| IUPAC name
| Other names
Amyl vinyl carbinol; 1-Vinylhexanol; Matsutake alcohol; Vinyl amyl carbinol; Vinyl hexanol; Matsuica alcohol; Mushroom alcohol; 3-Hydroxy-1-octene
| 3391-86-4 |
|3D model (Jmol)|| Interactive image|
|Molar mass||128.22 g·mol−1|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|(what is ?)|
1-Octen-3-ol, octenol for short and also known as mushroom alcohol, is a chemical that attracts biting insects such as mosquitoes. It is contained in human breath and sweat, and it was once believed that insect repellent DEET works by blocking the insects' octenol odorant receptors. 1-Octen-3-ol is a secondary alcohol derived from 1-octene. It exists in the form of two enantiomers, (R)-(–)-1-octen-3-ol and (S)-(+)-1-octen-3-ol.
Octenol is used, sometimes in combination with carbon dioxide, to attract insects in order to kill them with certain electronic devices.
Health and safety
- Olfactory receptor
- Oct-1-en-3-one, the ketone analog that gives blood on skin its typical metallic, mushroom-like smell
- 1-Octen-3-yl acetate, the acetate ester of this compound
- "1-Octen-3-ol, Mushroom alcohol, 3-Octenol, 3391-86-4". Retrieved 2008-11-14.
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- Mathias Ditzen; Maurizio Pellegrino; Leslie B. Vosshall (2008). "Insect Odorant Receptors Are Molecular Targets of the Insect Repellent DEET". Sciencexpress. 319 (5871): 1838–42. doi:10.1126/science.1153121. PMID 18339904.
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- Grapevine bunch rots: impacts on wine composition, quality, and potential procedures for the removal of wine faults. Steel CC, Blackman JW and Schmidtke LM, J Agric Food Chem., 5 June 2013, volume 61, issue 22, pages 5189-5206, doi:10.1021/jf400641r
- EPA fact sheet 1-Octen-3-ol
- US FDAs Center for Food Safety and Applied Nutrition. "US FDA/CFSAN - EAFUS List". Archived from the original on 21 February 2008. Retrieved 2008-03-16.
- Inamdar, A. A.; Hossain, M. M.; Bernstein, A. I.; Miller, G. W.; Richardson, J. R.; Bennett, J. W. (2013). "Fungal-derived semiochemical 1-octen-3-ol disrupts dopamine packaging and causes neurodegeneration". Proceedings of the National Academy of Sciences. 110 (48): 19561. doi:10.1073/pnas.1318830110.
- D. Glindemann; A. Dietrich; H. Staerk; P. Kuschk (2006). "The Two Odors of Iron when Touched or Pickled: (Skin) Carbonyl Compounds and Organophosphines". Angewandte Chemie International Edition. 45 (42): 7006–7009. doi:10.1002/anie.200602100. PMID 17009284.