(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid

• ChemBase编号: 168148
• 分子式: C21H22O9
• 平均质量: 418.39398
• 单一同位素质量: 418.12638228
• SMILES: [C@H]1(O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)Oc1ccc2c(c1)OCC(C2)c1ccc(cc1)O
• Canonical SMILES: OC(=O)[C@@H]1O[C@@H](Oc2ccc3c(c2)OCC(C3)c2ccc(cc2)O)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H22O9/c22-13-4-1-10(2-5-13)12-7-11-3-6-14(8-15(11)28-9-12)29-21-18(25)16(23)17(24)19(30-21)20(26)27/h1-6,8,12,16-19,21-25H,7,9H2,(H,26,27)/t12?,16-,17-,18+,19-,21+/m0/s1
• InChIKey: XDPLKWRSVXUQBN-ATVZYYHQSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid
• 别名: 3,4-Dihydro-3-(4-hydroxyphenyl)-2H-1-benzopyran-7-yl-β-D-glucopyranosiduronic Acid; Equol Glucuronide; (R,S)-Equol 7-β-D-Glucuronide

登记号

• PubChem SID: 162262280
• PubChem CID: 71316395

理论计算性质

• Acid pKa: 3.0136414
• 质子受体: 9
• 质子供体: 5
• LogD (pH = 5.5): -1.206253
• LogD (pH = 7.4): -2.2298293
• Log P: 1.2438843
• 摩尔折射率: 100.972 cm^3
• 极化性: 40.06712 Å^3
• 极化表面积: 145.91 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: Yellow to Pale Orange Solid
• 熔点: 140-142°C

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - E593010

(R,S)-Equol 7-β-D-Glucuronide is a glucuronide metabolite of isoflavone Daidzein (D103500).

参考文献

• Heinonen, S., et al.: Anal. Biochem., 274, 211 (1999)
• Setchell, K., et al.: J. Nutr., 132, 3577 (1999)
• Thigpen, J., et al.: Comp. Med., 53, 607 (1999)
• Yee, S., et al.: Food Chem. Toxicol., 46, 2713 (1999)