(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-({2-[(3,3,3-2H3)propyl](5,5,5-2H3)pentanoyl}oxy)oxane-2-carboxylic acid

• ChemBase编号: 179288
• 分子式: C14H24O8
• 平均质量: 320.33556
• 单一同位素质量: 320.14711773
• SMILES: O1[C@@H]([C@H](O)[C@@H]([C@H]([C@H]1C(=O)O)O)O)OC(=O)C(CCC)CCC
• Canonical SMILES: CCCC(C(=O)O[C@H]1O[C@H](C(=O)O)[C@@H]([C@H]([C@H]1O)O)O)CCC
• InChI: InChI=1S/C14H24O8/c1-3-5-7(6-4-2)13(20)22-14-10(17)8(15)9(16)11(21-14)12(18)19/h7-11,14-17H,3-6H2,1-2H3,(H,18,19)/t8-,9-,10+,11-,14-/m1/s1
• InChIKey: XXKSYIHWRBBHIC-YNXVLUOKSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-({2-[(3,3,3-^2H₃)propyl](5,5,5-^2H₃)pentanoyl}oxy)oxane-2-carboxylic acid
• IUPAC传统名: (2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-({2-[(3,3,3-^2H₃)propyl](5,5,5-^2H₃)pentanoyl}oxy)oxane-2-carboxylic acid
• 别名: 1-(2-Propylpentanoate-d6) β-D-Glucopyranuronic Acid; 1-O-(Valproyl-d6)-β-D-glucopyranuronic Acid; Dipropylacetate-d6 Glucuronide; VPA-G-d6; Valproate-d6 Glucuronide; Valproic Acid-d6 Glucuronide; Valproic Acid-d6 β-D-Glucuronide

登记号

• PubChem SID: 164235198
• PubChem CID: 71752850

理论计算性质

• Acid pKa: 3.4090018
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): -1.2283062
• LogD (pH = 7.4): -2.549972
• Log P: 0.8506575
• 摩尔折射率: 72.5477 cm^3
• 极化性: 29.858889 Å^3
• 极化表面积: 133.52 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - V094762

A labelled metabolite of Valproic acid.

参考文献

• Rudy, A., et al.: J. Pharmacol. Exp. Ther., 259, 1133 (1991)
• Nagai, K., et al.: J. Antimicrob. Chemother., 39, 295 (1991)
• Yamamura, N., et al.: Drug Metab. Dispos., 27, 724 (1999)