2-amino-9H-purine-6,8-diol hydrochloride

• ChemBase ID: 160019
• Molecular Formular: C5H6ClN5O2
• Molecular Mass: 203.58644
• Monoisotopic Mass: 203.02100214
• SMILES: c1(nc(c2c(n1)[nH]c(n2)O)O)N.Cl
• Canonical SMILES: Nc1nc(O)c2c(n1)[nH]c(n2)O.Cl
• InChI: InChI=1S/C5H5N5O2.ClH/c6-4-8-2-1(3(11)10-4)7-5(12)9-2;/h(H5,6,7,8,9,10,11,12);1H
• InChIKey: NZKRTEBHJIBRHK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-9H-purine-6,8-diol hydrochloride
• IUPAC Traditional name: 2-amino-9H-purine-6,8-diol hydrochloride
• Synonyms: 2-Amino-7,9-dihydro-1H-purine-6,8-dione Hydrochloride; 2-Amino-6,8-purinediol Hydrochloride; 8-Hydroxyguanine Hydrochloride; 8-Oxo-7,8-dihydroguanine Hydrochloride; 8-Oxoguanine Hydrochloride; NSC 22720; 2-Amino-6,8-dihydroxypurine Hydrochloride (~90%)

Database IDs

• CAS Number: 1246818-54-1
• PubChem SID: 162254154
• PubChem CID: 53411874

CALCULATED PROPERTIES

• Log P: 0.22489266
• Molar Refractivity: 39.9804 cm^3
• Polarizability: 14.702193 Å^3
• Polar Surface Area: 120.94 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 8.836804
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.22468588
• LogD (pH = 7.4): 0.21082804

PROPERTIES

Physical Property

• Solubility: Alkaline Water; DMSO
• Apperance: Off-White Solid
• Melting Point: >350°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A604921

2-Amino-6,8-dihydroxypurine is an 8-oxo-guanine repair pathway coordinated by MUTYH glycosylase and DNA polymerase λ.

REFERENCES

• Avkin, S., et al.: Mutat. Res., 510, 81 (2002)
• Niimi, N., et al.: Biochem., 48, 4239 (2002)
• Muftuoglu, M., et al.: J. Biol. Chem., 284, 9270 (2002)