Gambogic acid

Cat No. 3590

Gambogic acid C38H44O8 [2752-65-0]

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Chemical Name: (2Z)-2-Methyl-4-[(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahyd ro-8-hydroxy-3,3,11-trimethyl-13-(3-methyl-2-butenyl)-1 1-(4-methyl-3-pentenyl)-7,15-dioxo-1,5-methano-1H,3H,11 H-furo[3,4-g]pyrano[3,2-b]xanthen-1-yl]-2-butenoic acid

Biological Activity

Natural product isolated from the Garcinia hanburyi tree. Induces apoptosis in several tumor cell lines including T47D cells. Activates caspases with an EC50 value of 0.78 - 1.64 μM and competitively inhibits antiapoptotic Bcl-2 family proteins (IC50 values are 1.47, 1.21, 2.02, 0.66, 1.06 and 0.79 μM for Bcl-XL, Bcl-2, Bcl-W, Bcl-B, Bfl-1 and Mcl-1 respectively). Also blocks KIR2.1 channels (EC50 ≤ 100 nM).

Technical Data

M.Wt:
628.75
Formula:
C38H44O8
Solubility:
Soluble to 100 mM in DMSO and to 100 mM in ethanol
Storage:
Store at -20°C
CAS No:
[2752-65-0]

The technical data provided above is for guidance only.
For batch specific data refer to the Certificate of Analysis and MSDS.

Certificate of Analysis / MSDS

Certificate of Analysis: View current batch
Material Safety Data Sheet: View current batch

References

Zhang et al (2004) Discovery, characterization and SAR of gambogic acid as a potent apoptosis inducer by a HTS assay. Bioorg.Med.Chem. 12 309. Zhai et al (2008) Gambogic acid is an antagonist of antiapoptotic Bcl-2 family proteins. Mol.Cancer Ther. 7 1639. Qi et al (2008) Anti-invasive effect of gambogic acid in MDA-MB-231 human breast carcinoma cells. Biochem.Cell Biol. 86 386. Zaks-Makhina et al (2009) Specific and slow inhibition of the Kir2.1 K+ channel by Gambogic acid. J.Biol.Chem. 284 15432.

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Keywords: Gambogic acid, Apoptosis, inducers, activates, activators, caspases, inhibits, Bcl-2, family, proteins, inhibitors, KIR2.1, channels, blockers, inward, rectifier, Potassium, K+, proteases, proteinases

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