohenone D[d] | H. pseudohenryi N. Robson | +6 (0.28, m) | X.-W. Yang 2017b | ||
| 193.5 | R1 = Ph R2 = geranyl X = H2 |
sampsonione H | H. sampsonii | +5.15 (0.07) | L.-H. Hu 1999b | ||
| 193.6 | R1 = Ph R2 = geranyl X = O |
hyperattenin G[d] | H. attenuatum Choisy | −6.9 (0.16, m) | D. Li 2015a | ||
| 193.7 | R1 = Ph R2 = lavandulyl X = H2 |
iso-sampsonione H[d][e] | G. multiflora | +11.84 (0.08, m) | Teng 2019 | ||
| 193.8 | R1 = Ph R2 = lavandulyl X = O |
garciyunnanone J[d][e] | G. yunnan Hu | +5 (0.1, m) | M. Nan 2024 | ||
| 193.9 | R1 = Ph R2 = (E)-6,6-dimethoxy-3-methyl-2-hexenyl X = H2 |
hypercurpalone B[d] | H. curvisepalum | +1.94 (0.10, m) | Y. Ye 2022 | ||
|
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| 194.1 | R1 = i-Pr R2 = prenyl R3 = i-Pr X = H |
hookerione M | H. hookerianum | +68.1 (0.08, m) | Ye 2019 | ||
| 194.2 | R1 = i-Pr R2 = prenyl R3 = CMe2OH X = H |
wilsonglucinol G[d] | H. wilsonii | +26.3 (0.27, m) | Y. Zhang 2020 | ||
| 194.3 | R1 = i-Pr R2 = prenyl R3 = CMe2OOH X = H |
hyperesternoid Q[d] | H. monogynum | −22.4 (0.1, m) | Z. Dong 2026 | ||
| 194.4 | R1 = i-Pr R2 = geranyl R3 = CMe=CH2 X = H |
hypersampsone A | H. sampsonii | +21 (0.3) | Y.-L. Lin 2003 | ||
| 194.5 | R1 = s-Bu R2 = prenyl R3 = CMe2OH X = H |
hirsutusal C[e] | H. hirsutum | N/A | Max 2021 | ||
| 194.6 | R1 = Ph R2 = prenyl R3 = i-Pr X = H |
hookerione L | H. hookerianum | +31.4 (0.10, m) | Ye 2019 | ||
| 194.7 | R1 = Ph R2 = prenyl R3 = CMe=CH2 X = H |
hypersampsone X[d] | H. sampsonii | +27.1 (0.50) | Tian, 2017 | ||
| 194.8 | R1 = Ph R2 = prenyl R3 = CMe2OH X = H |
plukenetione B | C. plukenetii | +17.2 (0.03) | Henry 1999, Grossman 2000 | ||
| 194.9 | R1 = Ph R2 = prenyl R3 = CMe2OOH X = H |
hyperbeanin F[c] | H. beanii | +10.0 (0.11, m) | Y. Ma 2022a | ||
| 194.10 | R1 = Ph R2 = prenyl R3 = CMe2OH X = OH |
hyperesternoid O[d] | H. monogynum | −45.9 (0.3, m) | Z. Dong 2026 | ||
| 194.11 | R1 = Ph R2 = prenyl R3 = OH X = H |
hypersampsonone L[d] | H. sampsonii | +10 (1.0, m) | Y. Li 2023 | ||
| 194.12 | R1 = Ph R2 = geranyl R3 = i-Pr X = H |
hypersampsone D | H. sampsonii | −35 (0.2) | Y.-L. Lin 2003 | ||
| 194.13 | R1 = Ph R2 = geranyl R3 = CMe=CH2 X = H |
sampsonione D | H. sampsonii | +12.27 (0.156) | L.-H. Hu 1999b | ||
| 194.14 | R1 = Ph R2 = geranyl R3 = CMe2OH X = H |
sampsonione C | H. sampsonii, H. attenuatum | +13.39 (0.174) | L.-H. Hu 1999b, D. Li 2015a | ||
| 194.15 | R1 = Ph R2 = geranyl R3 = CMe2OOH X = H |
hypersampsonone F[d] | H. sampsonii | +6.73 (1.04) | J.-S. Zhang 2016 | ||
| 194.16 | R1 = Ph R2 = geranyl R3 = OH X = H |
cumilcinol D[d] | H. wilsonii | −4.9 (0.3, m) | B. Tao 2024a | ||
| 194.17 | R1 = Ph R2 = neryl R3 = i-Pr X = H |
hookerione I | H. hookerianum | +24.2 (0.25, m) | Ye 2019 | ||
| 194.18 | R1 = Ph R2 = lavandulyl R3 = CMe=CH2 X = H |
garciyunnanone K[d][e] | G. yunnan Hu | +12.9 (0.1, m) | M. Nan 2024 | ||
| 194.19 | R1 = Ph R2 = lavandulyl R3 = i-Pr X = H |
garciyunnanone N[d][e] | G. yunnan Hu | +1.0 (0.2, m) | M. Nan 2024 | ||
| 194.20 | R1 = Ph R2 = lavandulyl R3 = CMe2OH X = H |
garciyunnanone Q[d][e] | G. yunnan Hu | +25.6 (0.2, m) | M. Nan 2024 | ||
| 194.21 | R1 = Ph R2 = lavandulyl R3 = CMe2OOH X = H |
iso-hypersampsonone F[d][e] | G. multiflora | +5.60 (0.01, m) | Teng 2019 | ||
| 194.22 | R1 = Ph R2 = lavandulyl R3 = OH X = H |
garcimultinone A[d][e] | G. multiflora | −25.6 (0.02, m) | Y. Chen 2019a | ||
|
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| 195.1 | R1 = i-Pr R2 = prenyl R3 = CMe2OH |
wilsonglucinol F[d] | H. wilsonii | +29.2 (0.55, m) | Y. Zhang 2020 | ||
| 195.2 | R1 = i-Pr R2 = geranyl R3 = CMe=CH2 |
hookerione O | H. hookerianum | +39.1 (0.25, m) | Ye 2019 | ||
| 195.3 | R1 = s-Bu R2 = prenyl R3 = CMe2OH |
cumilcinol F[d][e] | H. wilsonii | +104.7 (0.2, m) | B. Tao 2024a | ||
| 195.4 | R1 = Ph R2 = prenyl R3 = CMe2OH |
hypersampsone Q[d] | H. sampsonii | +18.3 (0.4) | W.-J. Tian 2014b | ||
| 195.5 | R1 = Ph R2 = geranyl R3 = i-Pr |
hypersampsone G | H. sampsonii | +10.25 (0.401) | Y. H. Zeng 2009 | ||
| 195.6 | R1 = Ph R2 = geranyl R3 = CMe=CH2 |
hypersampsone J | H. sampsonii | +11.4 (0.573) | Y. H. Zeng 2012 | ||
| 195.7 | R1 = Ph R2 = geranyl R3 = CMe2OH |
hypersampsonone G[d] | H. sampsonii | +4.22 (0.9) | J.-S. Zhang 2016 | ||
| 195.8 | R1 = Ph R2 = geranyl R3 = CMe2OOH |
hyperattenin K[d] | H. attenuatum Choisy | −11.5 (0.886, m) | D. Li 2015b | ||
| 195.9 | R1 = Ph R2 = lavandulyl R3 = CMe2OH |
isohypersampsonone G[d][e] | G. multiflora | +34.2 (0.01, m) | Y. Chen 2019a | ||
|
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| 196.1 | R1 = i-Pr R2 = prenyl R3 = CMe2OH X = H |
wilsonglucinol D[d] | H. wilsonii | −17.7 (0.92, m) | Y. Zhang 2020 | ||
| 196.2 | R1 = i-Pr R2 = prenyl R3 = CMe2OH X = H |
hyperwilone C[c] (enantiomer) | H. wilsonii | +47.3 (0.50, m) | Hao 2021 | ||
| 196.3 | R1 = s-Bu R2 = prenyl R3 = CMe2OH X = H |
wilsonglucinol E, a.k.a. hirsutusal D[d][e] | H. wilsonii | −9.9 (0.34, m) | Y. Zhang 2020, Max 2021 | ||
| 196.4 | R1 = Ph R2 = prenyl R3 = OH X = H |
no common name | C. obdeltifolia, G. propinqua | NR | Cruz 2004, Sriyatep 2017 | ||
| 196.5 | R1 = Ph R2 = prenyl R3 = i-Pr X = H |
hyphenrone Q | H. sampsonii | −4 (0.2, m) | X.-W. Yang 2015 | ||
| 196.6 | R1 = Ph R2 = prenyl R3 = CMe2OH X = H |
attenuatumione A[c] | H. attenuatum | −19.3 (0.18) | Z.-B. Zhou 2014, X.-W. Yang 2018 | ||
| 196.7 | R1 = Ph R2 = prenyl R3 = CMe2OH X = OH |
hyperesternoid P[d] | H. monogynum | −52.2 (0.2, m) | Z. Dong 2026 | ||
| 196.8 | R1 = Ph R2 = prenyl R3 = CMe2OH X = H |
hypercohone A[d] (prob. enantiomer) | H. cohaerens | +3.87 (0.21, m) | X. Liu 2013b | ||
| 196.9 | R1 = Ph R2 = geranyl R3 = i-Pr X = H |
hookerione K | H. hookerianum | −33.1 (0.27, m) | Ye 2019 | ||
| 196.10 | R1 = Ph R2 = geranyl R3 = CMe2OH X = H |
attenuatumione D | H. attenuatum | −10.8 (0.15) | Z.-B. Zhou 2014 | ||
| 196.11 | R1 = Ph R2 = geranyl R3 = CMe2OOH X = H |
hyperattenin I[d] | H. attenuatum Choisy | −24.5 (0.23, m) | D. Li 2015a | ||
| 196.12 | R1 = Ph R2 = lavandulyl R3 = CMe=CH2 X = H |
garciyunnanone L[d][e] | G. yunnan Hu | −5.7 (0.2, m) | M. Nan 2024 | ||
| 196.13 | R1 = Ph R2 = lavandulyl R3 = i-Pr X = H |
garciyunnanone O[d][e] | G. yunnan Hu | +2.0 (0.1, m) | M. Nan 2024 | ||
|
|||||||
| 197.1 | R1 = i-Pr R2 = prenyl R3 = i-Pr |
hookerione N | H. hookerianum | −10.3 (0.13, m) | Ye 2019 | ||
| 197.2 | R1 = i-Pr R2 = prenyl R3 = CMe2OH |
hirsutusal A[e] | H. hirsutum | +36.7 (0.18, m) | Max 2021 | ||
| 197.3 | R1 = i-Pr R2 = prenyl R3 = OH |
cumilcinol E[d] | H. wilsonii | −2.0 (0.1, m) | B. Tao 2024a | ||
| 197.4 | R1 = i-Pr R2 = geranyl R3 = i-Pr |
hypersampsone B | H. sampsonii | +12 (0.3) | Y.-L. Lin 2003 | ||
| 197.5 | R1 = i-Pr R2 = geranyl R3 = CMe2OH |
hookerione P | H. hookerianum | −10.3 (0.13, m) | Ye 2019 | ||
| 197.6 | R1 = s-Bu R2 = prenyl R3 = CMe2OH |
hirsutusal B[e] | H. hirsutum | −6.9 (0.24, m) | Max 2021 | ||
| 197.7 | R1 = Ph R2 = prenyl R3 = OH |
pseudohenone E | C. obdeltifolia, H. pseudohenryi N. Robson | −27 (0.13, m) | Cruz 2004, X.-W. Yang 2017b | ||
| 197.8 | R1 = Ph R2 = prenyl R3 = i-Pr |
hyphenrone P | H. sampsonii | −83 (0.1, m) | X.-W. Yang 2015 | ||
| 197.9 | R1 = Ph R2 = prenyl R3 = CMe=CH2 |
hypercohone B | H. cohaerens | −37.2 (0.11, m) | X. Liu 2013b | ||
| 197.10 | R1 = Ph R2 = prenyl R3 = CMe2OH |
hyperacmosin G[c] | H. acmosepalum | −8.3 (0.012) | X. Wang 2020a | ||
| 197.11 | R1 = Ph R2 = prenyl R3 = CMe2OH |
sampsonione G[d] (prob. enantiomer) | C. obdeltifolia, H. sampsonii, H. attenuatum, H. wilsonii | +10.0 (0.01) | L.-H. Hu 1999b, Cruz 2004, D. Li 2015a, Y. Zhang 2020 | ||
| 197.12 | R1 = Ph R2 = geranyl R3 = OH |
hyperattenin H[d] | H. attenuatum Choisy | −12.4 (0.26, m) | D. Li 2015a, X.-W. Yang 2017b | ||
| 197.13 | R1 = Ph R2 = geranyl R3 = OH |
cowabenzophenone B[c] (prob. enantiomer) | G. cowa | +96 (0.048) | Sriyatep 2014, X.-W. Yang 2017b | ||
| 197.14 | R1 = Ph R2 = geranyl R3 = i-Pr |
hypersampsone E[c] | H. sampsonii | +39 (0.2) | Y.-L. Lin 2003, H.-B. Zhang 2019 | ||
| 197.15 | R1 = Ph R2 = geranyl R3 = i-Pr |
hyperichoisin B[d] (enantiomer) | H. choisianum | −17.4 (0.285) | H.-B. Zhang 2021 | ||
| 197.16 | R1 = Ph R2 = geranyl R3 = CMe=CH2 |
hypercohone C | H. cohaerens | −38.0 (0.09, m) | X. Liu 2013b | ||
| 197.17 | R1 = Ph R2 = geranyl R3 = CMe=CH2 |
cowabenzophenone A (enantiomer) | G. cowa | +137 (0.02) | Sriyatep 2014 | ||
| 197.18 | R1 = Ph R2 = geranyl R3 = CMe2OH |
sampsonione F[c] | H. sampsonii, H. attenuatum, H. wilsonii | +14.5 (1.1) | L.-H. Hu 1999b, D. Li 2015a, H.-B. Zhang 2019, Y. Zhang 2020 | ||
| 197.19 | R1 = Ph R2 = geranyl R3 = CMe2OH |
hyperichoisin C[d] (enantiomer) | H. choisianum | −21.9 (0.31) | H.-B. Zhang 2021 | ||
| 197.20 | R1 = Ph R2 = geranyl R3 = CMe2OOH |
hyperberlone C[c] | H. beanii | −0.34 (c 2, m) | Y.-W. Li 2022 | ||
| 197.21 | R1 = Ph R2 = neryl R3 = i-Pr |
hookerione J | H. hookerianum | −38.2 (0.12, m) | Ye 2019 | ||
| 197.22 | R1 = Ph R2 = lavandulyl R3 = CMeCH2 |
garciyunnanone M[d][e] | G. yunnan Hu | +4.3 (0.4, m) | M. Nan 2024 | ||
| 197.23 | R1 = Ph R2 = lavandulyl R3 = i-Pr |
iso-hookerione J[d][e] | G. multiflora | −4.70 (0.05, m) | Teng 2019 | ||
| 197.24 | R1 = Ph R2 = lavandulyl R3 = CMe2OH |
garciyunnanone P[d][e] | G. yunnan Hu | −3.6 (0.1, m) | M. Nan 2024 | ||
| 197.25 | R1 = Ph R2 = lavandulyl R3 = OH |
garciyunnanone H[d] | G. yunnan Hu | +21.6 (0.1, m) | M. Nan 2024 | ||
|
hypertonii A[c] | H. addingtonii N. Robson | +42.3 (0.1, acn) | Q. Feng 2025 | |||
|
dioxasampsone A[d] | H. sampsonii | +16.8 (0.50) | W.-J. Tian 2014c | |||
|
hyperesternoid R[d] | H. monogynum | −32.7 (0.2, m) | Z. Dong 2026 | |||
|
hyperesternoid S[d] | H. monogynum | −24.8 (0.2, m) | Z. Dong 2026 | |||
|
pseudohenone A | H. pseudohenryi N. Robson | +43 (0.20, m) | X.-W. Yang 2017b | |||
|
cumilcinol B[d] | H. wilsonii | +98.0 (0.1, m) | B. Tao 2024a | |||
|
hypercurpalone A[d] | H. curvisepalum | −17.9 (0.13, m) | Y. Ye 2022 | |||
|
hypseudone A[c] | H. pseudohenryi | +38.2 (0.096, m) | Jiang 2025 | |||
|
garsubelone A[d] | G. subelliptica | +103 (0.14, m) | Y.-L. Wang 2019 | |||
|
|||||||
| 207.1 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = prenyl R5 = prenyl |
hyperforatum D | H. perforatum | +4.0 (1.00, m) | X. Wang 2024 | ||
| 207.2 | R1 = n-Pr R2 = CHBuCO2Me R3 = prenyl R4 = prenyl R5 = H |
kielmeyeracin[c][e] | Kielmeyera variabilis | −70 (0.1, m) | Coqueiro 2016 | ||
| 207.3 | R1 = i-Bu R2 = prenyl R3 = prenyl R4 = prenyl R5 = H |
spiranthenone B | Spiranthera odoratissima | −24 (0.10) | Albernaz 2012, X.-W. Yang 2018 | ||
| 207.4 | R1 = Ph R2 = H R3 = prenyl R4 = (E)-CH=CHCMe=O R5 = H |
oblongifolin V[c] | G. oblongifolia | +4.3 (0.02, m) | H. Zhang 2016 | ||
| 207.5 | R1 = Ph R2 = H R3 = prenyl R4 = geranyl R5 = H |
oblongifolin L[c] | G. oblongifolia | −15.1 (0.05, m) | H. Zhang 2014a, X.-W. Yang 2018 | ||
| 207.6 | R1 = Ph R2 = H R3 = prenyl R4 = CH2C(=O)C(=CH2)CH2CH2CH=CMe2 R5 = H |
oblongifolin O[c][l][m] | G. oblongifolia | −20.8 (0.05, m) | H. Zhang 2014a | ||
| 207.7 | R1 = Ph R2 = H R3 = prenyl R4 = 6-oxo-ω-isogeranyl[h] R5 = H |
oblongifolin N[c][l][m] | G. oblongifolia | −17.5 (0.04, m) | H. Zhang 2014a | ||
| 207.8 | R1 = Ph R2 = H R3 = prenyl R4 = (S)-6-hydroxy-ω-isogeranyl[h] R5 = H |
oblongifolin Q[c][l][m] | G. oblongifolia | −222.2 (0.03, m) | H. Zhang 2014a | ||
| 207.9 | R1 = Ph R2 = prenyl R3 = Me R4 = prenyl R5 = prenyl |
hyperascyrin L[d] | H. ascyron | −58.5 (0.1, m) | B. Zhen 2019 | ||
| 207.10 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl R5 = H |
clusianone[c] | C. congestiflora, C. spiritu-sanctensis, C. torresii, H. hypericoides | +58.3 (0.7); OMe: +61 (1.4) | de Oliveira 1996, Piccinelli 2005, Rodeschini 2007, Henry 2008, Garnsey 2010, Horeischi 2015 | ||
| 207.11 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl R5 = prenyl |
guttiferone I, a.k.a. 13-deoxyguttiferone J[i] (one of two by the first name) | G. cambogia, G. virgata | −14.3 (5.6, m) | Merza 2006, Masullo 2008 | ||
| 207.12 | R1 = Ph R2 = prenyl R3 = lavandulyl R4 = prenyl R5 = H |
spiritone[e] | C. spiritu-sanctensis | NR | Porto 2000 | ||
| 207.13 | R1 = 3-hydroxyphenyl R2 = prenyl R3 = prenyl R4 = prenyl R5 = H |
18-hydroxyclusianone | H. hypericoides | NR | Christian 2008 | ||
| 207.14 | R1 = 3-hydroxyphenyl R2 = prenyl R3 = prenyl R4 = prenyl R5 = prenyl |
guttiferone J, a.k.a. garciyunnanin A and tautomer iso-guttiferone J | G. cambogia, G. gummi-gutta, G. virgata, G. yunnanensis | −34.3 (1.75, m), −3.0 (0.11) | Merza 2006, Masullo 2008, G. Xu 2008, Pandey 2024 | ||
| 207.15 | R1 = 3-hydroxyphenyl R2 = prenyl R3 = prenyl R4 = prenyl R5 = prenyl |
ent-guttiferone J[l][m] (prob. enantiomer) | R. edulis | +10.8 (0.01, m) | Acuña 2010 | ||
| 207.16 | R1 = 3-hydroxyphenyl R2 = prenyl R3 = prenyl R4 = geranyl R5 = H |
oblongifolin U[c] | G. oblongifolia | +48.2 (0.08, m) | H. Zhang 2014a | ||
| 207.17 | R1 = 3-hydroxyphenyl R2 = prenyl R3 = prenyl R4 = geranyl R5 = prenyl |
garcicowin B | G. cowa | −16.0 (0.21) | G. Xu 2010 | ||
| 207.18 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = prenyl R5 = H |
aristophenone A[c] | G. xanthochymus | +58 (0.1); OAc: +53 (0.1), +54 (0.1) | Cuesta-Rubio 2001b, Baggett 2005 | ||
| 207.19 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = prenyl R5 = prenyl |
guttiferone K | G. calcicola, G. cambogia, G. cowa, G. yunnanensis Hu | −2 (0.35) | S. Cao 2007, Masullo 2008, G. Xu 2010, Zheng 2017 | ||
| 207.20 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = prenyl R5 = CH2COCMe=CH2 |
garciyunnanin J[c] | G. yunnanensis | +103.1 (0.13, m) | Zheng 2021b | ||
| 207.21 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = CH2CHOHCMe=CH2 R5 = prenyl |
schomburgkianone F[d][e] | G. schomburgkiana | −13 (0.4) | Le 2016 | ||
| 207.22 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = CH2CHOHCMe=CH2 R5 = prenyl |
schomburgkianone G[d][e] (diastereomer) | G. schomburgkiana | +6 (c 0.3) | Le 2016 | ||
| 207.23 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = (E)-CH=CHCMe2OH R5 = prenyl |
garciyunnanol I[d] | G. yunnanensis | −58 (0.36, m) | X.-Y. Hu 2024 | ||
| 207.24 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = CH2CO2H R5 = prenyl |
garciyunnanol H[d] | G. yunnanensis | −12 (0.18, m) | X.-Y. Hu 2024 | ||
| 207.25 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = geranyl R5 = H |
oblongifolin B | G. cowa, G. oblongifolia, G. yunnanensis Hu | +17.6 (0.21) | Hamed 2006, G. Xu 2010, Zheng 2017 | ||
| 207.26 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = geranyl R5 = prenyl |
guttiferone G | G. humilis, G. macrophylla | −25 (0.04), +8.7 (1.5) | Williams 2003, Herath 2005, Ciochina 2006 | ||
| 207.27 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = geranyl R5 = prenyl |
oblongifolin C (prob. enantiomer) | G. cowa, G. oblongifolia, G. yunnanensis Hu | +14.5 (0.21) | Hamed 2006, G. Xu 2010, Zheng 2017 | ||
| 207.28 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = (E)-CH2CH=CMeCH2CH2CH2CMe2OH R5 = prenyl |
garschomcinol A[d] | G. schomburgkiana | +12.5 (0.20, m) | Kaennakam 2022a | ||
| 207.29 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = (E)-CH2CH=CMeCH2CH2CH2CMe2OMe R5 = prenyl |
garschomcinol B[d] | G. schomburgkiana | +13.5 (0.28, m) | Kaennakam 2022a | ||
| 207.30 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = (E)-CH2CH=CMeCH2CH2CH2CMe2OEt R5 = prenyl |
garschomcinol C[d] | G. schomburgkiana | +14.7 (0.34, m) | Kaennakam 2022a | ||
| 207.31 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = (R)-6-hydroxy-ω-isogeranyl[h] R5 = prenyl |
schomburgkianone A[d] | G. schomburgkiana | +15 (0.7) | Le 2016 | ||
| 207.32 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = (S)-6-hydroxy-ω-isogeranyl[h] R5 = prenyl |
schomburgkianone B[d] | G. schomburgkiana | +40 (1.0) | Le 2016 | ||
| 207.33 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = (E,E)-CH2CH=CMeCH2CH=CHCMe2OH R5 = prenyl |
schomburgkianone C[d] | G. schomburgkiana | +25 (0.8) | Le 2016 | ||
| 207.34 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = (E,E)-CH2CH=CMeCH2CH=CHCMe2OMe R5 = prenyl |
garciyunnanol E[d] | G. yunnanensis | +5 (0.36, m) | X.-Y. Hu 2024 | ||
| 207.35 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = geranyl R4 = prenyl R5 = H |
guttiferone M[c] | G. cambogia | −29.8 (0.15, m) | Masullo 2008, Masullo 2010 | ||
| 207.36 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = geranyl R4 = prenyl R5 = prenyl |
guttiferone P | G. solomonensis | +18.2 (0.33) | Carroll 2009 | ||
| 207.37 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = geranyl R4 = geranyl R5 = H |
guttiferone B | G. cowa, S. globulifera | −44 (0.5) | Gustafson 1992, G. Xu 2010 | ||
| 207.38 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = lavandulyl R4 = prenyl R5 = H |
7-epi-garcinol[e] | M. coccinea | −86 (0.8) | Marti 2009 | ||
| 207.39 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = (S)-isolavandulyl[g] R4 = prenyl R5 = H |
xanthochymusone B[d] | G. xanthochymus | +137 (0.1, m) | Z.-H. Xu 2022 | ||
| 207.40 | R1 = 3,4-dihydroxyphenyl R2 = (E)-CH2CH=CMeCH2OH R3 = prenyl R4 = prenyl R5 = prenyl |
garciyunnanol F[d] | G. yunnanensis | +7 (0.17, m) | X.-Y. Hu 2024 | ||
| 207.41 | R1 = 3,4-dihydroxyphenyl R2 = (Z)-CH2CH=CMeCH2OH R3 = prenyl R4 = geranyl R5 = prenyl |
garciyunnanol G[d] | G. yunnanensis | +11 (0.18, m) | X.-Y. Hu 2024 | ||
| 207.42 | R1 = 3,4-dihydroxyphenyl R2 = geranyl R3 = geranyl R4 = prenyl R5 = H |
guttiferone O (one of two by that name) | G. solomonensis | +30.7 (0.66) | Carroll 2009 | ||
| 207.43 | R1 = 3,4-dihydroxyphenyl R2 = ω-isogeranyl[h] R3 = prenyl R4 = geranyl R5 = H |
semsinone A[n] | G. semseii | +52 (0.1) | Magadula 2008 | ||
| 207.44 | R1 = 2,4,5-trihydroxyphenyl R2 = prenyl R3 = prenyl R4 = prenyl R5 = prenyl |
guttiferone L | G. calcicola | −8 (0.06) | S. Cao 2007 | ||
|
|||||||
| 208.1 | R1 = i-Pr R2 = Me R3 = prenyl R4 = prenyl R5 = H |
hyperpapuanone | H. papuanum | +15 (0.1, m) | Winkelmann 2001a | ||
| 208.2 | R1 = i-Bu R2 = CHPhCH2CO2H R3 = prenyl R4 = prenyl R5 = H |
laxifloranone[e] | Marila laxiflora | +23.6 (0.8, m) | Bokesch 1999 | ||
| 208.3 | R1 = i-Bu R2 = CHPhCH2CO2Me R3 = prenyl R4 = prenyl R5 = H |
mesuaferroic acid H[e] | Mesua ferrea | +15.9 (0.2, m) | X.-C. Zhang, 2020 | ||
| 208.4 | R1 = i-Bu R2 = CHPhCH2CO2H R3 = (E)-CH=CHCMe2OH R4 = prenyl R5 = H |
mesuaferroic acid I[e] | Mesua ferrea | +2.15 (0.2, m) | X.-C. Zhang, 2020 | ||
| 208.5 | R1 = i-Bu R2 = CHPhCH2CO2H R3 = prenyl R4 = CH2CH(OH)CMe=CH2 R5 = H |
mesuaferroic acid L[e] | Mesua ferrea | +8.`5 (0.2, m) | X.-C. Zhang, 2020 | ||
| 208.6 | R1 = CH(OH)CMe2OH R2 = CHPhCH2CO2H R3 = prenyl R4 = prenyl R5 = H |
mesuaferroic acid K[e] | Mesua ferrea | +3.25 (0.2, m) | X.-C. Zhang, 2020 | ||
| 208.7 | R1 = Ph R2 = H R3 = prenyl R4 = Me R5 = H |
oblongifolin P[c] | G. oblongifolia | −56.3 (0.05, m) | H. Zhang 2014a | ||
| 208.8 | R1 = Ph R2 = H R3 = prenyl R4 = prenyl R5 = H |
garciniaphenone[m] | G. brasiliensis | −52.8 (0.1) | Derogis 2008 | ||
| 208.9 | R1 = Ph R2 = H R3 = prenyl R4 = prenyl R5 = prenyl |
guttiferone Q | G. cochinchinensis | −50 (0.21) | H. D. Nguyen 2011 | ||
| 208.10 | R1 = Ph R2 = H R3 = prenyl R4 = prenyl R5 = prenyl |
cowanone, a.k.a. chamuangone (prob. enantiomer) | G. cowa | +5 (1.0) | Trisuwan 2012, Sakunpak 2012 | ||
| 208.11 | R1 = Ph R2 = H R3 = prenyl R4 = (E)-CH=CHCMe2OH R5 = prenyl |
garcowacinol A[d] | G. cowa | −35.0 (0.50, m) | Kaennakam 2022b | ||
| 208.12 | R1 = Ph R2 = H R3 = prenyl R4 = (E)-CH=CHCMe2OMe R5 = prenyl |
garcowacinol B[d] | G. cowa | −46.5 (0.50, m) | Kaennakam 2022b | ||
| 208.13 | R1 = Ph R2 = H R3 = prenyl R4 = geranyl R5 = H |
oblongifolin AA[c] | G. oblongifolia | −36.2 (0.05, m) | H. Zhang 2016, X.-W. Yang 2018 | ||
| 208.14 | R1 = Ph R2 = H R3 = prenyl R4 = (E)-CH2CH=CMeCH2CH2CH2CMe2OH R5 = H |
oblongifolin Z[c][m] | G. oblongifolia | −23.5 (0.03, m) | H. Zhang 2016 | ||
| 208.15 | R1 = Ph R2 = Me R3 = prenyl R4 = prenyl R5 = H |
hyperibone L | H. scabrum | +69.5 (0.2) | Tanaka 2004 | ||
| 208.16 | R1 = Ph R2 = prenyl R3 = Me R4 = prenyl R5 = prenyl |
hyperelatone A[d] | H. elatoides | +189.3 (0.1) | Yan 2019 | ||
| 208.17 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl R5 = H |
7-epi-clusianone[d] | C. sandinensis, C. torresii, H. elegans, H. hypericoides | +62.3 (1.1) | Delle Monache 1991, Santos 1998, de Almeida Alves 1999, Winkelmann 2001a, Piccinelli 2005, Nedialkov 2016, L. Wang 2021 | ||
| 208.18 | R1 = Ph R2 = prenyl R3 = (S)-lavandulyl[f] R4 = prenyl R5 = H |
garcimultiflorone K[c] (one of two by that name) | G. multiflora | −92.4 (0.41, m) | L.-Y. Cheng 2018a | ||
| 208.19 | R1 = Ph R2 = prenyl R3 = (1S,3R)-3-isopropenyl-2,2-dimethylcyclobutylmethyl R4 = prenyl R5 = H |
picrorhizone C[d] | G. picrorhiza | +15 (0.10, m) | Sukandar 2020 | ||
| 208.20 | R1 = Ph R2 = geranyl R3 = prenyl R4 = prenyl R5 = H |
hyperbeone A[c] | H. beanii | −4.7 (0.08, m) | W.-X. Li 2021 | ||
| 208.21 | R1 = 3-hydroxyphenyl R2 = prenyl R3 = prenyl R4 = prenyl R5 = H |
18-hydroxy-7-epi-clusianone | H. hypericoides | +64 (0.29) | Christian 2008 | ||
| 208.22 | R1 = 3-hydroxyphenyl R2 = prenyl R3 = prenyl R4 = geranyl R5 = H |
oblongifolin E | G. oblongifolia | +65.1 (0.40) | Huang 2009 | ||
| 208.23 | R1 = 3-hydroxyphenyl R2 = prenyl R3 = geranyl R4 = prenyl R5 = H |
guttiferone N | G. cambogia | −34.5 (0.07, m) | Masullo 2008 | ||
| 208.24 | R1 = 3-hydroxyphenyl R2 = prenyl R3 = lavandulyl R4 = prenyl R5 = H |
14-deoxygarcinol[e] | M. coccinea | −42 (0.3) | Marti 2009 | ||
| 208.25 | R1 = 3-hydroxyphenyl R2 = prenyl R3 = (S)-isolavandulyl[g] R4 = prenyl R5 = H |
xanthochymusone A[d] | G. xanthochymus | +137 (0.1, m) | Z.-H. Xu 2022 | ||
| 208.26 | R1 = 3-hydroxyphenyl R2 = prenyl R3 = (1S,3R)-3-isopropenyl-2,2-dimethylcyclobutylmethyl R4 = prenyl R5 = H |
picrorhizone B[d] | G. picrorhiza | +12 (0.10, m) | Sukandar 2020 | ||
| 208.27 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = prenyl R5 = H |
garcimultiflorone H[d] | G. multiflora | +29.8 (0.62, m) | Fu 2015 | ||
| 208.28 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = prenyl R5 = prenyl |
guttiferone A | S. globulifera, G. livingstonei, G. humilis | +34 (1.7) | Gustafson 1992, Williams 2003 | ||
| 208.29 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = geranyl R5 = H |
oblongifolin A | G. cowa, G. oblongifolia, G. yunnanesis Hu | +23 (0.35) | Hamed 2006, G. Xu 2010, Zheng 2017 | ||
| 208.30 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = (R)-6-hydroxy-ω-isogeranyl[h] R5 = H |
oblongifolin T[c] | G. oblongifolia | +10.8 (0.05, m) | H. Zhang 2014a, X.-W. Yang 2018 | ||
| 208.31 | R1 = 3,4-hydroxyphenyl R2 = prenyl R3 = (1R,3S)-3-isopropenyl-2,2-dimethylcyclobutylmethyl R4 = prenyl R5 = H |
garcinopicrobenzophenone, a.k.a. eugeniaphenone[d] | G. eugeniaefolia, G. picrorhiza | −271.4 (0.17, m), +28 (0.10, m) | Soemiati 2006, Hartati 2008, Sukandar 2020 | ||
| 208.32 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = geranyl R4 = prenyl R5 = H |
guttiferone I[i] (one of two by that name) | G. griffithii | −68 (1.2) | Fuller 1999 | ||
| 208.33 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = (E)-CH2CH(CMe=CH2)CH=CHCMe2OOH R4 = prenyl R5 = H |
nujiangefolin E[d][e] | G. nujiangensis | −22.48 (0.11, m) | X.-J. Liu 2023 | ||
| 208.34 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = 2,2-dimethyl-5-isopropenyl-3-tetrahydrofurylmethyl R4 = prenyl R5 = H |
paucinochymol A[d][e] | G. paucinervis | −38.8 (0.01, m) | Tan 2020 | ||
| 208.35 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = geranyl R4 = geranyl R5 = H |
oblongifolin D | G. cowa, G. oblongifolia | +44.6 (0.21) | Hamed 2006, G. Xu 2010 | ||
| 208.36 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = (S)-lavandulyl[f] R4 = prenyl R5 = H |
garcinol, a.k.a. (−)-camboginol, a.k.a. guttiferone F[c] | G. cambogia, G. cowa, G. indica, G. pedunculata, G. yunnanensis Hu, M. coccinea, Allanblackia stuhlmannii | −138 (0.1), −293 (0.4) | Rama Rao 1980, Krishnamurthy 1981, Sahu 1989, Fuller 1999, Marti 2009, G. Xu 2010, Socolsky 2015, Zheng 2017, Zheng 2021a, X. Wang 2021a | ||
| 208.37 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = (S)-lavandulyl[f] R4 = prenyl R5 = H |
guttiferone E, a.k.a. (+)-camboginol[d] (enantiomer) | Cuban propolis, C. rosea, G. ovafolia, G. virgata, G. yunnanensis Hu | +101 (0.5) | Gustafson 1992, Fuller 1999, Cuesta Rubio 1999, Cuesta Rubio 2002, Merza 2006, Socolsky 2015, Zheng 2021a | ||
| 208.38 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = lavandulyl R4 = prenyl R5 = prenyl |
guttiferone D[e] | S. globulifera | +92 (0.9) as mix with guttiferone C | Gustafson 1992 | ||
| 208.39 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = (S)-lavandulyl[f] R4 = CH2CHOHCMe2OH R5 = H |
garcimultiflorone F[e] | G. multiflora | −68.7 (0.49, m) | X. Liu 2010, X. Wang 2021a | ||
| 208.40 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = (S)-lavandulyl[f] R4 = CH2CHOHCMe2OH R5 = H |
isogarcimultiflorone F[e] (diastereomer) | G. multiflora | −46.0 (c 0.50, m) | X. Liu 2010, X. Wang 2021a | ||
| 208.41 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = lavandulyl R4 = (S)-CH2CHOHCMe2OMe R5 = H |
garciesculentone C[e] | G. esculenta | −24.9 (0.08, m) | H. Zhang 2014b | ||
| 208.42 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = (S)-isolavandulyl[g] R4 = prenyl R5 = H |
xanthochymol, a.k.a. garcinielliptone FC[d] | Cuban propolis, G. mannii, G. staudtii, G. subelliptica, G. virgata, G. xanthochymus, G. madrunno, Platonia insignis | +138 (0.1), +12.6 (1.0) | Karanjgoakar 1973, Dreyer 1974, Venkatswamy 1975, Blount 1976, Cuesta Rubio 1999, Roux 2000, Cuesta Rubio 2002, Baggett 2005, Merza 2006, C.-C. Wu 2008a, Costa 2013, Y. Luo 2023 | ||
| 208.43 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = isolavandulyl[g] R4 = prenyl R5 = prenyl |
guttiferone C[e] | S. globulifera | +92 (0.9) as mix with guttiferone D | Gustafson 1992 | ||
| 208.44 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = (4R)-4-hydroxygeranyl R4 = prenyl R5 = H |
32-hydroxy-7-epi-guttiferone M[d][l][m] | R. edulis | +10 (0.1, m) | Acuña 2010 | ||
| 208.45 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = (2R)-4-hydroxyisolavandulyl[g] R4 = prenyl R5 = H |
garcimultiflorone E[e] | G. multiflora | −43.6 (0.41, m) | X. Liu 2010, X. Wang 2021a | ||
| 208.46 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = (4R)-4-hydroxyisolavandulyl[g] R4 = prenyl R5 = H |
garciesculentone E[e] | G. esculenta | −14.3 (0.03, m) | H. Zhang 2014b | ||
| 208.47 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = (4S)-4-hydroxyisolavandulyl[g] R4 = prenyl R5 = H |
garciesculentone D[e] | G. esculenta | −15.9 (0.05, m) | H. Zhang 2014b | ||
| 208.48 | R1 = 3,4-hydroxyphenyl R2 = prenyl R3 = (1S)-2-methylene-4,4-dimethylcyclohexylmethyl R4 = prenyl R5 = H |
acuminophenone A | R. acuminata | +208 (0.01) | Almanza 2011 | ||
| 208.49 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = 3-isopropenyl-2,2-dimethylcyclopentyl R4 = prenyl R5 = H |
thorelione A[e] | Calophyllum thorelii | +91.9 (1.0, m) | L.-T. T. Nguyen 2012 | ||
| 208.50 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = (2,4,4-trimethyl-2-cyclohexenyl)methyl R4 = prenyl R5 = H |
coccinone F | M. coccinea | −32 (0.7) | Marti 2009 | ||
| 208.51 | R1 = 3,4-hydroxyphenyl R2 = prenyl R3 = (1S,3R)-3-(2-hydroxyisopropyl)-2,2-dimethylcyclobutylmethyl R4 = prenyl R5 = H |
picrorhizone D[d] | G. picrorhiza | +34 (0.10, m) | Sukandar 2020 | ||
| 208.52 | R1 = 3,4-hydroxyphenyl R2 = prenyl R3 = (1S,3S)-3-acetyl-2,2-dimethylcyclobutylmethyl R4 = prenyl R5 = H |
picrorhizone E[d] | G. picrorhiza | +5 (0.10, m) | Sukandar 2020 | ||
| 208.53 | R1 = 3,4-dihydroxyphenyl R2 = (E)-CH=CHCMe2OH R3 = (E)-CH2CH(CMe=CH2)CH(OH)CH=CMe2 R4 = prenyl R5 = H |
garciyunnanensisin C[c][e] | G. yunnanensis | +170.0 (0.1, m) | P.-X. Ji 2025 | ||
| 208.54 | R1 = 3,4-hydroxyphenyl R2 = (E)-CH2CH=C(Me)CH2OH R3 = (1S,3R)-3-isopropenyl-2,2-dimethylcyclobutylmethyl R4 = prenyl R5 = H |
picrorhizone A[d] | G. picrorhiza | +27 (0.10, m) | Sukandar 2020 | ||
| 208.55 | R1 = 3,4-dihydroxyphenyl R2 = CH2CH2CMe2OH R3 = (S)-lavandulyl[f] R4 = prenyl R5 = H |
garcimultiflorone D (one of two by that name) | G. multiflora | −53.6 (0.48, m) | X. Liu 2010, X. Wang 2021a | ||
| 208.56 | R1 = 3,4-dihydroxyphenyl R2 = CH2CHOHCMe2OH R3 = (S)-lavandulyl[f] R4 = prenyl R5 = H |
18-hydroxygarcimultiflorone D[e] | G. multiflora | −33.3 (0.12, m) | X. Liu 2010, X. Wang 2021a | ||
| 208.57 | R1 = 3,4-dihydroxyphenyl R2 = lavandulyl R3 = prenyl R4 = prenyl R5 = H |
coccinone G[e] | M. coccinea | −16 (1.0) | Marti 2009 | ||
| 208.58 | R1 = 3,4-dihydroxyphenyl R2 = (2,4,4-trimethyl-1-cyclohexenyl)methyl R3 = prenyl R4 = prenyl R5 = H |
coccinone H | M. coccinea | −16 (1.0) | Marti 2009 | ||
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| 209.1 | R = prenyl | garciyunnanimine A[c] | G. yunnanensis Hu | +11.7 (0.03, m) | Zheng 2017, J.-Y. Xie 2024 | ||
| 209.2 | R = geranyl | garciyunnanimine C[c] | G. yunnanensis Hu | +11.4 (0.041, m) | Zheng 2017, J.-Y. Xie 2024 | ||
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| 210.1 | R1 = Ph R2 = Me R3 = prenyl R4 = H |
hyperelamine A[d] | H. elatoides | +44.3 (0.11, m) | J.-Y. Xie 2024 | ||
| 210.2 | R1 = Ph R2 = Me R3 = prenyl R4 = (R)-CH(CH3)C≡N |
hyperelanitrile C[d] | H. elatoides | +28.3 (0.10, m) | J.-Y. Xie 2024 | ||
| 210.3 | R1 = Ph R2 = Me R3 = prenyl R4 = (S)-CH(CH3)C≡N |
hyperelanitrile A[d] | H. elatoides | +91.1 (0.05, m) | J.-Y. Xie 2024 | ||
| 210.4 | R1 = 3,4-dihydroxyphenyl R2 = (S)-lavandulyl[f] R3 = H R4 = H |
garciyunnanimine B[c] | G. yunnanensis Hu | −69.0 (0.035, m) | Zheng 2017, J.-Y. Xie 2024 | ||
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| 211.1 | R = (R)-CH(CH3)C≡N | hyperelanitrile D[d] (inseparable E/Z mixture with hyperelanitrile C at exocyclic double bond) | H. elatoides | N/D | J.-Y. Xie 2024 | ||
| 211.2 | R = (S)-CH(CH3)C≡N | hyperelanitrile B[d] (inseparable E/Z mixture with hyperelanitrile A at exocyclic double bond) | H. elatoides | N/D | J.-Y. Xie 2024 | ||
|
oblongifolin M[c][l][m] | G. oblongifolia | −4.2 (0.05, m) | H. Zhang 2014a | |||
|
enervosanone | Calophyllum enervosum | +10 (0.2000, m) | Taher 2005 | |||
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| 214.1 | R1 = prenyl R2 = prenyl R3 = prenyl R4 = X1 = OH R5 = X2 = OH R6 = X3 = H |
oxy-guttiferone K[d] | G. cambogia | +20.9 (0.1) | Masullo 2008, Masullo 2010 | ||
| 214.2 | R1 = prenyl R2 = geranyl R3 = H R4 = X1 = OH R5 = X2 = OH R6 = X3 = H |
oblongifolin G | G. oblongifolia | +5.9 (0.41) | Huang 2009 | ||
| 214.3 | R1 = prenyl R2 = geranyl R3 = H R4 = X1 = H R5 = X2 = H R6 = X3 = OH |
oblongifolin I | G. oblongifolia | NR | Y. Zhou 2010 | ||
| 214.4 | R1 = prenyl R2 = geranyl R3 = prenyl R4 = X1 = OH R5 = X2 = OH R6 = X3 = H |
garciyunnanin B | G. yunnanensis | +18.1 (0.12) | G. Xu 2008 | ||
| 214.5 | R1 = prenyl R2 = geranyl R3 = prenyl R4 = X1 = H R5 = X2 = OH R6 = X3 = OH |
garciyunnanin K[d] | G. yunnanensis | +2.2 (0.10, m) | Zheng 2021b | ||
| 214.6 | R1 = geranyl R2 = prenyl R3 = H R4 = X1 = OH R5 = X2 = OH R6 = X3 = H |
oxy-guttiferone M | G. cambogia | −96.2 (0.1, m) | Masullo 2010 | ||
| 214.7 | R1 = lavandulyl R2 = prenyl R3 = H R4 = X1 = OH R5 = X2 = OH R6 = X3 = H |
symphonone H[e] | S. globulifera | −37 (0.2) | Marti 2010 | ||
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| 215.1 | R1 = prenyl R2 = prenyl R3 = H R4 = X1 = OH R5 = X2 = H |
garcimultiflorone I[d] | G. multiflora | −42.1 (0.36, m) | Fu 2015 | ||
| 215.2 | R1 = prenyl R2 = prenyl R3 = prenyl R4 = X1 = OH R5 = X2 = H |
2,16-oxyguttiferone A[d] | S. globulifera | +48 (1.0, m) | Cottet 2015 | ||
| 215.3 | R1 = prenyl R2 = geranyl R3 = H R4 = X1 = OH R5 = X2 = H |
oblongifolin F | G. oblongifolia | −85.6 (0.41) | Huang 2009 | ||
| 215.4 | R1 = prenyl R2 = geranyl R3 = H R4 = X1 = H R5 = X2 = OH |
oblongifolin H | G. oblongifolia | NR | Y. Zhou 2010 | ||
| 215.5 | R1 = geranyl R2 = prenyl R3 = H R4 = X1 = OH R5 = X2 = H |
oxy-guttiferone I | G. cambogia | +23.8 (0.1, m) | Masullo 2010 | ||
| 215.6 | R1 = (S)-lavandulyl[f] R2 = prenyl R3 = H R4 = X1 = OH R5 = X2 = H |
garcimultiflorone J[c] | G. multiflora | +11.11 (0.44, m) | Fu 2015, X. Wang 2021a | ||
| 215.7 | R1 = isolavandulyl[g] R2 = prenyl R3 = H R4 = X1 = OH R5 = X2 = H |
nujiangefolin A[e] | G. nujiangensis | −2 (0.10, m) | Xia 2012 | ||
| 215.8 | R1 = (R)-isolavandulyl[g] R2 = (E)-CH=CHCMe2OH R3 = H R4 = X1 = OH R5 = X2 = H |
nujiangefolin D[d] | G. nujiangensis | −12 (0.10, m) | Tang 2019 | ||
| 215.9 | R1 = (1S,3R)-3-isopropenyl-2,2-dimethylcyclobutylmethyl R2 = prenyl R3 = H R4 = X1 = OH R5 = X2 = H |
picrorhizone H[d] | G. picrorhiza | −7 (0.10, m) | Sukandar 2020 | ||
| 215.10 | R1 = 3-isopropenyl-2,2-dimethylcyclopentyl R2 = prenyl R3 = H R4 = X1 = OH R5 = X2 = H |
oxy-thorelione A[e] | Calophyllum thorelii | +91.9 (1.0, m) | L.-T. T. Nguyen 2012 | ||
| 215.11 | R1 = (2S)-4-hydroxyisolavandulyl[g] R2 = prenyl R3 = H R4 = X1 = OH R5 = X2 = H |
garciesculentone B[e] | G. esculenta | +18.4 (0.04, m) | H. Zhang 2014b | ||
|
garcinialone[l][m] | G. multiflora | −2.0 (0.02, m) | Chien 2008 | |||
|
xanthochymusone N[d] | G. xanthochymus | −16 (0.1, m) | Y.-G. Fu 2025 | |||
|
no common name | G. indica | +18.9 (0.1, m) | Kaur 2012 | |||
|
symphonone I | S. globulifera | −22 (0.4) | Marti 2010 | |||
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| 220.1 | R = prenyl | (+)-garciyunnanin L[c] | G. yunnanensis | +28.5 (0.10, m) | Zheng 2021b | ||
| 220.2 | R = prenyl | (−)-garciyunnanin L[d] | G. xanthochymus | −21 (0.1, m) | Y.-G. Fu 2025 | ||
| 220.3 | R = CH2CH2CMe=CH2 | xanthochymusone O[d] | G. xanthochymus | −21 (0.1, m) | Y.-G. Fu 2025 | ||
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| 221.1 | R1 = prenyl R2 = prenyl |
oxy-guttiferone K2 | G. cambogia | +12.2 (0.1, m) | Masullo 2010 | ||
| 221.2 | R1 = isolavandulyl[g] R2 = H |
garcixanthochymone J[d][e] | G. xanthochymus | +53.2 (0.73, m) | Jin 2021 | ||
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| 222.1 | R1 = prenyl R2 = prenyl R3 = prenyl |
4,16-oxyguttiferone A | S. globulifera | +53 (1.0, m) | Cottet 2015 | ||
| 222.2 | R1 = prenyl R2 = geranyl R3 = H |
guttiferone O, a.k.a. oxy-oblongifolin A (one of two by that first name) | G. afzelii | +45 (0.2, a) | Lannang 2010 | ||
| 222.3 | R1 = (S)-lavandulyl[f] R2 = prenyl R3 = H |
garcim-2[c] | G. xanthochymus | N/A | Z. Wu 2022 | ||
| 222.4 | R1 = isolavandulyl[g] R2 = prenyl R3 = H |
nujiangefolin B[e] | G. nujiangensis | +5 (0.10, m) | Xia 2012 | ||
|
garciyunnanensisin E[c][e] | G. yunnanensis | −120.0 (0.1, m) | P.-X. Ji 2025 | |||
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| 224.1 | R1 = Ph R2 = Me R3 = prenyl R4 = prenyl |
longistylione B[c] | H. longistylum | +0.8 (0.04, mc) | X. Cao 2017 | ||
| 224.2 | R1 = 3,4-dihydroxyphenyl R2 = lavandulyl R3 = prenyl R4 = H |
symphonone F[e] | S. globulifera | −9 (1.0) | Marti 2010 | ||
| 224.3 | R1 = 3,4-dihydroxyphenyl R2 = isolavandulyl[g] R3 = prenyl R4 = H |
garcixanthochymone G[d][e] | G. xanthochymus | +28.5 (0.87, m) | Jin 2021 | ||
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| 225.1 | R1 = Ph R2 = Me R3 = prenyl |
longistylione A[c] | H. longistylum | −12.4 (0.4, mc) | X. Cao 2017 | ||
| 225.2 | R1 = Ph R2 = prenyl R3 = H |
hyperscabrone F[c] | H. scabrum | −18 (0.1, m) | W. Gao 2016a | ||
| 225.3 | R1 = Ph R2 = (S)-CH2CHOHCMe2OH R3 = prenyl |
hyperkouytone F[c] | H. kouytchense | −46.5 (0.45, m) | H.-Y. Lou 2024 | ||
| 225.4 | R1 = 3,4-dihydroxyphenyl R2 = lavandulyl R3 = H |
symphonone G[e] | S. globulifera | −4 (0.4) | Marti 2010 | ||
|
hyperascyrin N[d] | H. ascyron | +40.0 (0.1, m) | B. Zhen 2019 | |||
|
no common name | H. scabrum | +17.2 (1.0, m) | Soroury 2020 | |||
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| 228.1 | R1 = i-Pr R2 = CMe2OH R3 = geranyl R4 = prenyl R5 = H |
hyperbeanin Q[c] | H. beanii | −19.5 (0.4, m) | X.-Y. Suo 2021b | ||
| 228.2 | R1 = Ph R2 = CMe2OH R3 = (2R,3E)-CH2CH(CMe=CH2)CH=CHCMe2OOH R4 = prenyl R5 = H |
garcimultinone K[d] | G. multiflora | −12.00 (0.05, m) | Teng 2021 | ||
| 228.3 | R1 = 3,4-dihydroxyphenyl R2 = CMe2OH R3 = geranyl R4 = prenyl R5 = H |
paucinochymol C[d] | G. paucinervis | +17.2 (0.02, m) | Tan 2020 | ||
| 228.4 | R1 = 3,4-dihydroxyphenyl R2 = CMe2OH R3 = lavandulyl R4 = prenyl R5 = H |
paucinochymol B[d][e] | G. paucinervis | −46.6 (0.02, m) | Tan 2020 | ||
| 228.5 | R1 = 3,4-dihydroxyphenyl R2 = CMe2OH R3 = isolavandulyl[g] R4 = prenyl R5 = H |
nujiangefolin C[e] | G. nujiangensis | +20 (0.05, m) | Xia 2012 | ||
| 228.6 | R1 = 3,4-dihydroxyphenyl R2 = CMe2OH R3 = (E)-CH2CH(CMe=CH2)CH=CHCMe2OH R4 = prenyl R5 = H |
garciyunnanensisin D[d][e] | G. yunnanensis | +112.0 (0.1, m) | P.-X. Ji 2025 | ||
| 228.7 | R1 = 3,4-hydroxyphenyl R2 = CMe2OH R3 = (1S,3R)-3-isopropenyl-2,2-dimethylcyclobutylmethyl R4 = prenyl R5 = H |
picrorhizone F[d] | G. picrorhiza | +11 (0.10, m) | Sukandar 2020 | ||
| 228.8 | R1 = 3,4-hydroxyphenyl R2 = CH(Me)CO2H R3 = (1S,3R)-3-isopropenyl-2,2-dimethylcyclobutylmethyl R4 = prenyl R5 = H |
picrorhizone G[d][e] | G. picrorhiza | +11 (0.10, m) | Sukandar 2020 | ||
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| 229.1 | R1 = Ph R2 = prenyl R3 = prenyl R4 = H |
hyperibone I | H. scabrum | +13.3 (0.3) | Matsuhisa 2002, Ciochina 2006, Lindermayr 2013 | ||
| 229.2 | R1 = Ph R2 = prenyl R3 = (E)-CH=CHCMe2OH R4 = H |
hyperibone H | H. scabrum | +12.4 (0.4) | Matsuhisa 2002, Ciochina 2006 | ||
| 229.3 | R1 = Ph R2 = (S)-lavandulyl[f] R3 = prenyl R4 = H |
garcimultinone L[d] | G. multiflora | +110.00 (0.04, m) | Teng 2021 | ||
| 229.4 | R1 = 3,4-dihydroxyphenyl R2 = (S)-lavandulyl R3 = prenyl R4 = H |
garynthone D | G. yunnanensis | racemic; +21.52 (0.1, m) and −18.83 (0.1, m) | Z. Guo 2025 | ||
| 229.5 | R1 = 3,4-dihydroxyphenyl R2 = (S)-isolavandulyl[g] R3 = prenyl R4 = H |
garynthone E[d] | G. yunnanensis | −31.07 (0.1, m) | Z. Guo 2025 | ||
|
thorelione B[e] | Calophyllum thorelii | +412.0 (0.14, e) | L.-T. T. Nguyen 2012 | |||
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| 231.1 | R1 = CMe=CH2 R2 = H |
oblongifolin X[d] | G. oblongifolia | −11.8 (0.03, m) | H. Zhang 2016 | ||
| 231.2 | R1 = CMe=CH2 R2 = prenyl |
garcowacinol E[d] | G. cowa | −36.0 (0.50, m) | Kaennakam 2022b | ||
| 231.3 | R1 = CMe2OH R2 = prenyl |
garcowacinol G[d] | G. cowa | −28.1 (0.30, m) | Kaennakam 2022b | ||
|
garcowacinol H[d] | G. cowa | −21.2 (0.50, m) | Kaennakam 2022b | |||
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| 233.1 | R1 = H R2 = CMe=CH2 R3 = prenyl R4 = prenyl |
garcowacinol F[d] | G. cowa | −25.0 (0.50, m) | Kaennakam 2022b | ||
| 233.2 | R1 = H R2 = CMe2OH R3 = prenyl R4 = prenyl |
guttiferone R[d] | G. cochinchinensis | −57.5 (0.33, m) | H. D. Nguyen 2011, Kaennakam 2022b | ||
| 233.3 | R1 = H R2 = CMe2OH R3 = geranyl R4 = H |
oblongifolin R[d][l][m] | G. oblongifolia | −54.5 (0.03, m) | H. Zhang 2014a | ||
| 233.4 | R1 = prenyl R2 = CMe=CH2 R3 = prenyl R4 = H |
hyperscabrone E[d] | H. scabrum | −10 (0.1, m) | W. Gao 2016a | ||
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| 234.1 | R1 = s-Bu R2 = CHPhCH2CO2H R3 = prenyl |
mesuaferroic acid A[e][m] | Mesua ferrea | NR | Rasol 2017 | ||
| 234.2 | R1 = s-Bu R2 = CHPhCH2CO2H R3 = CH2CHOHCMe2OH |
mesuaferroic acid E[e][m] | Mesua ferrea | NR | Rasol 2017 | ||
| 234.3 | R1 = i-Bu R2 = CHPhCH2CO2H R3 = prenyl |
mesuaferroic acid C[e][m] | Mesua ferrea | NR | Rasol 2017 | ||
| 234.4 | R1 = i-Bu R2 = CHPhCH2CO2H R3 = CH2CHOHCMe2OH |
mesuaferroic acid F[e][m] | Mesua ferrea | NR | Rasol 2017 | ||
| 234.5 | R1 = Ph R2 = prenyl R3 = prenyl |
sampsonione P, a.k.a. hyperscabrone L | H. sampsonii, H. scabrum | +18.6 (0.022), +40.0 (0.1, m) | W. Gao 2016b, Xiao 2007 | ||
| 234.6 | R1 = Ph R2 = prenyl R3 = (R)-CH2CHOHCMe2OH |
hypersampsone V[k] | H. sampsonii | +13.0 (0.50) | W.-J. Tian 2016 | ||
| 234.7 | R1 = Ph R2 = prenyl R3 = (S)-CH2CHOHCMe2OH |
hypersampsone W[k] | H. sampsonii | +0.60 (0.50) | W.-J. Tian 2016 | ||
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| 235.1 | R1 = s-Bu R2 = CHPhCH2CO2H R3 = prenyl |
mesuaferroic acid B[e][m] | Mesua ferrea | NR | Rasol 2017 | ||
| 235.2 | R1 = CH2CMe2OH R2 = CHPhCH2CO2H R3 = prenyl |
mesuaferroic acid J[e] | Mesua ferrea | +4.25 (0.2, m) | X.-C. Zhang, 2020 | ||
| 235.3 | R1 = Ph R2 = prenyl R3 = prenyl |
hyperattenin E, a.k.a. hyperibrin D[d] | H. scabrum | −13.0 (0.19, m) | D. Li 2015a, W. Gao 2016c, X.-W. Yang 2018 | ||
| 235.4 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = (S)-6,6-dimethyl-2-methylenecyclohexylmethyl |
paucinone D | G. paucinervis | +41.6 (0.11, m) | X.-M. Gao 2010 | ||
|
paucinone A | G. paucinervis | −6.2 (0.05, m) | X.-M. Gao 2010 | |||
|
paucinone B | G. paucinervis | +58.7 (0.10, m) | X.-M. Gao 2010 | |||
|
paucinone C | G. paucinervis | +19.2 (0.17, m) | X.-M. Gao 2010 | |||
|
garcicowin A | G. cowa | −219.0 (0.09) | G. Xu 2010 | |||
|
garcowacinol D[d] | G. cowa | +37.0 (0.50, m) | Kaennakam 2022b | |||
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| 241.1 | R1 = Ph R2 = H R3 = H R4 = prenyl R5 = prenyl |
garcowacinol C[d] | G. cowa | +28.5 (0.50, m) | Kaennakam 2022b | ||
| 241.2 | R1 = Ph R2 = H R3 = OH R4 = geranyl R5 = H |
oblongifolin S[d][l][m] | G. oblongifolia | −37.8 (0.04, m) | H. Zhang 2014a | ||
| 241.3 | R1 = 3,4-hydroxyphenyl R2 = prenyl R3 = prenyl R4 = prenyl R5 = H |
xanthochymusone G[d] | G. xanthochymus | −141 (0.1, m) | Z.-H. Xu 2022 | ||
|
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| 242.1 | R1 = Ph R2 = H R3 = H R4 = (E)-CH=CHCMe=O |
oblongifolin W[d] | G. oblongifolia | +20.0 (0.03, m) | H. Zhang 2016 | ||
| 242.2 | R1 = Ph R2 = prenyl R3 = prenyl R4 = prenyl |
13,14-didehydroxy-7-epi-isogarcinol | G. multiflora | −185 (0.13) | J.-J. Chen 2009, X. Wang 2021a | ||
| 242.3 | R1 = 3-hydroxyphenyl R2 = prenyl R3 = prenyl R4 = prenyl |
14-deoxy-7-epi-isogarcinol | S. globulifera | −77 (0.9) | Marti 2010 | ||
| 242.4 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = prenyl |
7-epi-isogarcinol | M. coccinea, S. globulifera | −158 (1.0) | Marti 2009, Marti 2010 | ||
| 242.5 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = 3-methylbutyl |
epunctanone | G. epunctata Stapf | +24.9 (0.00985, a) | Fotso 2014 | ||
| 242.6 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = (E)-CH=CHCMe=CH2 |
symphonone A | S. globulifera | −37 (0.7) | Marti 2010 | ||
| 242.7 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = (E)-CH=CHCMe2OH |
symphonone C | S. globulifera | −67 (1.0) | Marti 2010 | ||
| 242.8 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = prenyl R4 = geranyl |
symphonone B | S. globulifera | −81 (1.0) | Marti 2010 | ||
| 242.9 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = (E)-CH=CHCMe2OH R4 = prenyl |
7-epi-coccinone B | S. globulifera | −50 (0.9) | Marti 2010 | ||
| 242.10 | R1 = 3,4-hydroxyphenyl R2 = prenyl R3 = CH2CH2CMe=CH2 R4 = prenyl |
xanthochymusone F[d] | G. xanthochymus | +141 (0.1, m) | Z.-H. Xu 2022 | ||
| 242.11 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = CH2CHOHCMe2OH R4 = prenyl |
symphonone D[e] | S. globulifera | −41 (0.4) | Marti 2010 | ||
| 242.12 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = CH2CHOHCMe2OH R4 = prenyl |
symphonone E[e] (diastereomer) | S. globulifera | −50 (0.4) | Marti 2010 | ||
|
|||||||
| 243.1 | R1 = Ph R2 = H R3 = H R4 = CH2CO2H |
oblongifolin Y[d] | G. oblongifolia | +24.1 (0.06, m) | H. Zhang 2016 | ||
| 243.2 | R1 = Ph R2 = prenyl R3 = OH R4 = prenyl |
hypersampsonone J[d] | H. sampsonii | +17.5 (1.0, m) | Y. Li 2023 | ||
| 243.3 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = CH2CH2CMe=CH2 R4 = CH2CHOHCMe=CH2 |
guttiferone T[e] | G. cochinchinensis | −14 (0.3) | Trinh 2013 | ||
|
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| 244.1 | R1 = Ph R2 = Me R3 = prenyl R4 = prenyl R5 = prenyl |
13,14-didehydroxyisoxanthochymol[d] | G. multiflora | +205.7 (0.15) | L.-Y. Cheng 2018b | ||
| 244.2 | R1 = Ph R2 = Me R3 = prenyl R4 = prenyl R5 = prenyl |
garcimultinone M[c] (enantiomer) | G. multiflora | −114.44 (0.02, m) | Teng 2021 | ||
| 244.3 | R1 = 3-hydroxyphenyl R2 = Me R3 = prenyl R4 = prenyl R5 = prenyl |
14-deoxyisogarcinol | G. indica | −178.0 (0.1, m) | Kaur 2012 | ||
| 244.4 | R1 = 3-hydroxyphenyl R2 = Me R3 = CH2CH2CMe=CH2 R4 = prenyl R5 = prenyl |
xanthochymusone C[d] | G. xanthochymus | +132 (0.1, m) | Z.-H. Xu 2022 | ||
| 244.5 | R1 = 3,4-dihydroxyphenyl R2 = Me R3 = prenyl R4 = prenyl R5 = prenyl |
isoxanthochymol[d] | G. pyrifera, G. subelliptica, G. xanthochymus, G. ovafolia | +181 (0.6, e) | Karanjgoakar 1973, Gustafson 1992, Iinuma 1996, Roux 2000, Baggett 2005, Socolsky 2015 | ||
| 244.6 | R1 = 3,4-dihydroxyphenyl R2 = Me R3 = prenyl R4 = prenyl R5 = prenyl |
isogarcinol, a.k.a. cambogin, a.k.a. 30-epi-cambogin[c] (enantiomer) | G. indica, G. cambogia, G. cochinchinensis, G. cowa, G. pedunculata | −224 (0.1, m) | Rama Rao 1980, Krishnamurthy 1981, Krishnamurthy 1982, Sahu 1989, Fuller 1999, G. Xu 2010, Trinh 2013, Socolsky 2015, Zheng 2021a, X. Wang 2021a | ||
| 244.7 | R1 = 3,4-hydroxyphenyl R2 = Me R3 = prenyl R4 = CH2CH2CMe2OH R5 = prenyl |
xanthochymusone D[d] | G. xanthochymus | +186 (0.1, m) | Z.-H. Xu 2022 | ||
| 244.8 | R1 = 3,4-dihydroxyphenyl R2 = Me R3 = CH2CH2CMe=CH2 R4 = prenyl R5 = prenyl |
(+)-cycloxanthochymol | G. pyrifera, G. subelliptica, M. coccinea | +112 (1) | Iinuma 1996, Roux 2000, Marti 2009 | ||
| 244.9 | R1 = 3,4-dihydroxyphenyl R2 = Me R3 = CH2CH2CMe=CH2 R4 = prenyl R5 = prenyl |
(−)-cycloxanthochymol[j] (enantiomer) | G. subelliptica | −80.9 (2.20, m) | L.-J. Zhang 2010 | ||
| 244.10 | R1 = 3,4-dihydroxyphenyl R2 = Me R3 = prenyl R4 = CH2CHOHCMe2OH R5 = prenyl |
coccinone D[e] | M. coccinea | −76 (0.4) | Marti 2009 | ||
| 244.11 | R1 = 3,4-dihydroxyphenyl R2 = Me R3 = prenyl R4 = CH2CHOHCMe2OH R5 = prenyl |
coccinone E[e] (diastereomer) | M. coccinea | −70 (0.3) | Marti 2009 | ||
| 244.12 | R1 = 3,4-hydroxyphenyl R2 = Me R3 = CH2CH2CMe=CH2 R4 = CH2CH2CMe2OH R5 = prenyl |
xanthochymusone E[d] | G. xanthochymus | +117 (0.1, m) | Z.-H. Xu 2022 | ||
| 244.13 | R1 = 3,4-dihydroxyphenyl R2 = Me R3 = CH2CH2CMe2OH R4 = prenyl R5 = prenyl |
coccinone C | M. coccinea | −60 (0.2) | Marti 2009 | ||
| 244.14 | R1 = 3,4-dihydroxyphenyl R2 = Me R3 = (S)-CH2CH(OH)CMe=CH2 R4 = prenyl R5 = prenyl |
garpedvinin F[c] | G. pedunculata Roxb. | −118.3 (0.1, m) | D.-L. Zou 2025 | ||
| 244.15 | R1 = 3,4-dihydroxyphenyl R2 = Me R3 = CH2CH2CMe2OH R4 = (S)-CH2CHOHCMe2OH R5 = CH2CH2CMe2OH |
garcixanthochymone H[d] | G. xanthochymus | +31.6 (0.25, m) | Jin 2021 | ||
| 244.16 | R1 = 3,4-dihydroxyphenyl R2 = Me R3 = CH2CH2CMe2OH R4 = (R)-CH2CHOHCMe2OH R5 = CH2CH2CMe2OH |
garcixanthochymone I[d] | G. xanthochymus | +17.8 (0.33, m) | Jin 2021 | ||
| 244.17 | R1 = 3,4-dihydroxyphenyl R2 = Me R3 = CH2COCMe=CH2 R4 = prenyl R5 = prenyl |
garcixanthochymone F[d] | G. xanthochymus | +55.3 (0.21, m) | Jin 2021 | ||
| 244.18 | R1 = 3,4-dihydroxyphenyl R2 = Me R3 = (E)-CH=CHCMe2OH R4 = prenyl R5 = prenyl |
coccinone B | M. coccinea | −55 (0.3) | Marti 2009 | ||
| 244.19 | R1 = 3,4-dihydroxyphenyl R2 = CH2OH R3 = prenyl R4 = prenyl R5 = prenyl |
garynthone H | G. yunnanensis | racemic; +160.00 (0.1, m) and −182.25 (0.1, m) | Z. Guo 2025 | ||
| 244.20 | R1 = 3,4-dihydroxyphenyl R2 = CH2OH R3 = CH2CH2CMe=CH2 R4 = prenyl R5 = prenyl |
garynthone I[d] | G. yunnanensis | +96.5 (0.1, m) | Z. Guo 2025 | ||
|
garpedvinin E[c] | G. pedunculata Roxb. | −86.6 (0.30, m) | D.-L. Zou 2025 | |||
|
garpedvinin A[c] | G. pedunculata Roxb. | −86.6 (0.30, m) | D.-L. Zou 2025 | |||
|
garciesculentone A[m] | G. esculenta | −116.5 (0.06, m) | H. Zhang 2014b | |||
|
garcinialiptone B | G. subelliptica | +84.8 (5.40, m) | L.-J. Zhang 2010 | |||
|
garcicowin D | G. cowa | +336.0 (0.12) | G. Xu 2010, Z.-H. Xu 2022 | |||
|
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| 250.1 | R1 = Ph R2 = CH=CMe2 |
13,14-didehydroxygarcicowin C[c] | G. multiflora | −68.6 (0.18) | L.-Y. Cheng 2018b, Y.-G. Fu 2025 | ||
| 250.2 | R1 = 3-hydroxyphenyl R2 = CH=CMe2 |
xanthochymusone H[d] | G. xanthochymus | +60 (0.1, m) | Z.-H. Xu 2022 | ||
| 250.3 | R1 = 3,4-dihydroxyphenyl R2 = CH=CMe2 |
garcicowin C[c] | G. cowa | −72.1 (0.10) | G. Xu 2010, Z.-H. Xu 2022 | ||
| 250.4 | R1 = 3,4-dihydroxyphenyl R2 = CH=CMe2 |
xanthochymusone I[d] (enantiomer) | G. xanthochymus | +69 (0.1, m) | Z.-H. Xu 2022 | ||
| 250.5 | R1 = 3,4-dihydroxyphenyl R2 = (R)-CH(OH)CMe2OH |
garynthone G | G. yunnanensis | racemic; +160 (0.1, m) and −76.85 (0.1, m) | Z. Guo 2025 | ||
| 250.6 | R1 = 3,4-dihydroxyphenyl R2 = (R)-CH(OH)CMe2OMe |
garynthone F | G. yunnanensis | racemic; +114.47 (0.1, m) and −135.64 (0.1, m) | Z. Guo 2025 | ||
|
garpedvinin D[c] | G. pedunculata Roxb. | −54.6 (0.1, m) | D.-L. Zou 2025 | |||
|
garcoblone E[c] | G. oblongifolia, G. yunnanensis | −44.5 (1.0, m) | Z. Wu 2022, Z. Guo 2025 | |||
|
coccinone A | M. coccinea | +28 (1.0) | Marti 2009 | |||
|
garpedvinin B[c] | G. pedunculata Roxb. | −65.5 (0.1, m) | D.-L. Zou 2025 | |||
|
garpedvinin C[c] | G. pedunculata Roxb. | −68.8 (0.1, m) | D.-L. Zou 2025 | |||
|
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| 256.1 | R = Ph | garcimultiflorone B | G. multiflora | −132 (0.96) | J.-J. Chen 2009 | ||
| 256.2 | R = 3-hydroxyphenyl | 13-hydroxygarcimultiflorone B | G. multiflora | −115 (0.13) | J.-J. Chen 2009 | ||
|
hyperascyrin M[d] | H. ascyron | −57.2 (0.1, m) | B. Zhen 2019 | |||
|
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| 258.1 | R = CH2CH2CHMeCO2H | garschomcinol E[d][e] | G. schomburgkiana | +12.5 (0.20, m) | Kaennakam 2022a | ||
| 258.2 | R = geranyl | garschomcinol D[d] | G. schomburgkiana | +13.1 (0.30, m) | Kaennakam 2022a | ||
|
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| 259.1 | R1 = H R2 = prenyl R3 = prenyl |
guttiferone S | G. cochinchinensis | −10 (0.28, m) | H. D. Nguyen 2011, Le 2016 | ||
| 259.2 | R1 = prenyl R2 = Me R3 = prenyl |
longistylione D[c] | H. longistylum | +19.5 (0.13, mc) | X. Cao 2017 | ||
| 259.3 | R1 = prenyl R2 = Me R3 = (E)-CH=CHCMe2OH |
ascyrone C[d] | H. ascyron | +78 (0.06, m) | Deng 2022 | ||
| 259.4 | R1 = prenyl R2 = Me R3 = (E)-CH=CHC(Me)=CH2 |
ascyrone E[d] | H. ascyron | +3 (0.09, MeOH) | Deng 2022 | ||
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| 260.1 | R1 = Ph R2 = H R3 = prenyl R4 = prenyl R5 = CMe=CH2 |
garcowacinol J[d] | G. cowa | +18.0 (0.10, m) | Kaennakam 2022b | ||
| 260.2 | R1 = Ph R2 = H R3 = prenyl R4 = prenyl R5 = CMe2OH |
garcowacinol I[d] | G. cowa | +13.5 (0.10, m) | Kaennakam 2022b | ||
| 260.3 | R1 = Ph R2 = prenyl R3 = Me R4 = prenyl R5 = CMe2OH |
longistylione C[c] | H. longistylum | +154.3 (0.33, mc) | X. Cao 2017 | ||
| 260.4 | R1 = Ph R2 = prenyl R3 = Me R4 = (E)-CH=CHCMe2OH R5 = CMe2OH |
ascyrone D[d] | H. ascyron | +11 (0.11, m) | Deng 2022 | ||
| 260.5 | R1 = Ph R2 = (E)-CH=CHCMe2OH R3 = Me R4 = prenyl R5 = CMe2OH |
ascyrone A[d] | H. ascyron | +6 (0.05, m) | Deng 2022 | ||
| 260.6 | R1 = Ph R2 = (E)-CH=CHCMe2OH R3 = Me R4 = (E)-CH=CHCMe2OH R5 = CMe2OH |
ascyrone B[d] | H. ascyron | +34 (0.16, m) | Deng 2022 | ||
| 260.7 | R1 = 3,4-dihydroxyphenyl R2 = H R3 = prenyl R4 = geranyl R5 = CMe2OH |
schomburgkianone E[d] | G. schomburgkiana | +104 (0.4) | Le 2016 | ||
|
guttiferone H[e] | G. xanthochymus | +94 (0.006) | Baggett 2005 | |||
|
garcixanthochymone K[d] | G. xanthochymus | −37.9 (0.20, m) | Jin 2021 | |||
|
burlemarxione E | C. burlemarxii | +11.0 (0.5) | Ferraz 2021 | |||
|
hyperprin A[d] | H. przewalskii | −4.0 (0.10, m) | Zong 2020 | |||
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| 265.1 | R = prenyl X = OH |
garciyunnanol D[d] | G. yunnanensis | +158 (0.64, m) | X.-Y. Hu 2024 | ||
| 265.2 | R = geranyl X = H |
garciyunnanol C[d] | G. yunnanensis | +17 (0.18, m) | X.-Y. Hu 2024 | ||
| 265.3 | R = geranyl X = OH |
garciyunnanol B[d] | G. yunnanensis | +115 (0.39, m) | X.-Y. Hu 2024 | ||
|
garciyunnanol A[d] | G. yunnanensis | +14 (0.16, m) | X.-Y. Hu 2024 | |||
|
thoreliolide A[d][e] | Calophyllum thorelii | +82.0 (0.45, e) | L.-T. T. Nguyen 2016 | |||
|
thoreliolide B[d] | Calophyllum thorelii | −51.2 (0.75, e) | L.-T. Nguyen 2016 | |||
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| 269.1 | R1 = Ph R2 = prenyl R3 = CH=CMe2 R4 = prenyl |
hyperibone K[d] | H. scabrum | +22.3 (0.3) | Tanaka 2004, Qi 2010 | ||
| 269.2 | R1 = Ph R2 = prenyl R3 = CH=CMe2 R4 = (E)-4-oxo-3-methyl-2-buten-1-yl |
hypersampsonone K[d] | H. sampsonii | −7.5 (1.0, m) | Y. Li 2023 | ||
| 269.3 | R1 = Ph R2 = prenyl R3 = CH2C(=O)CH3 R4 = prenyl |
hyperibrin E[d] | H. scabrum | +47.3 ( 0.06, m) | J. Hu 2017 | ||
| 269.4 | R1 = 3-hydroxyphenyl R2 = prenyl R3 = CH=CMe2 R4 = prenyl |
18-hydroxyhyperibone K | H. hypericoides | NR | Christian 2008 | ||
| 269.5 | R1 = 3,4-dihydroxyphenyl R2 = prenyl R3 = CH2C(=O)CH3 R4 = prenyl |
oblongifolin K[c] | G. oblongifolia | +55.4 (0.07, m) | H. Zhang 2014a | ||
| 269.6 | R1 = 3,4-dihydroxyphenyl R2 = lavandulyl R3 = CH=CMe2 R4 = prenyl |
garciniagifolone A[e] | G. oblongifolia | +7.0 (0.09, m) | W.-G. Shan 2012 | ||
| 269.7 | R1 = 3,4-dihydroxyphenyl R2 = 2,4,4-trimethyl-1-cyclohexen-1-ylmethyl R3 = CH=CMe2 R4 = prenyl |
garpauvinin A[d] | G. paucinervis | −49.86 (c 0.91, m) | C.-C. Jia 2023 | ||
| 269.8 | R1 = 3,4-dihydroxyphenyl R2 = isolavandulyl[g] R3 = CH=CMe2 R4 = prenyl |
(+)-garcinialiptone A[e][j] | G. subelliptica | +12.1 (3.40, m) | L.-J. Zhang 2010 | ||
| 269.9 | R1 = 3,4-dihydroxyphenyl R2 = isolavandulyl[g] R3 = CH=CMe2 R4 = prenyl |
(−)-garcinialiptone A[e][j] (enantiomer) | G. subelliptica, G. yunnanensis | −17.3 (3.36, m) | L.-J. Zhang 2010 | ||
| 269.10 | R1 = 3,4-dihydroxyphenyl R2 = CH2CH(CMe=CH2)CH2CH2CMe2OH R3 = CH=CMe2 R4 = prenyl |
garcixanthochymone A[e] | G. xanthochymus | −13.8 (0.660, m) | Y. Chen 2017 | ||
| 269.11 | R1 = 3,4-dihydroxyphenyl R2 = (E)-CH2CH(CMe=CH2)CH=CHCMe2OH R3 = CH=CMe2 R4 = prenyl |
garciyunnanensisin B[d][e] | G. yunnanensis | −130.8 (0.1, m) | P.-X. Ji 2025 | ||
| 269.12 | R1 = 3,4-dihydroxyphenyl R2 = (S)-lavandulyl R3 = (R)-3,3-dimethyloxiran-2-yl R4 = prenyl |
garpedvinin I[d] | G. pedunculata Roxb. | −54.7 (0.1, m) | D.-L. Zou 2025 | ||
| 269.13 | R1 = 3,4-dihydroxyphenyl R2 = (2R,4S)-CH2CH(CMe=CH2)CH2CH(OOH)CMe=CH2 R3 = CH=CMe2 R4 = prenyl |
garpedvinin J[d] | G. pedunculata Roxb. | −79.0 (0.1, m) | D.-L. Zou 2025 | ||
| 269.14 | R1 = 3,4-dihydroxyphenyl R2 = (S,E)-CH2CH(CMe=CH2)CH=CHCMe2OH R3 = CH=CMe2 R4 = prenyl |
garpedvinin H[d] | G. pedunculata Roxb. | −79.0 (0.1, m) | D.-L. Zou 2025 | ||
| 269.15 | R1 = 3,4-dihydroxyphenyl R2 = (S,E)-CH2CH(CMe=CH2)CH=CHCMe2OOH R3 = CH=CMe2 R4 = prenyl |
garpedvinin G[d] | G. pedunculata Roxb. | −118.3 (0.1, m) | D.-L. Zou 2025 | ||
| 269.16 | R1 = 3,4-dihydroxyphenyl R2 = 4-hydroxyisolavandulyl[g] R3 = CH=CMe2 R4 = prenyl |
garcixanthochymone B[e] | G. xanthochymus | −0.81 (0.410, m) | Y. Chen 2017 | ||
| 269.17 | R1 = 3,4-dihydroxyphenyl R2 = isolavandulyl[g] R3 = OH R4 = prenyl |
garciyunnanensisin A[d][e] | G. yunnanensis | −150.2 (0.1, m) | P.-X. Ji 2025 | ||
|
garcixanthochymone C | G. xanthochymus | +51.0 (0.400, m) | Y. Chen 2017 | |||
|
oblongifolin J[c] | G. oblongifolia | +8.6 (0.03, m) | H. Zhang 2014a | |||
|
hypersampsone R (one of two by that name) | H. sampsonii | +160 (0.1) | J.-J. Chen 2014 | |||
|
garcimultiflorone C[e] | G. multiflora | −25.3 (0.12) | J.-J. Chen 2009 | |||
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| 274.1 | R = (S)-lavandulyl | garynthone B | G. yunnanensis | racemic; +28.70 (0.1, m) and −30.33 (0.1, m) | Z. Guo 2025 | ||
| 274.2 | R = (S)-isolavandulyl[g] | garynthone C[d] | G. yunnanensis | +7.85 (0.1, m) | Z. Guo 2025 | ||
|
soniiglucinol A[c] | H. wilsonii | −74.0 (0.2, m) | Xie 2020a | |||
|
soniiglucinol B[c][e] | H. wilsonii | −139.4 (0.4, m) | Xie 2020a | |||
|
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| 277.1 | R1 = i-Pr R2 = prenyl |
hypersonin A[c] | H. wilsonii | −13 (0.9, m) | Xie 2020b | ||
| 277.2 | R1 = i-Pr R2 = geranyl |
hypersonin C[c] | H. wilsonii | −2 (0.4, m) | Xie 2020b | ||
| 277.3 | R1 = s-Bu R2 = prenyl |
hypersonin B[c][e] | H. wilsonii | +3 (0.9, m) | Xie 2020b | ||
|
hypersonin D[c][e] | H. wilsonii | −1 (0.2, m) | Xie 2020b | |||
|
soniiglucinol C[c] | H. wilsonii | −151.3 (0.3, m) | Xie 2020a | |||
|
soniiglucinol D[c] | H. wilsonii | −24.9 (0.2, m) | Xie 2020a | |||
|
enaimeone A | H. papuanum | +27.8 (0.1, m) | Winkelmann 2001b, zur Bonsen 2023 | |||
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| 282.1 | R = i-Pr | enaimeone B | H. papuanum | +29.4 (0.1, m) | Winkelmann 2001b, zur Bonsen 2023 | ||
| 282.2 | R = s-Bu | enaimeone C[e] | H. papuanum | +32.9 (0.1, m) | Winkelmann 2001b, zur Bonsen 2023 | ||
|
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| 283.1 | R1 = H R2 = geranyl |
hyperxylone B[c] | H. beanii | +41 (0.09, m) | X.-Y. Li 2022 | ||
| 283.2 | R1 = prenyl R2 = prenyl |
hyperxylone A[c] | H. beanii | +38 (0.08, m) | X.-Y. Li 2022 | ||
|
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| 284.1 | R1 = i-Pr R2 = CMe=CH2 |
ialibinone A | H. papuanum | −22 (0.1) | Winkelmann 2000 | ||
| 284.2 | R1 = i-Pr R2 = CMe2OH |
1′-hydroxyialibinone A | H. papuanum | +3.7 (0.1, m) | Winkelmann 2001b | ||
| 284.3 | R1 = i-Pr R2 = C(=CH2)CH2CH2CH=CMe2 |
yezo'otogirin E | H. yezoense | +21.4 (1.7, m) | Tanaka 2016a | ||
| 284.4 | R1 = s-Bu R2 = CMe=CH2 |
ialibinone C[e] | H. papuanum | −26 (0.1) | Winkelmann 2000 | ||
|
|||||||
| 285.1 | R1 = i-Pr R2 = H |
ialibinone E | H. papuanum | −33 (0.1) | Winkelmann 2000 | ||
| 285.2 | R1 = i-Pr R2 = CMe=CH2 |
ialibinone B | H. papuanum | −91 (0.1) | Winkelmann 2000 | ||
| 285.3 | R1 = i-Pr R2 = CMe2OH |
1′-hydroxyialibinone B | H. papuanum | −35.7 (0.1, m) | Winkelmann 2001b | ||
| 285.4 | R1 = i-Pr R2 = C(=CH2)CH2CH2CH=CMe2 |
yezo'otogirin F | H. yezoense | +75.9 (1.7, m) | Tanaka 2016a | ||
| 285.5 | R1 = s-Bu R2 = CMe=CH2 |
ialibinone D[e] | H. papuanum | −72 (0.1) | Winkelmann 2000 | ||
| 285.6 | R1 = s-Bu R2 = CMe2OH |
1′-hydroxyialibinone D[e] | H. papuanum | −30.3 (0.1, m) | Winkelmann 2001b | ||
|
lancasternoid A | H. lancasteri | racemic | J.-Q. You 2025 | |||
|
lancasternoid B | H. lancasteri | racemic | J.-Q. You 2025 | |||
|
lancasternoid C | H. lancasteri | racemic | J.-Q. You 2025 | |||
|
lancasternoid D | H. lancasteri | racemic | J.-Q. You 2025 | |||
|
takaneone A | H. sikokumontanum | +30.0 (0.2, m) | Tanaka 2008 | |||
|
takaneone B | H. sikokumontanum | +24.0 (0.3, m) | Tanaka 2008 | |||
|
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| 292.1 | R = COCH3 | takaneone C | H. sikokumontanum | +61.9 (0.4, m) | Tanaka 2008 | ||
| 292.2 | R = C(=CH2)CH2CH2CH=CMe2 | hyperelodione E[d] | H. elodeoides | +44.0 (0.24, m) | D.-R. Qiu 2021 | ||
|
hyperelodione F[d] | H. elodeoides | +24.8 (0.33, m) | D.-R. Qiu 2021 | |||
|
garcibracgluinol A[c] | G. bracteata | +141.4 (0.02, m) | J. Xu 2025 | |||
|
no common name | H. scabrum | +30.5 (1.0) | Soroury 2020 | |||
|
hyperireflexolide A[c] | H. beanni | 0 (1.54) | Cardona 1993 | |||
|
hyperireflexolide B[c] | H. beanni | 0 (0.74) | Cardona 1993, zur Bonsen 2023 | |||
|
hyperberlone A[c] | H. beanni | 0 (0.74) | Y.-W. Li 2022 | |||
|
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| 299.1 | garcinielliptone HG[c] | G. subelliptica | −17 (0.02, m) | Liaw 2019 | |||
| 299.2 | garcinielliptone HH[d] (enantiomer) | G. subelliptica | +16 (0.05, m) | Liaw 2019 | |||
|
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| 300.1 | R1 = prenyl R2 = H R3 = prenyl |
(−)-nemorosonol, a.k.a. burlemarxione C[c] | C. burle-marxii, T. japonicum | −207 (0.7), −48 (1.35) | Oya 2015, Ferraz 2019, M. do C. C. Silva 2024 | ||
| 300.2 | R1 = prenyl R2 = H R3 = prenyl |
(+)-nemorosonol[d] (enantiomer) | C. nemorosa | +203 (0.7) | Delle Monache 1988, Cerrini 1993 | ||
| 300.3 | R1 = prenyl R2 = H R3 = cis-3-isopropenyl-2,2-dimethylcyclopentyl |
garmultinone D[d][e] | G. multiflora | +172.5 (0.04, m) | Y. Chen 2019b | ||
| 300.4 | R1 = CH2CH2CMe=CH2 R2 = H R3 = prenyl |
doitunggarcinone B, a.k.a. burlemarxione G | C burle-marxii, G. propinqua | −129 (0.054), −14.0 (0.5) | Tantapakul 2012, Pepper 2012, Ferraz 2021, M. do C. C. Silva 2024 | ||
| 300.5 | R1 = prenyl R2 = prenyl R3 = prenyl |
ascyronone E, a.k.a. hypatulin C[d][w] | H. ascyron, H. patulum | −86.8 (0.1, m), +102.5 (0.3, m) | Z. P. Li 2019, Tanaka 2019 | ||
|
trijapin A[c] | T. japonicum | −25 (0.2, m) | Oya 2015 | |||
|
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| 302.1 | R = prenyl | trijapin B | T. japonicum | −200 (0.1, m) | Oya 2015 | ||
| 302.2 | R = CH2CH2CMe=CH2 | garcibracteamone J[c] | G. bracteata | −169 (0.02, m) | Q. Xue 2020 | ||
|
trijapin C | T. japonicum | +38 (0.04, m) | Oya 2015 | |||
|
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| 304.1 | R = prenyl | garmultinone A[d] | G. multiflora | +176.4 (0.04, m) | Y. Chen 2019b | ||
| 304.2 | R = (E)-CH=CHCMe2OOH | garmultinone C[d] | G. multiflora | +207.2 (0.02, m) | Y. Chen 2019b | ||
|
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| 305.1 | R = Ph | garmultinone B[d] | G. multiflora | +173.9 (0.06, m) | Y. Chen 2019b | ||
| 305.2 | R = 3-hydroxyphenyl | 30-hydroxy-garmultinone B[d] | G. multiflora | +25.0 (0.1, m) | J. Cao 2024 | ||
|
garmultinone E[d] (one of two by that name) | G. multiflora | +85.0 (0.1, m) | J. Cao 2024 | |||
|
garmultinone F[d] | G. multiflora | +141.0 (0.1, m) | J. Cao 2024 | |||
|
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| 308.1 | R1 = prenyl R2 = prenyl |
(−)-garcimulin A[c] | G. multiflora | −142.9 (0.11, m) | Fan 2015 | ||
| 308.2 | R1 = prenyl R2 = prenyl |
(+)-garcimulin A[d] (enantiomer) | G. multiflora | +115.1 (0.11, m) | Fan 2015 | ||
| 308.3 | R1 = CH2CH2CMe=CH2 R2 = prenyl |
garcimulin B[c] | G. multiflora | −118.5 (0.21, m) | Fan 2015 | ||
| 308.4 | R1 = CH2CH2CMe2OH R2 = prenyl |
garcimulin C[d] | G. multiflora | +67.0 (0.1, m) | J. Cao 2024 | ||
|
|||||||
| 309.1 | R1 = prenyl R2 = prenyl |
(−)-garmultin D[c] | G. multiflora | −166.7 (0.28, m) | D. S. Tian 2016 | ||
| 309.2 | R1 = prenyl R2 = prenyl |
(+)-garmultin D[d] (enantiomer) | G. multiflora | +164.9 (0.30, m) | D. S. Tian 2016 | ||
| 309.3 | R1 = prenyl R2 = CH2CH2CMe2OH |
garmultin H[d] | G. multiflora | +77.0 (0.1, m) | H. Luo 2025 | ||
| 309.4 | R1 = CH2CH2CMe=CH2 R2 = prenyl |
garmultin E[d] | G. multiflora | −79.2 (0.29, m) | D. S. Tian 2016 | ||
|
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| 310.1 | (−)-garmultin C[c] | G. multiflora | −85.0 (0.20, m) | D. S. Tian 2016 | |||
| 310.2 | (+)-garmultin C[d] (enantiomer) | G. multiflora | +72.6 (0.23, m) | D. S. Tian 2016 | |||
|
|||||||
| 311.1 | R = prenyl | (−)-garmultin A[c] | G. multiflora | −112.8 (0.24, a) | D. S. Tian 2016 | ||
| 311.2 | R = prenyl | (+)-garmultin A[d] (enantiomer) | G. multiflora | +110.2 (0.22, a) | D. S. Tian 2016 | ||
| 311.3 | R = CH2CH2CMe=CH2 | garmultin B[d] | G. multiflora | −53.0 (0.37, m) | D. S. Tian 2016 | ||
|
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| 312.1 | R = prenyl | (−)-garmultin F[c] | G. multiflora | −39.0 (0.32, m) | D. S. Tian 2016 | ||
| 312.2 | R = prenyl | (+)-garmultin F[d] (enantiomer) | G. multiflora | +30.2 (0.37, m) | D. S. Tian 2016 | ||
| 312.3 | R = CH2CH2CMe=CH2 | garmultin G[d] | G. multiflora | −20.4 (0.25, m) | D. S. Tian 2016 | ||
|
hyperuralone A[d] | H. uralum | +34.3 (0.2, m) | J.-J. Zhang 2014b | |||
|
hyperforcinol B[d] | H. forrestii | +72 (0.2, m) | W.-J. Lu 2021 | |||
|
uralin A, a.k.a. hyperacmosin N[d] | H. acmosepalum, H. uralum | +71 (0.2, m), +47.3 (0.1, m) | Q.-Q. Fang 2021, M.-x. Sun 2021b | |||
|
burlemarxione A | C. burlemarxii | −113.0 (1.35) | Ferraz 2019 | |||
|
|||||||
| 317.1 | R = prenyl | garcibractinone B[c] | G. bracteata | +20 (0.05, m) | Y. Chen 2020 | ||
| 317.2 | R = CH2CH2CMe=CH2 | garcibractinone A[c] | G. bracteata | +72 (0.05, m) | Y. Chen 2020 | ||
|
hypatulin A[c] | H. patulum | +40 (0.05, m) | Tanaka 2016b | |||
|
hyperforcinol C[c] | H. forrestii | +30 (0.2, m) | W.-J. Lu 2021 | |||
|
hypatulin B | H. patulum | +27.0 (0.17, m) | Tanaka 2016b | |||
|
|||||||
| 321.1 | R1 = X1 = H R2 = X2 = OH |
garcimultiflin D[d] | G. multiflora | +10.0 (1.0, m) | H. Luo 2025 | ||
| 321.2 | R1 = X1 = OH R2 = X2 = H |
garcimultiflin A[d] | G. multiflora | −15.0 (1.0, m) | J. Cao 2023 | ||
|
garcimultiflin B[d] | G. multiflora | −10.0 (1.0, m) | J. Cao 2023 | |||
|
garcimultiflin C[d] | G. multiflora | +11.0 (1.0, m) | J. Cao 2023 | |||
|
|||||||
| 324.1 | R1 = prenyl R2 = H R3 = H R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
garcibracteatone | G. bracteata | −1 (1.00) | Thoison 2005 | ||
| 324.2 | R1 = prenyl R2 = H R3 = H R4 = prenyl R5 = X1 = H R6 = X2 = OH R7 = X3 = OH |
garcixanthochymone E | G. xanthochymus | +9.49 (0.604, m) | Y. Chen 2017 | ||
| 324.3 | R1 = prenyl R2 = H R3 = H R4 = (E)-CH=CHCMe2OH R5 = X1 = H R6 = X2 = H R7 = X3 = H |
garcibracteatone D[c] | G. bracteata | −74.4 (0.01, m) | X.-N. Li 2023 | ||
| 324.4 | R1 = prenyl R2 = H R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
hyphenrone L, a.k.a. hypelodin B[d] | H. elodeoides, H. henryi, H. sampsonii | −6.5 (2.9, m), −12 (0.1, m) | C. Hashida 2014, X.-W. Yang 2015, Tanaka 2019 | ||
| 324.5 | R1 = prenyl R2 = H R3 = prenyl R4 = (E)-CH=CHCMe2OOH R5 = X1 = H R6 = X2 = H R7 = X3 = H |
hyperkouytone K[d] | H. kouytchense | −20.0 (0.27, m) | H.-Y. Lou 2024 | ||
| 324.6 | R1 = prenyl R2 = (E)-CH=CHCMe2OH R3 = H R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
hyperuralone B[d] | H. uralum | −14.6 (0.14, m) | J.-J. Zhang 2014b | ||
| 324.7 | R1 = prenyl R2 = (E)-CH=CHCMe2OOH R3 = H R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
hyperberlone B[d] | H. beanii | −8.9 (0.4, m) | Y.-W. Li 2022 | ||
| 324.8 | R1 = CH2CH2CMe=CH2 R2 = H R3 = H R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
doitunggarcinone A | G. propinqua | −133.3 (0.015) | Tantapakul 2012, Pepper 2012 | ||
| 324.9 | R1 = CH2CH2CMe=CH2 R2 = H R3 = H R4 = prenyl R5 = X1 = H R6 = X2 = OH R7 = X3 = OH |
garcixanthochymone D | G. xanthochymus | +22.7 (0.577, m) | Y. Chen 2017 | ||
| 324.10 | R1 = CH2CH2CMe=CH2 R2 = H R3 = H R4 = (E)-CH=CHCMe2OH R5 = X1 = H R6 = X2 = H R7 = X3 = H |
garcibracteatone E[c] | G. bracteata | +3.63 (0.05, m) | X.-N. Li 2023 | ||
| 324.11 | R1 = CH2CH2CMe2OH R2 = H R3 = H R4 = CH2CH2CMe2OH R5 = X1 = OH R6 = X2 = OH R7 = X3 = H |
hyphenrone Y[d] (one of two by that name) | G. multiflora | −31.0 (0.1, m) | J. Cao 2024 | ||
| 324.12 | R1 = (R)-CH2CH(OH)CMe=CH2 R2 = H R3 = H R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
garcibracteatone A[c] | G. bracteata | +34.8 (0.25, m) | X.-N. Li 2023 | ||
| 324.13 | R1 = (R)-CH2CH(OH)CMe2OH R2 = H R3 = H R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
garcibracteatone B[c] | G. bracteata | +8.08 (0.06, m) | X.-N. Li 2023 | ||
| 324.14 | R1 = (S)-CH2CH(OH)CMe2OH R2 = H R3 = H R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
garcibracteatone C[c] | G. bracteata | +46.18 (0.05, m) | X.-N. Li 2023 | ||
| 324.15 | R1 = (R)-CH2CH(OH)CMe2OH R2 = H R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
hyperpatuone B[d] | H. patulum | −18.2 (0.3, m) | F. Zhang 2026 | ||
| 324.16 | R1 = (S)-CH2CH(OH)CMe2OH R2 = H R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
hyperpatuone A[d] | H. patulum | −22.5 (0.3, m) | F. Zhang 2026 | ||
| 324.17 | R1 = (R)-CH2CH(OH)CMe2OMe R2 = H R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
hyperpatuone D[d] | H. patulum | −26.1 (0.3, m) | F. Zhang 2026 | ||
| 324.18 | R1 = (S)-CH2CH(OH)CMe2OMe R2 = H R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
hyperpatuone C[d] | H. patulum | −23.6 (0.3, m) | F. Zhang 2026 | ||
| 324.19 | R1 = (R)-CH2CH(OH)CMe=CH2 R2 = H R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
hyperpatuone F[d] | H. patulum | −15.2 (0.3, m) | F. Zhang 2026 | ||
| 324.20 | R1 = (S)-CH2CH(OH)CMe=CH2 R2 = H R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
hyperpatuone E[d] | H. patulum | −17.95 (0.3, m) | F. Zhang 2026 | ||
| 324.21 | R1 = (R)-2,3-epoxy-3-methylbutyl R2 = H R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
hyperkouytone L, a.k.a. hyperpatuone H[d] | H. kouytchense, H. patulum | −42.6 (0.33, m), −19.8 (0.3, m) | H.-Y. Lou 2024, F. Zhang 2026 | ||
| 324.22 | R1 = (S)-2,3-epoxy-3-methylbutyl R2 = H R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
hyperpatuone G[d] | H. patulum | −15.2 (0.3, m) | F. Zhang 2026 | ||
| 324.23 | R1 = (E)-CH=CHCMe2OH R2 = H R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
hyphenrone R | H. henryi H. Lév & Vaniot | −15 (0.15, m) | Liao 2016 | ||
| 324.24 | R1 = (E)-CH=CHCMe2OOH R2 = H R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
hyphenrone S | H. henryi H. Lév & Vaniot | −14 (0.12, m) | Liao 2016 | ||
| 324.25 | R1 = (E)-CH=CHCMe2OMe R2 = H R3 = prenyl R4 = prenyl R5 = X1 = H R6 = X2 = H R7 = X3 = H |
hyperpatuone I[d] | H. patulum | −52 (0.3, m) | F. Zhang 2026 | ||
|
|||||||
| 325.1 | R1 = CH2CH2CMe=CH2 R2 = H |
garcibracteamone H[c] | G. bracteata | +40 (0.05, m) | Q. Xue 2020 | ||
| 325.2 | R1 = CH2CH2CMe=CH2 R2 = H |
burlemarxione H[d] (enantiomer) | C. burle-marxii | −40.0 (0.5) | M. do C. C. Silva 2024, Q. Xue 2020 | ||
| 325.3 | R1 = prenyl R2 = prenyl |
hyperforcinol A[d] | H. forrestii | −39 (0.1, m) | W.-J. Lu 2021 | ||
|
hyperkouytone M | H. kouytchense | −24.8 (0.36, m) | H.-Y. Lou 2024 | |||
|
garcibracteamone I[c] | G. bracteata | −22 (0.05, m) | Q. Xue 2020 | |||
|
burlemarxione D | C. burlemarxii | −8.0 (1.0) | Ferraz 2021 | |||
|
hyperlanin B[d] | H. lancasteri | −32.1 (0.3, m) | You 2024 | |||
|
hyparillum B[d] | H. patulum | −51.5 (0.1) | Y. Duan 2024a | |||
|
hyparillum A[d] | H. patulum | −26.1 (0.2) | Y. Duan 2024a | |||
|
garcioblon D[d] | G. oblongifolia | −37.2 (0.3, m) | Q. Lin 2025 | |||
|
garcioblon A[d] | G. oblongifolia | −29.0 (0.4, m) | Q. Lin 2025 | |||
|
garcioblon B[d] | G. oblongifolia | −32.5 (0.4, m) | Q. Lin 2025 | |||
|
garcioblon C[d] | G. oblongifolia | −40.6 (0.5, m) | Q. Lin 2025 | |||
|
garcioblon E[d] | G. oblongifolia | +16.7 (0.5, m) | Q. Lin 2025 | |||
|
garcioblon F[d] | G. oblongifolia | +26.2 (0.3, m) | Q. Lin 2025 | |||
|
burlemarxione I[c] | C. burle-marxii | NR | M. do C. C. Silva 2024 | |||
|
garbractin A[c] | G. bracteata | −94.4 (0.05, m) | X.-N. Li 2023 | |||
|
garcibracgluinol B[c] | G. bracteata | +248.1 (0.03, m) | J. Xu 2025 | |||
|
garcibracgluinol C[c] | G. bracteata | +122.2 (0.07, m) | J. Xu 2025 | |||
|
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| 342.1 | R = prenyl | xerophenone C | G. bracteata | +106 (1.0) | Thoison 2005 | ||
| 342.2 | R = CH2CH2CMe=CH2 | xerophenone A[d] | C. portlandiana, G. propinqua | −36.4 (0.055, a) | Henry 1995, Sriyatep 2017 | ||
|
|||||||
| 343.1 | R1 = Ph R2 = prenyl R3 = CH2CH(OMe)2 R4 = H |
garcoblone B[c] | G. oblongifolia | +21.5 (1.0, m) | Z. Wu 2022 | ||
| 343.2 | R1 = Ph R2 = prenyl R3 = CH2CO2H R4 = H |
garciyunnanin E[c] | G. yunnanensis | +103.1 (0.13, m) | Zheng 2021b | ||
| 343.3 | R1 = Ph R2 = prenyl R3 = CH2COCMe2OH R4 = H |
garciyunnanin F, a.k.a. garcoblone A[c] | G. oblongifolia, G. yunnanensis | +137.6, +21.5 (0.10, m) | Zheng 2021b, Z. Wu 2022 | ||
| 343.4 | R1 = Ph R2 = prenyl R3 = CH2COCMe2OH R4 = prenyl |
hyperberlone D[c] | H. beanii | +1.6 (1.7, m) | Y.-W. Li 2022 | ||
| 343.5 | R1 = Ph R2 = (S)-lavandulyl R3 = CH2COCMe2OH R4 = H |
garcoblone D[c][f] | G. oblongifolia | +27.2 (1.0, m) | Z. Wu 2022 | ||
| 343.6 | R1 = 3-hydroxyphenyl R2 = prenyl R3 = CH2COCMe2OH R4 = H |
garcoblone C[c] | G. oblongifolia | +41.2 (1.0, m) | Z. Wu 2022 | ||
|
|||||||
| 344.1 | R1 = prenyl R2 = prenyl |
garcoblone G[c] | G. oblongifolia | −24.1 (1.0, m) | S.-Y. Yang 2024 | ||
| 344.2 | R1 = prenyl R2 = CH2CH2CMe=CH2 |
garcibractinol A[d] | G. bracteata | −91.9 (0.04, m) | X. Li 2023 | ||
| 344.3 | R1 = (E)-CH=CHCMe2OMe R2 = CH2CH2CMe=CH2 |
garcibractinol E[d] | G. bracteata | −85.1 (0.06, m) | X. Li 2023 | ||
|
|||||||
| 345.1 | R = prenyl | garcibractinol B[d] | G. bracteata | −13.3 (0.05, m) | X. Li 2023 | ||
| 345.2 | R = (E)-CH=CHCMe2OH | garcibractinol D[d] | G. bracteata | −63.9 (0.05, m) | X. Li 2023 | ||
| 345.3 | R = (E)-CH=CHCMe2OOH | garcibractinol C[d] | G. bracteata | −37.3 (0.05, m) | X. Li 2023 | ||
| 345.4 | R = (R)-CH2CHOHCMe=CH2 | garcibractinol F[d] | G. bracteata | −5.1 (0.056, m) | X. Li 2023 | ||
|
garcoblone H[c] | G. oblongifolia | −26.4 (1.0, m) | S.-Y. Yang 2024 | |||
|
garynthone A | G. yunnanensis | racemic; +7.85 (0.1, m) and −3.28 (0.1, m) | Z. Guo 2025 | |||
|
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| 348.1 | R = CMe2OH | garcibractinol G[d] | G. bracteata | +150.5 (0.05, m) | X. Li 2023 | ||
| 348.2 | R = CMe=CH2 | garcibractinol H[d] | G. bracteata | +14.4 (0.04, m) | X. Li 2023 | ||
|
garciyunnanin D[c] | G. yunnanensis | +23.1 (0.10, m) | Zheng 2021b | |||
|
spirohypertone A[c] | H. patulum | −10.2 (0.2, m) | Y. Duan 2024b | |||
|
trijapin D | T. japonicum | −58 (0.6, m) | Oya 2015 | |||
|
xerophenone G[c][e] | G. multiflora | +103.0 (0.1, m) | J. Cao 2024 | |||
|
xerophenone F[c][e] | G. multiflora | +164.0 (0.1, m) | J. Cao 2024 | |||
|
xerophenone H[e] | G. multiflora | −15.0 (0.1, m) | W.-Y. Lyu 2025 | |||
|
xerophenone D[c] | G. multiflora | +116.0 (0.1, m) | J. Cao 2024 | |||
|
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| 356.1 | R = isolavandulyl[g] | xerophenone E[c][e] | G. multiflora | +23.0 (0.1, m) | J. Cao 2024 | ||
| 356.2 | R = lavandulyl | xerophenone I[c][e] | G. multiflora | −18.0 (0.1, m) | H. Luo 2025 | ||
|
garcinielliptone HF | G. subelliptica | −16.7 (0.22, a) | C.-C. Wu 2008a | |||
|
gambogenone[e] | G. xanthochymus | −5 (0.003, m) | Baggett 2005 | |||
|
garcibractinone C[c] | G. multiflora | +32.1 (0.02, m) | Q. Li 2022 | |||
|
|||||||
| 360.1 | R = (2R)-3,3-dimethyloxiran-2-yl | hyperberin A[d] | H. beanii | +69.1 (0.33, m) | W.-J. Xu 2019 | ||
| 360.2 | R = (2S)-3,3-dimethyloxiran-2-yl | hyperberin B[d] | H. beanii | +95.8 (0.28, m) | W.-J. Xu 2019 | ||
| 360.3 | R = (1S)-1,2-dihydroxy-2-methyl-1-propyl | hyperberin C[d] | H. beanii | +144.5 (0.19, m) | W.-X. Li 2021 | ||
|
hyperberlone E[d] | H. beanii | +5.7 (0.7, m) | Y.-W. Li 2022 | |||
|
|||||||
| 362.1 | R1 = H R2 = benzoyl |
hyperforone C[c] (one of two by that name) | H. forrestii | −115 (0.1, m) | W.-J. Lu 2020 | ||
| 362.2 | R1 = benzoyl R2 = H |
hyperforone B[c] (one of two by that name) | H. forrestii | −70 (0.1, m) | W.-J. Lu 2020 | ||
|
|||||||
| 363.1 | R = prenyl | hypercohin A[c] | H. cohaerens, H. forrestii | NR | X.-W. Yang 2012, W.-J. Lu 2020 | ||
| 363.2 | R = (E)-C=CCMe2OH | hypaluton B[c] | H. patulum | −108.7 (0.4, m) | Y. Duan 2021a | ||
|
hyperforone A[c] (one of two by that name) | H. forrestii | −102 (0.1, m) | W.-J. Lu 2020 | |||
|
hypaluton A[c] | H. patulum | −64.2 (0.3, m) | Y. Duan 2021a | |||
|
hyperbeanin P[c] | H. beanii | −254 (0.2, m) | X.-Y. Suo 2021b | |||
|
hyperprin B[c] | H. przewalskii | −314.0 (0.10, m) | Zong 2020 | |||
|
hyperacmosin R[c] | H. acmosepalum | −230.5 (0.14, m) | Y. Ma 2022b | |||
|
hyperinoid A[c] | H. patulum | +54.0 | X. Jia 2020 | |||
|
hyperinoid B[c] | H. patulum | +61.0 | X. Jia 2020 | |||
|
(±)-hypandrone A | H. androsaemum | 0 | J. Wei 2024a | |||
|
hypertaxoid B[d] | H. elatoides | +13.1 (0.05, m) | J.-Y. Xie 2026 | |||
|
hypertaxoid A[d] | H. elatoides | +76.1 (0.05, m) | J.-Y. Xie 2026 | |||
|
hypermonin A[c] | H. monogynum | +46.5 (0.20, m) | Y.-R. Zeng 2018 | |||
|
hypermonin B[c] | H. monogynum | +155.42 (0.24, m) | Y.-R. Zeng 2018 | |||
|
garciyunnanin G[c] | G. yunnanensis | +28.7 (0.10, m) | Zheng 2021b | |||
|
|||||||
| 377.1 | R = Me X = OH |
harrisotone A | Harrisonia perforata | +2.0 (0.27, m) | Yin 2009 | ||
| 377.2 | R = Me X = OOH |
harrisotone B | Harrisonia perforata | +25.4 (1.30, m) | Yin 2009 | ||
| 377.3 | R = i-Pr X = OH |
tomoeone B | H. ascyron | +9.5 (1.1, m) | W. Hashida 2008 | ||
| 377.4 | R = i-Pr X = OOH |
tomoeone D | H. ascyron | +10.4 (3.0, m) | W. Hashida 2008, Zhu 2015a | ||
| 377.5 | R = i-Bu X = OH |
tomoeone F | H. ascyron | +1.8 (1.8, m) | W. Hashida 2008 | ||
| 377.6 | R = i-Bu X = OOH |
tomoeone H | H. ascyron | +5.2 (2.7, m) | W. Hashida 2008, Zhu 2015a | ||
| 377.7 | R = Ph X = OH |
hyperbeanol A | H. beanii | +2.74 (0.21) | X.-Q. Chen 2011 | ||
| 377.8 | R = Ph X = OOH |
hyperpatulol B[c] | H. patulum | −35.2 (0.1, m) | Y.-Y. Liu 2019 | ||
|
|||||||
| 378.1 | R = i-Pr X = OH |
hyperascyrone D[c] | H. ascyron | −7.8 (0.48, m) | Zhu 2015a | ||
| 378.2 | R = i-Pr X = OOH |
hookerianone E, a.k.a. hyperiforin C[c] | H. hookerianum, H. forrestii | +30 (0.1, m), +53.0 (c 0.1, m) | Q.-Q. Wang 2020, Zong 2021 | ||
| 378.3 | R = i-Bu X = OH |
hyperascyrone E[c] | H. ascyron | −9.1 (0.68, m) | Zhu 2015a | ||
| 378.4 | R = Ph X = OH |
hyperbeanol B | H. beanii | +14.27 (0.34) | X.-Q. Chen 2011 | ||
|
|||||||
| 379.1 | R1 = Me R2 = prenyl R3 = prenyl R4 = X1 = H R5 = X2 = H |
harperoid B | Harrisonia perforata | +15 (0.4, m) | P.-P. An 2026 | ||
| 379.2 | R1 = Me R2 = prenyl R3 = prenyl R4 = X1 = OH R5 = X2 = H |
harrisotone C | Harrisonia perforata | +11.1 (0.80, m) | Yin 2009 | ||
| 379.3 | R1 = Me R2 = prenyl R3 = prenyl R4 = X1 = OOH R5 = X2 = H |
harrisotone E | Harrisonia perforata | +22.1 (0.09, m) | Yin 2009 | ||
| 379.4 | R1 = Et R2 = prenyl R3 = Me R4 = X1 = OH R5 = X2 = H |
hyperpatulone F[c] one of two by that name | H. patulum | +22.8 (1.0, m) | Z.-N. Wu 2019 | ||
| 379.5 | R1 = i-Pr R2 = Me R3 = prenyl R4 = X1 = OH R5 = X2 = H |
chipericumin C | H. chinense, H. pyramidatum | +35.1 (0.33, m) | Abe 2012, Force 2014 | ||
| 379.6 | R1 = i-Pr R2 = Me R3 = prenyl R4 = X1 = OOH R5 = X2 = H |
pyramidatone D | H. pyramidatum | +20.0 (0.009) | Force 2014 | ||
| 379.7 | R1 = i-Pr R2 = prenyl R3 = Me R4 = X1 = OH R5 = X2 = H |
pyramidatone A, a.k.a. chipericumin E | H. pyramidatum, H. riparium | +12.5 (0.005), +12.0 (0.5, m) | Force 2014, Tala 2015 | ||
| 379.8 | R1 = i-Pr R2 = prenyl R3 = Me R4 = X1 = OOH R5 = X2 = H |
pyramidatone B | H. pyramidatum | +15.5 (0.03) | Force 2014 | ||
| 379.9 | R1 = i-Pr R2 = prenyl R3 = Me R4 = X1 = OH R5 = X2 = OH |
hyperpatulol F[c] | H. patulum | +14.0 (0.1, m) | Y.-Y. Liu 2019 | ||
| 379.10 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = X1 = OH R5 = X2 = H |
tomoeone A[c] | H. ascyron | +33.2 (2.9, m) | W. Hashida 2008, Y.-L. Hu 2023 | ||
| 379.11 | R1 = i-Pr R2 = prenyl R3 = prenyl R4 = X1 = OOH R5 = X2 = H |
tomoeone C | H. ascyron | +17.4 (4.9, m) | W. Hashida 2008, Zhu 2015a, Y.-L. Hu 2023 | ||
| 379.12 | R1 = s-Bu R2 = prenyl R3 = Me R4 = X1 = OH R5 = X2 = H |
chipericumin D[e] | H. chinense | +67.4 (0.33, m) | Abe 2012 | ||
| 379.13 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = X1 = OH R5 = X2 = H |
hyperascyrone F[c][e] | H. ascyron | +41.1 (0.13, m) | Zhu 2015a | ||
| 379.14 | R1 = s-Bu R2 = prenyl R3 = prenyl R4 = X1 = OOH R5 = X2 = H |
hookerianone D[c][e] | H. hookerianum | +14 (0.1, m) | Q.-Q. Wang 2020 | ||
| 379.15 | R1 = i-Bu R2 = prenyl R3 = Me R4 = X1 = OH R5 = X2 = H |
hyperpatulone C[c] (one of two by that name) | H. patulum | +81.8 (0.10, m) | Y.-x. Zhang 2021 | ||
| 379.16 | R1 = i-Bu R2 = prenyl R3 = prenyl R4 = X1 = OH R5 = X2 = H |
tomoeone E | H. ascyron, H. cohaerens | +40.3 (1.0, m) | W. Hashida 2008, J.-J. Zhang 2014a | ||
| 379.17 | R1 = i-Bu R2 = prenyl R3 = prenyl R4 = X1 = OOH R5 = X2 = H |
tomoeone G | H. ascyron | +25.4 (1.7, m) | W. Hashida 2008, Zhu 2015a | ||
| 379.18 | R1 = Ph R2 = prenyl R3 = prenyl R4 = X1 = OH R5 = X2 = H |
hyperbeanol C | H. beanii | +31.21 (0.19) | X.-Q. Chen 2011 | ||
| 379.19 | R1 = Ph R2 = prenyl R3 = prenyl R4 = X1 = OOH R5 = X2 = H |
hyperbeanol D | H. beanii | +42.73 (0.42) | X.-Q. Chen 2011 | ||
|
hyperpatulone D[c] (one of two by that name) | H. patulum | +83.6 (0.10, m) | Y.-x. Zhang 2021 | |||
|
|||||||
| 381.1 | R1 = Me R2 = prenyl R3 = prenyl X = OH |
harrisotone D | Harrisonia perforata | +4.1 (0.12, m) | Yin 2009 | ||
| 381.2 | R1 = i-Pr R2 = Me R3 = prenyl X = OH |
monosescinol C[c] | H. longistylum | −30.0 (0.4, m) | Z. Shi 2024 | ||
| 381.3 | R1 = i-Pr R2 = prenyl R3 = Me X = OH |
hyperpatulol C[c] | H. patulum | +18.8 (0.1, m) | Y.-Y. Liu 2019 | ||
| 381.4 | R1 = i-Pr R2 = prenyl R3 = Me X = OOH |
pyramidatone C | H. pyramidatum | +17.3 (0.01) | Force 2014 | ||
| 381.5 | R1 = (R)-s-Bu R2 = Me R3 = prenyl X = OH |
monosescinol B[c] | H. longistylum | −37.3 (0.5, m) | Z. Shi 2024 | ||
| 381.6 | R1 = (R)-s-Bu R2 = prenyl R3 = prenyl X = OH |
hyperlagarol I[c] | H. beanii | NR | R.-D. Hu 2024 | ||
| 381.7 | R1 = (S)-s-Bu R2 = prenyl R3 = prenyl X = OH |
hyperlagarol H[c] | H. beanii | NR | R.-D. Hu 2024 | ||
| 381.8 | R1 = Ph R2 = prenyl R3 = prenyl X = OH |
hyperpatulol A | H. patulum | +34.2 (0.1, m) | Y.-Y. Liu 2019 | ||
|
|||||||
| 382.1 | R = i-Pr | hyperpatulol D[c] | H. patulum | +2.2 (0.1, m) | Y.-Y. Liu 2019 | ||
| 382.2 | R = s-Bu | hyperpatulol E[c][e] | H. patulum | +10.6 (0.1, m) | Y.-Y. Liu 2019 | ||
|
hunascynol I (or its epimer, hunascynol J) |
H. ascyron | −0.7 (0.09, m) | Y.-L. Hu 2023 | |||
|
hunascynol J (or its epimer, hunascynol I) |
H. ascyron | −1.2 (0.11, m) | Y.-L. Hu 2023 | |||
|
|||||||
| 385.1 | R1 = i-Pr R2 = Me X = H |
kouytchin B[d][m] | H. kouytchense | +27.1 (0.5, m) | C. Jing 2026 | ||
| 385.2 | R1 = i-Pr R2 = prenyl X = OH |
hyperascyrone B[d] | H. ascyron | −4.8 (0.24, m) | Zhu 2015a | ||
| 385.3 | R1 = i-Bu R2 = prenyl X = OH |
hyperascyrone C[d] | H. ascyron | −3.8 (0.38, m) | Zhu 2015a | ||
| 385.4 | R1 = Ph R2 = prenyl X = OH |
hyperascyrone A[d] | H. ascyron | −16.4 (0.33, m) | Zhu 2015a | ||
|
|||||||
| 386.1 | R1 = i-Pr R2 = prenyl X = H |
hunascynol H | H. ascyron | +50 (0.10, m) | Y.-L. Hu 2023 | ||
| 386.2 | R1 = i-Pr R2 = prenyl X = OH |
spirohypatone B[c] | H. patulum | +23.03 (0.101, m) | Y. Ye 2020 | ||
| 386.3 | R1 = i-Bu R2 = Me X = OH |
spihyperglucinol E[c] | H. longistylum | −18.3 (0.3, m) | Z. Shi 2022 | ||
| 386.4 | R1 = i-Bu R2 = prenyl X = H |
hunascynol G | H. ascyron | +53 (0.10, m) | Y.-L. Hu 2023 | ||
| 386.5 | R1 = i-Bu R2 = prenyl X = OH |
hunascynol F[c] | H. ascyron | −6.0 (0.10, m) | Y.-L. Hu 2023 | ||
| 386.6 | R1 = (R)-s-Bu R2 = Me X = H |
hyperpatulone E[c] | H. patulum | +44.3 (0.20, m) | Y.-x. Zhang 2021 | ||
| 386.7 | R1 = (S)-s-Bu R2 = Me X = H |
hyperpatulone F[c] (one of two by that name) | H. patulum | +12.4 (0.10, m) | Y.-x. Zhang 2021 | ||
| 386.8 | R1 = s-Bu R2 = Me X = OH |
hyperielliptone HB[c][e] | H. geminiflorum | +1.0 (1) | C.-C. Wu 2008b, Z. Shi 2022 | ||
| 386.9 | R1 = (R)-s-Bu R2 = prenyl X = OH |
hunascynol D[c] | H. ascyron | +5.0 (0.12, m) | Y.-L. Hu 2023 | ||
| 386.10 | R1 = (S)-s-Bu R2 = prenyl X = OH |
hunascynol E[c] | H. ascyron | +18 (0.15, m) | Y.-L. Hu 2023 | ||
| 386.11 | R1 = Ph R2 = prenyl X = OH |
hyperbeanin C[c] | H. beanii | +34.5 (0.12, m) | Y. Ma 2022a | ||
|
|||||||
| 387.1 | R1 = i-Pr R2 = Me |
chipericumin A | H. chinense | +84.3 (0.29, m) | Abe 2012 | ||
| 387.2 | R1 = s-Bu R2 = Me |
chipericumin B[e] | H. chinense | +116.1 (0.46, m) | Abe 2012 | ||
| 387.3 | R1 = Ph R2 = prenyl |
sampsonol A | H. sampsonii | −7.7 (0.5, mc) | Xin 2012 | ||
|
sampsonol B | H. sampsonii | +45.3 (0.5, mc) | Xin 2012 | |||
|
hyperhenone L | H. henryi | −6 (0.08, m) | Duan 2018 | |||
|
hyperacmotone D[c] | H. acmosepalum | +20 (0.10, m) | A.-Z. Wang 2022 | |||
|
hyperacmotone E[c] | H. acmosepalum | –1 (0.10, m) | A.-Z. Wang 2022 | |||
|
hyperacmotone F[c] | H. acmosepalum | +60 (0.10, m) | A.-Z. Wang 2022 | |||
|
hyperacmotone B[c] | H. acmosepalum | –92 (0.05, m) | A.-Z. Wang 2022 | |||
|
|||||||
| 394.1 | R1 = Me R2 = prenyl R3 = prenyl X = H |
harperoid C | Harrisonia perforata | +26 (0.4, m) | P.-P. An 2026 | ||
| 394.2 | R1 = i-Pr R2 = Me R3 = prenyl X = H |
sampsonol F | H. sampsonii | +12.4 (0.5, mc) | Xin 2012 | ||
| 394.3 | R1 = i-Pr R2 = prenyl R3 = Me X = H |
hyperhenone I | H. henryi | −516 (0.12, m) | Duan 2018 | ||
| 394.4 | R1 = i-Pr R2 = prenyl R3 = prenyl X = H |
hyperlagarin A | H. lagarocladum | −87.9 (0.29, m) | K. Wang 2019 | ||
| 394.5 | R1 = i-Bu R2 = Me R3 = prenyl X = H |
sampsonol E | H. sampsonii | +25.8 (0.5, mc) | Xin 2012 | ||
| 394.6 | R1 = s-Bu R2 = Me R3 = prenyl X = H |
hyperhenone H[e] | H. henryi | −71 (0.15, m) | Duan 2018 | ||
| 394.7 | R1 = (S)-s-Bu R2 = Me R3 = prenyl X = H |
hyperpatulol G[cc] | H. patulum | −40.6 (0.1, m) | Y.-Y. Liu 2019 | ||
| 394.8 | R1 = s-Bu R2 = prenyl R3 = prenyl X = H |
hyperlagarin B[e] | H. lagarocladum | −87.9 (0.18, m) | K. Wang 2019 | ||
| 394.9 | R1 = Ph R2 = prenyl R3 = Me X = H |
sampsonol C | H. sampsonii | +16.5 (0.5, mc) | Xin 2012 | ||
| 394.10 | R1 = Ph R2 = prenyl R3 = prenyl X = H |
hypercohone G | H. cohaerens | −56.1 (0.16, m) | J.-J. Zhang 2014a | ||
| 394.11 | R1 = Ph R2 = prenyl R3 = prenyl X = OH |
kouytchin A[c][m] | H. kouytchense | −20.0 (0.5, m) | C. Jing 2026 | ||
| 394.12 | R1 = Ph R2 = (E)-CH=CHCMe2OH R3 = Me X = H |
sampsonol D | H. sampsonii | +35.2 (0.5, mc) | Xin 2012 | ||
| 394.13 | R1 = Ph R2 = (E)-CH=CHCMe2OH R3 = prenyl X = H |
hyperhenone J | H. henryi | −15 (0.22, m) | Duan 2018 | ||
|
|||||||
| 395.1 | R1 = Me R2 = prenyl R3 = prenyl |
harperoid D | Harrisonia perforata | −22 (0.4, m) | P.-P. An 2026 | ||
| 395.2 | R1 = i-Pr R2 = Me R3 = prenyl |
hyperhenone G | H. henryi | −99 (0.07, m) | Duan 2018 | ||
| 395.3 | R1 = i-Pr R2 = prenyl R3 = Me |
hyperpatulol I[c] | H. patulum | −9.4 (0.1, m) | Y.-Y. Liu 2019 | ||
| 395.4 | R1 = i-Pr R2 = prenyl R3 = prenyl |
hyperlagarin C | H. lagarocladum | −89.7 (0.25, m) | K. Wang 2019 | ||
| 395.5 | R1 = (S)-s-Bu R2 = prenyl R3 = Me |
hyperpatulol H[c] | H. patulum | −31.2 (0.1, m) | Y.-Y. Liu 2019 | ||
| 395.6 | R1 = Ph R2 = prenyl R3 = prenyl |
hyperbeanol F | H. beanii | −46 (0.5, m) | Y.-R. Li 2019 | ||
|
hyperbeanol G | H. beanii | +15 (0.09, m) | Y.-R. Li 2019 | |||
|
hunascynol A, a.k.a. hyperlagarol A | H. ascyron, H. beanii | +15 (0.5, m) | Y.-L. Hu 2023, R.-D. Hu 2024 | |||
|
hunascynol B, a.k.a. hyperlagarol B | H. ascyron, H. beanii | +57 (0.14, m) | Y.-L. Hu 2023, R.-D. Hu 2024 | |||
|
hyperlagarol G[c] | H. beanii | NR | R.-D. Hu 2024 | |||
|
hunascynol C | H. ascyron | +29 (0.14, m) | Y.-L. Hu 2023 | |||
|
hyperpatulone G[c] | H. patulum | +62.0 (0.10, m) | Y.-x. Zhang 2021 | |||
|
hyperbeanol H | H. beanii | +52 (0.7, m) | Y.-R. Li 2019 | |||
|
hyperhenone K | H. henryi | −6 (0.07, m) | Duan 2018 | |||
|
hyperispirone B[c] | H. beanii | −53 (0.18, m) | B. Yang 2022 | |||
|
hyperispirone A[c] | H. beanii | +70 (0.15, m) | B. Yang 2022 | |||
|
hyperlagarol J[c] | H. beanii | NR | R.-D. Hu 2024 | |||
|
|||||||
| 407.1 | R1 = i-Pr R2 = Me |
hymoin C[c] | H. monogynum | −76.00 (0.11, m) | Y.-R. Zeng 2021b | ||
| 407.2 | R1 = s-Bu R2 = Me |
hymoin D[c][e] | H. monogynum | −30.22 (0.13, m) | Y.-R. Zeng 2021b | ||
| 407.3 | R1 = Ph R2 = prenyl |
hypatulone A[c] | H. patulum | +11.2 (0.10, m) | Y.-Y. Liu 2018, X.-W. Yang 2020 | ||
|
|||||||
| 408.1 | R = i-Pr | hymoin A[c] (one of two by that name) | H. monogynum | −78.50 (0.08, m) | Y.-R. Zeng 2021b | ||
| 408.2 | R = s-Bu | hymoin B[c][e] (one of two by that name) | H. monogynum | −64.29 (0.13, m) | Y.-R. Zeng 2021b | ||
|
|||||||
| 409.1 | R = i-Pr | hyperilongenol C[c] | H. longistylum | +82.3 (0.5, m) | N. Zhang 2019a, N. Zhang 2019b | ||
| 409.2 | R = i-Bu | hyperilongenol B[c] | H. longistylum | +85.2 (0.3, m) | N. Zhang 2019a, N. Zhang 2019b | ||
| 409.3 | R1 = s-Bu R2 = (mixture of s-Bu epimers) |
hyperilongenol A[c] | H. longistylum | +89.4 (0.6, m) | N. Zhang 2019a, N. Zhang 2019b | ||
|
hyperlagarol C[c] | H. beanii | NR | R.-D. Hu 2024 | |||
|
hyperlagarol D[c] | H. beanii | NR | R.-D. Hu 2024 | |||
|
|||||||
| 412.1 | R = i-Bu | spihyperglucinol A[c] | H. longistylum | −130.0 (0.8, m) | Z. Shi 2022 | ||
| 412.2 | R = s-Bu | spihyperglucinol B[c][e] | H. longistylum | −112.6 (0.1, m) | Z. Shi 2022 | ||
|
|||||||
| 413.1 | R = i-Bu | spihyperglucinol C[c] | H. longistylum | −53.4 (0.4, m) | Z. Shi 2022 | ||
| 413.2 | R = s-Bu | spihyperglucinol D[c][e] | H. longistylum | −61.6 (0.4, m) | Z. Shi 2022 | ||
|
|||||||
| 414.1 | R = Me | biyouyanagiol[y] | H. chinense | +10.5 (0.5) | Tanaka 2009a | ||
| 414.2 | R = prenyl | uralin D[c] | H. uralum | +32 (0.1, m) | Q.-Q. Fang 2021 | ||
|
|||||||
| 415.1 | R = i-Pr | biyoulactone D | H. chinense | −39.4 (0.1, m) | Tanaka 2012 | ||
| 415.2 | R = s-Bu | biyoulactone E[e] | H. chinense | −14.4 (0.07, m) | Tanaka 2012 | ||
|
hyperbeanone A[c] | H. beanii | −134 (0.15, m) | B. Yang 2021a | |||
|
|||||||
| 417.1 | R = i-Pr | hypermonone B[c] | H. monogynum | +56.31 (0.07, m) | Y.-R. Zeng 2021c | ||
| 417.2 | R = s-Bu | hypermonone C[c][e] | H. monogynum | −40.83 (0.07, m) | Y.-R. Zeng 2021c | ||
|
hypermonone D[c] | H. monogynum | +47.26 (0.12, m) | Y.-R. Zeng 2021c | |||
|
hypermonone A[c] | H. monogynum | +123.49 (0.09, m) | Y.-R. Zeng 2021c | |||
|
|||||||
| 420.1 | R = i-Pr | hybeanone B[c] | H. beanii | +72.3 (0.17, m) | B. Yang 2021b | ||
| 420.2 | R = (S)-s-Bu | hybeanone A[c] | H. beanii | +48.9 (0.09, m) | B. Yang 2021b | ||
|
|||||||
| 421.1 | R = i-Pr | hypermonol A[c] | H. monogynum | +25.8 (0.1, m) | J. Wei 2024b | ||
| 421.2 | R = (S)-s-Bu | hypermonol E[c] | H. monogynum | +18.8 (0.1, m) | J. Wei 2024b | ||
|
|||||||
| 422.1 | R = i-Pr | hypermonol B[c] | H. monogynum | −64.6 (0.1, m) | J. Wei 2024b | ||
| 422.2 | R = (R)-s-Bu | hypermonol C[c] | H. monogynum | +10.4 (0.1, m) | J. Wei 2024b | ||
| 422.3 | R = (S)-s-Bu | hypermonol D[c] | H. monogynum | +5.4 (0.1, m) | J. Wei 2024b | ||
|
biyoulactone A[c] | H. chinense | +8.1 (0.1, m) | Tanaka 2011 | |||
|
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| 424.1 | R = i-Pr | hypemoin A[c] | H. monogynum | +24 (0.2, m) | Y.-N. Li 2011 | ||
| 424.2 | R = (S)-s-Bu | biyoulactone B | H. chinense | +9.7 (0.2, m) | Tanaka 2011 | ||
|
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| 425.1 | R = i-Pr | hypemoin B[c] | H. monogynum | +48 (0.2, m) | Y.-N. Li 2011 | ||
| 425.2 | R = (S)-s-Bu | biyoulactone C | H. chinense | +15.7 (0.09, m) | Tanaka 2011 | ||
|
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| 426.1 | R1 = i-Pr R2 = Me |
furanmonogone B[c][e] | H. monogynum | −8 (0.1, m) | W.-J. Xu 2017 | ||
| 426.2 | R1 = i-Pr R2 = (E)-CH=CHCMe2OH |
hyperascone A[c][aa] | H. ascyron Linn. | +6.3 (0.03, m) | S. Wang 2024 | ||
| 426.3 | R1 = i-Bu R2 = (E)-CH=CHCMe2OH |
hyperascone B[c][aa] | H. ascyron Linn. | +5.7 (0.03, m) | S. Wang 2024 | ||
| 426.4 | R1 = s-Bu R2 = Me |
furanmonogone A[c][e] | H. monogynum | −12 (0.1, m) | W.-J. Xu 2017 | ||
| 426.5 | R1 = Ph R2 = (E)-CH=CHCMe2OH |
hyperhenone M[e] | H. henryi | −31 (0.10, m) | Duan 2018 | ||
|
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| 427.1 | R = H | hypemoin E[c] | H. monogynum | −76 (0.1, m) | Y.-N. Li 2011 | ||
| 427.2 | R = CO2Me | hypemoin D[c] | H. monogynum | +52 (0.1, m) | Y.-N. Li 2011 | ||
| 427.3 | R = COCHMeCH2CH=CMe2 | hypemoin C[c][e] | H. monogynum | +48 (0.2, m) | Y.-N. Li 2011 | ||
|
longisglucinol A[c] | H. longistylum | −31.2 (0.5, m) | N. Zhang 2020 | |||
|
hymoin B[c] (one of two by that name) | H. monogynum | +160.00 (0.10, m) | C. Yuan 2025 | |||
|
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| 430.1 | R1 = i-Pr R2 = Me |
spirohypatone A[c] | H. patulum | +105.54 (0.10, m) | Y. Ye 2020 | ||
| 430.2 | R1 = i-Bu R2 = Me |
longisglucinol C[c][ff] | H. longistylum | +99.8 (0.5, m) | N. Zhang 2020 | ||
| 430.3 | R1 = (S)-s-Bu R2 = Me |
longisglucinol B[c][ff] | H. longistylum | +106.9 (0.5, m) | N. Zhang 2020 | ||
| 430.4 | R1 = Ph R2 = prenyl |
hyperacmotone C[c] | H. acmosepalum | +101 (0.20, m) | A.-Z. Wang 2022 | ||
|
harperoid A[c] | Harrisonia perforata | +12 (0.2, m) | P.-P. An 2026 | |||
|
hymoin A[c] (one of two by that name) | H. monogynum | +77.92 (0.15, m) | C. Yuan 2025 | |||
|
hyperzrone A[c] | H. beanii | +19.8 (0.1, m) | X.-Y. Li 2025 | |||
|
hyperzrone B[c] | H. beanii | −1.7 (0.1, m) | X.-Y. Li 2025 | |||
Statistics
There are 1467 compounds listed.
| Feature | Number |
|---|---|
| bicyclo[3.3.1]nonanes | 1149 |
| bicyclo[3.2.1]octanes | 28 |
| bicyclo[2.2.2]octanes | 88 |
| other bridged bicyclics | 53 |
| spiroindanes | 143 |
| spiropentalanes | 8 |
| other spiro compounds | 2 |
| exo at C(7) | 579 |
| endo at C(7) | 535 |
| two substituents at C(3) (not caged) | 98 |
| no substituent at C(7) | 2 |
| no substituent at C(3) | 5 |
| acyloxy substituent at C(3) | 8 |
| type A | 889 |
| type B | 353 |
| uncaged | 831 |
| caged | 394 |
| seco and nor | 263 |
| enamine replacing carbonyl | 8 |
| enantiomeric pairs (including probable ones) | 0 |
The Grossman–Jacobs and Rastrelli rules are:
| C(7) orientation | ΔδH(6) | δC(7) | JH(6ax)–H(7) |
|---|---|---|---|
| exo | 0.3–1.2 ppm | 41–44 ppm | 10–13 Hz |
| endo | either 0.0–0.2 ppm | or 45–49 ppm | 6–8 Hz |