4-[(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](hydroxy)methyl]-6-methoxyquinolin-1-ium-1-olate

• ChemBase编号: 177290
• 分子式: C20H24N2O3
• 平均质量: 340.41616
• 单一同位素质量: 340.17869264
• SMILES: c1(ccc2c(c1)c(cc[n+]2[O-])[C@H]([C@H]1N2CC[C@@H](C1)[C@H](C2)C=C)O)OC
• Canonical SMILES: C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@@H](c1cc[n+](c2c1cc(OC)cc2)[O-])O
• InChI: InChI=1S/C20H24N2O3/c1-3-13-12-21-8-6-14(13)10-19(21)20(23)16-7-9-22(24)18-5-4-15(25-2)11-17(16)18/h3-5,7,9,11,13-14,19-20,23H,1,6,8,10,12H2,2H3/t13-,14-,19-,20+/m0/s1
• InChIKey: GBBIANHNFAPFOH-WZBLMQSHSA-N

名称和登记号

名称

• IUPAC标准名: 4-[(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](hydroxy)methyl]-6-methoxyquinolin-1-ium-1-olate
• IUPAC传统名: 4-[(R)-[(1S,2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](hydroxy)methyl]-6-methoxyquinolin-1-ium-1-olate
• 别名: (8α,9R)-6'-Methoxycinchonan-9-ol 1'-Oxide; Quinine 1'-N-Oxide; Quinine N'-Oxide; Quinine ar-N-Oxide; Quinine 1'-Oxide

登记号

• CAS号: 54821-44-2
• PubChem SID: 164233200
• PubChem CID: 40493387

理论计算性质

• 可自由旋转的化学键: 4
• 里宾斯基五规则: true
• Acid pKa: 13.805381
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -1.7064064
• LogD (pH = 7.4): -0.051033214
• Log P: 1.4144448
• 摩尔折射率: 98.6011 cm^3
• 极化性: 38.78634 Å^3
• 极化表面积: 58.16 Å^2

详细说明

Toronto Research Chemicals - Q694010

A metabolite of Quinine.

参考文献

• Small, D.L., J. Chem. Med., 22,1014 (1979)
• Guentert, T.W., et al.: Eur. J. Drug Metab. Pharmacokinet., 7, 31 (1979)
• Chang, Y.F., et al.: Neurochem. Res., 13, 455 (1979)