Key Documents

View All Documentation

C6303

Calphostin C

Name: Calphostin C
Brand: SIGMA

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

Synonym(s):

UCN-1028c

Select a Size

Change View

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

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

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

Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

0000491534

0000491532

0000469161

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Activation of stress-activated protein kinase/c-Jun NH2-terminal kinase and p38 kinase in calphostin C-induced apoptosis requires caspase-3-like proteases but is dispensable for cell death.

I Ozaki et al.

The Journal of biological chemistry, 274(9), 5310-5317 (1999-02-20)

Apoptosis was induced in human glioma cell lines by exposure to 100 nM calphostin C, a specific inhibitor of protein kinase C. Calphostin C-induced apoptosis was associated with synchronous down-regulation of Bcl-2 and Bcl-xL as well as activation of caspase-3

Apoptosis of human glioma cells in response to calphostin C, a specific protein kinase C inhibitor.

H Ikemoto et al.

Journal of neurosurgery, 83(6), 1008-1016 (1995-12-01)

Calphostin C acts at the regulatory domain as a highly selective inhibitor of protein kinase C (PKC), and staurosporine acts at the catalytic domain as a nonspecific PKC inhibitor. The authors investigated the capacity of calphostin C and staurosporine to

Calphostin C (UCN-1028C), a novel microbial compound, is a highly potent and specific inhibitor of protein kinase C.

E Kobayashi et al.

Biochemical and biophysical research communications, 159(2), 548-553 (1989-03-15)

Calphostin C (UCN-1028C), a newly isolated compound from Cladosporium cladosporioides, is a potent and specific inhibitor of protein kinase C, because it was 1000 times more inhibitory to protein kinase C (IC50, 0.05 microM) than other protein kinases such as

Inhibition of protein kinase C alpha attenuates lipopolysaccharide-triggered acute lung injury by alleviating the hyperinflammatory response and oxidative stress.

Yang Chen et al.

Annals of translational medicine, 10(3), 132-132 (2022-03-15)

The currently available treatment methods are ineffective in reducing mortality or improving outcomes in acute lung injury (ALI). The activation of protein kinase C alpha (PKCα) has recently been implicated in ALI development. We explored the potential therapeutic outcomes of

Inhibition of protein kinase C by calphostin C is light-dependent.

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.

View All Related Papers

Global Trade Item Number

SKU	GTIN
C6303-.1MG	04061833511121
C6303-1MG	04061833511138

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service