2-amino-7-methyl-6,7-dihydro-1H-purin-6-one

• ChemBase ID: 152002
• Molecular Formular: C6H7N5O
• Molecular Mass: 165.15268
• Monoisotopic Mass: 165.06505987
• SMILES: Cn1cnc2c1c(=O)[nH]c(n2)N
• Canonical SMILES: Nc1nc2ncn(c2c(=O)[nH]1)C
• InChI: InChI=1S/C6H7N5O/c1-11-2-8-4-3(11)5(12)10-6(7)9-4/h2H,1H3,(H3,7,9,10,12)
• InChIKey: FZWGECJQACGGTI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-7-methyl-6,7-dihydro-1H-purin-6-one
• IUPAC Traditional name: 7-methylguanine
• Synonyms: 2-Amino-6-hydroxy-7-methylpurine; Epiguanine; 7-Methylguanine; 2-Amino-7-methylhypoxanthine; N7-Methylguanine; NSC 193444; NSC 19647; 7-Methylguanine; 2-Amino-1,7-dihydro-7-methyl-6H-purin-6-one; 2-氨基-6-羟基-7-甲基嘌呤; 表鸟嘌呤; 7-甲基鸟嘌呤

Database IDs

• CAS Number: 578-76-7
• EC Number: 209-431-0
• MDL Number: MFCD00038003
• Beilstein Number: 174245
• PubChem SID: 24885085; 162246148
• PubChem CID: 11361

CALCULATED PROPERTIES

• Acid pKa: 10.7261
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.8834597
• LogD (pH = 7.4): -0.8834546
• Log P: -0.88327366
• Molar Refractivity: 44.2312 cm^3
• Polarizability: 14.8356695 Å^3
• Polar Surface Area: 85.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Sodium Hydroxide (aq); Water

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (HPLC)
• Impurities: ≤1% guanine
• Empirical Formula (Hill Notation): C6H7N5O

DETAILS

Sigma Aldrich - 67073

Packaging
250 mg in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 67073.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - M311790

Has binding affinity to guanine deaminase, an important metalloenzyme in purine catabolism. Found in urine of patients with malignant cancer.

REFERENCES

• Fernandez, J. et al.; Bioorg. Med. Chem.; 18, 6748 (2010)
• Li, H. et al.; J. Mass. Spectrom. 44, 641 (2009)