{[({[(2R)-2-[(1R)-1-(6-amino-9H-purin-9-yl)-2-oxoethoxy]-3-oxopropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}phosphonic acid sodium

• ChemBase ID: 155522
• Molecular Formular: C10H14N5NaO13P3
• Molecular Mass: 528.154913
• Monoisotopic Mass: 527.9698647
• SMILES: c1nc(c2c(n1)n(cn2)[C@@H](C=O)O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C=O)N.[Na]
• Canonical SMILES: O=C[C@H](O[C@@H](n1cnc2c1ncnc2N)C=O)COP(=O)(OP(=O)(OP(=O)(O)O)O)O.[Na]
• InChI: InChI=1S/C10H14N5O13P3.Na/c11-9-8-10(13-4-12-9)15(5-14-8)7(2-17)26-6(1-16)3-25-30(21,22)28-31(23,24)27-29(18,19)20;/h1-2,4-7H,3H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20);/t6-,7+;/m0./s1
• InChIKey: KOCWSVPHHGJWHA-UOERWJHTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[({[(2R)-2-[(1R)-1-(6-amino-9H-purin-9-yl)-2-oxoethoxy]-3-oxopropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}phosphonic acid sodium
• IUPAC Traditional name: {[(2R)-2-[(1R)-1-(6-aminopurin-9-yl)-2-oxoethoxy]-3-oxopropoxy(hydroxy)phosphoryl]oxy(hydroxy)phosphoryl}oxyphosphonic acid sodium
• Synonyms: Adenosine 5′-triphosphate-2′,3′-dialdehyde; oATP; Adenosine 5′-triphosphate, periodate oxidized sodium salt

Database IDs

• CAS Number: 71997-40-5
• MDL Number: MFCD00056956
• PubChem SID: 162249660; 24891137
• PubChem CID: 16218955

CALCULATED PROPERTIES

• Acid pKa: 0.89503896
• H Acceptors: 14
• H Donor: 5
• LogD (pH = 5.5): -9.528655
• LogD (pH = 7.4): -10.171158
• Log P: -5.6983733
• Molar Refractivity: 96.4203 cm^3
• Polarizability: 38.28421 Å^3
• Polar Surface Area: 272.81 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• 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: 90-95%
• Empirical Formula (Hill Notation): C10H14N5O13P3

DETAILS

Sigma Aldrich - A6779

Application
Adenosine 5′-triphosphate-2′,3′-dialdehyde (oATP) is used as an inhibitor of P2x receptors such as the P2X(7) receptor.