methyl 4-[(2H3)methyl(nitroso)amino]butanoate

• ChemBase ID: 175477
• Molecular Formular: C6H12N2O3
• Molecular Mass: 160.17108
• Monoisotopic Mass: 160.08479225
• SMILES: N(CCCC(=O)OC)(C)N=O
• Canonical SMILES: O=NN(CCCC(=O)OC)C
• InChI: InChI=1S/C6H12N2O3/c1-8(7-10)5-3-4-6(9)11-2/h3-5H2,1-2H3
• InChIKey: YAYDTYCLARRGKS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-[(^2H₃)methyl(nitroso)amino]butanoate
• IUPAC Traditional name: methyl 4-[(^2H₃)methyl(nitroso)amino]butanoate
• Synonyms: Methyl(3-carboxypropyl)nitrosamine-d3 Methyl Ester; 4-(Methylnitrosoamino)butanoic Acid-d3 Methyl Ester; N-Nitroso-N-methyl-4-aminobutyric Acid-d3 Methyl Ester

Database IDs

• PubChem SID: 164231387
• PubChem CID: 71751134

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.18754013
• LogD (pH = 7.4): 0.1881572
• Log P: 0.18816513
• Molar Refractivity: 40.3586 cm^3
• Polarizability: 15.120042 Å^3
• Polar Surface Area: 58.97 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N529052

The methyl ester of the nitrosamino acid, N-Nitroso-N-methylaminobutyric acid. This N-nitrosamino acid has been isolated and identified in various types of tobacco, including snuff, chewing and pipe tobacco, cigars and cigarettes.

REFERENCES

• Suzuki, E., et al.: Chem. Pharm. Bull., 28, 1612 (1980)
• Ohshima, H, et al.: Cancer Letters, 26, 153 (1985).