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

• ChemBase ID: 134366
• Molecular Formular: C10H13N5NaO10P2
• Molecular Mass: 448.175012
• Monoisotopic Mass: 448.00353418
• SMILES: c1nc(c2c(n1)n(cn2)[C@@H](C=O)O[C@H](COP(=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)(O)O)O.[Na]
• InChI: InChI=1S/C10H13N5O10P2.Na/c11-9-8-10(13-4-12-9)15(5-14-8)7(2-17)24-6(1-16)3-23-27(21,22)25-26(18,19)20;/h1-2,4-7H,3H2,(H,21,22)(H2,11,12,13)(H2,18,19,20);/t6-,7+;/m0./s1
• InChIKey: ULQAEEYTGARSBZ-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)phosphonic acid sodium
• IUPAC Traditional name: [(2R)-2-[(1R)-1-(6-aminopurin-9-yl)-2-oxoethoxy]-3-oxopropoxy(hydroxy)phosphoryl]oxyphosphonic acid sodium
• Synonyms: Adenosine 5′-diphosphate-2′,3′-dialdehyde; oADP; Adenosine 5′-diphosphate, periodate oxidized sodium salt

Database IDs

• CAS Number: 71997-39-2
• MDL Number: MFCD00056957
• PubChem SID: 162228642; 24891152
• PubChem CID: 16218960

CALCULATED PROPERTIES

• Acid pKa: 1.7704672
• H Acceptors: 12
• H Donor: 4
• LogD (pH = 5.5): -6.8334193
• LogD (pH = 7.4): -7.3730974
• Log P: -4.6828885
• Molar Refractivity: 85.5474 cm^3
• Polarizability: 33.489925 Å^3
• Polar Surface Area: 226.28 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Product Information

• Purity: 90-95%

DETAILS

Sigma Aldrich - A6904

Application
Adenosine 5′-diphosphate-2′,3′-dialdehyde (oADP) is used to stimulate the permeability transition in mitochondria. oADP and oATP modify the duration and intensity of firefly luciferase-containing reactions. oADP has been used as an affinity label for the NAD+ binding site of recombinant Candida boidinii formate dehydrogenase (FDH) and to inactivate muscle pyruvate kinase.