(2S,3S,4S,5R,6R)-6-{[(5E)-5-[(2-aminoethoxy)imino]-5-[4-(trifluoromethyl)phenyl]pentyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase编号: 166439
• 分子式: C20H27F3N2O8
• 平均质量: 480.4321896
• 单一同位素质量: 480.17195049
• SMILES: c1cc(ccc1/C(=N/OCCN)/CCCCO[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)C(F)(F)F
• Canonical SMILES: NCCO/N=C(/c1ccc(cc1)C(F)(F)F)\CCCCO[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C20H27F3N2O8/c21-20(22,23)12-6-4-11(5-7-12)13(25-32-10-8-24)3-1-2-9-31-19-16(28)14(26)15(27)17(33-19)18(29)30/h4-7,14-17,19,26-28H,1-3,8-10,24H2,(H,29,30)/b25-13+/t14-,15-,16+,17-,19+/m0/s1
• InChIKey: BFHCANBAKJDDQR-PCTIKJEGSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6R)-6-{[(5E)-5-[(2-aminoethoxy)imino]-5-[4-(trifluoromethyl)phenyl]pentyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6R)-6-{[(5E)-5-[(2-aminoethoxy)imino]-5-[4-(trifluoromethyl)phenyl]pentyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• 别名: (E)-5-[(2-Aminoethoxy)imino]-5-[4-(trifluoromethyl)phenyl]pentyl β-D-Glucopyranosiduronic Acid; Desmethyl Fluvoxamine β-D-Glucuronide

登记号

• CAS号: 89103-66-2
• PubChem SID: 162260572
• PubChem CID: 71315737

理论计算性质

• Acid pKa: 3.2760706
• 质子受体: 10
• 质子供体: 5
• LogD (pH = 5.5): -1.563093
• LogD (pH = 7.4): -1.5679104
• Log P: -1.5618157
• 摩尔折射率: 106.7266 cm^3
• 极化性: 41.68481 Å^3
• 极化表面积: 164.06 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - D291633

A metabolite of Fluvoxamine (F603500).

参考文献

• Ruijten, H.M., et al.: Drug Metab. Dispos., 12, 82 (1984)