4-[(2H3)methyl(nitroso)amino]butanoic acid

• ChemBase ID: 175475
• Molecular Formular: C5H10N2O3
• Molecular Mass: 146.1445
• Monoisotopic Mass: 146.06914219
• SMILES: N(CCCC(=O)O)(C)N=O
• Canonical SMILES: O=NN(CCCC(=O)O)C
• InChI: InChI=1S/C5H10N2O3/c1-7(6-10)4-2-3-5(8)9/h2-4H2,1H3,(H,8,9)
• InChIKey: SJLBIPLIGYWGJV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 1184996-41-5
• PubChem SID: 164231385
• PubChem CID: 45040114

CALCULATED PROPERTIES

• Acid pKa: 4.251197
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.2706083
• LogD (pH = 7.4): -2.9872947
• Log P: -0.17327262
• Molar Refractivity: 35.5895 cm^3
• Polarizability: 13.075745 Å^3
• Polar Surface Area: 69.97 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetonitrile; Dichlormethane; Methanol; Water
• Apperance: Yellow Oil

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - N529002

This N-nitrosamino acid has been isolated and identified in various types of tobacco, inlcluding snuff, chewing and pipe tobacco, cigars and cigarettes. The occurence of N-nitrosamino acids are highly correlated with levels of tobacco-specific N-nitrosam

REFERENCES

• Ohshima, H., et al.: Cancer Letters, 26, 153 (1985)