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
Three steps
- acyl-CoA:sphingosine N-acyltransferase
- 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
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatusOne of 2 routes
- long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
- a 1-acyl-sn-glycero-3-phosphoethanolamine + (9Z,12Z)-octadecadienoyl-CoA = 1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine + CoA
- 1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine + H2O = a 1-acyl-sn-glycero-3-phosphoethanolamine + (9Z,12Z)-octadecadienoate + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosolOne of 4 routes
- acyl-CoA:sphingosine N-acyltransferase
- a 1-acyl-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CoA
- a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + S-adenosyl-L-methionine = a 1,2-diacyl-sn-glycero-3-phospho-N-methylethanolamine + S-adenosyl-L-homocysteine + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 5 moreGolgi apparatus
- acyl-CoA:sphingosine N-acyltransferase
- sn-glycerol 3-phosphate + an acyl-CoA = a 1-acyl-sn-glycero-3-phosphate + CoA
- a 1-acyl-sn-glycero-3-phosphate + H2O = a 1-acyl-sn-glycerol + phosphate
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 6 moreGolgi apparatusOne of 2 routes
- acyl-CoA:sphingosine N-acyltransferase
- 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + an acyl-CoA = a cardiolipin + CoA
- a cardiolipin + H2O = 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + a fatty acid + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatusOne of 2 routes
- Carnitine O-Palmitoyltransferase
- (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
Catalysed by CPT1A, CPT1C, CPT1B, TECR and 2 morecytosolOne of 3 routes
- acyl-CoA:sphingosine N-acyltransferase
- 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)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatusOne of 5 routes
- Carnitine O-Palmitoyltransferase
- (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)
- a 1-acyl-sn-glycero-3-phosphate + hexadecanoyl-CoA = 1-acyl-2-hexadecanoyl-sn-glycero-3-phosphate + CoA
Catalysed by CPT1A, CPT1C, CPT1B, TECR and 1 morecytosolOne of 2 routes
- acyl-CoA:sphingosine N-acyltransferase
- a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA
- a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = a 2-acyl-sn-glycero-3-phospho-D-myo-inositol + a fatty acid + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 3 moreGolgi apparatus
- acyl-CoA:sphingosine N-acyltransferase
- a 1-acyl-sn-glycero-3-phosphate + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphate + CoA
- a 1,2-diacyl-sn-glycero-3-phosphate + H2O = a 2-acyl-sn-glycerol 3-phosphate + a fatty acid + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 14 moreGolgi apparatus
- Carnitine O-Palmitoyltransferase
- (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)
- (4R)-hydroxysphinganine + hexadecanoyl-CoA = N-hexadecanoyl-(4R)-hydroxysphinganine + CoA + H(+)
Catalysed by CPT1A, CPT1C, CPT1B, TECR and 2 morecytosolOne of 2 routes
- acyl-CoA:sphingosine N-acyltransferase
- 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
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatusOne of 3 routes
- acyl-CoA:sphingosine N-acyltransferase
- 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
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatusOne of 3 routes
- Carnitine O-Palmitoyltransferase
- (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)
- sphinganine + hexadecanoyl-CoA = N-hexadecanoylsphinganine + CoA + H(+)
Catalysed by CPT1A, CPT1C, CPT1B, TECR and 3 morecytosolOne of 2 routes
- acyl-CoA:sphingosine N-acyltransferase
- sphingosine N-acyltransferase (sphinganine)
- an N-acylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = an N-acylsphinganine-1-phosphocholine + a 1,2-diacyl-sn-glycerol
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 8 moreGolgi apparatus, cytosolOne of 2 routes
- acyl-CoA:sphingosine N-acyltransferase
- UDP-alpha-D-galactose:sphingosine 1-beta-galactosyltransferase
- UDP-alpha-D-galactose:sphingosine 1-beta-galactosyltransferase
Catalysed by ASAH1, ACER2, ACER1, ASAH2Golgi apparatus, cytosol
- glycine N-acyltransferase (N-arachidonoylglycine)
- transport of arginine and glycine (cytosol to extracellular)
- L-arginine,NADPH:oxygen oxidoreductase (N-(omega)-hydroxyarginine-forming)
Catalysed by GLYAT, GLYATL2, GLYATL1, SLC7A6 and 3 moremitochondrial matrix, extracellular space, cytosol
- glycine N-acyltransferase (N-arachidonoylglycine)
- glycine + 2-oxoglutarate = glyoxylate + L-glutamate
- 3-hydroxy-L-kynurenine + glyoxylate = xanthurenate + glycine + H2O
Catalysed by GLYAT, GLYATL2, GLYATL1, AADAT and 1 moremitochondrial matrixOne of 2 routes
- glycine N-acyltransferase (N-arachidonoylglycine)
- glycine + 2-oxoglutarate = glyoxylate + L-glutamate
- (4S)-4-hydroxy-2-oxoglutarate = glyoxylate + pyruvate
Catalysed by GLYAT, GLYATL2, GLYATL1, AADAT and 1 moremitochondrial matrixOne of 2 routes
- N-acetyl-LTE4 to leukotriene E4 conversion
- transport of GSH and leukotriene E4 (cytosol to extracellular)
- transport of GSH and noradrenaline (cytosol to extracellular)
Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 31 morecytosol, extracellular spaceOne of 4 routes
- Carnitine O-Palmitoyltransferase
- (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)
- 1-O-hexadecyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-O-hexadecyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by CPT1A, CPT1C, CPT1B, TECR and 1 morecytosolOne of 4 routes
- acyl-CoA:sphingosine N-acyltransferase
- 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
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatus
- Carnitine O-Palmitoyltransferase
- Utilized Transport
- 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + H2O = sn-glycero-3-phospho-(1'-sn-glycerol) + (9Z)-octadecenoate + H(+)
Catalysed by CPT1A, CPT1C, CPT1B, ABHD12cytosol, endoplasmic reticulum
- 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-D-myo-inositolReach from here →
- long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
- (8Z,11Z,14Z)-eicosatrienoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
- 1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-D-myo-inositol + CoA
- Carnitine O-Palmitoyltransferase
- Utilized Transport
- 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = 1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + (9Z)-octadecenoate + H(+)
Catalysed by CPT1A, CPT1C, CPT1B, ABHD16Acytosol, endoplasmic reticulumOne of 2 routes
- long-chain-fatty-acid-CoA ligase (stearate)
- octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
- 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA
- long-chain-fatty-acid-CoA ligase (stearate)
- octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
- 1-octadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + (9Z)-octadecenoyl-CoA = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA
- Carnitine O-Palmitoyltransferase
- (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)
- 1-hexadecanoyl-sn-glycero-3-phosphate + hexadecanoyl-CoA = 1,2-dihexadecanoyl-sn-glycero-3-phosphate + CoA
Catalysed by CPT1A, CPT1C, CPT1B, TECR and 1 morecytosolOne of 2 routes
- Palmitate:CoA ligase (AMP-forming)
- glycerol-3-phosphate 1-O-acyltransferase (palmitoyl-CoA)
- 1-hexadecanoyl-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 10 morecytosolOne of 2 routes
- acyl-CoA:sphingosine N-acyltransferase
- sphing-4-enine + hexadecanoyl-CoA = N-hexadecanoylsphing-4-enine + CoA + H(+)
- N-hexadecanoylsphing-4-enine + ATP = N-(hexadecanoyl)-sphing-4-enine-1-phosphate + ADP + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 5 moreGolgi apparatus
- long-chain-fatty-acid-CoA ligase (stearate)
- octadecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine + CoA
- 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine + H2O = octadecanoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosolOne of 12 routes
- Carnitine O-Palmitoyltransferase
- (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)
- 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by CPT1A, CPT1C, CPT1B, TECR and 3 morecytosolOne of 2 routes
- Carnitine O-Palmitoyltransferase
- (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)
- 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
Catalysed by CPT1A, CPT1C, CPT1B, TECR and 1 morecytosolOne of 2 routes
- long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
- (8Z,11Z,14Z)-eicosatrienoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
- (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
- acyl-CoA:sphingosine N-acyltransferase
- 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 ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatusOne of 3 routes
- Carnitine O-Palmitoyltransferase
- (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)
- 2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by CPT1A, CPT1C, CPT1B, TECR and 1 morecytosolOne of 2 routes
- long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
- (8Z,11Z,14Z)-eicosatrienoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
- 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + CoA
- acyl-CoA:sphingosine N-acyltransferase
- 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 ASAH1, ACER2, ACER1, ASAH2 and 9 moreGolgi apparatusOne of 2 routes
- acyl-CoA:sphingosine N-acyltransferase
- Acyl-CoA:glycerone-phosphate O-acyltransferase
- alkylglycerone phosphate synthase (acylglycerone-phosphate)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatus, cytosol, peroxisomeOne of 2 routes
- acyl-CoA:sphingosine N-acyltransferase
- 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 ASAH1, ACER2, ACER1, ASAH2 and 3 moreGolgi apparatus
- amino-acid N-acetyltransferase (N-acetyl-L-alanine)
- L-threonine(out) + L-alanine(in) = L-threonine(in) + L-alanine(out)
- L-threonine + hydrogencarbonate + ATP = L-threonylcarbamoyladenylate + diphosphate + H2O
Catalysed by SLC7A10, YRDCmitochondrial matrix, inner side of the membrane, outer side of the membrane