2-amino(4,5,8-13C3)-7H-purine-6,8-diol hydrochloride

• ChemBase ID: 160020
• Molecular Formular: C5H6ClN5O2
• Molecular Mass: 206.56440451
• Monoisotopic Mass: 206.03106665
• SMILES: Cl.Nc1nc([13c]2[nH][13c](n[13c]2n1)O)O
• Canonical SMILES: Nc1nc(O)[13c]2[13c](n1)n[13c]([nH]2)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/i1+1,2+1,5+1
• InChIKey: NZKRTEBHJIBRHK-SCQVOKKOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino(4,5,8-^1^3C₃)-7H-purine-6,8-diol hydrochloride
• IUPAC Traditional name: 2-amino(4,5,8-^1^3C₃)-7H-purine-6,8-diol hydrochloride
• Synonyms: 2-Amino-7,9-dihydro-1H-purine-6,8-dione-13C3 Hydrochloride; 2-Amino-6,8-purinediol-13C3 Hydrochloride; 8-Hydroxyguanine-13C3 Hydrochloride; 8-Oxo-7,8-dihydroguanine-13C3 Hydrochloride; 8-Oxoguanine-13C3 Hydrochloride; NSC 22720-13C3; 2-Amino-6,8-dihydroxypurine-13C3 Hydrochloride

Database IDs

• PubChem SID: 162254155
• PubChem CID: 71313199

CALCULATED PROPERTIES

• Acid pKa: 8.5473995
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.18204163
• LogD (pH = 7.4): 0.15318726
• Log P: 0.18243515
• Molar Refractivity: 41.6006 cm^3
• Polarizability: 14.705569 Å^3
• Polar Surface Area: 120.94 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A604922

Labelled 2-Amino-6,8-dihydroxypurine (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)