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. Author manuscript; available in PMC: 2016 May 18.
Published in final edited form as: Chem Res Toxicol. 2015 Apr 2;28(5):1007–1014. doi: 10.1021/acs.chemrestox.5b00040

Table 1.

Properties of the tobacco-specific nitrosamines and minor tobacco alkaloids.

Tobacco Constituents MWa log Pa log KOAb Persistence
Timeb, Days
Nicotine 162 −1.52 8.08 41
Tobacco-specific nitrosamines
NNN 177 −4.60 8.48 50
NNK 207 −6.67 10.59 49
NNA 207 −6.72 10.27 49
NAB 191 −4.92 8.85 52
NAT 189 −4.55 8.69 50
Minor tobacco alkaloids
Cotinine 176 −3.38 9.94 41
Myosmine 146 −1.33 8.04 52
N-formylnornicotine 176 −4.69 9.99 41
Nicotelline 233 −6.04 13.50 78
2,3'-Bipyridine 156 −2.57 9.00 49

MW=molecular weight; log p=vapor pressure; log KOA=octanol-air partition coefficient; NNN=N′-nitrosonornicotine; NNK=4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone; NNA=4-(methylnitrosamino)-4-(3-pyridyl)butanal; NAB=N′-nitrosoanabasine; NAT=N′-nitrosoanatabine

a

From Chemical Abstracts, Log of Vapor Pressure at 25°C calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2015 ACD/Labs)

b

From US EPA. [2015]. Estimation Programs Interface Suite™ for Microsoft® Windows, v7 professional]. United States Environmental Protection Agency, Washington, DC, USA.