Merck
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C2932

Sigma-Aldrich

Chelerythrine chloride

≥95% (TLC), powder

Synonym(s):
Toddaline chloride, 1,2-Dimethoxy-N-methyl(1,3)benzodioxolo(5,6-c)phenanthridinium chloride
Empirical Formula (Hill Notation):
C21H18ClNO4
CAS Number:
Molecular Weight:
383.82
MDL number:
PubChem Substance ID:

Quality Level

biological source

plant

assay

≥95% (TLC)

form

powder

color

yellow to orange

mp

213.0-214.0  °C

solubility

DMSO: 2 mg/mL

storage temp.

−20°C

SMILES string

Cl.COc1ccc2-c3ccc4cc5OCOc5cc4c3[N](C)=Cc2c1OC

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

InChI key

SUPBMPBJXZDANZ-UHFFFAOYSA-N

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General description

Chelerythrine chloride (CHE), a benzophenanthridine alkaloid is an inhibitor of protein kinase C (PKC). It is the active component of Macleaya cordata.

Application

Chelerythrine chloride has been used:
  • as a supplement in heat-inactivated late-embryo extract or late-embryo extract to inhibit protein kinase C (PKC) activity
  • for in vitro Xenopus experiments
  • as a PKC inhibitor in HL-1 cells, to block the PKC pathway to study its effects on doxazosin-induced galectin-3 and collagen expression

Packaging

1, 5 mg in glass insert

Biochem/physiol Actions

Chelerythrine chloride (CHE) is capable of preventing the growth and apoptosis in human gastric cancer BGC-823 cells. It possesses several biological effects and also can induce the phosphorylation of a ~20 kDa protein present in the mitochondrial fraction of the rat retina.

Features and Benefits

This compound is featured on the P2 Receptors: P2X Ion Channel Family and PKC pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

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Certificate of Origin

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