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
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
Catalysed by PM20D1cytosol, extracellular spaceOne of 15 routes
- (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 12 routes
- (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 12 routes
- (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 12 routes
- (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 18 routes
- (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 12 routes
- (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 12 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of leucine and phenylalanine (cytosol to extracellular)
- L-lysine(in) + L-leucine(out) + Na(+)(out) = L-lysine(out) + L-leucine(in) + Na(+)(in)
Catalysed by PM20D1, SLC7A5, SLC7A7extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 5 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)
- D-lysine(in) + L-ornithine(out) = D-lysine(out) + L-ornithine(in)
Catalysed by PM20D1, SLC7A6, SLC25A2extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne 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)
- Putrescine Export via Putrescine/Arginine Antiporter
Catalysed by PM20D1, SLC7A6, SLC3A2, SLC7A7extracellular 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)
- D-arginine(in) + L-ornithine(out) = D-arginine(out) + L-ornithine(in)
Catalysed by PM20D1, SLC7A6, SLC25A2extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne 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 = N-carbamoyl-L-aspartate + phosphate + H(+)
Catalysed by PM20D1, SLC7A13, CADinner side of the membrane, outer side of the membrane
- (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:oxygen oxidoreductase (deaminating)
Catalysed by PM20D1, SLC7A5, IL4I1extracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of cysteine and phenylalanine (cytosol to extracellular)
- De novo synthesis of 2Fe2S
Catalysed by PM20D1, SLC7A5, NDUFAB1, FDXR and 5 moreextracellular 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 serotonin (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 isoleucine and phenylalanine (cytosol to extracellular)
- L-isoleucine + 2-oxoglutarate = (S)-3-methyl-2-oxopentanoate + L-glutamate
Catalysed by PM20D1, SLC7A5, BCAT2, BCAT1extracellular 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)
- D-cysteine(out) + L-alanine(in) = D-cysteine(in) + L-alanine(out)
Catalysed by PM20D1, SLC7A5, SLC7A10extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne 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)
- D-serine(out) + L-alanine(in) = D-serine(in) + L-alanine(out)
Catalysed by PM20D1, SLC7A5, SLC7A10extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 10 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 + H(+) = 5-aminolevulinate + CO2 + CoA
Catalysed by PM20D1, SLC7A5, ALAS1, ALAS2extracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of isoleucine and phenylalanine (cytosol to extracellular)
- L-Leucine:2-oxoglutarate aminotransferase
Catalysed by PM20D1, SLC7A5, BCAT1extracellular space, cytosolOne 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)
- solute carrier organic anion transporter (chenodiol)
Catalysed by PM20D1, SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 2 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:2-oxoglutarate aminotransferase
Catalysed by PM20D1, SLC7A5, GOT2, GOT1 and 1 moreextracellular space, cytosolOne of 6 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)
- chenodeoxycholoyl-CoA + glycine = glycochenodeoxycholate + CoA + H(+)
Catalysed by PM20D1, SLC7A5, BAATextracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of arachidonate (cytosol to extracellular)
- solute carrier organic anion transporter (S-glutathionyl-2-4-dinitrobenzene)
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 glycine and phenylalanine (cytosol to extracellular)
- bile acid-CoA: amino acid N-acyltransferase
Catalysed by PM20D1, SLC7A5, BAATextracellular space, cytosol, peroxisomeOne of 3 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- Phenylalanine Transaminase, Mitochondrial
- glyoxylate + L-phenylalanine = 3-phenylpyruvate + glycine
Catalysed by PM20D1, GOT2, TAT, AADATmitochondrial matrixOne of 12 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 glycolithocholate (cytosol to extracellular)
Catalysed by PM20D1, SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 6 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)
- Acetyl-CoA:glycine C-acetyltransferase
Catalysed by PM20D1, SLC7A5, GCATextracellular space, cytosol, mitochondrial matrix
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + L-phenylalanine + O2 = (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin + L-tyrosine
- (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin = (6R)-L-erythro-6,7-dihydrobiopterin + H2O
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of arachidonate and GSH (cytosol to extracellular)
- gamma-glutamyltransferase (alanine)
Catalysed by PM20D1, GGT1, GGT5, GGTLC2 and 3 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)
- dihydrolipoyl dehydrogenase ([protein]-N6-(lipoyl)lysine)
Catalysed by PM20D1, SLC7A5, GLDC, GCSHextracellular space, cytosol, mitochondrial matrix
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- Transport of L-Phenylalanine by Atb0 Transporter
- Neurotransmitter:Sodium Symporter (Nss) Tcdb:2.A.22.3.3
Catalysed by PM20D1, SLC6A14, SLC6A6extracellular space, cytosolOne 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 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
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
- 1-O-hexadecyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + CoA
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- prostaglandin-endoperoxide synthase (arachidonate)
- thromboxane A synthase (12(S)-HHT)
Catalysed by PM20D1, PTGS1, PTGS2, TBXAS1cytosolOne of 2 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- Utilized Transport
- transport of butyryl-CoA and L-carnitine (cytosol to mitochondria)
Catalysed by PM20D1, SLC33A1, ESCO2, OXSMendoplasmic reticulum, cytosol, 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 prostaglandin E1 (cytosol to extracellular)
Catalysed by PM20D1, SLCO1B1extracellular space, cytosolOne of 4 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 prostaglandin I2 (cytosol to extracellular)
Catalysed by PM20D1, SLCO1B1extracellular space, cytosolOne of 6 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 prostaglandin F2alpha (cytosol to extracellular)
Catalysed by PM20D1, SLCO1B1extracellular space, cytosolOne of 6 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 prostaglandin D2 (cytosol to extracellular)
Catalysed by PM20D1, SLCO1B1extracellular space, cytosolOne of 7 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- arachidonate:oxygen 15-oxidoreductase
- Glutathione: 15-HPETE oxidoreductase
Catalysed by PM20D1, ALOX15B, ALOX15, GPX5 and 8 morecytosolOne of 4 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate
- (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate = 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoate + H2O
Catalysed by PM20D1, ALOX15B, ALOX15, ALOX12 and 7 moreOne 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)
- D-alanine(out) + L-alanine(in) = D-alanine(in) + L-alanine(out)
Catalysed by PM20D1, SLC7A5, SLC7A10extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne 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)
- sarcosine + O2 + H2O = formaldehyde + glycine + H2O2
Catalysed by PM20D1, SLC7A5, PIPOXextracellular space, cytosolOne of 2 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- prostaglandin-endoperoxide synthase (arachidonate)
- thromboxane A synthase (prostaglandin H2)
Catalysed by PM20D1, PTGS1, PTGS2, TBXAS1cytosol, endoplasmic reticulumOne of 2 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
- uridine(34) in tRNA + 5,10-methylenetetrahydrofolate + taurine + GTP + A + H2O = 5-taurinomethyluridine(34) in tRNA + 7,8-dihydrofolate + GDP + AH2 + phosphate + H(+)
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of glycine and phenylalanine (cytosol to extracellular)
- (6R)-5,10-methylene-5,6,7,8-tetrahydrofolate + glycine + H2O = (6S)-5,6,7,8-tetrahydrofolate + L-serine
Catalysed by PM20D1, SLC7A5, SHMT1, SHMT2extracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
- transport of arginine and phenylalanine (cytosol to extracellular)
- 2-(Nomega-L-arginino)succinate arginine-lyase (fumarate-forming)
Catalysed by PM20D1, SLC7A6, ASLextracellular space, cytosolOne of 6 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)
- (R)-S-Lactoylglutathione methylglyoxal-lyase (isomerizing)
Catalysed by PM20D1, GLO1, GLOD4extracellular space, cytosolOne of 2 routes