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

• ChemBase编号: 160778
• 分子式: C9H13N2O9P
• 平均质量: 324.181281
• 单一同位素质量: 324.03586664
• SMILES: [C@@H]1(O)[C@@H](COP(=O)(O)O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O
• Canonical SMILES: O[C@@H]1[C@H](O)[C@H](O[C@H]1n1ccc(=O)[nH]c1=O)COP(=O)(O)O
• InChI: InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7+,8-/m1/s1
• InChIKey: DJJCXFVJDGTHFX-CCXZUQQUSA-N

名称和登记号

名称

• IUPAC标准名: {[(2R,3S,4S,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC传统名: [(2R,3S,4S,5R)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid
• 别名: 1-(5-O-Phosphono-β-D-arabinofuranosyl)-2,4(1H,3H)-pyrimidinedione; Uracil Arabinonucleoside 5'-Phosphate; 1-β-D-Arabinofuranosyluracil 5'-Monophosphate

登记号

• CAS号: 18354-06-8
• PubChem SID: 162254913
• PubChem CID: 18817

理论计算性质

• Acid pKa: 1.2255025
• 质子受体: 8
• 质子供体: 5
• LogD (pH = 5.5): -4.98036
• LogD (pH = 7.4): -6.070781
• Log P: -2.538808
• 摩尔折射率: 63.4385 cm^3
• 极化性: 25.509138 Å^3
• 极化表面积: 165.86 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: Water
• 外观: Off-White to Pale Beige Solid
• 熔点: >150°C (dec.)

安全信息

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

详细说明

Toronto Research Chemicals - A764010

A metablite of 1-β-D-Arabinofuranosyluracil.

参考文献

• Kozarich, J., et al.: Biochemistry, 12, 4458 (1973)
• Mueller, W. E.G., et al.: Cancer Res., 39, 1102 (1973)
• Haynie, S., et al.: Appl. Biochem. Biotechnol., 23, 205 (1973)
• Corfu, N., et al.: Eur. J. Biochem., 199, 659 (1973)
• Fischer, B., et al.: J. Med