sodium hydrate [(2R,3S,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methyl hydrogen phosphate

• ChemBase ID: 155099
• Molecular Formular: C10H15N5NaO8P
• Molecular Mass: 387.218331
• Monoisotopic Mass: 387.05559338
• SMILES: c1nc2c(=O)[nH]c(nc2n1[C@H]1C[C@@H]([C@H](O1)COP(=O)(O)[O-])O)N.O.[Na+]
• Canonical SMILES: O[C@H]1C[C@@H](O[C@@H]1COP(=O)(O)[O-])n1cnc2c1nc(N)[nH]c2=O.O.[Na+]
• InChI: InChI=1S/C10H14N5O7P.Na.H2O/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20;;/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17);;1H2/q;+1;/p-1/t4-,5+,6+;;/m0../s1
• InChIKey: UVKXYXSKMTUDML-FVALZTRZSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium hydrate [(2R,3S,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methyl hydrogen phosphate
• IUPAC Traditional name: sodium hydrate [(2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methyl hydrogen phosphate
• Synonyms: 5′-Deoxyguanylic acid; dGMP; 2′-Deoxyguanosine 5′-monophosphate sodium salt hydrate

Database IDs

• EC Number: 251-517-5
• MDL Number: MFCD00150780
• PubChem SID: 24894297; 162249237
• PubChem CID: 23679074

CALCULATED PROPERTIES

• Acid pKa: 1.0639256
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -4.344177
• LogD (pH = 7.4): -5.453583
• Log P: -2.0384293
• Molar Refractivity: 72.8616 cm^3
• Polarizability: 28.080368 Å^3
• Polar Surface Area: 184.35 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥99% (HPLC)
• Empirical Formula (Hill Notation): C10H14N5O7P · xNa+ · yH2O

DETAILS

Sigma Aldrich - D9500

Application
2′-Deoxyguanosine 5′-monophosphate (dGMP) is used as a substrate of guanylate kinase(s) (EC 2.7.4.8) to form dGDP which upon phosphorylation to dGTP supports DNA biosynthesis. dGMP is use to study physiochemical characteristics of guanine based molecules.