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CHEBI:89087 - cotinine N-oxide

ChEBI IDCHEBI:89087
ChEBI Namecotinine N-oxide
Stars
ASCII Namecotinine N-oxide
DefinitionAn N-alkylpyrrolidine that is nicotine in which the methylene hydrogens at position 2 on the pyrrolidine ring have been replaced by an oxo group and the pyridine nitrogen converted into the corresponding N-oxide. A minor metabolite of nicotine.
Last Modified28 April 2020
DownloadsMolfile
FormulaC10H12N2O2
Net Charge0
Average Mass192.218
Monoisotopic Mass192.08988
SMILES[H][C@@]1(c2ccc[n+]([O-])c2)CCC(=O)N1C
InChIInChI=1S/C10H12N2O2/c1-11-9(4-5-10(11)13)8-3-2-6-12(14)7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1
InChIKeyCIPULDKLIIVIER-VIFPVBQESA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
blood (UBERON:0000178) PubMed (8294547)
urine (BTO:0001419) PubMed (8294547)
Mus musculus (ncbitaxon:10090) - PubMed (1521032)
Rattus norvegicus (ncbitaxon:10116) - PubMed (1521032)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
rat metabolite  Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
human urinary metabolite  Any metabolite (endogenous or exogenous) found in human urine samples.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
ChEBI Ontology
Outgoing Relation(s)
cotinine N-oxide (CHEBI:89087) has functional parent nicotine (CHEBI:18723)
cotinine N-oxide (CHEBI:89087) has role drug metabolite (CHEBI:49103)
cotinine N-oxide (CHEBI:89087) has role human urinary metabolite (CHEBI:84087)
cotinine N-oxide (CHEBI:89087) has role mouse metabolite (CHEBI:75771)
cotinine N-oxide (CHEBI:89087) has role rat metabolite (CHEBI:86264)
cotinine N-oxide (CHEBI:89087) is a N-alkylpyrrolidine (CHEBI:46775)
cotinine N-oxide (CHEBI:89087) is a pyridine N-oxides (CHEBI:38189)
cotinine N-oxide (CHEBI:89087) is a pyrrolidin-2-ones (CHEBI:74223)
IUPAC Name 
(5S)-1-methyl-5-(1-oxo-1λ5-pyridin-3-yl)pyrrolidin-2-one
Synonyms  Source
(5S)-1-methyl-5-(1-oxido-3-pyridinyl)-2-pyrrolidinoneHMDB
(S)-1-methyl-5-(3-pyridinyl)-2-Pyrrolidinone N-oxideHMDB
3-[(2S)-1-methyl-5-oxopyrrolidin-2-yl]pyridin-1-ium-1-olateHMDB
Cotinine-N-oxideHMDB
(S)-1-methyl-5-(1-oxido-3-pyridinyl)-2-PyrrolidinoneHMDB
(−)-cotinine N-oxideChEBI
Manual XrefsDatabases
CPD-3185MetaCyc
HMDB0001411HMDB
Registry NumbersSources
Reaxys:6479802Reaxys
CAS:36508-80-2ChemIDplus
Citations