(R)-S-lactoylglutathione

Three steps

• AReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of GSH and thyroxine (cytosol to extracellular)
  3. 3,3',5'-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2

  Catalysed by HAGH, HAGHL, SLCO1A2, SLCO1B3 and 2 morecytosol, extracellular spaceOne of 11 routes

• (14S,15R)-epoxy-(5Z,8Z,11Z)-eicosatrienoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (14S,15R)-epoxy-(5Z,8Z,11Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by HAGH, HAGHL, CYP1A1, CYP1A2 and 6 morecytosol, extracellular space

• (14R,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (14R,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by HAGH, HAGHL, CYP1A1, CYP1A2 and 6 morecytosol, extracellular space

• (11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by HAGH, HAGHL, CYP2C8, CYP2C9 and 3 morecytosol, extracellular space

• (11R,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (11R,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by HAGH, HAGHL, CYP1A1, CYP2C8 and 5 morecytosol, extracellular space

• (8S,9R)-epoxy-(5Z,11Z,14Z)-eicosatrienoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (8S,9R)-epoxy-(5Z,11Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by HAGH, HAGHL, CYP2C9, CYP2J2cytosol, extracellular space

• (8R,9S)-epoxy-(5Z,11Z,14Z)-eicosatrienoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (8R,9S)-epoxy-(5Z,11Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by HAGH, HAGHL, CYP1A1, CYP2D6 and 4 morecytosol, extracellular space

• 5,6-epoxy-(8Z,11Z,14Z)-eicosatrienoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. unspecific monooxygenase (arachidonate)

  Catalysed by HAGH, HAGHL, CYP1A1, CYP1A2 and 24 morecytosol, extracellular spaceOne of 4 routes

• 17-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. unspecific monooxygenase (arachidonate)

  Catalysed by HAGH, HAGHL, CYP1A1, CYP1A2 and 24 morecytosol, extracellular spaceOne of 2 routes

• 16-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 16-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by HAGH, HAGHL, CYP1A1cytosol, extracellular space

• a quinoneReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. a quinone + hydrogen sulfide + glutathione + H(+) = S-sulfanylglutathione + a quinol
  3. a quinol + 2 Fe(III)-[cytochrome c](out) = a quinone + 2 Fe(II)-[cytochrome c](out) + 2 H(+)(out)

  Catalysed by HAGH, SQOR, CYC1, UQCRFS1outer side of the membraneOne of 6 routes

• 10-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 10-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by HAGH, HAGHL, CYP3A4, CYP2C9cytosol, extracellular space

• prostaglandin J2Reach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of GSH and prostaglandin D2 (cytosol to extracellular)
  3. prostaglandin J2 hydrolysis

  Catalysed by HAGH, HAGHL, SLCO2A1cytosol, extracellular spaceOne of 2 routes

• 15-oxoprostaglandin F2alphaReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  3. 15-keto-prostaglandin F2alpha reduction

  Catalysed by HAGH, HAGHL, SLCO2A1cytosol, extracellular spaceOne of 4 routes

• dopamine 3-O-sulfateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. dopamine + 3'-phosphoadenylyl sulfate = dopamine 3-O-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by HAGH, HAGHL, SLCO1A2, SLCO1B3 and 4 morecytosol, extracellular space

• dopamine 4-O-sulfateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. Dopamine 4-O-Sulfotransferase

  Catalysed by HAGH, HAGHL, SLCO1A2, SLCO1B3 and 2 morecytosol, extracellular spaceOne of 2 routes

• epsilon-(gamma-L-glutamyl)-L-lysineReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. glutathione = L-cysteinylglycine + 5-oxo-L-proline
  3. epsilon-(gamma-L-glutamyl)-L-lysine = 5-oxo-L-proline + L-lysine

  Catalysed by HAGH, CHAC2, CHAC1, GGACT

• (8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoate

  Catalysed by HAGH, HAGHL, ALOX15cytosol, extracellular space

• (14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoate

  Catalysed by HAGH, HAGHL, ALOX15cytosol, extracellular space

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanineReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O

  Catalysed by HAGH, HAGHL, PM20D1cytosol, extracellular space

• 7-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. unspecific monooxygenase (arachidonate)

  Catalysed by HAGH, HAGHL, CYP1A1, CYP1A2 and 24 morecytosol, extracellular spaceOne of 2 routes

• 13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. unspecific monooxygenase (arachidonate)

  Catalysed by HAGH, HAGHL, CYP1A1, CYP1A2 and 24 morecytosol, extracellular spaceOne of 2 routes

• 13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (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 HAGH, HAGHL, CYP2C9cytosol, extracellular space

• acetoacetateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. (R)-Lactate:ferricytochrome-c 2-oxidoreductase
  3. transport of acetoacetate and pyruvate (cytosol to mitochondria)

  Catalysed by HAGH, HAGHL, LDHDcytosol, mitochondrial matrixOne of 4 routes

• 16(R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. unspecific monooxygenase (arachidonate)

  Catalysed by HAGH, HAGHL, CYP1A1, CYP1A2 and 24 morecytosol, extracellular space

• (5S)-hydroxy-(15S)-hydroperoxy-(6E,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  3. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + O2 = (5S)-hydroxy-(15S)-hydroperoxy-(6E,8Z,11Z,13E)-eicosatetraenoate

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

• N-(4-oxoglutaryl)-L-cysteinylglycineReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. glutathione gamma-glutamylaminopeptidase
  3. N-(4-oxoglutaryl)-L-cysteinylglycine + H2O = L-cysteinylglycine + 2-oxoglutarate

  Catalysed by HAGH, HAGHL, GGTLC3, GGT1 and 5 morecytosol

• an organic moleculeReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. a hydroperoxide + 2 glutathione = an alcohol + glutathione disulfide + H2O
  3. an organic molecule + reduced [NADPH--hemoprotein reductase] + O2 = an alcohol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by HAGH, CP, PRDX6, CYP2D7 and 24 more

• N-octanoyl-(2S)-hydroxyglycineReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. L-dehydroascorbate + 2 glutathione = glutathione disulfide + L-ascorbate
  3. N-octanoylglycine + 2 L-ascorbate + O2 = N-octanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by HAGH, CLIC1, GSTO1, GSTO2 and 1 more

• N-decanoyl-(2S)-hydroxyglycineReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. L-dehydroascorbate + 2 glutathione = glutathione disulfide + L-ascorbate
  3. N-decanoylglycine + 2 L-ascorbate + O2 = N-decanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by HAGH, CLIC1, GSTO1, GSTO2 and 1 more

• N-dodecanoyl-(2S)-hydroxyglycineReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. L-dehydroascorbate + 2 glutathione = glutathione disulfide + L-ascorbate
  3. N-dodecanoylglycine + 2 L-ascorbate + O2 = N-dodecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by HAGH, CLIC1, GSTO1, GSTO2 and 1 more

• N-tetradecanoyl-(2S)-hydroxyglycineReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. L-dehydroascorbate + 2 glutathione = glutathione disulfide + L-ascorbate
  3. N-tetradecanoylglycine + 2 L-ascorbate + O2 = N-tetradecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by HAGH, CLIC1, GSTO1, GSTO2 and 1 more

• N-(9Z-octadecenoyl)-(2S)-hydroxyglycineReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. L-dehydroascorbate + 2 glutathione = glutathione disulfide + L-ascorbate
  3. N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by HAGH, CLIC1, GSTO1, GSTO2 and 1 more

• N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycineReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. L-dehydroascorbate + 2 glutathione = glutathione disulfide + L-ascorbate
  3. N-(9Z,12Z,15Z)-octadecatrienoylglycine + 2 L-ascorbate + O2 = N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by HAGH, CLIC1, GSTO1, GSTO2 and 1 more

• an S-substituted L-cysteinylglycineReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. RX + glutathione = an S-substituted glutathione + a halide anion + H(+)
  3. an S-substituted glutathione + H2O = an S-substituted L-cysteinylglycine + L-glutamate

  Catalysed by HAGH, GSTT4, GSTA4, GSTZ1 and 25 more

• L-cystine-bis-glycineReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. glutathione gamma-glutamylaminopeptidase
  3. 2 L-cysteinylglycine + [protein]-disulfide = L-cystine-bis-glycine + [protein]-dithiol

  Catalysed by HAGH, HAGHL, GGTLC3, GGT1 and 5 morecytosol

• (5S)-hydroperoxy-(12S)-hydroxy-(6E,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + 2 glutathione = (12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + glutathione disulfide + H2O
  3. (12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + O2 = (5S)-hydroperoxy-(12S)-hydroxy-(6E,8Z,10E,14Z)-eicosatetraenoate

  Catalysed by HAGH, GPX1, GPX4, ALOX5

• 8-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. arachidonate to 8-peroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate conversion

  Catalysed by HAGH, HAGHLcytosol, extracellular spaceOne of 2 routes

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serineReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-serine

  Catalysed by HAGH, HAGHL, FAAH, PM20D1cytosol, extracellular space

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

  Catalysed by HAGH, HAGHL, SLCO2A1, PTGEScytosol, extracellular space

• cholineReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of acetylcholine and GSH (cytosol to extracellular)
  3. Acetylcholine aectylhydrolase

  Catalysed by HAGH, HAGHL, SLCO1A2, SLCO1B3 and 2 morecytosol, extracellular spaceOne of 5 routes

• acetylpyruvateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. (R)-Lactate:ferricytochrome-c 2-oxidoreductase
  3. acetylpyruvate + H2O = acetate + pyruvate + H(+)

  Catalysed by HAGH, HAGHL, LDHD, FAHD1cytosol, mitochondrial matrix

• all-trans-retinoic acidReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. (R)-Lactate:ferricytochrome-c 2-oxidoreductase
  3. transport of pyruvate and retinoate (cytosol to extracellular)

  Catalysed by HAGH, HAGHL, LDHD, SLC16A4 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 2 routes

• arachidonoyl-CoAReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. Arachidonate:CoA ligase (AMP-forming)

  Catalysed by HAGH, HAGHL, SLC27A2, ACSL4 and 6 morecytosol, extracellular spaceOne of 3 routes

• CHEBI:15519Reach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. solute carrier organic anion transporter (cholate)
  3. Cholate:CoA ligase (AMP-forming)

  Catalysed by HAGH, HAGHL, SLCO1A2, SLCO1B3 and 2 morecytosol, extracellular space, endoplasmic reticulum

• (S)-malateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. (R)-Lactate:ferricytochrome-c 2-oxidoreductase
  3. (S)-malate + NAD(+) = pyruvate + CO2 + NADH

  Catalysed by HAGH, HAGHL, LDHD, ME2cytosol, mitochondrial matrixOne of 4 routes

• L-leucineReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. cystine to cysteine conversion
  3. transport of cysteine and leucine (cytosol to extracellular)

  Catalysed by HAGH, HAGHL, SLC7A9, SLC3A1cytosol, extracellular spaceOne of 3 routes

• 12(S)-HPETEReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. arachidonate:oxygen 12-oxidoreductase

  Catalysed by HAGH, HAGHL, ALOX12cytosol, extracellular spaceOne of 4 routes

• 15(S)-HPETEReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. Glutathione: 5-HPETE oxidoreductase
  3. Glutathione: 15-HPETE oxidoreductase

  Catalysed by HAGH, HAGHL, GPX5, GPX1 and 7 morecytosolOne of 7 routes

• 5(S)-HPETEReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. Arachidonate:oxygen 5-oxidoreductase

  Catalysed by HAGH, HAGHL, ALOX5cytosol, extracellular space