Linoleoyl ethanolamide-d₄ 

Linoleoyl ethanolamide-d4 is a deuterated labeled Linoleoyl ethanolamide^[1]. Linoleoyl ethanolamide (Linoleic acid monoethanolamide) is classified as a fatty acid ethanolamide. Linoleoyl ethanolamide only weakly binds G-protein-coupled cannabinoid receptors of type-1（CB1）and CB2 receptors, and inhibits the binding of ^[3H]CP-55,940 with K_is of 10 and 25 μM, respectively. Linoleoyl ethanolamide is 4-fold less potent than anandamide at causing catalepsy in mice and it does not prolong sleep time^[2][3].

1. This compound can be used as a tracer.
2. This compound can be used as an internal standard for quantitative analysis by NMR, GC-MS, or LC-MS.

Stable heavy isotopes of hydrogen, carbon, and other elements have been incorporated into drug molecules, largely as tracers for quantitation during the drug development process. Deuteration has gained attention because of its potential to affect the pharmacokinetic and metabolic profiles of drugs^[1].
Linoleoyl ethanolamide competitively inhibits the hydrolysis of anandamide and may be involved in the regulation of food intake by selective prolongation of feeding latency and post-meal interval^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Linoleoyl ethanolamide (0.1 mg-0.2 mg; challenged by painting the inner and outer surfaces of both sides of their ears) suppresses DNFB-induced ear swelling in BALB/c mice^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

327.54

C₂₀H₃₃D₄NO₂

1451194-69-6

68171-52-8

Liquid

Colorless to light yellow

CCCCC/C=C\C/C=C\CCCCCCCC(NC([2H])([2H])C([2H])([2H])O)=O

Room temperature in continental US; may vary elsewhere.

Solution, -20°C, 2 years

• [1]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53(2):211-216.  [Content Brief]

  [2]. Wang X, et al. X. Synthesis of linoleoyl ethanolamide. J Oleo Sci. 2013;62(6):427-433.  [Content Brief]

  [3]. Lin S, et al. Novel analogues of arachidonylethanolamide (anandamide): affinities for the CB1 and CB2 cannabinoid receptors and metabolic stability. J Med Chem. 1998;41(27):5353-5361.  [Content Brief]