CHEBI:1146900

Three steps

• L-homoarginineReach from here →
  1. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  2. taurine + L-arginine = taurocyamine + L-ornithine
  3. L-homoarginine(in) + L-ornithine(out) = L-homoarginine(out) + L-ornithine(in)

  Catalysed by BAAT, GATM, SLC25A2cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• L-homocarnosineReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. transport of glycine and histidine (cytosol to extracellular)
  3. Formation of homocarnosine

  Catalysed by GLYAT, GLYATL2, GLYATL1, SLC7A6 and 1 moremitochondrial matrix, extracellular space, cytosol

• sn-glycero-3-phosphoethanolamineReach from here →
  1. acyl-CoA:sphingosine N-acyltransferase
  2. 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + sphing-4-enine = 1-O-hexadecyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine + H(+)
  3. 1-O-hexadecyl-sn-glycero-3-phosphocholine + 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine = 1-O-hexadecyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + sn-glycero-3-phosphoethanolamine

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatus

• a 2-acyl-6-[alpha-D-mannosyl-(1->6)-2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositolReach from here →
  1. acyl-CoA:sphingosine N-acyltransferase
  2. a 1-acyl-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CoA
  3. a 2-acyl-6-[alpha-D-mannosyl-(1->6)-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositol + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = a 2-acyl-6-[alpha-D-mannosyl-(1->6)-2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositol + a 1,2-diacyl-sn-glycerol

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 5 moreGolgi apparatus

• a 2-acyl-6-[2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositolReach from here →
  1. acyl-CoA:sphingosine N-acyltransferase
  2. a 1-acyl-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CoA
  3. a 2-acyl-6-(alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl)-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositol + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = a 2-acyl-6-[2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositol + a 1,2-diacyl-sn-glycerol

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 5 moreGolgi apparatus

• a 2-acyl-6-[6-phosphoethanolamine-alpha-D-mannosyl-(1->2)-alpha-D-mannosyl-(1->6)-2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositolReach from here →
  1. acyl-CoA:sphingosine N-acyltransferase
  2. a 1-acyl-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CoA
  3. a 2-acyl-6-[alpha-D-mannosyl-(1->2)-alpha-D-mannosyl-(1->6)-2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositol + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = a 2-acyl-6-[6-phosphoethanolamine-alpha-D-mannosyl-(1->2)-alpha-D-mannosyl-(1->6)-2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositol + a 1,2-diacyl-sn-glycerol

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 5 moreGolgi apparatus

• a 2-acyl-6-[6-phosphoethanolamine-alpha-D-mannosyl-(1->2)-6-phosphoethanolamine-alpha-D-mannosyl-(1->6)-2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositolReach from here →
  1. acyl-CoA:sphingosine N-acyltransferase
  2. a 1-acyl-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CoA
  3. a 2-acyl-6-[6-phosphoethanolamine-alpha-D-mannosyl-(1->2)-alpha-D-mannosyl-(1->6)-2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositol + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = a 2-acyl-6-[6-phosphoethanolamine-alpha-D-mannosyl-(1->2)-6-phosphoethanolamine-alpha-D-mannosyl-(1->6)-2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositol + a 1,2-diacyl-sn-glycerol

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 5 moreGolgi apparatus

• an N-hexadecanoyl-sphingoid baseReach from here →
  1. Carnitine O-Palmitoyltransferase
  2. (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)
  3. a sphingoid base + hexadecanoyl-CoA = an N-hexadecanoyl-sphingoid base + CoA + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, TECR and 2 morecytosol

• 2-nonadioyl-sn-glycero-3-phosphocholineReach from here →
  1. acyl-CoA:sphingosine N-acyltransferase
  2. 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + sphing-4-enine = 1-O-hexadecyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine + H(+)
  3. 1-hexadecanoyl-2-nonadioyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 2-nonadioyl-sn-glycero-3-phosphocholine + 1-hexadecanoyl-N-(acetyl)-sphing-4-enine

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatus

• 2,3-didehydrophenylalanineReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine
  3. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine

  Catalysed by GLYAT, GLYATL2, GLYATL1, DPEP1mitochondrial matrix

• S-adenosylglutathioneReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. apo-[alkylcobalamin reductase] + adenosylcob(III)alamin + glutathione = S-adenosylglutathione + cob(I)alamin-[alkylcobalamin reductase] + H(+)

  Catalysed by GLYAT, GLYATL2, GLYATL1, GSS and 1 moremitochondrial matrix

• 1-octadecanoyl-2-(15-hydroperoxy-5Z,8Z,11Z,13E-eicosatetraenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. long-chain-fatty-acid-CoA ligase (stearate)
  2. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
  3. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + O2 = 1-octadecanoyl-2-(15-hydroperoxy-5Z,8Z,11Z,13E-eicosatetraenoyl)-sn-glycero-3-phosphocholine

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol

• 8-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoateReach from here →
  1. Carnitine O-Palmitoyltransferase
  2. Utilized Transport
  3. arachidonate to 8-peroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate conversion

  Catalysed by CPT1A, CPT1C, CPT1Bcytosol, endoplasmic reticulumOne of 2 routes

• N(2)-formyl-N(1)-(5-phospho-beta-D-ribosyl)glycinamideReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. 5-phospho-beta-D-ribosylamine + glycine + ATP = N(1)-(5-phospho-beta-D-ribosyl)glycinamide + ADP + phosphate + H(+)
  3. N(1)-(5-phospho-beta-D-ribosyl)glycinamide + (6R)-10-formyltetrahydrofolate = N(2)-formyl-N(1)-(5-phospho-beta-D-ribosyl)glycinamide + (6S)-5,6,7,8-tetrahydrofolate + H(+)

  Catalysed by GLYAT, GLYATL2, GLYATL1, GARTmitochondrial matrix

• 2-formamido-N(1)-(5-O-phospho-beta-D-ribosyl)acetamidineReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. transport of glutamine and glycine (cytosol to extracellular)
  3. N(2)-formyl-N(1)-(5-phospho-beta-D-ribosyl)glycinamide + L-glutamine + ATP + H2O = 2-formamido-N(1)-(5-O-phospho-beta-D-ribosyl)acetamidine + L-glutamate + ADP + phosphate + H(+)

  Catalysed by GLYAT, GLYATL2, GLYATL1, SLC7A5 and 1 moremitochondrial matrix, extracellular space, cytosol

• 1,2,3-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerolReach from here →
  1. long-chain-fatty-acid-CoA ligase (DHA)
  2. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  3. 1,2,3-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerol + H2O = 1,2-di-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerol + (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosol

• kinetensinReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. Chymase

  Catalysed by GLYAT, GLYATL2, GLYATL1, SLC7A5 and 1 moremitochondrial matrix, extracellular space, cytosolOne of 3 routes

• 1-O-(1Z-alkenyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  2. (9Z,12Z)-octadecadienoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + CoA
  3. 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine = 1-O-(1Z-alkenyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol

• N-hexadecanoyl-sphinga-4E,14Z-dienineReach from here →
  1. Carnitine O-Palmitoyltransferase
  2. (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)
  3. sphinga-4E,14Z-dienine + hexadecanoyl-CoA = N-hexadecanoyl-sphinga-4E,14Z-dienine + CoA + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, TECR and 2 morecytosolOne of 2 routes

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serineReach from here →
  1. Carnitine O-Palmitoyltransferase
  2. Utilized Transport
  3. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-serine

  Catalysed by CPT1A, CPT1C, CPT1B, FAAH and 1 morecytosol, endoplasmic reticulum

• 1-(10Z-heptadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
  2. (8Z,11Z,14Z)-eicosatrienoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-(10Z-heptadecenoyl)-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-(10Z-heptadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol

• acetaldehydeReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. transport of glycine and threonine (cytosol to extracellular)
  3. L-threonine acetaldehyde-lyase (glycine-forming)

  Catalysed by GLYAT, GLYATL2, GLYATL1, SLC3A2 and 2 moremitochondrial matrix, extracellular space, cytosolOne of 2 routes

• acetylpyruvateReach from here →
  1. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. acetylpyruvate + H2O = acetate + pyruvate + H(+)

  Catalysed by AGXT2, FAHD1mitochondrial matrix

• all-trans-retinoic acidReach from here →
  1. Propanoate:CoA ligase (AMP-forming)
  2. Propanoyl-CoA hydrolase
  3. transport of propanoate and retinoate (cytosol to extracellular)

  Catalysed by ACSS3, ACSS2, ACSS1, ACOT7 and 3 morecytosol, extracellular spaceOne of 6 routes

• 4a-hydroxytetrahydrobiopterinReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. L-tryptophan,tetrahydrobiopterin:oxygen oxidoreductase(5-hydroxylating)

  Catalysed by GLYAT, GLYATL2, GLYATL1, SLC7A5 and 2 moremitochondrial matrix, extracellular space, cytosolOne of 3 routes

• D-threo-isocitrateReach from here →
  1. ATP citrate lyase (citrate)
  2. acetyl-CoA:oxaloacetate C-acetyltransferase (thioester-hydrolysing)
  3. citrate = D-threo-isocitrate

  Catalysed by ACLY, CS, ACO1, ACO2cytosol, mitochondrial matrixOne of 3 routes

• (7S)-hydroperoxy-(4Z,8E,10Z,13Z,16Z,19Z)-docosahexaenoateReach from here →
  1. long-chain-fatty-acid-CoA ligase (DHA)
  2. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + O2 = (7S)-hydroperoxy-(4Z,8E,10Z,13Z,16Z,19Z)-docosahexaenoate

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosol

• (11S)-hydroperoxy-(4Z,7Z,9E,13Z,16Z,19Z)-docosahexaenoateReach from here →
  1. long-chain-fatty-acid-CoA ligase (DHA)
  2. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + O2 = (11S)-hydroperoxy-(4Z,7Z,9E,13Z,16Z,19Z)-docosahexaenoate

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosol

• 12(S)-HPETEReach from here →
  1. Carnitine O-Palmitoyltransferase
  2. Utilized Transport
  3. arachidonate:oxygen 12-oxidoreductase

  Catalysed by CPT1A, CPT1C, CPT1B, ALOX12cytosol, endoplasmic reticulumOne of 4 routes

• 15(S)-HPETEReach from here →
  1. Carnitine O-Palmitoyltransferase
  2. Utilized Transport
  3. arachidonate:oxygen 15-oxidoreductase

  Catalysed by CPT1A, CPT1C, CPT1B, ALOX15B and 1 morecytosol, endoplasmic reticulumOne of 4 routes

• 5(S)-HPETEReach from here →
  1. Carnitine O-Palmitoyltransferase
  2. Utilized Transport
  3. Arachidonate:oxygen 5-oxidoreductase

  Catalysed by CPT1A, CPT1C, CPT1B, ALOX5cytosol, endoplasmic reticulum

• a 1-hexadecanoyl-2-acylglycerolReach from here →
  1. Carnitine O-Palmitoyltransferase
  2. (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)
  3. a 2-acylglycerol + hexadecanoyl-CoA = a 1-hexadecanoyl-2-acylglycerol + CoA

  Catalysed by CPT1A, CPT1C, CPT1B, TECR and 1 morecytosol

• an hexadecanoyl-acylglycerolReach from here →
  1. Carnitine O-Palmitoyltransferase
  2. (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)
  3. a 1-acylglycerol + hexadecanoyl-CoA = an hexadecanoyl-acylglycerol + CoA

  Catalysed by CPT1A, CPT1C, CPT1B, TECR and 1 morecytosol

• 1-(10Z-heptadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. long-chain-fatty-acid-CoA ligase (stearate)
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-(10Z-heptadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1-(10Z-heptadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol

• 1-(10Z-heptadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. Carnitine O-Palmitoyltransferase
  2. (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)
  3. 1-(10Z-heptadecenoyl)-sn-glycero-3-phosphoethanolamine + hexadecanoyl-CoA = 1-(10Z-heptadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by CPT1A, CPT1C, CPT1B, TECR and 1 morecytosol

• (6R)-5,10-methylene-5,6,7,8-tetrahydrofolateReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. (6R)-5,10-methylene-5,6,7,8-tetrahydrofolate + glycine + H2O = (6S)-5,6,7,8-tetrahydrofolate + L-serine
  3. (6R)-5,10-methylene-5,6,7,8-tetrahydrofolate + glycine + H2O = (6S)-5,6,7,8-tetrahydrofolate + L-serine

  Catalysed by GLYAT, GLYATL2, GLYATL1, SHMT1 and 1 moremitochondrial matrixOne of 2 routes

• 10-formyltetrahydrofolic acidReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase
  3. Formate:tetrahydrofolate ligase (ADP-forming)

  Catalysed by GLYAT, GLYATL2, GLYATL1, SHMT1 and 1 moremitochondrial matrix, cytosolOne of 3 routes

• 5-methyltetrahydrofolic acidReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase
  3. histamine N-methyltransferase (SAM)

  Catalysed by GLYAT, GLYATL2, GLYATL1, SHMT1 and 1 moremitochondrial matrix, cytosol

• (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterinReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. transport of glycine and tryptophan (cytosol to extracellular)
  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 GLYAT, GLYATL2, GLYATL1, SLC7A5 and 2 moremitochondrial matrix, extracellular space, cytosolOne of 3 routes

• all-trans-3-hydroxyretinolReach from here →
  1. Palmitoyl-CoA:retinol O-acyltransferase
  2. all-trans-Retinol 11-cis-trans-isomerase
  3. all-trans-retinol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = all-trans-3-hydroxyretinol + 2 oxidized [adrenodoxin] + H2O

  Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 2 morecytosol

• S-(9Z-octadecenoyl)-4'-phosphopantetheineReach from here →
  1. long-chain-fatty-acid-CoA ligase (stearate)
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. (9Z)-octadecenoyl-CoA + H2O = S-(9Z-octadecenoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol

• S-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-4'-phosphopantetheineReach from here →
  1. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
  2. (8Z,11Z,14Z)-eicosatrienoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + H2O = S-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol

• trans-aconitateReach from here →
  1. ATP citrate lyase (citrate)
  2. acetyl-CoA:oxaloacetate C-acetyltransferase (thioester-hydrolysing)
  3. trans-aconitate(in) + citrate(out) = trans-aconitate(out) + citrate(in)

  Catalysed by ACLY, CS, SLC25A1cytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• butanalReach from here →
  1. Butanoate:CoA ligase (AMP-forming)
  2. butanoyl-CoA + H2O = butanoate + CoA + H(+)
  3. butanal + NAD(+) + H2O = butanoate + NADH + 2 H(+)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 9 morecytosol

• CHEBI:15765Reach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. transport of glycine and tyrosine (cytosol to extracellular)
  3. L-Tyrosine,tetrahydrobiopterin:oxygen oxidoreductase (3-hydroxylating)

  Catalysed by GLYAT, GLYATL2, GLYATL1, SLC7A5 and 1 moremitochondrial matrix, extracellular space, cytosolOne of 5 routes

• 1-(alk-1-enyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. acyl-CoA:sphingosine N-acyltransferase
  2. Acyl-CoA:1-alkenylglycerophosphoethanolamine O-acyltransferase
  3. plasmenylethanolamine 2-acylhydrolase

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 22 moreGolgi apparatus, cytosol

• malonateReach from here →
  1. ATP citrate lyase (citrate)
  2. transport of malate and OAA (cytosol to mitochondria)
  3. malonate(out) + (S)-malate(in) = malonate(in) + (S)-malate(out)

  Catalysed by ACLY, SLC25A10cytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• bromideReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. transport of GSH and leukotriene E4 (cytosol to extracellular)
  3. 2-bromoacetaldehyde:glutathione S-(formylmethyl)transferase

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 46 morecytosol, extracellular spaceOne of 2 routes

• N-carbamoyl-L-aspartic acidReach from here →
  1. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  2. oxaloacetate + L-alanine = L-aspartate + pyruvate
  3. carbamoyl-phosphate:L-aspartate carbamoyltransferase

  Catalysed by AGXT2, CADmitochondrial matrix, cytosol

• alpha-D-glucosamine 6-phosphateReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. transport of glutamine and glycine (cytosol to extracellular)
  3. L-glutamine:D-fructose-6-phosphate isomerase (deaminating)

  Catalysed by GLYAT, GLYATL2, GLYATL1, SLC7A5 and 2 moremitochondrial matrix, extracellular space, cytosol