Ophiobolin C

Ophiobolin C is a sesterterpenoid fungal phytoxin produced by many species of the genus Bipolaris. It has been identified as an antagonist of chemokine receptor CCR5 binding (IC50 = 40 µM) to the envelope protein gp120 and to CD4, which is known to mediate HIV-1 viral entry into cells. Ophiobolin C is also reported to be cytotoxic to chronic lymphocytic leukemia cells (LC50 = 8 nM).Formal Name: (1R,3aS,6aS,7R,9aR,10aS)-7-[(1S)-1,5-dimethyl-4-hexen-1-yl]-1,2,3,3a,6,6a,7,8,9,9a,10,10a-dodecahydro-1-hydroxy-1,9a-dimethyl-3-oxo-dicyclopenta[a,d]cyclooctene-4-carboxaldehyde. CAS Number: 19022-51-6. Molecular Formula: C25H38O3. Formula Weight: 386.6. Purity: >85%. Formulation: (Request formulation change), A solid. Solubility: DMF: soluble, DMSO: soluble, Ethanol: soluble, Methanol: soluble. lambdamax: 238 nm. SMILES: C[C@@]12C[C@@]([H])([C@]3(/C(C=O)=C\C[C@]1([C@]([H])(CC2)[C@H](CC/C=C(C)\C)C)[H])[H])[C@](CC3=O)(C)O. InChi Code: InChI=1S/C25H38O3/c1-16(2)7-6-8-17(3)19-11-12-24(4)13-21-23(22(27)14-25(21,5)28)18(15-26)9-10-20(19)24/h7,9,15,17,19-21,23,28H,6,8,10-14H2,1-5H3/b18-9-/t17-,19+,20-,21-,23+,24+,25+/m0/s1. InChi Key: PLWMYIADTRHIMY-BNFAVABNSA-N. Origin: Fungus/Bipolaris sp..