15d-PGJ2
Allosteric inhibition exerted on sEH through the cysteine residues C522 and C423 || Selective agonist to PPAR-gamma (peroxisome proliferator-activated receptors). Inhibits the proliferation of cancer cell lines that express PPAR-gamma and cyclooxygenase-2 (COX-2). It also inhibits soluble epoxide hyrdrolase
General
Type : Fatty acid, Prostaglandin, PPARgamma ligand, Multitarget
Chemical_Nomenclature : (Z)-7-[(1S,5E)-5-[(E)-oct-2-enylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid || (~{Z})-7-[(1~{S},5~{E})-5-[(~{E})-oct-2-enylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid
Canonical SMILES : CCCCC\/C=C\/C=C\/1\\[C@H](C=CC1=O)C\/C=C\\CCCC(=O)O || CCCCCC=CC=C1C(C=CC1=O)CC=CCCCC(=O)O
InChI : InChI=1S\/C20H28O3\/c1-2-3-4-5-6-10-13-18-17(15-16-19(18)21)12-9-7-8-11-14-20(22)23\/h6-7,9-10,13,15-17H,2-5,8,11-12,14H2,1H3,(H,22,23)\/b9-7-,10-6+,18-13+\/t17-\/m0\/s1
InChIKey : VHRUMKCAEVRUBK-GODQJPCRSA-N
Other name(s) : 15-deoxy-delta12,14-prostaglandin J2 || 15-Dpgj2 || delta12,14-PGJ 2 || J694.826J || 15-Deoxy-PGJ2 || 15-Deoxy-delta-12,14-prostaglandin J2 || 15-deoxy-delta-12,14-PGJ2
MW : 316.4 || 316.44
Formula : C20H28O3
CAS_number : 87893-55-8
PubChem : 5311211
UniChem : VHRUMKCAEVRUBK-GODQJPCRSA-N
Target
Families : 15d-PGJ2 ligand of proteins in family
Epoxide_hydrolase
Structure :
6I5G
Protein :
human-EPHX2
References (4)
| Title : Allosteric ensembles elucidate mechanisms of inhibition in the human soluble epoxide hydrolase - Qiu_2026_Commun.Biol__ |
| Author(s) : Qiu Q , Gracia Carmona O , Abis G , Fraternali F , Conte MR |
| Ref : Commun Biol , : , 2026 |
| Abstract : |
| PubMedSearch : Qiu_2026_Commun.Biol__ |
| PubMedID: 42086723 |
| Gene_locus related to this paper: human-EPHX2 |
| Title : Early postnatal treatment with soluble epoxide hydrolase inhibitor or 15-deoxy-Delta(12,14)-prostagandin J2 prevents prenatal dexamethasone and postnatal high saturated fat diet induced programmed hypertension in adult rat offspring - Lu_2016_Prostaglandins.Other.Lipid.Mediat_124_1 |
| Author(s) : Lu PC , Sheen JM , Yu HR , Lin YJ , Chen CC , Tiao MM , Tsai CC , Huang LT , Tain YL |
| Ref : Prostaglandins Other Lipid Mediat , 124 :1 , 2016 |
| Abstract : |
| PubMedSearch : Lu_2016_Prostaglandins.Other.Lipid.Mediat_124_1 |
| PubMedID: 27210044 |
| Title : Targeting arachidonic acid pathway to prevent programmed hypertension in maternal fructose-fed male adult rat offspring - Tain_2016_J.Nutr.Biochem_38_86 |
| Author(s) : Tain YL , Lee WC , Wu KLH , Leu S , Chan JYH |
| Ref : J Nutr Biochem , 38 :86 , 2016 |
| Abstract : |
| PubMedSearch : Tain_2016_J.Nutr.Biochem_38_86 |
| PubMedID: 27732913 |
| Title : Redox regulation of soluble epoxide hydrolase by 15-deoxy-delta-prostaglandin J2 controls coronary hypoxic vasodilation - Charles_2011_Circ.Res_108_324 |
| Author(s) : Charles RL , Burgoyne JR , Mayr M , Weldon SM , Hubner N , Dong H , Morisseau C , Hammock BD , Landar A , Eaton P |
| Ref : Circulation Research , 108 :324 , 2011 |
| Abstract : |
| PubMedSearch : Charles_2011_Circ.Res_108_324 |
| PubMedID: 21164107 |