(5Z,8Z,11Z,14Z)-eicosatetraenoate

Two steps

• linoleic acidReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (10Z)-heptadecenoic acid formation

  No catalyst recordedcytosol, extracellular spaceOne of 14 routes

• O-hexadecanoyl-(R)-carnitineReach from here →
  1. Utilized Transport
  2. palmitoyl-CoA:L-carnitine O-palmitoyltransferase

  Catalysed by CPT2, CPT1Aendoplasmic reticulum, cytosol, peroxisomeOne of 10 routes

• AH2Reach from here →
  1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
  2. A + NADH + H(+) = AH2 + NAD(+)

  Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1One of 19 routes

• L-cysteineReach from here →
  1. transport of arachidonate and GSH (cytosol to extracellular)
  2. cystine to cysteine conversion

  No catalyst recordedextracellular space, cytosolOne of 2 routes

• glycerolReach from here →
  1. fatty acid amide hydrolase (2-arachidonoylglycerol)
  2. 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + H2O = glycerol + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

  Catalysed by FAAH, CES2, ABHD16A, EPHX1 and 7 morecytosol

• O-octanoyl-(R)-carnitineReach from here →
  1. Utilized Transport
  2. solute carrier (L-carnitine)

  Catalysed by SLC25A20endoplasmic reticulum, cytosol, mitochondrial matrixOne of 7 routes

• dodecanoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (10Z)-heptadecenoic acid formation

  No catalyst recordedcytosol, extracellular spaceOne of 12 routes

• 20-O-(beta-D-glucuronosyl)-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. arachidonic acid:oxygen 1-oxidoreductase
  2. 20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + UDP-alpha-D-glucuronate = 20-O-(beta-D-glucuronosyl)-(5Z,8Z,11Z,14Z)-eicosatetraenoate + UDP + H(+)

  Catalysed by CYP1A1, CYP1A2, CYP2E1, CYP3A4 and 26 morecytosol

• (2E,5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAReach from here →
  1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + O2 = (2E,5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + H2O2

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 more

• docosanoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (10Z)-heptadecenoic acid formation

  No catalyst recordedcytosol, extracellular spaceOne of 12 routes

• octadecanoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (10Z)-heptadecenoic acid formation

  No catalyst recordedcytosol, extracellular spaceOne of 12 routes

• alpha-linolenic acidReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (10Z)-heptadecenoic acid formation

  No catalyst recordedcytosol, extracellular spaceOne of 13 routes

• elaidic acidReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (10Z)-heptadecenoic acid formation

  No catalyst recordedcytosol, extracellular spaceOne of 12 routes

• all-cis-docosa-4,7,10,13,16,19-hexaenoic acidReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (10Z)-heptadecenoic acid formation

  No catalyst recordedcytosol, extracellular spaceOne of 12 routes

• 5(S)-HETEReach from here →
  1. Arachidonate:oxygen 5-oxidoreductase
  2. Glutathione: 5-HPETE oxidoreductase

  Catalysed by ALOX5, GPX5, GPX1, GPX2 and 6 morecytosolOne of 4 routes

• CHEBI:28666Reach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. transport of LTD4 (cytosol to extracellular)

  Catalysed by SLCO1B1extracellular space, cytosolOne of 4 routes

• chlorine(.)Reach from here →
  1. Utilized Transport
  2. Carnitine Transport by Atb0

  Catalysed by SLC6A14endoplasmic reticulum, cytosol, extracellular space

• glycocholateReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. solute carrier organic anion transporter (glycocholate)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• cholateReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. solute carrier organic anion transporter (cholate)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• tetradecanoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (10Z)-heptadecenoic acid formation

  No catalyst recordedcytosol, extracellular spaceOne of 12 routes

• (9Z)-octadecenoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (10Z)-heptadecenoic acid formation

  No catalyst recordedcytosol, extracellular spaceOne of 14 routes

• hexacosanoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (10Z)-heptadecenoic acid formation

  No catalyst recordedcytosol, extracellular spaceOne of 12 routes

• tetracosanoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (10Z)-heptadecenoic acid formation

  No catalyst recordedcytosol, extracellular spaceOne of 12 routes

• an N-acylsphinganineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. N-acylsphingosine amidohydrolase

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 morecytosol

• eicosanoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (10Z)-heptadecenoic acid formation

  No catalyst recordedcytosol, extracellular spaceOne of 12 routes

• (9Z)-hexadecenoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (10Z)-heptadecenoic acid formation

  No catalyst recordedcytosol, extracellular spaceOne of 18 routes

• (15Z)-tetracosenoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (10Z)-heptadecenoic acid formation

  No catalyst recordedcytosol, extracellular spaceOne of 12 routes

• (11Z)-eicosenoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (10Z)-heptadecenoic acid formation

  No catalyst recordedcytosol, extracellular spaceOne of 12 routes

• serotoninReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. transport of serotonin (cytosol to extracellular)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• chenodeoxycholateReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 2 routes

• taurocholateReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. solute carrier organic anion transporter (S-glutathionyl-2-4-dinitrobenzene)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• glycolithocholic acidReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. transport of glycolithocholate (cytosol to extracellular)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• gamma-Glu-AlaReach from here →
  1. transport of arachidonate and GSH (cytosol to extracellular)
  2. gamma-glutamyltransferase (alanine)

  Catalysed by GGT1, GGT5, GGTLC2, GGT6 and 2 moreextracellular space, cytosol

• 3,3',5-triiodo-L-thyronineReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• 1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholineReach from here →
  1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  2. 1-O-hexadecyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 more

• malonaldehydeReach from here →
  1. prostaglandin-endoperoxide synthase (arachidonate)
  2. thromboxane A synthase (12(S)-HHT)

  Catalysed by PTGS1, PTGS2, TBXAS1cytosolOne of 2 routes

• glycineReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine

  Catalysed by FAAH, PM20D1

• butanoyl-CoAReach from here →
  1. Utilized Transport
  2. transport of butyryl-CoA and L-carnitine (cytosol to mitochondria)

  Catalysed by SLC33A1, ESCO2, OXSMendoplasmic reticulum, cytosol, mitochondrial matrixOne of 2 routes

• prostaglandin E1Reach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. transport of prostaglandin E1 (cytosol to extracellular)

  Catalysed by SLCO1B1extracellular space, cytosolOne of 4 routes

• prostaglandin I2Reach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. transport of prostaglandin I2 (cytosol to extracellular)

  Catalysed by SLCO1B1extracellular space, cytosolOne of 6 routes

• prostaglandin F2alphaReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. transport of prostaglandin F2alpha (cytosol to extracellular)

  Catalysed by SLCO1B1extracellular space, cytosolOne of 6 routes

• prostaglandin D2Reach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. transport of prostaglandin D2 (cytosol to extracellular)

  Catalysed by SLCO1B1extracellular space, cytosolOne of 7 routes

• (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. arachidonate:oxygen 15-oxidoreductase
  2. Glutathione: 15-HPETE oxidoreductase

  Catalysed by ALOX15B, ALOX15, GPX5, GPX1 and 7 morecytosolOne of 4 routes

• 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate
  2. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate = 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoate + H2O

  Catalysed by ALOX15B, ALOX15, ALOX12, CYP1A1 and 6 moreOne of 2 routes

• thromboxane A2Reach from here →
  1. prostaglandin-endoperoxide synthase (arachidonate)
  2. thromboxane A synthase (prostaglandin H2)

  Catalysed by PTGS1, PTGS2, TBXAS1cytosol, endoplasmic reticulumOne of 2 routes

• 7,8-dihydrofolateReach from here →
  1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
  2. uridine(34) in tRNA + 5,10-methylenetetrahydrofolate + taurine + GTP + A + H2O = 5-taurinomethyluridine(34) in tRNA + 7,8-dihydrofolate + GDP + AH2 + phosphate + H(+)

  Catalysed by PTGS1, PTGS2, MTO1

• (R)-S-lactoylglutathioneReach from here →
  1. transport of arachidonate and GSH (cytosol to extracellular)
  2. (R)-S-Lactoylglutathione methylglyoxal-lyase (isomerizing)

  Catalysed by GLO1, GLOD4extracellular space, cytosolOne of 2 routes

• O-acetyl-(R)-carnitineReach from here →
  1. Utilized Transport
  2. Acetyl-CoA:carnitine O-acetyltransferase

  Catalysed by CPT1A, CPT1C, CPT1Bendoplasmic reticulum, cytosolOne of 9 routes

• ethanolamineReach from here →
  1. fatty acylamide amidohydrolase
  2. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + H2O = ethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoate

  Catalysed by FAAH, FAAH2cytosol

• S-formylglutathioneReach from here →
  1. transport of arachidonate and GSH (cytosol to extracellular)
  2. alcohol dehydrogenase (formaldehyde)

  Catalysed by ADH1C, ADH1A, ADH5, ADH6 and 2 moreextracellular space, cytosol