Nicotine

Prototype nicotinic agonist; naturally occuring isomer || 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.

General

Type : Derivative of Nicotine, Pyrrolidine, Nicotinic agonist, Natural, Alkaloid, Drug, Not A\/B H target

Chemical_Nomenclature : [-]-1-Methyl-2-[3-pyridyl]pyrrolidine || 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine

Canonical SMILES : CN1CCCC1C2=CN=CC=C2

InChI : InChI=1S\/C10H14N2\/c1-12-7-3-5-10(12)9-4-2-6-11-8-9\/h2,4,6,8,10H,3,5,7H2,1H3\/t10-\/m0\/s1 || InChI=1S\/C10H14N2\/c1-12-7-3-5-10(12)9-4-2-6-11-8-9\/h2,4,6,8,10H,3,5,7H2,1H3

InChIKey : SNICXCGAKADSCV-JTQLQIEISA-N || SNICXCGAKADSCV-UHFFFAOYSA-N

Other name(s) : L-Nicotine  ||  (-)-Nicotine  ||  (S)-Nicotine  ||  CHEBI:17688  ||  SCHEMBL20192  ||  ZINC391812  ||  DB00184  ||  SCHEMBL11976729  ||  CHEBI:18723  ||  CHEBI:138000


MW : 162.2

Formula : C10H14N2

CAS_number : 54-11-5,    22083-74-5

PubChem : 942,    89594

UniChem : SNICXCGAKADSCV-JTQLQIEISA-N,    SNICXCGAKADSCV-UHFFFAOYSA-N

IUPHAR : 2585

Wikipedia : Nicotine

Target

Families : Nicotine ligand of proteins in family
ACHE BCHE Pectinacetylesterase-Notum

Structure :
7BNE

Protein :
human-NOTUM

References (1)

Title : Structure-activity relationship of reversible cholinesterase inhibitors including paraquat - Seto_1988_Arch.Toxicol_62_37
Author(s) : Seto Y , Shinohara T
Ref : Archives of Toxicology , 62 :37 , 1988
Abstract :
PubMedSearch : Seto_1988_Arch.Toxicol_62_37
PubMedID: 3190453