| Identification | Back Directory | [Name]
COPTISINE | [CAS]
3486-66-6 | [Synonyms]
Coptisin
COPTISINE
COPTISINE(P)
Coptisine Sulfate
Coptisine, 98%, from Coptis chinensis Franch.
6,7-Dihydrobis[1,3]benzodioxolo[5,6-a:4',5'-g]quinolizinium
Bis[1,3]benzodioxolo[5,6-a:4',5'-g]quinolizinium,6,7-dihydro-
5,6-Dihydro-2,3:9,10-bis(methylenedioxy)dibenzo[a,g]quinolizinium | [Molecular Formula]
C19H14NO4+ | [MDL Number]
MFCD03792689 | [MOL File]
3486-66-6.mol | [Molecular Weight]
320.32 |
| Chemical Properties | Back Directory | [Melting point ]
212-217 °C | [storage temp. ]
Store at 2-8°C | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
Powder |
| Hazard Information | Back Directory | [Definition]
ChEBI: A natural product found in Coptis japonica. | [Hazard]
A poison. | [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. | [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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