CHEBI:16856

Three steps

• 15-deoxy-Delta(12,14)-prostaglandin J2-S-(R)-glutathioneReach from here →
  1. Glutathione: 5-HPETE oxidoreductase
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. 15-deoxy-Delta(12,14)-prostaglandin J2 + glutathione = 15-deoxy-Delta(12,14)-prostaglandin J2-S-(R)-glutathione

  Catalysed by GPX5, GPX1, GPX2, GPX3 and 7 morecytosol

• 3-carboxy-4-methyl-5-propyl-2-furanpropanoateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  3. 3-carboxy-4-methyl-5-propyl-2-furanpropanoate(out) + a dicarboxylate(in) = 3-carboxy-4-methyl-5-propyl-2-furanpropanoate(in) + a dicarboxylate(out)

  Catalysed by SLCO1A2, SLCO1B3, SLC22A6, SLC22A8extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• L-sepiapterinReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  3. L-sepiapterin(out) + a dicarboxylate(in) = L-sepiapterin(in) + a dicarboxylate(out)

  Catalysed by SLCO1A2, SLCO1B3, SLC22A6, SLC22A8extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (6R)-10-formyltetrahydrofolateReach from here →
  1. alcohol dehydrogenase (formaldehyde)
  2. S-formylglutathione + H2O = formate + glutathione + H(+)
  3. (6S)-5,6,7,8-tetrahydrofolate + formate + ATP = (6R)-10-formyltetrahydrofolate + ADP + phosphate

  Catalysed by ADH1C, ADH1A, ADH5, ADH6 and 5 morecytosol

• (5S)-hydroxy-(6E,8Z,11Z,14Z,17Z)-eicosapentaenoateReach from here →
  1. Glutathione: 5-HPETE oxidoreductase
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. (5S)-hydroperoxy-(6E,8Z,11Z,14Z,17Z)-eicosapentaenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z,17Z)-eicosapentaenoate + glutathione disulfide + H2O

  Catalysed by GPX5, GPX1, GPX2, GPX3 and 6 morecytosol

• (12S)-hydroxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoateReach from here →
  1. Glutathione: 5-HPETE oxidoreductase
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate + 2 glutathione = (12S)-hydroxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate + glutathione disulfide + H2O

  Catalysed by GPX5, GPX1, GPX2, GPX3 and 6 morecytosol

• (15S)-hydroxy-(11Z,13E)-eicosadienoateReach from here →
  1. Glutathione: 5-HPETE oxidoreductase
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. (15S)-hydroperoxy-(11Z,13E)-eicosadienoate + 2 glutathione = (15S)-hydroxy-(11Z,13E)-eicosadienoate + glutathione disulfide + H2O

  Catalysed by GPX5, GPX1, GPX2, GPX3 and 6 morecytosol

• (17S)-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoateReach from here →
  1. Glutathione: 5-HPETE oxidoreductase
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. (17S)-hydroperoxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate + 2 glutathione = (17S)-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate + glutathione disulfide + H2O

  Catalysed by GPX5, GPX1, GPX2, GPX3 and 6 morecytosol

• a hydroxy-1,2-diacyl-glycero-3-phosphocholineReach from here →
  1. Glutathione: 5-HPETE oxidoreductase
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. a hydroperoxy-1,2-diacyl-glycero-3-phosphocholine + 2 glutathione = a hydroxy-1,2-diacyl-glycero-3-phosphocholine + glutathione disulfide + H2O

  Catalysed by GPX5, GPX1, GPX2, GPX3 and 6 morecytosol

• deoxycholate 3-sulfateReach from here →
  1. solute carrier organic anion transporter (cholate)
  2. cytochrome P450 (cholate)
  3. deoxycholate + 3'-phosphoadenylyl sulfate = deoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLCO1A2, SLCO1B3, CYP7A1, SULT2A1extracellular space, cytosol

• 3',5'-diiodo-L-thyronineReach 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. 3',5'-diiodo-L-thyronine + iodide + A + H(+) = 3,3',5'-triiodo-L-thyronine + AH2

  Catalysed by SLCO1A2, SLCO1B3, DIO1, DIO3extracellular space, cytosol

• 5-(3,3-dimethylguanidino)-2-oxopentanoateReach from here →
  1. cystine to cysteine conversion
  2. L-cysteine hydrogen-sulfide-lyase (deaminating
  3. N(omega),N(omega)-dimethyl-L-arginine + pyruvate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by CTH, AGXT2cytosol

• N(omega),N('omega)-dimethyl-L-arginineReach from here →
  1. leukotriene C4 synthase (GSH)
  2. leukotriene C4 hydrolysis
  3. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine

  Catalysed by LTC4S, AGXT2cytosolOne of 2 routes

• 5-(3,3'-dimethylguanidino)-2-oxopentanoateReach from here →
  1. cystine to cysteine conversion
  2. L-cysteine hydrogen-sulfide-lyase (deaminating
  3. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by CTH, AGXT2cytosol

• 5-(3-methylguanidino)-2-oxopentanoateReach from here →
  1. cystine to cysteine conversion
  2. L-cysteine hydrogen-sulfide-lyase (deaminating
  3. N(omega)-methyl-L-arginine + pyruvate = 5-(3-methylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by CTH, AGXT2cytosol

• (6R)-5,10-methylenetetrahydrofolic acidReach from here →
  1. alcohol dehydrogenase (formaldehyde)
  2. alcohol dehydrogenase (formaldehyde)
  3. formaldehyde to 5,10-methylene-THF conversion

  Catalysed by ADH1C, ADH1A, ADH5, ADH6 and 2 morecytosolOne of 6 routes

• (5Z)-dodecenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-7-enoyl-CoA)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 32 moreextracellular space, cytosol, mitochondrial matrixOne of 2 routes

• (S)-lactoyl-AMPReach 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. (S)-lactate + ATP + H(+) = (S)-lactoyl-AMP + diphosphate

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1, AARS1 and 1 moreextracellular space, cytosol, inner side of the membrane, outer side of the membrane

• (S)-lactoyl-CoAReach 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. (S)-lactate + ATP + CoA = (S)-lactoyl-CoA + AMP + diphosphate

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1, ACSS2extracellular space, cytosol, inner side of the membrane, outer side of the membrane

• (11Z)-docosenoyl-CoA(4-)Reach 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-cetoleic acid)

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

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

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

• (7Z)-tetradecenoyl-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 ((7Z)-tetradecenoic acid)

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

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

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

• (R)-adrenaline 4'-O-sulfateReach from here →
  1. transport of GSH and noradrenaline (cytosol to extracellular)
  2. (R)-noradrenaline + S-adenosyl-L-methionine = (R)-adrenaline + S-adenosyl-L-homocysteine + H(+)
  3. (R)-adrenaline + 3'-phosphoadenylyl sulfate = (R)-adrenaline 4'-O-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLCO1A2, SLCO1B3, PNMT, SULT1A3 and 1 moreextracellular space, cytosol

• (4Z,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 32 moreextracellular space, cytosol, mitochondrial matrixOne of 3 routes

• (2E,5Z,8Z,11Z,14Z)-eicosatetraenoyl-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 + O2 = (2E,5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + H2O2

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

• (7Z,10Z)-hexadecadienoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 32 moreextracellular space, cytosol, mitochondrial matrix

• (4Z,7Z)-decadienoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 32 moreextracellular space, cytosol, mitochondrial matrixOne of 2 routes

• (5Z)-octenoyl-CoAReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. Fatty Acid Beta Oxidation (C10:2->C8:1), Mitochondrial

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 32 moreextracellular space, cytosol, mitochondrial matrixOne of 2 routes

• 3-(glutathion-S-yl)-4-hydroxynonanalReach from here →
  1. Glutathione: 5-HPETE oxidoreductase
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. (E)-4-hydroxynon-2-enal + glutathione = 3-(glutathion-S-yl)-4-hydroxynonanal

  Catalysed by GPX5, GPX1, GPX2, GPX3 and 7 morecytosol

• docosanoateReach 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 12 routes

• CHEBI:240943Reach from here →
  1. leukotriene C4 synthase (GSH)
  2. leukotriene C4 hydrolysis
  3. glycine N-acyltransferase (2-methylbutyryl-CoA)

  Catalysed by LTC4S, GLYAT, GLYATL2, GLYATL1cytosol, mitochondrial matrixOne of 3 routes

• a quinolReach from here →
  1. Glutathione: 5-HPETE oxidoreductase
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. a quinone + hydrogen sulfide + glutathione + H(+) = S-sulfanylglutathione + a quinol

  Catalysed by GPX5, GPX1, GPX2, GPX3 and 7 morecytosolOne of 2 routes

• hypochlorous acidReach from here →
  1. cystine to cysteine conversion
  2. transport of chloride and cysteine (cytosol to extracellular)
  3. Peroxidase

  Catalysed by SLC6A14, LPOcytosol, extracellular spaceOne of 4 routes

• octadecanoateReach 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 12 routes

• 5,6-dihydroxyindoleReach from here →
  1. transport of dopamine and GSH (cytosol to extracellular)
  2. Peroxidase
  3. peroxidase (dopamine-O-quinone)

  Catalysed by SLCO1A2, SLCO1B3, MPO, TPO and 2 moreextracellular space, cytosol, lysosome

• alpha-linolenic acidReach 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

• folic acidReach from here →
  1. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  2. steroid sulfatase (sulfoglycolithocholate)
  3. Folate Transport by Oats

  Catalysed by SLCO1A2, SLCO1B3, STS, SLC22A8 and 1 moreextracellular space, cytosolOne of 2 routes

• phenylacetylglycineReach from here →
  1. leukotriene C4 synthase (GSH)
  2. leukotriene C4 hydrolysis
  3. phenylacetyl-CoA:glycine N-phenylacetyltransferase

  Catalysed by LTC4S, GLYATcytosolOne of 3 routes

• CHEBI:27540Reach 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 (hexanoic acid)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 35 moreextracellular space, cytosolOne of 6 routes

• elaidic acidReach 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 (elaidate)

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 37 moreextracellular space, cytosolOne of 17 routes

• 1-methylimidazole-4-acetaldehydeReach from here →
  1. transport of GSH and histamine (cytosol to extracellular)
  2. S-Adenosyl-L-methionine:histamine N-tele-methyltransferase
  3. N-methylhistamine:oxygen oxidoreductase (deaminating)

  Catalysed by SLCO1A2, SLCO1B3, HNMT, AOC2 and 4 moreextracellular space, cytosolOne of 2 routes

• all-cis-docosa-4,7,10,13,16,19-hexaenoic acidReach 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 12 routes

• 5-hydroxytryptophanReach from here →
  1. cystine to cysteine conversion
  2. transport of cysteine and tryptophan (cytosol to extracellular)
  3. L-Tryptophan, Tetrahydrobiopterin:Oxygen Oxidoreductase (5-Hydroxylating)

  Catalysed by SLC7A5, TPH1, TPH2cytosol, extracellular spaceOne of 2 routes

• 3-mercaptolactic acidReach from here →
  1. cystine to cysteine conversion
  2. L-Cysteine:2-oxoglutarate aminotransferase
  3. 3-Mercaptolactate:NAD+ oxidoreductase

  Catalysed by GOT2, GOT1, LDHB, LDHC and 2 morecytosol

• CHEBI:28701Reach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by SLCO1B1, ZDHHC11B, NAA10, ESCO2 and 32 moreextracellular space, cytosol, peroxisomeOne of 7 routes

• 17alpha-hydroxypregnenoloneReach from here →
  1. transport of acetylcholine and GSH (cytosol to extracellular)
  2. Acetylcholine aectylhydrolase
  3. cytochrome P450 (17alpha-hydroxypregnenolone)

  Catalysed by SLCO1A2, SLCO1B3, BCHE, ACHE and 1 moreextracellular space, cytosol, endoplasmic reticulum

• pyridoxine 5'-phosphateReach from here →
  1. glutathione gamma-glutamylaminopeptidase
  2. gamma-glutamyltransferase (alanine)
  3. L-selenocysteine selenide-lyase (L-alanine-forming)

  Catalysed by GGTLC3, GGT1, GGT5, GGTLC2 and 3 morecytosol

• 3-disulfanyl-L-alanineReach from here →
  1. Glutathione: 5-HPETE oxidoreductase
  2. cystine to cysteine conversion
  3. L-cystine thiocysteine-lyase (deaminating

  Catalysed by GPX5, GPX1, GPX2, GPX3 and 6 morecytosol

• Fe(3+)Reach from here →
  1. glutathione:dehydroascorbate oxidoreductase
  2. cytochrome b reductase (ascorbate)
  3. Fe(II):oxygen oxidoreductase

  Catalysed by CYBRD1, CP, FTH1, FXN and 2 morecytosol, extracellular spaceOne of 3 routes