Ophiobolin B

Calmodulin is a calcium-sensing protein that regulates a wide array of proteins involved in diverse cellular functions. Ophiobolin B is a sesterterpenoid fungal phytotoxin that binds and irreversibly antagonizes calmodulin, producing cytotoxic and antimicrobial effects. It induces apoptosis in chronic lymphocytic leukemia cells with an LC50 value of 2 nM and in different zygomycetes with MIC values ranging from 25-50 µg/ml.Formal Name: (1R,3aS,6aR,7S,9aR,10aS)-7-[(1S)-1,5-dimethyl-4-hexen-1-yl]-1,2,3,3a,6,6a,7,8,9,9a,10,10a-dodecahydro-1,7-dihydroxy-1,9a-dimethyl-3-oxo-dicyclopenta[a,d]cyclooctene-4-carboxaldehyde. CAS Number: 5601-74-1. Synonyms: Cochliobolin B, Ophiobolsin A, Zizanin B. Molecular Formula: C25H38O4. Formula Weight: 402.6. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: DMF: soluble, DMSO: soluble, Ethanol: soluble, Methanol: soluble. SMILES: C[C@@]12C[C@@]([H])([C@]3(/C(C=O)=C\C[C@]1([C@](O)(CC2)[C@H](CC/C=C(C)\C)C)[H])[H])[C@](CC3=O)(C)O. InChi Code: InChI=1S/C25H38O4/c1-16(2)7-6-8-17(3)25(29)12-11-23(4)13-19-22(20(27)14-24(19,5)28)18(15-26)9-10-21(23)25/h7,9,15,17,19,21-22,28-29H,6,8,10-14H2,1-5H3/b18-9-/t17-,19-,21+,22+,23+,24+,25-/m0/s1. InChi Key: SXRLPRKYTRWOES-PCQMDVLKSA-N. Origin: Fungus/Bipolaris leersia.