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]
- (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
- 1-decanoylglycerol + (9Z)-octadecenoyl-CoA = 1-decanoyl-3-(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
- 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 = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
Catalysed by GBA1, GBA2, OSBP2, OSBPL2 and 13 moreinner side of the membrane, outer side of the membrane
- 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(+)
- an N-acylsphing-4-enine + UDP-alpha-D-glucose = a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + UDP + H(+)
Catalysed by ACER3, CERS1, CERS6, CERS3 and 4 moreendoplasmic reticulumOne of 3 routes
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- (9E)-octadecenoyl-CoA hydrolase
- acetyl-CoA C-acyltransferase (3-oxomyrist-7-enoyl-CoA)
Catalysed by ACER3, ACOT7, BAAT, THEM4 and 5 moreGolgi apparatus, cytosol, mitochondrial matrixOne of 2 routes
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- (9E)-octadecenoyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase (cis-cetoleic acid)
Catalysed by ACER3, ACOT7, BAAT, THEM4 and 10 moreGolgi apparatus, cytosolOne of 6 routes
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + H2O = sn-glycero-3-phospho-(1'-sn-glycerol) + (9Z)-octadecenoate + H(+)
- 2 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) = 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(3'-(9Z-octadecenoyl)-1'-sn-glycerol) + sn-glycero-3-phospho-(1'-sn-glycerol)
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- (9E)-octadecenoyl-CoA hydrolase
- long-chain-fatty-acid-CoA ligase ((7Z)-tetradecenoic 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
- Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial
Catalysed by ACER3, ACOT7, BAAT, THEM4 and 5 moreGolgi apparatus, cytosol, mitochondrial matrixOne of 3 routes
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- (9E)-octadecenoyl-CoA hydrolase
- Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial
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]
- (9E)-octadecenoyl-CoA hydrolase
- Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial
Catalysed by ACER3, ACOT7, BAAT, THEM4 and 5 moreGolgi apparatus, cytosol, mitochondrial matrixOne of 2 routes
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- (9E)-octadecenoyl-CoA hydrolase
- Fatty Acid Beta Oxidation (C10:2->C8:1), Mitochondrial
Catalysed by ACER3, ACOT7, BAAT, THEM4 and 5 moreGolgi apparatus, cytosol, mitochondrial matrixOne 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
- 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 15 routes
- beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside
- beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
- N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
- 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 13 routes
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- (9E)-octadecenoyl-CoA hydrolase
- medium-chain acyl-CoA ligase (hexanoic acid)
Catalysed by ACER3, ACOT7, BAAT, THEM4 and 8 moreGolgi apparatus, cytosolOne of 6 routes
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- UDP-alpha-D-galactose:sphingosine 1-beta-galactosyltransferase
- galactosylceramidase (psychosine)
Catalysed by ACER3, GALCendoplasmic reticulum, cytosol, lysosome
- 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[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(+)
- 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by ACER3, PAFAH2, PLA2G15endoplasmic reticulumOne of 4 routes
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- (9E)-octadecenoyl-CoA hydrolase
- Propanoyl-CoA:acetyl-CoA C-acyltransferase
Catalysed by ACER3, ACOT7, BAAT, THEM4 and 5 moreGolgi apparatus, cytosol, peroxisomeOne of 7 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
- cytochrome P450 (pregnenolone)
Catalysed by GBA1, GBA2, CYP11A1, CYP17A1cytosolOne of 3 routes
- 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(+)
- an N-acylsphing-4-enine + H2O = sphing-4-enine + a fatty acid
Catalysed by ACER3, CERS1, CERS6, CERS3 and 8 moreendoplasmic reticulumOne of 2 routes
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- Utilized Transport
- Carnitine Transport by Atb0
Catalysed by ACER3, SLC6A14endoplasmic reticulum, cytosol, extracellular space
- 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-glycerol + phosphocholine + H(+)
Catalysed by ACER3, PAFAH2, SMPD2endoplasmic 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 13 routes
- 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-alkyl-2-acetyl-sn-glycero-3-phosphocholine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-acetyl-sn-glycero-3-phosphocholine + a 1-O-alkyl-sn-glycero-3-phosphocholine
- 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[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 13 routes
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- (10Z)-heptadecenoic acid formation
- N-acylsphingosine amidohydrolase
Catalysed by ACER3, ASAH1, ACER2, ACER1 and 1 moreendoplasmic reticulum, cytosolOne 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 13 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 18 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 13 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 15 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
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
- 1-O-hexadecyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-O-hexadecyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by ACER3, SLC27A2, ACSL3, ACSL1 and 6 moreendoplasmic reticulumOne of 2 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-glycerol + phosphocholine + H(+)
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- acyl-CoA pool formation and breakdown
- Acyl-CoA:1-alkyl-sn-glycero-3-phosphocholine O-acyltransferase
Catalysed by ACER3, LPCAT4, LPCAT3, LPCAT2 and 1 moreGolgi apparatus, cytosol
- beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside
- cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O
- cytochrome P450 (25-hydroxycholesterol)
Catalysed by GBA1, GBA2, CH25H, CYP7B1endoplasmic reticulumOne 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 = 7alpha-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
- 7alpha-hydroxycholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (24S)-7alpha-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
- beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside
- cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
- 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 + acetyl-CoA = 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + CoA
Catalysed by ACER3, PAFAH2, LPCAT2, LPCAT1endoplasmic reticulum
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- acyl-CoA pool formation and breakdown
- a 2-acylglycerol + an acyl-CoA = a 1,2-diacylglycerol + CoA
Catalysed by ACER3, MOGAT2, MOGAT3, LPGAT1 and 2 moreGolgi apparatus, cytosolOne of 2 routes
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- (9E)-octadecenoyl-CoA hydrolase
- bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
Catalysed by ACER3, ACOT7, BAAT, THEM4 and 2 moreGolgi 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
- 1-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-glycerol + CoA
Catalysed by ACER3, SLC27A2, ACSL3, ACSL1 and 11 moreendoplasmic reticulumOne of 3 routes
- H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]
- (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
- 2-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycerol + CoA
Catalysed by ACER3, SLC27A2, ACSL3, ACSL1 and 8 moreendoplasmic reticulumOne of 2 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 + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by ACER3, PAFAH2, LPCAT4endoplasmic reticulumOne of 2 routes
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- acyl-CoA pool formation and breakdown
- a 1-acyl-sn-glycero-3-phospho-L-serine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-L-serine + CoA
Catalysed by ACER3, LPCAT4, LPCAT3, MBOAT1Golgi apparatus, cytosolOne of 3 routes
- H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]
- (9E)-octadecenoyl-CoA hydrolase
- glycine N-acyltransferase (N-arachidonoylglycine)
Catalysed by ACER3, ACOT7, BAAT, THEM4 and 5 moreGolgi apparatus, cytosol, mitochondrial matrixOne of 10 routes