
Nicotine
(S)-nicotine is a 3-(1-methylpyrrolidin-2-yl)pyridine in which the chiral centre has S-configuration. The naturally occurring and most active enantiomer of nicotine, isolated from Nicotiana tabacum. It has a role as a phytogenic insecticide, a psychotropic drug, an anxiolytic drug, a xenobiotic, a nicotinic acetylcholine receptor agonist, a peripheral nervous system drug, an immunomodulator, a teratogenic agent, a neurotoxin, a mitogen, a biomarker and a plant metabolite. It is a conjugate base of a (S)-nicotinium(1+). It is an enantiomer of a (R)-nicotine. — ChEBI
- IUPAC name
- 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine
- Molecular formula
- C10H14N2
- Molecular weight
- 162.23 g/mol
- Exact mass
- 162.115698455 Da
- XLogP3
- 1.2
- Topological polar surface area
- 16.1 Ų
- Hydrogen-bond donors
- 0
- Hydrogen-bond acceptors
- 2
- Covalent units
- 1
- Defined stereocentres
- 1
Also known as
16 more reported names
External database identifiers
Retrieved from NIH PubChem on 2026-09-02 by checksum-valid CAS matching. Chemical properties do not replace the regulatory decision on this page.