methyl (2S,3S,4S,5R,6S)-6-(4-acetamidophenoxy)-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase编号: 158936
• 分子式: C15H19NO8
• 平均质量: 341.31326
• 单一同位素质量: 341.11106657
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1C(=O)OC)Oc1ccc(cc1)NC(=O)C)O)O)O
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2ccc(cc2)NC(=O)C)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C15H19NO8/c1-7(17)16-8-3-5-9(6-4-8)23-15-12(20)10(18)11(19)13(24-15)14(21)22-2/h3-6,10-13,15,18-20H,1-2H3,(H,16,17)/t10-,11-,12+,13-,15+/m0/s1
• InChIKey: PBCDFJAIFOUUBQ-DKBOKBLXSA-N

名称和登记号

名称

• IUPAC标准名: methyl (2S,3S,4S,5R,6S)-6-(4-acetamidophenoxy)-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC传统名: methyl (2S,3S,4S,5R,6S)-6-(4-acetamidophenoxy)-3,4,5-trihydroxyoxane-2-carboxylate
• 别名: 4-(Acetylamino)phenyl β-D-Glucopyranosiduronic Acid Methyl Ester; Acetaminophen Glucuronide Methyl Ester; 4-Acetamidophenyl β-D-Glucuronic Acid Methyl Ester

登记号

• CAS号: 570394-17-1
• PubChem SID: 162253071
• PubChem CID: 71312744

理论计算性质

• Acid pKa: 12.164854
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): -0.8945087
• LogD (pH = 7.4): -0.8945161
• Log P: -0.89450866
• 摩尔折射率: 79.6828 cm^3
• 极化性: 31.587362 Å^3
• 极化表面积: 134.55 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Ethanol; Methanol
• 外观: Pale Orange Solid
• 熔点: 118-120°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - A158495

Intermediate in the preparation of Acetaminophen metabolites

参考文献

• Burgess, S., et al.: Anal. Biochem., 312, 228 (2003)