CHEBI:18019

Three steps

• a hydroxy-1,2-diacyl-glycero-3-phosphocholineReach 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 hydroperoxy-1,2-diacyl-glycero-3-phosphocholine + 2 glutathione = a hydroxy-1,2-diacyl-glycero-3-phosphocholine + glutathione disulfide + H2O

  Catalysed by SLC7A6, GSS, GPX4extracellular space, cytosol

• biocytinReach from here →
  1. transport of arginine and lysine (cytosol to extracellular)
  2. L-lysine(out) + L-arginine(in) = L-lysine(in) + L-arginine(out)
  3. biocytin + H2O = biotin + L-lysine

  Catalysed by SLC3A2, SLC7A5, SLC7A6, SLC7A9 and 2 moreextracellular space, cytosol, inner side of the membrane, outer side of the membrane

• glycodeoxycholate 3-sulfateReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. Glycodeoxycholate amidohydrolase
  3. glycodeoxycholate + 3'-phosphoadenylyl sulfate = glycodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLC7A6, SULT2A1extracellular space, cytosol

• 3',5'-diiodo-L-thyronineReach 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. 3',5'-diiodo-L-thyronine + iodide + A + H(+) = 3,3',5'-triiodo-L-thyronine + AH2

  Catalysed by SLC7A6, MOCOS, DIO3extracellular space, cytosol

• 5-(3,3-dimethylguanidino)-2-oxopentanoateReach from here →
  1. transport of arginine and lysine (cytosol to extracellular)
  2. N(omega),N(omega)-dimethyl-L-arginine(in) + L-arginine(out) = N(omega),N(omega)-dimethyl-L-arginine(out) + L-arginine(in)
  3. N(omega),N(omega)-dimethyl-L-arginine + pyruvate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by SLC3A2, SLC7A5, SLC7A6, SLC25A2 and 1 moreextracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 10 routes

• 5-(3,3'-dimethylguanidino)-2-oxopentanoateReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine

  Catalysed by SLC7A6, AADAT, AGXT2extracellular space, cytosolOne of 4 routes

• 5-(3-methylguanidino)-2-oxopentanoateReach from here →
  1. transport of arginine and lysine (cytosol to extracellular)
  2. N(omega)-methyl-L-arginine(in) + L-arginine(out) = N(omega)-methyl-L-arginine(out) + L-arginine(in)
  3. N(omega)-methyl-L-arginine + pyruvate = 5-(3-methylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by SLC3A2, SLC7A5, SLC7A6, SLC25A29 and 1 moreextracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• 1-butanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. Acetylation of Lysine
  2. Butanoate:CoA ligase (AMP-forming)
  3. 2-(9Z-octadecenoyl)-glycerol + butanoyl-CoA = 1-butanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 4 moremitochondrial matrix, cytosol

• 1-octanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. Acetylation of Lysine
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  3. 2-(9Z-octadecenoyl)-glycerol + octanoyl-CoA = 1-octanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by CROT, MOGAT2, MOGAT1mitochondrial matrix

• 1-eicosanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. eicosanoyl-CoA + 2-(9Z-octadecenoyl)-glycerol = 1-eicosanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

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

• (6R)-5,10-methylenetetrahydrofolic acidReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase
  3. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase

  Catalysed by SLC7A6, SHMT1extracellular space, cytosolOne of 7 routes

• O-butanoyl-(R)-carnitineReach from here →
  1. Acetylation of Lysine
  2. Butanoate:CoA ligase (AMP-forming)
  3. butanoyl-CoA + (R)-carnitine = O-butanoyl-(R)-carnitine + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 moremitochondrial matrix, cytosol

• 3-iodothyronamineReach 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. 3-iodothyronamine + iodide + A + H(+) = 3,5-diiodothyronamine + AH2

  Catalysed by SLC7A6, MOCOS, DIO1, DIO3extracellular space, cytosolOne of 2 routes

• 3-iodo-L-thyronineReach 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. 3-iodo-L-thyronine + iodide + A + H(+) = 3,5-diiodo-L-thyronine + AH2

  Catalysed by SLC7A6, MOCOS, DIO1, DIO3extracellular space, cytosolOne of 2 routes

• 3'-iodo-L-thyronineReach 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. 3'-iodo-L-thyronine + iodide + A + H(+) = 3',5'-diiodo-L-thyronine + AH2

  Catalysed by SLC7A6, MOCOS, DIO1, DIO2extracellular space, cytosolOne of 2 routes

• 3-oxo-(9Z)-eicosenoyl-CoAReach from here →
  1. Acetylation of Lysine
  2. carnitine O-palmitoyltransferase ((7Z)-octadecenoyl-CoA)
  3. very-long-chain 3-oxoacyl-CoA synthase ((7Z)-octadecenoyl-CoA)

  Catalysed by CPT1A, CPT1C, CPT1B, ELOVL7 and 6 moremitochondrial matrix, cytosol

• L-thyronineReach 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-thyronine + iodide + A + H(+) = 3-iodo-L-thyronine + AH2

  Catalysed by SLC7A6, MOCOS, DIO3extracellular space, cytosol

• thyronamineReach 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. thyronamine + iodide + A + H(+) = 3-iodothyronamine + AH2

  Catalysed by SLC7A6, MOCOS, DIO3extracellular space, cytosol

• 3'-iodothyronamineReach 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. 3'-iodothyronamine + iodide + A + H(+) = 3',5'-diiodothyronamine + AH2

  Catalysed by SLC7A6, MOCOS, DIO1, DIO2extracellular space, cytosolOne of 2 routes

• 3,3'-diiodothyronamineReach 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. 3,3'-diiodothyronamine + iodide + A + H(+) = 3,3',5'-triiodothyronamine + AH2

  Catalysed by SLC7A6, MOCOS, DIO1, DIO2extracellular space, cytosolOne of 2 routes

• 3',5'-diiodothyronamineReach 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. 3',5'-diiodothyronamine + iodide + A + H(+) = 3,3',5'-triiodothyronamine + AH2

  Catalysed by SLC7A6, MOCOS, DIO3extracellular space, cytosol

• 3,3',5'-triiodothyronamineReach 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. 3,3',5'-triiodothyronamine + iodide + A + H(+) = 3,3',5,5'-tetraiodothyronamine + AH2

  Catalysed by SLC7A6, MOCOS, DIO3extracellular space, cytosol

• L-homocysteine thiolactoneReach from here →
  1. transport of lysine and methionine (cytosol to extracellular)
  2. S-methyl-L-methionine + L-homocysteine = 2 L-methionine + H(+)
  3. L-homocysteine + ATP = L-homocysteine thiolactone + AMP + diphosphate

  Catalysed by SLC7A6, BHMT2, MARS1extracellular space, cytosol

• L-homocysteinyl-AMPReach from here →
  1. transport of lysine and methionine (cytosol to extracellular)
  2. S-methyl-L-methionine + L-homocysteine = 2 L-methionine + H(+)
  3. L-homocysteine + ATP + H(+) = L-homocysteinyl-AMP + diphosphate

  Catalysed by SLC7A6, BHMT2, MARS1extracellular space, cytosol

• (2E,6Z,9Z,12Z)-octadecatetraenoyl-CoAReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (gamma-linolenate)
  3. (6Z,9Z,12Z)-octadecatrienoyl-CoA + oxidized [electron-transfer flavoprotein] + H(+) = (2E,6Z,9Z,12Z)-octadecatetraenoyl-CoA + reduced [electron-transfer flavoprotein]

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 moremitochondrial matrix, cytosolOne of 2 routes

• (2E,7Z,10Z)-hexadecatrienoyl-CoAReach from here →
  1. Acetylation of Lysine
  2. Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial
  3. (7Z,10Z)-hexadecadienoyl-CoA + oxidized [electron-transfer flavoprotein] + H(+) = (2E,7Z,10Z)-hexadecatrienoyl-CoA + reduced [electron-transfer flavoprotein]

  Catalysed by HADHA, ACADVL, HADHB, ACADL and 1 moremitochondrial matrix

• (2E,4Z,7Z,10Z,13Z)-hexadecapentaenoyl-CoAReach from here →
  1. Acetylation of Lysine
  2. Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial
  3. Fatty Acid Beta Oxidation (C16:4->C16:5), Mitochondrial

  Catalysed by HADHA, ACADVL, HADHBmitochondrial matrixOne of 4 routes

• (2E,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. Acetylation of Lysine
  2. Fatty Acid Beta Oxidation (C18:3->C16:3), Mitochondrial
  3. (7Z,10Z,13Z)-hexadecatrienoyl-CoA + oxidized [electron-transfer flavoprotein] + H(+) = (2E,7Z,10Z,13Z)-hexadecatetraenoyl-CoA + reduced [electron-transfer flavoprotein]

  Catalysed by HADHA, ACADVL, HADHB, ACADL and 1 moremitochondrial matrix

• (2E,4Z,7Z)-decatrienoyl-CoAReach from here →
  1. Acetylation of Lysine
  2. Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial
  3. Fatty Acid Beta Oxidation (C10:2->C10:3), Mitochondrial

  Catalysed by ECHS1, ACAA2, HADH, ACADMmitochondrial matrixOne of 3 routes

• 3-(glutathion-S-yl)-4-hydroxynonanalReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. (E)-4-hydroxynon-2-enal + glutathione = 3-(glutathion-S-yl)-4-hydroxynonanal

  Catalysed by SLC7A6, GSS, GSTP1extracellular space, cytosol

• glycoursodeoxycholate 3-sulfateReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. glycine to glycoursodeoxycholate conversion
  3. glycoursodeoxycholate + 3'-phosphoadenylyl sulfate = glycoursodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLC7A6, SULT2A1extracellular space, cytosol

• glycochenodeoxycholate 3-sulfateReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. chenodeoxycholoyl-CoA + glycine = glycochenodeoxycholate + CoA + H(+)
  3. glycochenodeoxycholate + 3'-phosphoadenylyl sulfate = glycochenodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLC7A6, BAAT, SULT2A1extracellular space, cytosol

• deoxycholateReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. Glycodeoxycholate amidohydrolase
  3. Glycodeoxycholate amidohydrolase

  Catalysed by SLC7A6extracellular space, cytosol

• docosanoateReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (behenic acid)
  3. Docosanoyl-CoA hydrolase

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

• a quinolReach 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 quinone + hydrogen sulfide + glutathione + H(+) = S-sulfanylglutathione + a quinol

  Catalysed by SLC7A6, GSS, SQORextracellular space, cytosolOne of 4 routes

• octadecanoateReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. Stearoyl-CoA hydrolase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 moremitochondrial matrix, cytosolOne of 4 routes

• octanoateReach from here →
  1. Acetylation of Lysine
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  3. Octanoyl-CoA hydrolase

  Catalysed by CROT, ACOT7mitochondrial matrix, cytosolOne of 2 routes

• imidazole-4-acetaldehydeReach from here →
  1. transport of histidine and lysine (cytosol to extracellular)
  2. L-histidine carboxy-lyase (histamine-forming)
  3. amine oxidase copper containing (histamine)

  Catalysed by SLC7A5, SLC7A6, HDC, AOC2 and 2 moreextracellular space, cytosolOne of 2 routes

• alpha-linolenic acidReach 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 2 routes

• folic acidReach from here →
  1. transport of chloride and lysine (cytosol to extracellular)
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. Folate Transport by Oats

  Catalysed by SLC6A14, SLC26A6, SLC22A8, SLC22A7extracellular space, cytosolOne of 2 routes

• selenomethionineReach from here →
  1. transport of lysine and threonine (cytosol to extracellular)
  2. L-threonine ammonia-lyase (2-oxobutanoate-forming)
  3. Selenomethionine methanethiol-lyase (deaminating)

  Catalysed by SLC7A6, SDS, SDSL, CTHextracellular space, cytosol

• decanoateReach from here →
  1. Acetylation of Lysine
  2. medium-chain acyl-CoA ligase (decanoic acid)
  3. Decanoyl-CoA hydrolase

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 moremitochondrial matrix, cytosolOne of 2 routes

• CHEBI:27760Reach from here →
  1. transport of alanine and lysine (cytosol to extracellular)
  2. L-selenocysteine selenide-lyase (L-alanine-forming)
  3. Selenocystathionine Lysteine-lyase (deaminating)

  Catalysed by SLC7A6, SCLY, CTHextracellular space, cytosolOne of 2 routes

• all-cis-docosa-4,7,10,13,16,19-hexaenoic acidReach from here →
  1. Acetylation of Lysine
  2. long-chain-fatty-acid-CoA ligase (DHA)
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase

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

• 5(S)-HETEReach from here →
  1. transport of glycine and lysine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. Glutathione: 5-HPETE oxidoreductase

  Catalysed by SLC7A6, GSS, GPX5, GPX1 and 7 moreextracellular space, cytosolOne of 2 routes

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

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

• (2-hydroxyphenyl)acetic acidReach from here →
  1. transport of lysine and phenylalanine (cytosol to extracellular)
  2. Phenylalanine Transaminase, Mitochondrial
  3. Phenylpyruvate:oxygen oxidoreductase (hydroxylating,decarboxylating)

  Catalysed by SLC7A6, GOT2, TAT, HPDextracellular space, cytosol, mitochondrial matrix

• 3-mercaptolactic acidReach from here →
  1. transport of cysteine and lysine (cytosol to extracellular)
  2. L-Cysteine:2-oxoglutarate aminotransferase
  3. 3-Mercaptolactate:NAD+ oxidoreductase

  Catalysed by SLC7A6, GOT2, GOT1, LDHB and 3 moreextracellular space, cytosol

• O-decanoyl-(R)-carnitineReach from here →
  1. Acetylation of Lysine
  2. medium-chain acyl-CoA ligase (decanoic acid)
  3. decanoyl-CoA + (R)-carnitine = O-decanoyl-(R)-carnitine + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 4 moremitochondrial matrix, cytosol

• 3-disulfanyl-L-alanineReach from here →
  1. transport of arginine and lysine (cytosol to extracellular)
  2. L-cystine(out) + L-arginine(in) = L-cystine(in) + L-arginine(out)
  3. L-cystine thiocysteine-lyase (deaminating

  Catalysed by SLC3A2, SLC7A5, SLC7A6, SLC7A9 and 1 moreextracellular space, cytosol, inner side of the membrane, outer side of the membrane