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CHEBI:82569 - 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol

ChEBI IDCHEBI:82569
ChEBI Name4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol
Stars
DefinitionA member of the class of nitrosamines that is butan-1-ol substituted by a pyridin-3-yl group at position 1 and by a methyl(nitroso)amino group at position 4. It is a major metabolite of nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), which is a carcinogen found in tobacco and responsible for inducing lung cancer in smokers.
Last Modified5 January 2021
DownloadsMolfile
FormulaC10H15N3O2
Net Charge0
Average Mass209.249
Monoisotopic Mass209.11643
SMILESCN(CCCC(O)c1cccnc1)N=O
InChIInChI=1S/C10H15N3O2/c1-13(12-15)7-3-5-10(14)9-4-2-6-11-8-9/h2,4,6,8,10,14H,3,5,7H2,1H3
InChIKeyOGRXKBUCZFFSTL-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) urine (BTO:0001419) DOI (10.1016/j.jpba.2012.01.028)
Roles Classification
Biological Roles:
human urinary metabolite  Any metabolite (endogenous or exogenous) found in human urine samples.
carcinogenic agent  A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
Application:
biomarker  A substance used as an indicator of a biological state.
ChEBI Ontology
Outgoing Relation(s)
4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (CHEBI:82569) has functional parent 4-(N-nitrosomethylamino)-1-(3-pyridyl)butan-1-one (CHEBI:32692)
4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (CHEBI:82569) has role biomarker (CHEBI:59163)
4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (CHEBI:82569) has role carcinogenic agent (CHEBI:50903)
4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (CHEBI:82569) has role human urinary metabolite (CHEBI:84087)
4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (CHEBI:82569) is a nitrosamine (CHEBI:35803)
4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (CHEBI:82569) is a pyridines (CHEBI:26421)
4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (CHEBI:82569) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
N-[4-hydroxy-4-(pyridin-3-yl)butyl]-N-methylnitrous amide
Synonyms  Source
NNALChemIDplus
4-[methyl(nitroso)amino]-1-(pyridin-3-yl)butan-1-olHMDB
4-(methylnitrosoamino)-1-(3-pyridyl)-1-butanolChemIDplus
4-(methylnitrosamino)-1-(3-pyridyl)-1-butan-1-olChemIDplus
4-[methyl(nitroso)amino]-1-(3-pyridyl)-1-butanolChEBI
Manual XrefsDatabases
C19574KEGG COMPOUND
HMDB0041809HMDB
CPD-21235MetaCyc
94646ChemSpider
Registry NumbersSources
CAS:76014-81-8ChemIDplus
Citations