N-(9Z-octadecenoyl)-L-phenylalanine

Three steps

• nitric oxideReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of arginine and phenylalanine (cytosol to extracellular)
  3. L-Arginine, NADPH:Oxygen Oxidoreductase (Nitric-Oxide-Forming)

  Catalysed by PM20D1, SLC7A6, NOS3, NOS1 and 1 moreextracellular space, cytosolOne of 2 routes

• CHEBI:16523Reach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. transport of D-serine and glycine (cytosol to extracellular)

  Catalysed by PM20D1, SLC7A5, SLC3A2, SLC7A10extracellular space, cytosolOne of 4 routes

• N(2)-acetyl-L-ornithineReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of ornithine and phenylalanine (cytosol to extracellular)
  3. N2-Acetyl-L-ornithine amidohydrolase

  Catalysed by PM20D1, SLC7A6, ACY1extracellular space, cytosol

• anthranilateReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. Transport of L-Kynurenine
  3. L-kynurenine + H2O = anthranilate + L-alanine + H(+)

  Catalysed by PM20D1, SLC7A8, KYNUextracellular space, cytosol

• CHEBI:16633Reach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of alanine and phenylalanine (cytosol to extracellular)
  3. L-selenocysteine selenide-lyase (L-alanine-forming)

  Catalysed by PM20D1, SLC7A5, SCLYextracellular space, cytosol

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

  Catalysed by PM20D1, SLC7A5, MARS1extracellular space, cytosol

• (S)-lactateReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. (S)-lactate + L-phenylalanine = N-[(S)-lactoyl]-L-phenylalanine + H2O
  3. (S)-lactate + L-phenylalanine = N-[(S)-lactoyl]-L-phenylalanine + H2O

  Catalysed by PM20D1, CNDP2

• 4-methylsulfanyl-2-oxobutanoateReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of methionine and phenylalanine (cytosol to extracellular)
  3. glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine

  Catalysed by PM20D1, SLC7A5, AADATextracellular space, cytosol

• 2-oxobutanoateReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of phenylalanine and threonine (cytosol to extracellular)
  3. L-threonine ammonia-lyase (2-oxobutanoate-forming)

  Catalysed by PM20D1, SLC7A5, SDS, SDSLextracellular space, cytosol

• tryptamineReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of phenylalanine and tryptophan (cytosol to extracellular)
  3. L-tryptophan decarboxy-lyase

  Catalysed by PM20D1, SLC7A5, DDCextracellular space, cytosol

• 2-oxoglutaramateReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. Phenylalanine Transaminase, Mitochondrial
  3. 3-phenylpyruvate + L-glutamine = 2-oxoglutaramate + L-phenylalanine

  Catalysed by PM20D1, GOT2, TAT, KYAT1mitochondrial matrixOne of 4 routes

• enol-phenylpyruvateReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. Phenylalanine Transaminase, Mitochondrial
  3. 3-phenylpyruvate = enol-phenylpyruvate

  Catalysed by PM20D1, GOT2, TAT, MIFmitochondrial matrix

• CHEBI:16856Reach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)

  Catalysed by PM20D1, SLC7A5, GSSextracellular space, cytosolOne of 2 routes

• glyoxylic acidReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. glycine:oxygen oxidoreductase (deaminating)

  Catalysed by PM20D1, SLC7A5, DAOextracellular space, cytosol, peroxisome

• N-acetyl-L-aspartateReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. L-aspartate(in) + L-phenylalanine(out) = L-aspartate(out) + L-phenylalanine(in)
  3. acetyl-CoA:L-aspartate N-acetyltransferase

  Catalysed by PM20D1, SLC7A13, NAT8Linner side of the membrane, outer side of the membrane, mitochondrial matrixOne of 2 routes

• oxalic acidReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. Transport of L-Phenylalanine by Atb0 Transporter
  3. transport of chloride and oxalate (cytosol to extracellular)

  Catalysed by PM20D1, SLC6A14, SLC26A6extracellular space, cytosol

• L-glutamic 5-semialdehydeReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of ornithine and phenylalanine (cytosol to extracellular)
  3. L-Ornithine:2-oxo-acid aminotransferase

  Catalysed by PM20D1, SLC7A6, OATextracellular space, cytosol, mitochondrial matrix

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

  Catalysed by PM20D1cytosol, extracellular spaceOne of 14 routes

• CHEBI:17380Reach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of phenylalanine and tryptophan (cytosol to extracellular)
  3. Transport of 3-Hydroxy-L-Kynurenine

  Catalysed by PM20D1, SLC7A5extracellular space, cytosolOne of 3 routes

• (S)-1-pyrroline-5-carboxylateReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of phenylalanine and proline (cytosol to extracellular)
  3. L-proline:(acceptor) oxidoreductase

  Catalysed by PM20D1, SLC7A5, PRODH2extracellular space, cytosolOne of 2 routes

• agmatineReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of arginine and phenylalanine (cytosol to extracellular)
  3. L-arginine carboxy-lyase (agmatine-forming)

  Catalysed by PM20D1, SLC7A6extracellular space, cytosol, mitochondrial matrix

• O-hexadecanoyl-(R)-carnitineReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. Utilized Transport
  3. palmitoyl-CoA:L-carnitine O-palmitoyltransferase

  Catalysed by PM20D1, CPT2, CPT1Aendoplasmic reticulum, cytosol, peroxisomeOne of 10 routes

• AH2Reach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of alanine and phenylalanine (cytosol to extracellular)
  3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O

  Catalysed by PM20D1, SLC7A5, MOCOSextracellular space, cytosolOne of 4 routes

• 5-aminolevulinic acidReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. succinyl-CoA:glycine C-succinyltransferase (decarboxylating)

  Catalysed by PM20D1, SLC7A5, ALAS1, ALAS2 and 1 moreextracellular space, cytosol, mitochondrial matrix

• indole-3-pyruvateReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of phenylalanine and tryptophan (cytosol to extracellular)
  3. L-tryptophan + O2 + H2O = indole-3-pyruvate + H2O2 + NH4(+)

  Catalysed by PM20D1, SLC7A5, IL4I1extracellular space, cytosolOne of 2 routes

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

  Catalysed by PM20D1, SLC7A5, AARS1extracellular space, cytosol

• glycine betaineReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. Transport of L-Phenylalanine by Atb0 Transporter
  3. transport of betaine and chloride (cytosol to extracellular)

  Catalysed by PM20D1, SLC6A14, SLC6A12extracellular space, cytosolOne of 3 routes

• trans-urocanateReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of histidine and phenylalanine (cytosol to extracellular)
  3. L-histidine ammonia-lyase (urocanate-forming)

  Catalysed by PM20D1, SLC7A6, HALextracellular space, cytosolOne of 2 routes

• 5-hydroxy-L-tryptophanReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of phenylalanine 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 PM20D1, SLC7A5, TPH1, TPH2extracellular space, cytosol

• 4-methyl-2-oxopentanoateReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of leucine and phenylalanine (cytosol to extracellular)
  3. L-Leucine:2-oxoglutarate aminotransferase

  Catalysed by PM20D1, SLC7A5, BCAT2extracellular space, cytosol, mitochondrial matrixOne of 4 routes

• CHEBI:17927Reach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of arginine and phenylalanine (cytosol to extracellular)
  3. Transport by Y+Lat-2 into Extracellular Space

  Catalysed by PM20D1, SLC7A6, SLC3A2extracellular space, cytosol

• CHEBI:18095Reach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of alanine and phenylalanine (cytosol to extracellular)
  3. Transport of Hydroxy-Proline

  Catalysed by PM20D1, SLC7A5, SLC1A4extracellular space, cytosolOne of 5 routes

• O-octanoyl-(R)-carnitineReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. Utilized Transport
  3. solute carrier (L-carnitine)

  Catalysed by PM20D1, SLC25A20endoplasmic reticulum, cytosol, mitochondrial matrixOne of 7 routes

• N-carbamoyl-beta-alanineReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. Transport of L-Phenylalanine by Atb0 Transporter
  3. Transport of 3-Ureidopropionate

  Catalysed by PM20D1, SLC6A14extracellular space, cytosolOne of 2 routes

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

  Catalysed by PM20D1cytosol, extracellular spaceOne of 12 routes

• N(1)-(5-phospho-D-ribosyl)glycinamideReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. 5-Phospho-D-ribosylamine:glycine ligase (ADP-forming)

  Catalysed by PM20D1, SLC7A5, GARTextracellular space, cytosol

• 2-formamido-N(1)-(5-phospho-D-ribosyl)acetamidineReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of glutamine and phenylalanine (cytosol to extracellular)
  3. 5'-Phosphoribosylformylglycinamide:L-glutamine amido-ligase (ADP-forming)

  Catalysed by PM20D1, SLC7A5, PFASextracellular space, cytosol

• beta-D-xylosyl-(1<->1')-N-(9Z-octadecenoyl)-sphing-4-enineReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate
  3. N-(9Z-octadecenoyl)-sphing-4-enine + UDP-alpha-D-xylose = beta-D-xylosyl-(1<->1')-N-(9Z-octadecenoyl)-sphing-4-enine + UDP + H(+)

  Catalysed by PM20D1, ASAH1, ACER2, ACER1 and 3 more

• ophthalmateReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. gamma-L-glutamyl-(2S)-2-aminobutanoate + glycine + ATP = ophthalmate + ADP + phosphate + H(+)

  Catalysed by PM20D1, SLC7A5, GSSextracellular space, cytosol

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

  Catalysed by PM20D1, SLC7A5, SLC7A10extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• N(omega),N('omega)-dimethyl-L-arginineReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. transport of glycine and phenylalanine (cytosol to extracellular)
  3. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine

  Catalysed by PM20D1, SLC7A5, AGXT2extracellular space, cytosolOne of 2 routes

• 1-(9Z-octadecenoyl)-3-octadecanoyl-sn-glycerolReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 3-octadecanoyl-sn-glycerol + (9Z)-octadecenoyl-CoA = 1-(9Z-octadecenoyl)-3-octadecanoyl-sn-glycerol + CoA

  Catalysed by PM20D1, SLC27A2, ACSL3, ACSL1 and 6 more

• 1-octanoyl-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-octanoylglycerol + (9Z)-octadecenoyl-CoA = 1-octanoyl-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by PM20D1, SLC27A2, ACSL3, ACSL1 and 6 more

• 1-dodecanoyl-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-dodecanoylglycerol + (9Z)-octadecenoyl-CoA = 1-dodecanoyl-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by PM20D1, SLC27A2, ACSL3, ACSL1 and 7 more

• 1-octadecanoyl-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-octadecanoylglycerol + (9Z)-octadecenoyl-CoA = 1-octadecanoyl-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by PM20D1, SLC27A2, ACSL3, ACSL1 and 7 more

• 1-(9Z,12Z,15Z-octadecatrienoyl)-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-(9Z,12Z,15Z-octadecatrienoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1-(9Z,12Z,15Z-octadecatrienoyl)-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by PM20D1, SLC27A2, ACSL3, ACSL1 and 7 more

• 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by PM20D1, SLC27A2, ACSL3, ACSL1 and 6 more

• 1-tetradecanoyl-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-tetradecanoylglycerol + (9Z)-octadecenoyl-CoA = 1-tetradecanoyl-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by PM20D1, SLC27A2, ACSL3, ACSL1 and 6 more

• 1-O-(9Z-octadecyl)-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-O-(9Z-octadecenyl)-glycerol + (9Z)-octadecenoyl-CoA = 1-O-(9Z-octadecyl)-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by PM20D1, SLC27A2, ACSL3, ACSL1 and 11 more

• 1-decanoyl-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-decanoylglycerol + (9Z)-octadecenoyl-CoA = 1-decanoyl-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by PM20D1, SLC27A2, ACSL3, ACSL1 and 6 more