Oleamide

Oleamide

Names
IUPAC name (Z)-Octa-9-decenamide
Other names Oleylamide 9-Octadecenamide (Z)-9-Octadecenamide 9,10-Octadecenoamide Oleic acid amide Cis-9,10-octadecenoamide
Identifiers
CAS Number	301-02-0 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:116314 N
ChemSpider	4446508 Y
ECHA InfoCard	100.005.550
EC Number	206-103-9
IUPHAR/BPS	284
PubChem CID	5283387
UNII	7L25QK8BWO Y
InChI InChI=1S/C18H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H2,19,20)/b10-9- Y Key: FATBGEAMYMYZAF-KTKRTIGZSA-N Y InChI=1/C18H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H2,19,20)/b10-9- Key: FATBGEAMYMYZAF-KTKRTIGZBR
SMILES O=C(N)CCCCCCC\C=C/CCCCCCCC
Properties
Chemical formula	C18H35NO
Molar mass	281.48 g·mol−1
Appearance	Creamy solid
Density	0.879 g/cm3
Melting point	70 °C (158 °F; 343 K)
Boiling point	> 200 °C (392 °F; 473 K)
Solubility in water	Insoluble
Hazards
NFPA 704	0 1 0
Flash point	> 200 °C (392 °F; 473 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Oleamide is an organic compound with the formula CH₃(CH₂)₇CH=CH(CH₂)₇C(O)NH₂. It is the amide derived from the fatty acid oleic acid. It is a colorless waxy solid. It is naturally occurring. Sometimes labeled as a fatty acid primary amide (FAPA), it is biosynthesized from N-oleoylglycine.

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 neurotransmitter systems.

Synthetic oleamide has a variety of industrial uses including as a slip agent, a lubricant, and a corrosion inhibitor.

Oleamide was found to 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.

Analysis of 44 products containing synthetic cannabinoid drugs marketed as "herbal incense" revealed oleamide in 7 of the products tested.