sodium (3aR,4R,6R,6aR)-4-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-6-(hydroxymethyl)-2-oxo-tetrahydro-2H-1,3,5,2λ5-furo[3,4-d][1,3,2λ5]dioxaphosphol-2-olate

• ChemBase编号: 179396
• 分子式: C9H10N2NaO8P
• 平均质量: 328.147831
• 单一同位素质量: 328.0072462
• SMILES: [nH]1c(=O)n(ccc1=O)[C@H]1[C@H]2[C@@H]([C@H](O1)CO)OP(=O)(O2)[O-].[Na+]
• Canonical SMILES: OC[C@H]1O[C@H]([C@H]2[C@@H]1OP(=O)(O2)[O-])n1ccc(=O)[nH]c1=O.[Na+]
• InChI: InChI=1S/C9H11N2O8P.Na/c12-3-4-6-7(19-20(15,16)18-6)8(17-4)11-2-1-5(13)10-9(11)14;/h1-2,4,6-8,12H,3H2,(H,15,16)(H,10,13,14);/q;+1/p-1/t4-,6-,7-,8-;/m1./s1
• InChIKey: LXUDDBXIXSYSRT-IAIGYFSYSA-M

名称和登记号

名称

• IUPAC标准名: sodium (3aR,4R,6R,6aR)-4-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-6-(hydroxymethyl)-2-oxo-tetrahydro-2H-1,3,5,2λ^5-furo[3,4-d][1,3,2λ^5]dioxaphosphol-2-olate
• IUPAC传统名: sodium 2',3'-cyclic ump
• 别名: Uridine Cyclic 2',3'-(Hydrogen Phosphate) Monosodium Salt; Uridine-2',3'-cyclic Monophosphate Sodium Salt

登记号

• CAS号: 15718-50-0
• PubChem SID: 164235306
• PubChem CID: 44755149

理论计算性质

• Acid pKa: 1.7621871
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): -4.000279
• LogD (pH = 7.4): -4.020572
• Log P: -1.6422703
• 摩尔折射率: 58.5378 cm^3
• 极化性: 24.200571 Å^3
• 极化表面积: 137.46 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 - U829915

Uridine 2’,3’-Cyclic Monophosphate is a key compound in the enzymic synthesis of short oligoribonucleotides.

参考文献

• Tomasz, J., et al.: Nucleic Acid Chem., 2, 875 (1978)