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

• ChemBase ID: 103004
• Molecular Formular: C10H14KN5O10P2
• Molecular Mass: 465.291482
• Monoisotopic Mass: 464.98529661
• SMILES: Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)([O-])O)[C@@H](O)[C@H]1O.[K+]
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)(O)[O-])O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N.[K+]
• InChI: InChI=1S/C10H15N5O10P2.K/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20;/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20);/q;+1/p-1/t4-,6-,7-,10-;/m1./s1
• InChIKey: ZNCWUOPIJTUALR-MCDZGGTQSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-({[(hydrogen phosphonatooxy)(hydroxy)phosphoryl]oxy}methyl)oxolane-3,4-diol
• IUPAC Traditional name: potassium (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-({[hydrogen phosphonatooxy(hydroxy)phosphoryl]oxy}methyl)oxolane-3,4-diol
• Synonyms: ADP-K; ADENOSINE-5'-DIPHOSPHATE MONOPOTASSIUM SALT; ADP; Adenosine 5′-diphosphate monopotassium salt dihydrate; Adenosine 5′-diphosphate 单钾盐 二水合物

Database IDs

• CAS Number: 72696-48-1
• MDL Number: MFCD00066472
• PubChem SID: 162090415; 24890964
• PubChem CID: 23679052

CALCULATED PROPERTIES

• Acid pKa: 1.7714787
• H Acceptors: 12
• H Donor: 5
• LogD (pH = 5.5): -7.1348915
• LogD (pH = 7.4): -7.671735
• Log P: -4.982523
• Molar Refractivity: 83.8197 cm^3
• Polarizability: 33.73472 Å^3
• Polar Surface Area: 235.43 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL, clear, colorless
• Apperance: crystalline

Safety Information

• Storage Condition: 2-8°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Pharmacology Properties

• Gene Information: human ... HSP90AA1(3320), P2RY1(5028)

Product Information

• Purity: ≥95%; ≥98.0% (HPLC); 98-100%
• Biological Source: bacterial
• Empirical Formula (Hill Notation): C10H14KN5O10P2 · 2H2O

DETAILS

MP Biomedicals - 02150259

Monopotassium Salt
Crystalline
Purity: 98-100%

Sigma Aldrich - A5285

Biochem/physiol Actions
P2Y receptor agonist.
Application
Adenosine 5′-diphosphate is a P2Y receptor agonist. Adenosine 5′-diphosphate has been used to study the release, neuronal effects and removal of extracellular β-nicotinamide adenine dinucleotide (β-NAD+) in the rat brain. Adenosine 5′-diphosphate has also been used to compare prasugrel versus clopidogrel antiplatelet therapy after acute coronary syndrome.