Omega-3-fatty acids in senescence (Homo sapiens)

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21, 3226, 393, 821, 323, 826, 3923, 3420, 2121, 322134343423, 3426, 3921, 3226, 39233430Dietary LipidsEnzyme AEnzyme A or Enzyme B is required for the reactionDehydrationReduction*MaR-L1CYP2D67S,17S-diHpDHAUnknownUnknownΔ12-PGJ3CYP3A4CYP1A214R-HDHATxB315d-PGD3*6-keto-PGF2α*ALOX15B4S-HpDHACYP2C9CYP2C8ALOX15BPGE3Tetracosahexanoic acid (22:6,n-3)Tetracosapentanoic acid (24:5,n-3)Unknown14S-HDHAPGJ3MaR-L215d-PGJ3CYP2E11527, 5027, 575715, 22209, 57205718, 20, 3718, 20, 3727, 579, 18, 375726, 55, 5627, 575727, 5714, 19, 578, 20, 42, 5618, 371520575579, 18, 375714, 19, 57579, 18, 371557518, 20, 3718, 3718, 20, 3727, 5027, 572012, 40, 47, 5520, 371515209, 18, 20, 3718, 2015, 223, 8, 42, 49, 5618, 20, 3714, 19, 575715205718, 20, 3727, 5018, 20, 37275718, 375S,12S,18R-TriHEPE27, 5016S,17S-epoxy-DPAHydrolase*17R-HpDHARvE319-hydroxy-RvE15S,6S-epoxy-18R-HEPEDehydration*CMKLR120-carboxy-RvE1*RvE2PeroxidaseRvD5Hydrolysis*7S,8-epoxy-17S-HDHAPeroxidaseAT-RvD3ALOX5RvD5(n-3 DPA)*PTGS2RvD4Enzymatic dehydrogenationRvD6FPR2 Docosahexaenoic acid (22:6,w3)RvD3PD1(n-3 DPA)5S-hydroxyperoxy-18R-HEPEReduction*5S-hydroxyperoxy-18S-HEPE7S,8-epoxy-17R-HDHA15S-hydroxy-5S-HpEPE*RvE4Mitochondrial dysfunction-associated senescenceOncogene-induced senescence(RAS)Irradiation-induced senescence2917S-HDHA17S-HpDPA5S,12R,18R-TriHEPE*10,11,dihydro-12-oxo-RvE118-oxo-RvE1Docosapentaenoic acid (22:5,w3)Enzymatic EpoxidationRvE1LTA4H20-hydroxy-RvE118S-HpEPE*UnknownCytochrome P4507S,17S-diHpDPAGPR327S-hydroperoxy-17S-HDHA5S,6S,18R-TriHEPE*15S-HpEPE7S,8R-epoxy-17S-HDPA*4S,5-epoxy-17R-HDHAHydrolase*18R-HpEPE5S,6R,18R-TriHEPE*5S,6S-epoxy-18S-HEPE18S-RvE217R-HDHA17S-HpDHA12-oxo-RvE118S-RvE113,14-epoxy-DPA*Mar1(n-3 DPA)4S,5-epoxy-17S-HDHANon-enzymatic hydrolysisRvD2(n-3 DPA)*AT-RvD410,11-dihydro-RvE114-HpDPA4S-hydroperoxy-17S-HDHA13, 494, 11, 23, 4313, 48, 49PGH33, 8, 17, 45ELOVL5TXASPGDSPGI3Eicosatetraenoic acid (20:4,w3)PGF3αPGD3PGESProstaglandin F synthaseStearidonic acid (18:4,w3)Phospholipase A2PGISTxA3α-Linolenic acid (18:3,w3)Eicosapentaenoic acid (20:5,w3)PGG3Eicosatrienoic acid (20:3,w3)FADS2FADS14, 11, 23, 431, 4, 23, 34, 431, 4, 23, 431, 4, 23, 34, 434, 23, 34, 431, 4, 23, 433, 8, 13, 17, 45...3, 8, 13, 17, 45...8, 13, 17, 45, 49PTGS1PTGS2Δ9-Elongase*28, 31Irradiation-induced Senescence2829282814S-HpDHA13S,14S-epoxy-maresinMaresin 1Maresin 2MCTR1MCTR2MCTR3LGR6 receptorRORalphaALOX12Hydrolase*GGT1DPEP1Mitochondrial dysfunction-associated senescenceOncogene-induced senescence(RAS)292828, 3112, 16, 40, 47, 5512, 16, 40, 4712, 16, 40, 4712, 16, 40, 47, 5512, 16, 40, 4712, 40, 47Peroxidase12, 40, 47PTGS2RvD1(n-3 DPA)*9, 18, 20, 37449, 18, 3744449, 18, 20, 3744HPGD9, 18, 3717-oxo-RvD1RvD2AT-RvD28-oxo-RvD1RvD1AT-RvD116-oxo-RvD27-oxo-RvD22, 38382, 382, 382, 38382, 38RvT2UnknownRvT4PTGS27,8-epoxy-13R-HDPA*7-hydroperoxy-13R-HpDPA*13R-HpDPA*RvT3RvT1ELOVL2FADS2Hydrolase*ALOX5ALOX1552-545454545452-545452-54545454545452-54545452-5452-5418-F3-IsoP*12-F3-IsoP*8-F3-IsoP*11-F3-IsoP*245-F3-IsoP*15-F3-IsoP5-H3-IsoP*5-G3-IsoP*8-G3-IsoP*8-H3-IsoP*11-H3-IsoP*11-G3-IsoP*12-H3-IsoP*12-G3-IsoP*15-H3-IsoP*15-G3-IsoP*18-H3-IsoP*18-G3-IsoP*41, 457, 41, 51, 5241, 4541, 4541, 4541, 4541, 4541, 4541, 4541, 4541, 4541, 4541, 51, 5241, 4541, 51, 5241, 4541, 4541, 4541, 4541, 454141, 4541, 4541, 4541, 4541, 51, 5241, 4541, 4541, 454141, 4541, 51, 5241, 4541, 4541, 4541, 4541, 4541, 51, 5241, 51, 5241, 51, 527-G4-NeuroP*4-E4-NeuroP4-F4-NeuroP4-D4-NeuroP11-F4-NeuroP14-F4-NeuroP7-F4-NeuroP17-F4-NeuroP10-F4-NeuroP13-F4-NeuroP20-F4-NeuroP4-G4-NeuroP*4-H4-NeuroP*7-H4-NeuroP*7-E4-NeuroP7-D4-NeuroP10-E4-NeuroP10-D4-NeuroP10-H4-NeuroP10-G4-NeuroP*11-E4-NeuroP11-D4-NeuroP11-H4-NeuroP11-G4-NeuroP*13-E4-NeuroP13-D4-NeuroP13-H4-NeuroP*13-G4-NeuroP*14-E4-NeuroP14-D4-NeuroP14-H4-NeuroP14-G4-NeuroP*17-D4-NeuroP17-E4-NeuroP17-H4-NeuroP*17-G4-NeuroP*20-D4-NeuroP20-E4-NeuroP20-H4-NeuroP*20-G4-NeuroP*GSTM4LTC4SEPHX2PD2(n-3 DPA)Mar2(n-3 DPA)*Mar3(n-3 DPA)Irradiation-induced senescenceAc29AcHypothetical reaction AcetylationLegendNo ID foundExcretion via urinePAcPhosphorylationMetaboliteProteinUpregulation/OverexpressionDownregulation/UnderexpressionConversionStimulationCatalysisSenescence phenotypeMetabolite*25, 35, 4625, 35, 4625, 35, 46UnknownRCTR1RCTR2RCTR3GGT1DPEP16, 25, 35, 4625, 35, 4625, 35, 46GSTPCTR16, 3316S,17S-epoxyprotectinPD1PD2*6, 9, 336, 336, 9, 25Hydrolase*PCTR2PCTR3GGT1DPEP1PDXALOX155810, 58581010, 581010, 58105(S)-HpEPELTA4HLTB5LTC5LTA5*LXA5LTD55,6-epoxy-15(S)-HEPE*ALOX5ALOX15ALOX12Enzyme BPeroxisomal beta-oxidation7S-HpDHA


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Bibliography

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  1. Smith W; ''Eicosanoid nomenclature.''; Prostaglandins, 1989 PubMed Europe PMC Scholia
  2. Primdahl KG, Aursnes M, Walker ME, Colas RA, Serhan CN, Dalli J, Hansen TV, Vik A; ''Synthesis of 13(R)-Hydroxy-7Z,10Z,13R,14E,16Z,19Z Docosapentaenoic Acid (13R-HDPA) and Its Biosynthetic Conversion to the 13-Series Resolvins.''; J Nat Prod, 2016 PubMed Europe PMC Scholia
  3. Wallis JG, Watts JL, Browse J; ''Polyunsaturated fatty acid synthesis: what will they think of next?''; Trends Biochem Sci, 2002 PubMed Europe PMC Scholia
  4. William L Smith; ''Cyclooxygenases, peroxide tone and the allure of fish oil''; Curr Opin Cell Biol, 2005 PubMed Europe PMC Scholia
  5. Yang M, Song XQ, Han M, Liu H; ''The role of Resolvin D1 in liver diseases.''; Prostaglandins Other Lipid Mediat, 2022 PubMed Europe PMC Scholia
  6. Vidar Hansen T, Serhan CN; ''Protectins: Their biosynthesis, metabolism and structure-functions.''; Biochem Pharmacol, 2022 PubMed Europe PMC Scholia
  7. Musiek ES, Cha JK, Yin H, Zackert WE, Terry ES, Porter NA, Montine TJ, Morrow JD; ''Quantification of F-ring isoprostane-like compounds (F4-neuroprostanes) derived from docosahexaenoic acid in vivo in humans by a stable isotope dilution mass spectrometric assay.''; J Chromatogr B Analyt Technol Biomed Life Sci, 2004 PubMed Europe PMC Scholia
  8. Saini RK, Keum YS; ''Omega-3 and omega-6 polyunsaturated fatty acids: Dietary sources, metabolism, and significance - A review.''; Life Sci, 2018 PubMed Europe PMC Scholia
  9. Kohli P, Levy BD; ''Resolvins and protectins: mediating solutions to inflammation.''; Br J Pharmacol, 2009 PubMed Europe PMC Scholia
  10. Kahnt AS, Schebb NH, Steinhilber D; ''Formation of lipoxins and resolvins in human leukocytes.''; Prostaglandins Other Lipid Mediat, 2023 PubMed Europe PMC Scholia
  11. Steffen Braune, Jan-Heiner Küpper, Friedrich Jung; ''Effect of Prostanoids on Human Platelet Function: An Overview''; , 2020 PubMed Europe PMC Scholia
  12. Li QF, Hao H, Tu WS, Guo N, Zhou XY; ''Maresins: anti-inflammatory pro-resolving mediators with therapeutic potential.''; Eur Rev Med Pharmacol Sci, 2020 PubMed Europe PMC Scholia
  13. Brenna JT, Kothapalli KSD; ''New understandings of the pathway of long-chain polyunsaturated fatty acid biosynthesis.''; Curr Opin Clin Nutr Metab Care, 2022 PubMed Europe PMC Scholia
  14. Libreros S, Shay AE, Nshimiyimana R, Fichtner D, Martin MJ, Wourms N, Serhan CN; ''A New E-Series Resolvin: RvE4 Stereochemistry and Function in Efferocytosis of Inflammation-Resolution.''; Front Immunol, 2020 PubMed Europe PMC Scholia
  15. Dalli J, Colas RA, Serhan CN; ''Novel n-3 immunoresolvents: structures and actions.''; Sci Rep, 2013 PubMed Europe PMC Scholia
  16. Dalli J, Vlasakov I, Riley IR, Rodriguez AR, Spur BW, Petasis NA, Chiang N, Serhan CN; ''Maresin conjugates in tissue regeneration biosynthesis enzymes in human macrophages.''; Proc Natl Acad Sci U S A, 2016 PubMed Europe PMC Scholia
  17. Koletzko B, Reischl E, Tanjung C, Gonzalez-Casanova I, Ramakrishnan U, Meldrum S, Simmer K, Heinrich J, Demmelmair H; ''FADS1 and FADS2 Polymorphisms Modulate Fatty Acid Metabolism and Dietary Impact on Health.''; Annu Rev Nutr, 2019 PubMed Europe PMC Scholia
  18. Serhan CN, Petasis NA; ''Resolvins and protectins in inflammation resolution.''; Chem Rev, 2011 PubMed Europe PMC Scholia
  19. Reinertsen AF, Primdahl KG, Shay AE, Serhan CN, Hansen TV, Aursnes M; ''Stereoselective Synthesis and Structural Confirmation of the Specialized Pro-Resolving Mediator Resolvin E4.''; J Org Chem, 2021 PubMed Europe PMC Scholia
  20. Serhan CN, Levy BD; ''Resolvins in inflammation: emergence of the pro-resolving superfamily of mediators.''; J Clin Invest, 2018 PubMed Europe PMC Scholia
  21. Mainka M, George S, Angioni C, Ebert R, Goebel T, Kampschulte N, Krommes A, Weigert A, Thomas D, Schebb NH, Steinhilber D, Kahnt AS; ''On the biosynthesis of specialized pro-resolving mediators in human neutrophils and the influence of cell integrity.''; Biochim Biophys Acta Mol Cell Biol Lipids, 2022 PubMed Europe PMC Scholia
  22. Hansen TV, Dalli J, Serhan CN; ''The novel lipid mediator PD1(n-3 DPA): An overview of the structural elucidation, synthesis, biosynthesis and bioactions.''; Prostaglandins Other Lipid Mediat, 2017 PubMed Europe PMC Scholia
  23. Lefils-Lacourtablaise J, Socorro M, Géloën A, Daira P, Debard C, Loizon E, Guichardant M, Dominguez Z, Vidal H, Lagarde M, Bernoud-Hubac N; ''The eicosapentaenoic acid metabolite 15-deoxy-δ(12,14)-prostaglandin J3 increases adiponectin secretion by adipocytes partly via a PPARγ-dependent mechanism.''; PLoS One, 2013 PubMed Europe PMC Scholia
  24. Marhuenda J, Medina S, Martínez-Hernández P, Arina S, Zafrilla P, Mulero J, Oger C, Galano JM, Durand T, Solana A, Ferreres F, López-García JJ, Gil-Izquierdo A; ''Effect of the dietary intake of melatonin- and hydroxytyrosol-rich wines by healthy female volunteers on the systemic lipidomic-related oxylipins.''; Food Funct, 2017 PubMed Europe PMC Scholia
  25. Liening S, Romp E, Werz O, Scriba GKE, Garscha U; ''Liquid chromatography-coupled mass spectrometry analysis of glutathione conjugates of oxygenated polyunsaturated fatty acids.''; Prostaglandins Other Lipid Mediat, 2019 PubMed Europe PMC Scholia
  26. Liu M, He H, Chen L; ''Protective Potential of Maresins in Cardiovascular Diseases.''; Front Cardiovasc Med, 2022 PubMed Europe PMC Scholia
  27. Oh SF, Pillai PS, Recchiuti A, Yang R, Serhan CN; ''Pro-resolving actions and stereoselective biosynthesis of 18S E-series resolvins in human leukocytes and murine inflammation.''; J Clin Invest, 2011 PubMed Europe PMC Scholia
  28. Wiley CD, Sharma R, Davis SS, Lopez-Dominguez JA, Mitchell KP, Wiley S, Alimirah F, Kim DE, Payne T, Rosko A, Aimontche E, Deshpande SM, Neri F, Kuehnemann C, Demaria M, Ramanathan A, Campisi J; ''Oxylipin biosynthesis reinforces cellular senescence and allows detection of senolysis.''; Cell Metab, 2021 PubMed Europe PMC Scholia
  29. Hernandez-Segura A, Nehme J, Demaria M; ''Hallmarks of Cellular Senescence.''; Trends Cell Biol, 2018 PubMed Europe PMC Scholia
  30. Dasilva G, Muñoz S, Lois S, Medina I; ''Non-Targeted LC-MS/MS Assay for Screening Over 100 Lipid Mediators from ARA, EPA, and DHA in Biological Samples Based on Mass Spectral Fragmentations.''; Molecules, 2019 PubMed Europe PMC Scholia
  31. Wiley CD, Brumwell AN, Davis SS, Jackson JR, Valdovinos A, Calhoun C, Alimirah F, Castellanos CA, Ruan R, Wei Y, Chapman HA, Ramanathan A, Campisi J, Jourdan Le Saux C; ''Secretion of leukotrienes by senescent lung fibroblasts promotes pulmonary fibrosis.''; JCI Insight, 2019 PubMed Europe PMC Scholia
  32. Perry SC, Kalyanaraman C, Tourdot BE, Conrad WS, Akinkugbe O, Freedman JC, Holinstat M, Jacobson MP, Holman TR; ''15-Lipoxygenase-1 biosynthesis of 7S,14S-diHDHA implicates 15-lipoxygenase-2 in biosynthesis of resolvin D5.''; J Lipid Res, 2020 PubMed Europe PMC Scholia
  33. Stenvik Haatveit Å, Hansen TV; ''The biosynthetic pathways of the protectins.''; Prostaglandins Other Lipid Mediat, 2023 PubMed Europe PMC Scholia
  34. Gabbs M, Leng S, Devassy JG, Monirujjaman M, Aukema HM; ''Advances in Our Understanding of Oxylipins Derived from Dietary PUFAs.''; Adv Nutr, 2015 PubMed Europe PMC Scholia
  35. Dalli J, Ramon S, Norris PC, Colas RA, Serhan CN; ''Novel proresolving and tissue-regenerative resolvin and protectin sulfido-conjugated pathways.''; FASEB J, 2015 PubMed Europe PMC Scholia
  36. ''Protectins, Resolvins and Maresins - Specialized Pro-Resolving Mediators''; ,
  37. Ferreira I, Falcato F, Bandarra N, Rauter AP; ''Resolvins, Protectins, and Maresins: DHA-Derived Specialized Pro-Resolving Mediators, Biosynthetic Pathways, Synthetic Approaches, and Their Role in Inflammation.''; Molecules, 2022 PubMed Europe PMC Scholia
  38. Rodriguez AR, Spur BW; ''First total syntheses of the pro-resolving lipid mediators 7(S),13(R),20(S)-Resolvin T1 and 7(S),13(R)-Resolvin T4.''; Tetrahedron Lett, 2020 PubMed Europe PMC Scholia
  39. Hong S, Lu Y, Tian H, Alapure BV, Wang Q, Bunnell BA, Laborde JM; ''Maresin-like lipid mediators are produced by leukocytes and platelets and rescue reparative function of diabetes-impaired macrophages.''; Chem Biol, 2014 PubMed Europe PMC Scholia
  40. Tang S, Wan M, Huang W, Stanton RC, Xu Y; ''Maresins: Specialized Proresolving Lipid Mediators and Their Potential Role in Inflammatory-Related Diseases.''; Mediators Inflamm, 2018 PubMed Europe PMC Scholia
  41. Reich EE, Markesbery WR, Roberts LJ 2nd, Swift LL, Morrow JD, Montine TJ; ''Brain regional quantification of F-ring and D-/E-ring isoprostanes and neuroprostanes in Alzheimer's disease.''; Am J Pathol, 2001 PubMed Europe PMC Scholia
  42. Petrie JR, Shrestha P, Liu Q, Mansour MP, Wood CC, Zhou XR, Nichols PD, Green AG, Singh SP; ''Rapid expression of transgenes driven by seed-specific constructs in leaf tissue: DHA production.''; Plant Methods, 2010 PubMed Europe PMC Scholia
  43. Yang P, Jiang Y, Fischer SM; ''Prostaglandin E3 metabolism and cancer.''; Cancer Lett, 2014 PubMed Europe PMC Scholia
  44. Chiang N, Serhan CN; ''Specialized pro-resolving mediator network: an update on production and actions.''; Essays Biochem, 2020 PubMed Europe PMC Scholia
  45. Reich EE, Zackert WE, Brame CJ, Chen Y, Roberts LJ 2nd, Hachey DL, Montine TJ, Morrow JD; ''Formation of novel D-ring and E-ring isoprostane-like compounds (D4/E4-neuroprostanes) in vivo from docosahexaenoic acid.''; Biochemistry, 2000 PubMed Europe PMC Scholia
  46. Jordan PM, Werz O; ''Specialized pro-resolving mediators: biosynthesis and biological role in bacterial infections.''; FEBS J, 2022 PubMed Europe PMC Scholia
  47. Serhan CN, Dalli J, Colas RA, Winkler JW, Chiang N; ''Protectins and maresins: New pro-resolving families of mediators in acute inflammation and resolution bioactive metabolome.''; Biochim Biophys Acta, 2015 PubMed Europe PMC Scholia
  48. Zhuang XY, Zhang YH, Xiao AF, Zhang AH, Fang BS; ''Key Enzymes in Fatty Acid Synthesis Pathway for Bioactive Lipids Biosynthesis.''; Front Nutr, 2022 PubMed Europe PMC Scholia
  49. Dyall SC, Balas L, Bazan NG, Brenna JT, Chiang N, da Costa Souza F, Dalli J, Durand T, Galano JM, Lein PJ, Serhan CN, Taha AY; ''Polyunsaturated fatty acids and fatty acid-derived lipid mediators: Recent advances in the understanding of their biosynthesis, structures, and functions.''; Prog Lipid Res, 2022 PubMed Europe PMC Scholia
  50. Tjonahen E, Oh SF, Siegelman J, Elangovan S, Percarpio KB, Hong S, Arita M, Serhan CN; ''Resolvin E2: identification and anti-inflammatory actions: pivotal role of human 5-lipoxygenase in resolvin E series biosynthesis.''; Chem Biol, 2006 PubMed Europe PMC Scholia
  51. Yin H, Musiek ES, Gao L, Porter NA, Morrow JD; ''Regiochemistry of neuroprostanes generated from the peroxidation of docosahexaenoic acid in vitro and in vivo.''; J Biol Chem, 2005 PubMed Europe PMC Scholia
  52. Galano JM, Lee YY, Oger C, Vigor C, Vercauteren J, Durand T, Giera M, Lee JC; ''Isoprostanes, neuroprostanes and phytoprostanes: An overview of 25years of researchin chemistry and biology.''; Prog Lipid Res, 2017 PubMed Europe PMC Scholia
  53. Nourooz-Zadeh J, Halliwell B, Anggård EE; ''Evidence for the formation of F3-isoprostanes during peroxidation of eicosapentaenoic acid.''; Biochem Biophys Res Commun, 1997 PubMed Europe PMC Scholia
  54. Gao L, Yin H, Milne GL, Porter NA, Morrow JD; ''Formation of F-ring isoprostane-like compounds (F3-isoprostanes) in vivo from eicosapentaenoic acid.''; J Biol Chem, 2006 PubMed Europe PMC Scholia
  55. Deng B, Wang CW, Arnardottir HH, Li Y, Cheng CY, Dalli J, Serhan CN; ''Maresin biosynthesis and identification of maresin 2, a new anti-inflammatory and pro-resolving mediator from human macrophages.''; PLoS One, 2014 PubMed Europe PMC Scholia
  56. Djuricic I, Calder PC; ''Beneficial Outcomes of Omega-6 and Omega-3 Polyunsaturated Fatty Acids on Human Health: An Update for 2021.''; Nutrients, 2021 PubMed Europe PMC Scholia
  57. Serhan CN, Libreros S, Nshimiyimana R; ''E-series resolvin metabolome, biosynthesis and critical role of stereochemistry of specialized pro-resolving mediators (SPMs) in inflammation-resolution: Preparing SPMs for long COVID-19, human clinical trials, and targeted precision nutrition.''; Semin Immunol, 2022 PubMed Europe PMC Scholia
  58. Wiktorowska-Owczarek A, Berezińska M, Nowak JZ; ''PUFAs: Structures, Metabolism and Functions.''; Adv Clin Exp Med, 2015 PubMed Europe PMC Scholia

History

View all...
CompareRevisionActionTimeUserComment
129102view15:01, 11 March 2024Nikita KrstevskaRearrangement of data nodes
128766view15:06, 21 February 2024Nikita KrstevskaAddition of missing gene product identifiers
128090view16:56, 25 January 2024JuliaUMRHEA IDs for PGs
128088view13:46, 25 January 2024DeSlOntology Term : 'fatty acid omega degradation pathway' added !
128086view13:45, 25 January 2024DeSlOntology Term : 'cellular senescence pathway' added !
128058view15:17, 23 January 2024JuliaUMNew IDs
128057view15:00, 23 January 2024JuliaUMRemovel of MaR rxn
128052view11:57, 23 January 2024JuliaUMID for RvD5
128051view11:39, 23 January 2024JuliaUMModified description
128045view14:30, 22 January 2024JuliaUMMar Rxn were refined
127933view15:52, 18 January 2024JuliaUMreactions were refined + addition of MaRL
127912view09:23, 13 January 2024JuliaUMDemo
127833view15:35, 22 December 2023JuliaUMsmall changes in Rv Rxn
127832view12:53, 22 December 2023JuliaUMsmall changes in reactions
127828view08:03, 22 December 2023JuliaUMChanges in reactions
127798view12:34, 16 December 2023EgonwRemoved the RHEA prefix
127794view15:29, 14 December 2023JuliaUMNew reactions eg LX and new IDs
127790view13:01, 13 December 2023JuliaUMIDs for EPA->DHA
127781view15:10, 7 December 2023JuliaUMNew reactions between eicosapentaenoic acid and docosahexaenoic acid
127780view16:54, 6 December 2023JuliaUMOntology Term : 'lipid metabolic pathway' added !
127779view16:49, 6 December 2023JuliaUMNew pathway

External references

DataNodes

View all...
NameTypeDatabase referenceComment
10,11,dihydro-12-oxo-RvE1MetaboliteCHEBI:165276 (ChEBI)
10,11-dihydro-RvE1MetaboliteCHEBI:165277 (ChEBI)
10-D4-NeuroPMetaboliteLMFA04010186 (LIPID MAPS)
10-E4-NeuroPMetaboliteLMFA04010314 (LIPID MAPS)
10-F4-NeuroPMetaboliteLMFA04010005 (LIPID MAPS)
10-G4-NeuroP*Metabolite
10-H4-NeuroPMetaboliteCHEBI:185511 (ChEBI)
11-D4-NeuroPMetaboliteLMFA04010202 (LIPID MAPS)
11-E4-NeuroPMetaboliteLMFA04010330 (LIPID MAPS)
11-F3-IsoP*Metabolite
11-F4-NeuroPMetaboliteLMFA04010006 (LIPID MAPS)
11-G3-IsoP*Metabolite
11-G4-NeuroP*Metabolite
11-H3-IsoP*Metabolite
11-H4-NeuroPMetaboliteCHEBI:187424 (ChEBI)
12-F3-IsoP*Metabolite
12-G3-IsoP*Metabolite
12-H3-IsoP*Metabolite
12-oxo-RvE1MetaboliteCHEBI:165264 (ChEBI)
13,14-epoxy-DPA*Metabolite
13-D4-NeuroPMetaboliteLMFA04010218 (LIPID MAPS)
13-E4-NeuroPMetaboliteLMFA04010346 (LIPID MAPS)
13-F4-NeuroPMetaboliteLMFA04010003 (LIPID MAPS)
13-G4-NeuroP*Metabolite
13-H4-NeuroP*Metabolite
13R-HpDPA*Metabolite
13S,14S-epoxy-maresinMetaboliteCHEBI:131958 (ChEBI) (13R)-S-glutathionyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid
14-D4-NeuroPMetaboliteLMFA04010234 (LIPID MAPS)
14-E4-NeuroPMetaboliteLMFA04010362 (LIPID MAPS)
14-F4-NeuroPMetaboliteLMFA04010004 (LIPID MAPS)
14-G4-NeuroP*Metabolite
14-H4-NeuroPMetaboliteHMDB0062292 (HMDB)
14-HpDPAMetaboliteCHEBI:136353 (ChEBI)
14R-HDHAMetaboliteCHEBI:137346 (ChEBI)
14S-HDHAMetaboliteCHEBI:137347 (ChEBI)
14S-HpDHAMetaboliteCHEBI:136526 (ChEBI)
15-F3-IsoPMetaboliteCHEBI:157746 (ChEBI) = 8-epi PGF3
15-G3-IsoP*Metabolite= 8-epi PGF3
15-H3-IsoP*Metabolite= 8-epi PGF3
15S-HpEPEMetaboliteCHEBI:165266 (ChEBI)
15S-hydroxy-5S-HpEPE*Metabolite
15d-PGD3*Metabolite
15d-PGJ3MetaboliteCHEBI:140223 (ChEBI)
16-oxo-RvD2MetaboliteCHEBI:138281 (ChEBI)
16S,17S-epoxy-DPAMetaboliteCHEBI:140224 (ChEBI)
16S,17S-epoxyprotectinMetaboliteCHEBI:140225 (ChEBI)
17-D4-NeuroPMetaboliteLMFA04010250 (LIPID MAPS) = 17-F4c-NP
17-E4-NeuroPMetaboliteLMFA04010378 (LIPID MAPS) = 17-F4c-NP
17-F4-NeuroPMetaboliteLMFA04010002 (LIPID MAPS) = 17-F4c-NP
17-G4-NeuroP*Metabolite= 17-F4c-NP
17-H4-NeuroP*Metabolite= 17-F4c-NP
17-oxo-RvD1MetaboliteCHEBI:132800 (ChEBI)
17R-HDHAMetaboliteCHEBI:91137 (ChEBI)
17R-HpDHAMetaboliteCHEBI:138590 (ChEBI)
17S-HDHAMetaboliteCHEBI:138640 (ChEBI)
17S-HpDHAMetaboliteCHEBI:136113 (ChEBI)
17S-HpDPAMetaboliteCHEBI:136118 (ChEBI)
18-F3-IsoP*Metabolite
18-G3-IsoP*Metabolite
18-H3-IsoP*Metabolite
18-oxo-RvE1MetaboliteCHEBI:131617 (ChEBI)
18R-HpEPEMetaboliteCHEBI:138565 (ChEBI)
18S-HpEPE*Metabolite
18S-RvE1MetaboliteCHEBI:137038 (ChEBI)
18S-RvE2MetaboliteCHEBI:137034 (ChEBI)
19-hydroxy-RvE1MetaboliteCHEBI:165268 (ChEBI)
20-D4-NeuroPMetaboliteLMFA04010266 (LIPID MAPS)
20-E4-NeuroPMetaboliteLMFA04010394 (LIPID MAPS)
20-F4-NeuroPMetaboliteLMFA04010001 (LIPID MAPS)
20-G4-NeuroP*Metabolite
20-H4-NeuroP*Metabolite
20-carboxy-RvE1*Metabolite
20-hydroxy-RvE1MetaboliteCHEBI:165269 (ChEBI)
4-D4-NeuroPMetaboliteLMFA04010154 (LIPID MAPS)
4-E4-NeuroPMetaboliteLMFA04010282 (LIPID MAPS)
4-F4-NeuroPMetaboliteLMFA04010008 (LIPID MAPS)
4-G4-NeuroP*Metabolite
4-H4-NeuroP*Metabolite
4S,5-epoxy-17R-HDHAMetaboliteCHEBI:187528 (ChEBI)
4S,5-epoxy-17S-HDHAMetaboliteCHEBI:138647 (ChEBI)
4S-HpDHAMetabolite
4S-hydroperoxy-17S-HDHAMetaboliteCHEBI:138641 (ChEBI)
5(S)-HpEPEMetaboliteCHEBI:165271 (ChEBI)
5,6-epoxy-15(S)-HEPE*Metabolite
5-F3-IsoP*Metabolite
5-G3-IsoP*Metabolite
5-H3-IsoP*Metabolite
5S,12R,18R-TriHEPE*Metabolite
5S,12S,18R-TriHEPEMetaboliteCHEBI:133822 (ChEBI)
5S,6R,18R-TriHEPE*Metabolite
5S,6S,18R-TriHEPE*Metabolite
5S,6S-epoxy-18R-HEPEMetaboliteCHEBI:132219 (ChEBI)
5S,6S-epoxy-18S-HEPEMetaboliteCHEBI:138490 (ChEBI)
5S-hydroxyperoxy-18R-HEPEMetaboliteCHEBI:81562 (ChEBI)
5S-hydroxyperoxy-18S-HEPEMetaboliteCHEBI:91287 (ChEBI)
6-keto-PGF2α*Metabolite
7,8-epoxy-13R-HDPA*Metabolite
7-D4-NeuroPMetaboliteLMFA04010170 (LIPID MAPS)
7-E4-NeuroPMetaboliteLMFA04010298 (LIPID MAPS)
7-F4-NeuroPMetaboliteLMFA04010007 (LIPID MAPS)
7-G4-NeuroP*Metabolite
7-H4-NeuroP*Metabolite
7-hydroperoxy-13R-HpDPA*Metabolite
7-oxo-RvD2MetaboliteCHEBI:138279 (ChEBI)
7S,17S-diHpDHAMetaboliteCHEBI:140245 (ChEBI)
7S,17S-diHpDPAMetaboliteCHEBI:140248 (ChEBI)
7S,8-epoxy-17R-HDHAMetaboliteCHEBI:138613 (ChEBI)
7S,8-epoxy-17S-HDHAMetabolite53477500 (PubChem-compound)
7S,8R-epoxy-17S-HDPA*Metabolite
7S-HpDHAMetaboliteInChIKey=IYPGULUSNSBANC-VPNHEHDPSA-M (InChIKey)
7S-hydroperoxy-17S-HDHAMetaboliteCHEBI:138642 (ChEBI)
8-F3-IsoP*Metabolite
8-G3-IsoP*Metabolite
8-H3-IsoP*Metabolite
8-oxo-RvD1MetaboliteCHEBI:132797 (ChEBI)
ALOX12 GeneProductENSG00000108839 (Ensembl) Enzyme 12LOX
ALOX15BGeneProductENSG00000179593 (Ensembl)
ALOX15GeneProductENSG00000161905 (Ensembl)
ALOX5GeneProductENSG00000012779 (Ensembl)
AT-RvD1MetaboliteCHEBI:138179 (ChEBI)
AT-RvD2 MetaboliteCHEBI:138614 (ChEBI)
AT-RvD3MetaboliteCHEBI:138615 (ChEBI)
AT-RvD4MetaboliteCHEBI:138616 (ChEBI)
CMKLR1ComplexENSG00000174600 (Ensembl) =ChemR23
CYP1A2GeneProductENSG00000140505 (Ensembl)
CYP2C8GeneProductENSG00000138115 (Ensembl)
CYP2C9GeneProductENSG00000138109 (Ensembl)
CYP2D6GeneProductENSG00000100197 (Ensembl)
CYP2E1GeneProductENSG00000130649 (Ensembl)
CYP3A4GeneProductENSG00000160868 (Ensembl)
Cytochrome P450GeneProductIPR001128 (InterPro)
DPEP1 GeneProductENSG00000015413 (Ensembl) dipeptidase 1
Dehydration
Dehydration*
Docosahexaenoic acid (22:6,w3)MetaboliteCHEBI:36005 (ChEBI)
Docosapentaenoic acid (22:5,w3)MetaboliteCHEBI:53488 (ChEBI)
ELOVL2GeneProductENSG00000197977 (Ensembl)
ELOVL5GeneProductENSG00000012660 (Ensembl) fatty acid elongase 5
EPHX2GeneProductENSG00000120915 (Ensembl)
Eicosapentaenoic acid (20:5,w3)MetaboliteCHEBI:28364 (ChEBI)
Eicosatetraenoic acid (20:4,w3)MetaboliteCHEBI:166893 (ChEBI)
Eicosatrienoic acid (20:3,w3)Metabolite5312529 (PubChem-compound)
Enzymatic Epoxidation
Enzymatic dehydrogenationGeneProduct
FADS1GeneProductENSG00000149485 (Ensembl) gene=FADS1 Δ5-Desaturase
FADS2GeneProductENSG00000134824 (Ensembl)
FPR2 GeneProductENSG00000171049 (Ensembl) =formyl peptide receptor 2 =ALX
GGT1GeneProductENSG00000100031 (Ensembl) gamma-glutamyltransferase 1
GPR32GeneProductENSG00000142511 (Ensembl) =G protein-coupled receptor 32 =RVDR1
GSTGeneProductENSG00000084207 (Ensembl)
GSTM4GeneProductENSG00000168765 (Ensembl) glutathione S-transferase mu 4
HPGDGeneProductENSG00000164120 (Ensembl)
Hydrolase*GeneProduct
Hydrolysis*GeneProduct
Irradiation-induced Senescence
Irradiation-induced senescence
LGR6 receptorMetabolite
LTA4HGeneProductENSG00000111144 (Ensembl)
LTA5*Metabolite
LTB5Metabolite5283125 (PubChem-compound)
LTC4SGeneProductENSG00000213316 (Ensembl)
LTC5MetaboliteCHEBI:172777 (ChEBI)
LTD5MetaboliteCHEBI:175815 (ChEBI)
LXA5Metabolite110657-98-2 (CAS)
MCTR1MetaboliteCHEBI:138202 (ChEBI) (13R)-S-glutathionyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid
MCTR2 MetaboliteCHEBI:138206 (ChEBI) (13R)-S-cysteinylglycinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid
MCTR3 MetaboliteCHEBI:138209 (ChEBI) (13R)-S-cysteinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid
MaR-L1MetaboliteCHEBI:137349 (ChEBI)
MaR-L2MetaboliteCHEBI:137350 (ChEBI)
Mar1(n-3 DPA)MetaboliteCHEBI:140256 (ChEBI)
Mar2(n-3 DPA)*Metabolite
Mar3(n-3 DPA)MetaboliteCHEBI:140258 (ChEBI)
Maresin 1MetaboliteCHEBI:138249 (ChEBI) 7R,14S-dihydroxy-4Z,8E,10E,12Z,16Z,19Z-docosahexaenoic acid
Maresin 2MetaboliteCHEBI:138248 (ChEBI) (13R,14S)-dihydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid
Mitochondrial dysfunction-associated senescence Oncogene-induced senescence(RAS)
Mitochondrial dysfunction-associated senescence

Oncogene-induced senescence(RAS)

Irradiation-induced senescence
Non-enzymatic hydrolysis
PCTR1MetaboliteLMFA04040004 (LIPID MAPS)
PCTR2MetaboliteLMFA04040005 (LIPID MAPS)
PCTR3MetaboliteLMFA04040006 (LIPID MAPS)
PD1(n-3 DPA)MetaboliteCHEBI:140265 (ChEBI)
PD1Metabolite195348 (ChEBI)
PD2(n-3 DPA)MetaboliteLMFA04000097 (LIPID MAPS)
PD2*Metabolite
PDXMetabolite138653 (ChEBI) (4Z,7Z,10S,11E,13Z,15E,17S,19Z)-10,17-dihydroxydocosahexaenoic acid
PGD3MetaboliteCHEBI:34939 (ChEBI)
PGDSGeneProductENSG00000107317 (Ensembl)
PGE3MetaboliteCHEBI:28031 (ChEBI)
PGESGeneProductENSG00000148344 (Ensembl)
PGF3αMetaboliteCHEBI:36075 (ChEBI)
PGG3MetaboliteCHEBI:134406 (ChEBI)
PGH3MetaboliteCHEBI:134407 (ChEBI)
PGI3Metabolite
PGISGeneProductENSG00000124212 (Ensembl)
PGJ3MetaboliteCHEBI:140267 (ChEBI)
PTGS1GeneProductENSG00000095303 (Ensembl) =Prostaglandin-endoperoxide synthase 1 =cyclooxygenase (COX)
PTGS2GeneProductENSG00000073756 (Ensembl)
PeroxidaseGeneProduct1.11.1.x (Enzyme Nomenclature)
Peroxisomal beta-oxidationPathway/ (WikiPathways)
Phospholipase A2GeneProductP47712 (Uniprot-TrEMBL)
Prostaglandin F synthase
RCTR1MetaboliteLMFA04030014 (LIPID MAPS)
RCTR2MetaboliteLMFA04030015 (LIPID MAPS)
RCTR3MetaboliteLMFA04030016 (LIPID MAPS)
RORalphaMetabolite
Reduction*
RvD1(n-3 DPA)*Metabolite
RvD1MetaboliteCHEBI:81564 (ChEBI)
RvD2(n-3 DPA)*Metabolite
RvD2MetaboliteCHEBI:81565 (ChEBI)
RvD3MetaboliteCHEBI:138648 (ChEBI)
RvD4MetaboliteCHEBI:138649 (ChEBI)
RvD5(n-3 DPA)*Metabolite
RvD5MetaboliteCHEBI:138645 (ChEBI)
RvD6MetaboliteCHEBI:138643 (ChEBI)
RvE1MetaboliteCHEBI:81559 (ChEBI)
RvE2MetaboliteCHEBI:81560 (ChEBI)
RvE3MetaboliteCHEBI:138542 (ChEBI)
RvE4Metabolite1025684-60-9 (CAS)
RvT1MetaboliteCHEBI:137011 (ChEBI)
RvT2MetaboliteCHEBI:137018 (ChEBI)
RvT3MetaboliteCHEBI:137019 (ChEBI)
RvT4MetaboliteCHEBI:137020 (ChEBI)
Stearidonic acid (18:4,w3)MetaboliteCHEBI:32389 (ChEBI)
TXASGeneProductENSG00000059377 (Ensembl)
Tetracosahexanoic acid (22:6,n-3)Metabolite11792612 (PubChem-compound)
Tetracosapentanoic acid (24:5,n-3)MetaboliteHMDB0006323 (HMDB)
TxA3MetaboliteCHEBI:165349 (ChEBI)
TxB3MetaboliteCHEBI:84444 (ChEBI)
Unknown
Δ12-PGJ3MetaboliteCHEBI:140274 (ChEBI)
Δ9-Elongase*
α-Linolenic acid (18:3,w3)MetaboliteCHEBI:27432 (ChEBI) IUPAC Name: (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid

Annotated Interactions

SourceTargetTypeDatabase referenceComment
5S,6S-epoxy-18R-HEPE5S,12S,18R-TriHEPEmim-conversion50868 (Rhea)
5S-hydroxyperoxy-18R-HEPERvE2mim-conversion52020 (Rhea)
5S-hydroxyperoxy-18S-HEPE18S-RvE2mim-conversion52024 (Rhea)
Eicosapentaenoic acid (20:5,w3)PGG3mim-conversionRHEA:50445 (Rhea)
PGH3PGE3mim-conversionRHEA:50453 (Rhea)
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