disodium {[(2R,3S)-5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl (hydrogen phosphonatooxy)phosphonate

• ChemBase ID: 155337
• Molecular Formular: C10H14N5Na2O12P3
• Molecular Mass: 535.145283
• Monoisotopic Mass: 534.96471937
• SMILES: c1nc(c2c(n1)n(cn2)C1C[C@@H]([C@H](O1)COP(=O)(O)OP(=O)([O-])OP(=O)(O)[O-])O)N.[Na+].[Na+]
• Canonical SMILES: O[C@H]1CC(O[C@@H]1COP(=O)(OP(=O)(OP(=O)(O)[O-])[O-])O)n1cnc2c1ncnc2N.[Na+].[Na+]
• InChI: InChI=1S/C10H16N5O12P3.2Na/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19;;/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19);;/q;2*+1/p-2/t5-,6+,7?;;/m0../s1
• InChIKey: JEKDCIBJADJZSK-LNUHRGGJSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium {[(2R,3S)-5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl (hydrogen phosphonatooxy)phosphonate
• IUPAC Traditional name: disodium [(2R,3S)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl hydrogen phosphonatooxyphosphonate
• Synonyms: dATP; 2′-Deoxyadenosine 5′-triphosphate disodium salt; 2′-Deoxyadenosine 5′-triphosphate 二钠盐

Database IDs

• CAS Number: 1927-31-7
• EC Number: 217-662-3
• MDL Number: MFCD00080335
• PubChem SID: 162249475; 24894029
• PubChem CID: 16211968

CALCULATED PROPERTIES

• Acid pKa: 0.89524853
• H Acceptors: 13
• H Donor: 4
• LogD (pH = 5.5): -8.931732
• LogD (pH = 7.4): -9.569203
• Log P: -5.0976624
• Molar Refractivity: 92.0602 cm^3
• Polarizability: 37.670944 Å^3
• Polar Surface Area: 264.56 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: AU7358800
• 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: ≥97%
• Empirical Formula (Hill Notation): C10H14N5Na2O12P3

DETAILS

Sigma Aldrich - D6500

Application
2′-Deoxyadenosine 5′-triphosphate (dATP) is used as a substrate by a variety of polymerases including DNA polymerase(s) and reverse transcriptase(s).