COPTISINE
COPTISINE Basic information
- Product Name:
- COPTISINE
- Synonyms:
-
- COPTISINE
- Coptisin
- 5,6-Dihydro-2,3:9,10-bis(methylenedioxy)dibenzo[a,g]quinolizinium
- 6,7-Dihydrobis[1,3]benzodioxolo[5,6-a:4',5'-g]quinolizinium
- Coptisine Sulfate
- Coptisine, 98%, from Coptis chinensis Franch.
- COPTISINE(P)
- Bis[1,3]benzodioxolo[5,6-a:4',5'-g]quinolizinium,6,7-dihydro-
- CAS:
- 3486-66-6
- MF:
- C19H14NO4+
- MW:
- 320.32
- Product Categories:
-
- chemical reagent
- pharmaceutical intermediate
- phytochemical
- reference standards from Chinese medicinal herbs (TCM).
- standardized herbal extract
- Alkaloids
- Mol File:
- 3486-66-6.mol
COPTISINE Chemical Properties
- Melting point:
- 212-217 °C
- storage temp.
- Store at 2-8°C
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
Safety Information
- Hazardous Substances Data
- 3486-66-6(Hazardous Substances Data)
COPTISINE Usage And Synthesis
Chemical Properties
Very slightly soluble in water, slightly soluble in ethanol, soluble in alkali. Derived from the root of the poppy family plant celandine.
Uses
Coptisine is an alkaloid from Chinese goldthread, and acts as an efficient uncompetitive IDO inhibitor with a Ki value of 5.8 μM and an IC50 value of 6.3 μM.
Definition
ChEBI: A natural product found in Coptis japonica.
Hazard
A poison.
Safety Profile
A poison by ingestion. When heated to decomposition it emits toxic vapors of NOx.
in vivo
Coptisine shows increased toxicity in mice in a concentration dependent manner, with LD50 value of 880.18 mg/kg. Coptisine (154 mg/kg/day, 90 days) shows no toxicity on SD rats. Coptisine (23.35, 46.7, 70.05 mg/kg, p.o.) dose-dependently decreases the levels of TC, TG, and LDL-c and increases HDL-c content in serum of hamsters to different degree, slows down weight gain induced by the HFHC diet, and raises the level of cholesterol and TBA in feces dose-dependently in hamsters. Coptisine (70.05 mg/kg, p.o.) suppresses HMGCR protein expression level and induces the protein expression of SREBP-2, LDLR, and CYP7A1 involved in cholesterol metabolism[2].
IC 50
IDO: 6.3 μM (IC50); IDO: 5.8 μM (Ki)
References
[1] Yu D, et al. The IDO inhibitor coptisine ameliorates cognitive impairment in a mouse model of Alzheimer's disease. J Alzheimers Dis. 2015;43(1):291-302. DOI:10.3233/JAD-140414
[2] He K, et al. The safety and anti-hypercholesterolemic effect of coptisine in Syrian golden hamsters. Lipids. 2015 Feb;50(2):185-94. DOI:10.1007/s11745-014-3983-7
[3] Rao PC, et al. Coptisine-induced cell cycle arrest at G2/M phase and reactive oxygen species-dependent mitochondria-mediated apoptosis in non-small-cell lung cancer A549 cells. Tumour Biol. 2017 Mar;39(3):1010428317694565. DOI:10.1177/1010428317694565
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COPTISINE(3486-66-6)Related Product Information
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- 2-[2-(Methylamino)benzoyl]-3,4-dihydro-β-carboline-1(2H)-one
- VERATRIDINE
- L-Hyoscyamine
- Worenine
- menisdaurin
- Xanthiazone
- Tetrahydroepiberberine, Sinactine
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- Daurinoline
- Xanthiside
- epiberberine
- (-)-STYLOPINE
- COPTISINE
- COPTISINE CHLORIDE,COPTISINE CHLORIDE(P)
- COPTISINE CHLORIDE(RG)