N-(9Z-octadecenoyl)-sphing-4-enine
362,296 routes · scope human · up to 3 steps · built 5 October 2026 · Reactions · API
440 compounds within 3 steps: 6 in 1, 64 in 2, 370 in 3
Three steps
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
Catalysed by ACER3endoplasmic reticulum, cytosol, extracellular spaceOne of 12 routes
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- (9E)-octadecenoyl-CoA hydrolase
- fatty-acid-CoA ligase
Catalysed by ACER3, ACOT7, BAAT, THEM4 and 3 moreGolgi apparatus, cytosolOne of 2 routes
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- acyl-CoA pool formation and breakdown
- a 3-acyl-sn-glycerol + an acyl-CoA = a 1,3-diacyl-sn-glycerol + CoA
Catalysed by ACER3, MOGAT1Golgi apparatus, cytosolOne of 2 routes
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
- a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1-O-(1Z)-alkenyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by ACER3, SLC27A2, ACSL3, ACSL1 and 8 moreendoplasmic reticulum
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
- a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-O-(1Z)-alkenyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by ACER3, SLC27A2, ACSL3, ACSL1 and 6 moreendoplasmic reticulum
- beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside
- 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-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
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- 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-L-serine + N-(acetyl)-sphing-4-enine = 1-octadecanoyl-N-(acetyl)-sphing-4-enine + 2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- (9E)-octadecenoyl-CoA hydrolase
- medium-chain acyl-CoA ligase (undecylic acid)
Catalysed by ACER3, ACOT7, BAAT, THEM4 and 8 moreGolgi apparatus, cytosolOne of 3 routes
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- long-chain-fatty-acid-CoA ligase (oleate)
- medium-chain acyl-CoA dehydrogenase (oleoyl-CoA)
Catalysed by ACER3, SLC27A2, ACSL4, ACSL3 and 9 moreendoplasmic reticulum, cytosol, mitochondrial matrixOne of 4 routes
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- 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 + H2O = 1-O-hexadecyl-sn-glycero-3-phosphate + choline + H(+)
Catalysed by ACER3, PAFAH2, ENPP2, GDPD3 and 1 moreendoplasmic reticulum
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
Catalysed by ACER3endoplasmic reticulum, cytosol, extracellular spaceOne of 12 routes
- 1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositolReach from here →
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = sn-glycero-3-phospho-1D-myo-inositol + (9Z)-octadecenoate + H(+)
- 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositol + CoA
Catalysed by ACER3, ABHD12, AGPAT3, AGPAT5endoplasmic reticulum
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- sphing-4-enine + hexadecanoyl-CoA = N-hexadecanoylsphing-4-enine + CoA + H(+)
- N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
Catalysed by ACER3, CERS6, TLCD3B, CERS5 and 5 moreendoplasmic reticulumOne of 2 routes
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
Catalysed by ACER3endoplasmic reticulum, cytosol, extracellular spaceOne of 12 routes
- beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside
- 6 reduced [adrenodoxin] + cholesterol + 3 O2 + 6 H(+) = 4-methylpentanal + pregnenolone + 6 oxidized [adrenodoxin] + 4 H2O
- pregnenolone,NADPH:oxygen oxidoreductase (7alpha-hydroxylating)
Catalysed by GBA1, GBA2, CYP11A1, CYP7B1cytosolOne of 2 routes
- beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside
- cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (24S)-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
- a 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphocholine + (24S)-hydroxycholesterol = (24S)-24-hydroxycholesterol ester + 1-hexadecanoyl-sn-glycero-3-phosphocholine
- beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside
- cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (24S)-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
- (24S)-hydroxycholesterol + 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine = (24S)-hydroxycholesterol 3-linoleoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
- 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
Catalysed by ACER3, CERS1, CERS6, CERS3 and 4 moreendoplasmic reticulum
- beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside
- 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
- eicosanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-eicosanoyl-sn-glycero-3-phosphocholine + CoA
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
- 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 ACER3, CERS1, CERS6, CERS3 and 5 moreendoplasmic reticulum
- 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerolReach from here →
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
- 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol + (9Z)-octadecenoyl-CoA = 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol + CoA
Catalysed by ACER3, SLC27A2, ACSL3, ACSL1 and 6 moreendoplasmic reticulum
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- 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-L-serine + N-(acetyl)-sphing-4-enine = 1-octadecanoyl-sn-glycero-3-phosphoserine + 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- 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
Catalysed by ACER3, PAFAH2, PLA2G15endoplasmic reticulumOne of 8 routes
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- (9E)-octadecenoyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (physeteric acid)
Catalysed by ACER3, ACOT7, BAAT, THEM4 and 10 moreGolgi apparatus, cytosolOne of 9 routes
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
- (R)-carnitine + (9Z)-octadecenoyl-CoA = O-(9Z)-octadecenoyl-(R)-carnitine + CoA
Catalysed by ACER3, SLC27A2, ACSL3, ACSL1 and 6 moreendoplasmic reticulum
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- Utilized Transport
- Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal
Catalysed by ACER3, CRAT, CROTendoplasmic reticulum, cytosol, peroxisomeOne of 5 routes
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- sphing-4-enine + hexadecanoyl-CoA = N-hexadecanoylsphing-4-enine + CoA + H(+)
- beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
Catalysed by ACER3, CERS6, TLCD3B, CERS5 and 2 moreendoplasmic reticulumOne of 2 routes
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- sphing-4-enine + octadecanoyl-CoA = N-octadecanoylsphing-4-enine + CoA + H(+)
- beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
Catalysed by ACER3, CERS1, TLCD3B, CERS2 and 2 moreendoplasmic reticulumOne of 2 routes
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- (9E)-octadecenoyl-CoA hydrolase
- Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial
Catalysed by ACER3, ACOT7, BAAT, THEM4 and 6 moreGolgi apparatus, cytosol, mitochondrial matrix
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- 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 + ATP = N-(acetyl)-sphing-4-enine-1-phosphate + ADP + H(+)
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
- 1-decanoylglycerol + (9Z)-octadecenoyl-CoA = 1-decanoyl-2-(9Z-octadecenoyl)-glycerol + CoA
Catalysed by ACER3, SLC27A2, ACSL3, ACSL1 and 6 moreendoplasmic reticulum
- beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside
- cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (24S)-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
- (24S)-hydroxycholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 24S,25-dihydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
- beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside
- cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (24S)-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
- (24S)-hydroxycholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (24S,25R)-24,26-dihydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- (9E)-octadecenoyl-CoA hydrolase
- acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)
Catalysed by ACER3, ACOT7, BAAT, THEM4 and 5 moreGolgi apparatus, cytosol, mitochondrial matrix
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- acyl-CoA pool formation and breakdown
- an acyl-CoA + L-glutamine = an N(2)-acyl-L-glutamine + CoA + H(+)
Catalysed by ACER3, GLYATL1B, GLYATL1Golgi apparatus, cytosol
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- (9E)-octadecenoyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)
Catalysed by ACER3, ACOT7, BAAT, THEM4 and 10 moreGolgi apparatus, cytosolOne of 9 routes
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- (9E)-octadecenoyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (tricosanoic acid)
Catalysed by ACER3, ACOT7, BAAT, THEM4 and 10 moreGolgi apparatus, cytosolOne of 5 routes
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- acyl-CoA pool formation and breakdown
- an acyl-CoA + acetyl-CoA = a 3-oxoacyl-CoA + CoA
Catalysed by ACER3, ACAA1, SCP2, ACAA2 and 1 moreGolgi apparatus, cytosol