2-[1-(6-amino-9H-purin-9-yl)-2-oxoethoxy]-3-hydroxypropanal

• ChemBase ID: 132676
• Molecular Formular: C10H11N5O4
• Molecular Mass: 265.22544
• Monoisotopic Mass: 265.08110386
• SMILES: c1nc(c2c(n1)n(cn2)C(C=O)OC(CO)C=O)N
• Canonical SMILES: O=CC(n1cnc2c1ncnc2N)OC(C=O)CO
• InChI: InChI=1S/C10H11N5O4/c11-9-8-10(13-4-12-9)15(5-14-8)7(3-18)19-6(1-16)2-17/h1,3-7,17H,2H2,(H2,11,12,13)
• InChIKey: ILMNSCQOSGKTNZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[1-(6-amino-9H-purin-9-yl)-2-oxoethoxy]-3-hydroxypropanal
• IUPAC Traditional name: 2-[1-(6-aminopurin-9-yl)-2-oxoethoxy]-3-hydroxypropanal
• Synonyms: ADOX; Adenosine-2′,3′-dialdehyde; Adenosine, periodate oxidized

Database IDs

• CAS Number: 34240-05-6
• MDL Number: MFCD00056960
• PubChem SID: 24891180; 162226953
• PubChem CID: 99920

CALCULATED PROPERTIES

• Acid pKa: 13.733838
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -1.902992
• LogD (pH = 7.4): -1.7939497
• Log P: -1.7923615
• Molar Refractivity: 63.8016 cm^3
• Polarizability: 24.179459 Å^3
• Polar Surface Area: 133.22 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥93%

DETAILS

Sigma Aldrich - A7154

Application
Adenosine-2′,3′-dialdehyde (Adox) is an inhibitor of S-adenosylhomocysteine hydrolase (AdoHcy hydrolase ) and it may be used in studies on the role of AdoHcy hydrolase in adenosine induce apoptosis and related S-adenosylhomocysteine-regulated processes. Adox is a methylation inhibitor that inhibits histone methytransferases (HMTase) and arginine methylation.