prostaglandin H2

Three steps

• 13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of prostaglandin H2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. unspecific monooxygenase (arachidonate)

  Catalysed by SLCO1B1, CYP1A1, CYP1A2, CYP2E1 and 23 moreextracellular space, cytosolOne of 2 routes

• 13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of prostaglandin H2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by SLCO1B1, CYP2C9extracellular space, cytosol

• chenodeoxycholoyl-24-O-(beta-D-glucuronate)Reach from here →
  1. transport of prostaglandin H2 (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. chenodeoxycholate + UDP-alpha-D-glucuronate = chenodeoxycholoyl-24-O-(beta-D-glucuronate) + UDP

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, UGT2A2 and 1 moreextracellular space, cytosol

• acetoacetateReach from here →
  1. prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. transport of acetoacetate and pyruvate (cytosol to mitochondria)

  Catalysed by SLCO2A1, LDHA, LDHB, LDHC and 2 moreinner side of the membrane, outer side of the membrane, mitochondrial matrix, cytosolOne of 4 routes

• 16(R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of prostaglandin H2 (cytosol to extracellular)
  2. transport of arachidonate (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 prostaglandin H2 (cytosol to extracellular)
  2. glutathione gamma-glutamylaminopeptidase
  3. N-(4-oxoglutaryl)-L-cysteinylglycine + H2O = L-cysteinylglycine + 2-oxoglutarate

  Catalysed by SLCO2A1, GGTLC3, GGT1, GGT5 and 4 moreextracellular space, cytosol

• beta-D-glucosyl-(1->3)-O-chenodeoxycholateReach from here →
  1. transport of prostaglandin H2 (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

• L-cystine-bis-glycineReach from here →
  1. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  2. glutathione gamma-glutamylaminopeptidase
  3. 2 L-cysteinylglycine + [protein]-disulfide = L-cystine-bis-glycine + [protein]-dithiol

  Catalysed by SLCO2A1, GGTLC3, GGT1, GGT5 and 4 moreextracellular space, cytosol

• indoxyl sulfateReach from here →
  1. prostaglandin E synthase (prostaglandin H2)
  2. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  3. indoxyl sulfate(out) + a dicarboxylate(in) = indoxyl sulfate(in) + a dicarboxylate(out)

  Catalysed by PTGES, PTGES3, PTGES2, SLC22A6 and 1 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• 8-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of prostaglandin H2 (cytosol to extracellular)
  2. transport of arachidonate (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 prostaglandin H2 (cytosol to extracellular)
  2. transport of arachidonate (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

• (15S)-15-hydroperoxy-prostaglandin E2Reach from here →
  1. transport of prostaglandin H2 (cytosol to extracellular)
  2. transport of prostaglandin G2 (cytosol to extracellular)
  3. prostaglandin G2 = (15S)-15-hydroperoxy-prostaglandin E2

  Catalysed by SLCO1B1, PTGESextracellular space, cytosol

• cholineReach from here →
  1. transport of prostaglandin H2 (cytosol to extracellular)
  2. transport of acetylcholine (cytosol to extracellular)
  3. Acetylcholine aectylhydrolase

  Catalysed by SLCO1B1, SLCO1B3, BCHE, ACHEextracellular space, cytosolOne of 5 routes

• acetylpyruvateReach from here →
  1. prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. acetylpyruvate + H2O = acetate + pyruvate + H(+)

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

• all-trans-retinoic acidReach from here →
  1. prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. transport of pyruvate and retinoate (cytosol to extracellular)

  Catalysed by SLCO2A1, LDHA, LDHB, LDHC and 8 moreinner side of the membrane, outer side of the membrane, extracellular space, cytosolOne of 2 routes

• arachidonoyl-CoAReach from here →
  1. transport of prostaglandin H2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. Arachidonate:CoA ligase (AMP-forming)

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 5 moreextracellular space, cytosolOne of 3 routes

• CHEBI:15519Reach from here →
  1. transport of prostaglandin H2 (cytosol to extracellular)
  2. solute carrier organic anion transporter (cholate)
  3. Cholate:CoA ligase (AMP-forming)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, SLC27A2 and 1 moreextracellular space, cytosol, endoplasmic reticulum

• (S)-malateReach from here →
  1. prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. (S)-malate + NAD(+) = pyruvate + CO2 + NADH

  Catalysed by SLCO2A1, LDHA, LDHB, LDHC and 3 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• L-leucineReach from here →
  1. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and leucine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A9, SLC3A1extracellular space, cytosolOne of 3 routes

• 12(S)-HPETEReach from here →
  1. transport of prostaglandin H2 (cytosol to extracellular)
  2. transport of arachidonate (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 prostaglandin H2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. arachidonate:oxygen 15-oxidoreductase

  Catalysed by SLCO1B1, ALOX15B, ALOX15extracellular space, cytosolOne of 6 routes

• 5(S)-HPETEReach from here →
  1. transport of prostaglandin H2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. Arachidonate:oxygen 5-oxidoreductase

  Catalysed by SLCO1B1, ALOX5extracellular space, cytosol

• CHEBI:15699Reach from here →
  1. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and homoserine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A5extracellular space, cytosolOne of 3 routes

• formateReach from here →
  1. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  2. alcohol dehydrogenase (formaldehyde)
  3. S-formylglutathione + H2O = formate + glutathione + H(+)

  Catalysed by SLCO2A1, ADH1C, ADH1A, ADH5 and 4 moreextracellular space, cytosol

• CHEBI:15971Reach from here →
  1. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and histidine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A6extracellular space, cytosolOne of 2 routes

• (R)-lactateReach from here →
  1. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  2. (R)-S-Lactoylglutathione methylglyoxal-lyase (isomerizing)
  3. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)

  Catalysed by SLCO2A1, GLO1, GLOD4, HAGHextracellular space, cytosol

• octan-1-olReach from here →
  1. transport of prostaglandin H2 (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. octyl beta-D-glucose + chenodeoxycholate = beta-D-glucosyl-(1->3)-O-chenodeoxycholate + octan-1-ol

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, GBA2extracellular space, cytosol

• sulfateReach from here →
  1. prostaglandin E synthase (prostaglandin H2)
  2. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  3. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)

  Catalysed by PTGES, PTGES3, PTGES2, SLC22A6 and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 9 routes

• ureaReach from here →
  1. prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)
  2. urate(out) + (S)-lactate(in) = urate(in) + (S)-lactate(out)
  3. Peroxidase

  Catalysed by SLCO2A1, SLC22A12, SLC22A13, MPOinner side of the membrane, outer side of the membrane, nucleusOne of 3 routes

• 2-methyl-3-oxopropanoic acidReach from here →
  1. prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase

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

• L-cystineReach from here →
  1. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  2. Glutathione: 5-HPETE oxidoreductase
  3. cystine to cysteine conversion

  Catalysed by SLCO2A1, GPX5, GPX1, GPX2 and 6 moreextracellular space, cytosolOne of 5 routes

• (R)-carnitineReach from here →
  1. prostaglandin E synthase (prostaglandin H2)
  2. prostaglandin E2(out) + glutarate(in) = prostaglandin E2(in) + glutarate(out)
  3. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)

  Catalysed by PTGES, PTGES3, PTGES2, SLC22A8cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• L-citrullineReach from here →
  1. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of citrulline and cysteine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A6extracellular space, cytosolOne of 2 routes

• iodideReach from here →
  1. transport of prostaglandin H2 (cytosol to extracellular)
  2. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  3. 3,3',5-triiodo-L-thyronine,iodide:acceptor oxidoreductase (iodinating)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, DIO1 and 1 moreextracellular space, cytosolOne of 9 routes

• L-valineReach from here →
  1. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and valine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A5extracellular space, cytosolOne of 3 routes

• oxaloacetateReach from here →
  1. prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. Pyruvate:carbon-dioxide ligase (ADP-forming)

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

• L-arginineReach from here →
  1. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of arginine and cysteine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A6extracellular space, cytosolOne of 5 routes

• protein polypeptide chainReach from here →
  1. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. PROTEIN_BS

  Catalysed by SLCO2A1extracellular space, cytosol

• taurochenodeoxycholate 3-sulfateReach from here →
  1. transport of prostaglandin H2 (cytosol to extracellular)
  2. solute carrier organic anion transporter (S-glutathionyl-2-4-dinitrobenzene)
  3. taurochenodeoxycholate + 3'-phosphoadenylyl sulfate = taurochenodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLCO1B1, SLCO1A2, SLC7A9, SLCO1B3 and 1 moreextracellular space, cytosol

• dopamine quinoneReach from here →
  1. transport of prostaglandin H2 (cytosol to extracellular)
  2. transport of dopamine (cytosol to extracellular)
  3. Peroxidase

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, MPOextracellular space, cytosol, lysosomeOne of 4 routes

• 2-oxobutanoateReach from here →
  1. prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. 2-oxobutanoate + L-alanine = (2S)-2-aminobutanoate + pyruvate

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

• 2-oxoglutaramateReach from here →
  1. prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. L-Glutamine:pyruvate aminotransferase

  Catalysed by SLCO2A1, LDHA, LDHB, LDHC and 3 moreinner side of the membrane, outer side of the membrane, cytosolOne of 2 routes

• formaldehydeReach from here →
  1. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  2. alcohol dehydrogenase (formaldehyde)
  3. alcohol dehydrogenase (formaldehyde)

  Catalysed by SLCO2A1, ADH1C, ADH1A, ADH5 and 3 moreextracellular space, cytosol

• 3-fumarylpyruvateReach from here →
  1. prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. 3-fumarylpyruvate + H2O = fumarate + pyruvate + H(+)

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

• CHEBI:16857Reach from here →
  1. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and threonine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A5extracellular space, cytosolOne of 4 routes

• (R)-3-hydroxybutyric acidReach from here →
  1. prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. transport of (R)-3-hydroxybutanoate and pyruvate (cytosol to extracellular)

  Catalysed by SLCO2A1, LDHA, LDHB, LDHC and 8 moreinner side of the membrane, outer side of the membrane, extracellular space, cytosolOne of 2 routes

• (R)-lactaldehydeReach from here →
  1. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  2. (R)-S-Lactoylglutathione methylglyoxal-lyase (isomerizing)
  3. (R)-Lactaldehyde:NAD+ oxidoreductase (glutathione-formylating)

  Catalysed by SLCO2A1, GLO1, GLOD4, ADH1C and 6 moreextracellular space, cytosol

• 3-hydroxypyruvateReach from here →
  1. prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. L-serine + pyruvate = 3-hydroxypyruvate + L-alanine

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

• L-isoleucineReach from here →
  1. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and isoleucine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A5extracellular space, cytosolOne of 4 routes

• CHEBI:17203Reach from here →
  1. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and proline (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A5extracellular space, cytosolOne of 3 routes