glycoursodeoxycholate

Three steps

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

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

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

  Catalysed by SLCO1A2, SLCO1B3, GLO1, GLOD4 and 1 moreextracellular space, cytosol

• methanethiolReach from here →
  1. glycoursodeoxycholate(in) + glutathione(in) + ATP + H2O = glycoursodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  3. methanethiol + O2 + H2O = hydrogen sulfide + formaldehyde + H2O2 + H(+)

  Catalysed by ABCC4, TSTD1, SELENBP1inner side of the membrane, outer side of the membrane

• octan-1-olReach from here →
  1. transport of glycoursodeoxycholate (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 SLCO1A2, SLCO1B3, GBA2extracellular space, cytosol

• sulfateReach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  3. steroid sulfatase (sulfoglycolithocholate)

  Catalysed by SLCO1A2, SLCO1B3, STSextracellular space, cytosolOne of 13 routes

• ureaReach from here →
  1. glycoursodeoxycholate(in) + glutathione(in) + ATP + H2O = glycoursodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. urate(out) + glutathione(in) = urate(in) + glutathione(out)
  3. Peroxidase

  Catalysed by ABCC4, SLC22A13, MPOinner side of the membrane, outer side of the membrane, nucleusOne of 3 routes

• dimethylarsinateReach from here →
  1. glycoursodeoxycholate(in) + glutathione(in) + ATP + H2O = glycoursodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. methylarsonate + 2 glutathione + H(+) = methylarsonous acid + glutathione disulfide + H2O
  3. methylarsonous acid + S-adenosyl-L-methionine = dimethylarsinate + S-adenosyl-L-homocysteine + 2 H(+)

  Catalysed by ABCC4, GSTO1, GSTO2, HEMK2inner side of the membrane, outer side of the membrane

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

  Catalysed by SLCO1A2, SLCO1B3, GPX5, GPX1 and 7 moreextracellular space, cytosolOne of 5 routes

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

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

• iodideReach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. transport of GSH and thyroxine (cytosol to extracellular)
  3. 3,3',5-triiodo-L-thyronine,iodide:acceptor oxidoreductase (iodinating)

  Catalysed by SLCO1A2, SLCO1B3, DIO1, DIO2extracellular space, cytosolOne of 9 routes

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

  Catalysed by SLCO1A2, SLCO1B3, SLC7A5extracellular space, cytosolOne of 3 routes

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

  Catalysed by SLCO1A2, SLCO1B3, SLC7A6extracellular space, cytosolOne of 5 routes

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

  Catalysed by SLCO1A2, SLCO1B3extracellular space, cytosol

• (S)-lactateReach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  3. prostaglandin E2(out) + 2 (S)-lactate(in) = prostaglandin E2(in) + 2 (S)-lactate(out)

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 15 routes

• taurochenodeoxycholate 3-sulfateReach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. solute carrier organic anion transporter (GSH)
  3. taurochenodeoxycholate + 3'-phosphoadenylyl sulfate = taurochenodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLCO1A2, SLCO1B3, SLC7A9, SULT2A1extracellular space, cytosol

• dopamine quinoneReach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. Peroxidase

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

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

  Catalysed by SLCO1A2, SLCO1B3, ADH1C, ADH1A and 4 moreextracellular space, cytosol

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

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

• ferrocytochrome cReach from here →
  1. glycoursodeoxycholate(in) + glutathione(in) + ATP + H2O = glycoursodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  3. sulfite:ferricytochrome-c oxidoreductase

  Catalysed by ABCC4, TSTD1, SUOXinner side of the membrane, outer side of the membrane, mitochondrial matrix, cytosol

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

  Catalysed by SLCO1A2, SLCO1B3, GLO1, GLOD4 and 7 moreextracellular space, cytosol

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

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

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

  Catalysed by SLCO1A2, SLCO1B3, SLC7A5extracellular space, cytosolOne of 3 routes

• dehydroascorbic acidReach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. dopamine,ascorbate:oxygen oxidoreductase (beta-hydroxylating)

  Catalysed by SLCO1A2, SLCO1B3, DBHextracellular space, cytosolOne of 19 routes

• estroneReach from here →
  1. transport of glycoursodeoxycholate (cytosol to extracellular)
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. Estrone 3-sulfate sulfohydrolase

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, STSextracellular space, cytosolOne of 3 routes

• propanoateReach from here →
  1. transport of glycoursodeoxycholate (cytosol to extracellular)
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. propanoate(in) + estrone 3-sulfate(out) = propanoate(out) + estrone 3-sulfate(in)

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, SLC22A9extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• 3,3',5-triiodo-L-thyronine sulfateReach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. transport of GSH and triiodothyronine (cytosol to extracellular)
  3. aryl sulfotransferase (PAPS)

  Catalysed by SLCO1A2, SLCO1B3, SULT1A3, SULT1A4 and 2 moreextracellular space, cytosolOne of 2 routes

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

  Catalysed by SLCO1A2, SLCO1B3, SULT1A3, SULT1A4 and 1 moreextracellular space, cytosol

• 3,3'-diiodo-L-thyronineReach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. transport of GSH and triiodothyronine (cytosol to extracellular)
  3. thyroxine 5'-deiodinase (3,3-diiodo-L-thyronine)

  Catalysed by SLCO1A2, SLCO1B3, DIO1, DIO3 and 1 moreextracellular space, cytosolOne of 3 routes

• N-acetylserotoninReach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. acetyl-CoA:aralkylamine N-acetyltransferase

  Catalysed by SLCO1A2, SLCO1B3, AANATextracellular space, cytosol

• xanthineReach from here →
  1. glycoursodeoxycholate(in) + glutathione(in) + ATP + H2O = glycoursodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. urate(out) + glutathione(in) = urate(in) + glutathione(out)
  3. xanthine + NAD(+) + H2O = urate + NADH + H(+)

  Catalysed by ABCC4, SLC22A13, XDHinner side of the membrane, outer side of the membraneOne of 2 routes

• CHEBI:17724Reach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. Formation of Homocystine
  3. Trimethylaminoacetate:L-homosysteine S-methyltransferase

  Catalysed by SLCO1A2, SLCO1B3, BHMT, BHMT2extracellular space, cytosol

• 5-hydroxy-L-tryptophanReach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2

  Catalysed by SLCO1A2, SLCO1B3, DDCextracellular space, cytosol

• prostaglandin F1Reach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. transport of GSH and prostaglandin E1 (cytosol to extracellular)
  3. prostaglandin E1 + NADPH + H(+) = prostaglandin F1 + NADP(+)

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1, DHRS1extracellular space, cytosol

• CHEBI:17895Reach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and tyrosine (cytosol to extracellular)

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

• butanoateReach from here →
  1. transport of glycoursodeoxycholate (cytosol to extracellular)
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. butanoate(out) + estrone 3-sulfate(in) = butanoate(in) + estrone 3-sulfate(out)

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, SLC22A9extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• fumaric acidReach from here →
  1. glycoursodeoxycholate(in) + glutathione(in) + ATP + H2O = glycoursodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  3. transport of fumarate and sulfite (cytosol to mitochondria)

  Catalysed by ABCC4, TSTD1, SLC25A10inner side of the membrane, outer side of the membrane, mitochondrial matrix, cytosolOne of 2 routes

• CHEBI:18019Reach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and lysine (cytosol to extracellular)

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

• L-glutamineReach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and glutamine (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC3A2, SLC7A5 and 1 moreextracellular space, cytosolOne of 4 routes

• 5-hydroxyisourateReach from here →
  1. glycoursodeoxycholate(in) + glutathione(in) + ATP + H2O = glycoursodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. urate(out) + glutathione(in) = urate(in) + glutathione(out)
  3. urate:oxygen oxidoreductase

  Catalysed by ABCC4, SLC22A13inner side of the membrane, outer side of the membrane, cytosol

• (R)-3,4-dihydroxymandelaldehydeReach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. transport of GSH and noradrenaline (cytosol to extracellular)
  3. (R)-noradrenaline + O2 + H2O = (R)-3,4-dihydroxymandelaldehyde + H2O2 + NH4(+)

  Catalysed by SLCO1A2, SLCO1B3, MAOA, MAOBextracellular space, cytosol

• CHEBI:18183Reach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. gamma-glutamyltransferase (alanine)
  3. gamma-glutamylcyclotransferase ((5-L-glutamyl)-L-amino acid)

  Catalysed by SLCO1A2, SLCO1B3, GGT1, GGT5 and 6 moreextracellular space, cytosol

• hydrogen cyanideReach from here →
  1. glycoursodeoxycholate(in) + glutathione(in) + ATP + H2O = glycoursodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)
  3. thiosulfate:cyanide sulfurtranserase

  Catalysed by ABCC4, TSTD1, MPST, TSTinner side of the membrane, outer side of the membrane, mitochondrial matrixOne of 2 routes

• (R)-normetanephrineReach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. transport of GSH and noradrenaline (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:catechol O-methyltransferase

  Catalysed by SLCO1A2, SLCO1B3, COMT, LRTOMTextracellular space, cytosol

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

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

• 5,6,7,8-tetrahydrofolic acidReach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  2. Formation of Homocystine
  3. 5-methyltetrahydrofolate:L-homocysteine S-methyltransferase

  Catalysed by SLCO1A2, SLCO1B3, MTRextracellular space, cytosol

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

  Catalysed by SLCO1A2, SLCO1B3, CARS2extracellular space, cytosol

• O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronateReach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  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 SLCO1A2, SLCO1B3, UGT1A9, UGT2B7 and 4 moreextracellular space, cytosol

• 20-O-(beta-D-glucuronosyl)-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  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 SLCO1A2, SLCO1B3, SLCO2A1, UGT2B7 and 2 moreextracellular space, cytosol

• 15-O-(beta-D-glucuronosyl)-prostaglandin B1Reach from here →
  1. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  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 SLCO1A2, SLCO1B3, SLCO2A1, UGT1A9 and 3 moreextracellular space, cytosol

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

  Catalysed by SLCO1A2, SLCO1B3, SULT1A3, SULT1A4extracellular space, cytosol