(2S,3S,4S,5R,6S)-6-{[2-(3-benzoylphenyl)(3-13C,3,3,3-2H3)propanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase编号: 172096
• 分子式: C22H22O9
• 平均质量: 431.39733484
• 单一同位素质量: 431.12973712
• SMILES: O1[C@H]([C@@H](O)[C@H]([C@@H]([C@@H]1C(=O)O)O)O)OC(=O)C(c1cccc(c1)C(=O)c1ccccc1)[13CH3]
• Canonical SMILES: O=C(C(c1cccc(c1)C(=O)c1ccccc1)[13CH3])O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C22H22O9/c1-11(13-8-5-9-14(10-13)15(23)12-6-3-2-4-7-12)21(29)31-22-18(26)16(24)17(25)19(30-22)20(27)28/h2-11,16-19,22,24-26H,1H3,(H,27,28)/t11?,16-,17-,18+,19-,22-/m0/s1/i1+1
• InChIKey: PBTXSZZKPHBHMA-PJBLVYQPSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6S)-6-{[2-(3-benzoylphenyl)(3-^1^3C,3,3,3-^2H₃)propanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6S)-6-{[2-(3-benzoylphenyl)(3-^1^3C,3,3,3-^2H₃)propanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• 别名: 1-[3-Benzoly-α-(methyl-13C,d3)benzeneacetate]-β-D-glucopyranuronic Acid; Ketoprofen-13C,d3 Glucuronide; dl-Ketoprofen-13C,d3 Glucuronide; rac Ketoprofen-13C,d3 Acyl-β-D-glucuronide

登记号

• PubChem SID: 164228006
• PubChem CID: 71749692

理论计算性质

• Acid pKa: 3.2414277
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -0.5727478
• LogD (pH = 7.4): -1.7723304
• Log P: 1.6655399
• 摩尔折射率: 104.8142 cm^3
• 极化性: 41.780468 Å^3
• 极化表面积: 150.59 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Acetonitrile; DMSO
• 外观: Off-White Solid
• 熔点: 83-90°C

安全信息

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

详细说明

Toronto Research Chemicals - K200812

A labelled metabolite of Ketoprofen (K200800).

参考文献

• Skordi, E., et al.: Xenobiotica, 34, 1075 (2004)