sodium (4aR,6R,7R,7aS)-6-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-7-hydroxy-2-oxo-hexahydro-1,3,5,2λ5-furo[3,2-d][1,3,2λ5]dioxaphosphinin-2-olate

• ChemBase ID: 155668
• Molecular Formular: C9H11N3NaO7P
• Molecular Mass: 327.163071
• Monoisotopic Mass: 327.02323062
• SMILES: c1cn(c(=O)nc1N)[C@H]1[C@@H]([C@H]2[C@H](O1)COP(=O)(O2)[O-])O.[Na+]
• Canonical SMILES: O[C@@H]1[C@@H]2OP(=O)([O-])OC[C@H]2O[C@H]1n1ccc(nc1=O)N.[Na+]
• InChI: InChI=1S/C9H12N3O7P.Na/c10-5-1-2-12(9(14)11-5)8-6(13)7-4(18-8)3-17-20(15,16)19-7;/h1-2,4,6-8,13H,3H2,(H,15,16)(H2,10,11,14);/q;+1/p-1/t4-,6-,7-,8-;/m1./s1
• InChIKey: RZAHVNCNTLFRHJ-IAIGYFSYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (4aR,6R,7R,7aS)-6-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-7-hydroxy-2-oxo-hexahydro-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-2-olate
• IUPAC Traditional name: sodium 3',5'-cyclic cmp anion
• Synonyms: cCMP sodium salt; Cytidine 3′,5′-cyclic mono-phos-phate sodium salt

Database IDs

• CAS Number: 54925-33-6
• EC Number: 259-397-6
• MDL Number: MFCD00037485
• PubChem SID: 162249806
• PubChem CID: 44755046

CALCULATED PROPERTIES

• Acid pKa: 1.8384064
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -4.379324
• LogD (pH = 7.4): -4.400667
• Log P: -2.1149647
• Molar Refractivity: 60.517 cm^3
• Polarizability: 24.769234 Å^3
• Polar Surface Area: 146.74 Å^2
• Rotatable Bonds: 1
• 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% (HPLC)
• Description: 1 vial contains 50μmol or approximately 16mg
• Empirical Formula (Hill Notation): C9H11N3O7PNa

DETAILS

Sigma Aldrich - C0985

Biochem/physiol Actions
Produced by the hydrolysis of cytidine 5′-triphos-phate by the enzyme cytidylyl cyclase.