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« Tetrabromobisphenol A (Now with bromine!) | Main | Methylphenidate/Ritalin (Can't sleep, clown will eat me) »

Cotinine (Now with nico-glycerol!)

Category: Biology
Posted on: June 27, 2007 7:48 PM, by Molecule of the Day

Cotinine is the principal metabolite of nicotine:

InChI=1/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1

Cotinine spends quite awhile in the body; it can take several days to eliminate, so it's a marker for recent exposure to tobacco (secondhand smoke counts). This makes it one of the few drugs other than marijuana that will reliably show up on a drug test.

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Comments

Is it an active metabolite?

Posted by: Vince Noir | June 27, 2007 8:24 PM

Given the eldritch solvent powers of N-methylpyrrolidinone, I'm thinking UNKNOWN HAZARDS! and a desperate opportunity for Homeland Severity/EPA/War on Drugs to SAVE OUR CHILDREN! by requiring weekly inventory and reportage of every drop of NMP in academic labs,

http://www.mazepath.com/uncleal/homesec.jpg

Whenever I see a left-handed metabolite I see a commie rat, er, Middle East terrorist. We have always been at war with EastAsia (in the east toward the west, as opposed to Far East Asia that is to the west if you go east enough. Agents of Goldstein!). What good is a police state without police?

Posted by: Uncle Al | June 28, 2007 11:26 AM

How is this metabolite removed from the body? Through the liver or some other route?

Posted by: Organic Chemistry Help | July 1, 2007 10:36 AM

Here's a nifty little metabolism pathway graphic, although I suspect it's out of date by now:

http://www.pharmgkb.org/do/serve?objId=PA2011&objCls=Pathway

Posted by: Chris | July 6, 2007 8:47 PM

Actually i have a 3 part question... a) what is the structural type for cotinine? b) how was cotinine discovered? and c) which industry uses cotinine?

Posted by: Brandon | March 24, 2008 9:47 PM

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