5-ethyl-5-phenyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1,3-diazinane-2,4,6-trione

• ChemBase编号: 176484
• 分子式: C18H22N2O8
• 平均质量: 394.37588
• 单一同位素质量: 394.13761567
• SMILES: C1(=O)N(C(=O)NC(=O)C1(c1ccccc1)CC)[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)CO
• Canonical SMILES: OC[C@@H]1O[C@H]([C@H]([C@H]([C@@H]1O)O)O)N1C(=O)NC(=O)C(C1=O)(CC)c1ccccc1
• InChI: InChI=1S/C18H22N2O8/c1-2-18(9-6-4-3-5-7-9)15(25)19-17(27)20(16(18)26)14-13(24)12(23)11(22)10(8-21)28-14/h3-7,10-14,21-24H,2,8H2,1H3,(H,19,25,27)/t10-,11-,12+,13-,14-,18?/m1/s1
• InChIKey: KKRIJCSEOJCKLM-KBBLASEFSA-N

名称和登记号

名称

• IUPAC标准名: 5-ethyl-5-phenyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1,3-diazinane-2,4,6-trione
• IUPAC传统名: 5-ethyl-5-phenyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1,3-diazinane-2,4,6-trione
• 别名: 5-Ethyl-1-D-glucopyranosyl-5-phenyl-2,4,6(1H,3H,5H)-pyrimidinetrione; 1-β-D-Glucopyranosylphenobarbital; Phenobarbital N-β-D-Glucoside

登记号

• CAS号: 72209-10-0
• PubChem SID: 164232394
• PubChem CID: 115321

理论计算性质

• Acid pKa: 8.327768
• 质子受体: 8
• 质子供体: 5
• LogD (pH = 5.5): -0.7845938
• LogD (pH = 7.4): -0.8318506
• Log P: -0.78395593
• 摩尔折射率: 92.3051 cm^3
• 极化性: 36.860332 Å^3
• 极化表面积: 156.63 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - P316765

A metabolite of Phenobarbital (P316760).

参考文献

• Soine, W.H., et al.: Drug Metab. Dispos., 12, 792 (1984)
• Soine, W.H., et al.: J. Pharmac. Sci., 80, 99 (1984)