trans-Resveratrol-3-O-beta-D-Glucuronide

trans-Resveratrol-3-O-beta-D-glucuronide is a stilbene that has been found in red wine and an active metabolite of trans-resveratrol (Cay-70675), a polyphenol with diverse biological activities. It is primarily produced from trans-resveratrol by the UDP-glucuronosyltransferase (UGT) isoform UGT1A1. trans-Resveratrol-3-O-beta-D-glucuronide binds to COX-1 (IC50 = 150 µM). It reduces the proliferation of several intestinal cancer cell lines (IC50s = 10-16.5 µM) and induces cell cycle arrest at the G0/G1 phase in SW480 intestinal cancer cells when used at a concentration of 30 µM. trans-Resveratrol-3-O-beta-D-glucuronide (200 µM) increases pyruvate production in livers isolated from rats in a model of arthritis induced by complete Freund's adjuvant (CFA).Formal Name: 3-hydroxy-5-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenyl-beta-D-glucopyranosiduronic acid. CAS Number: 387372-17-0. Synonyms: Resveratrol 3-O-D-Glucuronide. Molecular Formula: C20H20O9. Formula Weight: 404.4. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMSO: 10 mg/ml, Methanol: 5 mg/ml. lambdamax: 217, 307, 320 nm. SMILES: O[C@H]1[C@H](O)[C@@H](O)[C@H](OC2=CC(/C=C/C3=CC=C(O)C=C3)=CC(O)=C2)O[C@@H]1C(O)=O. InChi Code: InChI=1S/C20H20O9/c21-12-5-3-10(4-6-12)1-2-11-7-13(22)9-14(8-11)28-20-17(25)15(23)16(24)18(29-20)19(26)27/h1-9,15-18,20-25H,(H,26,27)/b2-1+/t15-,16-,17+,18?,20+/m0/s1. InChi Key: QWSAYEBSTMCFKY-CTAHFCQASA-N.