Biochanin A-7-O-β-D-glucuronide

CAS: 38482-76-7

Ref. TR-B387260

Produktinformation

• Name: Biochanin A-7-O-β-D-glucuronide
• Synonyme: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-3-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid

Beschreibung

Applications Biochanin A-7-O-β-D-glucuronide is a metabolite of Biochanin A (B387250), an isoflavone with anticancer proliferation, differentiation and chemopreventitive properties. Acyl glucuronides have been linked with the toxic properties of drugs that contain carboxylic acid moieties. Multiple experiments have explored the potential biologic and toxicologic effects of acyl glucuronide metabolites of various drugs.
References Chae, Y.H., et al.: Chem. Biol. Interactions, 82, 181 (1992), Jing, Y. and Waxman, S.: Anticancer Res., 15(4), 1147 (1995) Shipkova M., et al.: Ther. Drug. Monit., 25, 1 (2003); Regan, L., et al.: Biopharm. Drug. Dispos., 31, 367 (2010);

• Marke: TRC

Chemische Eigenschaften

• Molekulargewicht: 460.388
• Formel: C₂₂H₂₀O₁₁
• Farbe/Form: Neat
• InChl: InChI=1S/C22H20O11/c1-30-10-4-2-9(3-5-10)12-8-31-14-7-11(6-13(23)15(14)16(12)24)32-22-19(27)17(25)18(26)20(33-22)21(28)29/h2-8,17-20,22-23,25-27H,1H3,(H,28,29)/t17-,18-,19+,20-,22+/m0/s1
• InChI Key: InChIKey=KXYGEGYBMOCKNJ-SXFAUFNYSA-N
• SMILES: COc1ccc(-c2coc3cc(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O)cc(O)c3c2=O)cc1