CHEBI:1146900

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

1,327 compounds within 3 steps: 109 in 1, 446 in 2, 772 in 3

Two steps

3-oxo-(11Z)-octadecenoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (palmitolate)
2. (9Z)-hexadecenoyl-CoA + malonyl-CoA + H(+) = 3-oxo-(11Z)-octadecenoyl-CoA + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
3-oxo-(13Z)-eicosenoyl-CoAReach from here →
1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
2. (11Z)-octadecenoyl-CoA + malonyl-CoA + H(+) = 3-oxo-(13Z)-eicosenoyl-CoA + CO2 + CoA
Catalysed by CPT1A, CPT1C, CPT1B, ELOVL5cytosol
1-(9Z-octadecenoyl)-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
1. long-chain-fatty-acid-CoA ligase (lauric acid)
2. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + dodecanoyl-CoA = 1-(9Z-octadecenoyl)-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
1. long-chain-fatty-acid-CoA ligase (lauric acid)
2. 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + dodecanoyl-CoA = 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
O-dodecanoyl-R-carnitineReach from here →
1. Carnitine O-Palmitoyltransferase
2. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
Catalysed by CPT1A, CPT1C, CPT1BcytosolOne of 11 routes
1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphateReach from here →
1. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
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
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphateReach from here →
1. long-chain-fatty-acid-CoA ligase (DHA)
2. 1-octadecanoyl-sn-glycero-3-phosphate + (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA = 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
(11Z,14Z)-eicosadienoateReach from here →
1. long-chain-fatty-acid-CoA ligase ((11Z,14Z)-eicosadienoic acid)
2. (11Z,14Z)-eicosadienoyl-CoA hydrolase
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosol
(17Z)-hexacosenoateReach from here →
1. long-chain-fatty-acid-CoA ligase (ximenic acid)
2. Hexacosenoyl-CoA hydrolase
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
(7Z,10Z,13Z,16Z,19Z)-docosapentaenoateReach from here →
1. long-chain-fatty-acid-CoA ligase (DPA)
2. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA hydrolase
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
(7Z,10Z,13Z,16Z)-docosatetraenoateReach from here →
1. long-chain-fatty-acid-CoA ligase (adrenic acid)
2. (7Z,10Z,13Z,16Z)-docosatetraenoyl-CoA hydrolase
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosolOne of 2 routes
2,6,10,14-tetramethylpentadecanoateReach from here →
1. fatty-acid-CoA ligase
2. peroxisomal acyl-CoA thioesterase
Catalysed by SLC27A2, ACOT2cytosol, peroxisomeOne of 2 routes
a 1,3-diacyl-sn-glycerolReach from here →
1. acyl-CoA:sphingosine N-acyltransferase
2. a 3-acyl-sn-glycerol + an acyl-CoA = a 1,3-diacyl-sn-glycerol + CoA
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 moreGolgi apparatusOne of 2 routes
a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholineReach from here →
1. acyl-CoA:sphingosine N-acyltransferase
2. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholine + CoA
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatus
a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
1. acyl-CoA:sphingosine N-acyltransferase
2. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 moreGolgi apparatus
1-O-(1Z)-alkenyl-2-octanoyl-sn-glycero-3-phosphoethanolamineReach from here →
1. Octanoyl-CoA:L-carnitine O-octanoyltransferase
2. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + octanoyl-CoA = 1-O-(1Z)-alkenyl-2-octanoyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by CROT, LPCAT4mitochondrial matrix
1-O-(1Z)-alkenyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
1. long-chain-fatty-acid-CoA ligase (stearate)
2. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + octadecanoyl-CoA = 1-O-(1Z)-alkenyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosol
tetracosan-1-olReach from here →
1. long-chain-fatty-acid-CoA ligase (lignocerate)
2. tetracosanoyl-CoA + 2 NADPH + 2 H(+) = tetracosan-1-ol + 2 NADP(+) + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
(2E,9Z)-hexadecadienoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (palmitolate)
2. medium-chain acyl-CoA dehydrogenase (palmitoleoyl-CoA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol, mitochondrial matrixOne of 3 routes
trans-2-heptadecenoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (margaric acid)
2. medium-chain acyl-CoA dehydrogenase (heptadecanoyl-CoA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol, mitochondrial matrixOne of 2 routes
(2E,9Z)-octadecadienoyl-CoAReach from here →
1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
2. medium-chain acyl-CoA dehydrogenase (oleoyl-CoA)
Catalysed by CPT1A, CPT1C, CPT1B, ACADM and 3 morecytosol, mitochondrial matrixOne of 2 routes
(2E,9Z,12Z)-octadecatrienoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
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
(2E,4Z,7Z,10Z,13Z,16Z,19Z)-docosaheptaenoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (DHA)
2. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + O2 = (2E,4Z,7Z,10Z,13Z,16Z,19Z)-docosaheptaenoyl-CoA + H2O2
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
N-(9Z-octadecenoyl)-sphing-4-enineReach from here →
1. acyl-CoA:sphingosine N-acyltransferase
2. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 moreGolgi apparatus
9-cis-retinolReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. 11-cis-retinol = 9-cis-retinol
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 2 morecytosol
tricosanoateReach from here →
1. long-chain-fatty-acid-CoA ligase (tricosanoic acid)
2. Tricosanoyl-CoA hydrolase
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
thio-Mo-molybdopterinReach from here →
1. N-acetylglutamate synthase (N-acetyl-L-cysteine)
2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
Catalysed by NAGS, MOCOSmitochondrial matrix
cholesteryl octadecanoateReach from here →
1. long-chain-fatty-acid-CoA ligase (stearate)
2. Acyl-CoA:cholesterol O-acyltransferase
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol, endoplasmic reticulumOne of 2 routes
N-octadecanoylhexadecasphinganineReach from here →
1. long-chain-fatty-acid-CoA ligase (stearate)
2. hexadecasphinganine + octadecanoyl-CoA = N-octadecanoylhexadecasphinganine + CoA + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphateReach from here →
1. long-chain-fatty-acid-CoA ligase (DHA)
2. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphate = 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
1-hexadecanoyl-2-eicosanoyl-sn-glycero-3-phosphocholineReach from here →
1. long-chain-fatty-acid-CoA ligase (eicosanoate)
2. eicosanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-eicosanoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
glycodeoxycholateReach from here →
1. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
2. deoxycholoyl-CoA to glycodeoxycholate conversion
Catalysed by SLC27A2, SLC27A5cytosolOne of 3 routes
sphinga-4E,14Z-dienineReach from here →
1. acyl-CoA:sphingosine N-acyltransferase
2. sphing-4-enine + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = sphinga-4E,14Z-dienine + 2 Fe(III)-[cytochrome b5] + 2 H2O
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 moreGolgi apparatus
1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerolReach from here →
1. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
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
a 1-acyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
1. long-chain-fatty-acid-CoA ligase (stearate)
2. a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + octadecanoyl-CoA = a 1-acyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosol
cholesteryl (9Z)-hexadecenoateReach from here →
1. long-chain-fatty-acid-CoA ligase (palmitolate)
2. (9Z)-hexadecenoyl-CoA + cholesterol = cholesteryl (9Z)-hexadecenoate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
(9Z,12Z,15Z-octadecatrienoyl)-cholesterolReach from here →
1. long-chain-fatty-acid-CoA ligase (linolenate)
2. (9Z,12Z,15Z)-octadecatrienoyl-CoA + cholesterol = (9Z,12Z,15Z-octadecatrienoyl)-cholesterol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
cholesteryl (8Z,11Z,14Z)-eicosatrienoateReach from here →
1. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
2. Acyl-CoA:cholesterol O-acyltransferase
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol, endoplasmic reticulum
O-tetradecanoyl-(R)-carnitineReach from here →
1. long-chain-fatty-acid-CoA ligase (myristic acid)
2. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
O-octadecanoyl-(R)-carnitineReach from here →
1. long-chain-fatty-acid-CoA ligase (stearate)
2. (R)-carnitine + octadecanoyl-CoA = O-octadecanoyl-(R)-carnitine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosol
O-eicosanoyl-(R)-carnitineReach from here →
1. long-chain-fatty-acid-CoA ligase (eicosanoate)
2. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
O-4,8-dimethylnonanoyl-(R)-carnitineReach from here →
1. Carnitine O-Palmitoyltransferase
2. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal
Catalysed by CPT1A, CPT1C, CPT1B, CRAT and 1 morecytosol, peroxisomeOne of 7 routes
1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholineReach from here →
1. long-chain-fatty-acid-CoA ligase (stearate)
2. 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosol
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholineReach from here →
1. long-chain-fatty-acid-CoA ligase (stearate)
2. 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosol
(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
N-tetradecanoylglycineReach from here →
1. long-chain-fatty-acid-CoA ligase (myristic acid)
2. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosolOne of 2 routes
N-eicosanoylglycinateReach from here →
1. long-chain-fatty-acid-CoA ligase (eicosanoate)
2. eicosanoyl-CoA + glycine = N-eicosanoylglycinate + CoA + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosolOne of 2 routes
N-docosanoylglycineReach from here →
1. long-chain-fatty-acid-CoA ligase (behenic acid)
2. docosanoyl-CoA + glycine = N-docosanoylglycine + CoA + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosolOne of 2 routes
N-hexacosanoylglycineReach from here →
1. long-chain-fatty-acid-CoA ligase (cerotic acid)
2. hexacosanoyl-CoA + glycine = N-hexacosanoylglycine + CoA + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosolOne of 2 routes
an N(2)-acyl-L-glutamineReach from here →
1. acyl-CoA:sphingosine N-acyltransferase
2. an acyl-CoA + L-glutamine = an N(2)-acyl-L-glutamine + CoA + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatus