8-Oxycoptisine

8-Oxycoptisine is an isoquinoline alkaloid that has been found in Coptis chinensis and has anticancer and gastroprotective activities. It is an active metabolite of coptisine (Cay-28424) formed by gut microbiota. 8-Oxycoptisine is cytotoxic against NCI-N87 gastric, but not Caco-2 colon, cancer cells (IC50s = 20.31 and >100 µM, respectively). It reverses resistance to paclitaxel (Cay-10461) in non-multidrug-resistant SKOV3 cells, as well as in HCT-15 cells, which endogenously express high levels of P-glycoprotein (P-gp), with EC50 values of 0.3 and 0.5 ng/ml, respectively. It reduces colonic shortening and inflammatory cell infiltration in a mouse model of ulcerative colitis induced by dextran sulfate (DSS, Cay-23250) when administered at doses of 50 or 100 mg/kg.Formal Name: 6,7-dihydro-4H-bis[1,3]benzodioxolo[5,6-a:4',5'-g]quinolizin-4-one. CAS Number: 19716-61-1. Synonyms: 8-Oxocoptisine. Molecular Formula: C19H13NO5. Formula Weight: 335.3. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: Chloroform: soluble. lambdamax: 224, 348 nm. SMILES: O=C1C2=C(C=C3C4=CC5=C(C=C4CCN13)OCO5)C=CC6=C2OCO6. InChi Code: InChI=1S/C19H13NO5/c21-19-17-11(1-2-14-18(17)25-9-22-14)5-13-12-7-16-15(23-8-24-16)6-10(12)3-4-20(13)19/h1-2,5-7H,3-4,8-9H2. InChi Key: UCAFJBSQKXVPDX-UHFFFAOYSA-N. Origin: Plant/Thalictrum glandulosissimum.