benzyl (3S,4S)-3,4,5,6-tetrahydroxy(2,3,4,5,6-13C5)oxane-2-carboxylate

• ChemBase编号: 161609
• 分子式: C13H16O7
• 平均质量: 290.21786903
• 单一同位素质量: 290.10973188
• SMILES: [13C@@H]1([13C@@H]([13CH]([13CH](O[13CH]1[13C](=O)OCc1ccccc1)O)O)O)O
• Canonical SMILES: O[13CH]1O[13CH]([13C](=O)OCc2ccccc2)[13C@H]([13C@@H]([13CH]1O)O)O
• InChI: InChI=1S/C13H16O7/c14-8-9(15)11(20-12(17)10(8)16)13(18)19-6-7-4-2-1-3-5-7/h1-5,8-12,14-17H,6H2/t8-,9-,10?,11?,12?/m0/s1/i8+1,9+1,10+1,11+1,12+1,13+1
• InChIKey: MYEUFSLWFIOAGY-AGSJBGDMSA-N

名称和登记号

名称

• IUPAC标准名: benzyl (3S,4S)-3,4,5,6-tetrahydroxy(2,3,4,5,6-^1^3C₅)oxane-2-carboxylate
• IUPAC传统名: benzyl (3S,4S)-3,4,5,6-tetrahydroxy(2,3,4,5,6-^1^3C₅)oxane-2-carboxylate
• 别名: Glucuronic Acid-13C6 Benzyl Ester; D-Glucuronic Acid-13C6 Phenylmethyl Ester; Benzyl D-Glucuronate-13C6

登记号

• PubChem SID: 162255744
• PubChem CID: 71313844

理论计算性质

• Acid pKa: 11.283208
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): -0.74189824
• LogD (pH = 7.4): -0.74195427
• Log P: -0.7418975
• 摩尔折射率: 65.1725 cm^3
• 极化性: 26.588284 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 - B279802

Used in efficient synthesis of 1β-O-acyl glucuronides via regioselective acylation

参考文献

• Meng, X., et al.: J. Med. Chem., 50, 6165 (2007)