prop-2-en-1-yl (3S,4S)-3,4,5,6-tetrahydroxy(2,3,4,5,6-13C5)oxane-2-carboxylate

• ChemBase编号: 159690
• 分子式: C9H14O7
• 平均质量: 240.15918903
• 单一同位素质量: 240.09408182
• SMILES: [13C@@H]1([13C@@H]([13CH]([13CH](O[13CH]1[13C](=O)OCC=C)O)O)O)O
• Canonical SMILES: C=CCO[13C](=O)[13CH]1O[13CH](O)[13CH]([13C@H]([13C@@H]1O)O)O
• InChI: InChI=1S/C9H14O7/c1-2-3-15-9(14)7-5(11)4(10)6(12)8(13)16-7/h2,4-8,10-13H,1,3H2/t4-,5-,6?,7?,8?/m0/s1/i4+1,5+1,6+1,7+1,8+1,9+1
• InChIKey: HYPHSXHTCHCXAT-ZQSLFJNVSA-N

名称和登记号

名称

• IUPAC标准名: prop-2-en-1-yl (3S,4S)-3,4,5,6-tetrahydroxy(2,3,4,5,6-^1^3C₅)oxane-2-carboxylate
• IUPAC传统名: prop-2-en-1-yl (3S,4S)-3,4,5,6-tetrahydroxy(2,3,4,5,6-^1^3C₅)oxane-2-carboxylate
• 别名: D-Glucopyranuronic Acid-13C6 2-Propen-1-yl Ester; D-Glucuronic Acid-13C6 2-Propenyl Ester; Allyl D-Glucuronate-13C6

登记号

• PubChem SID: 162253825
• PubChem CID: 71313092

理论计算性质

• Acid pKa: 11.283208
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): -1.7351215
• LogD (pH = 7.4): -1.7351775
• Log P: -1.7351208
• 摩尔折射率: 49.7226 cm^3
• 极化性: 20.550245 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

分子性质

理化性质

• 溶解度: Acetone; Methanol
• 外观: White Solid
• 熔点: 111-113°C

安全信息

• 保存条件: -86°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - A555402

Labelled Allyl D-Glucuronate. It is used in efficient synthesis of 1β-O-acyl glucuronides via regioselective acylation of allyl or benzyl D-glucuronate. Αcyl glucuronides are known metabolites of important drugs.

参考文献

• Kaspersen, F., et al.: Xenobiotica, 17, 1451 (1987)
• Ebner, T., et al.: Drug Metab. Dispos., 27, 1143 (1987)
• Shipkova, M., et al.: Ther. Drug Monit., 25, 1 (1987)
• Stachulski, A., et al.: J. Med. Chem., 49, 6931 (1987)