(5Z,8Z,11Z,14Z)-eicosatetraenoate

362,296 routes · scope human · up to 3 steps · built 5 October 2026 · Reactions · API

735 compounds within 3 steps: 59 in 1, 173 in 2, 503 in 3

Two steps

1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho]-glycerolReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
2. 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho]-glycerol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 more
1'-[1-acyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
2. 1',3'-bis-[1-acyl-sn-glycero-3-phospho]-glycerol + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1'-[1-acyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 more
2-[(5Z,8Z,11Z,14Z)-eicosatetraenoylamino]ethyl (9Z)-octadecenoateReach from here →
1. fatty acylamide amidohydrolase
2. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine = 2-[(5Z,8Z,11Z,14Z)-eicosatetraenoylamino]ethyl (9Z)-octadecenoate + (9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by FAAH, PLA2G15cytosol
(9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
1. fatty acylamide amidohydrolase
2. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine = 2-[(5Z,8Z,11Z,14Z)-eicosatetraenoylamino]ethyl (9Z)-octadecenoate + (9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by FAAH, PLA2G15cytosol
20-oxo-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. arachidonic acid:oxygen 1-oxidoreductase
2. 10-HETE[n] + NAD+[n] = H+[n] + NADH[n] + 20-oxo-(5Z,8Z,11Z,14Z)-eicosatetraenoate[n]
Catalysed by CYP1A1, CYP1A2, CYP2E1, CYP3A4 and 24 morecytosol, nucleusOne of 3 routes
O-dodecanoyl-R-carnitineReach from here →
1. Utilized Transport
2. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
Catalysed by CPT1A, CPT1C, CPT1Bendoplasmic reticulum, cytosolOne of 7 routes
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
2. 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
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 more
(11Z,14Z)-eicosadienoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
(17Z)-hexacosenoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
(7Z,10Z,13Z,16Z,19Z)-docosapentaenoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
(7Z,10Z,13Z,16Z)-docosatetraenoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
1-O-(1Z)-alkenyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamineReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
2. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-O-(1Z)-alkenyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 more
7R-hydroxy-5S,6S-epoxy-(8Z,11Z,14Z)-eicosatrienoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate
2. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = 7R-hydroxy-5S,6S-epoxy-(8Z,11Z,14Z)-eicosatrienoate
Catalysed by ALOX5, ALOXE3
(5Z,8Z,11Z)-eicosatrienoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphateReach from here →
1. fatty acid amide hydrolase (2-arachidonoylglycerol)
2. phosphatidate phosphatase (1-lyso-2-arachidonoyl-phosphatidate)
Catalysed by FAAH, PLPP1, PLPP3, PLPP2 and 8 morecytosolOne of 4 routes
ursodeoxycholateReach from here →
1. transport of arachidonate (cytosol to extracellular)
2. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes
1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositolReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
2. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 more
1-heptadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
2. 1-heptadecanoyl-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 more
tricosanoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
2. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 more
1-heptadecanoyl-sn-glycero-3-phosphoserineReach from here →
1. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoserine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoserine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoserine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoserine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
Catalysed by ABHD16A
1-heptadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
1. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
Catalysed by ABHD16A
O-4,8-dimethylnonanoyl-(R)-carnitineReach from here →
1. Utilized Transport
2. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal
Catalysed by CRAT, CROTendoplasmic reticulum, cytosol, peroxisomeOne of 5 routes
2-glyceryl-prostaglandin G2Reach from here →
1. fatty acid amide hydrolase (2-arachidonoylglycerol)
2. 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + 2 O2 = 2-glyceryl-prostaglandin G2
Catalysed by FAAH, PTGS2cytosol
1-O-(9Z-octadecenyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
2. 1-O-(9Z-octadecenyl)-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-O-(9Z-octadecenyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 more
(5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate
2. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
Catalysed by ALOX5, PTGES, MGST3, GPX1 and 3 more
(12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate
2. (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + 2 glutathione = (12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + glutathione disulfide + H2O
Catalysed by ALOX5, ALOX15, ALOX12, GPX1 and 1 more
(12S)-hydroxy-(5Z,8E,10E)-heptadecatrienoateReach from here →
1. prostaglandin-endoperoxide synthase (arachidonate)
2. prostaglandin H2 = (12S)-hydroxy-(5Z,8E,10E)-heptadecatrienoate + malonaldehyde
Catalysed by PTGS1, PTGS2, TBXAS1, CYP2S1 and 1 morecytosol
thromboxane B2Reach from here →
1. transport of arachidonate (cytosol to extracellular)
2. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
Catalysed by SLCO1B1extracellular space, cytosolOne of 4 routes
11-oxo-(5Z,8Z,12E,14Z)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate + A + H2O
2. (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate + NAD(+) = 11-oxo-(5Z,8Z,12E,14Z)-eicosatetraenoate + NADH + H(+)
Catalysed by PTGS2, HPGD
19-hydroxyprostaglandin H2Reach from here →
1. prostaglandin-endoperoxide synthase (arachidonate)
2. prostaglandin H2 + reduced [NADPH--hemoprotein reductase] + O2 = 19-hydroxyprostaglandin H2 + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by PTGS1, PTGS2, CYP4F8cytosol
taurochenodeoxycholateReach from here →
1. transport of arachidonate (cytosol to extracellular)
2. solute carrier organic anion transporter (S-glutathionyl-2-4-dinitrobenzene)
Catalysed by SLCO1B1, SLCO1A2, SLC7A9, SLCO1B3extracellular space, cytosolOne of 4 routes

(5Z,8Z,11Z,14Z)-eicosatetraenoate

Two steps

Three steps