disodium (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-({[hydroxy({[hydroxy(phosphonatooxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolane-3,4-diol

• ChemBase ID: 159572
• Molecular Formular: C10H14N5Na2O13P3
• Molecular Mass: 551.144683
• Monoisotopic Mass: 550.95963399
• SMILES: n1cnc2c(c1N)ncn2[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)(OP(=O)(OP(=O)([O-])[O-])O)O)O)O.[Na+].[Na+]
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=O)([O-])[O-])O)O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N.[Na+].[Na+]
• InChI: InChI=1S/C10H16N5O13P3.2Na/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20;;/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20);;/q;2*+1/p-2/t4-,6-,7-,10-;;/m1../s1
• InChIKey: TTWYZDPBDWHJOR-IDIVVRGQSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-({[hydroxy({[hydroxy(phosphonatooxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolane-3,4-diol
• IUPAC Traditional name: disodium (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-[({hydroxy[hydroxy(phosphonatooxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolane-3,4-diol
• Synonyms: Adenosine 5'-(Tetrahydrogen Triphosphate) Disodium Salt; ATP Disodium; ATP Disodium Salt; Adetphos; Disodium ATP; Disodium Adenosine 5'-Triphosphate; Disodium Adenosine-5'-triphosphoric Acid; Disodium Dihydrogen ATP; Adenosine 5'-Triphosphate Disodium Salt

Database IDs

• CAS Number: 987-65-5
• PubChem SID: 162253707
• PubChem CID: 12822649

CALCULATED PROPERTIES

• Acid pKa: 0.89524394
• H Acceptors: 14
• H Donor: 5
• LogD (pH = 5.5): -9.829965
• LogD (pH = 7.4): -10.469803
• Log P: -5.9976487
• Molar Refractivity: 93.5709 cm^3
• Polarizability: 38.407715 Å^3
• Polar Surface Area: 284.79 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - A281810

A metabolite of Adenosine (A280400), a multifunctional nucleoside triphosphate used in cells as a coenzyme of intracellular energy transfer. It transports chemical energy within cells for metabolism.

REFERENCES

• Knowles, J., et al.: Annu. Rev. Biochem., 49, 877 (1980)