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

N-(tetradecanoyl)-sphinganineReach from here →
1. long-chain-fatty-acid-CoA ligase (myristic acid)
2. sphinganine + tetradecanoyl-CoA = N-(tetradecanoyl)-sphinganine + CoA + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
3-oxohexadecasphinganineReach from here →
1. long-chain-fatty-acid-CoA ligase (myristic acid)
2. tetradecanoyl-CoA + L-serine + H(+) = 3-oxohexadecasphinganine + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
3-oxotetradecasphinganineReach from here →
1. long-chain-fatty-acid-CoA ligase (lauric acid)
2. dodecanoyl-CoA + L-serine + H(+) = 3-oxotetradecasphinganine + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
Mo-molybdopterinReach from here →
1. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
Catalysed by MOCOSmitochondrial matrix
3-oxooctadecanoyl-CoAReach from here →
1. Palmitate:CoA ligase (AMP-forming)
2. very-long-chain 3-oxoacyl-CoA synthase (malonyl-CoA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 morecytosolOne of 2 routes
3-oxodocosanoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (eicosanoate)
2. very-long-chain 3-oxoacyl-CoA synthase (eicosanoyl-CoA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 morecytosolOne of 3 routes
3-oxo-(8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (gamma-linolenate)
2. (6Z,9Z,12Z)-octadecatrienoyl-CoA + malonyl-CoA + H(+) = 3-oxo-(8Z,11Z,14Z)-eicosatrienoyl-CoA + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
3-oxo-(8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (stearidonic acid)
2. (6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoA + malonyl-CoA + H(+) = 3-oxo-(8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoA + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
(8Z,11Z,14Z)-eicosatrienoateReach from here →
1. Carnitine O-Palmitoyltransferase
2. Utilized Transport
Catalysed by CPT1A, CPT1C, CPT1Bcytosol, endoplasmic reticulumOne of 2 routes
1-dodecanoyl-sn-glycerol 3-phosphateReach from here →
1. long-chain-fatty-acid-CoA ligase (lauric acid)
2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosolOne of 2 routes
1-tetradecanoyl-sn-glycerol 3-phosphateReach from here →
1. long-chain-fatty-acid-CoA ligase (myristic acid)
2. glycerol-3-phosphate 1-O-acyltransferase (myristoyl-CoA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol
1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
1. long-chain-fatty-acid-CoA ligase (stearate)
2. 1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + octadecanoyl-CoA = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosol
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
1. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
2. 1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + (9Z,12Z)-octadecadienoyl-CoA = 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
1. long-chain-fatty-acid-CoA ligase (stearate)
2. 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + octadecanoyl-CoA = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
1. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
2. 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + (9Z,12Z)-octadecadienoyl-CoA = 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphateReach from here →
1. long-chain-fatty-acid-CoA ligase (stearate)
2. 1-hexadecanoyl-sn-glycero-3-phosphate + octadecanoyl-CoA = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosol
1-hexadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphateReach from here →
1. long-chain-fatty-acid-CoA ligase (myristic acid)
2. 1-hexadecanoyl-sn-glycero-3-phosphate + tetradecanoyl-CoA = 1-hexadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
N-dodecanoylsphing-4-enineReach from here →
1. acyl-CoA:sphingosine N-acyltransferase
2. N-dodecanoylsphing-4-enine + H2O = dodecanoate + sphing-4-enine
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 moreGolgi apparatus
N-tetradecanoylsphing-4-enineReach from here →
1. acyl-CoA:sphingosine N-acyltransferase
2. N-tetradecanoylsphing-4-enine + H2O = sphing-4-enine + tetradecanoate
Catalysed by ASAH1, ACER2, ACER1, ASAH2Golgi apparatus
N-hexadecanoylsphing-4-enineReach from here →
1. acyl-CoA:sphingosine N-acyltransferase
2. sphing-4-enine + hexadecanoyl-CoA = N-hexadecanoylsphing-4-enine + CoA + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 4 moreGolgi apparatusOne of 2 routes
N-octadecanoylsphing-4-enineReach from here →
1. long-chain-fatty-acid-CoA ligase (stearate)
2. sphing-4-enine + octadecanoyl-CoA = N-octadecanoylsphing-4-enine + CoA + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosolOne of 3 routes
N-eicosanoyl-sphing-4-enineReach from here →
1. long-chain-fatty-acid-CoA ligase (eicosanoate)
2. eicosanoyl-CoA + sphing-4-enine = N-eicosanoyl-sphing-4-enine + CoA + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosolOne of 2 routes
N-tetracosanoyl-sphing-4-enineReach from here →
1. long-chain-fatty-acid-CoA ligase (lignocerate)
2. tetracosanoyl-CoA + sphing-4-enine = N-tetracosanoyl-sphing-4-enine + CoA + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosolOne of 2 routes
1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholineReach from here →
1. long-chain-fatty-acid-CoA ligase (stearate)
2. octadecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosol
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholineReach from here →
1. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
2. (9Z,12Z)-octadecadienoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosol
(9Z,12Z)-octadecadien-1-olReach from here →
1. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
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
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
(9Z,12Z,15Z,18Z,21Z)-3-oxotetracosapentaenoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (DPA)
2. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA + malonyl-CoA + H(+) = (9Z,12Z,15Z,18Z,21Z)-3-oxotetracosapentaenoyl-CoA + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
3-oxooctacosanyol-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (cerotic acid)
2. hexacosanoyl-CoA + malonyl-CoA + H(+) = 3-oxooctacosanyol-CoA + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
3-oxotetracosanoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (behenic acid)
2. very-long-chain 3-oxoacyl-CoA synthase (docosanoyl-CoA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 morecytosolOne of 3 routes
3-oxohexacosanoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (lignocerate)
2. very-long-chain 3-oxoacyl-CoA synthase (malonyl-CoA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 morecytosolOne of 3 routes
1-hexadecanoyl-2-[(9Z)-hexadec-9-enoyl]-sn-glycero-3-phosphateReach from here →
1. long-chain-fatty-acid-CoA ligase (palmitolate)
2. 1-hexadecanoyl-sn-glycero-3-phosphate + (9Z)-hexadecenoyl-CoA = 1-hexadecanoyl-2-[(9Z)-hexadec-9-enoyl]-sn-glycero-3-phosphate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
1-hexadecanoyl-2-(9Z)-hexadecenoyl-sn-glycero-3-phosphoethanolamineReach from here →
1. long-chain-fatty-acid-CoA ligase (palmitolate)
2. 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + (9Z)-hexadecenoyl-CoA = 1-hexadecanoyl-2-(9Z)-hexadecenoyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
1-hexadecanoyl-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholineReach from here →
1. long-chain-fatty-acid-CoA ligase (palmitolate)
2. (9Z)-hexadecenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
(11Z,14Z)-3-oxoicosa-11,14-dienoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
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
(11Z,14Z,17Z)-3-oxoeicosatrienoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (linolenate)
2. (9Z,12Z,15Z)-octadecatrienoyl-CoA + malonyl-CoA + H(+) = (11Z,14Z,17Z)-3-oxoeicosatrienoyl-CoA + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol
3-oxo-(13Z)-docosenoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)
2. (11Z)-eicosenoyl-CoA + malonyl-CoA + H(+) = 3-oxo-(13Z)-docosenoyl-CoA + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
3-oxo-(15Z)-tetracosenoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (cis-erucic acid)
2. (13Z)-docosenoyl-CoA + malonyl-CoA + H(+) = 3-oxo-(15Z)-tetracosenoyl-CoA + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
2-hydroxyoctadecanoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (stearate)
2. octadecanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxyoctadecanoyl-CoA + succinate + CO2
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosol
N-(15Z-tetracosenoyl)-sphinganineReach from here →
1. long-chain-fatty-acid-CoA ligase (nervonic acid)
2. (15Z)-tetracosenoyl-CoA + sphinganine = N-(15Z-tetracosenoyl)-sphinganine + CoA + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
N-tetracosanoyl-heptadecasphing-4-enineReach from here →
1. long-chain-fatty-acid-CoA ligase (lignocerate)
2. heptadecasphing-4-enine + tetracosanoyl-CoA = N-tetracosanoyl-heptadecasphing-4-enine + CoA + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
(2E)-hexacosenoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (cerotic acid)
2. acyl-CoA oxidase (hexacosanoyl-CoA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol, peroxisomeOne of 2 routes
3-oxo-(6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (DHA)
2. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + malonyl-CoA + H(+) = 3-oxo-(6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoA + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
3-oxo-(8Z,11Z,14Z,17Z,20Z,23Z)-hexacosahexaenoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)
2. (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoA + malonyl-CoA + H(+) = 3-oxo-(8Z,11Z,14Z,17Z,20Z,23Z)-hexacosahexaenoyl-CoA + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
(2S)-2-aminobutanoateReach from here →
1. glycine N-acyltransferase (N-arachidonoylglycine)
2. (2S)-2-aminobutanoate + glyoxylate = 2-oxobutanoate + glycine
Catalysed by GLYAT, GLYATL2, GLYATL1, AGXT2mitochondrial matrixOne of 2 routes
N-(15Z-tetracosenoyl)-sphing-4-enineReach from here →
1. acyl-CoA:sphingosine N-acyltransferase
2. N-(15Z-tetracosenoyl)-sphing-4-enine + H2O = (15Z)-tetracosenoate + sphing-4-enine
Catalysed by ASAH1, ACER2, ACER1, ASAH2Golgi apparatus
N-(tetracosenoyl)-sphing-4-enineReach from here →
1. acyl-CoA:sphingosine N-acyltransferase
2. tetracosenoyl-CoA + sphing-4-enine = N-(tetracosenoyl)-sphing-4-enine + CoA + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 moreGolgi apparatus
1-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphateReach from here →
1. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
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-octadecanoyl-sn-glycero-3-phosphateReach from here →
1. long-chain-fatty-acid-CoA ligase (stearate)
2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + octadecanoyl-CoA = 1-(9Z-octadecenoyl)-2-octadecanoyl-sn-glycero-3-phosphate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosol
1-(9Z)-octadecenoyl-2-heptadecanoyl-sn-glycero-3-phosphateReach from here →
1. long-chain-fatty-acid-CoA ligase (margaric acid)
2. heptadecanoyl-CoA + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate = 1-(9Z)-octadecenoyl-2-heptadecanoyl-sn-glycero-3-phosphate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosol