Identification | Back Directory | [Name]
Coptisine chloride | [CAS]
6020-18-4 | [Synonyms]
Q-100696 NSC-119754 Coptisine Hcl Coptisin chloride Coptisine choride COPTISINE CHLORIDE COPTISINE CHLORIDE(P) Coptisine Hydrochloride COPTISINECHLORIDE(P)(PLEASECALL) 2,3,9,10-BISMETHYLENEDIOXYPROTOBERBERINE Coptisine chloride, 98%, from Coptis chinensis Franch. 6,7-Dihydrobis[1,3]benzodioxolo[5,6-a:4',5'-g]quinoliziniuM Chloride 7,8,13,13a-Tetradehydro-2,3:9,10-bis(methylenedioxy)berbinium chloride Coptisine chloride
7,8,13,13a-Tetradehydro-2,3:9,10-bis(methylenedioxy)berbinium chloride | [EINECS(EC#)]
611-948-5 | [Molecular Formula]
C19H14ClNO4 | [MDL Number]
MFCD00016676 | [MOL File]
6020-18-4.mol | [Molecular Weight]
355.77 |
Chemical Properties | Back Directory | [Melting point ]
>258°C (dec.) | [storage temp. ]
Hygroscopic, Refrigerator, Under Inert Atmosphere | [solubility ]
DMSO (Slightly), Methanol (Slightly, Sonicated) | [form ]
Solid | [color ]
Orange to Dark Orange | [Stability:]
Hygroscopic | [InChI]
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 | [InChIKey]
LUXPUVKJHVUJAV-UHFFFAOYSA-M | [SMILES]
C12=CC3=C(C4OCOC=4C=C3)C=[N+]1CCC1C=C3OCOC3=CC2=1.[Cl-] |
Hazard Information | Back Directory | [Chemical Properties]
Orange Brown Solid | [Uses]
Coptisine is an alkaloid found in Chinese goldthread (Coptis chinensis). A bacterial collagenase inhibitor.
Coptisine has been found to reversibly inhibit Monoamine oxidase A in mice, pointing to a potential role as a natural antidepressant. | [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) |
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