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C6303

Calphostin C

From microbial (Cladosporium cladosporioides), ≥90% (HPLC), protein kinase C inhibitor, powder

Synonym(s):

UCN-1028c

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About This Item

Empirical Formula (Hill Notation):
C44H38O14
CAS Number:
121263-19-2
Molecular Weight:
790.76
UNSPSC Code:
12352200
PubChem Substance ID:
24892857
NACRES:
NA.77
MDL number:
MFCD00133155
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Product Name

Calphostin C from Cladosporium cladosporioides, ≥90% (HPLC), powder

biological source

microbial (Cladosporium cladosporioides)

Quality Level

200

assay

≥90% (HPLC)

form

powder

color

red to brown

solubility

DMF: 1 mg/mL, DMSO: 1 mg/mL, ethanol: 1 mg/mL

storage temp.

−20°C

SMILES string

COc1cc(O)c2C(=O)C(OC)=C(CC(C)OC(=O)Oc3ccc(O)cc3)c4c5C(CC(C)OC(=O)c6ccccc6)=C(OC)C(=O)c7c(O)cc(OC)c(c57)c1c24

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

InChI key

SRJYZPCBWDVSGO-UHFFFAOYSA-N

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.

Features and Benefits

This compound is featured on the Phospholipase D and PKC pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

wgk

WGK 3

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SLCG8812
SLCD8411
SLBX4438
SLBK1658V
SLBB3884V

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R F Bruns et al.
Biochemical and biophysical research communications, 176(1), 288-293 (1991-04-15)
Calphostin C, a secondary metabolite of the fungus Cladosporium cladosporioides, inhibits protein kinase C by competing at the binding site for diacylglycerol and phorbol esters. Calphostin C is a polycyclic hydrocarbon with strong absorbance in the visible and ultraviolet ranges.
M Begemann et al.
Anticancer research, 18(5A), 3139-3152 (1998-12-22)
Protein kinase C (PKC) is a central component in signal transduction and growth control and might be an appropriate target for the chemotherapy of human brain tumors. This study demonstrates that the staurosporine derivative Ro 31-8220, a potent PKC inhibitor
T Tamaoki et al.
Bio/technology (Nature Publishing Company), 8(8), 732-735 (1990-08-01)
Potent and specific inhibitors of protein kinase C have been found in streptomyces and fungi: Staurosporine, an alkaloid from Streptomyces sp., is the most potent inhibitor of protein kinases with an IC50 in the nanomolar range. UCN-01 (7-hydroxy staurosporine), isolated
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Global Trade Item Number

SKUGTIN
C6303-1MG04061833511138
C6303-.1MG04061833511121