Structure via PubChem · Public domain (PubChem)
کوتنین
Sign in to saveAlso known as (S)-Cotinine, (S)-(-)-Cotinine, (S)-1-Methyl-5-(3-pyridinyl)-2-pyrrolidinone, (5S)-1-methyl-5-(3-pyridyl)-2-pyrrolidinone, (5S)-1-methyl-5-(3-pyridyl)pyrrolidin-2-one, (5S)-1-methyl-5-(3-pyridyl)-2-pyrrolidone, (5S)-1-methyl-5-pyridin-3-ylpyrrolidin-2-one, (5S)-1-methyl-5-pyridin-3-yl-pyrrolidin-2-one
Cotinine is an alkaloid found in tobacco and is also the predominant metabolite of nicotine, typically used as a biomarker for exposure to tobacco smoke. Cotinine is currently being studied as a treatment for depression, post-traumatic stress disorder (PTSD), schizophrenia, Alzheimer's disease and Parkinson's disease. Cotinine was developed as an antidepressant as a fumaric acid salt, cotinine fumarate, to be sold under the brand name Scotine, but it was never marketed.
Chemical data
- Formula
- C10H12N2O
- Molecular weight
- 176.21 g/mol
- IUPAC name
- (5S)-1-methyl-5-pyridin-3-ylpyrrolidin-2-one
- SMILES
- CN1[C@@H](CCC1=O)C2=CN=CC=C2
- InChIKey
- UIKROCXWUNQSPJ-VIFPVBQESA-N
- XLogP
- -0.3
- Polar surface area
- 33.2 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- nicotine dependence
via ChEMBL · EBI
Research
7,841 papers- [Cotinine].Nihon rinsho. Japanese journal of clinical medicine · 1999
- [Cotinine--metabolism, application as a biomarker and the effects on the organism].Postepy higieny i medycyny doswiadczalnej (Online) · 2012
- Overview of Cotinine Cutoff Values for Smoking Status Classification.International journal of environmental research and public health · 2016
- Cotinine: a potential new therapeutic agent against Alzheimer's disease.CNS neuroscience & therapeutics · 2012
- Cotinine as a biomarker of environmental tobacco smoke exposure.Epidemiologic reviews · 1996
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 176.094963
Show 6 more facts
- chemical formula
- C₁₀H₁₂N₂O
- canonical SMILES
- CN1C(CCC1=O)C2=CN=CC=C2
- isomeric SMILES
- CN1[C@@H](CCC1=O)C2=CN=CC=C2
- found in taxon
- Duboisia hopwoodii
- World Health Organisation international non-proprietary name
- cotinine
- Commons category
- Cotinine
via Wikidata · CC0