(2S,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase编号: 157572
• 分子式: C21H18O13
• 平均质量: 478.35982
• 单一同位素质量: 478.07474064
• SMILES: c1cc(c(cc1c1c(c(=O)c2c(cc(cc2o1)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)O)O)O)O)O)O
• Canonical SMILES: Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C21H18O13/c22-7-4-10(25)12-11(5-7)32-17(6-1-2-8(23)9(24)3-6)18(13(12)26)33-21-16(29)14(27)15(28)19(34-21)20(30)31/h1-5,14-16,19,21-25,27-29H,(H,30,31)/t14-,15-,16+,19-,21+/m0/s1
• InChIKey: DUBCCGAQYVUYEU-ZUGPOPFOSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• 别名: 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl β-D-Glucopyranosiduronic Acid; Quercetin 3-O-Glucuronide; Quercetin 3-O-β-D-Glucuronopyranoside; Quercetin 3-Glucuronide; Quercetin 3-β-Glucuronide; Quercetin Glucuronide; Quercetin β-Glucuronide; Quercituron; Quercetin 3-O-β-D-Glucuronide; 3,3′,4′,5,7-Pentahydroxyflavone 3-glucuronide; Mikwelianin; Miquelianin; Quercetin 3-O-β-D-glucuronide; Querciturone; Quercetin 3-glucuronide

登记号

• CAS号: 22688-79-5
• MDL号: MFCD09752939
• PubChem SID: 162251709
• PubChem CID: 5274585

理论计算性质

• Acid pKa: 2.6505625
• 质子受体: 13
• 质子供体: 8
• LogD (pH = 5.5): -2.6396623
• LogD (pH = 7.4): -4.3444734
• Log P: 0.17543924
• 摩尔折射率: 109.1429 cm^3
• 极化性: 42.194145 Å^3
• 极化表面积: 223.67 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

安全信息

• 德国WGK号: 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥95% (HPLC)
• 级别: analytical standard
• 有效期: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C21H18O13

详细说明

Toronto Research Chemicals - Q509510

Quercetin 3-O-β-D-Glucuronide is the major metabolite of Quercetin (Q509500).

参考文献

• Ajay, M., et al.: Life Sci., 74, 603 (2003)
• Shen, S., et al.: Toxicol. Appl. Pharmacol., 197, 84 (2003)
• Amira, S., et al.: Eur. J. Pharmacol. 599, 126 (2003)