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Substrate Report for: 2-Arachidonylglycerol

True natural ligand for cannabinoid type-1 (CB1) receptors and the most abundant endogenous cannabinoid. 2-AG binds to the cannabinoid receptors (CB1 and CB2) and exhibits a variety of cannabimimetic activities in vitro and in vivo originally identified as the targets of Delta9-tetrahydocannabinol (-)-Delta9-tetrahydrocannabinol (THC), the psychoactive component of cannabis. Fatty acid amide hydrolase (FAAH) is the main AEA hydrolase, whereas a monoacylglycerol lipase (MAGL) is critical in degrading 2-AG. Monoacylglycerol lipase ABHD2 is a steroid-activating enzyme that hydrolyzes 2-arachidonoylglycerol. ABHD2 is expressed in sperm and in ovaries


General
Type Acyl-Glycerol, Cannabinoid-Receptor-ligand, Natural
Chemical_Nomenclature 1,3-dihydroxypropan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
Canonical SMILES CCCCCC=CCC=CCC=CCC=CCCCC(=O)OC(CO)CO
InChI InChI=1S/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-22(20-24)21-25/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15-
InChIKey RCRCTBLIHCHWDZ-DOFZRALJSA-N
Other name(s) 2-arachidonoylglycerol ; Glyceryl 2-arachidonate ; 2-Arachidonylglycerol ; 2-AG ; 2-Arachidonyl-glycerol ; 2-Arachidonoyl-glycerol ; 2-Arachidonoyl Glycerol ; endocannabinoid 2-arachidonoylglycerol
________________________________________________________________________________________________
MW|378.55
Formula|C23H38O4
CAS_number|53847-30-6
PubChem|5282280
UniChem|RCRCTBLIHCHWDZ-DOFZRALJSA-N
IUPHAR|
Wikipedia|


References:
Search PubMed for references concerning: 2-Arachidonylglycerol

11 more
    Title: 1-, 2- and 3-AG as substrates of the endocannabinoid enzymes and endogenous ligands of the cannabinoid receptor 1
    Farah SI, Hilston S, Tran N, Zvonok N, Makriyannis A
    Ref: Biochemical & Biophysical Research Communications, 591:31, 2021 : PubMed

            

    Title: Human leukocytes differentially express endocannabinoid-glycerol lipases and hydrolyze 2-arachidonoyl-glycerol and its metabolites from the 15-lipoxygenase and cyclooxygenase pathways
    Turcotte C, Dumais E, Archambault AS, Martin C, Blanchet MR, Bissonnette E, Boulet LP, Laviolette M, Di Marzo V, Flamand N
    Ref: J Leukoc Biol, 106:1337, 2019 : PubMed

            

    Title: Decreased anxiety in juvenile rats following exposure to low levels of chlorpyrifos during development
    Carr RL, Armstrong NH, Buchanan AT, Eells JB, Mohammed AN, Ross MK, Nail CA
    Ref: Neurotoxicology, 59:183, 2017 : PubMed