cholate

Three steps

• 3,3'-diiodo-L-thyronineReach from here →
  1. solute carrier organic anion transporter (cholate)
  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. solute carrier organic anion transporter (cholate)
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. acetyl-CoA:aralkylamine N-acetyltransferase

  Catalysed by SLCO1A2, SLCO1B3, AANATextracellular space, cytosol

• (7Z,10Z,13Z)-hexadecatrienoyl-CoAReach from here →
  1. Cholate:CoA ligase (AMP-forming)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Fatty Acid Beta Oxidation (C18:3->C16:3), Mitochondrial

  Catalysed by SLC27A2, SLC27A5, BAAT, HADHA and 2 moreendoplasmic reticulum, peroxisome, mitochondrial matrix

• xanthineReach from here →
  1. cholate(in) + glutathione(in) + ATP + H2O = cholate(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. solute carrier organic anion transporter (cholate)
  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. solute carrier organic anion transporter (cholate)
  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. solute carrier organic anion transporter (cholate)
  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. solute carrier organic anion transporter (cholate)
  2. cystine to cysteine conversion
  3. transport of cysteine and tyrosine (cytosol to extracellular)

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

• CHEBI:17927Reach from here →
  1. Cholate:CoA ligase (AMP-forming)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. N1,N8-diacetylspermidine to N1-acetylspermidine conversion

  Catalysed by SLC27A2, SLC27A5, BAATendoplasmic reticulum, peroxisome, cytosol

• butanoateReach from here →
  1. solute carrier organic anion transporter (cholate)
  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. cholate(in) + glutathione(in) + ATP + H2O = cholate(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. solute carrier organic anion transporter (cholate)
  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. solute carrier organic anion transporter (cholate)
  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. cholate(in) + glutathione(in) + ATP + H2O = cholate(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. solute carrier organic anion transporter (cholate)
  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. solute carrier organic anion transporter (cholate)
  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. cholate(in) + glutathione(in) + ATP + H2O = cholate(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. solute carrier organic anion transporter (cholate)
  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. cytochrome P450 (cholate)
  2. Glycodeoxycholate amidohydrolase
  3. glycodeoxycholate + 3'-phosphoadenylyl sulfate = glycodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by CYP7A1, SULT2A1cytosol

• 5,6,7,8-tetrahydrofolic acidReach from here →
  1. solute carrier organic anion transporter (cholate)
  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. solute carrier organic anion transporter (cholate)
  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

• (5Z)-dodecenoyl-CoAReach from here →
  1. Cholate:CoA ligase (AMP-forming)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-7-enoyl-CoA)

  Catalysed by SLC27A2, SLC27A5, BAAT, HADHA and 2 moreendoplasmic reticulum, peroxisome, mitochondrial matrixOne of 2 routes

• O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronateReach from here →
  1. solute carrier organic anion transporter (cholate)
  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. solute carrier organic anion transporter (cholate)
  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. solute carrier organic anion transporter (cholate)
  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

• (11Z)-docosenoyl-CoA(4-)Reach from here →
  1. Cholate:CoA ligase (AMP-forming)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (cis-cetoleic acid)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 moreendoplasmic reticulum, peroxisome, cytosolOne of 5 routes

• (7Z)-tetradecenoyl-CoAReach from here →
  1. Cholate:CoA ligase (AMP-forming)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((7Z)-tetradecenoic acid)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 moreendoplasmic reticulum, peroxisome, cytosolOne of 8 routes

• serotonin O-sulfateReach from here →
  1. solute carrier organic anion transporter (cholate)
  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

• (R)-noradrenaline 4'-O-sulfateReach from here →
  1. solute carrier organic anion transporter (cholate)
  2. transport of GSH and noradrenaline (cytosol to extracellular)
  3. sulfotransferase (noradrenaline)

  Catalysed by SLCO1A2, SLCO1B3, SULT1A3extracellular space, cytosolOne of 2 routes

• L-homocysteine thiolactoneReach from here →
  1. solute carrier organic anion transporter (cholate)
  2. Formation of Homocystine
  3. arylesterase (homocysteine-thiolactone)

  Catalysed by SLCO1A2, SLCO1B3, PON1, PON2 and 1 moreextracellular space, cytosol

• (4Z,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. Cholate:CoA ligase (AMP-forming)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial

  Catalysed by SLC27A2, SLC27A5, BAAT, HADHA and 2 moreendoplasmic reticulum, peroxisome, mitochondrial matrixOne of 3 routes

• (7Z,10Z)-hexadecadienoyl-CoAReach from here →
  1. Cholate:CoA ligase (AMP-forming)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial

  Catalysed by SLC27A2, SLC27A5, BAAT, HADHA and 2 moreendoplasmic reticulum, peroxisome, mitochondrial matrix

• (4Z,7Z)-decadienoyl-CoAReach from here →
  1. Cholate:CoA ligase (AMP-forming)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial

  Catalysed by SLC27A2, SLC27A5, BAAT, ECHS1 and 2 moreendoplasmic reticulum, peroxisome, mitochondrial matrixOne of 2 routes

• (5Z)-octenoyl-CoAReach from here →
  1. Cholate:CoA ligase (AMP-forming)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Fatty Acid Beta Oxidation (C10:2->C8:1), Mitochondrial

  Catalysed by SLC27A2, SLC27A5, BAAT, ECHS1 and 2 moreendoplasmic reticulum, peroxisome, mitochondrial matrixOne of 2 routes

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

  Catalysed by SLCO1A2, SLCO1B3, SULT2A1extracellular space, cytosol

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

  Catalysed by SLCO1A2, SLCO1B3, SULT2A1extracellular space, cytosol

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

  Catalysed by SLCO1A2, SLCO1B3, SULT2A1extracellular space, cytosol

• chenodeoxycholate 3-sulfateReach from here →
  1. solute carrier organic anion transporter (cholate)
  2. solute carrier organic anion transporter (chenodiol)
  3. chenodeoxycholate + 3'-phosphoadenylyl sulfate = chenodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLCO1A2, SLCO1B3, SULT2A1extracellular space, cytosol

• glycochenodeoxycholate 3-sulfateReach from here →
  1. cholate(in) + glutathione(in) + ATP + H2O = cholate(out) + glutathione(out) + ADP + phosphate + 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 ABCC4, SULT2A1inner side of the membrane, outer side of the membrane

• dimethylarsinous acidReach from here →
  1. cholate(in) + glutathione(in) + ATP + H2O = cholate(out) + glutathione(out) + ADP + phosphate + 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 ABCC4, AS3MTinner side of the membrane, outer side of the membrane

• potassium atomReach from here →
  1. solute carrier organic anion transporter (cholate)
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. transport of serotonin (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC6A4extracellular space, cytosol

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamineReach from here →
  1. solute carrier organic anion transporter (cholate)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. fatty acylamide amidohydrolase

  Catalysed by SLCO1A2, SLCO1B3, FAAHextracellular space, cytosol

• trimethylarsineReach from here →
  1. cholate(in) + glutathione(in) + ATP + H2O = cholate(out) + glutathione(out) + ADP + phosphate + 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 ABCC4, AS3MTinner side of the membrane, outer side of the membrane

• imidazole-4-acetaldehydeReach from here →
  1. solute carrier organic anion transporter (cholate)
  2. transport of GSH and histamine (cytosol to extracellular)
  3. amine oxidase copper containing (histamine)

  Catalysed by SLCO1A2, SLCO1B3, AOC2, AOC1 and 1 moreextracellular space, cytosolOne of 2 routes

• CHEBI:27540Reach from here →
  1. Cholate:CoA ligase (AMP-forming)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. medium-chain acyl-CoA ligase (hexanoic acid)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSM4 and 5 moreendoplasmic reticulum, peroxisome, cytosolOne of 6 routes

• 3,4-dihydroxyphenylacetaldehydeReach from here →
  1. solute carrier organic anion transporter (cholate)
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. monoamine oxidase (dopamine)

  Catalysed by SLCO1A2, SLCO1B3, AOC2, AOC1 and 3 moreextracellular space, cytosolOne of 2 routes

• elaidic acidReach from here →
  1. Cholate:CoA ligase (AMP-forming)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (elaidate)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 moreendoplasmic reticulum, peroxisome, cytosolOne of 5 routes

• 3beta-hydroxyandrost-5-en-17-oneReach from here →
  1. solute carrier organic anion transporter (cholate)
  2. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  3. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase

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

• CHEBI:28701Reach from here →
  1. Cholate:CoA ligase (AMP-forming)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by SLC27A2, SLC27A5, BAAT, ACAA1 and 2 moreendoplasmic reticulum, peroxisomeOne of 10 routes

• CHEBI:28918Reach from here →
  1. solute carrier organic anion transporter (cholate)
  2. transport of GSH and noradrenaline (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:phenylethanolamine N-methyltransferase

  Catalysed by SLCO1A2, SLCO1B3, PNMTextracellular space, cytosol