1-​[1-​(4-​Chlorobenzoyl)​-​5-​hydroxy-​2-​methyl-​1H-​indole-​3-​acetate]β-​D-​Glucopyranuronic Acid

CAS: 75511-22-7

Ref. TR-C429115

Product Information

• Name: 1-​[1-​(4-​Chlorobenzoyl)​-​5-​hydroxy-​2-​methyl-​1H-​indole-​3-​acetate]β-​D-​Glucopyranuronic Acid
• Synonyms: O-Desmethyl Indomethacin-acyl-ß-D-glucuronide

Description

Stability Hygroscopic, Moisture Sensitive
Applications 1-​[1-​(4-​Chlorobenzoyl)​-​5-​hydroxy-​2-​methyl-​1H-​indole-​3-​acetate]β-​D-​Glucopyranuronic Acid is an analog of Indomethacin Acyl-β-D-glucuronide a metabolite of Indomethacin (I641000). Acyl glucuronides have been implicated in the toxicity of many xenobiotics and marketed drugs.
References Abid, A., et al.: Biochem. Pharmacol., 50, 557 (1995), Gamage, N., et al.: Toxicol. Sci., 90, 5 (2006), Cerveny, L., et al.: Drug Metab. Dispos., 35, 1032 (2007), Hayeshi, R., et al.: Eur. J. Pharm. Sci., 35, 383 (2008),

• Brand: TRC

Chemical properties

• Molecular weight: 519.89
• Formula: C₂₄H₂₂ClNO₁₀
• Color/Form: Neat
• InChI: InChI=1S/C24H22ClNO10/c1-10-14(9-17(28)35-24-20(31)18(29)19(30)21(36-24)23(33)34)15-8-13(27)6-7-16(15)26(10)22(32)11-2-4-12(25)5-3-11/h2-8,18-21,24,27,29-31H,9H2,1H3,(H,33,34)/t18-,19-,20+,21-,24+/m0/s1
• InChI key: InChIKey=IBWUMWVXAGWEEB-NABGWTBKSA-N
• SMILES: Cc1c(CC(=O)O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)c2cc(O)ccc2n1C(=O)c1ccc(Cl)cc1