{2-[({[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4,4-difluoro-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)oxy]ethyl}trimethylazanium

• ChemBase编号: 169591
• 分子式: C14H24F2N4O10P2
• 平均质量: 508.3054884
• 单一同位素质量: 508.09357269
• SMILES: [C@H]1(C([C@@H](O[C@@H]1COP(=O)(OP(=O)(OCC[N+](C)(C)C)[O-])O)n1c(=O)nc(cc1)N)(F)F)O
• Canonical SMILES: O[C@H]1[C@@H](COP(=O)(OP(=O)(OCC[N+](C)(C)C)[O-])O)O[C@H](C1(F)F)n1ccc(nc1=O)N
• InChI: InChI=1S/C14H24F2N4O10P2/c1-20(2,3)6-7-27-31(23,24)30-32(25,26)28-8-9-11(21)14(15,16)12(29-9)19-5-4-10(17)18-13(19)22/h4-5,9,11-12,21H,6-8H2,1-3H3,(H3-,17,18,22,23,24,25,26)/t9-,11+,12-/m1/s1
• InChIKey: WEAJNZCNBIEIHD-ADEWGFFLSA-N

名称和登记号

名称

• IUPAC标准名: {2-[({[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4,4-difluoro-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)oxy]ethyl}trimethylazanium
• IUPAC传统名: [2-({[(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-4,4-difluoro-3-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl phosphonato}oxy)ethyl]trimethylazanium
• 别名: Gemcitabine 5’-Diphosphate Choline; Gemcitabine Diphosphate Choline

登记号

• PubChem SID: 162263723
• PubChem CID: 71317047

理论计算性质

• Acid pKa: 1.8451427
• 质子受体: 9
• 质子供体: 3
• LogD (pH = 5.5): -5.759049
• LogD (pH = 7.4): -6.123097
• Log P: -5.7776356
• 摩尔折射率: 112.2894 cm^3
• 极化性: 40.476093 Å^3
• 极化表面积: 193.27 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Water
• 外观: White Solid
• 熔点: 224-226°C

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - G305015

Gemcitabine (G305000) derivative. An antineoplastic agent.

参考文献

• Kennedy., E.P., et al.: J. Biol. Chem., 222, 193 (1956)