2-amino-7-(2-hydroxypropyl)-6,7-dihydro-1H-purin-6-one

• ChemBase ID: 171221
• Molecular Formular: C8H11N5O2
• Molecular Mass: 209.20524
• Monoisotopic Mass: 209.09127462
• SMILES: [nH]1c(nc2c(c1=O)n(cn2)CC(O)C)N
• Canonical SMILES: CC(Cn1cnc2c1c(=O)[nH]c(n2)N)O
• InChI: InChI=1S/C8H11N5O2/c1-4(14)2-13-3-10-6-5(13)7(15)12-8(9)11-6/h3-4,14H,2H2,1H3,(H3,9,11,12,15)
• InChIKey: JVWVMKYNORDKGP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-7-(2-hydroxypropyl)-6,7-dihydro-1H-purin-6-one
• IUPAC Traditional name: 2-amino-7-(2-hydroxypropyl)-1H-purin-6-one
• Synonyms: 2-Amino-1,7-dihydro-7-(2-hydroxypropyl)-6H-purin-6-one; N7-(2-Hydroxypropyl)guanine; 7-(2-Hydroxypropyl)guanine

Database IDs

• CAS Number: 56247-84-8
• PubChem SID: 164227131
• PubChem CID: 92077

CALCULATED PROPERTIES

• Acid pKa: 10.71777
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.1569242
• LogD (pH = 7.4): -1.1569853
• Log P: -1.1568006
• Molar Refractivity: 54.9423 cm^3
• Polarizability: 19.15852 Å^3
• Polar Surface Area: 105.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H952590

A major adduct from alkylation of DNA by the genotoxic carcinogen, propylene oxide. Molecular dosimetry studies are used to find the amount present in tissues of F344 rats after inhalation exposure to propylene oxide

REFERENCES

• Rios-Blanco, M.N. et al.: Carcinogen., 24, 1233 (2003)
• Segerback, D. et al.: Chem.-Biol. Inter., 115, 229 (2003)