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C6303

Sigma-Aldrich

Calphostin C from Cladosporium cladosporioides

≥90% (HPLC), 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
MDL number:
MFCD00133155
UNSPSC Code:
12352200
PubChem Substance ID:
24892857
NACRES:
NA.77
Pricing and availability is not currently available.

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

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Show Differences

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

C6303

Calphostin C from Cladosporium cladosporioides

(S)-(+)-Camptothecin ≥90% (HPLC), powder

C9911

(S)-(+)-Camptothecin

Leupeptin hydrochloride microbial, ≥90% (HPLC)

L9783

Leupeptin hydrochloride

N-Acetyl-Asp-Glu-Val-Asp-7-amido-4-trifluoromethylcoumarin ≥90% (HPLC), powder

A0466

N-Acetyl-Asp-Glu-Val-Asp-7-amido-4-trifluoromethylcoumarin

biological source

microbial (Cladosporium cladosporioides)

biological source

-

biological source

microbial

biological source

-

assay

≥90% (HPLC)

assay

≥90% (HPLC)

assay

≥90% (HPLC)

assay

≥90% (HPLC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

solubility

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

solubility

chloroform/methanol (4:1): 5 mg/mL

solubility

water: 50 mg/mL, clear, colorless

solubility

H2O: 1 mg/mL

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

  • Specification Sheet

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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
    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
    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
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