MJN110
MJN110 is an N-hydroxysuccinimidyl carbamate that inhibits MAGL (IC50 = 9.1 nM) and to a lesser extent ABHD6 with potent selectivity over FAAH (IC50 > 10 uM) and other brain serine hydrolases (close structure of F4P)
General
Type : Carbamate, Piperazine, Pyrrolidine
Chemical_Nomenclature : (2,5-dioxopyrrolidin-1-yl) 4-[bis(4-chlorophenyl)methyl]piperazine-1-carboxylate
Canonical SMILES : C1CC(=O)N(C1=O)OC(=O)N2CCN(CC2)C(C3=CC=C(C=C3)Cl)C4=CC=C(C=C4)Cl
InChI : InChI=1S\/C22H21Cl2N3O4\/c23-17-5-1-15(2-6-17)21(16-3-7-18(24)8-4-16)25-11-13-26(14-12-25)22(30)31-27-19(28)9-10-20(27)29\/h1-8,21H,9-14H2
InChIKey : BEADRWVIFHOSGN-UHFFFAOYSA-N
Other name(s) : SCHEMBL15265132 || AOB4560 || SYN5203 || MJN-110
MW : 462.32
Formula : C22H21Cl2N3O4
CAS_number : 1438416-21-7
PubChem : 71722059
UniChem : BEADRWVIFHOSGN-UHFFFAOYSA-N
Target
Families : MJN110 ligand of proteins in family
Monoglyceridelipase_lysophospholip
Plasmodium_subtelomeric_PST-A
Protein :
human-MGLL
plafa-PF10.0379
References (16)
| Title : A helping HAND: therapeutic potential of MAGL inhibition against HIV-1-associated neuroinflammation - League_2024_Front.Immunol_15_1374301 |
| Author(s) : League AF , Yadav-Samudrala BJ , Kolagani R , Cline CA , Jacobs IR , Manke J , Niphakis MJ , Cravatt BF , Lichtman AH , Ignatowska-Jankowska BM , Fitting S |
| Ref : Front Immunol , 15 :1374301 , 2024 |
| Abstract : |
| PubMedSearch : League_2024_Front.Immunol_15_1374301 |
| PubMedID: 38835765 |
| Gene_locus related to this paper: human-MGLL |
| Title : Effects of Repeated Treatment with the Monoacylglycerol Lipase Inhibitor MJN110 on Pain-Related Depression of Nesting and Cannabinoid 1 Receptor Function in Male and Female Mice - Diester_2024_J.Pharmacol.Exp.Ther__ |
| Author(s) : Diester CM , Balint H , Gillespie JC , Lichtman AH , Sim-Selley LJ , Selley DE , Negus SS |
| Ref : Journal of Pharmacology & Experimental Therapeutics , : , 2024 |
| Abstract : |
| PubMedSearch : Diester_2024_J.Pharmacol.Exp.Ther__ |
| PubMedID: 38262742 |
| Title : Improvement of lower urinary tract dysfunction by a monoacylglycerol lipase inhibitor in mice with spinal cord injury - Cho_2024_Neurourol.Urodyn__ |
| Author(s) : Cho KJ , Hashimoto M , Karnup S , Matsuoka K , Kamijo T , Kim JC , Koh JS , Yoshimura N |
| Ref : Neurourol Urodyn , : , 2024 |
| Abstract : |
| PubMedSearch : Cho_2024_Neurourol.Urodyn__ |
| PubMedID: 38533637 |
| Title : MAGL inhibition relieves synovial inflammation and pain via regulating NOX4-Nrf2 redox balance in osteoarthritis - Li_2023_Free.Radic.Biol.Med_208_13 |
| Author(s) : Li X , Tao H , Zhou J , Zhang L , Shi Y , Zhang C , Sun W , Chu M , Chen K , Gu C , Yang X , Geng D , Hao Y |
| Ref : Free Radic Biol Med , 208 :13 , 2023 |
| Abstract : |
| PubMedSearch : Li_2023_Free.Radic.Biol.Med_208_13 |
| PubMedID: 37516370 |
| Gene_locus related to this paper: human-MGLL |
| Title : Sexually dimorphic effects of monoacylglycerol lipase inhibitor MJN110 on stress-related behaviors and drinking in Marchigian Sardinian alcohol-preferring rats - Vozella_2023_Br.J.Pharmacol__ |
| Author(s) : Vozella V , Cruz B , Feldman HC , Bullard R , Bianchi PC , Natividad LA , Cravatt BF , Zorrilla EP , Ciccocioppo R , Roberto M |
| Ref : British Journal of Pharmacology , : , 2023 |
| Abstract : |
| PubMedSearch : Vozella_2023_Br.J.Pharmacol__ |
| PubMedID: 37488777 |
| Title : Inhibition of Monoacylglycerol Lipase Decreases Angiogenic Features of Endothelial Cells via Release of Tissue Inhibitor of Metalloproteinase-1 from Lung Cancer Cells - Wittig_2023_Cells_12_1757 |
| Author(s) : Wittig F , Henkel L , Pruser JL , Merkord J , Ramer R , Hinz B |
| Ref : Cells , 12 :1757 , 2023 |
| Abstract : |
| PubMedSearch : Wittig_2023_Cells_12_1757 |
| PubMedID: 37443791 |
| Gene_locus related to this paper: human-MGLL |
| Title : Monoacylglycerol Lipase Inhibitor MJN110 Reduces Neuronal Hyperexcitability, Restores Dendritic Arborization Complexity, and Regulates Reward-Related Behavior in Presence of HIV-1 Tat - League_2021_Front.Neurol_12_651272 |
| Author(s) : League AF , Gorman BL , Hermes DJ , Johnson CT , Jacobs IR , Yadav-Samudrala BJ , Poklis JL , Niphakis MJ , Cravatt BF , Lichtman AH , Ignatowska-Jankowska BM , Fitting S |
| Ref : Front Neurol , 12 :651272 , 2021 |
| Abstract : |
| PubMedSearch : League_2021_Front.Neurol_12_651272 |
| PubMedID: 34484091 |
| Gene_locus related to this paper: human-MGLL |
| Title : The Novel Monoacylglycerol Lipase Inhibitor MJN110 Suppresses Neuroinflammation, Normalizes Synaptic Composition and Improves Behavioral Performance in the Repetitive Traumatic Brain Injury Mouse Model - Selvaraj_2021_Cells_10_3454 |
| Author(s) : Selvaraj P , Tanaka M , Wen J , Zhang Y |
| Ref : Cells , 10 : , 2021 |
| Abstract : |
| PubMedSearch : Selvaraj_2021_Cells_10_3454 |
| PubMedID: 34943962 |
| Title : The Antimalarial Natural Product Salinipostin A Identifies Essential alpha\/beta Serine Hydrolases Involved in Lipid Metabolism in P. falciparum Parasites - Yoo_2020_Cell.Chem.Biol_27_143 |
| Author(s) : Yoo E , Schulze CJ , Stokes BH , Onguka O , Yeo T , Mok S , Gnadig NF , Zhou Y , Kurita K , Foe IT , Terrell SM , Boucher MJ , Cieplak P , Kumpornsin K , Lee MCS , Linington RG , Long JZ , Uhlemann AC , Weerapana E , Fidock DA , Bogyo M |
| Ref : Cell Chemical Biology , 27 :143 , 2020 |
| Abstract : |
| PubMedSearch : Yoo_2020_Cell.Chem.Biol_27_143 |
| PubMedID: 31978322 |
| Gene_locus related to this paper: plaf7-q8ii19 , plafa-a0a143zya4 , plaf7-q8iik5 , plafa-MAL8P1.38 , plafa-PF07.0040 , plafa-PF10.0020 , plafa-PF10.0379 , plafa-PF13.0153 |
| Title : The novel MAGL inhibitor MJN110 enhances responding to reward-predictive incentive cues by activation of CB1 receptors - Feja_2020_Neuropharmacol_162_107814 |
| Author(s) : Feja M , Leigh MPK , Baindur AN , McGraw JJ , Wakabayashi KT , Cravatt BF , Bass CE |
| Ref : Neuropharmacology , 162 :107814 , 2020 |
| Abstract : |
| PubMedSearch : Feja_2020_Neuropharmacol_162_107814 |
| PubMedID: 31628934 |
| Gene_locus related to this paper: human-MGLL |
| Title : The Endocannabinoid System Alleviates Pain in a Murine Model of Cancer-Induced Bone Pain - Thompson_2020_J.Pharmacol.Exp.Ther_373_230 |
| Author(s) : Thompson AL , Grenald SA , Ciccone HA , BassiriRad N , Niphakis MJ , Cravatt BF , Largent-Milnes TM , Vanderah TW |
| Ref : Journal of Pharmacology & Experimental Therapeutics , 373 :230 , 2020 |
| Abstract : |
| PubMedSearch : Thompson_2020_J.Pharmacol.Exp.Ther_373_230 |
| PubMedID: 32054717 |
| Gene_locus related to this paper: human-MGLL |
| Title : Inhibition of monoacylglycerol lipase, an anti-inflammatory and antifibrogenic strategy in the liver - Habib_2019_Gut_68_522 |
| Author(s) : Habib A , Chokr D , Wan J , Hegde P , Mabire M , Siebert M , Ribeiro-Parenti L , Le Gall M , Letteron P , Pilard N , Mansouri A , Brouillet A , Tardelli M , Weiss E , Le Faouder P , Guillou H , Cravatt BF , Moreau R , Trauner M , Lotersztajn S |
| Ref : Gut , 68 :522 , 2019 |
| Abstract : |
| PubMedSearch : Habib_2019_Gut_68_522 |
| PubMedID: 30301768 |
| Title : Monoacylglycerol Lipase Inhibitors Reverse Paclitaxel-Induced Nociceptive Behavior and Proinflammatory Markers in a Mouse Model of Chemotherapy-Induced Neuropathy - Curry_2018_J.Pharmacol.Exp.Ther_366_169 |
| Author(s) : Curry ZA , Wilkerson JL , Bagdas D , Kyte SL , Patel N , Donvito G , Mustafa MA , Poklis JL , Niphakis MJ , Hsu KL , Cravatt BF , Gewirtz DA , Damaj MI , Lichtman AH |
| Ref : Journal of Pharmacology & Experimental Therapeutics , 366 :169 , 2018 |
| Abstract : |
| PubMedSearch : Curry_2018_J.Pharmacol.Exp.Ther_366_169 |
| PubMedID: 29540562 |
| Title : The Selective Monoacylglycerol Lipase Inhibitor MJN110 Produces Opioid-Sparing Effects in a Mouse Neuropathic Pain Model - Wilkerson_2016_J.Pharmacol.Exp.Ther_357_145 |
| Author(s) : Wilkerson JL , Niphakis MJ , Grim TW , Mustafa MA , Abdullah RA , Poklis JL , Dewey WL , Akbarali H , Banks ML , Wise LE , Cravatt BF , Lichtman AH |
| Ref : Journal of Pharmacology & Experimental Therapeutics , 357 :145 , 2016 |
| Abstract : |
| PubMedSearch : Wilkerson_2016_J.Pharmacol.Exp.Ther_357_145 |
| PubMedID: 26791602 |
| Title : Selective monoacylglycerol lipase inhibitors: antinociceptive versus cannabimimetic effects in mice - Ignatowska-Jankowska_2015_J.Pharmacol.Exp.Ther_353_424 |
| Author(s) : Ignatowska-Jankowska B , Wilkerson JL , Mustafa M , Abdullah R , Niphakis M , Wiley JL , Cravatt BF , Lichtman AH |
| Ref : Journal of Pharmacology & Experimental Therapeutics , 353 :424 , 2015 |
| Abstract : |
| PubMedSearch : Ignatowska-Jankowska_2015_J.Pharmacol.Exp.Ther_353_424 |
| PubMedID: 25762694 |
| Title : Evaluation of NHS carbamates as a potent and selective class of endocannabinoid hydrolase inhibitors - Niphakis_2013_ACS.Chem.Neurosci_4_1322 |
| Author(s) : Niphakis MJ , Cognetta AB, 3rd , Chang JW , Buczynski MW , Parsons LH , Byrne F , Burston JJ , Chapman V , Cravatt BF |
| Ref : ACS Chem Neurosci , 4 :1322 , 2013 |
| Abstract : |
| PubMedSearch : Niphakis_2013_ACS.Chem.Neurosci_4_1322 |
| PubMedID: 23731016 |
| Gene_locus related to this paper: human-MGLL |