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

• ChemBase ID: 133223
• Molecular Formular: C10H14N5O6P
• Molecular Mass: 331.221821
• Monoisotopic Mass: 331.06816982
• SMILES: c1nc(c2c(n1)n(cn2)C1CC(C(O1)COP(=O)(O)O)O)N
• Canonical SMILES: OC1CC(OC1COP(=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)
• InChIKey: KHWCHTKSEGGWEX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methoxyphosphonic acid
• Synonyms: dAMP; 2′-Deoxyadenosine 5′-monophosphate; 2′-Deoxyadenosine 5′-monophosphat 一水合物; 脱氧腺苷酸; 2′-脱氧腺苷-5′-单磷酸

Database IDs

• CAS Number: 653-63-4
• EC Number: 211-503-1
• MDL Number: MFCD00005753
• PubChem SID: 24894020; 162227500
• PubChem CID: 621

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

Safety Information

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

Product Information

• Purity: 98-100%
• Grade: Sigma Grade