CHEBI:68641 - (−)-cotinine

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ChEBI Name (−)-cotinine
ChEBI ID CHEBI:68641
ChEBI ASCII Name (-)-cotinine
Definition An N-alkylpyrrolidine that consists of N-methylpyrrolidinone bearing a pyridin-3-yl substituent at position C-5 (the 5S-enantiomer). It is an alkaloid commonly found in Nicotiana tabacum.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H12N2O
Net Charge 0
Average Mass 176.21510
Monoisotopic Mass 176.095
InChI InChI=1S/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1
InChIKey UIKROCXWUNQSPJ-VIFPVBQESA-N
SMILES [H][C@]1(CCC(=O)N1C)c1cccnc1
Metabolite of Species Details
Nicotiana tabacum (NCBI:4097) 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.
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
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): biomarker
A substance used as an indicator of a biological state.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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ChEBI Ontology
Outgoing (−)-cotinine (CHEBI:68641) has role antidepressant (CHEBI:35469)
(−)-cotinine (CHEBI:68641) has role biomarker (CHEBI:59163)
(−)-cotinine (CHEBI:68641) has role human xenobiotic metabolite (CHEBI:76967)
(−)-cotinine (CHEBI:68641) has role plant metabolite (CHEBI:76924)
(−)-cotinine (CHEBI:68641) is a N-alkylpyrrolidine (CHEBI:46775)
(−)-cotinine (CHEBI:68641) is a pyridines (CHEBI:26421)
(−)-cotinine (CHEBI:68641) is a pyrrolidin-2-ones (CHEBI:74223)
(−)-cotinine (CHEBI:68641) is a pyrrolidine alkaloid (CHEBI:26456)
Incoming trans-3-hydroxycotinine (CHEBI:71182) has functional parent (−)-cotinine (CHEBI:68641)
IUPAC Name
(5S)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one
INNs Sources
cotinina ChemIDplus
cotinine ChemIDplus
cotininum ChemIDplus
Synonyms Sources
(S)-(-)-Cotinine ChemIDplus
(S)-1-Methyl-5-(3-pyridinyl)-2-pyrrolidinone ChemIDplus
(S)-Cotinine ChemIDplus
cotinine ChEBI
Database Links Databases
737 DrugCentral
C00034470 KNApSAcK
Cotinine Wikipedia
CPD-2742 MetaCyc
HMDB0001046 HMDB
LSM-5986 LINCS
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Registry Numbers Types Sources
486-56-6 CAS Registry Number ChemIDplus
5736575 Reaxys Registry Number Reaxys
83099 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017