glycocholate

Three steps

• CHEBI:37946Reach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. aryl sulfotransferase (dopamine)

  Catalysed by SLCO1A2, SLCO1B3, SULT1A3, SULT1A4 and 2 moreextracellular space, cytosol

• (R)-lactic acidReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. (R)-S-Lactoylglutathione methylglyoxal-lyase (isomerizing)
  3. (R)-S-Lactoylglutathione hydrolase

  Catalysed by SLCO1A2, SLCO1B3, GLO1, GLOD4 and 2 moreextracellular space, cytosolOne of 2 routes

• (S)-lactic acidReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of GSH and prostaglandin A2 (cytosol to extracellular)
  3. Transport of Prostaglandin A2, Lactate Antiport

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1extracellular space, cytosolOne of 5 routes

• (3S)-3-hydroxy-3-methylglutaryl-CoAReach from here →
  1. glycocholate(out) + glutarate(in) = glycocholate(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. 3-hydroxy-3-methylglutarate + glutaryl-CoA = (3S)-3-hydroxy-3-methylglutaryl-CoA + glutarate

  Catalysed by SLC22A24, SUGCTinner side of the membrane, outer side of the membraneOne of 3 routes

• L-ornithineReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. cystine to cysteine conversion
  3. transport of cysteine and ornithine (cytosol to extracellular)

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

• N-methylserotoninReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:amine N-methyltransferase

  Catalysed by SLCO1A2, SLCO1B3, INMTextracellular space, cytosol

• Cu(+)Reach from here →
  1. glycocholate(in) + glutathione(in) + ATP + H2O = glycocholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. L-dehydroascorbate + 2 glutathione = glutathione disulfide + L-ascorbate
  3. Cu(2+)(out) + L-ascorbate(in) = Cu(+)(out) + monodehydro-L-ascorbate radical(in) + H(+)

  Catalysed by ABCC4, CLIC1, GSTO1, GSTO2 and 1 moreinner side of the membrane, outer side of the membrane

• (5-hydroxyindol-3-yl)acetaldehydeReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. 5-Hydroxytryptamine:oxygen oxidoreductase(deaminating)(flavin-containing)

  Catalysed by SLCO1A2, SLCO1B3, MAOA, MAOBextracellular space, cytosolOne of 2 routes

• 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerolReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. fatty acid amide hydrolase (2-arachidonoylglycerol)

  Catalysed by SLCO1A2, SLCO1B3, FAAHextracellular space, cytosol

• O-propanoyl-(R)-carnitineReach from here →
  1. glycocholate(out) + glutarate(in) = glycocholate(in) + glutarate(out)
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. propanoyl-CoA + (R)-carnitine = O-propanoyl-(R)-carnitine + CoA

  Catalysed by SLC22A24, SLC22A8, CRATinner side of the membrane, outer side of the membraneOne of 3 routes

• 1-(beta-D-ribofuranosyl)-1,4-dihydronicotinamideReach from here →
  1. glycocholate(in) + glutathione(in) + ATP + H2O = glycocholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. a quinone + hydrogen sulfide + glutathione + H(+) = S-sulfanylglutathione + a quinol
  3. 1-(beta-D-ribofuranosyl)-1,4-dihydronicotinamide + a quinone + H(+) = beta-nicotinamide D-riboside + a quinol

  Catalysed by ABCC4, SQOR, NQO2inner side of the membrane, outer side of the membrane

• malonaldehydeReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of GSH and prostaglandin H2 (cytosol to extracellular)
  3. thromboxane A synthase (12(S)-HHT)

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1, TBXAS1extracellular space, cytosolOne of 2 routes

• 3,3',5'-triiodo-L-thyronineReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of GSH and thyroxine (cytosol to extracellular)
  3. 3,3',5'-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2

  Catalysed by SLCO1A2, SLCO1B3, DIO1, DIO3extracellular space, cytosol

• succinyl-CoAReach from here →
  1. glycocholate(out) + glutarate(in) = glycocholate(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. glutarate + succinyl-CoA = glutaryl-CoA + succinate

  Catalysed by SLC22A24, SUGCTinner side of the membrane, outer side of the membrane

• glycineReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. leukotriene C4 synthase (GSH)
  3. leukotriene C4 hydrolysis

  Catalysed by SLCO1A2, SLCO1B3, LTC4Sextracellular space, cytosolOne of 12 routes

• (2E)-butenoyl-CoAReach from here →
  1. glycocholate(out) + glutarate(in) = glycocholate(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. glutaryl-CoA:electron-transfer flavoprotein 2,3-oxidoreductase (decarboxylating)

  Catalysed by SLC22A24, SUGCT, GCDHinner side of the membrane, outer side of the membrane, mitochondrial matrixOne of 2 routes

• (2E)-glutaconyl-CoAReach from here →
  1. glycocholate(out) + glutarate(in) = glycocholate(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. glutaryl-CoA + O2 = (2E)-glutaconyl-CoA + H2O2

  Catalysed by SLC22A24, SUGCT, ACOX1inner side of the membrane, outer side of the membrane

• (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate

  Catalysed by SLCO1A2, SLCO1B3, SLC27A2, ACSL4 and 9 moreextracellular space, cytosol

• choloyl-CoAReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. solute carrier organic anion transporter (cholate)
  3. cholate + ATP + CoA = choloyl-CoA + AMP + diphosphate

  Catalysed by SLCO1A2, SLCO1B3, SLC27A5extracellular space, cytosol

• itaconyl-CoAReach from here →
  1. glycocholate(out) + glutarate(in) = glycocholate(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. itaconate + glutaryl-CoA = itaconyl-CoA + glutarate

  Catalysed by SLC22A24, SUGCTinner side of the membrane, outer side of the membraneOne of 5 routes

• 15-oxoprostaglandin E2Reach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  3. prostaglandin E2 + NAD(+) = 15-oxoprostaglandin E2 + NADH + H(+)

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

• 15-oxoprostaglandin E1Reach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of GSH and prostaglandin E1 (cytosol to extracellular)
  3. (13E)-(15S)-11alpha,15-dihydroxy-9-oxoprost-13-enoate:NADP+ 15-oxidoreductase

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1, CBR3 and 2 moreextracellular space, cytosolOne of 3 routes

• 15-oxoprostaglandin D2Reach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of GSH and prostaglandin D2 (cytosol to extracellular)
  3. 15-dehydro-prostaglandin D2 reduction

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1extracellular space, cytosolOne of 2 routes

• 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. Glutathione: 15-HPETE oxidoreductase
  3. (15S)-15-Hydroxy-5,8,11-cis-13-trans-icosatetraenoate:NADP+ 15-oxidoreductase

  Catalysed by SLCO1A2, SLCO1B3, GPX5, GPX1 and 7 moreextracellular space, cytosolOne of 3 routes

• (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate

  Catalysed by SLCO1A2, SLCO1B3, ALOX5, ALOX15 and 1 moreextracellular space, cytosol

• thromboxane A2Reach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of GSH and thromboxane B2 (cytosol to extracellular)
  3. thromboxane A2 hydrolysis

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1extracellular space, cytosol, endoplasmic reticulumOne of 4 routes

• (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate

  Catalysed by SLCO1A2, SLCO1B3, ALOX15B, ALOX15 and 1 moreextracellular space, cytosol

• (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate

  Catalysed by SLCO1A2, SLCO1B3, ALOX5extracellular space, cytosol

• L-dopaReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. L-dopa + H(+) = dopamine + CO2

  Catalysed by SLCO1A2, SLCO1B3, DDCextracellular space, cytosol

• O-acetyl-(R)-carnitineReach from here →
  1. glycocholate(out) + glutarate(in) = glycocholate(in) + glutarate(out)
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. (R)-carnitine + acetyl-CoA = O-acetyl-(R)-carnitine + CoA

  Catalysed by SLC22A24, SLC22A8, CRATinner side of the membrane, outer side of the membraneOne of 3 routes

• L-histidineReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of GSH and histamine (cytosol to extracellular)
  3. L-histidine + H(+) = histamine + CO2

  Catalysed by SLCO1A2, SLCO1B3, HDCextracellular space, cytosol

• 2-oxo-3-sulfanylpropanoateReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. cystine to cysteine conversion
  3. L-Cysteine:2-oxoglutarate aminotransferase

  Catalysed by SLCO1A2, SLCO1B3, GOT2, GOT1extracellular space, cytosolOne of 4 routes

• L-methionineReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. cystine to cysteine conversion
  3. transport of cysteine and methionine (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC7A5extracellular space, cytosolOne of 8 routes

• L-tryptophanReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. cystine to cysteine conversion
  3. transport of cysteine and tryptophan (cytosol to extracellular)

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

• L-alanineReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. glutathione gamma-glutamylaminopeptidase
  3. gamma-glutamyltransferase (alanine)

  Catalysed by SLCO1A2, SLCO1B3, GGTLC3, GGT1 and 4 moreextracellular space, cytosolOne of 16 routes

• L-asparagineReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. cystine to cysteine conversion
  3. transport of asparagine and cysteine (cytosol to extracellular)

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

• L-phenylalanineReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. cystine to cysteine conversion
  3. transport of cysteine and phenylalanine (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC7A5extracellular space, cytosolOne of 6 routes

• L,L-cystathionineReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. Formation of Homocystine
  3. L-serine hydro-lyase (adding homocysteine

  Catalysed by SLCO1A2, SLCO1B3, CBSextracellular space, cytosol

• gamma-L-glutamyl-L-cysteineReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. cystine to cysteine conversion
  3. L-glutamate:L-cysteine gamma-ligase (ADP-forming)

  Catalysed by SLCO1A2, SLCO1B3, GCLC, GCLMextracellular space, cytosolOne of 2 routes

• trans-4-hydroxy-L-prolineReach from here →
  1. glycocholate(in) + glutathione(in) + ATP + H2O = glycocholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. a quinone + hydrogen sulfide + glutathione + H(+) = S-sulfanylglutathione + a quinol
  3. trans-4-hydroxy-L-proline + a quinone = (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate + a quinol + H(+)

  Catalysed by ABCC4, SQOR, PRODH2inner side of the membrane, outer side of the membrane

• S-sulfanyl-L-cysteineReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. cystine to cysteine conversion
  3. 2 L-cysteine = S-sulfanyl-L-cysteine + L-alanine

  Catalysed by SLCO1A2, SLCO1B3, CARS2extracellular space, cytosol

• N(tau)-methylhistamineReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of GSH and histamine (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:histamine N-tele-methyltransferase

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

• hyodeoxycholateReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of GSH and lithocholate (cytosol to extracellular)
  3. cytochrome P450 (lithocholate)

  Catalysed by SLCO1A2, SLCO1B3, CYP3A4extracellular space, cytosol

• N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycineReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine

  Catalysed by SLCO1A2, SLCO1B3, FAAH, PM20D1extracellular space, cytosol

• N-[(R)-4-phosphopantothenoyl]-L-cysteineReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. cystine to cysteine conversion
  3. (R)-4'-phosphopantothenate:L-cysteine ligase

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

• monodehydro-L-ascorbate radicalReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. dopamine + 2 L-ascorbate + O2 = (R)-noradrenaline + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by SLCO1A2, SLCO1B3, DBHextracellular space, cytosolOne of 20 routes

• L-prolineReach from here →
  1. glycocholate(in) + glutathione(in) + ATP + H2O = glycocholate(out) + glutathione(out) + ADP + phosphate + H(+)
  2. a quinone + hydrogen sulfide + glutathione + H(+) = S-sulfanylglutathione + a quinol
  3. L-proline + a quinone = (S)-1-pyrroline-5-carboxylate + a quinol + H(+)

  Catalysed by ABCC4, SQOR, PRODH, PRODH2inner side of the membrane, outer side of the membrane

• 3-sulfino-L-alanineReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. cystine to cysteine conversion
  3. L-Cysteine:oxygen oxidoreductase

  Catalysed by SLCO1A2, SLCO1B3, CDO1extracellular space, cytosolOne of 2 routes

• chenodeoxycholoyl-CoAReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. solute carrier organic anion transporter (chenodiol)
  3. chenodeoxycholate + ATP + CoA = chenodeoxycholoyl-CoA + AMP + diphosphate

  Catalysed by SLCO1A2, SLCO1B3, SLC27A5extracellular space, cytosol

• leukotriene D4Reach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. leukotriene C4 synthase (GSH)
  3. leukotriene C4 + H2O = leukotriene D4 + L-glutamate

  Catalysed by SLCO1A2, SLCO1B3, LTC4S, GGT1 and 1 moreextracellular space, cytosol