CHEBI:1146900

Three steps

• carbamoyl phosphateReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. transport of glutamine and glycine (cytosol to extracellular)
  3. HCO3-:L-glutamine amido-ligase (ADP-forming, carbamate-phosphorylating)

  Catalysed by GLYAT, GLYATL2, GLYATL1, SLC7A5 and 1 moremitochondrial matrix, extracellular space, cytosolOne of 4 routes

• N,N-dimethylglycineReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. sarcosine + O2 + H2O = formaldehyde + glycine + H2O2
  3. (6S)-5,6,7,8-tetrahydrofolyl-(gamma-L-Glu)(n) + N,N-dimethylglycine + oxidized [electron-transfer flavoprotein] + H(+) = (6R)-5,10-methylenetetrahydrofolyl-(gamma-L-Glu)(n) + sarcosine + reduced [electron-transfer flavoprotein]

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

• N-acetylputrescineReach from here →
  1. diamine N-acetyltransferase (N1-acetylspermidine)
  2. S-adenosyl 3-(methylsulfanyl)propylamine + putrescine = S-methyl-5'-thioadenosine + spermidine + H(+)
  3. acetyl-CoA:putrescine N-acetyltransferase

  Catalysed by SAT1, SAT2, SRMcytosolOne of 2 routes

• 4-aminobutanalReach from here →
  1. diamine N-acetyltransferase (N1-acetylspermidine)
  2. S-adenosyl 3-(methylsulfanyl)propylamine + putrescine = S-methyl-5'-thioadenosine + spermidine + H(+)
  3. putrescine + O2 + H2O = 4-aminobutanal + H2O2 + NH4(+)

  Catalysed by SAT1, SAT2, SRM, AOC1cytosol

• (2R)-2-phosphoglycerateReach from here →
  1. ATP citrate lyase (citrate)
  2. GTP:oxaloacetate carboxy-lyase (adding GTP
  3. 2-phospho-D-glycerate hydro-lyase (phosphoenolpyruvate-forming)

  Catalysed by ACLY, PCK1, ENO1, ENO2 and 1 morecytosolOne of 2 routes

• a 1-acyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholineReach 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. a 1-acyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = a 1-acyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine + CoA

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

• glutathione disulfideReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. transport of GSH and leukotriene E4 (cytosol to extracellular)
  3. Glutathione: 5-HPETE oxidoreductase

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 38 morecytosol, extracellular spaceOne of 36 routes

• taurolithocholate 3-sulfateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. transport of GSH and leukotriene E4 (cytosol to extracellular)
  3. transport of GSH and sulfotaurolithocholate (cytosol to extracellular)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 31 morecytosol, extracellular spaceOne of 6 routes

• a CDP-1,2-diacyl-sn-glycerolReach from here →
  1. acyl-CoA:sphingosine N-acyltransferase
  2. a 1-acyl-sn-glycero-3-phosphate + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphate + CoA
  3. a 1,2-diacyl-sn-glycero-3-phosphate + CTP + H(+) = a CDP-1,2-diacyl-sn-glycerol + diphosphate

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 16 moreGolgi apparatusOne of 3 routes

• 5-oxo-L-prolineReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. glutathione = L-cysteinylglycine + 5-oxo-L-proline

  Catalysed by GLYAT, GLYATL2, GLYATL1, GSS and 2 moremitochondrial matrix

• histamineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. transport of GSH and leukotriene E4 (cytosol to extracellular)
  3. transport of GSH and histamine (cytosol to extracellular)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 31 morecytosol, extracellular spaceOne of 5 routes

• 1D-myo-inositol 1-phosphateReach from here →
  1. acyl-CoA:sphingosine N-acyltransferase
  2. a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA
  3. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = 1D-myo-inositol 1-phosphate + a 1,2-diacyl-sn-glycerol + H(+)

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 10 moreGolgi apparatus

• L-2-aminopentanoateReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. N(omega),N(omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + glycine
  3. 2-oxopentanoate + N(omega),N(omega)-dimethyl-L-arginine = 5-(3,3-dimethylguanidino)-2-oxopentanoate + L-2-aminopentanoate

  Catalysed by GLYAT, GLYATL2, GLYATL1, AGXT2mitochondrial matrixOne of 2 routes

• (2S)-2-[5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamido]succinateReach from here →
  1. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  2. oxaloacetate + L-alanine = L-aspartate + pyruvate
  3. 1-(5-Phosphoribosyl)-5-amino-4-carboxyimidazole:L-aspartate ligase (ADP-forming)

  Catalysed by AGXT2, PAICSmitochondrial matrix, cytosolOne of 2 routes

• L-thyroxineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. transport of GSH and leukotriene E4 (cytosol to extracellular)
  3. transport of GSH and thyroxine (cytosol to extracellular)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 31 morecytosol, extracellular spaceOne of 4 routes

• kynurenateReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. L-kynurenine + glyoxylate = kynurenate + glycine + H2O

  Catalysed by GLYAT, GLYATL2, GLYATL1, AADAT and 1 moremitochondrial matrixOne of 19 routes

• L-2-aminohexanoateReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. N(omega),N(omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + glycine
  3. 2-oxohexanoate + N(omega),N(omega)-dimethyl-L-arginine = L-2-aminohexanoate + 5-(3,3-dimethylguanidino)-2-oxopentanoate

  Catalysed by GLYAT, GLYATL2, GLYATL1, AGXT2mitochondrial matrixOne of 2 routes

• 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamideReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase
  3. phosphoribosylaminoimidazolecarboxamide formyltransferase (10-formyl-THF)

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

• 5-guanidino-2-oxopentanoateReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. transport of arginine and glycine (cytosol to extracellular)
  3. L-arginine + O2 + H2O = 5-guanidino-2-oxopentanoate + H2O2 + NH4(+)

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

• 5-(methylsulfanyl)-alpha-D-ribose 1-phosphateReach from here →
  1. diamine N-acetyltransferase (N1-acetylspermidine)
  2. S-adenosylmethioninamine:spermidine 3-aminopropyltransferase
  3. S-methyl-5'-thioadenosine:phosphate S-methyl-5-thio-alpha-D-ribosyl-transferase

  Catalysed by SAT1, SAT2, SRM, SMS and 1 morecytosolOne of 2 routes

• N-formyl-L-kynurenineReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. L-tryptophan + O2 = N-formyl-L-kynurenine

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

• L-2-aminoadipateReach from here →
  1. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  2. L-kynurenine + H2O = anthranilate + L-alanine + H(+)
  3. 2-oxoadipate + L-kynurenine = L-2-aminoadipate + kynurenate + H2O

  Catalysed by KYNU, AADATmitochondrial matrix

• 5-phospho-beta-D-ribosylamineReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. transport of glutamine and glycine (cytosol to extracellular)
  3. phosphoribosyl pyrophosphate amidotransferase (glutamine)

  Catalysed by GLYAT, GLYATL2, GLYATL1, SLC7A5 and 1 moremitochondrial matrix, extracellular space, cytosolOne of 2 routes

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

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

• CDP-cholineReach from here →
  1. Acetyl-CoA:choline O-acetyltransferase
  2. phosphocholine + H2O = choline + phosphate
  3. phosphocholine + CTP + H(+) = CDP-choline + diphosphate

  Catalysed by CHAT, PHOSPHO1, PCYT1A, PCYT1BnucleusOne of 2 routes

• 5-amino-2-oxopentanoateReach from here →
  1. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  2. taurine + L-arginine = taurocyamine + L-ornithine
  3. L-ornithine + pyruvate = 5-amino-2-oxopentanoate + L-alanine

  Catalysed by BAAT, GATM, AGXT2cytosolOne of 4 routes

• S-sulfanylglutathioneReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. transport of GSH and leukotriene E4 (cytosol to extracellular)
  3. Sulfide:glutathione,quinone oxidoreductase

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 30 morecytosol, extracellular space, mitochondrial matrixOne of 8 routes

• methylamineReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. N(omega)-methyl-L-arginine + glyoxylate = 5-(3-methylguanidino)-2-oxopentanoate + glycine
  3. N(omega)-methyl-L-arginine + H2O = L-citrulline + methylamine

  Catalysed by GLYAT, GLYATL2, GLYATL1, AGXT2 and 1 moremitochondrial matrix

• monodehydro-L-ascorbate radicalReach from here →
  1. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  2. octanoyl-CoA + glycine = N-octanoylglycine + CoA + H(+)
  3. N-octanoylglycine + 2 L-ascorbate + O2 = N-octanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by CROT, GLYATL2, PAMmitochondrial matrixOne of 5 routes

• (6R)-L-erythro-5,6,7,8-tetrahydrobiopterinReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. L-tyrosine + glyoxylate = 3-(4-hydroxyphenyl)pyruvate + glycine
  3. (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + L-phenylalanine + O2 = (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin + L-tyrosine

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

• pyridoxal 5'-phosphateReach from here →
  1. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  2. L-selenocysteine selenide-lyase (L-alanine-forming)
  3. pyridoxine 5'-phosphate + O2 = pyridoxal 5'-phosphate + H2O2

  Catalysed by SCLY, PNPOmitochondrial matrix, cytosol

• an L-alpha-amino acidReach from here →
  1. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  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 KYNU, SLC7A11mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• 4-aminobutanoateReach from here →
  1. Carnitine O-Palmitoyltransferase
  2. Carnitine Transport by Atb0
  3. transport of 4-aminobutyrate and chloride (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC6A14 and 1 morecytosol, extracellular spaceOne of 7 routes

• 3-iodo-L-tyrosineReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. transport of glycine and tyrosine (cytosol to extracellular)
  3. thyroid peroxidase (iodine)

  Catalysed by GLYAT, GLYATL2, GLYATL1, SLC7A5 and 1 moremitochondrial matrix, extracellular space, cytosolOne of 2 routes

• dopamineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. transport of GSH and leukotriene E4 (cytosol to extracellular)
  3. transport of dopamine and GSH (cytosol to extracellular)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 31 morecytosol, extracellular spaceOne of 4 routes

• glycolithocholate 3-sulfateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. transport of GSH and leukotriene E4 (cytosol to extracellular)
  3. transport of GSH and sulfoglycolithocholate (cytosol to extracellular)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 31 morecytosol, extracellular spaceOne of 5 routes

• a 2,3-dehydroacyl-CoAReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  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 NAGS, MOCOS, ACAD10mitochondrial matrix

• estrone 3-sulfateReach from here →
  1. Butanoate:CoA ligase (AMP-forming)
  2. butanoyl-CoA + H2O = butanoate + CoA + H(+)
  3. butanoate(out) + estrone 3-sulfate(in) = butanoate(in) + estrone 3-sulfate(out)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 9 morecytosol, inner side of the membrane, outer side of the membraneOne of 6 routes

• prostaglandin E2Reach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. transport of GSH and leukotriene E4 (cytosol to extracellular)
  3. transport of GSH and prostaglandin E2 (cytosol to extracellular)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 31 morecytosol, extracellular spaceOne of 6 routes

• (9S)-hydroperoxy-(10E,12Z)-octadecadienoateReach from here →
  1. Carnitine O-Palmitoyltransferase
  2. Utilized Transport
  3. linoleate:oxygen 9-oxidoreductase

  Catalysed by CPT1A, CPT1C, CPT1Bcytosol, endoplasmic reticulum

• Fe(II)-heme aReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  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 NAGS, MOCOS, COX15mitochondrial matrix

• (R)-4'-phosphopantetheineReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  2. (R)-4'-phosphopantothenate:L-cysteine ligase
  3. N-[(R)-4-phosphopantothenoyl]-L-cysteine + H(+) = (R)-4'-phosphopantetheine + CO2

  Catalysed by NAGS, PPCS, PPCDCmitochondrial matrix, cytosol

• (4R)-4-hydroxy-2-oxoglutarateReach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. (4R)-4-hydroxy-2-oxoglutarate = glyoxylate + pyruvate

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

• an N-acyl-1,2-diacyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. acyl-CoA:sphingosine N-acyltransferase
  2. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
  3. a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + a 1,2-diacyl-sn-glycero-3-phosphocholine = an N-acyl-1,2-diacyl-sn-glycero-3-phosphoethanolamine + a 2-acyl-sn-glycero-3-phosphocholine + H(+)

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 4 moreGolgi apparatusOne of 4 routes

• (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylateReach from here →
  1. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  2. Transport of Hydroxy-Proline
  3. trans-4-Hydroxy-L-proline:NAD+ 5-oxidoreductase

  Catalysed by SLC1A4, PYCR1, PYCR3, PYCR2mitochondrial matrix, extracellular space, cytosolOne of 5 routes

• hexanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (hexanoic acid)
  2. trans-hex-2-enoyl-CoA reductase
  3. (2E)-hexenoyl-CoA + NADPH + H(+) = hexanoyl-CoA + NADP(+)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 4 morecytosol, mitochondrial matrix

• chenodeoxycholoyl-CoAReach from here →
  1. Propanoyl-CoA:acetyl-CoA C-acyltransferase
  2. chenodeoxycholoyl-CoA hydrolase
  3. chenodeoxycholate + ATP + CoA = chenodeoxycholoyl-CoA + AMP + diphosphate

  Catalysed by ACAA1, SCP2, MYO5B, ACOT7 and 3 moreperoxisome

• leukotriene D4Reach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. leukotriene C4 hydrolysis
  3. leukotriene C4 + H2O = leukotriene D4 + L-glutamate

  Catalysed by GLYAT, GLYATL2, GLYATL1, GGT1 and 1 moremitochondrial matrix, cytosol

• 18-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. Carnitine O-Palmitoyltransferase
  2. Utilized Transport
  3. cytochrome P450 (arachidonate)

  Catalysed by CPT1A, CPT1C, CPT1B, CYP4F8cytosol, endoplasmic reticulumOne of 2 routes

• ubiquinol-10Reach from here →
  1. glycine N-acyltransferase (N-arachidonoylglycine)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. ubiquinone-10 + hydrogen sulfide + glutathione + H(+) = S-sulfanylglutathione + ubiquinol-10

  Catalysed by GLYAT, GLYATL2, GLYATL1, GSS and 1 moremitochondrial matrixOne of 3 routes