N-(9Z-octadecenoyl)glycine

Three steps

• 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamideReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase
  3. phosphoribosylaminoimidazolecarboxamide formyltransferase (10-formyl-THF)

  Catalysed by FAAH, PM20D1, SHMT1, ATICcytosol

• 5-guanidino-2-oxopentanoateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of arginine and glycine (cytosol to extracellular)
  3. L-arginine + O2 + H2O = 5-guanidino-2-oxopentanoate + H2O2 + NH4(+)

  Catalysed by FAAH, PM20D1, SLC7A6, IL4I1extracellular space, cytosol

• (3Z)-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-5-enoyl-CoA)

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

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateReach 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

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

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

• N-formyl-L-kynurenineReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. L-tryptophan + O2 = N-formyl-L-kynurenine

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

• (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoAReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase
  3. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoate:CoA ligase (AMP-forming)

  Catalysed by FAAH, PM20D1, BAAT, SLC27A2 and 1 moreperoxisome, endoplasmic reticulumOne of 3 routes

• 5-phospho-beta-D-ribosylamineReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of glutamine and glycine (cytosol to extracellular)
  3. phosphoribosyl pyrophosphate amidotransferase (glutamine)

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

• D-glucosamine 6-phosphateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of glutamine and glycine (cytosol to extracellular)
  3. D-fructose 6-phosphate + L-glutamine = D-glucosamine 6-phosphate + L-glutamate

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

• L-methionine (S)-S-oxideReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of glycine and methionine (cytosol to extracellular)
  3. [thioredoxin]-disulfide + L-methionine + H2O = L-methionine (S)-S-oxide + [thioredoxin]-dithiol

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

• L-methionine (R)-S-oxideReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of glycine and methionine (cytosol to extracellular)
  3. [thioredoxin]-disulfide + L-methionine + H2O = L-methionine (R)-S-oxide + [thioredoxin]-dithiol

  Catalysed by FAAH, PM20D1, SLC7A5, MSRB3 and 2 moreextracellular space, cytosol

• 5-amino-2-oxopentanoateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. L-Arginine:glycine amidinotransferase
  3. L-ornithine + pyruvate = 5-amino-2-oxopentanoate + L-alanine

  Catalysed by FAAH, PM20D1, GATM, AGXT2cytosolOne of 3 routes

• deoxycholoyl-CoAReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase
  3. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)

  Catalysed by FAAH, PM20D1, BAAT, SLC27A2 and 1 moreperoxisome, cytosolOne of 4 routes

• S-sulfanylglutathioneReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. Sulfide:glutathione,quinone oxidoreductase

  Catalysed by FAAH, PM20D1, GSS, SQORcytosol, mitochondrial matrixOne of 5 routes

• methylamineReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  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 FAAH, PM20D1, AGXT2, DDAH1

• N-[(R)-4-phosphopantothenoyl]-L-cysteineReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. (R)-4'-phosphopantothenate:L-cysteine ligase

  Catalysed by FAAH, PM20D1, SLC3A2, SLC7A5 and 2 moreextracellular space, cytosolOne of 4 routes

• (6R)-L-erythro-5,6,7,8-tetrahydrobiopterinReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  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 FAAH, PM20D1, AADAT, PAH

• 4-aminobutanoateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of chloride and glycine (cytosol to extracellular)
  3. transport of 4-aminobutyrate and chloride (cytosol to extracellular)

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

• 3-iodo-L-tyrosineReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of glycine and tyrosine (cytosol to extracellular)
  3. thyroid peroxidase (iodine)

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

• dopamineReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of dopamine and GSH (cytosol to extracellular)

  Catalysed by FAAH, PM20D1, GSS, SLCO1A2 and 1 morecytosol, extracellular spaceOne of 2 routes

• glycolithocholate 3-sulfateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. bile acid-CoA:amino acid N-acyltransferase (glycine)
  3. sulfotransferase (glycolithocholate)

  Catalysed by FAAH, PM20D1, BAAT, SULT2A1cytosolOne of 3 routes

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

• prostaglandin E2Reach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and prostaglandin E2 (cytosol to extracellular)

  Catalysed by FAAH, PM20D1, GSS, SLCO1A2 and 1 morecytosol, extracellular spaceOne of 2 routes

• 3-sulfino-L-alanineReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. L-Cysteine:oxygen oxidoreductase

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

• decanoyl-CoAReach 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 (decanoic acid)

  Catalysed by FAAH, PM20D1, BAAT, ACSM4 and 5 moreperoxisome, cytosolOne of 8 routes

• (2E)-hexadecenoyl-CoAReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Carnitine O-Palmitoyltransferase

  Catalysed by FAAH, PM20D1, BAAT, CPT1A and 2 moreperoxisome, cytosolOne of 4 routes

• (9Z)-hexadecenoyl-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 (palmitolate)

  Catalysed by FAAH, PM20D1, BAAT, SLC27A2 and 7 moreperoxisome, cytosolOne of 11 routes

• L-cysteinylglycineReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. glutathione gamma-glutamylaminopeptidase

  Catalysed by FAAH, PM20D1, GSS, GGTLC3 and 5 morecytosolOne of 8 routes

• (4R)-4-hydroxy-2-oxoglutarateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. (4R)-4-hydroxy-2-oxoglutarate = glyoxylate + pyruvate

  Catalysed by FAAH, PM20D1, AADAT, HOGA1

• 3-hydroxyisovaleryl-CoAReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase
  3. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)

  Catalysed by FAAH, PM20D1, BAAT, CPT1A and 1 moreperoxisome, cytosol

• leukotriene D4Reach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. leukotriene C4 hydrolysis
  3. leukotriene C4 + H2O = leukotriene D4 + L-glutamate

  Catalysed by FAAH, PM20D1, GGT1, GGT5cytosol

• CHEBI:63544Reach 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 (adrenic acid)

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

• ubiquinol-10Reach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  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 FAAH, PM20D1, GSS, SQOR

• sn-glycero-3-phospho-(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. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + H2O = sn-glycero-3-phospho-(1'-sn-glycerol) + (9Z)-octadecenoate + H(+)

  Catalysed by FAAH, PM20D1, ABHD12One of 2 routes

• 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by FAAH, PM20D1, SLC27A2, ACSL3 and 15 more

• hexacosanoyl-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 (cerotic acid)

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

• tetracosanoyl-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 (lignocerate)

  Catalysed by FAAH, PM20D1, BAAT, SLC27A2 and 7 moreperoxisome, cytosolOne of 10 routes

• docosanoyl-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 (behenic acid)

  Catalysed by FAAH, PM20D1, BAAT, SLC27A2 and 7 moreperoxisome, cytosolOne of 9 routes

• all-trans-retinyl 9Z-octadecenoateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. 1,2-di-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoate + H(+) = 1,2,3-tri-(9Z-octadecenoyl)-glycerol + H2O
  3. 1,2,3-tri-(9Z-octadecenoyl)-glycerol + all-trans-retinol = all-trans-retinyl 9Z-octadecenoate + di-(9Z)-octadecenoylglycerol

  Catalysed by FAAH, PM20D1, DGAT1, LIPA and 3 more

• N(5)-[(Z)-amino(hydroxyimino)methyl]ornithineReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of arginine and glycine (cytosol to extracellular)
  3. L-arginine,NADPH:oxygen oxidoreductase (N-(omega)-hydroxyarginine-forming)

  Catalysed by FAAH, PM20D1, SLC7A6, NOS3 and 2 moreextracellular space, cytosol

• xanthurenateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O

  Catalysed by FAAH, PM20D1, AADAT, KYAT3

• Mo-molybdopterinReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. transport of alanine and glycine (cytosol to extracellular)
  3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O

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

• (2E)-octadecenoyl-CoAReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Carnitine O-Palmitoyltransferase

  Catalysed by FAAH, PM20D1, BAAT, CPT1A and 2 moreperoxisome, cytosolOne of 3 routes

• (6Z,9Z,12Z,15Z)-octadecatetraenoyl-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 (stearidonic acid)

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

• (8Z,11Z,14Z)-eicosatrienoateReach 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

• (4S)-4-hydroxy-2-oxoglutarateReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. (4S)-4-hydroxy-2-oxoglutarate = glyoxylate + pyruvate

  Catalysed by FAAH, PM20D1, AADAT, HOGA1

• (R)-noradrenalineReach from here →
  1. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and noradrenaline (cytosol to extracellular)

  Catalysed by FAAH, PM20D1, GSS, SLCO1A2 and 1 morecytosol, extracellular spaceOne of 4 routes

• 1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phospho-(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. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + hexadecanoyl-CoA = 1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by FAAH, PM20D1, ABHD12, LPGAT1

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

  Catalysed by FAAH, PM20D1, ABHD16A

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

  Catalysed by FAAH, PM20D1, SLC27A2, ACSL3 and 8 more