glycolithocholate 3-sulfate

Three steps

• prostaglandin J2Reach from here →
  1. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  2. transport of GSH and prostaglandin D2 (cytosol to extracellular)
  3. prostaglandin J2 hydrolysis

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

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

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1extracellular space, cytosolOne of 4 routes

• dopamine 3-O-sulfateReach from here →
  1. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  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 SLCO1A2, SLCO1B3, SULT1B1, SULT1A3 and 2 moreextracellular space, cytosol

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

  Catalysed by SLCO1A2, SLCO1B3, SULT1A3, SULT1A1extracellular space, cytosolOne of 2 routes

• hyocholateReach from here →
  1. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. Chenodeoxycholic acid 6alpha-hydroxylase

  Catalysed by SLCO1A2, SLCO1B3, CYP3A4extracellular space, cytosol

• prostaglandin A2-S-(R)-glutathioneReach from here →
  1. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  2. transport of GSH and prostaglandin A2 (cytosol to extracellular)
  3. prostaglandin A2 + glutathione = prostaglandin A2-S-(R)-glutathione

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1, GSTA1 and 1 moreextracellular space, cytosol

• prostaglandin A2-S-(S)-glutathioneReach from here →
  1. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  2. transport of GSH and prostaglandin A2 (cytosol to extracellular)
  3. prostaglandin A2 + glutathione = prostaglandin A2-S-(S)-glutathione

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1, GSTP1 and 1 moreextracellular space, cytosol

• (8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoateReach from here →
  1. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  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 SLCO1A2, SLCO1B3, ALOX15extracellular space, cytosol

• (14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoateReach from here →
  1. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  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 SLCO1A2, SLCO1B3, ALOX15extracellular space, cytosol

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanineReach from here →
  1. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  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 SLCO1A2, SLCO1B3, PM20D1extracellular space, cytosol

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

  Catalysed by SLCO1A2, SLCO1B3, CYP1A1, CYP1A2 and 24 moreextracellular space, cytosolOne of 2 routes

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

  Catalysed by SLCO1A2, SLCO1B3, CYP1A1, CYP1A2 and 24 moreextracellular space, cytosolOne of 2 routes

• 13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  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 SLCO1A2, SLCO1B3, CYP2C9extracellular space, cytosol

• chenodeoxycholoyl-24-O-(beta-D-glucuronate)Reach from here →
  1. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. chenodeoxycholate + UDP-alpha-D-glucuronate = chenodeoxycholoyl-24-O-(beta-D-glucuronate) + UDP

  Catalysed by SLCO1A2, SLCO1B3, UGT2A2, UGT1A3extracellular space, cytosol

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

  Catalysed by SLCO1A2, SLCO1B3, CYP1A1, CYP1A2 and 24 moreextracellular space, cytosol

• N-(4-oxoglutaryl)-L-cysteinylglycineReach from here →
  1. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  2. glutathione gamma-glutamylaminopeptidase
  3. N-(4-oxoglutaryl)-L-cysteinylglycine + H2O = L-cysteinylglycine + 2-oxoglutarate

  Catalysed by SLCO1A2, SLCO1B3, GGTLC3, GGT1 and 5 moreextracellular space, cytosol

• beta-D-glucosyl-(1->3)-O-chenodeoxycholateReach from here →
  1. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. a di-trans,poly-cis-dolichyl beta-D-glucosyl phosphate + chenodeoxycholate = beta-D-glucosyl-(1->3)-O-chenodeoxycholate + a di-trans,poly-cis-dolichyl phosphate + H(+)

  Catalysed by SLCO1A2, SLCO1B3, GBA2extracellular space, cytosolOne of 2 routes

• L-cystine-bis-glycineReach from here →
  1. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  2. glutathione gamma-glutamylaminopeptidase
  3. 2 L-cysteinylglycine + [protein]-disulfide = L-cystine-bis-glycine + [protein]-dithiol

  Catalysed by SLCO1A2, SLCO1B3, GGTLC3, GGT1 and 5 moreextracellular space, cytosol

• indoxyl sulfateReach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)
  3. indoxyl sulfate(out) + a dicarboxylate(in) = indoxyl sulfate(in) + a dicarboxylate(out)

  Catalysed by STS, SLC25A35, SLC25A34, SLC22A6 and 1 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

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

  Catalysed by SLCO1A2, SLCO1B3extracellular space, cytosolOne of 2 routes

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serineReach from here →
  1. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  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 SLCO1A2, SLCO1B3, FAAH, PM20D1extracellular space, cytosol

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

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

• cholineReach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. transport of chloride and choline (cytosol to extracellular)

  Catalysed by STS, SLC26A6, SLC5A7cytosol, extracellular spaceOne of 6 routes

• pyruvateReach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. transport of malate and sulfate (cytosol to mitochondria)
  3. (S)-malate:NAD+ oxidoreductase (decarboxylating)

  Catalysed by STS, SLC25A10, ME2, ME3cytosol, mitochondrial matrixOne of 9 routes

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

  Catalysed by SLCO1A2, SLCO1B3, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 3 routes

• CHEBI:15519Reach from here →
  1. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  2. solute carrier organic anion transporter (cholate)
  3. Cholate:CoA ligase (AMP-forming)

  Catalysed by SLCO1A2, SLCO1B3, SLC27A2, SLC27A5extracellular space, cytosol, endoplasmic reticulum

• L-leucineReach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. transport of chloride and leucine (cytosol to extracellular)

  Catalysed by STS, SLC26A6, SLC6A14cytosol, extracellular spaceOne of 7 routes

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

  Catalysed by SLCO1A2, SLCO1B3, ALOX12extracellular space, cytosolOne of 4 routes

• 15(S)-HPETEReach from here →
  1. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  2. Glutathione: 5-HPETE oxidoreductase
  3. Glutathione: 15-HPETE oxidoreductase

  Catalysed by SLCO1A2, SLCO1B3, GPX5, GPX1 and 7 moreextracellular space, cytosolOne of 6 routes

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

  Catalysed by SLCO1A2, SLCO1B3, ALOX5extracellular space, cytosol

• CHEBI:15699Reach from here →
  1. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and homoserine (cytosol to extracellular)

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

• formateReach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. oxalate(in) + sulfate(out) = oxalate(out) + sulfate(in)
  3. oxalate(in) + formate(out) = oxalate(out) + formate(in)

  Catalysed by STS, SLC25A14, SLC26A2, SLC25A30 and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 3 routes

• nicotinic acid D-ribonucleotideReach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. Transport of Quinolinic Acid
  3. Nicotinate-nucleotide:pyrophosphate phosphoribosyltransferase (carboxylating)

  Catalysed by STS, SLC22A6, QPRTcytosol, extracellular space

• N-carbamoyl-L-aspartic acidReach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. L-aspartate(in) + sulfate(out) = L-aspartate(out) + sulfate(in)
  3. carbamoyl-phosphate:L-aspartate carbamoyltransferase

  Catalysed by STS, SLC25A14, SLC25A30, CADcytosol, inner side of the membrane, outer side of the membrane

• CHEBI:15971Reach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. transport of chloride and histidine (cytosol to extracellular)

  Catalysed by STS, SLC26A6, SLC6A14cytosol, extracellular spaceOne of 3 routes

• (R)-lactateReach from here →
  1. transport of GSH and sulfoglycolithocholate (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

• androsteroneReach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. steroid sulfatase (androsterone sulfate)
  3. steroid sulfatase (androsterone sulfate)

  Catalysed by STScytosolOne of 3 routes

• octan-1-olReach from here →
  1. transport of S-glutathionyl-2-4-dinitrobenzene (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

• L-cystineReach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. L-aspartate(in) + sulfate(out) = L-aspartate(out) + sulfate(in)
  3. L-cystine(out) + L-aspartate(in) = L-cystine(in) + L-aspartate(out)

  Catalysed by STS, SLC25A14, SLC25A30, SLC7A13cytosol, inner side of the membrane, outer side of the membraneOne of 7 routes

• 17beta-hydroxy-5alpha-androstan-3-oneReach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. steroid sulfatase (5-alpha-dihydrotestosterone)
  3. steroid sulfatase (5-alpha-dihydrotestosterone)

  Catalysed by STScytosolOne of 3 routes

• L-citrullineReach from here →
  1. transport of GSH and sulfoglycolithocholate (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. steroid sulfatase (sulfoglycolithocholate)
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. transport of chloride and iodide (cytosol to extracellular)

  Catalysed by STS, SLC26A6, SLC26A4cytosol, extracellular spaceOne of 10 routes

• ubiquinonesReach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. transport of fumarate and sulfate (cytosol to mitochondria)
  3. succinate:quinone oxidoreductase

  Catalysed by STS, SLC25A10, SDHD, SDHB and 2 morecytosol, mitochondrial matrix

• L-valineReach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. transport of chloride and valine (cytosol to extracellular)

  Catalysed by STS, SLC26A6, SLC6A14cytosol, extracellular spaceOne of 7 routes

• oxaloacetateReach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. transport of malate and sulfate (cytosol to mitochondria)
  3. transport of malate and OAA (cytosol to mitochondria)

  Catalysed by STS, SLC25A10cytosol, mitochondrial matrixOne of 11 routes

• L-arginineReach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. transport of arginine and chloride (cytosol to extracellular)

  Catalysed by STS, SLC26A6, SLC6A14cytosol, extracellular spaceOne of 7 routes

• protein polypeptide chainReach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. L-aspartate(in) + sulfate(out) = L-aspartate(out) + sulfate(in)
  3. PROTEIN_BS

  Catalysed by STS, SLC25A14, SLC25A30cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• pregnenoloneReach from here →
  1. steroid sulfatase (sulfoglycolithocholate)
  2. Steryl-Sulfatase
  3. Pregnenolone-sulfate sulfohydrolase

  Catalysed by STScytosol, Golgi apparatusOne of 4 routes

• (S)-lactateReach from here →
  1. transport of GSH and sulfoglycolithocholate (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 14 routes

• taurochenodeoxycholate 3-sulfateReach from here →
  1. transport of GSH and sulfoglycolithocholate (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