rac N'-Nitrosonornicotine
rac N'-Nitrosonornicotine structure
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Common Name | rac N'-Nitrosonornicotine | ||
|---|---|---|---|---|
| CAS Number | 80508-23-2 | Molecular Weight | 177.20300 | |
| Density | N/A | Boiling Point | 154ºC at 0.2 MM HG | |
| Molecular Formula | C9H11N3O | Melting Point | 43-45ºC | |
| MSDS | Chinese USA | Flash Point | 9℃ | |
| Symbol |
GHS06, GHS08 |
Signal Word | Danger | |
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Genome-wide analysis of DNA methylation dynamics during early human development.
PLoS Genet. 10(12) , e1004868, (2014) DNA methylation is globally reprogrammed during mammalian preimplantation development, which is critical for normal development. Recent reduced representation bisulfite sequencing (RRBS) studies suggest that the methylome dynamics are essentially conserved be... |
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Tobacco-specific N-nitrosamine exposures and cancer risk in the Shanghai Cohort Study: remarkable coherence with rat tumor sites.
Int. J. Cancer 134(10) , 2278-83, (2014) The tobacco-specific nitrosamines N'-nitrosonornicotine (NNN) and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) are potent carcinogens for the rat esophagus and lung, respectively. Consistent with the animal carcinogenicity data, we previously reported... |
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Evidence supporting product standards for carcinogens in smokeless tobacco products.
Cancer Prev. Res. (Phila.) 8(1) , 20-6, (2015) Smokeless tobacco products sold in the United States vary significantly in yields of nicotine and tobacco-specific nitrosamines (TSNA). With the passage of the Family Smoking Prevention and Tobacco Control Act, the Food and Drug Administration now has the aut... |
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Three nicotine demethylase genes mediate nornicotine biosynthesis inNicotiana tabacumL.: Functional characterization of theCYP82E10gene
Phytochemistry 71(17-18) , 1988-98, (2010) Nornicotine is a nicotine metabolite that serves as a precursor in the formation of N′-nitrosonornicotine, a compound shown to be carcinogenic in numerous animal studies. Knocking out the function of all known tobacco N-demethylase genes through targeted muta... |
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Nornicotine nitrosation in saliva and its relation to endogenous synthesis of N'-nitrosonornicotine in humans.
Nicotine Tob. Res. 15(2) , 591-5, (2013) We recently reported that certain amounts of the carcinogen N'-nitrosonornicotine (NNN) can be formed endogenously from nicotine and/or nornicotine in some users of oral nicotine replacement therapy products. Although the acidic environment of the stomach cre... |
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Determination of tobacco-specific N-nitrosamines in urine of smokers and non-smokers.
Biomarkers 14(8) , 547-53, (2009) Tobacco-specific N-nitrosamines (TSNA) include 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), N'-nitrosonornicotine (NNN), N'-nitrosoanabasine (NAB) and N'-nitrosoanatabine (NAT) and are found in tobacco and tobacco smoke. TSNA are of interest for biom... |
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Tobacco nitrosamine N-nitrosonornicotine as inhibitor of neuronal nicotinic acetylcholine receptors.
J. Mol. Neurosci. 49(1) , 52-61, (2013) Nitrosamines are well known for their carcinogenic potential. Recently, it was found that some of them may also interact with human nicotinic acetylcholine receptor (nAChR) subtypes. This work studied the effects of N-nitrosonornicotine (NNN) on recombinant r... |
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Incremental lifetime cancer risks computed for benzo[a]pyrene and two tobacco-specific N-nitrosamines in mainstream cigarette smoke compared with lung cancer risks derived from epidemiologic data.
Regul Toxicol Pharmacol 55(2) , 123-33, (2009) The manner in which humans smoke cigarettes is an important determinant of smoking risks. Of the few investigators that have predicted cancer risks from smoking on a chemical-specific basis, most used mainstream cigarette smoke (MCS) carcinogen emissions obta... |
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Quantitative proteomic analysis revealed N'-nitrosonornicotine-induced down-regulation of nonmuscle myosin II and reduced cell migration in cultured human skin fibroblast cells.
J. Proteome Res. 12(3) , 1282-8, (2013) The association of tobacco smoke with decreased cell motility and wound healing is well documented; however, the cellular mechanisms and specific toxic tobacco constituents responsible for this effect are not well understood. Tobacco-specific N-nitrosamines (... |
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Quantitation of N'-nitrosonornicotine (NNN) in smokers' urine by liquid chromatography-tandem mass spectrometry.
J. Anal. Toxicol. 33(5) , 260-5, (2009) The tobacco-specific nitrosamine N'-nitrosonornicotine (NNN) is carcinogenic to humans (IARC Group 1). Assessing the tobacco smoke-related exposure to NNN by suitable biomarkers is of interest for risk evaluation. Recently, NNN and NNN-N-glucuronide have been... |