CHEBI:15650

Three steps

• 16(R)-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. unspecific monooxygenase (arachidonate)

  Catalysed by SLCO1B1, CYP1A1, CYP1A2, CYP2E1 and 23 moreextracellular space, cytosol

• N-(4-oxoglutaryl)-L-cysteinylglycineReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. glutathione gamma-glutamylaminopeptidase
  3. N-(4-oxoglutaryl)-L-cysteinylglycine + H2O = L-cysteinylglycine + 2-oxoglutarate

  Catalysed by SLCO1B1, GGTLC3, GGT1, GGT5 and 4 moreextracellular space, cytosol

• 2-hydroxyoctanoyl-CoAReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  3. octanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxyoctanoyl-CoA + succinate + CO2

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 30 morecytosol, mitochondrial matrix

• 2-hydroxydecanoyl-CoAReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. medium-chain acyl-CoA ligase (decanoic acid)
  3. decanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxydecanoyl-CoA + succinate + CO2

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 35 morecytosol

• 2-hydroxyeicosanoyl-CoAReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. eicosanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxyeicosanoyl-CoA + succinate + CO2

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

• 2-hydroxydodecanoyl-CoAReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. dodecanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxydodecanoyl-CoA + succinate + CO2

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

• 2-hydroxytetradecanoyl-CoAReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxytetradecanoyl-CoA + succinate + CO2

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

• 11-cis-retinyl tetradecanoateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. 11-cis-retinol + tetradecanoyl-CoA = 11-cis-retinyl tetradecanoate + CoA

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

• 9-cis-retinyl tetradecanoateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. 9-cis-retinol + tetradecanoyl-CoA = 9-cis-retinyl tetradecanoate + CoA

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

• 13-cis-retinyl tetradecanoateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. 13-cis-retinol + tetradecanoyl-CoA = 13-cis-retinyl tetradecanoate + CoA

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

• all-trans-retinyl tetradecanoateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. all-trans-retinol + tetradecanoyl-CoA = all-trans-retinyl tetradecanoate + CoA

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

• tetradecyl tetradecanoateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecan-1-ol + tetradecanoyl-CoA = tetradecyl tetradecanoate + CoA

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

• 1-(9Z-octadecenoyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (DHA)
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate = 1-(9Z-octadecenoyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate + CoA

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

• beta-D-glucosyl-(1->3)-O-chenodeoxycholateReach from here →
  1. transport of leukotriene E4 (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. a di-trans,poly-cis-dolichyl beta-D-glucosyl phosphate + chenodeoxycholate = beta-D-glucosyl-(1->3)-O-chenodeoxycholate + a di-trans,poly-cis-dolichyl phosphate + H(+)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, GBA2extracellular space, cytosolOne of 2 routes

• N-hexadecanoylglycineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)

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

• N-dodecanoylglycineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. dodecanoyl-CoA + glycine = N-dodecanoylglycine + CoA + H(+)

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

• N-decanoylglycineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. medium-chain acyl-CoA ligase (decanoic acid)
  3. decanoyl-CoA + glycine = N-decanoylglycine + CoA + H(+)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 35 morecytosolOne of 2 routes

• N-octanoylglycineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  3. octanoyl-CoA + glycine = N-octanoylglycine + CoA + H(+)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 30 morecytosol, mitochondrial matrixOne of 2 routes

• N(1)-(5-phospho-beta-D-ribosyl)glycinamideReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. 5-phospho-beta-D-ribosylamine + glycine + ATP = N(1)-(5-phospho-beta-D-ribosyl)glycinamide + ADP + phosphate + H(+)

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

• L-cystine-bis-glycineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. L-cystine-bis-glycine + 2 H2O = L-cystine + 2 glycine

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 33 morecytosol, mitochondrial matrixOne of 2 routes

• an N-octadecanoyl-sphingoid baseReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. a sphingoid base + octadecanoyl-CoA = an N-octadecanoyl-sphingoid base + CoA + H(+)

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

• glycyldehydrophenylalanineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine

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

• 8-hydroperoxy-(5Z,9E,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. arachidonate to 8-peroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate conversion

  Catalysed by SLCO1B1extracellular space, cytosolOne of 2 routes

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serineReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-serine

  Catalysed by SLCO1B1, FAAH, PM20D1extracellular space, cytosol

• an N-(fatty acyl)-glycineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. a fatty acyl-CoA + glycine = an N-(fatty acyl)-glycine + CoA + H(+)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 31 morecytosol, mitochondrial matrix

• 1-(10Z-heptadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. 1-(10Z-heptadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z,12Z)-octadecadienoyl-CoA = 1-(10Z-heptadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine + CoA

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

• N-(9Z,12Z-octadecadienoyl)-glycineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. (9Z,12Z)-octadecadienoyl-CoA + glycine = N-(9Z,12Z-octadecadienoyl)-glycine + CoA + H(+)

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

• cholesteryl (7Z)-octadecenoateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. carnitine O-palmitoyltransferase ((7Z)-octadecenoyl-CoA)
  3. (7Z)-octadecenoyl-CoA + cholesterol = cholesteryl (7Z)-octadecenoate + CoA

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

• (15S)-15-hydroperoxy-prostaglandin E2Reach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of GSH and prostaglandin G2 (cytosol to extracellular)
  3. prostaglandin G2 = (15S)-15-hydroperoxy-prostaglandin E2

  Catalysed by SLCO1B1, SLCO2A1, PTGESextracellular space, cytosol

• pyruvateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 29 morecytosol, mitochondrial matrixOne of 20 routes

• CHEBI:15467Reach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. Acetoacetate:CoA ligase (AMP-forming)
  3. 3-hydroxy-3-methylglutaryl-CoA synthase (acetoacetyl-CoA)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 30 morecytosolOne of 3 routes

• CHEBI:15570Reach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of D-alanine and glycine (cytosol to extracellular)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 33 morecytosol, mitochondrial matrix, extracellular spaceOne of 3 routes

• (S)-malateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. ATP citrate lyase (citrate)
  3. transport of malate and OAA (cytosol to mitochondria)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 29 morecytosol, mitochondrial matrixOne of 5 routes

• L-leucineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and leucine (cytosol to extracellular)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 32 morecytosol, mitochondrial matrix, extracellular spaceOne of 21 routes

• CHEBI:15611Reach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. S-Adenosyl-L-methionine:glycine N-methyltransferase

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

• 12(S)-HPETEReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. arachidonate:oxygen 12-oxidoreductase

  Catalysed by SLCO1B1, ALOX12extracellular space, cytosolOne of 4 routes

• 15(S)-HPETEReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. Glutathione: 5-HPETE oxidoreductase
  3. Glutathione: 15-HPETE oxidoreductase

  Catalysed by SLCO1B1, GPX5, GPX1, GPX2 and 6 moreextracellular space, cytosolOne of 6 routes

• 5(S)-HPETEReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. Arachidonate:oxygen 5-oxidoreductase

  Catalysed by SLCO1B1, ALOX5extracellular space, cytosol

• CHEBI:15699Reach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and homoserine (cytosol to extracellular)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 32 morecytosol, mitochondrial matrix, extracellular spaceOne of 17 routes

• betaine aldehydeReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. Acetyl-CoA:choline O-acetyltransferase
  3. choline dehydrogenase (choline)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 30 morecytosol, nucleusOne of 3 routes

• trimethylenediamineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. deoxyhypusine synthase (1,3-diaminopropane)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 31 morecytosolOne of 2 routes

• formateReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. alcohol dehydrogenase (formaldehyde)
  3. S-formylglutathione + H2O = formate + glutathione + H(+)

  Catalysed by SLCO1B1, ADH1C, ADH1A, ADH5 and 4 moreextracellular space, cytosol

• hexadecanoic acidReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. Carnitine O-Palmitoyltransferase
  3. Utilized Transport

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 31 morecytosol, endoplasmic reticulumOne of 4 routes

• 1-acylglycerone 3-phosphateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. acyl-CoA:sphingosine N-acyltransferase
  3. Acyl-CoA:glycerone-phosphate O-acyltransferase

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 33 morecytosol, Golgi apparatus

• CHEBI:15971Reach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and histidine (cytosol to extracellular)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 32 morecytosol, mitochondrial matrix, extracellular spaceOne of 11 routes

• (R)-lactateReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. (R)-S-Lactoylglutathione methylglyoxal-lyase (isomerizing)
  3. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)

  Catalysed by SLCO1B1, GLO1, GLOD4, HAGHextracellular space, cytosol

• phosphatidylethanolamineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. acyl-CoA:sphingosine N-acyltransferase
  3. Acyl-CoA:1-acyl-sn-glycero-3-phosphoethanolamine O-acyltransferase

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

• 11-cis-retinalReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. 11-cis-retinol:NAD+ oxidoreductase

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 40 morecytosolOne of 4 routes

• 1,2-diacyl-sn-glycero-3-phosphocholine(1+)Reach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. acyl-CoA:sphingosine N-acyltransferase
  3. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 33 morecytosol, Golgi apparatus

• hexadecan-1-olReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. Palmitate:CoA ligase (AMP-forming)
  3. formate dehydrogenase (palmitoyl-CoA)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 38 morecytosol, peroxisome