(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-methyl-2-(propan-2-yl)(1,2,6,6-2H4)cyclohexyl]oxy}oxane-2-carboxylic acid

• ChemBase编号: 172654
• 分子式: C16H28O7
• 平均质量: 332.38932
• 单一同位素质量: 332.18350324
• SMILES: C1C(CCC(C1O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)O)O)O)O)C(C)C)C
• Canonical SMILES: CC1CCC(C(C1)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)C(C)C
• InChI: InChI=1S/C16H28O7/c1-7(2)9-5-4-8(3)6-10(9)22-16-13(19)11(17)12(18)14(23-16)15(20)21/h7-14,16-19H,4-6H2,1-3H3,(H,20,21)/t8?,9?,10?,11-,12-,13+,14-,16+/m0/s1
• InChIKey: CLJGMBYGTHRUNF-SHLVDPONSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-methyl-2-(propan-2-yl)(1,2,6,6-^2H₄)cyclohexyl]oxy}oxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[2-isopropyl-5-methyl(1,2,6,6-^2H₄)cyclohexyl]oxy}oxane-2-carboxylic acid
• 别名: 5-Methyl-2-(1-methylethyl)cyclohexyl-d4 β-D-Glucopyranosiduronic Acid; p-Menth-3-yl-d4 Glucosiduronic Acid; Menthol-d4 β-D-Glucuronide (Mixture of Diasteromers)

登记号

• PubChem SID: 164228564
• PubChem CID: 71749956

理论计算性质

• Acid pKa: 3.9110594
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): -0.38132527
• LogD (pH = 7.4): -1.9941368
• Log P: 1.2137121
• 摩尔折射率: 79.726 cm^3
• 极化性: 32.641827 Å^3
• 极化表面积: 116.45 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - M218907

Labelled DL-Menthol β-D-Glucuronide. DL-Menthol β-D-Glucuronide is a metabolite of DL-Methanol.

参考文献

• Eccles, R., et al.: J. Pharm. Pharmacol., 46, 618 (1994)
• Feng, S., et al.: Toxicol. Lett., 173, 101 (1994)
• Dempsey, D., et al.: Clin. Pharmacol. Ther., 76, 64 (1994)