12(13)-EpOME
(CYP2C/CYP2J) CYP-derived oxidized linoleic acid metabolite epoxy octadecenoic acid. The epoxide is transformed in the diol by soluble epoxide hydrolse (sEH EPHX2) the resulting 12,13-DiHOME mediates thermal hyperalgesia during inflammatory pain 12,13-DiHOME induces thermal pain hypersensitivity via TRPV1
General
Type : Oxylipin, Epoxide, Fatty acid, Epoxy-fatty-acid
Chemical_Nomenclature : (Z)-11-(3-pentyloxiran-2-yl)undec-9-enoic acid
Canonical SMILES : CCCCCC1C(O1)CC=CCCCCCCCC(=O)O
InChI : InChI=1S\/C18H32O3\/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20\/h8,11,16-17H,2-7,9-10,12-15H2,1H3,(H,19,20)\/b11-8-
InChIKey : CCPPLLJZDQAOHD-FLIBITNWSA-N
Other name(s) : 12(13)-EpOME || (+\/-)-12(13)-epoxy-9Z-octadecenoic acid || CHEBI:38299 || (9Z)-12,13-epoxyoctadecenoic acid || 12,13-epoxy-9(Z)-octadecenoic acid || (9Z)-11-(3-pentyloxiran-2-yl)undec-9-enoic acid
-EpOME.gif)
Target
Structures : No structure
Families : Epoxide_hydrolase
References (4)
| Title : Linoleic Acid Metabolite DiHOME Decreases Post-ischemic Cardiac Recovery in Murine Hearts - Bannehr_2019_Cardiovasc.Toxicol_19_365 |
| Author(s) : Bannehr M , Lohr L , Gelep J , Haverkamp W , Schunck WH , Gollasch M , Wutzler A |
| Ref : Cardiovasc Toxicol , 19 :365 , 2019 |
| Abstract : |
| PubMedSearch : Bannehr_2019_Cardiovasc.Toxicol_19_365 |
| PubMedID: 30725262 |
| Title : The oxidized linoleic acid metabolite 12,13-DiHOME mediates thermal hyperalgesia during inflammatory pain - Zimmer_2018_Biochim.Biophys.Acta_1863_669 |
| Author(s) : Zimmer B , Angioni C , Osthues T , Toewe A , Thomas D , Pierre SC , Geisslinger G , Scholich K , Sisignano M |
| Ref : Biochimica & Biophysica Acta , 1863 :669 , 2018 |
| Abstract : |
| PubMedSearch : Zimmer_2018_Biochim.Biophys.Acta_1863_669 |
| PubMedID: 29625231 |
| Gene_locus related to this paper: human-EPHX2 |
| Title : Isolation and characterization of 9-lipoxygenase and epoxide hydrolase 2 genes: Insight into lactone biosynthesis in mango fruit (Mangifera indica L.) - Deshpande_2017_Phytochemistry_138_65 |
| Author(s) : Deshpande AB , Chidley HG , Oak PS , Pujari KH , Giri AP , Gupta VS |
| Ref : Phytochemistry , 138 :65 , 2017 |
| Abstract : |
| PubMedSearch : Deshpande_2017_Phytochemistry_138_65 |
| PubMedID: 28291596 |
| Gene_locus related to this paper: manin-a0a1u9zcc2 |
| Title : Deletion of soluble epoxide hydrolase enhances coronary reactive hyperemia in isolated mouse heart: role of oxylipins and PPARgamma - Hanif_2016_Am.J.Physiol.Regul.Integr.Comp.Physiol_311_R676 |
| Author(s) : Hanif A , Edin ML , Zeldin DC , Morisseau C , Nayeem MA |
| Ref : American Journal of Physiology Regul Integr Comp Physiol , 311 :R676 , 2016 |
| Abstract : |
| PubMedSearch : Hanif_2016_Am.J.Physiol.Regul.Integr.Comp.Physiol_311_R676 |
| PubMedID: 27488890 |
| Gene_locus related to this paper: human-EPHX2 |