Gambogenic acid

Names

[ Name ]:
Gambogenic acid

[Synonym ]:
(2Z)-4-[(1S,2S,13S,15R)-7-[(2E)-3,7-Dimethyl-2,6-octadien-1-yl]-6,8-dihydroxy-17,17-dimethyl-5-(3-methyl-2-buten-1-yl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.0.0.0]octadeca-4,6,8,11- tetraen-15-yl]-2-methyl-2-butenoic acid
2-Butenoic acid, 4-[(1R,3aS,5S,12aS)-9-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-3a,4,5,7-tetrahydro-8,10-dihydroxy-3,3-dimethyl-11-(3-methyl-2-buten-1-yl)-7,13-dioxo-1,5-methano-1H,3H-furo[3,4-d]xanthen-1-yl]-2-methyl-, (2Z)-
(2Z)-4-[(1R,3aS,5S,12aS)-9-[(2E)-3,7-Dimethyl-2,6-octadien-1-yl]-3a,4,5,7-tetrahydro-8,10-dihydroxy-3,3-dimethyl-11-(3-methyl-2-buten-1-yl)-7,13-dioxo-1,5-methano-1H,3H-furo[3,4-d]xanthen-1-yl]-2-methyl-2-butenoic acid

Biological Activity

[Description]:

Gambogenic acid is an active ingredient in gamboge, with anticancer activity. Gambogenic acid acts as an effective inhibitor of EZH2, specifically and covalently binds to Cys668 within the EZH2-SET domain, and induces EZH2 ubiquitination[1].

[Related Catalog]:

Research Areas >> Cancer

[Target]

EZH2[1]

[References]

[1]. Wang X, et al. A covalently bound inhibitor triggers EZH2 degradation through CHIP-mediated ubiquitination. EMBO J. 2017 May 2;36(9):1243-1260.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
818.6±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C₃₈H₄₆O₈

[ Molecular Weight ]:
630.767

[ Flash Point ]:
253.0±27.8 °C

[ Exact Mass ]:
630.319275

[ LogP ]:
9.42

[ Vapour Pressure ]:
0.0±3.1 mmHg at 25°C

[ Index of Refraction ]:
1.619

[ Storage condition ]:
2-8°C

Related Compounds

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