N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine

Three steps

• (6R)-5,10-methylene-5,6,7,8-tetrahydrofolateReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  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 FAAH, PM20D1, SHMT1, SHMT2One of 2 routes

• 10-formyltetrahydrofolic acidReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase
  3. Formate:tetrahydrofolate ligase (ADP-forming)

  Catalysed by FAAH, PM20D1, SHMT1, MTHFD1cytosolOne of 3 routes

• 5-methyltetrahydrofolic acidReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase
  3. histamine N-methyltransferase (SAM)

  Catalysed by FAAH, PM20D1, SHMT1, HNMTcytosol

• (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterinReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  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 FAAH, PM20D1, SLC7A5, TPH1 and 1 moreextracellular space, cytosolOne of 3 routes

• CHEBI:15650Reach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of leukotriene E4 (cytosol to extracellular)

  Catalysed by FAAH, PM20D1, SLCO1B1extracellular space, cytosolOne of 8 routes

• S-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-4'-phosphopantetheineReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + H2O = S-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by FAAH, PM20D1, SLC27A2, ACSL4 and 10 more

• betaine aldehydeReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
  3. choline + A = betaine aldehyde + AH2

  Catalysed by FAAH, PM20D1, PTGS1, PTGS2 and 1 more

• trimethylenediamineReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of glycine and lysine (cytosol to extracellular)
  3. deoxyhypusine synthase (1,3-diaminopropane)

  Catalysed by FAAH, PM20D1, SLC7A6, DHPSextracellular space, cytosol

• CHEBI:15727Reach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. bile acid-CoA: amino acid N-acyltransferase
  3. N-alpha-acetyltransferase 10, NatA catalytic subunit (acetylcarnosine)

  Catalysed by FAAH, PM20D1, BAAT, NAA10peroxisome, cytosolOne of 2 routes

• CHEBI:15746Reach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. bile acid-CoA: amino acid N-acyltransferase
  3. diamine N-acetyltransferase (N1-acetylspermine)

  Catalysed by FAAH, PM20D1, BAAT, SAT1 and 1 moreperoxisome, cytosolOne of 2 routes

• hexadecanoic acidReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by FAAH, PM20D1cytosol, extracellular spaceOne of 14 routes

• CHEBI:15765Reach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of glycine and tyrosine (cytosol to extracellular)
  3. L-Tyrosine,tetrahydrobiopterin:oxygen oxidoreductase (3-hydroxylating)

  Catalysed by FAAH, PM20D1, SLC7A5, THextracellular space, cytosolOne of 5 routes

• bromideReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. 2-bromoacetaldehyde:glutathione S-(formylmethyl)transferase

  Catalysed by FAAH, PM20D1, MGST3, GSTA4 and 15 moreextracellular space, cytosolOne of 2 routes

• alpha-D-glucosamine 6-phosphateReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of glutamine and glycine (cytosol to extracellular)
  3. L-glutamine:D-fructose-6-phosphate isomerase (deaminating)

  Catalysed by FAAH, PM20D1, SLC7A5, GFPT2 and 1 moreextracellular space, cytosol

• thioredoxin dithiolReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. glycine:tRNA(Gly) ligase (AMP-forming)
  3. glycyl-tRNA(gly) phosphorylation

  Catalysed by FAAH, PM20D1, GARS1cytosolOne of 2 routes

• a halide anionReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. RX + glutathione = an S-substituted glutathione + a halide anion + H(+)

  Catalysed by FAAH, PM20D1, GSS, GSTT4 and 22 more

• sulfateReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of chloride and glycine (cytosol to extracellular)
  3. transport of chloride and sulfate (cytosol to extracellular)

  Catalysed by FAAH, PM20D1, SLC6A9, SLC6A14 and 1 moreextracellular space, cytosol

• ureaReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of arginine and glycine (cytosol to extracellular)
  3. L-Arginine amidinohydrolase

  Catalysed by FAAH, PM20D1, SLC7A6, ARG1extracellular space, cytosolOne of 3 routes

• L-cystineReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of alanine and glycine (cytosol to extracellular)
  3. Transport of L-Cystine (L-Alanine antiport) by B0, +At Transporter

  Catalysed by FAAH, PM20D1, SLC3A2, SLC7A5 and 3 moreextracellular space, cytosolOne of 8 routes

• 11-cis-retinolReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Palmitoyl-CoA:retinol O-acyltransferase

  Catalysed by FAAH, PM20D1, BAAT, DGAT1 and 4 moreperoxisome, cytosol

• (R)-3-aminoisobutyric acidReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of alanine and glycine (cytosol to extracellular)
  3. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase

  Catalysed by FAAH, PM20D1, SLC3A2, SLC7A5 and 2 moreextracellular space, cytosol, mitochondrial matrix

• lithocholic acidReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of lithocholate (cytosol to extracellular)

  Catalysed by FAAH, PM20D1, SLCO1B1, SLCO1A2 and 1 moreextracellular space, cytosolOne of 4 routes

• iodideReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of chloride and glycine (cytosol to extracellular)
  3. transport of chloride and iodide (cytosol to extracellular)

  Catalysed by FAAH, PM20D1, SLC6A9, SLC6A14 and 1 moreextracellular space, cytosolOne of 3 routes

• oxaloacetateReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
  3. (R)-malate + A = oxaloacetate + AH2

  Catalysed by FAAH, PM20D1, PTGS1, PTGS2 and 1 moreOne of 2 routes

• nitric oxideReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of arginine and glycine (cytosol to extracellular)
  3. L-Arginine, NADPH:Oxygen Oxidoreductase (Nitric-Oxide-Forming)

  Catalysed by FAAH, PM20D1, SLC7A6, NOS3 and 2 moreextracellular space, cytosolOne of 2 routes

• N(2)-acetyl-L-ornithineReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. L-Arginine:glycine amidinotransferase
  3. N2-Acetyl-L-ornithine amidohydrolase

  Catalysed by FAAH, PM20D1, GATM, ACY1cytosol

• 2-phenylacetamideReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. L-phenylalanine:oxygen 2-oxidoreductase (decarboxylating)

  Catalysed by FAAH, PM20D1, SLC7A5, EPXextracellular space, cytosol

• D-alanyl-D-alanineReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of D-alanine and glycine (cytosol to extracellular)
  3. Formation of Alanylalanine

  Catalysed by FAAH, PM20D1, SLC3A2, SLC7A10extracellular space, cytosol

• CHEBI:16633Reach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of alanine and glycine (cytosol to extracellular)
  3. L-selenocysteine selenide-lyase (L-alanine-forming)

  Catalysed by FAAH, PM20D1, SLC3A2, SLC7A5 and 2 moreextracellular space, cytosol

• Met-tRNA(Met)Reach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of glycine and methionine (cytosol to extracellular)
  3. L-Methionine:tRNAMet ligase (AMP-forming)

  Catalysed by FAAH, PM20D1, SLC7A5, MARS1extracellular space, cytosol

• (S)-lactateReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. prostaglandin-endoperoxide synthase (arachidonate)
  3. prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)

  Catalysed by FAAH, PM20D1, PTGS1, PTGS2 and 1 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• 4-methylsulfanyl-2-oxobutanoateReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of glycine and methionine (cytosol to extracellular)
  3. glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine

  Catalysed by FAAH, PM20D1, SLC7A5, AADATextracellular space, cytosolOne of 2 routes

• N-[(S)-lactoyl]-L-phenylalanineReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. (S)-lactate + L-phenylalanine = N-[(S)-lactoyl]-L-phenylalanine + H2O

  Catalysed by FAAH, PM20D1, SLC7A5, CNDP2extracellular space, cytosol

• 2-oxobutanoateReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of glycine and threonine (cytosol to extracellular)
  3. L-threonine ammonia-lyase (2-oxobutanoate-forming)

  Catalysed by FAAH, PM20D1, SLC3A2, SLC7A5 and 3 moreextracellular space, cytosolOne of 5 routes

• tryptamineReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. L-tryptophan decarboxy-lyase

  Catalysed by FAAH, PM20D1, SLC7A5, DDCextracellular space, cytosol

• 2-oxoglutaramateReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of glutamine and glycine (cytosol to extracellular)
  3. L-Glutamine:pyruvate aminotransferase

  Catalysed by FAAH, PM20D1, SLC7A5, KYAT1extracellular space, cytosolOne of 3 routes

• formaldehydeReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
  3. N(6),N(6)-dimethyl-L-lysyl(4)-[histone H3] + 2 A + 2 H2O = L-lysyl(4)-[histone H3] + 2 formaldehyde + 2 AH2

  Catalysed by FAAH, PM20D1, PTGS1, PTGS2 and 2 moreOne of 5 routes

• creatineReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. L-Arginine:glycine amidinotransferase
  3. S-Adenosyl-L-methionine:guanidinoacetate N-methyltransferase

  Catalysed by FAAH, PM20D1, GATM, GAMTcytosolOne of 2 routes

• bilirubin IXalphaReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of bilirubin (cytosol to extracellular)

  Catalysed by FAAH, PM20D1, SLCO1B1, SLCO1A2 and 1 moreextracellular space, cytosolOne of 4 routes

• oxalic acidReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. glycine:oxygen oxidoreductase (deaminating)
  3. Glyoxylate:oxygen oxidoreductase

  Catalysed by FAAH, PM20D1, DAO, HAO1peroxisomeOne of 3 routes

• taurolithocholateReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by FAAH, PM20D1, SLCO1B1, SLCO1A2 and 1 moreextracellular space, cytosolOne of 4 routes

• CHEBI:17208Reach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. glutathione:dehydroascorbate oxidoreductase

  Catalysed by FAAH, PM20D1extracellular space, cytosol

• homocysteineReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. Formation of Homocystine

  Catalysed by FAAH, PM20D1extracellular space, cytosol

• L-glutamic 5-semialdehydeReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. L-Arginine:glycine amidinotransferase
  3. L-Ornithine:2-oxo-acid aminotransferase

  Catalysed by FAAH, PM20D1, GATM, OATcytosol, mitochondrial matrix

• anilineReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Acetyl-CoA:arylamine N-acetyltransferase

  Catalysed by FAAH, PM20D1, BAAT, NAT2 and 1 moreperoxisome, cytosol

• CHEBI:17312Reach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. bile acid-CoA: amino acid N-acyltransferase
  3. N1,N12-diacetylspermine to N1-acetylspermine conversion

  Catalysed by FAAH, PM20D1, BAATperoxisome, cytosolOne of 2 routes

• all-trans-retinolReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
  3. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2

  Catalysed by FAAH, PM20D1, PTGS1, PTGS2 and 1 more

• linoleic acidReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by FAAH, PM20D1cytosol, extracellular spaceOne of 14 routes

• sulfiteReach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)

  Catalysed by FAAH, PM20D1, GSS, TSTD1One of 2 routes

• CHEBI:17380Reach from here →
  1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. Transport of 3-Hydroxy-L-Kynurenine

  Catalysed by FAAH, PM20D1, SLC7A5extracellular space, cytosolOne of 2 routes