deoxycholate

Three steps

• an N-acylglycineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. Glycodeoxycholate amidohydrolase
  3. an acyl-CoA + glycine = an N-acylglycine + CoA + H(+)

  Catalysed by GLYATL3, GLYAT, GLYATL2cytosol

• S-formylglutathioneReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  3. S-formylglutathione + H2O = formate + glutathione + H(+)

  Catalysed by ABCC4, ESDcytosol, inner side of the membrane, outer side of the membrane

• guanidinoacetateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. Glycodeoxycholate amidohydrolase
  3. L-Arginine:glycine amidinotransferase

  Catalysed by GATMcytosolOne of 2 routes

• sphing-4-enineReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by SLC27A2, SLC27A5, BAAT, ASAH1 and 3 morecytosol, Golgi apparatusOne of 2 routes

• spermidineReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. diamine N-acetyltransferase (N1-acetylspermidine)

  Catalysed by SLC27A2, SLC27A5, BAAT, SAT1 and 1 morecytosolOne of 3 routes

• L-methionineReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. N-acetylglutamate synthase (N-acetylmethionine)

  Catalysed by SLC27A2, SLC27A5, BAAT, NAGScytosol, mitochondrial matrixOne of 6 routes

• L-tryptophanReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. Glycodeoxycholate amidohydrolase
  3. transport of glycine and tryptophan (cytosol to extracellular)

  Catalysed by SLC7A5cytosol, extracellular spaceOne of 5 routes

• L-alanineReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. amino-acid N-acetyltransferase (N-acetyl-L-alanine)

  Catalysed by SLC27A2, SLC27A5, BAATcytosol, mitochondrial matrixOne of 7 routes

• leukotriene C4Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. Glycodeoxycholate amidohydrolase
  3. leukotriene C4 hydrolysis

  No catalyst recordedcytosolOne of 2 routes

• L-asparagineReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. N-acetylglutamate synthase (N-acetyl-L-asparagine)

  Catalysed by SLC27A2, SLC27A5, BAAT, NAGScytosol, mitochondrial matrixOne of 5 routes

• L-phenylalanineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. Glycodeoxycholate amidohydrolase
  3. transport of glycine and phenylalanine (cytosol to extracellular)

  Catalysed by SLC7A5cytosol, extracellular spaceOne of 7 routes

• L,L-cystathionineReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. N-acetylglutamate synthase (N-acetyl-L-cystathionine)

  Catalysed by SLC27A2, SLC27A5, BAAT, NAGScytosol, mitochondrial matrix

• glutathione disulfideReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  3. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)

  Catalysed by ABCC4, GSRcytosol, inner side of the membrane, outer side of the membraneOne of 22 routes

• L-tyrosineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. Glycodeoxycholate amidohydrolase
  3. L-tyrosine + glyoxylate = 3-(4-hydroxyphenyl)pyruvate + glycine

  Catalysed by AADATcytosol

• N(omega),N(omega)-dimethyl-L-arginineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. Glycodeoxycholate amidohydrolase
  3. N(omega),N(omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + glycine

  Catalysed by AGXT2cytosol

• an acyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by SLC27A2, SLC27A5, BAAT, ASAH1 and 3 morecytosol, Golgi apparatusOne of 2 routes

• 5-oxo-L-prolineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  3. glutathione = L-cysteinylglycine + 5-oxo-L-proline

  Catalysed by ABCC4, CHAC2, CHAC1cytosol, inner side of the membrane, outer side of the membrane

• (3Z)-dodecenoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-5-enoyl-CoA)

  Catalysed by SLC27A2, SLC27A5, BAAT, HADHA and 2 morecytosol, mitochondrial matrixOne of 3 routes

• (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoate:CoA ligase (AMP-forming)

  Catalysed by SLC27A2, SLC27A5, BAATcytosol, endoplasmic reticulumOne of 3 routes

• S-sulfanylglutathioneReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  3. S-sulfanylglutathione + O2 + H2O = sulfite + glutathione + 2 H(+)

  Catalysed by ABCC4, ETHE1cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. Glycodeoxycholate amidohydrolase
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + glycine = N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + CoA + H(+)

  Catalysed by GLYATL2cytosolOne of 2 routes

• N-benzoylglycineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. Glycodeoxycholate amidohydrolase
  3. Hippurate (Benzoylglycinate) Formation

  No catalyst recordedcytosol, mitochondrial matrixOne of 2 routes

• decanoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. medium-chain acyl-CoA ligase (decanoic acid)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSM4 and 5 morecytosolOne of 7 routes

• (2E)-hexadecenoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. Carnitine O-Palmitoyltransferase

  Catalysed by SLC27A2, SLC27A5, BAAT, CPT1A and 2 morecytosolOne of 4 routes

• (9Z)-hexadecenoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (palmitolate)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 11 routes

• L-cysteinylglycineReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  3. glutathione + H2O = L-cysteinylglycine + L-glutamate

  Catalysed by ABCC4, GGT3P, GGT1, GGT5 and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• 3-hydroxyisovaleryl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)

  Catalysed by SLC27A2, SLC27A5, BAAT, CPT1A and 1 morecytosol

• CHEBI:63544Reach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (adrenic acid)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 7 routes

• ubiquinol-10Reach from here →
  1. Glycodeoxycholate amidohydrolase
  2. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
  3. ubiquinone-10 + hydrogen sulfide + glutathione + H(+) = S-sulfanylglutathione + ubiquinol-10

  Catalysed by ABCC4, SQORcytosol, inner side of the membrane, outer side of the membrane

• hexacosanoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (cerotic acid)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 5 routes

• tetracosanoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (lignocerate)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 10 routes

• docosanoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (behenic acid)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 9 routes

• (2E)-octadecenoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. Carnitine O-Palmitoyltransferase

  Catalysed by SLC27A2, SLC27A5, BAAT, CPT1A and 2 morecytosolOne of 3 routes

• (6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (stearidonic acid)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 8 routes

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (EPA)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 9 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (DPA)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 6 routes

• (9Z,12Z,15Z)-octadecatrienoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (linolenate)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 7 routes

• (13Z)-docosenoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (cis-erucic acid)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 6 routes

• (11Z)-eicosenoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 7 routes

• (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase ((9Z,12Z,15Z,18Z,21Z)-TPA)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 5 routes

• (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 4 routes

• (15Z)-tetracosenoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (nervonic acid)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 6 routes

• (17Z)-hexacosenoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (ximenic acid)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 4 routes

• (8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 5 routes

• (8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (omega-3-arachidonic acid)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 5 routes

• (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (DHA)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 7 routes

• heptadecanoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (margaric acid)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 6 routes

• (9Z)-heptadecenoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase (9-heptadecylenic acid)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 5 routes

• (11Z,14Z,17Z)-eicosatrienoyl-CoAReach from here →
  1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z,17Z)-eicosatrienoic acid)

  Catalysed by SLC27A2, SLC27A5, BAAT, ACSL4 and 6 morecytosolOne of 5 routes

• (2S)-2-aminobutanoateReach from here →
  1. Glycodeoxycholate amidohydrolase
  2. Glycodeoxycholate amidohydrolase
  3. (2S)-2-aminobutanoate + glyoxylate = 2-oxobutanoate + glycine

  Catalysed by AGXT2cytosol