sodium amino({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy})phosphinate

• ChemBase ID: 153334
• Molecular Formular: C10H14N6NaO6P
• Molecular Mass: 368.218291
• Monoisotopic Mass: 368.06101311
• SMILES: c1nc(c2c(n1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)(N)[O-])O)O)N.[Na+]
• Canonical SMILES: O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1ncnc2N)COP(=O)(N)[O-].[Na+]
• InChI: InChI=1S/C10H15N6O6P.Na/c11-8-5-9(14-2-13-8)16(3-15-5)10-7(18)6(17)4(22-10)1-21-23(12,19)20;/h2-4,6-7,10,17-18H,1H2,(H2,11,13,14)(H3,12,19,20);/q;+1/p-1/t4-,6-,7-,10-;/m1./s1
• InChIKey: ALRHXZAMLVPXPL-MCDZGGTQSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium amino({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy})phosphinate
• IUPAC Traditional name: sodium adenosine 5'-phosphoramidate
• Synonyms: Adenosine 5′-monophosphoramidate sodium salt; Adenosine 5'-(Hydrogen Phosphoramidate) Monosodium Salt; Adenosine 5'-Monophosphoramidate Sodium Salt

Database IDs

• CAS Number: 102029-68-5
• MDL Number: MFCD00042776
• PubChem SID: 162247473; 24890676
• PubChem CID: 23679049

CALCULATED PROPERTIES

• Acid pKa: 2.6665535
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -5.136038
• LogD (pH = 7.4): -5.165306
• Log P: -5.0454745
• Molar Refractivity: 74.4822 cm^3
• Polarizability: 29.592524 Å^3
• Polar Surface Area: 194.69 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: ~95%
• Empirical Formula (Hill Notation): C10H14N6NaO6P

DETAILS

Sigma Aldrich - A2627

Biochem/physiol Actions
Intermediate for nucleotide synthesis

Toronto Research Chemicals - A281800

Used in the characterization and elucidation of coordination requirements of adenine nucleotides complexes with Fe(II) ions.

REFERENCES

• Richter, Y., et al.: Nucleos. Nucleot. Nucleic Acids, 22, 1757 (2003)