RHC80267, also known as U 57908, is an inhibitor of diacylglycerol lipase (IC50 values are 1.1 and 4 μM in rat cardiac myocytes and canine platelets respectively). RHC80267 weakly inhibits phospholipases C and A2. It potentiates acetylcholine evoked relaxation in mesenteric arteries by the inhibition of cholinesterase activity (IC50 = 4 μM).
| Catalog Number | R063803 |
| CAS Number | 83654-05-1 |
| Synonyms | O,O’-[1,6-hexanediylbis(iminocarbonyl)]dioxime Cyclohexanone; RHC 80267; U 57908 |
| Molecular Formula | C20H34N4O4 |
| Purity | 95% |
| Target | PC-PLC |
| Solubility | Soluble in DMSO > 10 mM |
| Storage | Store at +4°C |
| IUPAC Name | (cyclohexylideneamino) N-[6-[(cyclohexylideneamino)oxycarbonylamino]hexyl]carbamate |
| 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 |
| SMILES | C1CCC(=NOC(=O)NCCCCCCNC(=O)ON=C2CCCCC2)CC1 |
| Reference | </br>1:The diacylglycerol lipase inhibitor RHC-80267 potentiates the relaxation to acetylcholine in rat mesenteric artery by anti-cholinesterase action. Ghisdal P, Vandenberg G, Hamaide MC, Wibo M, Morel N.Eur J Pharmacol. 2005 Jul 4;517(1-2):97-102. PMID: 15958263 </br>2:Effects of RHC-80267, an inhibitor of diacylglycerol lipase, on excitation of circular smooth muscle of the guinea-pig gastric antrum. Suzuki H, Kito Y, Fukuta H, Yamamoto Y.J Smooth Muscle Res. 2002 Dec;38(6):153-64. PMID: 12713022 Free Article</br>3:Inhibition of glucose-induced insulin secretion by the diacylglycerol lipase inhibitor RHC 80267 and the phospholipase A2 inhibitor ACA through stimulation of K+ permeability without diminution by exogenous arachidonic acid. Thams P, Capito K.Biochem Pharmacol. 1997 Apr 25;53(8):1077-86. PMID: 9175712 </br>4:Nordihydroguaiaretic acid and RHC 80267 potentiate astroglial injury during combined glucose-oxygen deprivation. Haun SE, Trapp VL, Clotz MA, Horrocks LA.Mol Chem Neuropathol. 1995 May;25(1):35-49. PMID: 7546017 </br>5:Inhibition of myocardial lipoprotein lipase by U-57,908 (RHC 80267). Carroll R, Severson DL.Lipids. 1992 Apr;27(4):305-7. PMID: 1518390 </br>6:Inhibition of diacylglycerol metabolism in isolated cardiac myocytes by U-57 908 (RHC 80267), a diacylglycerol lipase inhibitor. Chuang M, Severson DL.J Mol Cell Cardiol. 1990 Sep;22(9):1009-16. PMID: 2177792 </br>7:Stimulation of inositol phosphate and diacylglycerol production by RHC 80267, a diacylglycerol-lipase inhibitor, in rat gastric parietal cells: effects on hydrogen ion secretion. Pfeiffer A, Kopp R, Rochlitz H.Biochim Biophys Acta. 1989 Feb 6;1001(2):191-5. PMID: 2537097 </br>8:Effect of diacylglycerol lipase inhibitor RHC 80267 on pancreatic mouse islet metabolism and insulin secretion. Capito K, Hansen SE, Hedeskov CJ, Thams P.Diabetologia. 1989 Feb;32(2):111-7. PMID: 2656350 </br>9:Dependence of secretory responses to gonadotropin-releasing hormone on diacylglycerol metabolism. Studies with a diacylglycerol lipase inhibitor, RHC 80267. Chang JP, Morgan RO, Catt KJ.J Biol Chem. 1988 Dec 15;263(35):18614-20. PMID: 3143714 Free Article</br>10:Effects of RHC 80267, a diglyceride lipase inhibitor, on prolactin secretion and calcium uptake in GH3 pituitary cells. Camoratto AM, Grandison L.Life Sci. 1987 Jan 19;40(3):275-81. PMID: 3796224 |
