prostaglandin E2

Three steps

• methylarsonateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. Glutathione: 5-HPETE oxidoreductase
  3. methylarsonate + 2 glutathione + H(+) = methylarsonous acid + glutathione disulfide + H2O

  Catalysed by SLCO1A2, SLCO1B3, GPX5, GPX1 and 9 moreextracellular space, cytosol

• thiosulfateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. Glutathione: 5-HPETE oxidoreductase
  3. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)

  Catalysed by SLCO1A2, SLCO1B3, GPX5, GPX1 and 8 moreextracellular space, cytosolOne of 4 routes

• di-mu-sulfido-diiron(2+)Reach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. De novo synthesis of 2Fe2S

  Catalysed by SLCO1A2, SLCO1B3, NDUFAB1, FDXR and 5 moreextracellular space, cytosol, mitochondrial matrix

• D-serineReach from here →
  1. prostaglandin E2(out) + 2 (S)-lactate(in) = prostaglandin E2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. D-serine = pyruvate + NH4(+)

  Catalysed by SLCO2A1, LDHA, LDHB, LDHC and 3 moreinner side of the membrane, outer side of the membrane

• fatty acidReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (10Z)-heptadecenoic acid formation

  Catalysed by SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• CHEBI:37946Reach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. aryl sulfotransferase (dopamine)

  Catalysed by SLCO1A2, SLCO1B3, SULT1A3, SULT1A4 and 2 moreextracellular space, cytosol

• (R)-lactic acidReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. (R)-S-Lactoylglutathione methylglyoxal-lyase (isomerizing)
  3. (R)-S-Lactoylglutathione hydrolase

  Catalysed by SLCO1A2, SLCO1B3, GLO1, GLOD4 and 2 moreextracellular space, cytosolOne of 3 routes

• (3S)-3-hydroxy-3-methylglutaryl-CoAReach from here →
  1. prostaglandin E2(out) + glutarate(in) = prostaglandin E2(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. 3-hydroxy-3-methylglutarate + glutaryl-CoA = (3S)-3-hydroxy-3-methylglutaryl-CoA + glutarate

  Catalysed by SLC22A8, SUGCTinner side of the membrane, outer side of the membraneOne of 3 routes

• (6R)-L-erythro-6,7-dihydrobiopterinReach from here →
  1. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  2. (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin(out) + a dicarboxylate(in) = (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin(in) + a dicarboxylate(out)
  3. 1-O-(1,2-saturated-alkyl)-sn-glycerol + (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + O2 = a 1-(1-hydroxyalkyl)-sn-glycerol + (6R)-L-erythro-6,7-dihydrobiopterin + H2O

  Catalysed by SLC22A6, SLC22A8, AGMOinner side of the membrane, outer side of the membrane

• 2-iminopropanoateReach from here →
  1. prostaglandin E2(out) + 2 (S)-lactate(in) = prostaglandin E2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. 2-iminopropanoate + H2O = pyruvate + NH4(+)

  Catalysed by SLCO2A1, LDHA, LDHB, LDHC and 3 moreinner side of the membrane, outer side of the membrane

• phosphoenolpyruvic acidReach from here →
  1. prostaglandin E2(out) + 2 (S)-lactate(in) = prostaglandin E2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. pyruvate kinase (dTDP)

  Catalysed by SLCO2A1, LDHA, LDHB, LDHC and 4 moreinner side of the membrane, outer side of the membrane, cytosol

• N-acetyl-beta-neuraminic acidReach from here →
  1. prostaglandin E2(out) + 2 (S)-lactate(in) = prostaglandin E2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. N-Acetylneuraminate pyruvate-lyase (N-acetyl-D-mannosamine-forming)

  Catalysed by SLCO2A1, LDHA, LDHB, LDHC and 3 moreinner side of the membrane, outer side of the membrane, cytosol

• L-ornithineReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and ornithine (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC7A6extracellular space, cytosolOne of 2 routes

• N-methylserotoninReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:amine N-methyltransferase

  Catalysed by SLCO1A2, SLCO1B3, INMTextracellular space, cytosol

• (5-hydroxyindol-3-yl)acetaldehydeReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. 5-Hydroxytryptamine:oxygen oxidoreductase(deaminating)(flavin-containing)

  Catalysed by SLCO1A2, SLCO1B3, MAOA, MAOBextracellular space, cytosolOne of 2 routes

• 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerolReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. fatty acid amide hydrolase (2-arachidonoylglycerol)

  Catalysed by SLCO1A2, SLCO1B3, FAAHextracellular space, cytosol

• O-propanoyl-(R)-carnitineReach from here →
  1. prostaglandin E2(out) + glutarate(in) = prostaglandin E2(in) + glutarate(out)
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. propanoyl-CoA + (R)-carnitine = O-propanoyl-(R)-carnitine + CoA

  Catalysed by SLC22A8, CRATinner side of the membrane, outer side of the membraneOne of 3 routes

• 3,3',5'-triiodo-L-thyronineReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of GSH and thyroxine (cytosol to extracellular)
  3. 3,3',5'-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2

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

• a 3-acylpyruvateReach from here →
  1. prostaglandin E2(out) + 2 (S)-lactate(in) = prostaglandin E2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. a 3-acylpyruvate + H2O = a carboxylate + pyruvate + H(+)

  Catalysed by SLCO2A1, LDHA, LDHB, LDHC and 3 moreinner side of the membrane, outer side of the membrane

• succinyl-CoAReach from here →
  1. prostaglandin E2(out) + glutarate(in) = prostaglandin E2(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. glutarate + succinyl-CoA = glutaryl-CoA + succinate

  Catalysed by SLC22A8, SUGCTinner side of the membrane, outer side of the membrane

• glycineReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. leukotriene C4 synthase (GSH)
  3. leukotriene C4 hydrolysis

  Catalysed by SLCO1A2, SLCO1B3, LTC4Sextracellular space, cytosolOne of 12 routes

• (2E)-butenoyl-CoAReach from here →
  1. prostaglandin E2(out) + glutarate(in) = prostaglandin E2(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. glutaryl-CoA:electron-transfer flavoprotein 2,3-oxidoreductase (decarboxylating)

  Catalysed by SLC22A8, SUGCT, GCDHinner side of the membrane, outer side of the membrane, mitochondrial matrixOne of 2 routes

• (2E)-glutaconyl-CoAReach from here →
  1. prostaglandin E2(out) + glutarate(in) = prostaglandin E2(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. glutaryl-CoA + O2 = (2E)-glutaconyl-CoA + H2O2

  Catalysed by SLC22A8, SUGCT, ACOX1inner side of the membrane, outer side of the membrane

• (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  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 SLCO1A2, SLCO1B3, SLC27A2, ACSL4 and 9 moreextracellular space, cytosol

• benzoyl-CoAReach from here →
  1. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  2. N-benzoylglycine(out) + a dicarboxylate(in) = N-benzoylglycine(in) + a dicarboxylate(out)
  3. benzoyl-CoA + glycine = N-benzoylglycine + CoA + H(+)

  Catalysed by SLC22A6, SLC22A8, GLYATinner side of the membrane, outer side of the membrane

• choloyl-CoAReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. solute carrier organic anion transporter (cholate)
  3. cholate + ATP + CoA = choloyl-CoA + AMP + diphosphate

  Catalysed by SLCO1A2, SLCO1B3, SLC27A5extracellular space, cytosol

• itaconyl-CoAReach from here →
  1. prostaglandin E2(out) + glutarate(in) = prostaglandin E2(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. itaconate + glutaryl-CoA = itaconyl-CoA + glutarate

  Catalysed by SLC22A8, SUGCTinner side of the membrane, outer side of the membraneOne of 5 routes

• 15-oxoprostaglandin E1Reach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  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 SLCO1A2, SLCO1B3, SLCO2A1, CBR3 and 2 moreextracellular space, cytosolOne of 3 routes

• 15-oxoprostaglandin D2Reach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of GSH and prostaglandin D2 (cytosol to extracellular)
  3. 15-dehydro-prostaglandin D2 reduction

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1extracellular space, cytosolOne of 2 routes

• 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. Glutathione: 15-HPETE oxidoreductase
  3. (15S)-15-Hydroxy-5,8,11-cis-13-trans-icosatetraenoate:NADP+ 15-oxidoreductase

  Catalysed by SLCO1A2, SLCO1B3, GPX5, GPX1 and 7 moreextracellular space, cytosolOne of 3 routes

• (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  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 SLCO1A2, SLCO1B3, ALOX5, ALOX15 and 1 moreextracellular space, cytosol

• (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  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 SLCO1A2, SLCO1B3, ALOX15B, ALOX15 and 1 moreextracellular space, cytosol

• (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  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 SLCO1A2, SLCO1B3, ALOX5extracellular space, cytosol

• L-dopaReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. L-dopa + H(+) = dopamine + CO2

  Catalysed by SLCO1A2, SLCO1B3, DDCextracellular space, cytosolOne of 2 routes

• O-acetyl-(R)-carnitineReach from here →
  1. prostaglandin E2(out) + glutarate(in) = prostaglandin E2(in) + glutarate(out)
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. (R)-carnitine + acetyl-CoA = O-acetyl-(R)-carnitine + CoA

  Catalysed by SLC22A8, CRATinner side of the membrane, outer side of the membraneOne of 3 routes

• L-histidineReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of GSH and histamine (cytosol to extracellular)
  3. L-histidine + H(+) = histamine + CO2

  Catalysed by SLCO1A2, SLCO1B3, HDCextracellular space, cytosol

• 2-oxo-3-sulfanylpropanoateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. L-Cysteine:2-oxoglutarate aminotransferase

  Catalysed by SLCO1A2, SLCO1B3, GOT2, GOT1extracellular space, cytosolOne of 4 routes

• 2-methyl-3-oxopropanoateReach from here →
  1. prostaglandin E2(out) + 2 (S)-lactate(in) = prostaglandin E2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. (R)-3-amino-2-methylpropanoate + pyruvate = 2-methyl-3-oxopropanoate + L-alanine

  Catalysed by SLCO2A1, LDHA, LDHB, LDHC and 3 moreinner side of the membrane, outer side of the membrane

• L-methionineReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and methionine (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC7A5extracellular space, cytosolOne of 9 routes

• N-sulfo-D-glucosamineReach from here →
  1. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  2. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)
  3. N-sulfo-D-glucosamine + H2O = D-glucosamine + sulfate

  Catalysed by SLC22A6, SLC25A35, SLC25A34, SGSHinner side of the membrane, outer side of the membrane

• L-tryptophanReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and tryptophan (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC7A5extracellular space, cytosolOne of 4 routes

• glutathioneReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. Glutathione: 5-HPETE oxidoreductase
  3. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)

  Catalysed by SLCO1A2, SLCO1B3, GPX5, GPX1 and 8 moreextracellular space, cytosolOne of 17 routes

• L-alanineReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. glutathione gamma-glutamylaminopeptidase
  3. gamma-glutamyltransferase (alanine)

  Catalysed by SLCO1A2, SLCO1B3, GGTLC3, GGT1 and 4 moreextracellular space, cytosolOne of 34 routes

• L-asparagineReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of asparagine and cysteine (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC7A5extracellular space, cytosolOne of 4 routes

• L-phenylalanineReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and phenylalanine (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC7A5extracellular space, cytosolOne of 7 routes

• L,L-cystathionineReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. Formation of Homocystine
  3. L-serine hydro-lyase (adding homocysteine

  Catalysed by SLCO1A2, SLCO1B3, CBSextracellular space, cytosol

• gamma-L-glutamyl-L-cysteineReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. L-glutamate:L-cysteine gamma-ligase (ADP-forming)

  Catalysed by SLCO1A2, SLCO1B3, GCLC, GCLMextracellular space, cytosolOne of 2 routes

• adenosine 5'-phosphosulfateReach from here →
  1. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  2. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)
  3. ATP:sulfate adenylyltransferase

  Catalysed by SLC22A6, SLC25A35, SLC25A34, PAPSS1 and 1 moreinner side of the membrane, outer side of the membrane, cytosolOne of 4 routes

• L-tyrosineReach from here →
  1. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  2. (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin(out) + a dicarboxylate(in) = (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin(in) + a dicarboxylate(out)
  3. (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + L-phenylalanine + O2 = (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin + L-tyrosine

  Catalysed by SLC22A6, SLC22A8, PAHinner side of the membrane, outer side of the membrane

• S-sulfanyl-L-cysteineReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. 2 L-cysteine = S-sulfanyl-L-cysteine + L-alanine

  Catalysed by SLCO1A2, SLCO1B3, CARS2extracellular space, cytosol