(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate

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

443 compounds within 3 steps: 19 in 1, 50 in 2, 374 in 3

Two steps

(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
(11Z)-eicosenoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
7,8-dihydrofolateReach from here →
1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (18R)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoate + A + H2O
2. uridine(34) in tRNA + 5,10-methylenetetrahydrofolate + taurine + GTP + A + H2O = 5-taurinomethyluridine(34) in tRNA + 7,8-dihydrofolate + GDP + AH2 + phosphate + H(+)
Catalysed by PTGS2, MTO1
glutathione disulfideReach from here →
1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + O2 = (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate
2. (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate + 2 glutathione = (12S)-hydroxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate + glutathione disulfide + H2O
Catalysed by ALOX12, GPX1, GPX4One of 2 routes
an acyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (EPA)
2. acyl-CoA pool formation and breakdown
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosol
a 2,3-dehydroacyl-CoAReach from here →
1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (18R)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoate + A + H2O
2. a 2,3-saturated acyl-CoA + A = a 2,3-dehydroacyl-CoA + AH2
Catalysed by PTGS2, ACAD10
Fe(II)-heme aReach from here →
1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (18R)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoate + A + H2O
2. Fe(II)-heme o + 2 A + H2O = Fe(II)-heme a + 2 AH2
Catalysed by PTGS2, COX15
Mo-molybdopterinReach from here →
1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (18R)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoate + A + H2O
2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
Catalysed by PTGS2, MOCOS
(6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (EPA)
2. Beta Oxidation of Fatty Acid
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol, mitochondrial matrixOne of 2 routes
(8Z,11Z,14Z)-eicosatrienoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
3-oxo-(7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (EPA)
2. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA + malonyl-CoA + H(+) = 3-oxo-(7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
(7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (EPA)
2. fatty-acyl-CoA elongation (N-C20:5CoA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol
(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
(5Z,8Z,11Z)-eicosatrienoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
tricosanoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterolReach from here →
1. long-chain-fatty-acid-CoA ligase (EPA)
2. Acyl-CoA:cholesterol O-acyltransferase
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol, endoplasmic reticulumOne of 2 routes

Three steps

(S)-carnitineReach from here →
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 10 morecytosolOne of 260 routes
CHEBI:1307929Reach from here →
Catalysed by and 8 more