linoleic acid

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

429 compounds within 3 steps: 5 in 1, 72 in 2, 352 in 3

Two steps

(9Z,12Z)-octadecadien-1-olReach from here →
1. long-chain-fatty-acid-CoA ligase (linoleate)
2. (9Z,12Z)-octadecadienoyl-CoA + 2 NADPH + 2 H(+) = (9Z,12Z)-octadecadien-1-ol + 2 NADP(+) + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
(11Z,14Z)-3-oxoicosa-11,14-dienoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (linoleate)
2. (9Z,12Z)-octadecadienoyl-CoA + malonyl-CoA + H(+) = (11Z,14Z)-3-oxoicosa-11,14-dienoyl-CoA + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol
1-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphateReach from here →
1. long-chain-fatty-acid-CoA ligase (linoleate)
2. glycerol-3-phosphate 1-O-acyltransferase (linoleoyl-CoA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosolOne of 2 routes
1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphateReach from here →
1. long-chain-fatty-acid-CoA ligase (linoleate)
2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + (9Z,12Z)-octadecadienoyl-CoA = 1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 10 morecytosol
1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholineReach from here →
1. long-chain-fatty-acid-CoA ligase (linoleate)
2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + (9Z,12Z)-octadecadienoyl-CoA = 1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
1-(9Z-octadecenoyl)-2-(9Z,12Z-octadienoyl)-sn-glycero-3-phospho-L-serineReach from here →
1. long-chain-fatty-acid-CoA ligase (linoleate)
2. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + (9Z,12Z)-octadecadienoyl-CoA = 1-(9Z-octadecenoyl)-2-(9Z,12Z-octadienoyl)-sn-glycero-3-phospho-L-serine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamineReach from here →
1. long-chain-fatty-acid-CoA ligase (linoleate)
2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z,12Z)-octadecadienoyl-CoA = 1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-L-serineReach from here →
1. long-chain-fatty-acid-CoA ligase (linoleate)
2. 1-hexadecanoyl-sn-glycero-3-phospho-L-serine + (9Z,12Z)-octadecadienoyl-CoA = 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-L-serine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
1-acyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-L-serineReach from here →
1. long-chain-fatty-acid-CoA ligase (linoleate)
2. a 1-acyl-sn-glycero-3-phospho-L-serine + (9Z,12Z)-octadecadienoyl-CoA = 1-acyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-L-serine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamineReach from here →
1. long-chain-fatty-acid-CoA ligase (linoleate)
2. a 1-acyl-sn-glycero-3-phosphoethanolamine + (9Z,12Z)-octadecadienoyl-CoA = 1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho]-glycerolReach from here →
1. long-chain-fatty-acid-CoA ligase (linoleate)
2. 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + (9Z,12Z)-octadecadienoyl-CoA = 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho]-glycerol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
1'-[1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
1. long-chain-fatty-acid-CoA ligase (linoleate)
2. 1',3'-bis-[1-acyl-sn-glycero-3-phospho]-glycerol + (9Z,12Z)-octadecadienoyl-CoA = 1'-[1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-glycerolReach from here →
1. long-chain-fatty-acid-CoA ligase (linoleate)
2. 2-(9Z-octadecenoyl)-glycerol + (9Z,12Z)-octadecadienoyl-CoA = 1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-glycerol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
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-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphateReach from here →
1. long-chain-fatty-acid-CoA ligase (linoleate)
2. 1-octadecanoyl-sn-glycero-3-phosphate + (9Z,12Z)-octadecadienoyl-CoA = 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 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
(2E,9Z,12Z)-octadecatrienoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (linoleate)
2. (9Z,12Z)-octadecadienoyl-CoA + oxidized [electron-transfer flavoprotein] + H(+) = (2E,9Z,12Z)-octadecatrienoyl-CoA + reduced [electron-transfer flavoprotein]
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosol
(9S)-hydroxy-(10E,12Z)-octadecadienoateReach from here →
1. linoleate:oxygen 9-oxidoreductase
2. (9S)-hydroperoxy-(10E,12Z)-octadecadienoate + 2 glutathione = (9S)-hydroxy-(10E,12Z)-octadecadienoate + glutathione disulfide + H2O
Catalysed by GPX1, GPX4cytosol
(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
1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerolReach from here →
1. long-chain-fatty-acid-CoA ligase (linoleate)
2. 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol + (9Z,12Z)-octadecadienoyl-CoA = 1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
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
13-oxo-(9Z,11E)-octadecadienoateReach from here →
1. Linoleate:oxygen 13-oxidoreductase
2. (13S)-hydroperoxy-(9Z,11E)-octadecadienoate = 13-oxo-(9Z,11E)-octadecadienoate + H2O
Catalysed by ALOX15B, ALOX15, CYP1A1, CYP1A2 and 3 morecytosol
(13S)-hydroxy-(9Z,11E)-octadecadienoateReach from here →
1. Linoleate:oxygen 13-oxidoreductase
2. glutathione peroxidase (13(S)-HPODE)
Catalysed by ALOX15B, ALOX15, GPX5, GPX1 and 7 morecytosolOne of 2 routes

Three steps

CHEBI:1307929Reach from here →
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol, endoplasmic reticulum, lysosomeOne of 2 routes
AReach from here →