CHEBI:15650

Three steps

• 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

  Catalysed by SLCO1B1, ABHD16Aextracellular space, cytosol

• 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

  Catalysed by SLCO1B1, ABHD16Aextracellular space, cytosol

• O-tetradecanoyl-(R)-carnitineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 37 morecytosol

• O-octadecanoyl-(R)-carnitineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. (R)-carnitine + octadecanoyl-CoA = O-octadecanoyl-(R)-carnitine + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 36 morecytosol

• O-eicosanoyl-(R)-carnitineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 37 morecytosol

• O-4,8-dimethylnonanoyl-(R)-carnitineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. Carnitine O-Palmitoyltransferase
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 33 morecytosol, peroxisomeOne of 7 routes

• 1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 36 morecytosol

• 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 36 morecytosol

• (5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterolReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (EPA)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 38 morecytosol, endoplasmic reticulumOne of 2 routes

• 11beta-prostaglandin F2Reach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of GSH and prostaglandin D2 (cytosol to extracellular)
  3. prostaglandin D2 + NADPH + H(+) = 11beta-prostaglandin F2 + NADP(+)

  Catalysed by SLCO1B1, SLCO2A1, AKR1C3, AKR1C2extracellular space, cytosol

• N-tetradecanoylglycineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 37 morecytosolOne of 2 routes

• N-eicosanoylglycinateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. eicosanoyl-CoA + glycine = N-eicosanoylglycinate + CoA + H(+)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 37 morecytosolOne of 2 routes

• N-docosanoylglycineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (behenic acid)
  3. docosanoyl-CoA + glycine = N-docosanoylglycine + CoA + H(+)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 37 morecytosolOne of 2 routes

• N-hexacosanoylglycineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (cerotic acid)
  3. hexacosanoyl-CoA + glycine = N-hexacosanoylglycine + CoA + H(+)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 37 morecytosolOne of 2 routes

• 16alpha-hydroxydehydroepiandrosterone 3-sulfateReach from here →
  1. transport of leukotriene E4 (cytosol to extracellular)
  2. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  3. dehydroepiandrosterone 3-sulfate + reduced [NADPH--hemoprotein reductase] + O2 = 16alpha-hydroxydehydroepiandrosterone 3-sulfate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by SLCO1B1, CYP3A7extracellular space, cytosol

• an N(2)-acyl-L-glutamineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. acyl-CoA:sphingosine N-acyltransferase
  3. an acyl-CoA + L-glutamine = an N(2)-acyl-L-glutamine + CoA + H(+)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 34 morecytosol, Golgi apparatus

• (2E,5Z)-tetradecadienoyl-CoAReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (physeteric acid)
  3. medium-chain acyl-CoA dehydrogenase (5-tetradecenoyl-CoA)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 40 morecytosol, mitochondrial matrixOne of 4 routes

• (2E,7Z)-hexadecadienoyl-CoAReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)
  3. medium-chain acyl-CoA dehydrogenase (7-hexadecenoyl-CoA)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 40 morecytosol, mitochondrial matrixOne of 4 routes

• cholesteryl (11Z)-octadecenoateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  3. (11Z)-octadecenoyl-CoA + cholesterol = cholesteryl (11Z)-octadecenoate + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 32 morecytosol

• (12S)-hydroxy-(5Z,8E,10E)-heptadecatrienoateReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  3. prostaglandin H2 = (12S)-hydroxy-(5Z,8E,10E)-heptadecatrienoate + malonaldehyde

  Catalysed by SLCO1B1, SLCO2A1, TBXAS1, CYP2S1 and 1 moreextracellular space, cytosol

• a 3-oxoacyl-CoAReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. acyl-CoA:sphingosine N-acyltransferase
  3. an acyl-CoA + acetyl-CoA = a 3-oxoacyl-CoA + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 36 morecytosol, Golgi apparatus

• (18R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (18R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by SLCO1B1, CYP4F8extracellular space, cytosol

• prostaglandin H1Reach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of GSH and prostaglandin E1 (cytosol to extracellular)
  3. prostaglandin-E synthase (prostaglandin E1)

  Catalysed by SLCO1B1, SLCO2A1, PTGES, PTGES3 and 1 moreextracellular space, cytosolOne of 2 routes

• 19-hydroxyprostaglandin H2Reach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  3. prostaglandin H2 + reduced [NADPH--hemoprotein reductase] + O2 = 19-hydroxyprostaglandin H2 + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by SLCO1B1, SLCO2A1, CYP4F8extracellular space, cytosol

• 15-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = 15-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate

  Catalysed by SLCO1B1, ALOX15Bextracellular space, cytosol

• 5-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = 5-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate

  Catalysed by SLCO1B1, ALOX15Bextracellular space, cytosol