FB2024_03 , released June 25, 2024
Chemical: nicotine
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General Information
Name
nicotine
FlyBase ID
FBch0000006
ChEBI Name
nicotine
ChEBI ID
PubChem Name
Nicotine
PubChem ID
89594 (PubChem link: Nicotine)
Chemical Structure
Chemical structure of nicotine
nicotine
InChIKey
Definition (ChEBI)

ChEBI: (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 teratogenic agent, a neurotoxin, an anxiolytic drug, a nicotinic acetylcholine receptor agonist, a biomarker, an immunomodulator, a mitogen, a peripheral nervous system drug, a psychotropic drug, a plant metabolite and a xenobiotic. It is a conjugate base of a (S)-nicotinium(1+). It is an enantiomer of a (R)-nicotine.NCI Thesaurus (NCIt): Nicotine is a plant alkaloid, found in the tobacco plant, and addictive central nervous system (CNS) stimulant that causes either ganglionic stimulation in low doses or ganglionic blockage in high doses. Nicotine acts as an agonist at the nicotinic cholinergic receptors in the autonomic ganglia, at neuromuscular junctions, and in the adrenal medulla and the brain. Nicotine's CNS-stimulating activities may be mediated through the release of several neurotransmitters, including acetylcholine, beta-endorphin, dopamine, norepinephrine, serotonin, and ACTH. As a result, peripheral vasoconstriction, tachycardia, and elevated blood pressure may be observed with nicotine intake. This agent may also stimulate the chemoreceptor trigger zone, thereby inducing nausea and vomiting.

Roles Classification (ChEBI)
Comment
Synonyms and Secondary IDs (27)
Synonyms
(+-)-3-(1-Methyl-2-pyrrolidinyl)pyridine
(+-)-nicotine
(-)-Nicotine
(-)-nicotine
(R,S)-nicotine
(RS)-nicotine
(S)-(-)-Nicotine
(S)-3-(1-methylpyrrolidin-2-yl)pyridine
(S)-Nicotine
(s)-(-)-nicotine
(s)-3-(1-methylpyrrolidin-2-yl)pyridine
(s)-nicotine
3-[(2S)-1-methylpyrrolidin-2-yl]pyridine
3-[(2s)-1-methylpyrrolidin-2-yl]pyridine
Habitrol
L-Nicotine
Nicoderm
PubChem:89594
habitrol
l-nicotine
nicoderm
nicotin
nikotin
pubchem:89594
Secondary FlyBase IDs
    References (72)