121263-19-2

Basic information

• Product Name: CALPHOSTIN C
• Synonyms: CALPHOSTIN C;CALPHOSTIN C, CLADOSPORIUM CLADOSPORIOIDES;2-[12-[2-(BENZOYLOXY)PROPYL]-3,10-DIHYDRO-4,9-DIHYDROXY-2,6,7,11-TETRAMETHOX Y-3,10-DIOXO-1-PERYLENYL]-1-METHYLETHYL CARBONIC ACID 4-HYDROXYPHENYL ESTER;UCN-1028C;CALPHOSTIN C FROM CLADOSPORIUMCLADOSPORI OIDES;(R)-Calphostin C;1-[(R)-2-(4-Hydroxyphenoxycarbonyloxy)propyl]-2,6,7,11-tetramethoxy-4,9-dihydroxy-12-[(R)-2-(benzoyloxy)propyl]-3,10-dihydroperylene-3,10-dione;4,9-Dihydroxy-12-[(R)-2-(4-hydroxyphenyloxy)carbonyloxypropyl]-2,6,7,11-tetramethoxy-1-[(R)-2-benzoyloxypropyl]perylene-3,10-dione
• CAS NO: 121263-19-2
• Molecular Formula: C44H38O14
• Molecular Weight: 790.76
• Mol File: 121263-19-2.mol

Chemical Properties

• Boiling Point: 1037.8 °C at 760 mmHg
• Flash Point: 316.4 °C
• Appearance: red to brown/powder
• Density: 1.48 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.707
• Storage Temp.: −20°C
• Solubility: DMF: 1 mg/mL
• CAS DataBase Reference: CALPHOSTIN C(CAS DataBase Reference)
• NIST Chemistry Reference: CALPHOSTIN C(121263-19-2)
• EPA Substance Registry System: CALPHOSTIN C(121263-19-2)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25-36-26
• WGK Germany: 3
• Hazardous Substances Data: 121263-19-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Calphostin C is used as a potent inhibitor of protein kinase C (PKC) for its ability to inhibit cell proliferation and induce apoptosis in tumor cell lines. This makes it a potential candidate for the development of anti-cancer drugs and therapies.
Used in Cancer Research:
Calphostin C is used as an antagonist of Tcf4/b-catenin signaling, which plays a role in the regulation of cell proliferation and survival. By inhibiting the expression of survivin and inducing apoptosis in several tumor cell lines, Calphostin C contributes to the understanding of cancer cell biology and the development of targeted cancer treatments.
Used in Drug Development:
Calphostin C is used as a research tool in the development of novel drug delivery systems and therapeutic strategies. Its light-dependent inhibition of PKC and its effects on cell proliferation and apoptosis make it a valuable compound for studying the mechanisms of cancer cell growth and for designing targeted cancer therapies.
Used in Cellular and Molecular Biology Research:
Calphostin C is used as a specific inhibitor of protein kinase C in cellular and molecular biology research. Its ability to modulate cellular processes and signal transduction pathways makes it a useful tool for studying the roles of PKC in various cellular functions and diseases.

Biological Activity

Potent, selective and photo-dependent inhibitor of protein kinase C that targets the regulatory domain (IC 50 = 50 nM). Displays > 1000-fold selectivity over other protein kinases such as cAMP-dependent protein kinase and tyrosine-specific protein kinase. Inhibits cell proliferation of malignant glioma cells in light-treated conditions in vitro (IC 50 ~ 40-60 nM).

Biochem/physiol Actions

Highly specific inhibitor of protein kinase C (IC50 = 50 nM); requires light for activation. At higher concentrations (100 nM or greater), it has been shown to inhibit cell proliferation and induce apoptosis in vitro.

InChI:InChI=1/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