4-HYDROXY-1-(3-PYRIDYL)-1-BUTANONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C9H11NO2
Molecular Weight	165.1891
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of 4-HYDROXY-1-(3-PYRIDYL)-1-BUTANONE

Structure Search

SMILES

OCCCC(=O)C1=CC=CN=C1

InChI

InChIKey=KTXUGZHJVRHQGP-UHFFFAOYSA-N

InChI=1S/C9H11NO2/c11-6-2-4-9(12)8-3-1-5-10-7-8/h1,3,5,7,11H,2,4,6H2

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Nitrosation of dietary myosmine as risk factor of human cancer.	2002 Aug	12067587
Effects of benzyl isothiocyanate and phenethyl isothiocyanate on DNA adduct formation by a mixture of benzo[a]pyrene and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in A/J mouse lung.	2002 Sep	12189184
The pyridyloxobutyl DNA adduct, O6-[4-oxo-4-(3-pyridyl)butyl]guanine, is detected in tissues from 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-treated A/J mice.	2003 Jan	12693024
Effects of benzyl isothiocyanate and 2-phenethyl isothiocyanate on benzo[a]pyrene and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone metabolism in F-344 rats.	2003 Mar	12663513
Nucleophilic reactions between thiols and a tobacco specific nitrosamine metabolite, 4-hydroxy-1-(3-pyridyl)-1-butanone.	2003 May	12755596
Identification of adducts formed by pyridyloxobutylation of deoxyguanosine and DNA by 4-(acetoxymethylnitrosamino)-1-(3-pyridyl)-1-butanone, a chemically activated form of tobacco specific carcinogens.	2003 May	12755591
4-Hydroxy-1-(3-pyridyl)-1-butanone, an indicator for 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced DNA damage, is not detected in human pancreatic tissue.	2005 Feb	15734986
Mass spectrometric analysis of relative levels of pyridyloxobutylation adducts formed in the reaction of DNA with a chemically activated form of the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone.	2005 Jun	15962940
Metabolism of myosmine in Wistar rats.	2005 Nov	16079272
Reaction of the tobacco alkaloid myosmine with hydrogen peroxide.	2006 Jan	16411668
Mass spectrometric analysis of 4-hydroxy-1-(3-pyridyl)-1-butanone-releasing DNA adducts in human lung.	2007 Apr 11	17321028
Determination of tobacco specific hemoglobin adducts in smoking mothers and new born babies by mass spectrometry.	2007 Aug 6	19662210
Investigation of the reaction of myosmine with sodium nitrite in vitro and in rats.	2007 Mar	17291014
Characterization of environmentally friendly nicotine degradation by Pseudomonas putida biotype A strain S16.	2007 May	17464070
Haemoglobin adducts as biomarkers of exposure to tobacco-related nitrosamines.	2008 Mar	18270868
4-Hydroxy-1-(3-pyridyl)-1-butanone-releasing DNA adducts in lung, lower esophagus and cardia of sudden death victims.	2008 Mar 12	18243467
Human cyt P450 mediated metabolic toxicity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) evaluated using electrochemiluminescent arrays.	2009 Feb	19156262
Biotransformation of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in lung tissue from mouse, rat, hamster, and man.	2009 Jun	19408892
Ultrasensitive method for the determination of 4-hydroxy-1-(3-pyridyl)-1-butanone-releasing DNA adducts by gas chromatography-high resolution mass spectrometry in mucosal biopsies of the lower esophagus.	2009 Mar	19104779
Quantitation of pyridyloxobutyl DNA adducts in nasal and oral mucosa of rats treated chronically with enantiomers of N'-nitrosonornicotine.	2009 May	19405515
Formation and repair of tobacco carcinogen-derived bulky DNA adducts.	2010 Dec 20	21234336
Formation, repair, and genotoxic properties of bulky DNA adducts formed from tobacco-specific nitrosamines.	2010 Sep 5	20871819

Patents

Name

Type

Language

4-HYDROXY-1-(3-PYRIDYL)-1-BUTANONE

Systematic Name

English

1-BUTANONE, 4-HYDROXY-1-(3-PYRIDINYL)-

Systematic Name

English

4-HYDOXY-1-(3-PYRIDYL)-1-BUTANONE

Common Name

English

Code System Code Type Description

MESH

C074143