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
Catalysed by NAAAnucleus, cytosolOne of 5 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Palmitate:CoA ligase (AMP-forming)
- fatty-acyl-CoA synthase (N-C18:0CoA)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 22 routes
- beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
- cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O
- uridine(34) in tRNA + 5,10-methylenetetrahydrofolate + taurine + GTP + A + H2O = 5-taurinomethyluridine(34) in tRNA + 7,8-dihydrofolate + GDP + AH2 + phosphate + H(+)
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Palmitate:CoA ligase (AMP-forming)
- glycerol-3-phosphate 1-O-acyltransferase (palmitoyl-CoA)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 9 morenucleus, cytosolOne of 3 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Utilized Transport
- Acetyl-CoA:carnitine O-acetyltransferase
Catalysed by NAAA, CPT1A, CPT1C, CPT1Bnucleus, cytosol, endoplasmic reticulumOne of 9 routes
- beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
- a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + cholesterol(out)
- a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + a 1,2-diacyl-sn-glycero-3-phosphocholine(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + a 1,2-diacyl-sn-glycero-3-phosphocholine(out)
Catalysed by GBA1, OSBP, OSBPL3inner side of the membrane, outer side of the membraneOne of 2 routes
- 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 + ATP = an N-acylsphing-4-enine 1-phosphate + ADP + H(+)
Catalysed by NAAA, CERS1, CERS6, CERS3 and 5 morenucleus, cytosol
- beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
- a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
- a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + phosphate
Catalysed by GBA1, OSBP2, OSBPL2, PIP4P1 and 1 moreinner side of the membrane, outer side of the membrane
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- diamine N-acetyltransferase (N1-acetylspermidine)
Catalysed by NAAA, SAT1, SAT2nucleus, cytosolOne of 3 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- N-acetylglutamate synthase (N-acetylmethionine)
Catalysed by NAAA, NAGSnucleus, cytosol, mitochondrial matrix
- 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(+)
- N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 2-acyl-sn-glycero-3-phosphocholine
- beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
- a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + cholesterol(out)
- a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) + H2O = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + phosphate
Catalysed by GBA1, OSBP, SYNJ2, SYNJ1 and 2 moreinner side of the membrane, outer side of the membrane
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- 2 H+[c] + NADH[c] + palmitate[c] = H2O[c] + hexadecanal[c] + NAD+[c]
- Sphinganine-1-phosphate pamlmitaldehyde-lyase
Catalysed by NAAA, ALDH3B1, ALDH3B2, ALDH3A2 and 1 morenucleus, cytosol
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- amino-acid N-acetyltransferase (N-acetyl-L-alanine)
Catalysed by NAAAnucleus, cytosol, mitochondrial matrix
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- N-acetylglutamate synthase (N-acetyl-L-asparagine)
Catalysed by NAAA, NAGSnucleus, cytosol, mitochondrial matrix
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- N-acetylglutamate synthase (N-acetyl-L-cystathionine)
Catalysed by NAAA, NAGSnucleus, cytosol, mitochondrial matrix
- 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(+)
- N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phosphocholine
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Palmitate:CoA ligase (AMP-forming)
- Palmitoyl-CoA:L-serine C-palmitoyltransferase (decarboxylating)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 8 morenucleus, cytosolOne of 2 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Palmitate:CoA ligase (AMP-forming)
- glyceronephosphate O-acyltransferase (DHAP)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 6 morenucleus, cytosol, peroxisomeOne of 2 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Palmitate:CoA ligase (AMP-forming)
- acyl-CoA pool formation and breakdown
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
- acetyl-CoA C-acyltransferase (3-oxomyrist-5-enoyl-CoA)
Catalysed by NAAA, HADHA, ACAA2, HADHBnucleus, cytosol, mitochondrial matrixOne of 3 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]
- Fas180
- 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoate:CoA ligase (AMP-forming)
Catalysed by NAAA, SLC27A2, SLC27A5nucleus, cytosol, endoplasmic reticulumOne of 3 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
Catalysed by NAAA, SLC27A2, SLC27A5nucleus, cytosolOne of 4 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- medium-chain acyl-CoA ligase (decanoic acid)
Catalysed by NAAA, ACSM4, ACSM1, ACSM2A and 3 morenucleus, cytosolOne of 7 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Palmitate:CoA ligase (AMP-forming)
- trans-hexadec-2-enoyl-CoA reductase
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 6 morenucleus, cytosol, mitochondrial matrixOne of 9 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Palmitate:CoA ligase (AMP-forming)
- palmitoyl-CoA desaturase (N-C16:0CoA -> N-C16:1CoA)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 6 morenucleus, cytosolOne of 15 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (adrenic acid)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 7 routes
- beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
- 6 reduced [adrenodoxin] + cholesterol + 3 O2 + 6 H(+) = 4-methylpentanal + pregnenolone + 6 oxidized [adrenodoxin] + 4 H2O
- Pregnenolone:NAD+ 3-oxidoreductase
Catalysed by GBA1, CYP11A1, HSD3B1, HSD3B2cytosolOne of 2 routes
- beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
- 6 reduced [adrenodoxin] + cholesterol + 3 O2 + 6 H(+) = 4-methylpentanal + pregnenolone + 6 oxidized [adrenodoxin] + 4 H2O
- aldose reductase (isocaproic-aldehyde)
Catalysed by GBA1, CYP11A1, AKR1B10, AKR1B1cytosolOne 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(+)
- a 1,2-diacyl-sn-glycero-3-phospho-L-serine + N-(acetyl)-sphing-4-enine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phospho-L-serine
- 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(+)
- N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phosphoethanolamine
- 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(+)
- a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) + N-(acetyl)-sphing-4-enine = 1-O-acyl-N-(acetyl)-sphing-4-enine + 1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol)
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (cerotic acid)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne 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
- a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + 1-hexadecanoyl-sn-glycero-3-phosphocholine = a 1-acyl-2-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + sn-glycerol 3-phosphocholine
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (lignocerate)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 10 routes
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- Fas180
- long-chain-fatty-acid-CoA ligase (behenic acid)
Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morenucleus, cytosolOne of 9 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(+)
- N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 2-acyl-sn-glycero-3-phosphoethanolamine
- 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(+)
- a 1,2-diacyl-sn-glycero-3-phospho-L-serine + N-(acetyl)-sphing-4-enine = a 2-acyl-sn-glycero-3-phospho-L-serine + 1-O-acyl-N-(acetyl)-sphing-4-enine
- beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
- a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
- beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
- H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
- UDP-alpha-D-galactose:sphingosine 1-beta-galactosyltransferase
- UDP-alpha-D-galactose:sphingosine 1-beta-galactosyltransferase
Catalysed by NAAAnucleus, cytosol