2,4-dinitrophenyl-S-glutathione

Three steps

• (7Z,10Z,13Z,16Z)-3-oxodocosatetraenoyl-CoAReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + malonyl-CoA + H(+) = (7Z,10Z,13Z,16Z)-3-oxodocosatetraenoyl-CoA + CO2 + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 11 moreextracellular space, cytosol

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (EPA)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 9 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (DPA)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 6 routes

• (9Z,12Z,15Z)-octadecatrienoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (linolenate)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 7 routes

• (13Z)-docosenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (cis-erucic acid)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 6 routes

• (11Z)-eicosenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 7 routes

• (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase ((9Z,12Z,15Z,18Z,21Z)-TPA)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 5 routes

• (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 4 routes

• (15Z)-tetracosenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (nervonic acid)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 6 routes

• (17Z)-hexacosenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (ximenic acid)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 4 routes

• (8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 5 routes

• (8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (omega-3-arachidonic acid)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 5 routes

• (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (DHA)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 7 routes

• heptadecanoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (margaric acid)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 6 routes

• (9Z)-heptadecenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (9-heptadecylenic acid)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 5 routes

• (11Z,14Z,17Z)-eicosatrienoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z,17Z)-eicosatrienoic acid)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 5 routes

• 1-heptadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. 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(+)
  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

• (2S)-2-aminobutanoateReach from here →
  1. transport of leukotriene C4 (cytosol to extracellular)
  2. leukotriene C4 hydrolysis
  3. (2S)-2-aminobutanoate + glyoxylate = 2-oxobutanoate + glycine

  Catalysed by SLCO1B1, AGXT2extracellular space, cytosol

• 1-(9Z)-octadecenoyl-2-(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycero-3-phosphocholineReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-(9Z)-octadecenoyl-2-(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 11 moreextracellular space, cytosol

• 1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serineReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serine + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 11 moreextracellular space, cytosol

• 1-(9Z)-octadecenoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphateReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-(9Z)-octadecenoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphate + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 14 moreextracellular space, cytosol

• 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphateReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. Arachidonate:CoA ligase (AMP-forming)
  3. glycerol-3-phosphate 1-O-acyltransferase (arachidonyl-CoA)

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 9 moreextracellular space, cytosolOne of 2 routes

• 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1-octadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 9 moreextracellular space, cytosol

• 1-dodecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholineReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1-dodecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-dodecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 9 moreextracellular space, cytosol

• 1-eicosanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholineReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1-eicosanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-eicosanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 9 moreextracellular space, cytosol

• 1-(9Z)-octadecenoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-(9Z)-octadecenoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 9 moreextracellular space, cytosol

• 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serineReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1-hexadecanoyl-sn-glycero-3-phospho-L-serine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serine + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 9 moreextracellular space, cytosol

• 1-acyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + a 1-acyl-sn-glycero-3-phosphocholine = 1-acyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 9 moreextracellular space, cytosol

• 1-acyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serineReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. a 1-acyl-sn-glycero-3-phospho-L-serine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-acyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serine + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 9 moreextracellular space, cytosol

• 1-acyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. a 1-acyl-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-acyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 10 moreextracellular space, cytosol

• nonadecanoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (nonadecylic acid)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 6 routes

• (11Z)-octadecenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix

  Catalysed by SLCO1A2, SLCO1B3, AANAT, CPT1A and 2 moreextracellular space, cytosolOne of 3 routes

• 12-oxo-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate
  3. (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate = 12-oxo-(5Z,8Z,10E,14Z)-eicosatetraenoate + H2O

  Catalysed by SLCO1B1, ALOX5, ALOX15, ALOX12 and 5 moreextracellular space, cytosolOne of 2 routes

• (8R)-hydroxy-(11R,12R)-epoxy-(5Z,9E,14Z)-eicosatrienoateReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate
  3. (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate = (8R)-hydroxy-(11R,12R)-epoxy-(5Z,9E,14Z)-eicosatrienoate

  Catalysed by SLCO1B1, ALOX12B, ALOXE3extracellular space, cytosol

• (8R)-hydroxy-(11S,12S)-epoxy-(5Z,9E,14Z)-eicosatrienoateReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate
  3. (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate = (8R)-hydroxy-(11S,12S)-epoxy-(5Z,9E,14Z)-eicosatrienoate

  Catalysed by SLCO1B1, ALOX5, ALOX15, ALOX12 and 1 moreextracellular space, cytosol

• (10R)-hydroxy-(11S,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoateReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate
  3. (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate = (10R)-hydroxy-(11S,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoate

  Catalysed by SLCO1B1, ALOX5, ALOX15, ALOX12 and 1 moreextracellular space, cytosol

• (13R)-hydroxy-(14S,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoateReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate
  3. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate = (13R)-hydroxy-(14S,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoate

  Catalysed by SLCO1B1, ALOX15B, ALOX15, ALOX12 and 2 moreextracellular space, cytosol

• a 1-acyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = a 1-acyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 10 moreextracellular space, cytosol

• 1-O-octadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholineReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1-O-octadecyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-O-octadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 9 moreextracellular space, cytosol

• 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1-octadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 9 moreextracellular space, cytosol

• 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 2-(9Z-octadecenoyl)-glycerol + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 10 moreextracellular space, cytosol

• 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho]-glycerolReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 9 moreextracellular space, cytosol

• 1'-[1-acyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1',3'-bis-[1-acyl-sn-glycero-3-phospho]-glycerol + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1'-[1-acyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 9 moreextracellular space, cytosol

• 2-[(5Z,8Z,11Z,14Z)-eicosatetraenoylamino]ethyl (9Z)-octadecenoateReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. fatty acylamide amidohydrolase
  3. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine = 2-[(5Z,8Z,11Z,14Z)-eicosatetraenoylamino]ethyl (9Z)-octadecenoate + (9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by SLCO1B1, FAAH, PLA2G15extracellular space, cytosol

• (9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. fatty acylamide amidohydrolase
  3. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine = 2-[(5Z,8Z,11Z,14Z)-eicosatetraenoylamino]ethyl (9Z)-octadecenoate + (9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by SLCO1B1, FAAH, PLA2G15extracellular space, cytosol

• dodecanedioyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. Activation of dodecanedioic acid

  Catalysed by SLCO1A2, SLCO1B3, AANATextracellular space, cytosolOne of 4 routes

• decanedioyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. Production of Sebacoylcarnitine

  Catalysed by SLCO1A2, SLCO1B3, AANAT, CPT1A and 2 moreextracellular space, cytosolOne of 4 routes

• octanedioyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. Production of Suberylcarnitine

  Catalysed by SLCO1A2, SLCO1B3, AANAT, CPT1A and 2 moreextracellular space, cytosolOne of 4 routes

• hexanedioyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. Activation of adipic acid for Formation of Adipoyl Carnitine

  Catalysed by SLCO1A2, SLCO1B3, AANATextracellular space, cytosolOne of 4 routes

• (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase ((4Z,7Z,10Z,13Z,16Z)-DPA)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 7 routes