Rhc80267
Inhibitor of DAGL but inhibits also ABHD6 HSL MGLL and CES1. However Baggelaar et al.2013 found no inhibition of DAGLA
General
Type : Carbamate
Chemical_Nomenclature : (cyclohexylideneamino) N-[6-[(cyclohexylideneamino)oxycarbonylamino]hexyl]carbamate
Canonical SMILES : C1CCC(=NOC(=O)NCCCCCCNC(=O)ON=C2CCCCC2)CC1
InChI : InChI=1S\/C20H34N4O4\/c25-19(27-23-17-11-5-3-6-12-17)21-15-9-1-2-10-16-22-20(26)28-24-18-13-7-4-8-14-18\/h1-16H2,(H,21,25)(H,22,26)
InChIKey : RXSVYGIGWRDVQC-UHFFFAOYSA-N
Other name(s) : Rhc 80267,RHC-80267,U 57908,83654-05-1,Rg 80267,1,6-Bis(cyclohexyloximinocarbonyl)hexane
MW : 394.50
Formula : C20H34N4O4
CAS_number :
PubChem : 5063
UniChem : RXSVYGIGWRDVQC-UHFFFAOYSA-N
IUPHAR : 5255
Wikipedia :
Target
Families : Rhc80267 ligand of proteins in family: Lipase_3 || Carb_B_Chordata || ABHD6-Lip || Hormone-sensitive_lipase_like || Monoglyceridelipase_lysophospholip
Stucture :
Protein : human-DAGLA || human-DAGLB
References (9)
| Title : Identification and Evaluation of Inhibitors of Lipase from Malassezia restricta using Virtual High-Throughput Screening and Molecular Dynamics Studies - Ali_2019_Int.J.Mol.Sci_20_ |
| Author(s) : Ali S , Khan FI , Mohammad T , Lan D , Hassan MI , Wang Y |
| Ref : Int J Mol Sci , 20 : , 2019 |
| Abstract : Ali_2019_Int.J.Mol.Sci_20_ |
| ESTHER : Ali_2019_Int.J.Mol.Sci_20_ |
| PubMedSearch : Ali_2019_Int.J.Mol.Sci_20_ |
| PubMedID: 30781686 |
| Title : Simplified assays of lipolysis enzymes for drug discovery and specificity assessment of known inhibitors - Iglesias_2016_J.Lipid.Res_57_131 |
| Author(s) : Iglesias J , Lamontagne J , Erb H , Gezzar S , Zhao S , Joly E , Truong VL , Skorey K , Crane S , Madiraju SR , Prentki M |
| Ref : J Lipid Res , 57 :131 , 2016 |
| Abstract : Iglesias_2016_J.Lipid.Res_57_131 |
| ESTHER : Iglesias_2016_J.Lipid.Res_57_131 |
| PubMedSearch : Iglesias_2016_J.Lipid.Res_57_131 |
| PubMedID: 26423520 |
| Title : Disease-modifying effects of RHC80267 and JZL184 in a pilocarpine mouse model of temporal lobe epilepsy - Ma_2014_CNS.Neurosci.Ther_20_905 |
| Author(s) : Ma L , Wang L , Yang F , Meng XD , Wu C , Ma H , Jiang W |
| Ref : CNS Neurosci Ther , 20 :905 , 2014 |
| Abstract : Ma_2014_CNS.Neurosci.Ther_20_905 |
| ESTHER : Ma_2014_CNS.Neurosci.Ther_20_905 |
| PubMedSearch : Ma_2014_CNS.Neurosci.Ther_20_905 |
| PubMedID: 24989980 |
| Title : Development of an activity-based probe and in silico design reveal highly selective inhibitors for diacylglycerol lipase-alpha in brain - |
| Author(s) : Baggelaar MP , Janssen FJ , van Esbroeck AC , den Dulk H , Allara M , Hoogendoorn S , McGuire R , Florea BI , Meeuwenoord N , van den Elst H , van der Marel GA , Brouwer J , Di Marzo V , Overkleeft HS , van der Stelt M |
| Ref : Angew Chem Int Ed Engl , 52 :12081 , 2013 |
| PubMedID: 24173880 |
| Gene_locus related to this paper: human-DAGLA |
| 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 : Johnston_2012_Bioorg.Med.Chem.Lett_22_4585 |
| ESTHER : Johnston_2012_Bioorg.Med.Chem.Lett_22_4585 |
| PubMedSearch : Johnston_2012_Bioorg.Med.Chem.Lett_22_4585 |
| PubMedID: 22738638 |
| Title : Selectivity of inhibitors of endocannabinoid biosynthesis evaluated by activity-based protein profiling - Hoover_2008_Bioorg.Med.Chem.Lett_18_5838 |
| Author(s) : Hoover HS , Blankman JL , Niessen S , Cravatt BF |
| Ref : Bioorganic & Medicinal Chemistry Lett , 18 :5838 , 2008 |
| Abstract : Hoover_2008_Bioorg.Med.Chem.Lett_18_5838 |
| ESTHER : Hoover_2008_Bioorg.Med.Chem.Lett_18_5838 |
| PubMedSearch : Hoover_2008_Bioorg.Med.Chem.Lett_18_5838 |
| PubMedID: 18657971 |
| Title : L- and N-current but not M-current inhibition by M1 muscarinic receptors requires DAG lipase activity - Liu_2008_J.Cell.Physiol_216_91 |
| Author(s) : Liu L , Heneghan JF , Michael GJ , Stanish LF , Egertova M , Rittenhouse AR |
| Ref : Journal of Cellular Physiology , 216 :91 , 2008 |
| Abstract : Liu_2008_J.Cell.Physiol_216_91 |
| ESTHER : Liu_2008_J.Cell.Physiol_216_91 |
| PubMedSearch : Liu_2008_J.Cell.Physiol_216_91 |
| PubMedID: 18247369 |
| Title : PKC-independent inhibition of neuronal nicotinic acetylcholine receptors by diacylglycerol - Andoh_2004_Brain.Res_1013_125 |
| Author(s) : Andoh T , Itoh H , Higashi T , Saito Y , Ishiwa D , Kamiya Y , Yamada Y |
| Ref : Brain Research , 1013 :125 , 2004 |
| Abstract : Andoh_2004_Brain.Res_1013_125 |
| ESTHER : Andoh_2004_Brain.Res_1013_125 |
| PubMedSearch : Andoh_2004_Brain.Res_1013_125 |
| PubMedID: 15196975 |
| Title : Comparison of the effects of indomethacin, RHC80267 and R59022 on superoxide production by 1,oleoyl-2,acetyl glycerol and A23187 in human neutrophils - Dale_1987_Br.J.Pharmacol_92_63 |
| Author(s) : Dale MM , Penfield A |
| Ref : British Journal of Pharmacology , 92 :63 , 1987 |
| Abstract : Dale_1987_Br.J.Pharmacol_92_63 |
| ESTHER : Dale_1987_Br.J.Pharmacol_92_63 |
| PubMedSearch : Dale_1987_Br.J.Pharmacol_92_63 |
| PubMedID: 2822195 |