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 : 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 : 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 : 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 : 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 : 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 : 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 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