(2S,3S,4S,5R,6R)-6-[(1R)-1-(3-{[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}phenyl)-2-(methylamino)ethoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase编号: 176547
• 分子式: C21H29NO14
• 平均质量: 519.45326
• 单一同位素质量: 519.15880461
• SMILES: c1c(cccc1[C@H](CNC)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)O)O)O)O)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)O)O)O)O
• Canonical SMILES: CNC[C@@H](c1cccc(c1)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H29NO14/c1-22-6-9(34-21-15(28)11(24)13(26)17(36-21)19(31)32)7-3-2-4-8(5-7)33-20-14(27)10(23)12(25)16(35-20)18(29)30/h2-5,9-17,20-28H,6H2,1H3,(H,29,30)(H,31,32)/t9-,10-,11-,12-,13-,14+,15+,16-,17-,20+,21+/m0/s1
• InChIKey: VDQQBBUYOKHAOY-GYSDEIIGSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6R)-6-[(1R)-1-(3-{[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}phenyl)-2-(methylamino)ethoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6R)-6-[(1R)-1-(3-{[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}phenyl)-2-(methylamino)ethoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• 别名: Phenylephrine 2-O-3'-O-Diglucuronide

登记号

• PubChem SID: 164232457
• PubChem CID: 71751610

理论计算性质

• Acid pKa: 2.6675127
• 质子受体: 15
• 质子供体: 9
• LogD (pH = 5.5): -7.460142
• LogD (pH = 7.4): -8.704464
• Log P: -5.53413
• 摩尔折射率: 111.5419 cm^3
• 极化性: 46.05047 Å^3
• 极化表面积: 244.93 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO; Methanol; Water
• 外观: Off-White Solid
• 熔点: >189°C (dec.)

详细说明

Toronto Research Chemicals - P320645

Metabolite of Phenylephrine (P320635).