(5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate

Three steps

• L-alanineReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  2. cystine to cysteine conversion
  3. Transport of L-Cystine (L-Alanine antiport) by B0, +At Transporter

  Catalysed by PTGES, MGST3, GPX1, GPX2 and 4 morecytosol, extracellular space

• taurolithocholate 3-sulfateReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = leukotriene A4 + H2O
  2. transport of leukotriene A4 (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by ALOX5, SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• 5-oxo-L-prolineReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. glutathione = L-cysteinylglycine + 5-oxo-L-proline

  Catalysed by PTGES, MGST3, GPX1, GPX2 and 5 more

• histamineReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = leukotriene A4 + H2O
  2. transport of leukotriene A4 (cytosol to extracellular)
  3. transport of histamine (cytosol to extracellular)

  Catalysed by ALOX5, SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• L-thyroxineReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = leukotriene A4 + H2O
  2. transport of leukotriene A4 (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by ALOX5, SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• S-sulfanylglutathioneReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = leukotriene A4 + H2O
  2. transport of GSH and leukotriene A4 (cytosol to extracellular)
  3. Sulfide:glutathione,quinone oxidoreductase

  Catalysed by ALOX5, SLCO2A1, SQORextracellular space, cytosol, mitochondrial matrixOne of 6 routes

• dopamineReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = leukotriene A4 + H2O
  2. transport of leukotriene A4 (cytosol to extracellular)
  3. transport of dopamine (cytosol to extracellular)

  Catalysed by ALOX5, SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• glycolithocholate 3-sulfateReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = leukotriene A4 + H2O
  2. transport of leukotriene A4 (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by ALOX5, SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• a 2,3-dehydroacyl-CoAReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  2. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,11R)-dihydroxy-(6E,8Z,12E,14Z)-eicosatetraenoate + A + H2O
  3. a 2,3-saturated acyl-CoA + A = a 2,3-dehydroacyl-CoA + AH2

  Catalysed by PTGES, MGST3, GPX1, GPX2 and 4 more

• estrone 3-sulfateReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = leukotriene A4 + H2O
  2. transport of leukotriene A4 (cytosol to extracellular)
  3. transport of estrone 3-sulfate (cytosol to extracellular)

  Catalysed by ALOX5, SLCO1B1extracellular space, cytosolOne of 2 routes

• prostaglandin E2Reach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = leukotriene A4 + H2O
  2. transport of leukotriene A4 (cytosol to extracellular)
  3. transport of prostaglandin E2 (cytosol to extracellular)

  Catalysed by ALOX5, SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• L-cysteinylglycineReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = leukotriene A4 + H2O
  2. transport of GSH and leukotriene A4 (cytosol to extracellular)
  3. glutathione gamma-glutamylaminopeptidase

  Catalysed by ALOX5, SLCO2A1, GGTLC3, GGT1 and 4 moreextracellular space, cytosolOne of 6 routes

• Fe(II)-heme aReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  2. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,11R)-dihydroxy-(6E,8Z,12E,14Z)-eicosatetraenoate + A + H2O
  3. Fe(II)-heme o + 2 A + H2O = Fe(II)-heme a + 2 AH2

  Catalysed by PTGES, MGST3, GPX1, GPX2 and 4 more

• leukotriene D4Reach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = leukotriene A4 + H2O
  2. leukotriene C4 synthase (GSH)
  3. leukotriene C4 + H2O = leukotriene D4 + L-glutamate

  Catalysed by ALOX5, LTC4S, GGT1, GGT5cytosol

• ubiquinol-10Reach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. ubiquinone-10 + hydrogen sulfide + glutathione + H(+) = S-sulfanylglutathione + ubiquinol-10

  Catalysed by PTGES, MGST3, GPX1, GPX2 and 4 more

• Mo-molybdopterinReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  2. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,11R)-dihydroxy-(6E,8Z,12E,14Z)-eicosatetraenoate + A + H2O
  3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O

  Catalysed by PTGES, MGST3, GPX1, GPX2 and 4 more

• (R)-noradrenalineReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = leukotriene A4 + H2O
  2. transport of leukotriene A4 (cytosol to extracellular)
  3. transport of noradrenaline (cytosol to extracellular)

  Catalysed by ALOX5, SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• 20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = leukotriene A4 + H2O
  2. transport of leukotriene A4 (cytosol to extracellular)
  3. Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.5

  Catalysed by ALOX5, SLCO1B1extracellular space, cytosolOne of 4 routes

• (9S)-hydroxy-(10E,12Z)-octadecadienoateReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. (9S)-hydroperoxy-(10E,12Z)-octadecadienoate + 2 glutathione = (9S)-hydroxy-(10E,12Z)-octadecadienoate + glutathione disulfide + H2O

  Catalysed by PTGES, MGST3, GPX1, GPX2 and 3 more

• ursodeoxycholateReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = leukotriene A4 + H2O
  2. transport of leukotriene A4 (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by ALOX5, SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• prostaglandin G2Reach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = leukotriene A4 + H2O
  2. transport of leukotriene A4 (cytosol to extracellular)
  3. transport of prostaglandin G2 (cytosol to extracellular)

  Catalysed by ALOX5, SLCO1B1extracellular space, cytosolOne of 4 routes

• glycodeoxycholateReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)

  Catalysed by PTGES, MGST3, GPX1, GPX2 and 4 moreinner side of the membrane, outer side of the membrane

• (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + 2 glutathione = (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + glutathione disulfide + H2O

  Catalysed by PTGES, MGST3, GPX1, GPX2 and 3 more

• (12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + 2 glutathione = (12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + glutathione disulfide + H2O

  Catalysed by PTGES, MGST3, GPX1, GPX2 and 3 more

• thromboxane B2Reach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = leukotriene A4 + H2O
  2. transport of leukotriene A4 (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by ALOX5, SLCO1B1extracellular space, cytosolOne of 4 routes

• an S-substituted glutathioneReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. RX + glutathione = an S-substituted glutathione + a halide anion + H(+)

  Catalysed by PTGES, MGST3, GPX1, GPX2 and 25 moreOne of 2 routes

• (13S)-hydroxy-(9Z,11E)-octadecadienoateReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
  3. (13S)-hydroperoxy-(9Z,11E)-octadecadienoate + 2 glutathione = (13S)-hydroxy-(9Z,11E)-octadecadienoate + glutathione disulfide + H2O

  Catalysed by PTGES, MGST3, GPX1, GPX2 and 4 more

• taurochenodeoxycholateReach from here →
  1. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = leukotriene A4 + H2O
  2. transport of leukotriene A4 (cytosol to extracellular)
  3. solute carrier organic anion transporter (S-glutathionyl-2-4-dinitrobenzene)

  Catalysed by ALOX5, SLCO1B1, SLCO1A2, SLC7A9 and 1 moreextracellular space, cytosolOne of 5 routes