sodium 5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-yl hydrogen phosphate

• ChemBase ID: 155578
• Molecular Formular: C10H13N5NaO7P
• Molecular Mass: 369.203051
• Monoisotopic Mass: 369.04502869
• SMILES: c1nc2c(n1C1CC(C(O1)CO)OP(=O)([O-])O)[nH]c(nc2=O)N.[Na+]
• Canonical SMILES: OCC1OC(CC1OP(=O)(O)[O-])n1cnc2c1[nH]c(N)nc2=O.[Na+]
• InChI: InChI=1S/C10H14N5O7P.Na/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(5(2-16)21-6)22-23(18,19)20;/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17);/q;+1/p-1
• InChIKey: GOHVYLMSZBPZCQ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-yl hydrogen phosphate
• IUPAC Traditional name: sodium 5-(2-amino-6-oxo-3H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-yl hydrogen phosphate
• Synonyms: 3′-dGMP; 2′-Deoxyguanosine 3′-monophosphate sodium salt

Database IDs

• CAS Number: 102814-03-9
• MDL Number: MFCD00057080
• PubChem SID: 24893739; 162249716
• PubChem CID: 71312159

CALCULATED PROPERTIES

• Acid pKa: 1.0719253
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -3.8797112
• LogD (pH = 7.4): -5.158458
• Log P: -2.8780344
• Molar Refractivity: 72.4282 cm^3
• Polarizability: 28.260426 Å^3
• Polar Surface Area: 184.35 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥90%
• Empirical Formula (Hill Notation): C10H14N5O7P · xNa+

DETAILS

Sigma Aldrich - D3264

Application
2′-Deoxyguanosine 3-monophosphate (3′-dGMP) may be used to study the physical nature of mesophases of guanosine gels. 3′-dGMP is also used as a model compound to study mechanisms of nucleotide oxidation and of DNA adduct formation.