N-(9Z-octadecenoyl)glycine

Three steps

• (6R)-5,10-methylenetetrahydrofolic acidReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase
  3. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase

  Catalysed by FAAH, PM20D1, SHMT1cytosolOne of 7 routes

• S-disulfanyl-L-cysteineReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. S-sulfanyl-L-cysteine + L-cysteine = S-disulfanyl-L-cysteine + L-alanine

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

• (5Z)-dodecenoyl-CoAReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-7-enoyl-CoA)

  Catalysed by FAAH, PM20D1, BAAT, HADHA and 2 moreperoxisome, mitochondrial matrixOne of 2 routes

• (11Z)-docosenoyl-CoA(4-)Reach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (cis-cetoleic acid)

  Catalysed by FAAH, PM20D1, BAAT, SLC27A2 and 7 moreperoxisome, cytosolOne of 5 routes

• 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(3'-(9Z-octadecenoyl)-1'-sn-glycerol)Reach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + H2O = sn-glycero-3-phospho-(1'-sn-glycerol) + (9Z)-octadecenoate + H(+)
  3. 2 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) = 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(3'-(9Z-octadecenoyl)-1'-sn-glycerol) + sn-glycero-3-phospho-(1'-sn-glycerol)

  Catalysed by FAAH, PM20D1, ABHD12, CLN5

• (7Z)-tetradecenoyl-CoAReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((7Z)-tetradecenoic acid)

  Catalysed by FAAH, PM20D1, BAAT, SLC27A2 and 7 moreperoxisome, cytosolOne of 8 routes

• (4Z,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial

  Catalysed by FAAH, PM20D1, BAAT, HADHA and 2 moreperoxisome, mitochondrial matrixOne of 3 routes

• (7Z,10Z)-hexadecadienoyl-CoAReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial

  Catalysed by FAAH, PM20D1, BAAT, HADHA and 2 moreperoxisome, mitochondrial matrix

• (4Z,7Z)-decadienoyl-CoAReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial

  Catalysed by FAAH, PM20D1, BAAT, ECHS1 and 2 moreperoxisome, mitochondrial matrixOne of 2 routes

• (5Z)-octenoyl-CoAReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Fatty Acid Beta Oxidation (C10:2->C8:1), Mitochondrial

  Catalysed by FAAH, PM20D1, BAAT, ECHS1 and 2 moreperoxisome, mitochondrial matrixOne of 2 routes

• 3-(glutathion-S-yl)-4-hydroxynonanalReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  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 FAAH, PM20D1, GSS, GSTP1

• glycoursodeoxycholate 3-sulfateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. glycine to glycoursodeoxycholate conversion
  3. glycoursodeoxycholate + 3'-phosphoadenylyl sulfate = glycoursodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by FAAH, PM20D1, SULT2A1cytosol

• glycochenodeoxycholate 3-sulfateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. chenodeoxycholoyl-CoA + glycine = glycochenodeoxycholate + CoA + H(+)
  3. glycochenodeoxycholate + 3'-phosphoadenylyl sulfate = glycochenodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by FAAH, PM20D1, BAAT, SULT2A1

• deoxycholateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. Glycodeoxycholate amidohydrolase
  3. Glycodeoxycholate amidohydrolase

  Catalysed by FAAH, PM20D1cytosol

• docosanoateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by FAAH, PM20D1cytosol, extracellular spaceOne of 12 routes

• a quinolReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  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 FAAH, PM20D1, GSS, SQOR

• hypochlorous acidReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of chloride and glycine (cytosol to extracellular)
  3. Peroxidase

  Catalysed by FAAH, PM20D1, SLC6A9, SLC6A14 and 1 moreextracellular space, cytosolOne of 4 routes

• octadecanoateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by FAAH, PM20D1cytosol, extracellular spaceOne of 12 routes

• potassium atomReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of chloride and glycine (cytosol to extracellular)
  3. transport of chloride (cytosol to extracellular)

  Catalysed by FAAH, PM20D1, SLC6A9, SLC6A14 and 2 moreextracellular space, cytosolOne of 2 routes

• alpha-linolenic acidReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by FAAH, PM20D1cytosol, extracellular spaceOne of 13 routes

• CHEBI:27540Reach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase
  3. medium-chain acyl-CoA ligase (hexanoic acid)

  Catalysed by FAAH, PM20D1, BAAT, ACSM4 and 5 moreperoxisome, cytosolOne of 6 routes

• elaidic acidReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by FAAH, PM20D1cytosol, extracellular spaceOne of 18 routes

• all-cis-docosa-4,7,10,13,16,19-hexaenoic acidReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by FAAH, PM20D1cytosol, extracellular spaceOne of 12 routes

• 5-hydroxytryptophanReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. L-Tryptophan, Tetrahydrobiopterin:Oxygen Oxidoreductase (5-Hydroxylating)

  Catalysed by FAAH, PM20D1, SLC7A5, TPH1 and 1 moreextracellular space, cytosolOne of 2 routes

• 5(S)-HETEReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. Glutathione: 5-HPETE oxidoreductase

  Catalysed by FAAH, PM20D1, GSS, GPX5 and 8 morecytosolOne of 2 routes

• CHEBI:28701Reach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by FAAH, PM20D1, BAAT, ACAA1 and 2 moreperoxisomeOne of 7 routes

• pyridoxine 5'-phosphateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  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

• N-acetyl-L-cysteineReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. N-acetylglutamate synthase (N-acetyl-L-cysteine)

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

• a dicarboxylateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. Hippurate (Benzoylglycinate) Formation
  3. N-benzoylglycine(out) + a dicarboxylate(in) = N-benzoylglycine(in) + a dicarboxylate(out)

  Catalysed by FAAH, PM20D1, SLC22A6, SLC22A8mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• iron(2+)Reach from here →
  1. N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  3. Fe(3+)(out) + L-ascorbate(in) = monodehydro-L-ascorbate radical(in) + Fe(2+)(out) + H(+)

  Catalysed by PAM, CYB561D2, CYB561, CYBRD1 and 2 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• K(+)Reach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. K(+)(in) + L-cysteine(out) + 3 Na(+)(out) + H(+)(out) = K(+)(out) + L-cysteine(in) + 3 Na(+)(in) + H(+)(in)

  Catalysed by FAAH, PM20D1, SLC3A2, SLC7A5 and 2 moreextracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• Cys-tRNA(Cys)Reach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. L-Cysteine:tRNA(Cys) ligase (AMP-forming)

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

• Phe-tRNA(Phe)Reach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. L-Phenylalanine:tRNA(Ala) ligase (AMP-forming)

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

• Trp-tRNA(Trp)Reach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. L-Tryptophan -tRNA(Trp) ligase (AMP-forming)

  Catalysed by FAAH, PM20D1, SLC7A5, WARS1extracellular space, cytosol

• Ile-tRNA(Ile)Reach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of glycine and isoleucine (cytosol to extracellular)
  3. L-Isoleucine:tRNA(Ile) ligase (AMP-forming)

  Catalysed by FAAH, PM20D1, SLC7A5, IARS1extracellular space, cytosol

• Gln-tRNA(Gln)Reach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of glutamine and glycine (cytosol to extracellular)
  3. L-Glutamine:tRNA(Gln) ligase (AMP-forming)

  Catalysed by FAAH, PM20D1, SLC7A5, QARS1extracellular space, cytosol

• isocyanateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. L-citrulline + H(+) = isocyanate + L-ornithine

  Catalysed by FAAH, PM20D1, SLC7A9, SLC3A1 and 2 moreextracellular space, cytosol

• Asn-tRNA(Asn)Reach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of asparagine and glycine (cytosol to extracellular)
  3. L-Asparagine:tRNA(Asn) ligase (AMP-forming)

  Catalysed by FAAH, PM20D1, NARS1extracellular space, cytosol

• cholateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. solute carrier organic anion transporter (cholate)

  Catalysed by FAAH, PM20D1, GSS, SLCO1A2 and 1 morecytosol, extracellular spaceOne of 3 routes

• glycolateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. glycine:oxygen oxidoreductase (deaminating)
  3. glycolate:NADP+ oxidoreductase

  Catalysed by FAAH, PM20D1, DAO, GRHPRperoxisome, cytosolOne of 3 routes

• hydrogen sulfideReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. L-cysteine hydrogen-sulfide-lyase (deaminating

  Catalysed by FAAH, PM20D1, SLC3A2, SLC7A5 and 2 moreextracellular space, cytosolOne of 3 routes

• L-aspartateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of alanine and glycine (cytosol to extracellular)
  3. oxaloacetate + L-alanine = L-aspartate + pyruvate

  Catalysed by FAAH, PM20D1, SLC3A2, SLC7A5 and 2 moreextracellular space, cytosolOne of 21 routes

• CHEBI:30249Reach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. L-tryptophan:oxygen 2,3-oxidoreductase (decyclizing)

  Catalysed by FAAH, PM20D1, SLC7A5, IDO1 and 2 moreextracellular space, cytosol

• oxalateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. glyoxylate + O2 + H2O = oxalate + H2O2 + H(+)

  Catalysed by FAAH, PM20D1, AADAT, HAO1

• formic acidReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of chloride and glycine (cytosol to extracellular)
  3. transport of chloride and formate (cytosol to extracellular)

  Catalysed by FAAH, PM20D1, SLC6A9, SLC6A14 and 1 moreextracellular space, cytosolOne of 2 routes

• malonic acidReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of chloride and glycine (cytosol to extracellular)
  3. Malonate Transport, Antiport with Chloride

  Catalysed by FAAH, PM20D1, SLC6A9, SLC6A14extracellular space, cytosolOne of 2 routes

• tetradecanoateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by FAAH, PM20D1cytosol, extracellular spaceOne of 12 routes

• an alcoholReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. a hydroperoxide + 2 glutathione = an alcohol + glutathione disulfide + H2O

  Catalysed by FAAH, PM20D1, GSS, CP and 1 more

• glutarateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase
  3. glycocholate(out) + glutarate(in) = glycocholate(in) + glutarate(out)

  Catalysed by FAAH, PM20D1, BAAT, SLC22A24peroxisome, inner side of the membrane, outer side of the membraneOne of 2 routes

• hexacosanoateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by FAAH, PM20D1cytosol, extracellular spaceOne of 12 routes