(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(2-hydroxyethyl)-1H-indol-5-yl]oxy}oxane-2-carboxylic acid

• ChemBase编号: 171421
• 分子式: C16H19NO8
• 平均质量: 353.32396
• 单一同位素质量: 353.11106657
• SMILES: c1c(cc2c(c1)[nH]cc2CCO)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O
• Canonical SMILES: OCCc1c[nH]c2c1cc(cc2)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C16H19NO8/c18-4-3-7-6-17-10-2-1-8(5-9(7)10)24-16-13(21)11(19)12(20)14(25-16)15(22)23/h1-2,5-6,11-14,16-21H,3-4H2,(H,22,23)/t11-,12-,13+,14-,16+/m0/s1
• InChIKey: NFLHLWRXDOXSCF-JHZZJYKESA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(2-hydroxyethyl)-1H-indol-5-yl]oxy}oxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(2-hydroxyethyl)-1H-indol-5-yl]oxy}oxane-2-carboxylic acid
• 别名: 3-(2-Hydroxyethyl)-1H-indol-5-yl β-D-Glucopyranosiduronic Acid; 3-(2-Hydroxyethyl)indol-5-yl β-D-Glucosiduronic Acid; 5-Hydroxy Tryptophol β-D-Glucuronide

登记号

• CAS号: 27939-38-4
• PubChem SID: 164227331
• PubChem CID: 71749400

理论计算性质

• Acid pKa: 3.338151
• 质子受体: 8
• 质子供体: 6
• LogD (pH = 5.5): -2.8046308
• LogD (pH = 7.4): -4.075783
• Log P: -0.6580396
• 摩尔折射率: 82.7081 cm^3
• 极化性: 33.94545 Å^3
• 极化表面积: 152.47 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - H976010

A metabolite of 5-Hydroxytryptamine (H974990).

参考文献

• Kveder, S., et al.: Biochem. J., 85, 447 (1962)
• Iskric, S., et al.: Anal. Biochem., 7, 297 (1962)