Isogarcinol

Isogarcinol is a natural polyisoprenylated benzophenone first isolated from plant species in the genus Garcinia. It has immunosuppressant actions, inhibiting the protein phosphatase calcineurin (IC50 = 36 µM) and suppressing the proliferation of T cells. Oral administration of isogarcinol in mice decreases delayed type hypersensitivity, prolongs graft survival in allogeneic skin transplants, suppresses inflammation in collagen-induced arthritis, and reduces clinical symptoms in experimental autoimmune encephalomyelitis. Isogarcinol inhibits the proliferation of HL-60 and PC-3 cancer cells (IC50s = 4 and 8 µg/ml, respectively) through cell cycle arrest and apoptosis.Formal Name: (3S,4aS,6R,8R)-10-(3,4-dihydroxybenzoyl)-3,4,5,6,7,8-hexahydro-2,2,7,7-tetramethyl-3,6,8-tris(3-methyl-2-buten-1-yl)-9H-4a,8-methano-2H-cycloocta[b]pyran-9,11-dione. CAS Number: 71117-97-0. Synonyms: Cambogin. 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. lambdamax: 228, 230, 276 nm. SMILES: CC([C@H](C/C=C(C)/C)C[C@]1(C[C@H](C/C=C(C)/C)C(C)(C)O2)C2=C3C(C4=CC(O)=C(O)C=C4)=O)(C)[C@](C/C=C(C)\C)(C1=O)C3=O. InChi Code: InChI=1S/C38H50O6/c1-22(2)11-14-26-20-37-21-27(15-12-23(3)4)36(9,10)44-33(37)30(31(41)25-13-16-28(39)29(40)19-25)32(42)38(34(37)43,35(26,7)8)18-17-24(5)6/h11-13,16-17,19,26-27,39-40H,14-15,18,20-21H2,1-10H3/t26-,27+,37+,38+/m1/s1. InChi Key: KXTNVBQRLRYVCO-LPSZMIQCSA-N.