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

• ChemBase编号: 165327
• 分子式: C9H14N3O8P
• 平均质量: 323.196521
• 单一同位素质量: 323.05185105
• SMILES: [C@@H]1(O)[C@@H](COP(=O)(O)O)O[C@H]([C@@H]1O)n1ccc(nc1=O)N
• Canonical SMILES: O[C@@H]1[C@H](O)[C@H](O[C@H]1n1ccc(nc1=O)N)COP(=O)(O)O
• InChI: InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7+,8-/m1/s1
• InChIKey: IERHLVCPSMICTF-CCXZUQQUSA-N

名称和登记号

名称

• IUPAC标准名: {[(2R,3S,4S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC传统名: [(2R,3S,4S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid
• 别名: 4-Amino-1-(5-O-phosphono-β-D-arabinofuranosyl)-2(1H)-pyrimidinone; 1-β-D-Arabinofuranosylcytosine 5'-Monophosphate; Cytosine Arabinoside Monophosphate; Cytosine-β-D-arabinofuranoside-5'-monophosphoric Acid; NSC 99445; Cytarabine 5'-Monophosphate

登记号

• CAS号: 7075-11-8
• PubChem SID: 162259460
• PubChem CID: 65177

理论计算性质

• Acid pKa: 1.2485515
• 质子受体: 9
• 质子供体: 5
• LogD (pH = 5.5): -5.362575
• LogD (pH = 7.4): -6.4509172
• Log P: -3.1546948
• 摩尔折射率: 65.4177 cm^3
• 极化性: 26.073345 Å^3
• 极化表面积: 175.14 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Basic Aqueous
• 外观: White Solid
• 熔点: 169-174°C

安全信息

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

详细说明

Toronto Research Chemicals - C998105

A derivative of Cytarabine, a potent cytotoxic-antiviral nucleoside.

参考文献

• Kufe, D., et al.: J. Biol. Chem., 255, 8997 (1980)
• Ross, D., et al.: Cancer Res., 50, 2658 (1980)
• Bhalla, K., et al.: Blood, 80, 2883 (1980)
• Tonetti, D., et al.: J. Biol. Chem., 269, 23230 (1980)