{[(2R,3S,4S,5R)-5-[4-amino-2-oxo-1,2-dihydro(4,5,6-13C3)pyrimidin-1-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase编号: 165328
• 分子式: C9H14N3O8P
• 平均质量: 326.17448551
• 单一同位素质量: 326.06191557
• SMILES: [C@@H]1(O)[C@@H](COP(=O)(O)O)O[C@H]([C@@H]1O)n1[13cH][13cH][13c](nc1=O)N
• Canonical SMILES: O[C@@H]1[C@H](O)[C@H](O[C@H]1n1[13cH][13cH][13c](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/i1+1,2+1,5+1
• InChIKey: IERHLVCPSMICTF-BOZZUQJYSA-N

名称和登记号

名称

• IUPAC标准名: {[(2R,3S,4S,5R)-5-[4-amino-2-oxo-1,2-dihydro(4,5,6-^1^3C₃)pyrimidin-1-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC传统名: [(2R,3S,4S,5R)-5-[4-amino-2-oxo(4,5,6-^1^3C₃)pyrimidin-1-yl]-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid
• 别名: 4-Amino-1-(5-O-phosphono-β-D-arabinofuranosyl)-2(1H)-pyrimidinone-13C3; 1-β-D-Arabinofuranosylcytosine-13C3 5'-Monophosphate; Cytosine-13C3 Arabinoside Monophosphate; NSC 99445-13C3; Cytarabine-13C3 5'-Monophosphate

登记号

• PubChem SID: 162259461
• PubChem CID: 71315150

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: Aqueous Base
• 外观: White Solid
• 熔点: 160-164°C

安全信息

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

详细说明

Toronto Research Chemicals - C998107

A labelled 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)