(2S,3S,4S,5R,6R)-6-{[1-(carbamoyloxy)-3-(2-methoxyphenoxy)propan-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase编号: 172718
• 分子式: C17H23NO11
• 平均质量: 417.36462
• 单一同位素质量: 417.12711056
• SMILES: c1(ccccc1OCC(COC(=O)N)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)OC
• Canonical SMILES: COc1ccccc1OCC(O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)COC(=O)N
• InChI: InChI=1S/C17H23NO11/c1-25-9-4-2-3-5-10(9)26-6-8(7-27-17(18)24)28-16-13(21)11(19)12(20)14(29-16)15(22)23/h2-5,8,11-14,16,19-21H,6-7H2,1H3,(H2,18,24)(H,22,23)/t8?,11-,12-,13+,14-,16+/m0/s1
• InChIKey: AWABFKBRFKCYRC-YKUFYHOPSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6R)-6-{[1-(carbamoyloxy)-3-(2-methoxyphenoxy)propan-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6R)-6-{[1-(carbamoyloxy)-3-(2-methoxyphenoxy)propan-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• 别名: 2-[(Aminocarbonyl)oxy]-1-[(2-methoxyphenoxy)methyl]ethyl β-D-Glucopyranosiduronic Acid Sodium Salt; Methocarbamol Glucuronide Sodium; Methocarbamol β-D-Glucuronide Sodium Salt(Mixture of Diastereromers)

登记号

• PubChem SID: 164228628
• PubChem CID: 71749984

理论计算性质

• Acid pKa: 2.981611
• 质子受体: 10
• 质子供体: 5
• LogD (pH = 5.5): -3.4848213
• LogD (pH = 7.4): -4.4822555
• Log P: -1.0055149
• 摩尔折射率: 91.3481 cm^3
• 极化性: 37.271465 Å^3
• 极化表面积: 187.23 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol; Water
• 外观: White Solid
• 熔点: 194-198°C (dec.)

安全信息

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

详细说明

Toronto Research Chemicals - M225960

A metabolite of Methocarbamol (M225950).

参考文献

• Thompson, R.M., et al.: Xenobiotica, 5,145 (1975)