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876305-42-9

876305-42-9 structure
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: 2024-01-08 18:14:21
  • 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
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.

Density 1.0±0.1 g/cm3
Boiling Point 492.9±34.0 °C at 760 mmHg
Molecular Formula C24H35NO2
Molecular Weight 369.540
Flash Point 185.2±18.0 °C
Exact Mass 369.266785
PSA 37.38000
LogP 7.89
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.524
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H317
Precautionary Statements P280
RIDADR NONH for all modes of transport