L-Isoleucine-Orlistat
OMDM-188 is a potent diglyceride lipase (DGL) inhibitor which inhibits collagen-induced p38(MAPK) phosphorylation, but does not inhibit arachidonic acid-induced aggregation or TxA2 synthesis.
General
Type : Oxooxetan, Lipase inhibitor
Chemical_Nomenclature : [(2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl] (2S,3S)-2-formamido-3-methylpentanoate
Canonical SMILES : CCCCCCCCCCCC(CC1C(C(=O)O1)CCCCCC)OC(=O)C(C(C)CC)NC=O
InChI : InChI=1S\/C29H53NO5\/c1-5-8-10-12-13-14-15-16-17-19-24(34-29(33)27(30-22-31)23(4)7-3)21-26-25(28(32)35-26)20-18-11-9-6-2\/h22-27H,5-21H2,1-4H3,(H,30,31)\/t23-,24-,25-,26-,27-\/m0\/s1
InChIKey : CBHKWVNFZKJLIS-IRGGMKSGSA-N
Other name(s) : OMDM-188 || OMDM188 || OMDM 188 || Isoleucine orlistat, L- || L-Isoleucine Orlistat || 1072902-75-0 || UNII-9P192EY8ZT || 9P192EY8ZT
MW : 495.7
Formula : C29H53NO5
CAS_number :
PubChem : 25140641
UniChem : CBHKWVNFZKJLIS-IRGGMKSGSA-N
Target
Families : L-Isoleucine-Orlistat ligand of proteins in family
Lipase_3
Protein :
human-DAGLA
human-DAGLB
References (6)
| Title : Assay and Inhibition of the Purified Catalytic Domain of Diacylglycerol Lipase Beta - Singh_2016_Biochemistry_55_2713 |
| Author(s) : Singh PK , Markwick R , Lu L , Howell FV , Williams G , Doherty P |
| Ref : Biochemistry , 55 :2713 , 2016 |
| Abstract : |
| PubMedSearch : Singh_2016_Biochemistry_55_2713 |
| PubMedID: 27115711 |
| Gene_locus related to this paper: human-DAGLB |
| Title : Inhibiting endocannabinoid biosynthesis: a novel approach to the treatment of constipation - Bashashati_2015_Br.J.Pharmacol_172_3099 |
| Author(s) : Bashashati M , Nasser Y , Keenan CM , Ho W , Piscitelli F , Nalli M , Mackie K , Storr MA , Di Marzo V , Sharkey KA |
| Ref : British Journal of Pharmacology , 172 :3099 , 2015 |
| Abstract : |
| PubMedSearch : Bashashati_2015_Br.J.Pharmacol_172_3099 |
| PubMedID: 25684407 |
| Title : The effects of an inhibitor of diglyceride lipase on collagen-induced platelet activation - Jackson_2013_J.Pharmacol.Exp.Ther_347_582 |
| Author(s) : Jackson EC , Ortar G , McNicol A |
| Ref : Journal of Pharmacology & Experimental Therapeutics , 347 :582 , 2013 |
| Abstract : |
| PubMedSearch : Jackson_2013_J.Pharmacol.Exp.Ther_347_582 |
| PubMedID: 24042163 |
| Title : Acute inhibition of diacylglycerol lipase blocks endocannabinoid-mediated retrograde signalling: evidence for on-demand biosynthesis of 2-arachidonoylglycerol - Hashimotodani_2013_J.Physiol_591_4765 |
| Author(s) : Hashimotodani Y , Ohno-Shosaku T , Tanimura A , Kita Y , Sano Y , Shimizu T , Di Marzo V , Kano M |
| Ref : The Journal of Physiology , 591 :4765 , 2013 |
| Abstract : |
| PubMedSearch : Hashimotodani_2013_J.Physiol_591_4765 |
| PubMedID: 23858009 |
| Gene_locus related to this paper: human-DAGLA |
| Title : Activation of type 5 metabotropic glutamate receptors and diacylglycerol lipase-alpha initiates 2-arachidonoylglycerol formation and endocannabinoid-mediated analgesia - Gregg_2012_J.Neurosci_32_9457 |
| Author(s) : Gregg LC , Jung KM , Spradley JM , Nyilas R , Suplita RL, 2nd , Zimmer A , Watanabe M , Mackie K , Katona I , Piomelli D , Hohmann AG |
| Ref : Journal of Neuroscience , 32 :9457 , 2012 |
| Abstract : |
| PubMedSearch : Gregg_2012_J.Neurosci_32_9457 |
| PubMedID: 22787031 |
| Gene_locus related to this paper: human-DAGLA |
| Title : Tetrahydrolipstatin analogues as modulators of endocannabinoid 2-arachidonoylglycerol metabolism - Ortar_2008_J.Med.Chem_51_6970 |
| Author(s) : Ortar G , Bisogno T , Ligresti A , Morera E , Nalli M , Di Marzo V |
| Ref : Journal of Medicinal Chemistry , 51 :6970 , 2008 |
| Abstract : |
| PubMedSearch : Ortar_2008_J.Med.Chem_51_6970 |
| PubMedID: 18831576 |