Calphostin C

Calphostin C is a metabolite of the fungus C. cladosporioides that specifically inhibits protein kinase C (PKC) (IC50 = 50 nM versus an IC50 > 50 µM for PKA) by competing at the binding site for diacylglycerol and phorbol esters. As a polycyclic hydrocarbon with strong absorbance in the visible and ultraviolet ranges, activation of this compound is strictly dependent on exposure to light. Independent of PKC, calphostin C also directly inhibits phospholipase D1 and D2 (IC50s = 100 nM). It demonstrates antitumor activity, inhibiting cell growth and promoting apoptosis in HeLa S3 and MCF-7 cells with IC50 values of 0.23 and 0.18 µM, respectively.Formal Name: (1R)-2-[12-[(2R)-2-(benzoyloxy)propyl]-3,10-dihydro-4,9-dihydroxy-2,6,7,11-tetramethoxy-3,10-dioxo-1-perylenyl]-1-methylethyl 4-carbonic acid. CAS Number: 121263-19-2. Synonyms: Cladochrome E, PKF 115-584, UCN 1028C. Molecular Formula: C44H38O14. Formula Weight: 790.8. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: DMF: Soluble, DMSO: Soluble, Ethanol: Soluble, Methanol: Soluble. SMILES: OC1=C(C(C(OC)=C(C[C@@H](C)OC(OC2=CC=C(O)C=C2)=O)C3=C(C(C[C@@H](C)OC(C4=CC=CC=C4)=O)=C5OC)C(C6=C(OC)C=C7O)=C7C5=O)=O)C3=C6C(OC)=C1. InChi Code: InChI=1S/C44H38O14/c1-20(56-43(50)22-10-8-7-9-11-22)16-25-31-32-26(17-21(2)57-44(51)58-24-14-12-23(45)13-15-24)42(55-6)40(49)34-28(47)19-30(53-4)36(38(32)34)35-29(52-3)18-27(46)33(37(31)35)39(48)41(25)54-5/h7-15,18-21,45-47H,16-17H2,1-6H3/t20-,21-/m1. InChi Key: SRJYZPCBWDVSGO-NHCUHLMSSA-N.