(3S,4S,6S)-3,4,5-trihydroxy-6-{2-hydroxy-4-[1-hydroxy-2-(methylamino)ethyl]phenoxy}oxane-2-carboxylic acid

• ChemBase编号: 168087
• 分子式: C15H21NO9
• 平均质量: 359.32854
• 单一同位素质量: 359.12163126
• SMILES: c1(c(ccc(c1)C(CNC)O)O[C@@H]1OC([C@H]([C@@H](C1O)O)O)C(=O)O)O
• Canonical SMILES: CNCC(c1ccc(c(c1)O)O[C@@H]1OC(C(=O)O)[C@H]([C@@H](C1O)O)O)O
• InChI: InChI=1S/C15H21NO9/c1-16-5-8(18)6-2-3-9(7(17)4-6)24-15-12(21)10(19)11(20)13(25-15)14(22)23/h2-4,8,10-13,15-21H,5H2,1H3,(H,22,23)/t8?,10-,11-,12?,13?,15+/m0/s1
• InChIKey: BLTFFSZSAZRUSC-JGWCBDLBSA-N

名称和登记号

名称

• IUPAC标准名: (3S,4S,6S)-3,4,5-trihydroxy-6-{2-hydroxy-4-[1-hydroxy-2-(methylamino)ethyl]phenoxy}oxane-2-carboxylic acid
• IUPAC传统名: (3S,4S,6S)-3,4,5-trihydroxy-6-{2-hydroxy-4-[1-hydroxy-2-(methylamino)ethyl]phenoxy}oxane-2-carboxylic acid
• 别名: 2-Hydroxy-4-[1-hydroxy-2-(methylamino)ethyl]phenyl β-D-Glucopyranosiduronic Acid; DL-Epinephrine β-D-Glucuronide

登记号

• PubChem SID: 162262219
• PubChem CID: 71316364

理论计算性质

• Acid pKa: 2.726085
• 质子受体: 10
• 质子供体: 7
• LogD (pH = 5.5): -4.1258254
• LogD (pH = 7.4): -4.132654
• Log P: -4.125617
• 摩尔折射率: 81.2421 cm^3
• 极化性: 32.931877 Å^3
• 极化表面积: 168.94 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - E588590

A metabolite of Epinephrine.

参考文献

• Gaudin C., et al.: Life Sci., 37, 1469 (1985)