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

• ChemBase ID: 132142
• 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)CO)OP(=O)(O)O)N
• Canonical SMILES: OC[C@H]1O[C@H](C[C@@H]1OP(=O)(O)O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C10H14N5O6P/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(6(2-16)20-7)21-22(17,18)19/h3-7,16H,1-2H2,(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1
• InChIKey: UEUPTUCWIHOIMK-RRKCRQDMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid
• IUPAC Traditional name: 2'-deoxy-3'-amp
• Synonyms: 2′-Deoxyadenosine 3′-monophosphate sodium salt

Database IDs

• CAS Number: 102832-10-0
• MDL Number: MFCD00057021
• PubChem SID: 162226419; 24893727
• PubChem CID: 167350

CALCULATED PROPERTIES

• Acid pKa: 1.0831686
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -3.878441
• LogD (pH = 7.4): -4.9671907
• Log P: -4.3317194
• 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
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ~98%