{[(2R,3S,4S,5R)-5-[2,4-dioxo-1,2,3,4-tetrahydro(2-13C,1,3-15N2)pyrimidin-1-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase编号: 160779
• 分子式: C9H13N2O9P
• 平均质量: 327.16075363
• 单一同位素质量: 327.03329126
• SMILES: [C@@H]1(O)[C@@H](COP(=O)(O)O)O[C@H]([C@@H]1O)[15n]1ccc(=O)[15nH][13c]1=O
• Canonical SMILES: O[C@@H]1[C@H](O)[C@H](O[C@H]1[15n]1ccc(=O)[15nH][13c]1=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/i9+1,10+1,11+1
• InChIKey: DJJCXFVJDGTHFX-MXHOLXRKSA-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-tetrahydro(2-^1^3C,1,3-^1^5N₂)pyrimidin-1-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC传统名: [(2R,3S,4S,5R)-5-[2,4-dioxo(2-^1^3C,1,3-^1^5N₂)-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-13C,15N2; Uracil Arabinonucleoside-13C,15N2 5'-Phosphate; 1-β-D-Arabinofuranosyluracil-13C,15N2 5'-Monophosphate

登记号

• PubChem SID: 162254914
• PubChem CID: 71313476

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

详细说明

Toronto Research Chemicals - A764012

A labelled 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