A xanthone with diverse biological activities
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Gambogenic Acid

Item No. 35638

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(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
CAS Number
173932-75-7
Molecular Formula
C38H46O8
Formula Weight
630.8
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
λmax
213 nm
SMILES
OC(/C(C)=C\C[C@@]12[C@]3([C@@H]4C(C)(O2)C)C(C(C5=C(O)C(C/C=C(C)/CC/C=C(C)\C)=C(O)C(C/C=C(C)\C)=C5O3)=O)=C[C@H](C4)C1=O)=O
InChi Code
InChI=1S/C38H46O8/c1-20(2)10-9-11-22(5)13-15-25-30(39)26(14-12-21(3)4)33-29(31(25)40)32(41)27-18-24-19-28-36(7,8)46-37(34(24)42,38(27,28)45-33)17-16-23(6)35(43)44/h10,12-13,16,18,24,28,39-40H,9,11,14-15,17,19H2,1-8H3,(H,43,44)/b22-13+,23-16-/t24-,28+,37+,38-/m1/s1
InChi Key
RCWNBHCZYXWDOV-VSFMGBBVSA-N
Origin
Plant/Garcinia hanburyi
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $29

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    5 mg

    $128

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    10 mg

    $225

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    25 mg

    $352

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    Cayman Chemical
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    Product Description

    Gambogenic acid is a xanthone that has been found in G. hanburyi and has diverse biological activities.1,2,3,4 It reduces the proliferation of HeLa cervical cancer and HEL erythroleukemic cells (MICs = 12.5 and 3.13 µg/ml, respectively).1 Gambogenic acid reduces the proliferation of, and induces apoptosis in, HepG2 hepatocellular carcinoma cells, as well as induces cell cycle arrest at the G0/G1 phase in, and decreases migration of, M14 melanoma cells, in a concentration-dependent manner.2,3 Oral administration of lipid nanoparticles (LNPs) encapsulating gambogenic acid reduces tumor volume and weight in a 4T1 murine mammary carcinoma model.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Asano, J., Chiba, K., Tada, M., et al. Cytotoxic xanthones from Garcinia hanburyi. Phytochemistry 41(3), 815-820 (1996).

    2. Yan, F., Wang, M., Li, J., et al. Gambogenic acid induced mitochondrial-dependent apoptosis and referred to phospho-Erk1/2 and phospho-p38 MAPK in human hepatoma HepG2 cells. Environ. Toxicol. Pharmacol. 33(2), 181-190 (2012).

    3. Li, F., Wang, Y., and Yan, Y. Gambogenic acid induces cell growth inhibition, cell cycle arrest and metastasis inhibition in choroidal melanoma in a dose-dependent manner. Exp. Ther. Med. 13(5), 2456-2462 (2017).

    4. Wang, B., Yuan, T., Zha, L., et al. Oral delivery of gambogenic acid by functional polydopamine nanoparticles for targeted tumor therapy. Mol. Pharm. 18(3), 1470-1479 (2021).