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Substrate Report for: 1-Stearoyl-2-arachidonoylglycerol

representative of DAG diacylglycerol which is hydrolysed to give cannabinoid CB1/CB2 ligand 2-AG. Substrate Of DAGL-alpha and DAGL-Beta It derives from an arachidonic acid and an octadecanoic acid


General
Type Natural, Acyl-Glycerol
Chemical_Nomenclature (1-hydroxy-3-octadecanoyloxypropan-2-yl) (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
Canonical SMILES CCCCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC
InChI InChI=1S/C41H72O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,39,42H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3/b13-11-,19-17-,24-22-,30-28-
InChIKey NSXLMTYRMFVYNT-LGHBDAFPSA-N NSXLMTYRMFVYNT-IUJDHQGTSA-N
Other name(s) 1-Stearoyl-2-arachidonoyl-SN-glycerol ; 1-hydroxy-3-(octadecanoyloxy)propan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate ; SCHEMBL1412343 ; CHEBI:83288 ; DAG ; 1-STEAROYL-2-ARACHIDONOYL-GLYCEROL ; [(2S)-1-hydroxy-3-octadecanoyloxypropan-2-yl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate ; Diacylglycerol(18:0/20:4) ; SCHEMBL1009384 ; CHEBI:75728 ; DAG(18:0/20:4) ; ZINC8860480 ; DAG(18:0/20:4n6)
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MW|645.02
Formula|C41H72O5
CAS_number|65914-84-3
PubChem|14345637, 6438587
UniChem|NSXLMTYRMFVYNT-LGHBDAFPSA-N, NSXLMTYRMFVYNT-IUJDHQGTSA-N
IUPHAR|
Wikipedia|

Target
Families | 1-Stearoyl-2-arachidonoylglycerol ligand of proteins in family: Lipase_3
Protein | human-DAGLA, human-DAGLB

References:
Search PubMed for references concerning: 1-Stearoyl-2-arachidonoylglycerol
    Title: A natural substrate-based fluorescence assay for inhibitor screening on diacylglycerol lipase alpha
    van der Wel T, Janssen FJ, Baggelaar MP, Deng H, den Dulk H, Overkleeft HS, van der Stelt M
    Ref: J Lipid Res, 56:927, 2015 : PubMed

            

    Title: Assay and inhibition of diacylglycerol lipase activity
    Johnston M, Bhatt SR, Sikka S, Mercier RW, West JM, Makriyannis A, Gatley SJ, Duclos RI, Jr.
    Ref: Bioorganic & Medicinal Chemistry Lett, 22:4585, 2012 : PubMed

            

    Title: Compartmentalization of endocannabinoids into lipid rafts in a dorsal root ganglion cell line
    Rimmerman N, Hughes HV, Bradshaw HB, Pazos MX, Mackie K, Prieto AL, Walker JM
    Ref: British Journal of Pharmacology, 153:380, 2008 : PubMed