sodium [5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate

• ChemBase ID: 131216
• Molecular Formular: C9H13N3NaO8P
• Molecular Mass: 345.178351
• Monoisotopic Mass: 345.0337953
• SMILES: c1cn(c(=O)nc1N)C1C(C(C(O1)COP(=O)(O)[O-])O)O.[Na+]
• Canonical SMILES: OC1C(O)C(OC1n1ccc(nc1=O)N)COP(=O)(O)[O-].[Na+]
• InChI: InChI=1S/C9H14N3O8P.Na/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18;/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18);/q;+1/p-1
• InChIKey: AJCAHIYEOVKFDR-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium [5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate; {[5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid sodium
• IUPAC Traditional name: sodium [5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate; poly C sodium
• Synonyms: C-5′-P; CMP; Cytidine 5′-monophosphate disodium salt

Database IDs

• CAS Number: 6757-06-8
• EC Number: 229-819-3
• MDL Number: MFCD00064355
• PubChem SID: 162225494; 24892293
• PubChem CID: 23713921

CALCULATED PROPERTIES

• Acid pKa: 1.2485515
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -5.362575
• LogD (pH = 7.4): -6.4509172
• Log P: -3.1546948
• Molar Refractivity: 64.296 cm^3
• Polarizability: 25.954365 Å^3
• Polar Surface Area: 177.97 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: crystalline

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99%
• Grade: Sigma Grade
• Biological Source: from corn

DETAILS

Sigma Aldrich - C1006

Application
Cytidine 5′-monophosphate (CMP) is used as a substrate of uridine monophosphate (UMP)/cytidine monophosphate (CMP) kinase (EC 2.7.4.4) to form CDP which upon phosphorylation to CTP supports DNA and RNA biosynthesis.