A selective PKC inhibitor
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Calphostin C

Item No. 15383

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
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(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: 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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    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.1 As a polycyclic hydrocarbon with strong absorbance in the visible and ultraviolet ranges, activation of this compound is strictly dependent on exposure to light.2 Independent of PKC, calphostin C also directly inhibits phospholipase D1 and D2 (IC50s = 100 nM).3 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.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kobayashi, E., Ando, K., Nakano, H., et al. Calphostins (UCN-1028), novel and specific inhibitors of protein kinase C. I. Fermentation, isolation, physico-chemical properties and biological activities. J. Antibiot. (Tokyo) 42(10), 1470-1474 (1989).

    2. Bruns, R.F., Miller, F.D., Merriman, R.L., et al. Inhibition of protein kinase C by calphostin C is light-dependent. Biochem. Biophys. Res. Commun. 176(1), 288-293 (1991).

    3. Sciorra, V.A., Hammond, S.M., and Morris, A.J. Potent direct inhibition of mammalian phospholipase D isoenzymes by calphostin-c. Biochemistry 40(8), 2640-2646 (2001).