{[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid hydrate

• ChemBase ID: 147264
• Molecular Formular: C10H16N5O7P
• Molecular Mass: 349.237101
• Monoisotopic Mass: 349.07873451
• SMILES: c1nc(c2c(n1)n(cn2)[C@H]1C[C@@H]([C@H](O1)COP(=O)(O)O)O)N.O
• Canonical SMILES: O[C@H]1C[C@@H](O[C@@H]1COP(=O)(O)O)n1cnc2c1ncnc2N.O
• InChI: InChI=1S/C10H14N5O6P.H2O/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(21-7)2-20-22(17,18)19;/h3-7,16H,1-2H2,(H2,11,12,13)(H2,17,18,19);1H2/t5-,6+,7+;/m0./s1
• InChIKey: QQMAPZSBBNPXKS-VWZUFWLJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid hydrate
• IUPAC Traditional name: DAMP hydrate
• Synonyms: 2′-Deoxyadenosine 5′-monophosphate monohydrate; 2′-脱氧腺苷-5′-单磷酸 一水合物

Database IDs

• CAS Number: 207127-57-9
• MDL Number: MFCD00149362
• PubChem SID: 24888318; 162241454
• PubChem CID: 16218593

CALCULATED PROPERTIES

• Acid pKa: 1.2318895
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -3.8520825
• LogD (pH = 7.4): -4.839495
• Log P: -4.29129
• Molar Refractivity: 72.5578 cm^3
• Polarizability: 28.37536 Å^3
• Polar Surface Area: 165.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 148 °C (dec.)(lit.)

Safety Information

• German water hazard class: 3

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C10H14N5O6P · H2O

DETAILS

Sigma Aldrich - 852198

Packaging
1 g in glass bottle