(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[4-hydroxy-2-oxo-3-(3-oxo-1-phenylbutyl)-2H-chromen-7-yl]oxy}oxane-2-carboxylic acid

• ChemBase编号: 171459
• 分子式: C25H24O11
• 平均质量: 500.45146
• 单一同位素质量: 500.13186159
• SMILES: c1c(ccc2c1oc(=O)c(c2O)C(CC(=O)C)c1ccccc1)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O
• Canonical SMILES: CC(=O)CC(c1c(=O)oc2c(c1O)ccc(c2)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)c1ccccc1
• InChI: InChI=1S/C25H24O11/c1-11(26)9-15(12-5-3-2-4-6-12)17-18(27)14-8-7-13(10-16(14)35-24(17)33)34-25-21(30)19(28)20(29)22(36-25)23(31)32/h2-8,10,15,19-22,25,27-30H,9H2,1H3,(H,31,32)/t15?,19-,20-,21+,22-,25+/m0/s1
• InChIKey: HGQPQZDYDCOEEI-LWNSMTRGSA-N

名称和登记号

名称

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

登记号

• CAS号: 24579-17-7
• PubChem SID: 164227369
• PubChem CID: 71749422

理论计算性质

• Acid pKa: 2.9157739
• 质子受体: 10
• 质子供体: 5
• LogD (pH = 5.5): -2.1159518
• LogD (pH = 7.4): -4.160053
• Log P: 0.49334848
• 摩尔折射率: 120.8528 cm^3
• 极化性: 47.607292 Å^3
• 极化表面积: 180.05 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - H996135

A glucuronide of monohydroxylated Warfarin metabolite, 7-Hydroxy Warfarin (H996130).

参考文献

• Zielinska, A., et al.: J. Pharmacol. Exp. Ther., 324, 139 (2008)