N-octadecanoylsphing-4-enine

Three steps

• a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate)Reach from here →
  1. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  2. 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)
  3. 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

• a 2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. 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(+)
  3. 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

  Catalysed by ASAH1, ACER2, ASAH2, PAFAH2 and 1 more

• a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  2. 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)
  3. 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

• a 1-acyl-sn-glycero-3-phosphocholineReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. 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(+)
  3. 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 ASAH1, ACER2, ASAH2, PAFAH2 and 1 more

• phosphoethanolamineReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. sphing-4-enine + ATP = sphing-4-enine 1-phosphate + ADP + H(+)
  3. sphing-4-enine 1-phosphate = (2E)-hexadecenal + phosphoethanolamine

  Catalysed by ASAH1, ACER2, ASAH2, SPHK2 and 2 more

• an acyl-CoAReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. acyl-CoA pool formation and breakdown

  Catalysed by ASAH1, ACER2, ASAH2, SLC27A2 and 6 morecytosolOne of 3 routes

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by ASAH1, ACER2, ASAH2cytosol, extracellular spaceOne of 15 routes

• a 2,3-dehydroacyl-CoAReach from here →
  1. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  2. cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O
  3. a 2,3-saturated acyl-CoA + A = a 2,3-dehydroacyl-CoA + AH2

  Catalysed by GBA1, CH25H, ACAD10

• D-glucose 6-phosphateReach from here →
  1. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  2. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + H2O = N-octadecanoylsphing-4-enine + D-glucose
  3. D-glucose + ADP = D-glucose 6-phosphate + AMP + H(+)

  Catalysed by GBA1, GBA3, ADPGKOne of 2 routes

• Fe(II)-heme aReach from here →
  1. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  2. cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O
  3. Fe(II)-heme o + 2 A + H2O = Fe(II)-heme a + 2 AH2

  Catalysed by GBA1, CH25H, COX15

• pregn-5-ene-3,20-dioneReach from here →
  1. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  2. 6 reduced [adrenodoxin] + cholesterol + 3 O2 + 6 H(+) = 4-methylpentanal + pregnenolone + 6 oxidized [adrenodoxin] + 4 H2O
  3. Pregnenolone:NAD+ 3-oxidoreductase

  Catalysed by GBA1, CYP11A1, HSD3B1, HSD3B2cytosolOne of 2 routes

• 4-methylpentan-1-olReach from here →
  1. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  2. 6 reduced [adrenodoxin] + cholesterol + 3 O2 + 6 H(+) = 4-methylpentanal + pregnenolone + 6 oxidized [adrenodoxin] + 4 H2O
  3. aldose reductase (isocaproic-aldehyde)

  Catalysed by GBA1, CYP11A1, AKR1B10, AKR1B1cytosolOne of 2 routes

• a 1-acyl-sn-glycero-3-phospho-L-serineReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. 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(+)
  3. 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, ASAH2, PAFAH2 and 1 more

• a 1-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. 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(+)
  3. 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

  Catalysed by ASAH1, ACER2, ASAH2, PAFAH2 and 1 more

• 1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. 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(+)
  3. 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, ASAH2, PAFAH2 and 1 more

• a 1-acyl-2-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  2. 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
  3. 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

  Catalysed by GBA1, LCAT, ASPG

• 1-octadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositolReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. a 2-acyl-sn-glycero-3-phospho-D-myo-inositol + octadecanoyl-CoA = 1-octadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol + CoA

  Catalysed by ASAH1, ACER2, ASAH2, SLC27A2 and 7 morecytosol

• 3-oxoeicosasphinganineReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. octadecanoyl-CoA + L-serine + H(+) = 3-oxoeicosasphinganine + CO2 + CoA

  Catalysed by ASAH1, ACER2, ASAH2, SLC27A2 and 9 morecytosol

• 3-oxoeicosanoyl-CoAReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. very-long-chain 3-oxoacyl-CoA synthase (malonyl-CoA)

  Catalysed by ASAH1, ACER2, ASAH2, SLC27A2 and 13 morecytosolOne of 2 routes

• a 2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. 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(+)
  3. 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, ASAH2, PAFAH2 and 1 more

• a 2-acyl-sn-glycero-3-phospho-L-serineReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. 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(+)
  3. 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, ASAH2, PAFAH2 and 1 more

• beta-D-glucosyl-N-octanoylsphing-4E-enineReach from here →
  1. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  2. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
  3. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside

  Catalysed by GBA1, GBA2One of 2 routes

• N-(octadecanoyl)-sphinganineReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. sphinganine + octadecanoyl-CoA = N-(octadecanoyl)-sphinganine + CoA + H(+)

  Catalysed by ASAH1, ACER2, ASAH2, SLC27A2 and 12 morecytosol

• CHEBI:67119Reach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. UDP-alpha-D-galactose:sphingosine 1-beta-galactosyltransferase
  3. UDP-alpha-D-galactose:sphingosine 1-beta-galactosyltransferase

  Catalysed by ASAH1, ACER2, ASAH2cytosol

• Mo-molybdopterinReach from here →
  1. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  2. cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O
  3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O

  Catalysed by GBA1, CH25H, MOCOS

• (2E)-octadecenoyl-CoAReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. stearoyl-CoA desaturase (N-C18:0CoA -> N-C18:1CoA)

  Catalysed by ASAH1, ACER2, ASAH2, SLC27A2 and 7 morecytosolOne of 6 routes

• (8Z,11Z,14Z)-eicosatrienoateReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by ASAH1, ACER2, ASAH2cytosol, extracellular spaceOne of 14 routes

• 1-O-hexadecyl-2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. 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(+)
  3. 1-O-hexadecyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-O-hexadecyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by ASAH1, ACER2, ASAH2, PAFAH2 and 1 moreOne of 4 routes

• 1-octadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. 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(+)
  3. 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, ASAH2, PAFAH2 and 1 more

• 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + octadecanoyl-CoA = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA

  Catalysed by ASAH1, ACER2, ASAH2, SLC27A2 and 7 morecytosol

• 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + octadecanoyl-CoA = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by ASAH1, ACER2, ASAH2, SLC27A2 and 8 morecytosol

• 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphateReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + octadecanoyl-CoA = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphate + CoA

  Catalysed by ASAH1, ACER2, ASAH2, SLC27A2 and 7 morecytosol

• N-(hexadecanoyl)-sphing-4-enine-1-phosphateReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. sphing-4-enine + hexadecanoyl-CoA = N-hexadecanoylsphing-4-enine + CoA + H(+)
  3. N-hexadecanoylsphing-4-enine + ATP = N-(hexadecanoyl)-sphing-4-enine-1-phosphate + ADP + H(+)

  Catalysed by ASAH1, ACER2, ASAH2, CERS6 and 4 more

• 1,2-dihexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  2. 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
  3. 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by GBA1, LCAT, PRDX6, LPCAT3 and 1 moreOne of 4 routes

• 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. octadecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by ASAH1, ACER2, ASAH2, SLC27A2 and 7 morecytosolOne of 2 routes

• 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  2. 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
  3. 1-hexadecanoyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by GBA1, LCAT, LPCAT3, MBOAT1 and 3 moreOne of 2 routes

• 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholineReach from here →
  1. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  2. 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
  3. (9Z,12Z)-octadecadienoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by GBA1, LCAT, LPCAT3, MBOAT2 and 1 more

• 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  2. 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
  3. (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

  Catalysed by GBA1, LCAT, LPCAT3, MBOAT7One of 2 routes

• 1-hexadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. 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(+)
  3. 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, ASAH2, PAFAH2 and 1 moreOne of 3 routes

• 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  2. 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
  3. 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + sn-glycerol 3-phosphocholine

  Catalysed by GBA1, LCAT, ASPG, PLA2G4C

• an N-acylsphing-4-enine 1-phosphoethanolamineReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
  3. 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, ASAH2, CERS1 and 8 more

• 1-(beta-D-galactosyl)-N-dodecanoylsphing-4-enineReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. N-dodecanoylsphing-4-enine + H2O = dodecanoate + sphing-4-enine
  3. 1-(beta-D-galactosyl)-N-dodecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-galactoside + N-dodecanoylsphing-4-enine

  Catalysed by ASAH1, ACER2, ASAH2, NAAA and 2 moreOne of 2 routes

• 1-octadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. 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(+)
  3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 1-octadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by ASAH1, ACER2, ASAH2, PAFAH2 and 1 moreOne of 3 routes

• 2-(9Z-octadecenoyl)-glycerolReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + H2O = 2-(9Z-octadecenoyl)-glycerol + octadecanoate + H(+)
  3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + H2O = 2-(9Z-octadecenoyl)-glycerol + octadecanoate + H(+)

  Catalysed by ASAH1, ACER2, ASAH2, ABHD11

• 1-hexadecanoyl-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  2. 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
  3. (9Z)-hexadecenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by GBA1, LCAT, LPCAT3, MBOAT2

• 2-hydroxyoctadecanoyl-CoAReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. octadecanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxyoctadecanoyl-CoA + succinate + CO2

  Catalysed by ASAH1, ACER2, ASAH2, SLC27A2 and 7 morecytosol

• 1-(9Z-octadecenoyl)-2-octadecanoyl-sn-glycero-3-phosphateReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + octadecanoyl-CoA = 1-(9Z-octadecenoyl)-2-octadecanoyl-sn-glycero-3-phosphate + CoA

  Catalysed by ASAH1, ACER2, ASAH2, SLC27A2 and 12 morecytosol

• 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphateReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + H2O = 2-(9Z-octadecenoyl)-glycerol + octadecanoate + H(+)
  3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + ATP = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + ADP + H(+)

  Catalysed by ASAH1, ACER2, ASAH2, ABHD11 and 1 more

• 1-octadecanoyl-sn-glycero-3-phosphateReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. glycerol-3-phosphate 1-O-acyltransferase (sn-glycerol-3-phosphate)

  Catalysed by ASAH1, ACER2, ASAH2, SLC27A2 and 10 morecytosolOne of 2 routes

• 1-(9Z-octadecenoyl)-2-octadecanoyl-sn-glycero-3-phospho-L-serineReach from here →
  1. N-octadecanoylsphing-4-enine + H2O = sphing-4-enine + octadecanoate
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + octadecanoyl-CoA = 1-(9Z-octadecenoyl)-2-octadecanoyl-sn-glycero-3-phospho-L-serine + CoA

  Catalysed by ASAH1, ACER2, ASAH2, SLC27A2 and 8 morecytosol