CHEBI:4055 - cytisine

Main ChEBI Ontology Automatic Xrefs
ChEBI Name cytisine
ChEBI ID CHEBI:4055
Definition An organic heterotricyclic compound that is the toxic principle in Laburnum seeds and is found in many members of the Fabaceae (legume, pea or bean) family. An acetylcholine agonist, it is widely used throughout Eastern Europe as an aid to giving up smoking.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C11H14N2O
Net Charge 0
Average Mass 190.24170
InChI InChI=1S/C11H14N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,8-9,12H,4-7H2/t8-,9+/m0/s1
InChIKey ANJTVLIZGCUXLD-DTWKUNHWSA-N
SMILES O=c1cccc2[C@H]3CNC[C@H](C3)Cn12
Metabolite of Species Details
Fabaceae (NCBI:3803) See: PubMed
Laburnum anagyroides (NCBI:49828) See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
nicotinic acetylcholine receptor agonist
An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
phytotoxin
Any toxin produced by a plant.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cytisine (CHEBI:4055) has role nicotinic acetylcholine receptor agonist (CHEBI:47958)
cytisine (CHEBI:4055) has role phytotoxin (CHEBI:38231)
cytisine (CHEBI:4055) has role plant metabolite (CHEBI:76924)
cytisine (CHEBI:4055) is a alkaloid (CHEBI:22315)
cytisine (CHEBI:4055) is a bridged compound (CHEBI:35990)
cytisine (CHEBI:4055) is a lactam (CHEBI:24995)
cytisine (CHEBI:4055) is a organic heterotricyclic compound (CHEBI:26979)
cytisine (CHEBI:4055) is a secondary amino compound (CHEBI:50995)
IUPAC Name
(1R,5S)-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one
Synonyms Sources
(−)-cytisine ChEBI
baptitoxin ChemIDplus
baptitoxine ChemIDplus
laburnin ChemIDplus
sophorin ChemIDplus
sophorine ChemIDplus
Database Links Databases
C00002218 KNApSAcK
C10763 KEGG COMPOUND
C5E PDBeChem
Cytisine Wikipedia
D07770 KEGG DRUG
View more database links
Registry Numbers Types Sources
485-35-8 CAS Registry Number KEGG COMPOUND
485-35-8 CAS Registry Number ChemIDplus
485-35-8 CAS Registry Number NIST Chemistry WebBook
83882 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
28 January 2015