sphing-4-enine

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

406 compounds within 3 steps: 16 in 1, 86 in 2, 304 in 3

Three steps

1-O-alkyl-3-acylglycerolReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. acyl-CoA:sphingosine N-acyltransferase
3. 1-O-alkylglycerol + an acyl-CoA = 1-O-alkyl-3-acylglycerol + CoA
Catalysed by CERS1, CERS6, CERS3, CERS5 and 8 moreGolgi apparatus
(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoAReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. acyl-CoA:sphingosine N-acyltransferase
3. acyl-CoA pool formation and breakdown
Catalysed by CERS1, CERS6, CERS3, CERS5 and 6 moreGolgi apparatus, cytosol
(11Z,14Z)-eicosadienoyl-CoAReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. acyl-CoA:sphingosine N-acyltransferase
3. acyl-CoA pool formation and breakdown
Catalysed by CERS1, CERS6, CERS3, CERS5 and 6 moreGolgi apparatus, cytosol
(13Z)-eicosenoyl-CoAReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. acyl-CoA:sphingosine N-acyltransferase
3. acyl-CoA pool formation and breakdown
Catalysed by CERS1, CERS6, CERS3, CERS5 and 6 moreGolgi apparatus, cytosol
(25R)-cholest-5-ene-3beta,26-diolReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
3. 2 reduced [adrenodoxin] + cholesterol + O2 + 2 H(+) = (25R)-cholest-5-ene-3beta,26-diol + 2 oxidized [adrenodoxin] + H2O
Catalysed by CERS1, CERS6, CERS3, CERS5 and 5 more
24-hydroxytetracosanoateReach from here →
1. tetracosanoyl-CoA + sphing-4-enine = N-tetracosanoyl-sphing-4-enine + CoA + H(+)
2. N-tetracosanoyl-sphing-4-enine + H2O = tetracosanoate + sphing-4-enine
3. tetracosanoate + reduced [NADPH--hemoprotein reductase] + O2 = 24-hydroxytetracosanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CERS2, ACER2, ACER1, CYP4F2 and 1 more
11-hydroxydodecanoateReach from here →
1. N-dodecanoylsphing-4-enine + H2O = dodecanoate + sphing-4-enine
2. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]
3. lauric acid[r] + O2[r] + FMNH2[r] = FMN[r] + H2O[r] + 11-hydroxydodecanoate[r]
Catalysed by NAAA, ASAH1, ACER2, ASAH2 and 1 morecytosol, endoplasmic reticulumOne of 3 routes
14-hydroxytetradecanoateReach from here →
1. N-tetradecanoylsphing-4-enine + H2O = sphing-4-enine + tetradecanoate
2. N-tetradecanoylsphing-4-enine + H2O = sphing-4-enine + tetradecanoate
3. alkane 1-monooxygenase (myristic acid)
Catalysed by ASAH1, ACER2, ASAH2, CYP4A11 and 1 morecytosolOne of 2 routes
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerolReach from here →
1. sphing-4-enine + octadecanoyl-CoA = N-octadecanoylsphing-4-enine + CoA + H(+)
2. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
3. 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerol + H2O = 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerol + octadecanoate + H(+)
Catalysed by CERS1, TLCD3B, CERS2, CERS4 and 4 more
1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphateReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
3. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate(out) + cholesterol(in) = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate(in) + cholesterol(out)
Catalysed by CERS1, CERS6, CERS3, CERS5 and 5 moreinner side of the membrane, outer side of the membraneOne of 2 routes
(11Z,14Z)-eicosadienoateReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. N-Acylsphingosine amidohydrolase
3. (10Z)-heptadecenoic acid formation
Catalysed by CERS1, CERS6, CERS3, CERS5 and 3 morelysosome, extracellular spaceOne of 12 routes
(17Z)-hexacosenoateReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. N-Acylsphingosine amidohydrolase
3. (10Z)-heptadecenoic acid formation
Catalysed by CERS1, CERS6, CERS3, CERS5 and 3 morelysosome, extracellular spaceOne of 12 routes
(7Z,10Z,13Z,16Z,19Z)-docosapentaenoateReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. N-Acylsphingosine amidohydrolase
3. (10Z)-heptadecenoic acid formation
Catalysed by CERS1, CERS6, CERS3, CERS5 and 3 morelysosome, extracellular spaceOne of 12 routes
(7Z,10Z,13Z,16Z)-docosatetraenoateReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. N-Acylsphingosine amidohydrolase
3. (10Z)-heptadecenoic acid formation
Catalysed by CERS1, CERS6, CERS3, CERS5 and 3 morelysosome, extracellular spaceOne of 12 routes
a 1,3-diacyl-sn-glycerolReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. acyl-CoA:sphingosine N-acyltransferase
3. a 3-acyl-sn-glycerol + an acyl-CoA = a 1,3-diacyl-sn-glycerol + CoA
Catalysed by CERS1, CERS6, CERS3, CERS5 and 7 moreGolgi apparatusOne of 3 routes
a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholineReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. acyl-CoA:sphingosine N-acyltransferase
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholine + CoA
Catalysed by CERS1, CERS6, CERS3, CERS5 and 8 moreGolgi apparatus
a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholineReach from here →
1. 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(+)
2. 1-O-hexadecyl-sn-glycero-3-phosphocholine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-O-hexadecyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + sn-glycerol 3-phosphocholine
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + H2O = a 2,3-saturated aldehyde + sn-glycerol 3-phosphocholine
Catalysed by PAFAH2, PLA2G4C, TMEM86A, TMEM86B
a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamineReach from here →
1. 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(+)
2. 1-O-hexadecyl-sn-glycero-3-phosphocholine + 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine = 1-O-hexadecyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + sn-glycero-3-phosphoethanolamine
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + H2O = a 2,3-saturated aldehyde + sn-glycero-3-phosphoethanolamine
Catalysed by PAFAH2, PLA2G4C, TMEM86A, TMEM86B
a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. acyl-CoA:sphingosine N-acyltransferase
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by CERS1, CERS6, CERS3, CERS5 and 7 moreGolgi apparatus
1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
1. 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(+)
2. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphocholine
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphoethanolamine + sn-glycerol 3-phosphocholine
Catalysed by PAFAH2, PLA2G15, PLA2G4C
a 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphocholineReach from here →
1. 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(+)
2. 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
3. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + a 2-acyl-sn-glycero-3-phosphocholine = a 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphocholine + 2-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by PAFAH2, PLA2G15, PLAAT1
1-hexadecanoyl-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
1. 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(+)
2. 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
3. a 2-acyl-sn-glycero-3-phosphoethanolamine + hexadecanoyl-CoA = 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by PAFAH2, PLA2G15, LPGAT1
a fatty acyl-CoAReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. an N-acylsphing-4-enine + H2O = sphing-4-enine + a fatty acid
3. a fatty acid + ATP + CoA = a fatty acyl-CoA + AMP + diphosphate
Catalysed by CERS1, CERS6, CERS3, CERS5 and 9 more
a ganglioside GM1 (d18:1(4E))Reach from here →
1. UDP-alpha-D-galactose:sphingosine 1-beta-galactosyltransferase
2. UDP-alpha-D-galactose:sphingosine 1-beta-galactosyltransferase
3. beta-1,3-galactosyltransferase (GM2)
Catalysed by B3GALT4cytosolOne of 2 routes
N-dodecanoyl-(4R)-hydroxysphinganineReach from here →
1. N-dodecanoylsphing-4-enine + H2O = dodecanoate + sphing-4-enine
2. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]
3. N-dodecanoyl-(4R)-hydroxysphinganine + H2O = (4R)-hydroxysphinganine + dodecanoate
Catalysed by NAAA, ASAH1, ACER2, ASAH2cytosol
(5Z,8Z,11Z)-eicosatrienoateReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. N-Acylsphingosine amidohydrolase
3. (10Z)-heptadecenoic acid formation
Catalysed by CERS1, CERS6, CERS3, CERS5 and 3 morelysosome, extracellular spaceOne of 12 routes
1-O-(1Z-alkenyl)-2-acetyl-sn-glycero-3-phosphoethanolamineReach from here →
1. 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(+)
2. 1-O-hexadecyl-sn-glycero-3-phosphocholine + acetyl-CoA = 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + CoA
3. 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine = 1-O-(1Z-alkenyl)-2-acetyl-sn-glycero-3-phosphoethanolamine + 1-O-hexadecyl-sn-glycero-3-phosphocholine
Catalysed by PAFAH2, LPCAT2, LPCAT1
a 1-(9Z-octadecenoyl)-2-acyl-sn-glycero-3-phosphocholineReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. ceramide:phosphatidylcholine cholinephosphotransferase
3. 1-(9Z-octadecenoyl)-2-acyl-sn-3-glycerol + a sphingomyelin = a 1-(9Z-octadecenoyl)-2-acyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine
Catalysed by CERS1, CERS6, CERS3, CERS5 and 4 moreGolgi apparatusOne of 2 routes
18-hydroxy-(9Z)-octadecenoateReach from here →
1. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate
2. H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
3. (9Z)-octadecenoate + reduced [NADPH--hemoprotein reductase] + O2 = 18-hydroxy-(9Z)-octadecenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 3 moreendoplasmic reticulum
a ganglioside GM4 (d18:1(4E))Reach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. an N-acylsphing-4-enine + UDP-alpha-D-galactose = a beta-D-galactosyl-(1<->1')-N-acylsphing-4-enine + UDP + H(+)
3. a beta-D-galactosyl-(1<->1')-N-acylsphing-4-enine + CMP-N-acetyl-beta-neuraminate = a ganglioside GM4 (d18:1(4E)) + CMP + H(+)
Catalysed by CERS1, CERS6, CERS3, CERS5 and 4 more
1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
1. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate
2. H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
3. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = sn-glycero-3-phospho-1D-myo-inositol + (9Z)-octadecenoate + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreendoplasmic reticulum
tricosanoateReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. N-Acylsphingosine amidohydrolase
3. (10Z)-heptadecenoic acid formation
Catalysed by CERS1, CERS6, CERS3, CERS5 and 3 morelysosome, extracellular spaceOne of 12 routes
cholesteryl octadecanoateReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
3. octadecanoyl-CoA + cholesterol = cholesteryl octadecanoate + CoA
Catalysed by CERS1, CERS6, CERS3, CERS5 and 5 more
cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
3. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + CoA
Catalysed by CERS1, CERS6, CERS3, CERS5 and 6 moreOne of 2 routes
1-hexadecanoyl-2-eicosanoyl-sn-glycero-3-phosphocholineReach from here →
1. 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(+)
2. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphocholine
3. eicosanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-eicosanoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by PAFAH2, PLA2G15, LPCAT1
beta-D-glucosyl-(1<->1)-sphing-4-enineReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. an N-acylsphing-4-enine + UDP-alpha-D-glucose = a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + UDP + H(+)
3. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + H2O = beta-D-glucosyl-(1<->1)-sphing-4-enine + a fatty acid
Catalysed by CERS1, CERS6, CERS3, CERS5 and 4 more
tetradecanalReach from here →
1. N-tetradecanoylsphing-4-enine + H2O = sphing-4-enine + tetradecanoate
2. N-tetradecanoylsphing-4-enine + H2O = sphing-4-enine + tetradecanoate
3. tetradecanal + NAD(+) + H2O = tetradecanoate + NADH + 2 H(+)
Catalysed by ASAH1, ACER2, ASAH2, ALDH3A2
cholesteryl (9Z)-hexadecenoateReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
3. (9Z)-hexadecenoyl-CoA + cholesterol = cholesteryl (9Z)-hexadecenoate + CoA
Catalysed by CERS1, CERS6, CERS3, CERS5 and 5 more
(9Z,12Z,15Z-octadecatrienoyl)-cholesterolReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
3. (9Z,12Z,15Z)-octadecatrienoyl-CoA + cholesterol = (9Z,12Z,15Z-octadecatrienoyl)-cholesterol + CoA
Catalysed by CERS1, CERS6, CERS3, CERS5 and 5 moreOne of 2 routes
cholesteryl (8Z,11Z,14Z)-eicosatrienoateReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
3. 1-hexadecanoyl-2-(8Z,11Z,14Z-eicosatrienoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (8Z,11Z,14Z)-eicosatrienoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by CERS1, CERS6, CERS3, CERS5 and 5 more
1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoserineReach from here →
1. 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(+)
2. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + N-(acetyl)-sphing-4-enine = 1-octadecanoyl-sn-glycero-3-phosphoserine + 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine
3. 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoserine + H2O = 1-octadecanoyl-sn-glycero-3-phosphoserine + (9Z,12Z)-octadecadienoate + H(+)
Catalysed by PAFAH2, PLA2G15, ABHD16A
(5Z)-tetradecenoyl-CoAReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. acyl-CoA:sphingosine N-acyltransferase
3. acyl-CoA pool formation and breakdown
Catalysed by CERS1, CERS6, CERS3, CERS5 and 6 moreGolgi apparatus, cytosol
1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholineReach from here →
1. 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(+)
2. 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + 1-hexadecanoyl-N-(acetyl)-sphing-4-enine
3. 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by PAFAH2, PLA2G15, LPGAT1
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholineReach from here →
1. 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(+)
2. 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + 1-hexadecanoyl-N-(acetyl)-sphing-4-enine
3. 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + CoA
Catalysed by PAFAH2, PLA2G15, LPGAT1
7-hydroxydodecanoateReach from here →
1. N-dodecanoylsphing-4-enine + H2O = dodecanoate + sphing-4-enine
2. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]
3. dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 7-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by NAAA, ASAH1, ACER2, ASAH2 and 1 morecytosol
(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterolReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA + cholesterol = (5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterol + CoA
Catalysed by CERS1, CERS6, CERS3, CERS5 and 5 moreOne of 2 routes
N-(dodecanoyl)-sphinganineReach from here →
1. N-dodecanoylsphing-4-enine + H2O = dodecanoate + sphing-4-enine
2. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]
3. N-(dodecanoyl)-sphinganine + H2O = dodecanoate + sphinganine
Catalysed by NAAA, ASAH1, ACER2, ASAH2cytosol
4beta-hydroxycholesterolReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
3. cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 4beta-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CERS1, CERS6, CERS3, CERS5 and 5 more
an N(2)-acyl-L-glutamineReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. acyl-CoA:sphingosine N-acyltransferase
3. an acyl-CoA + L-glutamine = an N(2)-acyl-L-glutamine + CoA + H(+)
Catalysed by CERS1, CERS6, CERS3, CERS5 and 8 moreGolgi apparatus
(7Z)-hexadecenoyl-CoAReach from here →
1. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
2. acyl-CoA:sphingosine N-acyltransferase
3. acyl-CoA pool formation and breakdown
Catalysed by CERS1, CERS6, CERS3, CERS5 and 6 moreGolgi apparatus, cytosol