4-amino-1-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-1,2-dihydropyrimidin-2-one

• ChemBase编号: 154949
• 分子式: C10H15N3O5
• 平均质量: 257.2432
• 单一同位素质量: 257.1011706
• SMILES: C[C@]1([C@@H]([C@H](O[C@H]1n1ccc(nc1=O)N)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@]([C@@H]1O)(C)O)n1ccc(nc1=O)N
• InChI: InChI=1S/C10H15N3O5/c1-10(17)7(15)5(4-14)18-8(10)13-3-2-6(11)12-9(13)16/h2-3,5,7-8,14-15,17H,4H2,1H3,(H2,11,12,16)/t5-,7-,8-,10-/m1/s1
• InChIKey: PPUDLEUZKVJXSZ-VPCXQMTMSA-N

名称和登记号

名称

• IUPAC标准名: 4-amino-1-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-1,2-dihydropyrimidin-2-one
• IUPAC传统名: 4-amino-1-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]pyrimidin-2-one
• 别名: 2′-C-Methyl Cytidine; NM107; 2’-C-Methylcytidine

登记号

• CAS号: 20724-73-6
• MDL号: MFCD02682947
• PubChem SID: 162249087
• PubChem CID: 500902

理论计算性质

• Acid pKa: 12.432154
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): -2.516942
• LogD (pH = 7.4): -2.5169446
• Log P: -2.5169406
• 摩尔折射率: 59.183 cm^3
• 极化性: 23.29661 Å^3
• 极化表面积: 128.61 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: >20 mg/mL
• 外观: white to off-white powder

安全信息

• 保存条件: desiccated
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 保存温度: -20°C

产品相关信息

• 纯度: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C10H15N3O5

详细说明

Sigma Aldrich - M4949

Biochem/physiol Actions
2′-C-Methylcytidine is a potent inhibitor of the HCV NS5B RNA polymerase. 2′-C-Methylcytidine was the first nucleoside NS5B inhibitor that showed clinical efficacy. 2′-C-Methylcytidine was found to be effective against the 17D vaccine strain of yellow fever virus YFV in cell culture.