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

• ChemBase ID: 147221
• Molecular Formular: C10H14N5Na2O8P
• Molecular Mass: 409.200161
• Monoisotopic Mass: 409.03753763
• SMILES: c1nc2c(=O)[nH]c(nc2n1[C@H]1C[C@@H]([C@H](O1)COP(=O)([O-])[O-])O)N.O.[Na+].[Na+]
• Canonical SMILES: O[C@H]1C[C@@H](O[C@@H]1COP(=O)([O-])[O-])n1cnc2c1nc(N)[nH]c2=O.O.[Na+].[Na+]
• InChI: InChI=1S/C10H14N5O7P.2Na.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;2*+1;/p-2/t4-,5+,6+;;;/m0.../s1
• InChIKey: HQSJCEYJAGVPJG-BIHLCPNHSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium hydrate [(2R,3S,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methyl phosphate
• IUPAC Traditional name: disodium hydrate 2'-deoxyguanosine 5'-phosphate
• Synonyms: 2′-Deoxy-5′-guanylic acid disodium salt; 5′-dGMP disodium salt; 2′-Deoxyguanosine 5′-monophosphate disodium salt hydrate; 2′-脱氧鸟苷-5′-一磷酸 二钠盐 水合物

Database IDs

• CAS Number: 33430-61-4
• MDL Number: MFCD00150758
• PubChem SID: 24888319; 162241412
• PubChem CID: 16218594

CALCULATED PROPERTIES

• Acid pKa: 1.0639256
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -4.344177
• LogD (pH = 7.4): -5.453583
• Log P: -2.0384293
• Molar Refractivity: 71.7399 cm^3
• Polarizability: 27.961588 Å^3
• Polar Surface Area: 187.18 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >245 °C (dec.)(lit.)

Safety Information

• German water hazard class: 3

Product Information

• Purity: ≥98%
• Impurities: ≤4% ethanol
• Empirical Formula (Hill Notation): C10H12N5Na2O7P · xH2O

DETAILS

Sigma Aldrich - 852228

Packaging
1 g in glass bottle
Application
Reactant involved in:
• Analysis of self-assembling in solution and nucleation / growth of G-qudruplexes1
• Nucleophilic trapping2
• Reductive alkylation3