Ophiobolin A

Calmodulin is a calcium-sensing protein that regulates a wide array of proteins involved in diverse cellular functions. Ophiobolin A is a sesterterpenoid fungal phytotoxin that binds and irreversibly antagonizes calmodulin, blocking the activation of calmodulin-dependent phosphodiesterase with an IC50 value of 9 µM. It antagonizes a variety of forms of calmodulin from plants and animals by binding covalently to conserved lysine residues.Formal Name: (2'S,3'S,3aR,5'R,6aS,9R,9aS,10aR)-1,3a,4,4',5',6a,7,8,9,9a,10,10a-dodecahydro-9-hydroxy-3',9,10a-trimethyl-5'-spiro[dicyclopenta[a,d]cyclooctene-3(2H),2'(3'H)-furan]-6-carboxaldehyde. CAS Number: 4611-05-6. Synonyms: Cochliobolin, NSC 114340. Molecular Formula: C25H36O4. Formula Weight: 400.6. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: DMF: Soluble, DMSO: Soluble, Ethanol: Soluble, Methanol: Soluble. SMILES: C[C@H]1C[C@@H](O[C@]12[C@]3([H])C/C=C([C@]([H])([C@]([H])(C[C@]3(CC2)C)[C@](C4)(C)O)C4=O)/C([H])=O)/C=C(C)\C. InChi Code: InChI=1S/C25H36O4/c1-15(2)10-18-11-16(3)25(29-18)9-8-23(4)12-19-22(20(27)13-24(19,5)28)17(14-26)6-7-21(23)25/h6,10,14,16,18-19,21-22,28H,7-9,11-13H2,1-5H3/b17-6-/t16-,18-,19-,21+,22+,23+,24+,25-/m0/s1. InChi Key: MWYYLZRWWNBROW-BDZRSQQBSA-N. Origin: Fungus/Bipolaris leersia.