Potent inhibitor of PKC and Bcl-xL
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Chelerythrine (chloride)

Item No. 11314

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,2-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridinium, monochloride
CAS Number
3895-92-9
Synonyms
  • Broussonpapyrine chloride
  • NSC 646662
Molecular Formula
C21H18NO4 • Cl
Formula Weight
383.8
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 0.25 mg/ml
λmax
212, 271, 320, 398 nm
SMILES
COC1=CC=C2C(C=[N+](C)C3=C(C=C(OCO4)C4=C5)C5=CC=C32)=C1OC.[Cl-]
InChi Code
InChI=1S/C21H18NO4.ClH/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22;/h4-10H,11H2,1-3H3;1H/q+1;/p-1
InChi Key
WEEFNMFMNMASJY-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Chelerythrine is a potent, cell permeable inhibitor of protein kinase C (IC50 = 660 nM) that does not inhibit tyrosine protein kinases, cAMP-dependent protein kinase, or calcium/calmodulin-dependent protein kinase.1 Chelerythrine also inhibits Bcl-xL function (IC50 = 1.5 μM) by displacing Bax binding, inducing apoptosis in several cancer cell lines.2 Chelerythrine can also have PKC-independent effects, activate p38 MAP kinase and JUNK signaling pathways, and induce apoptosis in cancer cells both in vitro and in vivo.3,4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Herbert, J.M., Augereau, J.M., Gleye, J., et al. Chelerythrine is a potent and specific inhibitor of protein kinase C. Biochem. Biophys. Res. Commun. 172, 993-999 (1990).

    2. Chan, S.L., Lee, M.C., Tan, K.O., et al. Identification of chelerythrine as an inhibitor of BclXL function. The Journal of Biological Chemisty 278(23), 20453-20456 (2003).

    3. Lee, S.K., Qing, W.G., Mar, W., et al. Angoline and chelerythrine, benzophenanthridine alkaloids that do not inhibit protein kinase C. The Journal of Biological Chemisty 273(31), 19829-19833 (1998).

    4. Chmura, S.J., Dolan, M.E., Cha, A., et al. In vitro and in vivo activity of protein kinase C inhibitor chelerythrine chloride induces tumor cell toxicity and growth delay in vivo. Clin. Cancer Res. 6, 737-742 (2012).

    5. Yu, R., Mandlekar, S., Tan, T.H., et al. Activation of p38 and c-Jun N-terminal kinase pathways and induction of apoptosis by chelerythrine do not require inhibition of protein kinase C. The Journal of Biological Chemisty 275(13), 9612-9619 (2000).

    6. Zhang, Z.F., Guo, Y., Zhang, J.b., et al. Induction of apoptosis by chelerythrine chloride through mitochondrial pathway and Bcl-2 family proteins in human hepatoma SMMC-7721 cell. Arch. Pharm. Res. 34(5), 791-800 (2011).