C2932

Chelerythrine chloride

plant, ≥95% (TLC), protein kinase C inhibitor, powder

• Synonym(s): 1,2-Dimethoxy-N-methyl(1,3)benzodioxolo(5,6-c)phenanthridinium chloride, Toddaline chloride
• Empirical Formula (Hill Notation): C₂₁H₁₈ClNO₄
• CAS Number: 3895-92-9
• Molecular Weight: 383.82
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278305
• NACRES: NA.77
• MDL number: MFCD00060717

Properties

• Product Name: Chelerythrine chloride, ≥95% (TLC), powder
• 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
• 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
• Quality Level: 100

Description

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[1]
• for in vitro Xenopus experiments[1]
• as a PKC inhibitor in HL-1 cells[2], to block the PKC pathway to study its effects on doxazosin-induced galectin-3 and collagen expression[3]

Biochem/physiol Actions

Chelerythrine chloride (CHE) is capable of preventing the growth and apoptosis in human gastric cancer BGC-823 cells.[4] 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.[5]

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.

General description

Chelerythrine chloride (CHE), a benzophenanthridine alkaloid[5] is an inhibitor of protein kinase C (PKC).[6] It is the active component of Macleaya cordata.[4]

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302 + H312 + H332,H315,H319,H335
• pcodes: P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338
• 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: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable