3-[(2S)-1-methyl-1-oxidopyrrolidin-1-ium-2-yl]pyridin-1-ium-1-olate

• ChemBase ID: 175114
• Molecular Formular: C10H14N2O2
• Molecular Mass: 194.23036
• Monoisotopic Mass: 194.1055277
• SMILES: c1c[n+](cc(c1)[C@H]1[N+](CCC1)([O-])C)[O-]
• Canonical SMILES: [O-][n+]1cccc(c1)[C@@H]1CCC[N+]1([O-])C
• InChI: InChI=1S/C10H14N2O2/c1-12(14)7-3-5-10(12)9-4-2-6-11(13)8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-,12?/m0/s1
• InChIKey: GSXMRZNVDIMTTQ-NUHJPDEHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2S)-1-methyl-1-oxidopyrrolidin-1-ium-2-yl]pyridin-1-ium-1-olate
• IUPAC Traditional name: 3-[(2S)-1-methyl-1-oxidopyrrolidin-1-ium-2-yl]pyridin-1-ium-1-olate
• Synonyms: 3-(1-Methyl-1-oxido-2-pyrrolidinyl)pyridine 1-Oxide; 3-(1-Methyl-2-pyrrolidinyl)pyridine N,1-Dioxide; (1'RS,2'S)-Nicotine 1,1'-Di-N-Oxide [20% in ethanol]

Database IDs

• CAS Number: 129547-84-8
• PubChem SID: 164231024
• PubChem CID: 21117763

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -1.2220386
• LogD (pH = 7.4): -1.221998
• Log P: -1.2219974
• Molar Refractivity: 55.3894 cm^3
• Polarizability: 20.042387 Å^3
• Polar Surface Area: 52.34 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Yellow Oil

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Moisture Sensitive: Hygroscopic

DETAILS

Toronto Research Chemicals - N415000

N,N’-Oxide derivative of Nicotine (N412420). N-Oxide derivatives of nicotine are a constituent of tobacco leaves, stems and roots.The metabolism of nicotine in animals and man proceeds by oxidation of nitrogen to form nicotine-1’-N-oxide and cotinine. It

REFERENCES

• Phillipson, J.D., et al.: Phytochemistry, 14, 2683 (1975)