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

• ChemBase ID: 133462
• Molecular Formular: C9H14N3NaO7P
• Molecular Mass: 330.186891
• Monoisotopic Mass: 330.04670571
• SMILES: c1cn(c(=O)nc1N)C1CC(C(O1)COP(=O)(O)O)O.[Na]
• Canonical SMILES: OC1CC(OC1COP(=O)(O)O)n1ccc(nc1=O)N.[Na]
• InChI: InChI=1S/C9H14N3O7P.Na/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)
• InChIKey: YJOLXYLJTPJOHF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid sodium
• IUPAC Traditional name: deoxycytidylate sodium
• Synonyms: dCMP; 2′-Deoxycytidine 5′-monophosphate sodium salt; 胞嘧啶脱氧核苷酸; 2′-脱氧胞苷 5′-单磷酸 钠盐

Database IDs

• CAS Number: 13085-50-2
• EC Number: 235-995-2
• MDL Number: MFCD00069774
• PubChem SID: 162227739; 24894142
• PubChem CID: 16219276

CALCULATED PROPERTIES

• Acid pKa: 1.2800924
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -4.4607296
• LogD (pH = 7.4): -5.543908
• Log P: -2.284406
• Molar Refractivity: 63.907 cm^3
• Polarizability: 25.347824 Å^3
• Polar Surface Area: 154.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%
• Grade: Sigma Grade

DETAILS

Sigma Aldrich - D7625

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 and RNA biosynthesis.