2-Linoleoylglycerol
2-linoleoylglycerol is a 2-monoglyceride where linoleoyl forms the 2-acyl group. Increases 2-arachidonoyl-glycerol cannabinoid activity
General
Type : Acyl-Glycerol, Natural
Chemical_Nomenclature : 1,3-dihydroxypropan-2-yl (9Z,12Z)-octadeca-9,12-dienoate
Canonical SMILES : CCCCC\/C=CC\/C=CCCCCCCCC(=O)OC(CO)CO
InChI : InChI=1S\/C21H38O4\/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-20(18-22)19-23\/h6-7,9-10,20,22-23H,2-5,8,11-19H2,1H3\/b7-6-,10-9-
InChIKey : IEPGNWMPIFDNSD-HZJYTTRNSA-N
Other name(s) : 2-Monolinolein || 2-LG || Glyceryl 2-linoleate || beta-Monolinolein
MW : 354.5
Formula : C21H38O4
CAS_number : 3443-82-1
PubChem : 5365676
UniChem : IEPGNWMPIFDNSD-HZJYTTRNSA-N
Target
Structures : No structure
Families : Monoglyceridelipase_lysophospholip, ABHD6-Lip, Carb_B_Chordata
References (24)
| Title : Pharmacological convergence reveals a lipid pathway that regulates C. elegans lifespan - Chen_2019_Nat.Chem.Biol_15_453 |
| Author(s) : Chen AL , Lum KM , Lara-Gonzalez P , Ogasawara D , Cognetta AB, 3rd , To A , Parsons WH , Simon GM , Desai A , Petrascheck M , Bar-Peled L , Cravatt BF |
| Ref : Nat Chemical Biology , 15 :453 , 2019 |
| Abstract : |
| PubMedSearch : Chen_2019_Nat.Chem.Biol_15_453 |
| PubMedID: 30911178 |
| Title : Pharmacological convergence reveals a lipid pathway that regulates C. elegans lifespan - Chen_2019_Nat.Chem.Biol_15_453 |
| Author(s) : Chen AL , Lum KM , Lara-Gonzalez P , Ogasawara D , Cognetta AB, 3rd , To A , Parsons WH , Simon GM , Desai A , Petrascheck M , Bar-Peled L , Cravatt BF |
| Ref : Nat Chemical Biology , 15 :453 , 2019 |
| Abstract : |
| PubMedSearch : Chen_2019_Nat.Chem.Biol_15_453 |
| PubMedID: 30911178 |
| Title : Pharmacological convergence reveals a lipid pathway that regulates C. elegans lifespan - Chen_2019_Nat.Chem.Biol_15_453 |
| Author(s) : Chen AL , Lum KM , Lara-Gonzalez P , Ogasawara D , Cognetta AB, 3rd , To A , Parsons WH , Simon GM , Desai A , Petrascheck M , Bar-Peled L , Cravatt BF |
| Ref : Nat Chemical Biology , 15 :453 , 2019 |
| Abstract : |
| PubMedSearch : Chen_2019_Nat.Chem.Biol_15_453 |
| PubMedID: 30911178 |
| Title : Evolution of the diacylglycerol lipases - Yuan_2016_Prog.Lipid.Res_64_85 |
| Author(s) : Yuan D , Wu Z , Wang Y |
| Ref : Prog Lipid Res , 64 :85 , 2016 |
| Abstract : |
| PubMedSearch : Yuan_2016_Prog.Lipid.Res_64_85 |
| PubMedID: 27568643 |
| Gene_locus related to this paper: drome-CG33174 , human-DAGLA , human-DAGLB , malgo-a8puy5 , penca-mdgli |
| Title : Evolution of the diacylglycerol lipases - Yuan_2016_Prog.Lipid.Res_64_85 |
| Author(s) : Yuan D , Wu Z , Wang Y |
| Ref : Prog Lipid Res , 64 :85 , 2016 |
| Abstract : |
| PubMedSearch : Yuan_2016_Prog.Lipid.Res_64_85 |
| PubMedID: 27568643 |
| Gene_locus related to this paper: drome-CG33174 , human-DAGLA , human-DAGLB , malgo-a8puy5 , penca-mdgli |
| Title : Evolution of the diacylglycerol lipases - Yuan_2016_Prog.Lipid.Res_64_85 |
| Author(s) : Yuan D , Wu Z , Wang Y |
| Ref : Prog Lipid Res , 64 :85 , 2016 |
| Abstract : |
| PubMedSearch : Yuan_2016_Prog.Lipid.Res_64_85 |
| PubMedID: 27568643 |
| Gene_locus related to this paper: drome-CG33174 , human-DAGLA , human-DAGLB , malgo-a8puy5 , penca-mdgli |
| Title : Biochemical and Pharmacological Characterization of the Human Lymphocyte Antigen B-Associated Transcript 5 (BAT5\/ABHD16A) - Savinainen_2014_PLoS.One_9_e109869 |
| Author(s) : Savinainen JR , Patel JZ , Parkkari T , Navia-Paldanius D , Marjamaa JJ , Laitinen T , Nevalainen T , Laitinen JT |
| Ref : PLoS ONE , 9 :e109869 , 2014 |
| Abstract : |
| PubMedSearch : Savinainen_2014_PLoS.One_9_e109869 |
| PubMedID: 25290914 |
| Gene_locus related to this paper: human-ABHD16A , mouse-Abhd16a |
| Title : Mutation of cys242 of human monoacylglycerol lipase disrupts balanced hydrolysis of 1- and 2-monoacylglycerols and selectively impairs inhibitor potency - Laitinen_2014_Mol.Pharmacol_85_510 |
| Author(s) : Laitinen T , Navia-Paldanius D , Rytilahti R , Marjamaa JJ , Karizkova J , Parkkari T , Pantsar T , Poso A , Laitinen JT , Savinainen JR |
| Ref : Molecular Pharmacology , 85 :510 , 2014 |
| Abstract : |
| PubMedSearch : Laitinen_2014_Mol.Pharmacol_85_510 |
| PubMedID: 24368842 |
| Gene_locus related to this paper: human-MGLL |
| Title : Mutation of cys242 of human monoacylglycerol lipase disrupts balanced hydrolysis of 1- and 2-monoacylglycerols and selectively impairs inhibitor potency - Laitinen_2014_Mol.Pharmacol_85_510 |
| Author(s) : Laitinen T , Navia-Paldanius D , Rytilahti R , Marjamaa JJ , Karizkova J , Parkkari T , Pantsar T , Poso A , Laitinen JT , Savinainen JR |
| Ref : Molecular Pharmacology , 85 :510 , 2014 |
| Abstract : |
| PubMedSearch : Laitinen_2014_Mol.Pharmacol_85_510 |
| PubMedID: 24368842 |
| Gene_locus related to this paper: human-MGLL |
| Title : Mutation of cys242 of human monoacylglycerol lipase disrupts balanced hydrolysis of 1- and 2-monoacylglycerols and selectively impairs inhibitor potency - Laitinen_2014_Mol.Pharmacol_85_510 |
| Author(s) : Laitinen T , Navia-Paldanius D , Rytilahti R , Marjamaa JJ , Karizkova J , Parkkari T , Pantsar T , Poso A , Laitinen JT , Savinainen JR |
| Ref : Molecular Pharmacology , 85 :510 , 2014 |
| Abstract : |
| PubMedSearch : Laitinen_2014_Mol.Pharmacol_85_510 |
| PubMedID: 24368842 |
| Gene_locus related to this paper: human-MGLL |
| Title : Biochemical and Pharmacological Characterization of the Human Lymphocyte Antigen B-Associated Transcript 5 (BAT5\/ABHD16A) - Savinainen_2014_PLoS.One_9_e109869 |
| Author(s) : Savinainen JR , Patel JZ , Parkkari T , Navia-Paldanius D , Marjamaa JJ , Laitinen T , Nevalainen T , Laitinen JT |
| Ref : PLoS ONE , 9 :e109869 , 2014 |
| Abstract : |
| PubMedSearch : Savinainen_2014_PLoS.One_9_e109869 |
| PubMedID: 25290914 |
| Gene_locus related to this paper: human-ABHD16A , mouse-Abhd16a |
| Title : Biochemical and Pharmacological Characterization of the Human Lymphocyte Antigen B-Associated Transcript 5 (BAT5\/ABHD16A) - Savinainen_2014_PLoS.One_9_e109869 |
| Author(s) : Savinainen JR , Patel JZ , Parkkari T , Navia-Paldanius D , Marjamaa JJ , Laitinen T , Nevalainen T , Laitinen JT |
| Ref : PLoS ONE , 9 :e109869 , 2014 |
| Abstract : |
| PubMedSearch : Savinainen_2014_PLoS.One_9_e109869 |
| PubMedID: 25290914 |
| Gene_locus related to this paper: human-ABHD16A , mouse-Abhd16a |
| Title : Biochemical and pharmacological characterization of human alpha\/beta-hydrolase domain containing 6 (ABHD6) and 12 (ABHD12) - Navia-Paldanius_2012_J.Lipid.Res_53_2413 |
| Author(s) : Navia-Paldanius D , Savinainen JR , Laitinen JT |
| Ref : J Lipid Res , 53 :2413 , 2012 |
| Abstract : |
| PubMedSearch : Navia-Paldanius_2012_J.Lipid.Res_53_2413 |
| PubMedID: 22969151 |
| Gene_locus related to this paper: human-ABHD6 , human-ABHD12 |
| Title : Biochemical and pharmacological characterization of human alpha\/beta-hydrolase domain containing 6 (ABHD6) and 12 (ABHD12) - Navia-Paldanius_2012_J.Lipid.Res_53_2413 |
| Author(s) : Navia-Paldanius D , Savinainen JR , Laitinen JT |
| Ref : J Lipid Res , 53 :2413 , 2012 |
| Abstract : |
| PubMedSearch : Navia-Paldanius_2012_J.Lipid.Res_53_2413 |
| PubMedID: 22969151 |
| Gene_locus related to this paper: human-ABHD6 , human-ABHD12 |
| Title : Biochemical and pharmacological characterization of human alpha\/beta-hydrolase domain containing 6 (ABHD6) and 12 (ABHD12) - Navia-Paldanius_2012_J.Lipid.Res_53_2413 |
| Author(s) : Navia-Paldanius D , Savinainen JR , Laitinen JT |
| Ref : J Lipid Res , 53 :2413 , 2012 |
| Abstract : |
| PubMedSearch : Navia-Paldanius_2012_J.Lipid.Res_53_2413 |
| PubMedID: 22969151 |
| Gene_locus related to this paper: human-ABHD6 , human-ABHD12 |
| Title : Inhibition of monoacylglycerol lipase and fatty acid amide hydrolase by analogues of 2-arachidonoylglycerol - Ghafouri_2004_Br.J.Pharmacol_143_774 |
| Author(s) : Ghafouri N , Tiger G , Razdan RK , Mahadevan A , Pertwee RG , Martin BR , Fowler CJ |
| Ref : British Journal of Pharmacology , 143 :774 , 2004 |
| Abstract : |
| PubMedSearch : Ghafouri_2004_Br.J.Pharmacol_143_774 |
| PubMedID: 15492019 |
| Title : Inhibition of monoacylglycerol lipase and fatty acid amide hydrolase by analogues of 2-arachidonoylglycerol - Ghafouri_2004_Br.J.Pharmacol_143_774 |
| Author(s) : Ghafouri N , Tiger G , Razdan RK , Mahadevan A , Pertwee RG , Martin BR , Fowler CJ |
| Ref : British Journal of Pharmacology , 143 :774 , 2004 |
| Abstract : |
| PubMedSearch : Ghafouri_2004_Br.J.Pharmacol_143_774 |
| PubMedID: 15492019 |
| Title : Inhibition of monoacylglycerol lipase and fatty acid amide hydrolase by analogues of 2-arachidonoylglycerol - Ghafouri_2004_Br.J.Pharmacol_143_774 |
| Author(s) : Ghafouri N , Tiger G , Razdan RK , Mahadevan A , Pertwee RG , Martin BR , Fowler CJ |
| Ref : British Journal of Pharmacology , 143 :774 , 2004 |
| Abstract : |
| PubMedSearch : Ghafouri_2004_Br.J.Pharmacol_143_774 |
| PubMedID: 15492019 |
| Title : Cloning of the first sn1-DAG lipases points to the spatial and temporal regulation of endocannabinoid signaling in the brain - Bisogno_2003_J.Cell.Biol_163_463 |
| Author(s) : Bisogno T , Howell F , Williams G , Minassi A , Cascio MG , Ligresti A , Matias I , Schiano-Moriello A , Paul P , Williams EJ , Gangadharan U , Hobbs C , Di Marzo V , Doherty P |
| Ref : Journal of Cell Biology , 163 :463 , 2003 |
| Abstract : |
| PubMedSearch : Bisogno_2003_J.Cell.Biol_163_463 |
| PubMedID: 14610053 |
| Gene_locus related to this paper: human-DAGLA , human-DAGLB , mouse-DGLB , mouse-q6wqj1 |
| Title : Cloning of the first sn1-DAG lipases points to the spatial and temporal regulation of endocannabinoid signaling in the brain - Bisogno_2003_J.Cell.Biol_163_463 |
| Author(s) : Bisogno T , Howell F , Williams G , Minassi A , Cascio MG , Ligresti A , Matias I , Schiano-Moriello A , Paul P , Williams EJ , Gangadharan U , Hobbs C , Di Marzo V , Doherty P |
| Ref : Journal of Cell Biology , 163 :463 , 2003 |
| Abstract : |
| PubMedSearch : Bisogno_2003_J.Cell.Biol_163_463 |
| PubMedID: 14610053 |
| Gene_locus related to this paper: human-DAGLA , human-DAGLB , mouse-DGLB , mouse-q6wqj1 |
| Title : Cloning of the first sn1-DAG lipases points to the spatial and temporal regulation of endocannabinoid signaling in the brain - Bisogno_2003_J.Cell.Biol_163_463 |
| Author(s) : Bisogno T , Howell F , Williams G , Minassi A , Cascio MG , Ligresti A , Matias I , Schiano-Moriello A , Paul P , Williams EJ , Gangadharan U , Hobbs C , Di Marzo V , Doherty P |
| Ref : Journal of Cell Biology , 163 :463 , 2003 |
| Abstract : |
| PubMedSearch : Bisogno_2003_J.Cell.Biol_163_463 |
| PubMedID: 14610053 |
| Gene_locus related to this paper: human-DAGLA , human-DAGLB , mouse-DGLB , mouse-q6wqj1 |
| Title : Synthesis and characterization of triacylglycerols containing linoleate and linolenate - Awl_1989_Lipids_24_866 |
| Author(s) : Awl RA , Frankel EN , Weisleder D |
| Ref : Lipids , 24 :866 , 1989 |
| Abstract : |
| PubMedSearch : Awl_1989_Lipids_24_866 |
| PubMedID: 27520440 |
| Title : Synthesis and characterization of triacylglycerols containing linoleate and linolenate - Awl_1989_Lipids_24_866 |
| Author(s) : Awl RA , Frankel EN , Weisleder D |
| Ref : Lipids , 24 :866 , 1989 |
| Abstract : |
| PubMedSearch : Awl_1989_Lipids_24_866 |
| PubMedID: 27520440 |
| Title : Synthesis and characterization of triacylglycerols containing linoleate and linolenate - Awl_1989_Lipids_24_866 |
| Author(s) : Awl RA , Frankel EN , Weisleder D |
| Ref : Lipids , 24 :866 , 1989 |
| Abstract : |
| PubMedSearch : Awl_1989_Lipids_24_866 |
| PubMedID: 27520440 |