4-{[(2S,3S)-1-methyl-2-(pyridin-3-yl)pyrrolidin-3-yl]methoxy}-4-oxobutanoic acid

• ChemBase ID: 170882
• Molecular Formular: C15H20N2O4
• Molecular Mass: 292.3303
• Monoisotopic Mass: 292.14230713
• SMILES: [C@H]1([C@H](N(CC1)C)c1cccnc1)COC(=O)CCC(=O)O
• Canonical SMILES: OC(=O)CCC(=O)OC[C@H]1CCN([C@@H]1c1cccnc1)C
• InChI: InChI=1S/C15H20N2O4/c1-17-8-6-12(10-21-14(20)5-4-13(18)19)15(17)11-3-2-7-16-9-11/h2-3,7,9,12,15H,4-6,8,10H2,1H3,(H,18,19)/t12-,15-/m1/s1
• InChIKey: CQTKSOUZGGAJEJ-IUODEOHRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(2S,3S)-1-methyl-2-(pyridin-3-yl)pyrrolidin-3-yl]methoxy}-4-oxobutanoic acid
• IUPAC Traditional name: 4-{[(2S,3S)-1-methyl-2-(pyridin-3-yl)pyrrolidin-3-yl]methoxy}-4-oxobutanoic acid
• Synonyms: rac-trans 3'-Hydroxymethylnicotine Hemisuccinate

Database IDs

• CAS Number: 1207282-59-4
• PubChem SID: 164226792
• PubChem CID: 11551047

CALCULATED PROPERTIES

• Acid pKa: 3.6879075
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -2.3359876
• LogD (pH = 7.4): -2.3499815
• Log P: -2.3327293
• Molar Refractivity: 76.0013 cm^3
• Polarizability: 29.954596 Å^3
• Polar Surface Area: 79.73 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Colourless to Yellow Tinged Oil
• Boiling Point: 155-165°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H948190

A compound for making immunogens for the production of antibodies to nicotine.

REFERENCES

• Langone, J.J., et al.: Methods in Enz., 84, 629 (1982)