CHEBI:16856

Three steps

• (2S)-2-phospholactateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. prostaglandin E2(out) + 2 (S)-lactate(in) = prostaglandin E2(in) + 2 (S)-lactate(out)
  3. (2S)-2-phospholactate + H2O = (S)-lactate + phosphate

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1, PGPextracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• a 2,3-dehydroacyl-CoAReach from here →
  1. transport of GSH and thyroxine (cytosol to extracellular)
  2. 3,3',5'-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2
  3. a 2,3-saturated acyl-CoA + A = a 2,3-dehydroacyl-CoA + AH2

  Catalysed by SLCO1A2, SLCO1B3, DIO1, DIO3 and 1 moreextracellular space, cytosol

• L-prolineReach from here →
  1. glutathione gamma-glutamylaminopeptidase
  2. gamma-glutamyltransferase (alanine)
  3. L-proline(out) + L-alanine(in) + Na(+)(out) = L-proline(in) + L-alanine(out) + Na(+)(in)

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 3 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• estrone 3-sulfateReach from here →
  1. leukotriene C4 synthase (GSH)
  2. transport of leukotriene C4 (cytosol to extracellular)
  3. transport of estrone 3-sulfate (cytosol to extracellular)

  Catalysed by LTC4S, SLCO1B1cytosol, extracellular spaceOne of 5 routes

• heme bReach from here →
  1. glutathione:dehydroascorbate oxidoreductase
  2. cytochrome b reductase (ascorbate)
  3. Ferrochelatase, Mitochondrial

  Catalysed by CYBRD1, FECHcytosol, extracellular space, mitochondrial matrixOne of 3 routes

• N-benzoylglycineReach from here →
  1. leukotriene C4 synthase (GSH)
  2. leukotriene C4 hydrolysis
  3. Hippurate (Benzoylglycinate) Formation

  Catalysed by LTC4Scytosol, mitochondrial matrixOne of 4 routes

• decanoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. medium-chain acyl-CoA ligase (decanoic acid)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 35 moreextracellular space, cytosolOne of 7 routes

• (2E)-hexadecenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. Carnitine O-Palmitoyltransferase

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 32 moreextracellular space, cytosolOne of 4 routes

• (9Z)-hexadecenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (palmitolate)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 11 routes

• Fe(II)-heme aReach from here →
  1. transport of GSH and thyroxine (cytosol to extracellular)
  2. 3,3',5'-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2
  3. Fe(II)-heme o + 2 A + H2O = Fe(II)-heme a + 2 AH2

  Catalysed by SLCO1A2, SLCO1B3, DIO1, DIO3 and 1 moreextracellular space, cytosol

• (R)-4'-phosphopantetheineReach from here →
  1. cystine to cysteine conversion
  2. (R)-4'-phosphopantothenate:L-cysteine ligase
  3. N-[(R)-4-phosphopantothenoyl]-L-cysteine + H(+) = (R)-4'-phosphopantetheine + CO2

  Catalysed by PPCS, PPCDCcytosol

• (4R)-4-hydroxy-2-oxoglutarateReach from here →
  1. cystine to cysteine conversion
  2. L-cysteine hydrogen-sulfide-lyase (deaminating
  3. (4R)-4-hydroxy-2-oxoglutarate = glyoxylate + pyruvate

  Catalysed by CTH, HOGA1cytosol

• 3-hydroxyisovaleryl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 31 moreextracellular space, cytosol

• (5-hydroxyindol-3-yl)acetateReach from here →
  1. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  2. steroid sulfatase (sulfoglycolithocholate)
  3. Transport of 5-Hydroxyindoleacetate

  Catalysed by SLCO1A2, SLCO1B3, STS, SLC4A1extracellular space, cytosolOne of 6 routes

• CHEBI:63544Reach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (adrenic acid)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 8 routes

• ubiquinol-10Reach from here →
  1. Glutathione: 5-HPETE oxidoreductase
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. ubiquinone-10 + hydrogen sulfide + glutathione + H(+) = S-sulfanylglutathione + ubiquinol-10

  Catalysed by GPX5, GPX1, GPX2, GPX3 and 7 morecytosolOne of 4 routes

• hexacosanoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (cerotic acid)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 5 routes

• tetracosanoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (lignocerate)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 10 routes

• docosanoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (behenic acid)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 9 routes

• 5-oxo-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of arachidonate and GSH (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate
  3. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = 5-oxo-(6E,8Z,11Z,14Z)-eicosatetraenoate + H2O

  Catalysed by ALOX5, CYP1A1, CYP1A2, CYP1B1 and 1 moreextracellular space, cytosol

• N(5)-[(Z)-amino(hydroxyimino)methyl]ornithineReach from here →
  1. cystine to cysteine conversion
  2. transport of arginine and cysteine (cytosol to extracellular)
  3. L-arginine,NADPH:oxygen oxidoreductase (N-(omega)-hydroxyarginine-forming)

  Catalysed by SLC7A6, NOS3, NOS1, NOS2cytosol, extracellular space

• Mo-molybdopterinReach from here →
  1. glutathione gamma-glutamylaminopeptidase
  2. gamma-glutamyltransferase (alanine)
  3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 3 morecytosolOne of 3 routes

• (2E)-octadecenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. Carnitine O-Palmitoyltransferase

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 32 moreextracellular space, cytosolOne of 3 routes

• (6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (stearidonic acid)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 8 routes

• (8Z,11Z,14Z)-eicosatrienoateReach from here →
  1. transport of arachidonate and GSH (cytosol to extracellular)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  No catalyst recordedextracellular space, cytosolOne of 13 routes

• (4S)-4-hydroxy-2-oxoglutarateReach from here →
  1. cystine to cysteine conversion
  2. L-cysteine hydrogen-sulfide-lyase (deaminating
  3. (4S)-4-hydroxy-2-oxoglutarate = glyoxylate + pyruvate

  Catalysed by CTH, HOGA1cytosol

• 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-D-myo-inositolReach from here →
  1. transport of arachidonate and GSH (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-(1D-myo-inositol) + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-D-myo-inositol + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 moreextracellular space, cytosol

• 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphateReach from here →
  1. transport of arachidonate and GSH (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-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 moreextracellular space, cytosol

• 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. transport of arachidonate and GSH (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 + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 moreextracellular space, cytosol

• CHEBI:730073Reach from here →
  1. glutathione:dehydroascorbate oxidoreductase
  2. ascorbate to monodehydroascorbate conversion
  3. Peroxidase

  Catalysed by MPOcytosol, nucleusOne of 3 routes

• 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. transport of arachidonate and GSH (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-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 moreextracellular space, cytosol

• (7Z,10Z,13Z,16Z)-3-oxodocosatetraenoyl-CoAReach from here →
  1. transport of arachidonate and GSH (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 SLC27A2, ACSL4, ACSL3, ACSL1 and 10 moreextracellular space, cytosol

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (EPA)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 9 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (DPA)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 6 routes

• (9Z,12Z,15Z)-octadecatrienoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (linolenate)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 7 routes

• (13Z)-docosenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (cis-erucic acid)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 6 routes

• (11Z)-eicosenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 7 routes

• (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase ((9Z,12Z,15Z,18Z,21Z)-TPA)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 5 routes

• (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 4 routes

• (15Z)-tetracosenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (nervonic acid)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 6 routes

• (17Z)-hexacosenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (ximenic acid)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 4 routes

• (8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 5 routes

• (8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (omega-3-arachidonic acid)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 5 routes

• (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (DHA)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 7 routes

• heptadecanoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (margaric acid)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 6 routes

• (9Z)-heptadecenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase (9-heptadecylenic acid)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 5 routes

• (11Z,14Z,17Z)-eicosatrienoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z,17Z)-eicosatrienoic acid)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 5 routes

• 1-heptadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. transport of arachidonate and GSH (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 ABHD16Aextracellular space, cytosol

• (2S)-2-aminobutanoateReach from here →
  1. leukotriene C4 synthase (GSH)
  2. leukotriene C4 hydrolysis
  3. (2S)-2-aminobutanoate + glyoxylate = 2-oxobutanoate + glycine

  Catalysed by LTC4S, AGXT2cytosolOne of 2 routes

• 1-(9Z)-octadecenoyl-2-(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycero-3-phosphocholineReach from here →
  1. transport of arachidonate and GSH (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 SLC27A2, ACSL4, ACSL3, ACSL1 and 10 moreextracellular space, cytosol