The metabolism of nicotine-delta 1'(5')-iminium ion, in vivo and in vitro.
Nicotine-delta 1'(5')-iminium ion, either as the diperchlorate or the hydrochloride, is rapidly converted into cotinine by a hepatic cytoplasmic enzyme. Incubations in an atmosphere of nitrogen indicated that the oxygen incorporated into cotinine is derived from water. Following the intraperitoneal administration of nicotine-delta 1'(5')-iminium ion to guinea pigs or rats, cotinine, and nicotine-1'-N-oxide were found in the urine. The results support the idea that nicotine-delta 1'-(5')-iminium ion is an intermediate in the metabolic conversion of nicotine to cotinine.
D000818:Animals; D003367:Cotinine / Q000378:metabolism; D006224:Cricetinae; D003497:Cyclic N-Oxides / Q000378:metabolism; D006168:Guinea Pigs; D066298:In Vitro Techniques; D008099:Liver / Q000378:metabolism; D008297:Male; D051379:Mice; D009538:Nicotine / Q000031:analogs & derivatives* / Q000378:metabolism; D011817:Rabbits; D051381:Rats; D013045:Species Specificity
D003497:Cyclic N-Oxides; C024270:nicotine 1-N-oxide; D009538:Nicotine; C034629:nicotine imine; D003367:Cotinine