{[5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-yl]oxy}({[5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy})phosphinic acid sodium

• ChemBase ID: 133826
• Molecular Formular: C20H25N10NaO10P
• Molecular Mass: 619.437031
• Monoisotopic Mass: 619.13904296
• SMILES: c1nc2c(n1C1CC(C(O1)COP(=O)(O)OC1CC(OC1CO)n1cnc3c1[nH]c(nc3=O)N)O)[nH]c(nc2=O)N.[Na]
• Canonical SMILES: OCC1OC(CC1OP(=O)(OCC1OC(CC1O)n1cnc2c1[nH]c(N)nc2=O)O)n1cnc2c1[nH]c(N)nc2=O.[Na]
• InChI: InChI=1S/C20H25N10O10P.Na/c21-19-25-15-13(17(33)27-19)23-5-29(15)11-1-7(32)10(39-11)4-37-41(35,36)40-8-2-12(38-9(8)3-31)30-6-24-14-16(30)26-20(22)28-18(14)34;/h5-12,31-32H,1-4H2,(H,35,36)(H3,21,25,27,33)(H3,22,26,28,34)
• InChIKey: MSLAZQJHJYIKFQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-yl]oxy}({[5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy})phosphinic acid sodium
• IUPAC Traditional name: [5-(2-amino-6-oxo-3H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-yl]oxy[5-(2-amino-6-oxo-3H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxyphosphinic acid sodium
• Synonyms: 2′-Deoxyguanylyl(3′→5′)-2′-deoxyguanosine sodium salt

Database IDs

• CAS Number: 113753-10-9
• MDL Number: MFCD00058555
• PubChem SID: 24893293; 162228103
• PubChem CID: 16219201

CALCULATED PROPERTIES

• Acid pKa: 1.7236257
• H Acceptors: 16
• H Donor: 7
• LogD (pH = 5.5): -4.1591945
• LogD (pH = 7.4): -4.3694344
• Log P: -3.190246
• Molar Refractivity: 132.4479 cm^3
• Polarizability: 50.99195 Å^3
• Polar Surface Area: 285.28 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥98%

DETAILS

Sigma Aldrich - D0770

Application
2′-Deoxyguanylyl(3γ→5γ)-2′-deoxyguanosine is a dinucleotide d(GpG) construct used in conjunction with other di- tri- and other oligonucleotides as a model compounds to study the physiochemical interactions of various metal ions and other compounds with DNA structure.