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. 2017 Sep 5;52(11):885–900. doi: 10.1007/s11745-017-4292-8

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© The Author(s) 2017

Open AccessThis article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made.

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Fig. 2 — Main lipid mediators produced from ARA, DHA and EPA. ARA, DHA and EPA are precursors to multiple metabolites, including oxylipins produced by cyclooxygenase (COX) and acetylated COX-2 (A-COX), lipoxygenase (LOX) and cytochrome P450 (CYP) enzymes and the endocannabinoids (eCB). The major pathways in the synthesis of ARA, DHA and EPA-derived endocannabinoids are shown in Fig. 3. 2-AG 2-arachidonoylglycerol, 2-DHG 2-docosahexaenoylglycerol, 2-EET-EG 2-epoxy-eicosatrienoic acid glycerol, 2-EPG 2-eicosapentaenoylglycerol, ABHD6/12 α/β-Hydrolase domain containing 6 or 12, AEA N-arachidonoylethanolamide (anandamide), AT aspirin-triggered, DHEA N-docosahexanoylethanolamine (synaptamide), DiHDoHE dihydroxy-docosahexaenoic acid, DiHDPE dihydroxy-docosapentaenoic acid, DiHEPE dihydroxy-eicosapentaenoic acid, DiHETE dihydroxy-eicosatetraenoic acid, DiHETrE dihydroxy-eicosatrienoic acid, EDP epoxy-docosapentaenoic acids, EET epoxy-eicosatrienoic acid, EET-EA epoxy-eicosatrienoic acid ethanolamide, EETeTr epoxy-eicosatetraenoic acids, EFOX electrophilic fatty acid oxo-derivatives, EpDPE epoxy-docosapentaenoic acid, EPEA N-eicosapentaenoylethanolamine, EpETE epoxy-eicosapentaenoic acid, EpETrE epoxy-eicosatrienoic acid, Epo epoxygenase, FAAH fatty acid amide hydrolase, HDoHE hydroxy-docosahexaenoic acid, HEDPEA hydroxy-epoxy-docosapentaenoyl ethanolamide, HEET-EA hydroxyepoxy-eicosatrienoic acid ethanolamide, HEPE hydroxy-eicosapentaenoic acid, HETE hydroxy-eicosatetraenoic acid, HETE-EA hydroxy-eicosatetraenoic acid ethanolamide, HHTrE hydroxy-heptadecatrienoic acid, HpDoHE hydroperoxy-docosahexaenoic acid, HpEPE hydroperoxy-eicosapentaenoic acid, HpETE hydroperoxy-eicosatetraenoic acid, Hx hepoxilin, Lt leukotriene, Lx lipoxin, MAGL monoacylglycerol lipase, MaR maresin, (N)PD1 (neuro)protection D1, oxo-EET oxo-eicosatetraenoic acid, PGD prostaglandin D metabolite, PGE prostaglandin E metabolite, PGF prostaglandin F metabolite, PGI prostacyclin, PGS prostaglandin E, D or F or prostacyclin synthase, PD protectin, RvD resolvin D series, RvE resolvin E series, Tx thromboxane, TxS thromboxane synthase, Trx trioxilin, from DHA and hydroxy-eicosapentaenoic ϖ-hydrolase