CHEBI:17203

Three steps

• (3Z)-dodecenoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-5-enoyl-CoA)

  Catalysed by SLC7A5, HADHA, ACAA2, HADHBextracellular space, cytosol, mitochondrial matrixOne of 3 routes

• N(tau)-methylhistamineReach from here →
  1. transport of histidine and proline (cytosol to extracellular)
  2. L-histidine carboxy-lyase (histamine-forming)
  3. S-Adenosyl-L-methionine:histamine N-tele-methyltransferase

  Catalysed by SLC7A6, HDC, HNMTextracellular space, cytosolOne of 3 routes

• (3S)-citramalyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. (3S)-citramalyl-CoA = pyruvate + acetyl-CoA

  Catalysed by SLC7A5, AGXT2, CLYBLextracellular space, cytosol, mitochondrial matrix

• L-2-aminoadipateReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. L-kynurenine + H2O = anthranilate + L-alanine + H(+)
  3. 2-oxoadipate + L-kynurenine = L-2-aminoadipate + kynurenate + H2O

  Catalysed by SLC7A5, KYNU, AADATextracellular space, cytosol

• (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoate:CoA ligase (AMP-forming)

  Catalysed by SLC7A5, SLC27A2, SLC27A5extracellular space, cytosol, mitochondrial matrix, endoplasmic reticulumOne of 3 routes

• phosphoenolpyruvateReach from here →
  1. Aspartate Intake by System Asct-1 Transporter
  2. L-Aspartate:2-oxoglutarate aminotransferase
  3. oxaloacetate + GTP = phosphoenolpyruvate + GDP + CO2

  Catalysed by GOT2, PCK1, PCK2extracellular space, cytosol, mitochondrial matrix

• deoxycholoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)

  Catalysed by SLC7A5, SLC27A2, SLC27A5extracellular space, cytosol, mitochondrial matrixOne of 4 routes

• S-sulfanylglutathioneReach from here →
  1. transport of cysteine and proline (cytosol to extracellular)
  2. L-cysteine hydrogen-sulfide-lyase (deaminating
  3. Sulfide:glutathione,quinone oxidoreductase

  Catalysed by SLC7A5, CTH, SQORextracellular space, cytosol, mitochondrial matrixOne of 9 routes

• methylamineReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. N(omega)-methyl-L-arginine + pyruvate = 5-(3-methylguanidino)-2-oxopentanoate + L-alanine
  3. N(omega)-methyl-L-arginine + H2O = L-citrulline + methylamine

  Catalysed by SLC7A5, AGXT2, DDAH1extracellular space, cytosol

• monodehydro-L-ascorbate radicalReach from here →
  1. transport of glycine and proline (cytosol to extracellular)
  2. (9Z)-octadecenoyl-CoA + glycine = N-(9Z-octadecenoyl)glycine + CoA + H(+)
  3. N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by SLC7A5, SLC7A6, GLYATL3, GLYATL2 and 1 moreextracellular space, cytosolOne of 5 routes

• (6R)-L-erythro-5,6,7,8-tetrahydrobiopterinReach from here →
  1. transport of proline and tryptophan (cytosol to extracellular)
  2. (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + L-tryptophan + O2 = 5-hydroxy-L-tryptophan + (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin
  3. (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + L-tryptophan + O2 = 5-hydroxy-L-tryptophan + (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin

  Catalysed by ABCA1, SLC7A5, TPH1, TPH2extracellular space, cytosolOne of 4 routes

• pyridoxal 5'-phosphateReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. L-selenocysteine selenide-lyase (L-alanine-forming)
  3. pyridoxine 5'-phosphate + O2 = pyridoxal 5'-phosphate + H2O2

  Catalysed by SLC7A5, SCLY, PNPOextracellular space, cytosol

• 2-hydroxy-4-methylvaleric acidReach from here →
  1. transport of leucine and proline (cytosol to extracellular)
  2. L-Leucine:2-oxoglutarate aminotransferase
  3. 4-methyl-2-oxopentanoate reduction

  Catalysed by SLC7A5, BCAT2, SDR42E2, AKR1B15 and 16 moreextracellular space, cytosol, mitochondrial matrix

• an L-alpha-amino acidReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. L-kynurenine + H2O = anthranilate + L-alanine + H(+)
  3. an L-alpha-amino acid(in) + L-kynurenine(out) = an L-alpha-amino acid(out) + L-kynurenine(in)

  Catalysed by SLC7A5, KYNU, SLC7A11extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• dopamineReach from here →
  1. transport of phenylalanine and proline (cytosol to extracellular)
  2. L-dopa(out) + L-phenylalanine(in) = L-dopa(in) + L-phenylalanine(out)
  3. L-dopa + H(+) = dopamine + CO2

  Catalysed by SLC7A5, SLC7A8, DDCextracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• glycolithocholate 3-sulfateReach from here →
  1. transport of cysteine and proline (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)

  Catalysed by SLC7A5, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 3 routes

• a 2,3-dehydroacyl-CoAReach from here →
  1. transport of cysteine and proline (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. a 2,3-saturated acyl-CoA + A = a 2,3-dehydroacyl-CoA + AH2

  Catalysed by SLC7A5, MOCOS, ACAD10extracellular space, cytosol

• estrone 3-sulfateReach from here →
  1. Transport of L-Proline by the Apical Imino Amino Acid Transporters
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. estrone 3-sulfate + H2O = estrone + sulfate + H(+)

  Catalysed by CLTRN, SLC6A20, SLC26A6, STSextracellular space, cytosol

• prostaglandin E2Reach from here →
  1. transport of cysteine and proline (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of GSH and prostaglandin E2 (cytosol to extracellular)

  Catalysed by SLC7A5, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 2 routes

• decanoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. medium-chain acyl-CoA ligase (decanoic acid)

  Catalysed by SLC7A5, ACSM4, ACSM1, ACSM2A and 3 moreextracellular space, cytosol, mitochondrial matrixOne of 8 routes

• (2E)-hexadecenoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Carnitine O-Palmitoyltransferase

  Catalysed by SLC7A5, CPT1A, CPT1C, CPT1Bextracellular space, cytosol, mitochondrial matrixOne of 4 routes

• (9Z)-hexadecenoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (palmitolate)

  Catalysed by SLC7A5, SLC27A2, ACSL4, ACSL3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 11 routes

• Fe(II)-heme aReach from here →
  1. transport of cysteine and proline (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. Fe(II)-heme o + 2 A + H2O = Fe(II)-heme a + 2 AH2

  Catalysed by SLC7A5, MOCOS, COX15extracellular space, cytosol

• (R)-4'-phosphopantetheineReach from here →
  1. transport of cysteine and proline (cytosol to extracellular)
  2. (R)-4'-phosphopantothenate:L-cysteine ligase
  3. N-[(R)-4-phosphopantothenoyl]-L-cysteine + H(+) = (R)-4'-phosphopantetheine + CO2

  Catalysed by SLC7A5, PPCS, PPCDCextracellular space, cytosol

• (4R)-4-hydroxy-2-oxoglutarateReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. (4R)-4-hydroxy-2-oxoglutarate = glyoxylate + pyruvate

  Catalysed by SLC7A5, AGXT2, HOGA1extracellular space, cytosol, mitochondrial matrixOne of 2 routes

• 3-hydroxyisovaleryl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)

  Catalysed by SLC7A5, CPT1A, CPT1Bextracellular space, cytosol, mitochondrial matrix

• (5-hydroxyindol-3-yl)acetateReach from here →
  1. Transport of L-Proline by the Apical Imino Amino Acid Transporters
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. Transport of 5-Hydroxyindoleacetate

  Catalysed by CLTRN, SLC6A20, SLC26A6, SLC4A1extracellular space, cytosolOne of 2 routes

• 2-deoxy-D-ribose 5-phosphateReach from here →
  1. transport of proline and threonine (cytosol to extracellular)
  2. L-threonine acetaldehyde-lyase (glycine-forming)
  3. 2-deoxy-D-ribose 5-phosphate = D-glyceraldehyde 3-phosphate + acetaldehyde

  Catalysed by DERAextracellular space, cytosol

• leukotriene D4Reach from here →
  1. transport of glycine and proline (cytosol to extracellular)
  2. leukotriene C4 hydrolysis
  3. leukotriene C4 + H2O = leukotriene D4 + L-glutamate

  Catalysed by SLC7A5, SLC7A6, GGT1, GGT5extracellular space, cytosol

• CHEBI:63544Reach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (adrenic acid)

  Catalysed by SLC7A5, SLC27A2, ACSL4, ACSL3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 7 routes

• ubiquinol-10Reach from here →
  1. transport of cysteine and proline (cytosol to extracellular)
  2. L-cysteine hydrogen-sulfide-lyase (deaminating
  3. ubiquinone-10 + hydrogen sulfide + sulfite + 2 H(+) = ubiquinol-10 + thiosulfate

  Catalysed by SLC7A5, CTH, SQORextracellular space, cytosolOne of 3 routes

• hexacosanoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (cerotic acid)

  Catalysed by SLC7A5, SLC27A2, ACSL4, ACSL3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 5 routes

• tetracosanoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (lignocerate)

  Catalysed by SLC7A5, SLC27A2, ACSL4, ACSL3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 10 routes

• docosanoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (behenic acid)

  Catalysed by SLC7A5, SLC27A2, ACSL4, ACSL3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 9 routes

• a 2,3-saturated acyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. a 2,3-saturated acyl-CoA + A = a 2,3-dehydroacyl-CoA + AH2

  Catalysed by SLC7A5, MOCOS, ACAD10extracellular space, cytosol

• xanthurenateReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  3. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O

  Catalysed by SLC7A5, KYNU, KYAT3, AADATextracellular space, cytosolOne of 4 routes

• (2E)-octadecenoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Carnitine O-Palmitoyltransferase

  Catalysed by SLC7A5, CPT1A, CPT1C, CPT1Bextracellular space, cytosol, mitochondrial matrixOne of 3 routes

• (6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (stearidonic acid)

  Catalysed by SLC7A5, SLC27A2, ACSL4, ACSL3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 8 routes

• (8Z,11Z,14Z)-eicosatrienoateReach from here →
  1. Transport of L-Proline by the Apical Imino Amino Acid Transporters
  2. Carnitine Transport by Atb0
  3. Utilized Transport

  Catalysed by CLTRN, SLC6A20, SLC6A14extracellular space, cytosol, endoplasmic reticulum

• (4S)-4-hydroxy-2-oxoglutarateReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. (4S)-4-hydroxy-2-oxoglutarate = glyoxylate + pyruvate

  Catalysed by SLC7A5, AGXT2, HOGA1extracellular space, cytosol, mitochondrial matrixOne of 2 routes

• (R)-noradrenalineReach from here →
  1. transport of cysteine and proline (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of GSH and noradrenaline (cytosol to extracellular)

  Catalysed by SLC7A5, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 2 routes

• L-threonylcarbamoyladenylateReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. L-threonine(out) + L-alanine(in) = L-threonine(in) + L-alanine(out)
  3. L-threonine + hydrogencarbonate + ATP = L-threonylcarbamoyladenylate + diphosphate + H2O

  Catalysed by SLC7A5, SLC7A10, YRDCextracellular space, cytosol, inner side of the membrane, outer side of the membrane

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (EPA)

  Catalysed by SLC7A5, SLC27A2, ACSL4, ACSL3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 9 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (DPA)

  Catalysed by SLC7A5, SLC27A2, ACSL4, ACSL3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 6 routes

• (9Z,12Z,15Z)-octadecatrienoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (linolenate)

  Catalysed by SLC7A5, SLC27A2, ACSL4, ACSL3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 7 routes

• (13Z)-docosenoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (cis-erucic acid)

  Catalysed by SLC7A5, SLC27A2, ACSL4, ACSL3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 6 routes

• (11Z)-eicosenoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)

  Catalysed by SLC7A5, SLC27A2, ACSL4, ACSL3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 7 routes

• (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase ((9Z,12Z,15Z,18Z,21Z)-TPA)

  Catalysed by SLC7A5, SLC27A2, ACSL4, ACSL3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 5 routes

• (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)

  Catalysed by SLC7A5, SLC27A2, ACSL4, ACSL3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 4 routes

• (15Z)-tetracosenoyl-CoAReach from here →
  1. transport of alanine and proline (cytosol to extracellular)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. long-chain-fatty-acid-CoA ligase (nervonic acid)

  Catalysed by SLC7A5, SLC27A2, ACSL4, ACSL3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 6 routes