(5Z,8Z,11Z,14Z)-eicosatetraenoate
362,296 routes · scope human · up to 3 steps · built 6 October 2026 · Reactions · API
735 compounds within 3 steps: 59 in 1, 173 in 2, 503 in 3
Three steps
- (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
- 1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + H2O = 1-O-hexadecyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
- Arachidonate:CoA ligase (AMP-forming)
- acyl-CoA pool formation and breakdown
- an acyl-CoA + a 1,2-diacyl-sn-glycerol = a triacyl-sn-glycerol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 10 morecytosol
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (cerotic acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 9 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (lignocerate)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 17 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (behenic acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 14 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
- A + NADH + H(+) = AH2 + NAD(+)
- a 2,3-saturated acyl-CoA + A = a 2,3-dehydroacyl-CoA + AH2
Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1 and 1 moreOne of 2 routes
- transport of arachidonate (cytosol to extracellular)
- transport of noradrenaline (cytosol to extracellular)
- (R)-noradrenaline + S-adenosyl-L-methionine = (R)-adrenaline + S-adenosyl-L-homocysteine + H(+)
Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, PNMTextracellular space, cytosol
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 12 morecytosolOne of 4 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (stearidonic acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 9 routes
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + H2O = sn-glycero-3-phospho-(1'-sn-glycerol) + (9Z)-octadecenoate + H(+)
Catalysed by ABHD12cytosol, extracellular space
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- 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 ABHD16Acytosol, extracellular space
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- N-dodecanoylsphing-4-enine + H2O = dodecanoate + sphing-4-enine
Catalysed by NAAA, ASAH1, ACER2, ASAH2cytosol, extracellular space
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- N-tetradecanoylsphing-4-enine + H2O = sphing-4-enine + tetradecanoate
Catalysed by ASAH1, ACER2, ASAH2cytosol, extracellular space
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
Catalysed by ASAH1, ACER2, ASAH2cytosol, extracellular space
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
- (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
- 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 10 moreOne of 5 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
- 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + CoA
- 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + N-(acetyl)-sphing-4-enine = 1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 moreOne of 2 routes
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- (7Z,10Z,13Z,16Z)-docosatetraenoate + ATP + CoA = (7Z,10Z,13Z,16Z)-docosatetraenoyl-CoA + AMP + diphosphate
Catalysed by ACSL4cytosol, extracellular space
- fatty acid amide hydrolase (2-arachidonoylglycerol)
- 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + H2O = glycerol + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
- 1-octadecanoyl-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine + glycerol = 1-(9Z,12Z,15Z-octadecatrienoyl)-glycerol + 1-octadecanoyl-sn-glycero-3-phosphocholine
Catalysed by FAAH, CES2, ABHD16A, EPHX1 and 8 morecytosolOne of 6 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (EPA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 13 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (DPA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 9 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (linolenate)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 10 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (cis-erucic acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 7 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (cis-gondoic acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 10 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase ((9Z,12Z,15Z,18Z,21Z)-TPA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 6 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 5 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (nervonic acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 9 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (ximenic acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 7 routes
- transport of arachidonate (cytosol to extracellular)
- transport of dopamine (cytosol to extracellular)
- S-Adenosyl-L-methionine:catechol O-methyltransferase
Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, COMT and 1 moreextracellular space, cytosol
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
- 1-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + CoA
- 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = 1-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 8 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (omega-3-arachidonic acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 6 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (DHA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 13 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (margaric acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 7 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (9-heptadecylenic acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 6 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase ((11Z,14Z,17Z)-eicosatrienoic acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 6 routes
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- N-(15Z-tetracosenoyl)-sphing-4-enine + H2O = (15Z)-tetracosenoate + sphing-4-enine
Catalysed by ACER2, ACER1, ASAH2cytosol, extracellular space
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
- 1-octadecanoyl-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + CoA
- 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + H2O = 1-octadecanoyl-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
- Arachidonate:CoA ligase (AMP-forming)
- glycerol-3-phosphate 1-O-acyltransferase (arachidonyl-CoA)
- 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + (9Z)-octadecenoyl-CoA = 1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 10 morecytosol
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (nonadecylic acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 7 routes
- Arachidonate:CoA ligase (AMP-forming)
- Arachidonyl-CoA hydrolase
- Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 12 morecytosolOne of 3 routes
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + H2O = 2-(9Z-octadecenoyl)-glycerol + octadecanoate + H(+)
Catalysed by ABHD11cytosol, extracellular space
- fatty acid amide hydrolase (2-arachidonoylglycerol)
- 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + H2O = glycerol + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
- 1-octadecanoyl-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine + glycerol = 1-(9Z,12Z,15Z-octadecatrienoyl)-glycerol + 1-octadecanoyl-sn-glycero-3-phosphocholine
- fatty acid amide hydrolase (2-arachidonoylglycerol)
- 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + H2O = glycerol + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
- 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + glycerol = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + 1-octadecanoyl-sn-glycero-3-phosphocholine
Catalysed by FAAH, CES2, ABHD16A, EPHX1 and 8 morecytosolOne of 2 routes
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
- 1-octadecanoyl-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + CoA
- 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + H2O = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol + phosphate