(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate

Three steps

• hydrogen sulfideReach from here →
  1. glutathione transferase (GSH)
  2. cystine to cysteine conversion
  3. L-cysteine hydrogen-sulfide-lyase (deaminating

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosolOne of 2 routes

• acetateReach from here →
  1. glutathione transferase (GSH)
  2. transport of acetylcholine and GSH (cytosol to extracellular)
  3. Acetylcholine aectylhydrolase

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 21 morecytosol, extracellular spaceOne of 3 routes

• formic acidReach from here →
  1. glutathione transferase (GSH)
  2. alcohol dehydrogenase (formaldehyde)
  3. S-Formylglutathione hydrolase

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 24 morecytosol

• glutarateReach from here →
  1. glutathione transferase (GSH)
  2. solute carrier organic anion transporter (glycocholate)
  3. glycocholate(out) + glutarate(in) = glycocholate(in) + glutarate(out)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 20 morecytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 8 routes

• methylarsonateReach from here →
  1. glutathione transferase (GSH)
  2. Glutathione: 5-HPETE oxidoreductase
  3. methylarsonate + 2 glutathione + H(+) = methylarsonous acid + glutathione disulfide + H2O

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 26 morecytosol

• thiosulfateReach from here →
  1. glutathione transferase (GSH)
  2. Glutathione: 5-HPETE oxidoreductase
  3. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 27 morecytosolOne of 2 routes

• di-mu-sulfido-diiron(2+)Reach from here →
  1. glutathione transferase (GSH)
  2. cystine to cysteine conversion
  3. De novo synthesis of 2Fe2S

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 24 morecytosol, mitochondrial matrix

• fatty acidReach from here →
  1. glutathione transferase (GSH)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 17 morecytosol, extracellular spaceOne of 4 routes

• CHEBI:37946Reach from here →
  1. glutathione transferase (GSH)
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. aryl sulfotransferase (dopamine)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 23 morecytosol, extracellular space

• (R)-lactic acidReach from here →
  1. glutathione transferase (GSH)
  2. (R)-S-Lactoylglutathione methylglyoxal-lyase (isomerizing)
  3. (R)-S-Lactoylglutathione hydrolase

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 21 morecytosolOne of 2 routes

• (S)-lactic acidReach from here →
  1. glutathione transferase (GSH)
  2. transport of GSH and prostaglandin A2 (cytosol to extracellular)
  3. Transport of Prostaglandin A2, Lactate Antiport

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosol, extracellular spaceOne of 4 routes

• L-ornithineReach from here →
  1. glutathione transferase (GSH)
  2. cystine to cysteine conversion
  3. transport of cysteine and ornithine (cytosol to extracellular)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosol, extracellular spaceOne of 2 routes

• N-methylserotoninReach from here →
  1. glutathione transferase (GSH)
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:amine N-methyltransferase

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 20 morecytosol, extracellular space

• (5-hydroxyindol-3-yl)acetaldehydeReach from here →
  1. glutathione transferase (GSH)
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. 5-Hydroxytryptamine:oxygen oxidoreductase(deaminating)(flavin-containing)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 21 morecytosol, extracellular spaceOne of 2 routes

• 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerolReach from here →
  1. glutathione transferase (GSH)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. fatty acid amide hydrolase (2-arachidonoylglycerol)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosol, extracellular space

• malonaldehydeReach from here →
  1. glutathione transferase (GSH)
  2. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  3. thromboxane A synthase (12(S)-HHT)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 19 morecytosol, extracellular spaceOne of 2 routes

• 3,3',5'-triiodo-L-thyronineReach from here →
  1. glutathione transferase (GSH)
  2. transport of GSH and thyroxine (cytosol to extracellular)
  3. 3,3',5'-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 21 morecytosol, extracellular space

• glycineReach from here →
  1. glutathione transferase (GSH)
  2. leukotriene C4 synthase (GSH)
  3. leukotriene C4 hydrolysis

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosolOne of 11 routes

• (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAReach from here →
  1. glutathione transferase (GSH)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 28 morecytosol, extracellular space

• choloyl-CoAReach from here →
  1. glutathione transferase (GSH)
  2. solute carrier organic anion transporter (cholate)
  3. cholate + ATP + CoA = choloyl-CoA + AMP + diphosphate

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 20 morecytosol, extracellular space

• 15-oxoprostaglandin E2Reach from here →
  1. glutathione transferase (GSH)
  2. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  3. prostaglandin E2 + NAD(+) = 15-oxoprostaglandin E2 + NADH + H(+)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 20 morecytosol, extracellular spaceOne of 2 routes

• 15-oxoprostaglandin E1Reach from here →
  1. glutathione transferase (GSH)
  2. transport of GSH and prostaglandin E1 (cytosol to extracellular)
  3. (13E)-(15S)-11alpha,15-dihydroxy-9-oxoprost-13-enoate:NADP+ 15-oxidoreductase

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 21 morecytosol, extracellular spaceOne of 3 routes

• 15-oxoprostaglandin D2Reach from here →
  1. glutathione transferase (GSH)
  2. transport of GSH and prostaglandin D2 (cytosol to extracellular)
  3. 15-dehydro-prostaglandin D2 reduction

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosol, extracellular spaceOne of 2 routes

• 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. glutathione transferase (GSH)
  2. Glutathione: 15-HPETE oxidoreductase
  3. (15S)-15-Hydroxy-5,8,11-cis-13-trans-icosatetraenoate:NADP+ 15-oxidoreductase

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 26 morecytosolOne of 3 routes

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

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 20 morecytosol, extracellular space

• thromboxane A2Reach from here →
  1. glutathione transferase (GSH)
  2. transport of GSH and thromboxane B2 (cytosol to extracellular)
  3. thromboxane A2 hydrolysis

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosol, extracellular space, endoplasmic reticulumOne of 4 routes

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

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 20 morecytosol, extracellular space

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

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosol, extracellular space

• L-dopaReach from here →
  1. glutathione transferase (GSH)
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. L-dopa + H(+) = dopamine + CO2

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 20 morecytosol, extracellular space

• L-histidineReach from here →
  1. glutathione transferase (GSH)
  2. transport of GSH and histamine (cytosol to extracellular)
  3. L-histidine + H(+) = histamine + CO2

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 20 morecytosol, extracellular space

• 2-oxo-3-sulfanylpropanoateReach from here →
  1. glutathione transferase (GSH)
  2. cystine to cysteine conversion
  3. L-Cysteine:2-oxoglutarate aminotransferase

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 19 morecytosolOne of 3 routes

• L-methionineReach from here →
  1. glutathione transferase (GSH)
  2. cystine to cysteine conversion
  3. transport of cysteine and methionine (cytosol to extracellular)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosol, extracellular spaceOne of 8 routes

• L-tryptophanReach from here →
  1. glutathione transferase (GSH)
  2. cystine to cysteine conversion
  3. transport of cysteine and tryptophan (cytosol to extracellular)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosol, extracellular spaceOne of 4 routes

• glutathioneReach from here →
  1. glutathione transferase (GSH)
  2. Glutathione: 5-HPETE oxidoreductase
  3. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 27 morecytosolOne of 16 routes

• L-alanineReach from here →
  1. glutathione transferase (GSH)
  2. glutathione gamma-glutamylaminopeptidase
  3. gamma-glutamyltransferase (alanine)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 23 morecytosolOne of 16 routes

• L-asparagineReach from here →
  1. glutathione transferase (GSH)
  2. cystine to cysteine conversion
  3. transport of asparagine and cysteine (cytosol to extracellular)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosol, extracellular spaceOne of 4 routes

• L-phenylalanineReach from here →
  1. glutathione transferase (GSH)
  2. cystine to cysteine conversion
  3. transport of cysteine and phenylalanine (cytosol to extracellular)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosol, extracellular spaceOne of 6 routes

• L,L-cystathionineReach from here →
  1. glutathione transferase (GSH)
  2. Formation of Homocystine
  3. L-serine hydro-lyase (adding homocysteine

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosol

• gamma-L-glutamyl-L-cysteineReach from here →
  1. glutathione transferase (GSH)
  2. cystine to cysteine conversion
  3. L-glutamate:L-cysteine gamma-ligase (ADP-forming)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 19 morecytosolOne of 2 routes

• S-sulfanyl-L-cysteineReach from here →
  1. glutathione transferase (GSH)
  2. cystine to cysteine conversion
  3. 2 L-cysteine = S-sulfanyl-L-cysteine + L-alanine

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosol

• N(tau)-methylhistamineReach from here →
  1. glutathione transferase (GSH)
  2. transport of GSH and histamine (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:histamine N-tele-methyltransferase

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 20 morecytosol, extracellular spaceOne of 3 routes

• hyodeoxycholateReach from here →
  1. glutathione transferase (GSH)
  2. transport of GSH and lithocholate (cytosol to extracellular)
  3. cytochrome P450 (lithocholate)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 20 morecytosol, extracellular space

• N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycineReach from here →
  1. glutathione transferase (GSH)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 19 morecytosol, extracellular space

• N-[(R)-4-phosphopantothenoyl]-L-cysteineReach from here →
  1. glutathione transferase (GSH)
  2. cystine to cysteine conversion
  3. (R)-4'-phosphopantothenate:L-cysteine ligase

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosolOne of 4 routes

• monodehydro-L-ascorbate radicalReach from here →
  1. glutathione transferase (GSH)
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. dopamine + 2 L-ascorbate + O2 = (R)-noradrenaline + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 20 morecytosol, extracellular spaceOne of 9 routes

• 3-sulfino-L-alanineReach from here →
  1. glutathione transferase (GSH)
  2. cystine to cysteine conversion
  3. L-Cysteine:oxygen oxidoreductase

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosolOne of 2 routes

• leukotriene D4Reach from here →
  1. glutathione transferase (GSH)
  2. leukotriene C4 synthase (GSH)
  3. leukotriene C4 + H2O = leukotriene D4 + L-glutamate

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 20 morecytosol

• 18-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. glutathione transferase (GSH)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. cytochrome P450 (arachidonate)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 18 morecytosol, extracellular space, endoplasmic reticulumOne of 2 routes

• (R)-adrenalineReach from here →
  1. glutathione transferase (GSH)
  2. transport of GSH and noradrenaline (cytosol to extracellular)
  3. (R)-noradrenaline + S-adenosyl-L-methionine = (R)-adrenaline + S-adenosyl-L-homocysteine + H(+)

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 20 morecytosol, extracellular space

• CHEBI:742324Reach from here →
  1. glutathione transferase (GSH)
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:catechol O-methyltransferase

  Catalysed by PTGES, MGST3, GSTA4, GSTZ1 and 21 morecytosol, extracellular space