3-(5-oxopyrrolidin-2-yl)pyridin-1-ium-1-olate

• ChemBase ID: 175595
• Molecular Formular: C9H10N2O2
• Molecular Mass: 178.1879
• Monoisotopic Mass: 178.07422757
• SMILES: c1c[n+](cc(c1)C1CCC(=O)N1)[O-]
• Canonical SMILES: O=C1CCC(N1)c1ccc[n+](c1)[O-]
• InChI: InChI=1S/C9H10N2O2/c12-9-4-3-8(10-9)7-2-1-5-11(13)6-7/h1-2,5-6,8H,3-4H2,(H,10,12)
• InChIKey: QLOVMRAJVDCTAF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(5-oxopyrrolidin-2-yl)pyridin-1-ium-1-olate
• IUPAC Traditional name: 3-(5-oxopyrrolidin-2-yl)pyridin-1-ium-1-olate
• Synonyms: 5-(1-Oxido-3-pyridinyl)-2-pyrrolidinone; (+/-)-5-(3-Pyridinyl)-2-pyrrolidinone N-Oxide; (R,S)-Norcotinine N-Oxide

Database IDs

• CAS Number: 101708-63-8
• PubChem SID: 164231505
• PubChem CID: 23273682

CALCULATED PROPERTIES

• Acid pKa: 13.253059
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.2732067
• LogD (pH = 7.4): -1.2731991
• Log P: -1.2731985
• Molar Refractivity: 48.0733 cm^3
• Polarizability: 17.764776 Å^3
• Polar Surface Area: 54.56 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N662010

A metabolite of Nicotine (N412420) in human blood plasma.

REFERENCES

• Castro, A., et al.: Rev. Immunoassay Technology, 1, 111 (1988)