methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-(methoxycarbonyl)phenoxy]oxane-2-carboxylate

• ChemBase编号: 174322
• 分子式: C15H18O9
• 平均质量: 342.29802
• 单一同位素质量: 342.09508216
• SMILES: O1[C@@H](Oc2ccccc2C(=O)OC)[C@@H](O)[C@H]([C@@H]([C@@H]1C(=O)OC)O)O
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2ccccc2C(=O)OC)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C15H18O9/c1-21-13(19)7-5-3-4-6-8(7)23-15-11(18)9(16)10(17)12(24-15)14(20)22-2/h3-6,9-12,15-18H,1-2H3/t9-,10-,11+,12-,15+/m0/s1
• InChIKey: LDORTLMDVQBDPM-QKZHPOIUSA-N

名称和登记号

名称

• IUPAC标准名: methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-(methoxycarbonyl)phenoxy]oxane-2-carboxylate
• IUPAC传统名: methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-(methoxycarbonyl)phenoxy]oxane-2-carboxylate
• 别名: 2-(Μethoxycarbonyl)phenyl β-D-Glucopyranosiduronic Αcid Μethyl Εster; Methyl Salicylate β-D-O-Glucuronide Methyl Ester

登记号

• CAS号: 226932-59-8
• PubChem SID: 164230232
• PubChem CID: 71750605

理论计算性质

• Acid pKa: 12.165672
• 质子受体: 7
• 质子供体: 3
• LogD (pH = 5.5): -0.12874213
• LogD (pH = 7.4): -0.12874949
• Log P: -0.12874204
• 摩尔折射率: 76.8451 cm^3
• 极化性: 31.1672 Å^3
• 极化表面积: 131.75 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane; Methanol
• 外观: Off-White Solid

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - M326585

Intermediate in the synthesis of Aspirin metabolite.

参考文献

• Grootveld, M., et al.: Biochem. Pharmacol., 37, 271 (1988)
• Subbegowda, R., et al.: Cancer Res., 58, 2772 (1988)
• Yoshida, Y., et al.: Eur. J. Pharmacol., 349, 49 (1988)