Calphostin C

For research use only. Not for therapeutic Use.

  • CAT Number: M026227
  • CAS Number: 121263-19-2
  • Molecular Formula: C44H38O14
  • Molecular Weight: 790.77
  • Purity: 95%
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Calphostin C(Cat No.:M026227)is a potent and selective inhibitor of protein kinase C (PKC), a key regulator in signal transduction pathways. Isolated from Cladosporium cladosporioides, it functions by binding to the regulatory domain of PKC, interfering with its activation. Calphostin C is widely used in research to study PKC-related cellular processes, including proliferation, apoptosis, and differentiation. Its photosensitivity adds a unique dimension, requiring light activation for its inhibitory effects. This compound is valuable in exploring PKC’s role in cancer, neurobiology, and other diseases involving dysregulated signaling pathways.


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 TGF-beta/Smad
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=C2C3=C(C(=C(C4=C3C(=C5C2=C(C(=O)C=C5OC)C(=C1OC)O)C(=CC4=O)OC)O)OC)CC(C)OC(=O)OC6=CC=C(C=C6)O)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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