{[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase编号: 126901
• 分子式: C9H14N3O7P
• 平均质量: 307.197121
• 单一同位素质量: 307.05693643
• SMILES: c1cn(c(=O)nc1N)[C@H]1C[C@@H]([C@H](O1)COP(=O)(O)O)O
• Canonical SMILES: O[C@H]1C[C@@H](O[C@@H]1COP(=O)(O)O)n1ccc(nc1=O)N
• InChI: InChI=1S/C9H14N3O7P/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(19-8)4-18-20(15,16)17/h1-2,5-6,8,13H,3-4H2,(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1
• InChIKey: NCMVOABPESMRCP-SHYZEUOFSA-N

名称和登记号

名称

• IUPAC标准名: {[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC传统名: dCMP
• 别名: 胞嘧啶脱氧核苷酸; 2′-脱氧胞苷 5′-单磷酸; Deoxycytidine monophosphate; dCMP; 2′-Deoxycytidine 5′-monophosphate; Deoxycytidylic acid

登记号

• CAS号: 1032-65-1
• EC号: 213-849-9
• MDL号: MFCD00006546
• Beilstein号: 41062
• PubChem SID: 162221227; 24894158
• PubChem CID: 13945; 624
• CHEBI ID: 15918
• CHEMBL: 374699
• Chemspider ID: 13343
• 医学主题词(MeSH): Deoxycytidine+monophosphate
• 维基百科标题: Deoxycytidine_monophosphate

理论计算性质

• Acid pKa: 1.2800924
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -4.4607296
• LogD (pH = 7.4): -5.543908
• Log P: -2.284406
• 摩尔折射率: 63.907 cm^3
• 极化性: 25.347824 Å^3
• 极化表面积: 154.91 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

• 熔点: 179-180 °C (dec.)(lit.)

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ≥95.0%; 98%
• 级别: Sigma Grade
• Empirical Formula (Hill Notation): C9H14N3O7P

详细说明

Sigma Aldrich - D7750

包装
1 g in poly bottle
Application
2′-Deoxycytidine 5′-monophosphate (dCMP) is used as a substrate of uridine monophosphate (UMP)/cytidine monophosphate (CMP) kinase (EC 2.7.4.4) to form dCDP which upon phosphorylation to dCTP supports DNA biosynthesis.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D7750.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.