{[(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid

• ChemBase ID: 102112
• Molecular Formular: C10H14N5O7P
• Molecular Mass: 347.221221
• Monoisotopic Mass: 347.06308444
• SMILES: Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@H](O)[C@H]1OP(=O)(O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@H]1O)OP(=O)(O)O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(22-23(18,19)20)6(17)4(1-16)21-10/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6+,7-,10-/m1/s1
• InChIKey: QDFHPFSBQFLLSW-GAWUUDPSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid
• IUPAC Traditional name: [(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid
• Synonyms: 2'-Adenylic acid; ADENOSINE-2'-MONOPHOSPHATE MONOHYDRATE

Database IDs

• CAS Number: 81012-86-4
• PubChem SID: 162088591
• PubChem CID: 14017900

CALCULATED PROPERTIES

• Acid pKa: 0.690271
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -4.889365
• LogD (pH = 7.4): -6.204181
• Log P: -5.299452
• Molar Refractivity: 74.0685 cm^3
• Polarizability: 29.089455 Å^3
• Polar Surface Area: 186.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 210°C (decomposes)
• Density: 1.69 g/ml

Safety Information

• Storage Condition: 0°C

Product Information

• Purity: ~99%

DETAILS

MP Biomedicals - 02100196

From Yeast
Monohydrate
Purity: ~99%