N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine
362,296 routes · scope human · up to 3 steps · built 5 October 2026 · Reactions · API
440 compounds within 3 steps: 2 in 1, 94 in 2, 344 in 3
Three steps
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
- (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + H2O = S-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of lysine and phenylalanine (cytosol to extracellular)
- deoxyhypusine synthase (1,3-diaminopropane)
Catalysed by PM20D1, SLC7A6, DHPSextracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of histidine and phenylalanine (cytosol to extracellular)
- L-histidine:beta-alanine ligase (ADP-forming)
Catalysed by PM20D1, SLC7A6, CARNS1extracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
Catalysed by PM20D1cytosol, extracellular spaceOne of 14 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of phenylalanine and tyrosine (cytosol to extracellular)
- L-Tyrosine,tetrahydrobiopterin:oxygen oxidoreductase (3-hydroxylating)
Catalysed by PM20D1, SLC7A5, THextracellular space, cytosolOne of 5 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of arachidonate and GSH (cytosol to extracellular)
- 2-bromoacetaldehyde:glutathione S-(formylmethyl)transferase
Catalysed by PM20D1, MGST3, GSTA4, GSTA1 and 14 moreextracellular space, cytosolOne of 2 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- L-aspartate(in) + L-phenylalanine(out) = L-aspartate(out) + L-phenylalanine(in)
- carbamoyl-phosphate:L-aspartate carbamoyltransferase
Catalysed by PM20D1, SLC7A13, CADinner side of the membrane, outer side of the membrane, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of glutamine and phenylalanine (cytosol to extracellular)
- L-glutamine:D-fructose-6-phosphate isomerase (deaminating)
Catalysed by PM20D1, SLC7A5, GFPT2, GFPT1extracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- Transport of L-Phenylalanine by Atb0 Transporter
- transport of chloride and sulfate (cytosol to extracellular)
Catalysed by PM20D1, SLC6A14, SLC26A6extracellular space, cytosolOne of 3 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of arginine and phenylalanine (cytosol to extracellular)
- L-Arginine amidinohydrolase
Catalysed by PM20D1, SLC7A6, ARG1extracellular space, cytosolOne of 3 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of alanine and phenylalanine (cytosol to extracellular)
- Transport of L-Cystine (L-Alanine antiport) by B0, +At Transporter
Catalysed by PM20D1, SLC7A5, SLC7A9, SLC3A1extracellular space, cytosolOne of 9 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of alanine and phenylalanine (cytosol to extracellular)
- (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
Catalysed by PM20D1, SLC7A5, AGXT2extracellular space, cytosol, mitochondrial matrix
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of arachidonate (cytosol to extracellular)
- transport of lithocholate (cytosol to extracellular)
Catalysed by PM20D1, SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of phenylalanine and tyrosine (cytosol to extracellular)
- thyroid peroxidase (iodine)
Catalysed by PM20D1, SLC7A5, TPOextracellular space, cytosolOne of 3 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- L-phenylalanine carboxy-lyase (phenylethylamine-forming)
- Phenethylamine:oxygen oxidoreductase (deaminating)
Catalysed by PM20D1, DDC, AOC2, AOC1 and 3 morecytosolOne of 2 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of arginine and phenylalanine (cytosol to extracellular)
- L-Arginine, NADPH:Oxygen Oxidoreductase (Nitric-Oxide-Forming)
Catalysed by PM20D1, SLC7A6, NOS3, NOS1 and 1 moreextracellular space, cytosolOne of 2 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of glycine and phenylalanine (cytosol to extracellular)
- transport of D-serine and glycine (cytosol to extracellular)
Catalysed by PM20D1, SLC7A5, SLC3A2, SLC7A10extracellular space, cytosolOne of 4 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of ornithine and phenylalanine (cytosol to extracellular)
- N2-Acetyl-L-ornithine amidohydrolase
Catalysed by PM20D1, SLC7A6, ACY1extracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- Transport of L-Kynurenine
- L-kynurenine + H2O = anthranilate + L-alanine + H(+)
Catalysed by PM20D1, SLC7A8, KYNUextracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of alanine and phenylalanine (cytosol to extracellular)
- L-selenocysteine selenide-lyase (L-alanine-forming)
Catalysed by PM20D1, SLC7A5, SCLYextracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of methionine and phenylalanine (cytosol to extracellular)
- L-Methionine:tRNAMet ligase (AMP-forming)
Catalysed by PM20D1, SLC7A5, MARS1extracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- prostaglandin-endoperoxide synthase (arachidonate)
- prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)
Catalysed by PM20D1, PTGS1, PTGS2, SLCO2A1cytosol, inner side of the membrane, outer side of the membraneOne of 3 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of methionine and phenylalanine (cytosol to extracellular)
- glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine
Catalysed by PM20D1, SLC7A5, AADATextracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of phenylalanine and threonine (cytosol to extracellular)
- L-threonine ammonia-lyase (2-oxobutanoate-forming)
Catalysed by PM20D1, SLC7A5, SDS, SDSLextracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of phenylalanine and tryptophan (cytosol to extracellular)
- L-tryptophan decarboxy-lyase
Catalysed by PM20D1, SLC7A5, DDCextracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- Phenylalanine Transaminase, Mitochondrial
- 3-phenylpyruvate + L-glutamine = 2-oxoglutaramate + L-phenylalanine
Catalysed by PM20D1, GOT2, TAT, KYAT1mitochondrial matrixOne of 4 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
- 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 PM20D1, PTGS1, PTGS2, KDM1A and 1 moreOne of 3 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of glycine and phenylalanine (cytosol to extracellular)
- glycine:oxygen oxidoreductase (deaminating)
Catalysed by PM20D1, SLC7A5, DAOextracellular space, cytosol, peroxisome
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- L-aspartate(in) + L-phenylalanine(out) = L-aspartate(out) + L-phenylalanine(in)
- 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
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of arachidonate (cytosol to extracellular)
- transport of bilirubin (cytosol to extracellular)
Catalysed by PM20D1, SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- Transport of L-Phenylalanine by Atb0 Transporter
- transport of chloride and oxalate (cytosol to extracellular)
Catalysed by PM20D1, SLC6A14, SLC26A6extracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of arachidonate (cytosol to extracellular)
- transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
Catalysed by PM20D1, SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of arachidonate and GSH (cytosol to extracellular)
- glutathione:dehydroascorbate oxidoreductase
Catalysed by PM20D1extracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of arachidonate and GSH (cytosol to extracellular)
- Formation of Homocystine
Catalysed by PM20D1extracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of ornithine and phenylalanine (cytosol to extracellular)
- L-Ornithine:2-oxo-acid aminotransferase
Catalysed by PM20D1, SLC7A6, OATextracellular space, cytosol, mitochondrial matrix
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
Catalysed by PM20D1cytosol, extracellular spaceOne of 14 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of phenylalanine and tryptophan (cytosol to extracellular)
- Transport of 3-Hydroxy-L-Kynurenine
Catalysed by PM20D1, SLC7A5extracellular space, cytosolOne of 3 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of phenylalanine and proline (cytosol to extracellular)
- L-proline:(acceptor) oxidoreductase
Catalysed by PM20D1, SLC7A5, PRODH2extracellular space, cytosolOne of 2 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of arginine and phenylalanine (cytosol to extracellular)
- L-arginine carboxy-lyase (agmatine-forming)
Catalysed by PM20D1, SLC7A6extracellular space, cytosol, mitochondrial matrix
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- Utilized Transport
- palmitoyl-CoA:L-carnitine O-palmitoyltransferase
Catalysed by PM20D1, CPT2, CPT1Aendoplasmic reticulum, cytosol, peroxisomeOne of 10 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
- A + NADH + H(+) = AH2 + NAD(+)
Catalysed by PM20D1, PTGS1, PTGS2, AIFM1 and 1 moreOne of 23 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of glycine and phenylalanine (cytosol to extracellular)
- succinyl-CoA:glycine C-succinyltransferase (decarboxylating)
Catalysed by PM20D1, SLC7A5, ALAS1, ALAS2 and 1 moreextracellular space, cytosol, mitochondrial matrix
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of phenylalanine and tryptophan (cytosol to extracellular)
- L-tryptophan + O2 + H2O = indole-3-pyruvate + H2O2 + NH4(+)
Catalysed by PM20D1, SLC7A5, IL4I1extracellular space, cytosolOne of 2 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of alanine and phenylalanine (cytosol to extracellular)
- L-Alanine:tRNA(Ala) ligase (AMP-forming)
Catalysed by PM20D1, SLC7A5, AARS1extracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- Transport of L-Phenylalanine by Atb0 Transporter
- transport of betaine and chloride (cytosol to extracellular)
Catalysed by PM20D1, SLC6A14, SLC6A12extracellular space, cytosolOne of 3 routes