CHEBI:18019

Three steps

• a dicarboxylateReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. Hippurate (Benzoylglycinate) Formation
  3. N-benzoylglycine(out) + a dicarboxylate(in) = N-benzoylglycine(in) + a dicarboxylate(out)

  Catalysed by SLC7A6, SLC22A6, SLC22A8extracellular space, cytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 4 routes

• L-ascorbic acidReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. L-dehydroascorbate + 2 glutathione = glutathione disulfide + L-ascorbate

  Catalysed by SLC7A6, GSS, CLIC1, GSTO1 and 1 moreextracellular space, cytosol

• Ca(2+)Reach from here →
  1. transport of histidine and lysine (cytosol to extracellular)
  2. Formation of homocarnosine
  3. Transport of Homocarnosine

  Catalysed by SLC7A5, SLC7A6, CARNS1extracellular space, cytosolOne of 5 routes

• 3-methyl-1-hydroxybutylthiamine diphosphateReach from here →
  1. transport of leucine and lysine (cytosol to extracellular)
  2. L-Leucine:2-oxoglutarate aminotransferase
  3. branched chain keto acid dehydrogenase E1 (4-methyl-2-oxopentanoate)

  Catalysed by SLC7A6, BCAT2, BCKDHA, BCKDHBextracellular space, cytosol, mitochondrial matrix

• Asp-tRNA(Asp)Reach from here →
  1. transport of alanine and lysine (cytosol to extracellular)
  2. oxaloacetate + L-alanine = L-aspartate + pyruvate
  3. L-Aspartate:tRNA(Asp) ligase (AMP-forming)

  Catalysed by SLC7A6, AGXT2, DARS1extracellular space, cytosol

• hypoioditeReach from here →
  1. transport of lysine and tyrosine (cytosol to extracellular)
  2. thyroid peroxidase (iodine)
  3. iodide + H2O2 = hypoiodite + H2O

  Catalysed by SLC7A6, TPO, MPO, LPOextracellular space, cytosol

• a thiolReach from here →
  1. transport of cysteine and lysine (cytosol to extracellular)
  2. L-cysteine hydrogen-sulfide-lyase (deaminating
  3. L-cysteinyl-[sulfatase] + 2 a thiol + O2 = an organic disulfide + 3-oxo-L-alanyl-[sulfatase] + hydrogen sulfide + H2O + H(+)

  Catalysed by SLC7A6, CTH, SUMF1extracellular space, cytosol

• hydrogenselenideReach from here →
  1. transport of alanine and lysine (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. L-selenocysteine + AH2 = hydrogenselenide + L-alanine + A + H(+)

  Catalysed by SLC7A6, MOCOS, SCLYextracellular space, cytosol

• phosphocholineReach from here →
  1. transport of chloride and lysine (cytosol to extracellular)
  2. transport of chloride and choline (cytosol to extracellular)
  3. phosphocholine + H2O = choline + phosphate

  Catalysed by SLC6A14, SLC5A7, PHOSPHO1extracellular space, cytosolOne of 2 routes

• cholateReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. solute carrier organic anion transporter (cholate)

  Catalysed by SLC7A6, GSS, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 5 routes

• glycolateReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. glycine:oxygen oxidoreductase (deaminating)
  3. glycolate:NADP+ oxidoreductase

  Catalysed by SLC7A6, DAO, GRHPRextracellular space, cytosol, peroxisomeOne of 3 routes

• D-aspartateReach from here →
  1. transport of cysteine and lysine (cytosol to extracellular)
  2. K(+)(in) + L-cysteine(out) + 3 Na(+)(out) + H(+)(out) = K(+)(out) + L-cysteine(in) + 3 Na(+)(in) + H(+)(in)
  3. D-aspartate(out) + K(+)(in) + 3 Na(+)(out) + H(+)(out) = D-aspartate(in) + K(+)(out) + 3 Na(+)(in) + H(+)(in)

  Catalysed by SLC7A6, SLC1A1, SLC1A7, SLC1A3 and 2 moreextracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• acetateReach from here →
  1. transport of lysine and ornithine (cytosol to extracellular)
  2. N2-Acetyl-L-ornithine amidohydrolase
  3. N2-Acetyl-L-ornithine amidohydrolase

  Catalysed by SLC7A5, SLC7A6, ACY1extracellular space, cytosolOne of 9 routes

• (9Z,12Z)-octadecadienoateReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. (9Z,12Z)-octadecadienoyl-CoA + H2O = (9Z,12Z)-octadecadienoate + CoA + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 moremitochondrial matrix, cytosol

• 3-acetamidopropanalReach from here →
  1. transport of arginine and lysine (cytosol to extracellular)
  2. Transport by Y+Lat-2 into Extracellular Space
  3. N1-acetylspermidine:oxygen oxidoreductase (3-acetamidopropanal-forming)

  Catalysed by SLC3A2, SLC7A5, SLC7A6, PAOX and 1 moreextracellular space, cytosolOne of 4 routes

• oxalateReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. glyoxylate + O2 + H2O = oxalate + H2O2 + H(+)

  Catalysed by SLC7A6, AADAT, HAO1extracellular space, cytosolOne of 3 routes

• anthranilic acidReach from here →
  1. transport of alanine and lysine (cytosol to extracellular)
  2. L-kynurenine + H2O = anthranilate + L-alanine + H(+)
  3. L-Kynurenine hydrolase

  Catalysed by SLC7A6, KYNUextracellular space, cytosol

• propionic acidReach from here →
  1. transport of alanine and lysine (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. transport of propanoate and pyruvate (cytosol to extracellular)

  Catalysed by SLC7A6, AGXT2, SLC16A4, SLC16A5 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 7 routes

• citric acidReach from here →
  1. transport of chloride and lysine (cytosol to extracellular)
  2. transport of chloride and oxalate (cytosol to extracellular)
  3. Mitochondrial Carrier (Mc) Tcdb:2.A.29.7.2

  Catalysed by SLC6A14, SLC26A6, SLC25A1extracellular space, cytosol, mitochondrial matrixOne of 5 routes

• butyric acidReach from here →
  1. transport of alanine and lysine (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. transport of butyrate and pyruvate (cytosol to extracellular)

  Catalysed by SLC7A6, AGXT2, SLC16A4, SLC16A5 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 5 routes

• maleateReach from here →
  1. transport of chloride and lysine (cytosol to extracellular)
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. maleate(in) + sulfate(out) = maleate(out) + sulfate(in)

  Catalysed by SLC6A14, SLC26A6, SLC25A14, SLC25A30extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• tetradecanoateReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. Myristoyl-CoA hydrolase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 moremitochondrial matrix, cytosolOne of 2 routes

• (9Z)-octadecenoateReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. (9Z)-octadecenoyl-CoA + glycine = N-(9Z-octadecenoyl)glycine + CoA + H(+)
  3. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O

  Catalysed by SLC7A6, GLYATL3, GLYATL2, FAAH and 1 moreextracellular space, cytosolOne of 6 routes

• adipic acidReach from here →
  1. Acetylation of Lysine
  2. Activation of adipic acid for Formation of Adipoyl Carnitine
  3. Thioesterification of adipoyl-CoA for Release into Cytosol

  Catalysed by ACOT8mitochondrial matrix, cytosol, peroxisomeOne of 3 routes

• 3-hydroxypyruvic acidReach from here →
  1. transport of alanine and lysine (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. L-Serine:pyruvate aminotransferase

  Catalysed by SLC7A6, AGXT2, AGXTextracellular space, cytosol, mitochondrial matrixOne of 2 routes

• an alcoholReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. a hydroperoxide + 2 glutathione = an alcohol + glutathione disulfide + H2O

  Catalysed by SLC7A6, GSS, CP, PRDX6extracellular space, cytosol

• isocitric acidReach from here →
  1. transport of chloride and lysine (cytosol to extracellular)
  2. transport of chloride and oxalate (cytosol to extracellular)
  3. Mitochondrial Carrier (Mc) Tcdb:2.A.29.7.2

  Catalysed by SLC6A14, SLC26A6, SLC25A1extracellular space, cytosol, mitochondrial matrixOne of 3 routes

• glutarateReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. glycocholate(out) + glutarate(in) = glycocholate(in) + glutarate(out)

  Catalysed by SLC7A6, BAAT, SLC22A24extracellular space, cytosol, peroxisome, inner side of the membrane, outer side of the membraneOne of 7 routes

• 4-hydroxy-2-oxoglutaric acidReach from here →
  1. Acetylation of Lysine
  2. ATP citrate lyase (citrate)
  3. D-aspartate:2-oxoglutarate aminotransferase

  Catalysed by ACLY, GOT2mitochondrial matrix, cytosol

• (2R,3R)-tartrateReach from here →
  1. transport of chloride and lysine (cytosol to extracellular)
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. (2R,3R)-tartrate(in) + sulfate(out) = (2R,3R)-tartrate(out) + sulfate(in)

  Catalysed by SLC6A14, SLC26A6, SLC25A14, SLC25A30extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (S,S)-tartrateReach from here →
  1. transport of chloride and lysine (cytosol to extracellular)
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. (S,S)-tartrate(in) + sulfate(out) = (S,S)-tartrate(out) + sulfate(in)

  Catalysed by SLC6A14, SLC26A6, SLC25A14, SLC25A30extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (3R)-citramalateReach from here →
  1. transport of chloride and lysine (cytosol to extracellular)
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. (3R)-citramalate(in) + sulfate(out) = (3R)-citramalate(out) + sulfate(in)

  Catalysed by SLC6A14, SLC26A6, SLC25A14, SLC25A30extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (3S)-citramalateReach from here →
  1. transport of chloride and lysine (cytosol to extracellular)
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. (3S)-citramalate(in) + sulfate(out) = (3S)-citramalate(out) + sulfate(in)

  Catalysed by SLC6A14, SLC26A6, SLC25A14, SLC25A30extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• docosan-1-olReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (behenic acid)
  3. docosanoyl-CoA + 2 NADPH + 2 H(+) = docosan-1-ol + 2 NADP(+) + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moremitochondrial matrix, cytosol

• hexacosanoateReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (cerotic acid)
  3. Hexacosanoyl-CoA hydrolase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 moremitochondrial matrix, cytosolOne of 2 routes

• tetracosanoateReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (lignocerate)
  3. Tetracosenoyl-CoA hydrolase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 moremitochondrial matrix, cytosolOne of 4 routes

• an N-acylsphinganineReach from here →
  1. Acetylation of Lysine
  2. acyl-CoA:sphingosine N-acyltransferase
  3. sphingosine N-acyltransferase (sphinganine)

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 6 moremitochondrial matrix, Golgi apparatus, cytosol

• octadecan-1-olReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. octadecanoyl-CoA + 2 NADPH + 2 H(+) = octadecan-1-ol + 2 NADP(+) + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moremitochondrial matrix, cytosol

• eicosanoateReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. Eicosanoyl-CoA hydrolase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 moremitochondrial matrix, cytosolOne of 4 routes

• (9Z)-hexadecenoateReach from here →
  1. transport of chloride and lysine (cytosol to extracellular)
  2. Carnitine Transport by Atb0
  3. Utilized Transport

  Catalysed by SLC6A14extracellular space, cytosol, endoplasmic reticulumOne of 8 routes

• (15Z)-tetracosenoateReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (nervonic acid)
  3. (15Z)-tetracosenoyl-CoA hydrolase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 moremitochondrial matrix, cytosol

• (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of arachidonate and GSH (cytosol to extracellular)

  Catalysed by SLC7A6, GSSextracellular space, cytosolOne of 8 routes

• (11Z)-eicosenoateReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)
  3. (11Z)-eicosenoyl-CoA hydrolase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 moremitochondrial matrix, cytosol

• cis-aconitic acidReach from here →
  1. transport of chloride and lysine (cytosol to extracellular)
  2. transport of chloride and oxalate (cytosol to extracellular)
  3. Mitochondrial Carrier (Mc) Tcdb:2.A.29.7.2

  Catalysed by SLC6A14, SLC26A6, SLC25A1extracellular space, cytosol, mitochondrial matrixOne of 3 routes

• N-carbamoyl-L-aspartateReach from here →
  1. transport of citrulline and lysine (cytosol to extracellular)
  2. Carbamoyl-phosphate:L-ornithine carbamoyltransferase
  3. carbamoyl phosphate + L-aspartate = N-carbamoyl-L-aspartate + phosphate + H(+)

  Catalysed by SLC7A5, SLC7A6, OTC, CADextracellular space, cytosol, mitochondrial matrixOne of 2 routes

• 3-oxopropanoateReach from here →
  1. transport of alanine and lysine (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. 3-oxopropanoate + L-alanine = beta-alanine + pyruvate

  Catalysed by SLC7A6, AGXT2extracellular space, cytosol, mitochondrial matrixOne of 2 routes

• thiosulfateReach from here →
  1. transport of cysteine and lysine (cytosol to extracellular)
  2. L-Cysteine:2-oxoglutarate aminotransferase
  3. 3-mercaptopyruvate:sulfide sulfurtransferase

  Catalysed by SLC7A6, GOT2, GOT1, MPST and 1 moreextracellular space, cytosolOne of 6 routes

• tetra-mu3-sulfido-tetrairon(2+)Reach from here →
  1. transport of cysteine and lysine (cytosol to extracellular)
  2. De novo synthesis of 2Fe2S
  3. Synthesis of 4Fe4S from 2Fe2S

  Catalysed by SLC7A6, NDUFAB1, FDXR, FXN and 10 moreextracellular space, cytosol, mitochondrial matrix

• serotoninReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and serotonin (cytosol to extracellular)

  Catalysed by SLC7A6, GSS, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 6 routes

• an acylcholineReach from here →
  1. transport of chloride and lysine (cytosol to extracellular)
  2. transport of chloride and choline (cytosol to extracellular)
  3. an acylcholine + H2O = a carboxylate + choline + H(+)

  Catalysed by SLC6A14, SLC5A7, BCHEextracellular space, cytosol