Calphostin C

For research use only. Not for therapeutic Use.

  • CAT Number: M026227
  • CAS Number: 121263-19-2
  • Molecular Formula: C44H38O14
  • Molecular Weight: 790.774
  • Purity: 95%
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Calphostin C (PKF115-584) is a perylenequinione isolated from the fungus, Cladosporium cladosporioides and inhibits cell proliferation and induces apoptosis in vitro.<br />
Calphostin C is a potent and specific inhibitor of protein kinase C (PKC), with inhibition being light dependent. Calphostin C is an antagonist of Tcf4/b-catenin signalling, inhibiting the expression of survivin and inducing apoptosis in several tumor cell lines.


Catalog Number M026227
CAS Number 121263-19-2
Synonyms

(R)-1-(3,10-dihydroxy-12-((R)-2-(((4-hydroxyphenoxy)carbonyl)oxy)propyl)-2,6,7,11-tetramethoxy-4,9-dioxo-4,9-dihydroperylen-1-yl)propan-2-yl benzoate

Molecular Formula C44H38O14
Purity 95%
Target PKC
Solubility Soluble in DMSO > 10 mM
Appearance Dark red solid
Storage Desiccate at +4C
Analysis method HPLC
IUPAC Name 1-[3,10-dihydroxy-12-[2-(4-hydroxyphenoxy)carbonyloxypropyl]-2,6,7,11-tetramethoxy-4,9-dioxoperylen-1-yl]propan-2-yl benzoate
InChI 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/h7-15,18-21,45,48-49H,16-17H2,1-6H3
InChIKey LSUTUUOITDQYNO-UHFFFAOYSA-N
SMILES CC(CC1=C(C(=C2C(=O)C=C(C3=C4C(=CC(=O)C5=C(C(=C(C(=C45)C1=C32)CC(C)OC(=O)OC6=CC=C(C=C6)O)OC)O)OC)OC)O)OC)OC(=O)C7=CC=CC=C7
Reference

Calphostins (UCN-1028), novel and specific inhibitors of protein kinase C. I. Fermentation, isolation, physico-chemical properties and biological activities. Kobayashi E. et al. , J. Antibiotics, 1989, 42, 1470.&nbsp;<br />
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Calphostins, novel and specific inhibitors of protein kinase C. II. Chemical structures. Kobayashi E. et al. , J. Antibiotics, 1989, 42, 1475.&nbsp;<br />
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Inhibition of protein kinase C by calphostin C is light-dependent. Bruns R.F. et al. , Biochem. Biophys. Res. Commun., 1991, 176, 288.&nbsp;<br />
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Growth inhibition induced by Ro 31-8220 and calphostin C in human glioblastoma cell lines is associated with apoptosis and inhibition of CDC2 kinase. Begemann M. et al. , Anticancer Res., 1998, 18, 3139.<br />
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Small-molecule antagonists of the oncogenic Tcf/beta-catenin protein complex. Lepourcelet M. et al. Cancer Cell. 2004, 5, 91.
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