The endocannabinoids present a rich system of central cannabinoid (CB1), peripheral cannabinoid (CB2), and non-CB receptor-mediated pharmacology that has stimulated research in many fields including memory, weight loss and appetite, neurodegeneration, tumor surveillance, analgesia, and inflammation.1,2 Docosanoyl ethanolamide is a saturated N-acylethanolamide. Non-CB receptor-mediated pharmacology of the saturated ethanolamides is still being elucidated.3 Other studies indicate they may have a role in the functioning of ion channels.4
1
Pertwee, R.G. Pharmacology of cannabinoid receptor ligands. Curr Med Chem6635-664(1999).
2
Martin, B.R., Mechoulam, R., and Razdan, R.K. Discovery and characterization of endogenous cannabinoids. Life Sci65573-595(1999).
3
Smart, D., Jonsson, K., Vandevoorde, S., et al. “Entourage” effects of N-acyl ethanolamines at human vanilloid receptors. Comparison of effects upon anandamide-induced vanilloid receptor activation and upon anandamide metabolism.. Br J Pharmacol136452-458(2002).
4
Oz, M., Alptekin, A., Tchugunova, Y., et al. Effects of saturated long-chain N-acylethanolamines on voltage-dependent Ca2+ fluxes in rabbit T-tubule membranes. Arch Biochem Biophys434344-351(2005).
Formal Name
N-(2-hydroxyethyl)-docosanamide
CAS Number
94109-05-4
Molecular Formula
C24H49NO2
Formula Weight
383.7
Formulation
A crystalline solid
Purity
≥98%
Stability
2 years
Storage
-20°C
Shipping
Room temperature
in continental US; may vary elsewhere
SMILES
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CCCCCCCCCCCCCCCCCCCCCC(=O)NCCO
Background Reading
Pertwee, R.G. Pharmacology of cannabinoid receptor ligands. Curr Med Chem6635-664(1999).
Oz, M., Alptekin, A., Tchugunova, Y., et al. Effects of saturated long-chain N-acylethanolamines on voltage-dependent Ca2+ fluxes in rabbit T-tubule membranes. Arch Biochem Biophys434344-351(2005).
Smart, D., Jonsson, K., Vandevoorde, S., et al. “Entourage” effects of N-acyl ethanolamines at human vanilloid receptors. Comparison of effects upon anandamide-induced vanilloid receptor activation and upon anandamide metabolism.. Br J Pharmacol136452-458(2002).
Martin, B.R., Mechoulam, R., and Razdan, R.K. Discovery and characterization of endogenous cannabinoids. Life Sci65573-595(1999).