CHEBI:17312

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

561 compounds within 3 steps: 5 in 1, 119 in 2, 437 in 3

Three steps

1-octadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositolReach from here →
1. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (stearate)
3. a 2-acyl-sn-glycero-3-phospho-D-myo-inositol + octadecanoyl-CoA = 1-octadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosol
3-oxoeicosasphinganineReach from here →
1. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (stearate)
3. octadecanoyl-CoA + L-serine + H(+) = 3-oxoeicosasphinganine + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
3-oxoeicosanoyl-CoAReach from here →
1. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (stearate)
3. very-long-chain 3-oxoacyl-CoA synthase (malonyl-CoA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 10 morecytosolOne of 2 routes
N-docosanoylsphinganineReach from here →
1. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (behenic acid)
3. docosanoyl-CoA + sphinganine = N-docosanoylsphinganine + CoA + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosol
N-eicosanoylsphinganineReach from here →
1. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (eicosanoate)
3. eicosanoyl-CoA + sphinganine = N-eicosanoylsphinganine + CoA + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosol
N-(octadecanoyl)-sphinganineReach from here →
1. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (stearate)
3. sphinganine + octadecanoyl-CoA = N-(octadecanoyl)-sphinganine + CoA + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosol
N-(tetradecanoyl)-sphinganineReach from here →
1. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (myristic acid)
3. sphinganine + tetradecanoyl-CoA = N-(tetradecanoyl)-sphinganine + CoA + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
3-oxohexadecasphinganineReach from here →
1. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (myristic acid)
3. tetradecanoyl-CoA + L-serine + H(+) = 3-oxohexadecasphinganine + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
3-oxotetradecasphinganineReach from here →
1. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (lauric acid)
3. dodecanoyl-CoA + L-serine + H(+) = 3-oxotetradecasphinganine + CO2 + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
Mo-molybdopterinReach from here →
1. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
Catalysed by MOCOScytosol, mitochondrial matrix
3-oxooctadecanoyl-CoAReach from here →
1. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. Palmitate:CoA ligase (AMP-forming)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (eicosanoate)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (gamma-linolenate)
3. (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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (stearidonic acid)
3. (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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. Carnitine O-Palmitoyltransferase
3. Utilized Transport
Catalysed by CPT1A, CPT1C, CPT1Bcytosol, endoplasmic reticulumOne of 2 routes
1-dodecanoyl-sn-glycerol 3-phosphateReach from here →
1. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (lauric acid)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (myristic acid)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (stearate)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (stearate)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (stearate)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (myristic acid)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. acyl-CoA:sphingosine N-acyltransferase
3. N-dodecanoylsphing-4-enine + H2O = dodecanoate + sphing-4-enine
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 morecytosol, Golgi apparatus
N-tetradecanoylsphing-4-enineReach from here →
1. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. acyl-CoA:sphingosine N-acyltransferase
3. N-tetradecanoylsphing-4-enine + H2O = sphing-4-enine + tetradecanoate
Catalysed by ASAH1, ACER2, ACER1, ASAH2cytosol, Golgi apparatus
N-hexadecanoylsphing-4-enineReach from here →
1. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. acyl-CoA:sphingosine N-acyltransferase
3. sphing-4-enine + hexadecanoyl-CoA = N-hexadecanoylsphing-4-enine + CoA + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 4 morecytosol, Golgi apparatusOne of 2 routes
N-octadecanoylsphing-4-enineReach from here →
1. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (stearate)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (eicosanoate)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (lignocerate)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (stearate)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
3. (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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
3. (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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (EPA)
3. (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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (DPA)
3. (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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (cerotic acid)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (behenic acid)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (lignocerate)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (palmitolate)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (palmitolate)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (palmitolate)
3. (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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
3. (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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (linolenate)
3. (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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)
3. (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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (cis-erucic acid)
3. (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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (stearate)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (nervonic acid)
3. (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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (lignocerate)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (cerotic acid)
3. 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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase (DHA)
3. (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. N1,N12-diacetylspermine to N1-acetylspermine conversion
2. long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)
3. (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