6-amino-9H-purin-8-ol

• ChemBase ID: 170090
• Molecular Formular: C5H5N5O
• Molecular Mass: 151.1261
• Monoisotopic Mass: 151.04940981
• SMILES: n1cnc2c(c1N)nc([nH]2)O
• Canonical SMILES: Oc1nc2c([nH]1)ncnc2N
• InChI: InChI=1S/C5H5N5O/c6-3-2-4(8-1-7-3)10-5(11)9-2/h1H,(H4,6,7,8,9,10,11)
• InChIKey: RGKBRPAAQSHTED-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-9H-purin-8-ol
• IUPAC Traditional name: 8-hydroxyadenine
• Synonyms: 6-Amino-7,9-dihydro-8H-purin-8-one; 6-Amino-1,7-dihydro-8H-purin-8-one; 6-Amino-purin-8-ol; 6-Amino-8-hydroxypurine; 7,8-Dihydro-8-oxoadenine; 8-Oxo-7,8-dihydroadenine; 8-Oxoadenine; NSC 24123; Oksaden; Oxaden; Oxyadenine; 8-Hydroxy Adenine

Database IDs

• CAS Number: 21149-26-8
• PubChem SID: 164226000
• PubChem CID: 5355054

CALCULATED PROPERTIES

• Acid pKa: 9.438463
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.22707953
• LogD (pH = 7.4): -0.15510802
• Log P: -0.15032804
• Molar Refractivity: 38.0535 cm^3
• Polarizability: 14.018883 Å^3
• Polar Surface Area: 100.71 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H750060

Adenine metabolite, which can be used as a plant growth regulator.

REFERENCES

• Borrmann, T., et al.: J. Med. Chem., 52, 5974 (2009)
• Gokce, G., et al.: Biochem., 48, 4980 (2009)
• Castillo-Garit, J., et al.: Eur. J. Pharm. Sci., 39, 30 (2009)