SMB00314

Coptisine Chloride

≥98% (HPLC)

• Synonym(s): Coptisine chloride, Bis(methylenedioxy)protoberberine chloride, Coptisin Chloride
• Empirical Formula (Hill Notation): C₁₉H₁₄ClNO₄
• CAS Number: 6020-18-4
• Molecular Weight: 355.77
• NACRES: NA.25
• PubChem Substance ID: 329824946
• UNSPSC Code: 12352205
• MDL number: MFCD00016676

Properties

• Quality Segment: 200
• assay: ≥98% (HPLC)
• form: powder
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: −20°C
• SMILES string: C1(OCO2)=C2C=C(CC[N+]3=C4C=C5C(C(OCO6)=C6C=C5)=C3)C4=C1.[Cl-]
• InChI: 1S/C19H14NO4.ClH/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14;/h1-2,5-8H,3-4,9-10H2;1H/q+1;/p-1
• InChI key: LUXPUVKJHVUJAV-UHFFFAOYSA-M

Description

General description

Coptisine chloride is a cytotoxic isoquinoline alkaloid.[1] It is the major bioactive compound of Coptis rhizome[2], and can also be found in different plants such as Chelidonium majus[3], Enantia chlorantha.[1] Coptisine is related to berberine[3] and has a similar structure to that of Jatrorrhizine.[1]

Application

Coptisine Chloride has been used to study its binding interactions with single-stranded poly(A) using different absorbance and thermal melting spectroscopic experiments.[1] It may have been used as a standard to analyze Chelidonium majus L. extracted compounds using UV/VIS absorption spectroscopy.[3]

Biochem/physiol Actions

Coptisine Chloride is a potent anti-malarial compound[2], which also exerts anti-cancer and anti-diabetic properties.[1] It elicits protective effects on gastric mucus membrane and is used as a traditional medicine against gastroenteric diseases.[1] Coptisine chloride also displays anti-microbial activities.[4]It has been analyzed as a cytotoxic agent in hepatoma and leukemic cells and is reported to block cell cycle progression.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H300 + H330
• pcodes: P260 - P264 - P271 - P284 - P304 + P340 + P310 - P403 + P233
• Hazard Classifications: Acute Tox. 2 Inhalation - Acute Tox. 2 Oral
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable