N-hexadecanoylsphing-4-enine
362,296 routes · scope human · up to 3 steps · built 5 October 2026 · Reactions · API
391 compounds within 3 steps: 6 in 1, 63 in 2, 322 in 3
Three steps
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Palmitate:CoA ligase (AMP-forming)
- very-long-chain 3-oxoacyl-CoA synthase (malonyl-CoA)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 12 morenucleus, cytosolOne of 3 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- Carnitine O-Palmitoyltransferase
Catalysed by NAAA, CPT1A, CPT1C, CPT1Bnucleus, cytosolOne of 3 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (stearidonic acid)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 8 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
Catalysed by NAAAnucleus, cytosol, extracellular spaceOne of 15 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + sphing-4-enine = 1-O-hexadecyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine + H(+)
- 1-O-hexadecyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-O-hexadecyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by NAAA, PAFAH2, LPCAT1nucleus, cytosolOne of 5 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + sphing-4-enine = 1-O-hexadecyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine + H(+)
- 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + N-(acetyl)-sphing-4-enine = 1-octadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine
- N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
- hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
- 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by NAAA, ASAH1, ACER2, ASAH2 and 14 moreOne of 5 routes
- beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
- 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
- octadecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine + CoA
- N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
- hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
- 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
Catalysed by NAAA, ASAH1, ACER2, ASAH2 and 12 moreOne of 3 routes
- beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
- 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
- (9Z,12Z)-octadecadienoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + CoA
- beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
- 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
- (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + sphing-4-enine = 1-O-hexadecyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine + H(+)
- 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine
Catalysed by NAAA, PAFAH2, PLA2G15nucleus, cytosolOne of 3 routes
- beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
- 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
- 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + sn-glycerol 3-phosphocholine
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
- an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = an N-acylsphing-4-enine 1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol
Catalysed by NAAA, CERS1, CERS6, CERS3 and 6 morenucleus, cytosol
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- N-dodecanoylsphing-4-enine + H2O = dodecanoate + sphing-4-enine
- 1-(beta-D-galactosyl)-N-dodecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-galactoside + N-dodecanoylsphing-4-enine
Catalysed by NAAA, ASAH1, ACER2, ASAH2 and 2 morenucleus, cytosolOne of 2 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + sphing-4-enine = 1-O-hexadecyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine + H(+)
- 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 1-octadecanoyl-sn-glycero-3-phosphocholine
Catalysed by NAAA, PAFAH2, PLA2G15nucleus, cytosolOne of 3 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (EPA)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 9 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (DPA)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 6 routes
- beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
- 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
- (9Z)-hexadecenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine + CoA
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (linolenate)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 7 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (cis-erucic acid)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 6 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (cis-gondoic acid)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 7 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase ((9Z,12Z,15Z,18Z,21Z)-TPA)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 5 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 4 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (nervonic acid)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 6 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (ximenic acid)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 4 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 5 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (omega-3-arachidonic acid)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 5 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (DHA)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 7 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (margaric acid)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 6 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (9-heptadecylenic acid)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 5 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase ((11Z,14Z,17Z)-eicosatrienoic acid)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 5 routes
- 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholineReach from here →
- beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
- 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
- (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + CoA
- beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
- 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
- dodecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phosphocholine + CoA