876305-42-9

876305-42-9 structure

Name: N-Arachidonyl maleimide
Chemical Name: N-Arachidonyl maleimide,1-(5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraen-1-yl-1H-pyrrole-2,5-dione
CAS Number: 876305-42-9
Molecular Formula: C₂₄H₃₅NO₂
Molecular Weight: 369.540
Catalog: Signaling Pathways Metabolic Enzyme/Protease MAGL
Create Date: 2017-04-16 03:30:33
Modify Date: 2025-08-26 09:06:27
N-Arachidonyl maleimide is a potent, irreversible inhibitor of monoacylglycerol lipase (MAGL) with an IC50 value of 140 nM[1].

Name	N-Arachidonyl maleimide,1-(5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraen-1-yl-1H-pyrrole-2,5-dione
Synonyms	1H-Pyrrole-2,5-dione, 1-[(5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraen-1-yl]- 1-[(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraen-1-yl]-1H-pyrrole-2,5-dione 1-[(5Z,8Z,11Z,14Z)-5,8,11,14-Icosatetraen-1-yl]-1H-pyrrole-2,5-dione

Description	N-Arachidonyl maleimide is a potent, irreversible inhibitor of monoacylglycerol lipase (MAGL) with an IC50 value of 140 nM[1].
Related Catalog	Signaling Pathways >> Metabolic Enzyme/Protease >> MAGL Research Areas >> Metabolic Disease
Target	IC50: 140 nM (MAGL)[1]
In Vitro	N-Arachidonyl maleimide is a putative MAGL inhibitor, which can be used for modulation of the effects of 2-arachidonyl glycerol (2-AG). N-Arachidonyl maleimide increases endogenous levels of 2-AG in the brain. N-Arachidonyl maleimide prevents cerebellar membrane-mediated degradation of 2-AG at a relatively low concentration (IC50, 140 nM)[1].
In Vivo	When combined with a 1 mg/kg dose of N-Arachidonyl maleimide, 2-AG (1, 3, and 10 mg/kg) produces significant and dose-dependent hypothermia, inhibition of locomotor activity, antinociception, and catalepsy[1].
References	[1]. Susanna M Saario, et al. Characterization of the Sulfhydryl-Sensitive Site in the Enzyme Responsible for Hydrolysis of 2-arachidonoyl-glycerol in Rat Cerebellar Membranes. Chem Biol. 2005 Jun;12(6):649-56. [2]. James J Burston, et al. N-arachidonyl Maleimide Potentiates the Pharmacological and Biochemical Effects of the Endocannabinoid 2-arachidonylglycerol Through Inhibition of Monoacylglycerol Lipase. J Pharmacol Exp Ther. 2008 Nov;327(2):546-53.

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H317
Precautionary Statements	P280
RIDADR	NONH for all modes of transport