Garcinol

Garcinol is a polyisoprenylated benzophenone that has been found in G. indica and has diverse biological activities. It inhibits the histone acetyltransferases (HATs) p300 and p300/CREB-binding protein-associated factor (PCAF, IC50s = ~7 and ~5 µM, respectively), as well as COX-1, microsomal prostaglandin E2 (PGE2) synthase-1 (mPGES-1) and 5-lipoxygenase (5-LO, IC50s = 12, 0.1, and 0.3 µM, respectively). Garcinol (0.8 µM) is active against the fungus C. neoformans in vitro. It scavenges hydroxyl radicals and superoxide anions in cell-free assays. Garcinol (5 µM) induces neurite outgrowth of primary embryonic rat neural progenitor cells. It reduces ulcer area in rat models of gastric ulcers induced by water immersion stress or indomethacin (Cay-70270) when administered at a dose of 200 mg/kg.Formal Name: (1R,5R,7R)-3-(3,4-dihydroxybenzoyl)-4-hydroxy-8,8-dimethyl-1,7-bis(3-methyl-2-buten-1-yl)-5-[(2S)-5-methyl-2-(1-methylethenyl)-4-hexen-1-yl]-bicyclo[3.3.1]non-3-ene-2,9-dione. CAS Number: 78824-30-3. Synonyms: Camboginol, Guttiferone F. Molecular Formula: C38H50O6. Formula Weight: 602.8. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 25 mg/ml, DMSO: 25 mg/ml, DMSO:PBS (pH 7.2) (1:10): 0.1 mg/ml, Ethanol: 20 mg/ml. SMILES: CC([C@H](C/C=C(C)/C)C[C@]1(C[C@@H](C(C)=C)C/C=C(C)\C)C(O)=C2C(C3=CC(O)=C(O)C=C3)=O)(C)[C@](C/C=C(C)\C)(C1=O)C2=O. InChi Code: InChI=1S/C38H50O6/c1-22(2)11-13-27(25(7)8)20-37-21-28(15-12-23(3)4)36(9,10)38(35(37)44,18-17-24(5)6)34(43)31(33(37)42)32(41)26-14-16-29(39)30(40)19-26/h11-12,14,16-17,19,27-28,39-40,42H,7,13,15,18,20-21H2,1-6,8-10H3/t27-,28+,37+,38-/m0/s1. InChi Key: QDKLRKZQSOQWJQ-SMDXAGPFSA-N. Origin: Plant/Garcinia indica.