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(S)-nicotine (CHEBI:17688)

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ChEBI Name (S)-nicotine
ChEBI ID CHEBI:17688
ChEBI ASCII Name (S)-nicotine
Definition An optically active form of nicotine having S-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44268, CHEBI:14653, CHEBI:25536, CHEBI:7562
Supplier Information
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Formula Source
C10H14N2 KEGG COMPOUND
Net Charge 0
Average Mass 162.23160
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
InChIKey
SNICXCGAKADSCV-JTQLQIEISA-N
SMILES
[H][C@]1(CCCN1C)c1cccnc1
Roles Classification
Biological Role(s): neurotoxin
A poison that interferes with the functions of the nervous system.
(via nicotine )
nicotinic agonist
Any drug that binds to and activates a nicotinic cholinergic receptor.
(via nicotine )
teratogenic agent
A role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect.
(via nicotine )
mitogen
A chemical substance that encourages a cell to commence cell division, triggering mitosis.
(via nicotine )
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
(via nicotine )
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via nicotine )
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): anxiolytic drug
Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
(via nicotine )
nicotinic agonist
Any drug that binds to and activates a nicotinic cholinergic receptor.
(via nicotine )
phytogenic insecticide
An insecticide compound naturally occurring in plants.
peripheral nervous system drug
A drug that acts principally at one or more sites within the peripheral neuroeffector systems, the autonomic system, and motor nerve-skeletal system.
(via nicotine )
biomarker
A substance used as an indicator of a biological state.
(via nicotine )
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
(via nicotine )
psychotropic drug
A loosely defined grouping of drugs that have effects on psychological function.
(via nicotine )
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing (S)-nicotine (CHEBI:17688) has role anxiolytic drug (CHEBI:35474)
(S)-nicotine (CHEBI:17688) has role neurotoxin (CHEBI:50910)
(S)-nicotine (CHEBI:17688) has role nicotinic agonist (CHEBI:47958)
(S)-nicotine (CHEBI:17688) has role phytogenic insecticide (CHEBI:22917)
(S)-nicotine (CHEBI:17688) has role teratogenic agent (CHEBI:50905)
(S)-nicotine (CHEBI:17688) is a nicotine (CHEBI:18723)
(S)-nicotine (CHEBI:17688) is conjugate base of (S)-nicotinium(1+) (CHEBI:59806)
(S)-nicotine (CHEBI:17688) is enantiomer of (R)-nicotine (CHEBI:39162)
Incoming (S)-6-hydroxynicotine (CHEBI:17532) has functional parent (S)-nicotine (CHEBI:17688)
(S)-nicotinium N-α-D-glucosiduronate (CHEBI:63860) has functional parent (S)-nicotine (CHEBI:17688)
(S)-nicotinium(1+) (CHEBI:59806) is conjugate acid of (S)-nicotine (CHEBI:17688)
(R)-nicotine (CHEBI:39162) is enantiomer of (S)-nicotine (CHEBI:17688)
IUPAC Name
3-[(2S)-1-methylpyrrolidin-2-yl]pyridine
Synonyms Sources
(−)-nicotine ChemIDplus
(S)-(−)-nicotine NIST Chemistry WebBook
(S)-3-(1-methylpyrrolidin-2-yl)pyridine KEGG COMPOUND
(S)-3-(1-METHYLPYRROLIDIN-2-YL)PYRIDINE PDBeChem
(S)-3-(N-methylpyrrolidin-2-yl)pyridine IUBMB
(S)-nicotine ChemIDplus
(S)-Nicotine KEGG COMPOUND
3-(2-(N-methylpyrrolidinyl))pyridine NIST Chemistry WebBook
3-(N-methylpyrollidino)pyridine NIST Chemistry WebBook
L(−)-nicotine IUBMB
Nicotine KEGG COMPOUND
Database Links Databases
C00002057 KNApSAcK
C00745 KEGG COMPOUND
D03365 KEGG DRUG
DB00184 DrugBank
HMDB01934 HMDB
NCT PDBeChem
Nicotine Wikipedia
NICOTINE MetaCyc
View more database links
Registry Numbers Types Sources
3604351 Beilstein Registry Number Beilstein
54-11-5 CAS Registry Number KEGG COMPOUND
54-11-5 CAS Registry Number ChemIDplus
54-11-5 CAS Registry Number NIST Chemistry WebBook
82109 Reaxys Registry Number Reaxys
82109 Beilstein Registry Number Beilstein
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Last Modified
28 July 2014

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