1-nitroso(2,2,6,6-2H4)piperidine-3-carboxylic acid

• ChemBase ID: 175492
• Molecular Formular: C6H10N2O3
• Molecular Mass: 158.1552
• Monoisotopic Mass: 158.06914219
• SMILES: C1CN(CC(C1)C(=O)O)N=O
• Canonical SMILES: O=NN1CCCC(C1)C(=O)O
• InChI: InChI=1S/C6H10N2O3/c9-6(10)5-2-1-3-8(4-5)7-11/h5H,1-4H2,(H,9,10)
• InChIKey: YGOAQYQGTQBALO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-nitroso(2,2,6,6-^2H₄)piperidine-3-carboxylic acid
• IUPAC Traditional name: 1-nitroso(2,2,6,6-^2H₄)piperidine-3-carboxylic acid
• Synonyms: 1-Nitrosonipecotic Acid-d4; N-Nitroso Nipecotic Acid-d4; 1-Nitroso-3-piperidinecarboxylic Acid-d4

Database IDs

• PubChem SID: 164231402
• PubChem CID: 71751138

CALCULATED PROPERTIES

• Acid pKa: 4.1016836
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.1931204
• LogD (pH = 7.4): -2.8616736
• Log P: -0.01276341
• Molar Refractivity: 38.2784 cm^3
• Polarizability: 14.189364 Å^3
• Polar Surface Area: 69.97 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N532002

A major urinary labelled metabolite of N-nitrosoguvacoline (N527625) and N-nitrosoguvacine, found in cigarette tobacco.

REFERENCES

• Ernst, H., et al.: Carcinogenesis, 8, 1843 (1987)