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Safety Information

SMB00314

Sigma-Aldrich

Coptisine Chloride

≥98% (HPLC)

Synonym(s):

Coptisine chloride, Bis(methylenedioxy)protoberberine chloride, Coptisin Chloride

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About This Item

Empirical Formula (Hill Notation):
C19H14ClNO4
CAS Number:
6020-18-4
Molecular Weight:
355.77
MDL number:
MFCD00016676
UNSPSC Code:
12352205
PubChem Substance ID:
329824946
NACRES:
NA.25

Quality Level

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

Related Categories

General description

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

Application

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

Biochem/physiol Actions

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

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H330

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Storage Class Code

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SMB00314-100MG:
SMB00314-VAR:
SMB00314-25MG:
SMB00314-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
SLCG7245
SLCC9042
SLBX5571
SLBV5394
SLBP7418V

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Awet Alem Teklemichael et al.
Malaria journal, 19(1), 204-204 (2020-06-10)
Herbal medicine has been a rich source of new drugs exemplified by quinine and artemisinin. In this study, a variety of Japanese traditional herbal medicine ('Kampo') were examined for their potential anti-malarial activities. A comprehensive screening methods were designed to
Hee Seon Park et al.
Journal of veterinary science, 21(3), e39-e39 (2020-06-02)
There are various Helicobacter species colonizing the stomachs of animals. Although Helicobacter species usually cause asymptomatic infection in the hosts, clinical signs can occur due to gastritis associated with Helicobacter in animals. Among them, Helicobacter pylori is strongly associated with
Alicja Warowicka et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 64, 152919-152919 (2019-08-30)
It has been shown that secondary metabolites occur in Chelidonium majus L. (C. majus) crude extract and milky sap (alkaloids such as berberine, coptisine, chelidonine, chelerythrine, sanguinarine, and protopine) are biologically active compounds with a wide spectrum of pharmacological functions.
Sabyasachi Chatterjee et al.
Molecular bioSystems, 13(5), 1000-1009 (2017-04-14)
All messenger RNAs (mRNAs) have a polyadenylic acid tail that is added during post transcriptional RNA processing. Investigation of the structure-function and interactions of polyadenylic acid is an important area to target for cancer and related diseases. Jatrorrhizine and coptisine
Alicja Warowicka et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 64, 152919-152919 (2019-08-30)
It has been shown that secondary metabolites occur in Chelidonium majus L. (C. majus) crude extract and milky sap (alkaloids such as berberine, coptisine, chelidonine, chelerythrine, sanguinarine, and protopine) are biologically active compounds with a wide spectrum of pharmacological functions.

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