2-amino-8-nitro-6,9-dihydro(4,8-13C2,7-15N)-1H-purin-6-one

• ChemBase ID: 175241
• Molecular Formular: C5H4N6O3
• Molecular Mass: 199.10237857
• Monoisotopic Mass: 199.03823259
• SMILES: [nH]1c(n[13c]2c(c1=O)[15n][13c]([nH]2)[N+](=O)[O-])N
• Canonical SMILES: [O-][N+](=O)[13c]1[nH][13c]2c([15n]1)c(=O)[nH]c(n2)N
• InChI: InChI=1S/C5H4N6O3/c6-4-8-2-1(3(12)10-4)7-5(9-2)11(13)14/h(H4,6,7,8,9,10,12)/i2+1,5+1,7+1
• InChIKey: IYHJRKNFFYAOGE-BSGFKUSMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-8-nitro-6,9-dihydro(4,8-^1^3C₂,7-^1^5N)-1H-purin-6-one
• IUPAC Traditional name: 2-amino-8-nitro-1,9-dihydro(4,8-^1^3C₂,7-^1^5N)purin-6-one
• Synonyms: 2-Amino-1,9-dihydro-8-nitro-6H-purin-6-one-4,8-13C2-7-15N; 2-Amino-1,7-dihydro-8-nitro-6H-purin-6-one-4,8-13C2-7-15N; 8-Nitroguanine-4,8-13C2-7-15N, technical grade-50% Purity

Database IDs

• PubChem SID: 164231151
• PubChem CID: 71751061

CALCULATED PROPERTIES

• Acid pKa: 0.1609579
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.4307532
• LogD (pH = 7.4): -1.4339907
• Log P: -1.0233444
• Molar Refractivity: 44.8228 cm^3
• Polarizability: 15.23597 Å^3
• Polar Surface Area: 141.98 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - N496013

Labelled 8-Nitroguanine as a potential biomarker for progression of malignant fibrous histiocytoma, a model of inflammation-related cancer.

REFERENCES

• Surh, Y., et al.: Mutat. Res., 480, 243 (2001)
• Balkwill, F., et al.: Lancet, 357, 539 (2001)
• Kawanishi, S., et al.: Biol. Chem., 387, 365 (2001)
• Hoki, Y., et al.: Cancer Sci., 98, 163 (2001)