{[(2R,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase编号: 165894
• 分子式: C9H14N3O7P
• 平均质量: 307.197121
• 单一同位素质量: 307.05693643
• SMILES: n1([C@H]2C[C@H]([C@H](O2)COP(=O)(O)O)O)ccc(nc1=O)N
• Canonical SMILES: O[C@@H]1C[C@@H](O[C@@H]1COP(=O)(O)O)n1ccc(nc1=O)N
• InChI: InChI=1S/C9H14N3O7P/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(19-8)4-18-20(15,16)17/h1-2,5-6,8,13H,3-4H2,(H2,10,11,14)(H2,15,16,17)/t5-,6-,8-/m1/s1
• InChIKey: NCMVOABPESMRCP-ATRFCDNQSA-N

名称和登记号

名称

• IUPAC标准名: {[(2R,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC传统名: [(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxyphosphonic acid
• 别名: 2'-Deoxy-5'-cytidylic Acid Hydrate; 2'-Deoxycytidine 5'-(Dihydrogen Phosphate) Hydrate; 2'-Deoxycytidine 5'-Monophosphate Hydrate

登记号

• PubChem SID: 162260027
• PubChem CID: 12133245

理论计算性质

• Acid pKa: 1.2800924
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -4.4607296
• LogD (pH = 7.4): -5.543908
• Log P: -2.284406
• 摩尔折射率: 63.907 cm^3
• 极化性: 25.347824 Å^3
• 极化表面积: 154.91 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 - D232675

A phosphorylated metabolite of the deoxyribonucleoside 2’-Deoxycytidine. A constituent of Deoxyribonucleic acid. Studies show that it increases influenza virus antigen-induced immune cell proliferation.

参考文献

• Holen, E. et al.: Nutrition, 21, 1003 (2005)
• Alexandre, J.A. et al.: Nucleosides Nucleotides Nucelic Acids, 26, 1375 (2005)