(R)-S-lactoylglutathione

Three steps

• 5-(3,3-dimethylguanidino)-2-oxopentanoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. (R)-Lactate:ferricytochrome-c 2-oxidoreductase
  3. N(omega),N(omega)-dimethyl-L-arginine + pyruvate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by HAGH, HAGHL, LDHD, AGXT2cytosol, mitochondrial matrix

• 5-(3,3'-dimethylguanidino)-2-oxopentanoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. (R)-Lactate:ferricytochrome-c 2-oxidoreductase
  3. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by HAGH, HAGHL, LDHD, AGXT2cytosol, mitochondrial matrix

• 5-(3-methylguanidino)-2-oxopentanoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. (R)-Lactate:ferricytochrome-c 2-oxidoreductase
  3. N(omega)-methyl-L-arginine + pyruvate = 5-(3-methylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by HAGH, HAGHL, LDHD, AGXT2cytosol, mitochondrial matrix

• 5,6,7,8-tetrahydrofolic acidReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. Formation of Homocystine
  3. 5-methyltetrahydrofolate:L-homocysteine S-methyltransferase

  Catalysed by HAGH, HAGHL, MTRcytosol

• S-disulfanyl-L-cysteineReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. cystine to cysteine conversion
  3. S-sulfanyl-L-cysteine + L-cysteine = S-disulfanyl-L-cysteine + L-alanine

  Catalysed by HAGH, HAGHL, CARS2cytosol

• O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + UDP-alpha-D-glucuronate = O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronate + UDP

  Catalysed by HAGH, HAGHL, UGT1A9, UGT2B7 and 4 morecytosol, extracellular space

• 20-O-(beta-D-glucuronosyl)-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.2
  3. 20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + UDP-alpha-D-glucuronate = 20-O-(beta-D-glucuronosyl)-(5Z,8Z,11Z,14Z)-eicosatetraenoate + UDP + H(+)

  Catalysed by HAGH, HAGHL, SLCO2A1, UGT2B7 and 2 morecytosol, extracellular space

• 15-O-(beta-D-glucuronosyl)-prostaglandin B1Reach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of GSH and prostaglandin B1 (cytosol to extracellular)
  3. prostaglandin B1 + UDP-alpha-D-glucuronate = 15-O-(beta-D-glucuronosyl)-prostaglandin B1 + UDP + H(+)

  Catalysed by HAGH, HAGHL, SLCO2A1, UGT1A9 and 3 morecytosol, extracellular space

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

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

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

  Catalysed by HAGH, HAGHL, SLCO1A2, SLCO1B3 and 1 morecytosol, extracellular spaceOne of 2 routes

• L-homocysteine thiolactoneReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. Formation of Homocystine
  3. arylesterase (homocysteine-thiolactone)

  Catalysed by HAGH, HAGHL, PON1, PON2 and 1 morecytosol

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

  Catalysed by HAGH, HAGHL, SLCO1A2, SLCO1B3 and 1 morecytosol, extracellular space

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

  Catalysed by HAGH, HAGHL, SLCO1A2, SLCO1B3 and 1 morecytosol, extracellular space

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

  Catalysed by HAGH, HAGHL, SLCO1A2, SLCO1B3 and 1 morecytosol, extracellular space

• glycochenodeoxycholate 3-sulfateReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. glycochenodeoxycholate(in) + glutathione(in) + ATP + H2O = glycochenodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  3. glycochenodeoxycholate + 3'-phosphoadenylyl sulfate = glycochenodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by HAGH, ABCC4, SULT2A1inner side of the membrane, outer side of the membrane

• deoxycholateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. solute carrier organic anion transporter (cholate)
  3. cytochrome P450 (cholate)

  Catalysed by HAGH, HAGHL, SLCO1A2, SLCO1B3 and 1 morecytosol, extracellular spaceOne of 5 routes

• dimethylarsinous acidReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. arsenic triglutathione + 3 [thioredoxin]-dithiol + 3 S-adenosyl-L-methionine = trimethylarsine + 3 [thioredoxin]-disulfide + 3 glutathione + 3 S-adenosyl-L-homocysteine + 3 H(+)
  3. arsenic triglutathione + 2 [thioredoxin]-dithiol + 2 S-adenosyl-L-methionine + H2O = dimethylarsinous acid + 2 [thioredoxin]-disulfide + 3 glutathione + 2 S-adenosyl-L-homocysteine + 2 H(+)

  Catalysed by HAGH, AS3MT

• potassium atomReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. transport of serotonin (cytosol to extracellular)

  Catalysed by HAGH, HAGHL, SLCO1A2, SLCO1B3 and 1 morecytosol, extracellular space

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamineReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. fatty acylamide amidohydrolase

  Catalysed by HAGH, HAGHL, FAAHcytosol, extracellular space

• trimethylarsineReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. arsenic triglutathione + 3 [thioredoxin]-dithiol + 3 S-adenosyl-L-methionine = trimethylarsine + 3 [thioredoxin]-disulfide + 3 glutathione + 3 S-adenosyl-L-homocysteine + 3 H(+)
  3. arsenic triglutathione + 3 [thioredoxin]-dithiol + 3 S-adenosyl-L-methionine = trimethylarsine + 3 [thioredoxin]-disulfide + 3 glutathione + 3 S-adenosyl-L-homocysteine + 3 H(+)

  Catalysed by HAGH, AS3MT

• imidazole-4-acetaldehydeReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of GSH and histamine (cytosol to extracellular)
  3. amine oxidase copper containing (histamine)

  Catalysed by HAGH, HAGHL, SLCO1A2, SLCO1B3 and 3 morecytosol, extracellular spaceOne of 2 routes

• 3,4-dihydroxyphenylacetaldehydeReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. monoamine oxidase (dopamine)

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

• CHEBI:28918Reach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of GSH and noradrenaline (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:phenylethanolamine N-methyltransferase

  Catalysed by HAGH, HAGHL, SLCO1A2, SLCO1B3 and 1 morecytosol, extracellular space

• N-acetyl-L-cysteineReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. cystine to cysteine conversion
  3. N-acetylglutamate synthase (N-acetyl-L-cysteine)

  Catalysed by HAGH, HAGHL, NAGScytosol, mitochondrial matrix

• a dicarboxylateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  3. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)

  Catalysed by HAGH, HAGHL, SLCO1A2, SLCO1B3 and 1 morecytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 6 routes

• iron(2+)Reach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. glutathione:dehydroascorbate oxidoreductase
  3. cytochrome b reductase (ascorbate)

  Catalysed by HAGH, HAGHL, CYBRD1cytosol, extracellular spaceOne of 2 routes

• K(+)Reach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. serotonin(out) + K(+)(in) + Na(+)(out) + H(+)(in) = serotonin(in) + K(+)(out) + Na(+)(in) + H(+)(out)

  Catalysed by HAGH, HAGHL, SLCO1A2, SLCO1B3 and 1 morecytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 3 routes

• Cys-tRNA(Cys)Reach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. cystine to cysteine conversion
  3. L-Cysteine:tRNA(Cys) ligase (AMP-forming)

  Catalysed by HAGH, HAGHL, CARS1cytosol

• a thiolReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  3. L-cysteinyl-[sulfatase] + 2 a thiol + O2 = an organic disulfide + 3-oxo-L-alanyl-[sulfatase] + hydrogen sulfide + H2O + H(+)

  Catalysed by HAGH, TSTD1, SUMF1

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

  Catalysed by HAGH, HAGHL, SLC6A14cytosol, extracellular spaceOne of 2 routes

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

  Catalysed by HAGH, HAGHL, LDHD, SLC16A4 and 4 morecytosol, mitochondrial matrix, extracellular spaceOne of 5 routes

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

  Catalysed by HAGH, HAGHL, LDHD, SLC16A4 and 4 morecytosol, mitochondrial matrix, extracellular spaceOne of 3 routes

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

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

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

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

• malonic acidReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  3. transport of malonate and sulfite (cytosol to mitochondria)

  Catalysed by HAGH, TSTD1, SLC25A10mitochondrial matrix, cytosolOne of 2 routes

• 3-hydroxypyruvic acidReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. (R)-Lactate:ferricytochrome-c 2-oxidoreductase
  3. L-Serine:pyruvate aminotransferase

  Catalysed by HAGH, HAGHL, LDHD, AGXTcytosol, mitochondrial matrixOne of 2 routes

• (S)-dihydroorotateReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. a quinone + hydrogen sulfide + glutathione + H(+) = S-sulfanylglutathione + a quinol
  3. (S)-dihydroorotate + a quinone = orotate + a quinol

  Catalysed by HAGH, SQOR, DHODH

• glutarateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. solute carrier organic anion transporter (glycocholate)
  3. glycocholate(out) + glutarate(in) = glycocholate(in) + glutarate(out)

  Catalysed by HAGH, HAGHL, SLCO1A2, SLCO1B3 and 1 morecytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 10 routes

• nicotinateReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. urate(out) + glutathione(in) = urate(in) + glutathione(out)
  3. nicotinate(in) + urate(out) = nicotinate(out) + urate(in)

  Catalysed by HAGH, SLC22A13, SLC22A12inner side of the membrane, outer side of the membrane

• 3-oxopropanoateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. (R)-Lactate:ferricytochrome-c 2-oxidoreductase
  3. 3-oxopropanoate + L-alanine = beta-alanine + pyruvate

  Catalysed by HAGH, HAGHL, LDHD, AGXT2cytosol, mitochondrial matrix

• a carboxylic esterReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. a hydroperoxide + 2 glutathione = an alcohol + glutathione disulfide + H2O
  3. a carboxylic ester + H2O = an alcohol + a carboxylate + H(+)

  Catalysed by HAGH, CP, PRDX6, CES2 and 4 more

• methylarsonateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. Glutathione: 5-HPETE oxidoreductase
  3. methylarsonate + 2 glutathione + H(+) = methylarsonous acid + glutathione disulfide + H2O

  Catalysed by HAGH, HAGHL, GPX5, GPX1 and 9 morecytosolOne of 2 routes

• thiosulfateReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. Glutathione: 5-HPETE oxidoreductase
  3. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)

  Catalysed by HAGH, HAGHL, GPX5, GPX1 and 8 morecytosolOne of 11 routes

• di-mu-sulfido-diiron(2+)Reach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. cystine to cysteine conversion
  3. De novo synthesis of 2Fe2S

  Catalysed by HAGH, HAGHL, NDUFAB1, FDXR and 5 morecytosol, mitochondrial matrix

• D-serineReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. (R)-Lactate:ferricytochrome-c 2-oxidoreductase
  3. D-serine = pyruvate + NH4(+)

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

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

  Catalysed by HAGH, HAGHLcytosol, extracellular spaceOne of 4 routes

• a hydroperoxideReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. a hydroperoxide + 2 glutathione = an alcohol + glutathione disulfide + H2O
  3. a hydroperoxide + [thioredoxin]-dithiol = an alcohol + [thioredoxin]-disulfide + H2O

  Catalysed by HAGH, CP, PRDX6, PRDX5 and 4 more

• chenodeoxycholateReach from here →
  1. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)
  2. 1-chloro-2,4-dinitrobenzene + glutathione = 2,4-dinitrophenyl-S-glutathione + chloride + H(+)
  3. solute carrier organic anion transporter (chenodiol)

  Catalysed by HAGH, PTGES, LANCL1, GSTM4 and 3 moreextracellular space, cytosolOne of 2 routes

• CHEBI:37946Reach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. aryl sulfotransferase (dopamine)

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

• (S)-lactic acidReach from here →
  1. (R)-S-Lactoylglutathione hydrolase
  2. (R)-Lactate:ferricytochrome-c 2-oxidoreductase
  3. (S)-Lactate:NAD+ oxidoreductase

  Catalysed by HAGH, HAGHL, LDHD, LDHB and 1 morecytosol, mitochondrial matrixOne of 10 routes