FComEx: 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (PC000925)

Record Information

Version

1.0

Creation date

2015-10-09 22:33:26 UTC

Update date

2017-01-19 02:36:41 UTC

FoodComEx ID

PC000925

FoodDB Record

FDB028314

Chemical Information

Name

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone

Description

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is a potent tobacco-specific nitrosamine in animals. It has been suggested to play a role in human tobacco-related cancers. P450 1A2 catalyzed the formation of keto alcohol and 4-oxo-1-(3-pyridyl)-1-butanone (keto aldehyde) from NNK, with the keto alcohol being the major metabolite. Phenethyl isothiocyanate (PEITC0 is an effective inhibitor of the carcinogenicity or toxicity of chemicals that are activated by P450 1A2.( PMID: 8625495) [HMDB]

CAS Number

64091-91-4

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
4-(Methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone	hmdb
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone	hmdb
4-(Methylnitrosoamino)-1-(3-pyridinyl)-1-butanone	hmdb
4-(Methylnitrosoamino)-1-(3-pyridyl)-1-butanone	hmdb
4-(N-Methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone	hmdb
NNK	hmdb
NNK (carcinogen)	hmdb

Chemical Formula

C10H13N3O2

IUPAC name

4-[methyl(nitroso)amino]-1-(pyridin-3-yl)butan-1-one

InChI Identifier

InChI=1S/C10H13N3O2/c1-13(12-15)7-3-5-10(14)9-4-2-6-11-8-9/h2,4,6,8H,3,5,7H2,1H3

InChI Key

FLAQQSHRLBFIEZ-UHFFFAOYSA-N

Isomeric SMILES

CN(CCCC(=O)C1=CC=CN=C1)N=O

Average Molecular Weight

207.2291

Monoisotopic Molecular Weight

207.100776675

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl alkyl ketones

Alternative Parents