Preferred IUPAC name
9-Octadecenamide (Z)-9-Octadecenamide 9,10-Octadecenoamide Oleic acid amide Cis-9,10-octadecenoamide
ECHA InfoCard 100.005.550
C 18 H 35 N O
g·mol 281.484 −1
0.879 g/cm 3
70 °C (158 °F; 343 K) 
> 200 °C (392 °F; 473 K)
> 200 °C (392 °F; 473 K)
Except where otherwise noted, data are given for materials in their
(at 25 °C [77 °F], 100 kPa).
( verify what is ?)
Oleamide is an organic compound with the formula CH 3(CH 2) 7CH=CH(CH 2) 7CONH 2(. It is the  amide derived from the fatty acid oleic acid. It is a colorless waxy solid and occurs in nature. Sometimes labeled as a fatty acid primary amide (FAPA), it is biosynthesized from N-oleoylglycine.
Biochemical and medical aspects [ ]
In terms of natural occurrence, oleamide was first detected in human plasma. It was later shown to accumulate in the
cerebrospinal fluid during sleep deprivation and induces sleep in animals. 
It has been considered as a potential treatment for mood and sleep disorders, as well as
cannabinoid-regulated depression. 
In terms of its sleep inducing effects, it is speculated that oleamide interacts with multiple
Other occurrences [ ]
Synthetic oleamide has a variety of industrial uses including as a slip agent, a
lubricant, and a corrosion inhibitor.
Oleamide was found to be leaking out of
polypropylene plastics in laboratory experiments, affecting experimental results. Since polypropylene is used in a wide number of food containers such as those for  yogurt, the problem is being studied.
Oleamide is "one of the most frequent non-cannabinoid ingredients associated with
Spice products." Analysis of 44 products synthetic cannabinoid revealed oleamide in 7 of the products tested. 
See also [ ]
References [ ]
^ a b c d
Oleamide at chemicalland21.com
"Oleamide CAS#: 301-02-0".
"(9Z)-9-Octadecenamide | C18H35NO | ChemSpider".
^ a b
McKinney, Michele K.; Cravatt, Benjamin F. (June 2005). "Structure and Function of Fatty Acid Amide Hydrolase". Annual Review of Biochemistry. 74 (1): 411–432. doi: 10.1146/annurev.biochem.74.082803.133450. PMID 15952893.
Cravatt, B.; Prospero-Garcia, O; Siuzdak, G; Gilula, N.; Henriksen, S.; Boger, D.; Lerner, R. (9 June 1995). "Chemical characterization of a family of brain lipids that induce sleep". Science. 268 (5216): 1506–1509. Bibcode: 1995Sci...268.1506C. doi: 10.1126/science.7770779. PMID 7770779.
Methods of treating anxiety and mood disorders with oleamide – US Patent 6359010 Archived 2011-06-12 at the Wayback Machine
Mechoulam, Raphael; Fride, Ester; Hanu, Lumir; Sheskin, Tzviel; Bisogno, Tiziana; Di Marzo, Vincenzo; Bayewitch, Michael; Vogel, Zvi (September 1997). "Anandamide may mediate sleep induction". Nature. 389 (6646): 25–26. Bibcode: 1997Natur.389R..25M. doi: 10.1038/37891. PMID 9288961.
Fedorova, I; Hashimoto, A; Fecik, RA; Hedrick, MP; Hanus, LO; Boger, DL; Rice, KC; Basile, AS (October 2001). "Behavioral evidence for the interaction of oleamide with multiple neurotransmitter systems". The Journal of Pharmacology and Experimental Therapeutics. 299 (1): 332–42. PMID 11561096.
Surfactants : Westco Oleamide a Slip Agent In Polyethylene Films Archived January 27, 2007, at the Wayback Machine
McDonald, G. R.; Hudson, A. L.; Dunn, S. M. J.; You, H.; Baker, G. B.; Whittal, R. M.; Martin, J. W.; Jha, A.; Edmondson, D. E.; Holt, A. (7 November 2008). "Bioactive Contaminants Leach from Disposable Laboratory Plasticware". Science. 322 (5903): 917–917. Bibcode: 2008Sci...322..917M. doi: 10.1126/science.1162395. PMID 18988846.
Mittelstaedt, Martin (6 November 2008). "Researchers Raise Alarm After Chemical Leak Found In Common Plastic". Globe and Mail . Retrieved . 10 June 2013
Fattore, Liana; Fratta, Walter (21 September 2011). "Beyond THC: The New Generation of Cannabinoid Designer Drugs". Frontiers in Behavioral Neuroscience. 5: 60. doi: 10.3389/fnbeh.2011.00060. PMC . 3187647 PMID 22007163.
Uchiyama, Nahoko; Kikura-Hanajiri, Ruri; Ogata, Jun; Goda, Yukihiro (May 2010). "Chemical analysis of synthetic cannabinoids as designer drugs in herbal products". Forensic Science International. 198 (1–3): 31–38. doi: 10.1016/j.forsciint.2010.01.004. PMID 20117892.