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

• ChemBase ID: 102393
• Molecular Formular: C10H14N5O6P
• Molecular Mass: 331.221821
• Monoisotopic Mass: 331.06816982
• SMILES: c1nc(c2c(n1)n(cn2)[C@H]1C[C@@H]([C@H](O1)COP(=O)(O)O)O)N
• Canonical SMILES: O[C@H]1C[C@@H](O[C@@H]1COP(=O)(O)O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C10H14N5O6P/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)/t5-,6+,7+/m0/s1
• InChIKey: KHWCHTKSEGGWEX-RRKCRQDMSA-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
• IUPAC Traditional name: DAMP
• Synonyms: 2'-DEOXYADENOSINE-5'-MONOPHOSPHATE FREE ACID; Deoxyadenosine monophosphate

Database IDs

• CAS Number: 653-63-4
• EC Number: 211-503-1
• PubChem SID: 162091219
• PubChem CID: 621; 12599
• CHEBI ID: 17713
• Chemspider ID: 12079
• MeSH Name: Deoxyadenosine+monophosphate
• Wikipedia Title: Deoxyadenosine_monophosphate

CALCULATED PROPERTIES

• Acid pKa: 1.2339159
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -3.852102
• LogD (pH = 7.4): -4.8394957
• Log P: -4.291129
• 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

Safety Information

• Storage Condition: 0°C

Product Information

• Purity: 98-100%

DETAILS

MP Biomedicals - 02101482

Free Acid
White crystalline powder
Purity: 98-100%