CHEBI:28313 - (S)-nornicotine

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ChEBI Name (S)-nornicotine
ChEBI ID CHEBI:28313
ChEBI ASCII Name (S)-nornicotine
Definition A pyridine alkaloid that is nicotine lacking the methyl group on the pyrrolidine nitrogen.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:7634, CHEBI:25594
Supplier Information
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Formula C9H12N2
Net Charge 0
Average Mass 148.20500
Monoisotopic Mass 148.10005
InChI InChI=1S/C9H12N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7,9,11H,2,4,6H2/t9-/m0/s1
InChIKey MYKUKUCHPMASKF-VIFPVBQESA-N
SMILES C1CN[C@@H](C1)c1cccnc1
Roles Classification
Biological Role(s): nicotinic acetylcholine receptor agonist
An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
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): nicotinic acetylcholine receptor agonist
An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
phytogenic insecticide
An insecticide compound naturally occurring in plants.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (S)-nornicotine (CHEBI:28313) has parent hydride nicotine (CHEBI:18723)
(S)-nornicotine (CHEBI:28313) has role metabolite (CHEBI:25212)
(S)-nornicotine (CHEBI:28313) has role nicotinic acetylcholine receptor agonist (CHEBI:47958)
(S)-nornicotine (CHEBI:28313) has role phytogenic insecticide (CHEBI:22917)
(S)-nornicotine (CHEBI:28313) is a pyridine alkaloid (CHEBI:26416)
(S)-nornicotine (CHEBI:28313) is a pyrrolidine alkaloid (CHEBI:26456)
(S)-nornicotine (CHEBI:28313) is conjugate base of (S)-nornicotine(1+) (CHEBI:190184)
(S)-nornicotine (CHEBI:28313) is enantiomer of (+)-Nornicotine (CHEBI:37)
Incoming (S)-nornicotine(1+) (CHEBI:190184) is conjugate acid of (S)-nornicotine (CHEBI:28313)
(+)-Nornicotine (CHEBI:37) is enantiomer of (S)-nornicotine (CHEBI:28313)
IUPAC Name
3-[(2S)-pyrrolidin-2-yl]pyridine
Synonyms Sources
(−)-nornicotine ChEBI
(S)-1'-demethylnicotine NIST Chemistry WebBook
1'-demethyl nicotine ChemIDplus
l-nor-nicotine ChemIDplus
Nornicotine KEGG COMPOUND
S-(−)-nornicotine NIST Chemistry WebBook
Manual Xrefs Databases
2560 PPDB
C00042792 KNApSAcK
C06524 KEGG COMPOUND
nornicotine Alan Wood's Pesticides
View more database links
Registry Numbers Types Sources
494-97-3 CAS Registry Number ChemIDplus
494-97-3 CAS Registry Number NIST Chemistry WebBook
81966 Beilstein Registry Number Beilstein
81966 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
15 March 2022