1-[(2R,3S,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase编号: 168966
• 分子式: C9H11FN2O5
• 平均质量: 246.1924432
• 单一同位素质量: 246.06519968
• SMILES: [C@@H]1(C([C@H](O[C@H]1n1ccc(=O)[nH]c1=O)CO)O)F
• Canonical SMILES: OC[C@H]1O[C@H]([C@H](C1O)F)n1ccc(=O)[nH]c1=O
• InChI: InChI=1S/C9H11FN2O5/c10-6-7(15)4(3-13)17-8(6)12-2-1-5(14)11-9(12)16/h1-2,4,6-8,13,15H,3H2,(H,11,14,16)/t4-,6+,7?,8-/m1/s1
• InChIKey: UIYWFOZZIZEEKJ-JDNPWWSISA-N

名称和登记号

名称

• IUPAC标准名: 1-[(2R,3S,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC传统名: 1-[(2R,3S,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-pyrimidine-2,4-dione
• 别名: 2'-Deoxy-2'-fluorouridine; Fioluridine; 2'-Fluoro-2'-deoxyuridine

登记号

• CAS号: 784-71-4
• PubChem SID: 162263098
• PubChem CID: 44629873

理论计算性质

• Acid pKa: 9.4506035
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -1.5241984
• LogD (pH = 7.4): -1.5279545
• Log P: -1.5241504
• 摩尔折射率: 50.8735 cm^3
• 极化性: 20.073658 Å^3
• 极化表面积: 99.1 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - F590275

A component incorporated into therapeutic oligonucleotides to combat prostate and breast cancer.

参考文献

• Johar, M. et al.; J. Med. Chem. 50, 3696 (2007)
• Sioud, M. et al.; Eur. J. Immunol. 36, 1222 (2006)