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

• ChemBase编号: 169611
• 分子式: C21H18O11
• 平均质量: 446.36102
• 单一同位素质量: 446.0849114
• SMILES: c1(cc(c2c(c1)occ(c2=O)c1ccc(cc1)O)O)O[C@@H]1O[C@H]([C@@H](O)[C@H](O)[C@@H]1O)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1O[C@@H](Oc2cc(O)c3c(c2)occ(c3=O)c2ccc(cc2)O)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H18O11/c22-9-3-1-8(2-4-9)11-7-30-13-6-10(5-12(23)14(13)15(11)24)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21-23,25-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1
• InChIKey: JIVINIISUDEORF-ZFORQUDYSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxane-2-carboxylic acid
• 别名: 5-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl β-D-Glucopyranosiduronic Acid; Genistein 7-β-D-Glucuronide

登记号

• CAS号: 38482-81-4
• PubChem SID: 162263743
• PubChem CID: 15940724

理论计算性质

• Acid pKa: 2.738625
• 质子受体: 11
• 质子供体: 6
• LogD (pH = 5.5): -1.565248
• LogD (pH = 7.4): -2.415487
• Log P: 1.1290789
• 摩尔折射率: 103.6947 cm^3
• 极化性: 40.819046 Å^3
• 极化表面积: 183.21 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO
• 外观: Brown Solid
• 熔点: >228°C (dec.)

安全信息

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

详细说明

Toronto Research Chemicals - G350015

Genistein (G350000) metabolite.

参考文献

• Zhou, S., et al.: J. Agric. Food Chem., 56, 8354 (2008)
• Hosoda, K., et al.: Drug Metab. Disposition, 36, 1485 (2008)
• Hosoda, K., et al.: Anal. Bioanal., Chem., 397, 1563 (2008)