Docosatetraenoylethanolamide

Docosatetraenoylethanolamide

Names
IUPAC name (7Z,10Z,13Z,16Z)-N-(2-hydroxyethyl)docosa-7,10,13,16-tetraenamide
Other names DEA
Identifiers
CAS Number	150314-35-5
3D model (Jmol)	Interactive image
ChEMBL	ChEMBL321585
ChemSpider	4445444
IUPHAR/BPS	5445
PubChem	5282273
InChI InChI=1S/C24H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24(27)25-22-23-26/h6-7,9-10,12-13,15-16,26H,2-5,8,11,14,17-23H2,1H3,(H,25,27)/b7-6-,10-9-,13-12-,16-15- Key: FMVHVRYFQIXOAF-DOFZRALJSA-N
SMILES CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCC(=O)NCCO
Properties
Chemical formula	C24H41NO2
Molar mass	375.59 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Docosatetraenoylethanolamide (DEA) is an endogenous ethanolamide that has been shown to act on the cannabinoid (CB₁) receptor.^[1] DEA is similar in structure to anandamide (AEA, a recognized endogenous ligand for the CB₁ receptor), containing docosatetraenoic acid in place of arachidonic acid. While DEA has been shown to bind to the CB₁ receptor with similar potency and efficacy as AEA, its role as a cannabinergic neurotransmitter is not well understood.

References

1. Hanus, L.; Gopher, A.; Almog, S.; et al. (1993). "Two new unsaturated fatty acid ethanolamides in brain that bind to the cannabinoid receptor". J Med Chem. 36 (20): 3032–3034. doi:10.1021/jm00072a026. PMID 8411021.