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)
MW : 645.02
Formula : C41H72O5
CAS_number : 65914-84-3
UniChem : NSXLMTYRMFVYNT-LGHBDAFPSA-N, NSXLMTYRMFVYNT-IUJDHQGTSA-N
Target
Structures : No structure
Families : Lipase_3
References (3)
| Title : A natural substrate-based fluorescence assay for inhibitor screening on diacylglycerol lipase alpha - van der Wel_2015_J.Lipid.Res_56_927 |
| Author(s) : 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 |
| Abstract : |
| PubMedSearch : van der Wel_2015_J.Lipid.Res_56_927 |
| PubMedID: 25684760 |
| Title : Assay and inhibition of diacylglycerol lipase activity - Johnston_2012_Bioorg.Med.Chem.Lett_22_4585 |
| Author(s) : 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 |
| Abstract : |
| PubMedSearch : Johnston_2012_Bioorg.Med.Chem.Lett_22_4585 |
| PubMedID: 22738638 |
| Title : Compartmentalization of endocannabinoids into lipid rafts in a dorsal root ganglion cell line - Rimmerman_2008_Br.J.Pharmacol_153_380 |
| Author(s) : Rimmerman N , Hughes HV , Bradshaw HB , Pazos MX , Mackie K , Prieto AL , Walker JM |
| Ref : British Journal of Pharmacology , 153 :380 , 2008 |
| Abstract : |
| PubMedSearch : Rimmerman_2008_Br.J.Pharmacol_153_380 |
| PubMedID: 17965731 |