N-octanoylsphing-4-enine

Three steps

• elaidic acidReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate
  3. H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]

  Catalysed by ASAH1, ASAH2, ACER2, ACER1 and 1 moreGolgi apparatus

• alpha-D-galactoseReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. UDP-alpha-D-galactose:sphingosine 1-beta-galactosyltransferase
  3. galactosylceramidase (psychosine)

  Catalysed by ASAH1, ASAH2, GALCcytosol, lysosome

• 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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. 1,2-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 ASAH1, ASAH2, PAFAH2, PLA2G15One of 4 routes

• 17alpha-hydroxypregnenoloneReach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  2. 6 reduced [adrenodoxin] + cholesterol + 3 O2 + 6 H(+) = 4-methylpentanal + pregnenolone + 6 oxidized [adrenodoxin] + 4 H2O
  3. cytochrome P450 (pregnenolone)

  Catalysed by GBA1, CYP11A1, CYP17A1cytosolOne of 3 routes

• a fatty acidReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
  3. an N-acylsphing-4-enine + H2O = sphing-4-enine + a fatty acid

  Catalysed by ASAH1, ASAH2, CERS1, CERS6 and 8 moreOne of 2 routes

• phosphocholineReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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 + H2O = 1-O-hexadecyl-sn-glycerol + phosphocholine + H(+)

  Catalysed by ASAH1, ASAH2, PAFAH2, SMPD2One of 2 routes

• acetateReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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 + H2O = sphing-4-enine + acetate

  Catalysed by ASAH1, ASAH2, PAFAH2

• tetradecanoateReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. N-tetradecanoylsphing-4-enine + H2O = sphing-4-enine + tetradecanoate
  3. N-tetradecanoylsphing-4-enine + H2O = sphing-4-enine + tetradecanoate

  Catalysed by ASAH1, ASAH2, ACER2

• (9Z)-octadecenoateReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate
  3. H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]

  Catalysed by ASAH1, ASAH2, ACER2, ACER1 and 1 moreendoplasmic reticulumOne of 5 routes

• a 1-O-alkyl-sn-glycero-3-phosphocholineReach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  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-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

  Catalysed by GBA1, LCAT

• tetracosanoateReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. tetracosanoyl-CoA + sphing-4-enine = N-tetracosanoyl-sphing-4-enine + CoA + H(+)
  3. N-tetracosanoyl-sphing-4-enine + H2O = tetracosanoate + sphing-4-enine

  Catalysed by ASAH1, ASAH2, CERS2, ACER2 and 1 more

• eicosanoateReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. eicosanoyl-CoA + sphing-4-enine = N-eicosanoyl-sphing-4-enine + CoA + H(+)
  3. N-eicosanoyl-sphing-4-enine + H2O = eicosanoate + sphing-4-enine

  Catalysed by ASAH1, ASAH2, TLCD3B, CERS2 and 1 more

• (15Z)-tetracosenoateReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. N-(15Z-tetracosenoyl)-sphing-4-enine + H2O = (15Z)-tetracosenoate + sphing-4-enine
  3. N-(15Z-tetracosenoyl)-sphing-4-enine + H2O = (15Z)-tetracosenoate + sphing-4-enine

  Catalysed by ASAH1, ASAH2, ACER2, ACER1

• (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + CoA
  3. sterol esterase (Cholesteryl Arachidonate)

  Catalysed by GBA1, SOAT2, SOAT1, CEL and 1 morelysosome

• 1-O-hexadecyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholineReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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 + (9Z)-octadecenoyl-CoA = 1-O-hexadecyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by ASAH1, ASAH2, PAFAH2, LPCAT4

• 1-O-hexadecyl-sn-glycerolReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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 + H2O = 1-O-hexadecyl-sn-glycerol + phosphocholine + H(+)

  Catalysed by ASAH1, ASAH2, PAFAH2, SMPD2

• fatty acidReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
  3. N-Acylsphingosine amidohydrolase

  Catalysed by ASAH1, ASAH2, CERS1, CERS6 and 4 morelysosome

• 7alpha,25-dihydroxycholesterolReach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  2. cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O
  3. cytochrome P450 (25-hydroxycholesterol)

  Catalysed by GBA1, CH25H, CYP7B1endoplasmic reticulumOne of 2 routes

• (24S)-7alpha-dihydroxycholesterolReach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  2. cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 7alpha-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
  3. 7alpha-hydroxycholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (24S)-7alpha-dihydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by GBA1, CYP7A1, CYP46A1One of 4 routes

• D-glucoseReach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  2. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
  3. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose

  Catalysed by GBA1, GBA2

• 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholineReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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 + acetyl-CoA = 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by ASAH1, ASAH2, PAFAH2, LPCAT2 and 1 more

• 1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholineReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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 + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by ASAH1, ASAH2, PAFAH2, LPCAT4One of 2 routes

• a 1,2-diacyl-sn-glycero-3-phospho-L-serineReach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  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)(out) + a 1,2-diacyl-sn-glycero-3-phospho-L-serine(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + a 1,2-diacyl-sn-glycero-3-phospho-L-serine(out)

  Catalysed by GBA1, OSBP, OSBPL9, OSBPL11 and 4 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• 7,8-dihydrofolateReach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  2. cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O
  3. uridine(34) in tRNA + 5,10-methylenetetrahydrofolate + taurine + GTP + A + H2O = 5-taurinomethyluridine(34) in tRNA + 7,8-dihydrofolate + GDP + AH2 + phosphate + H(+)

  Catalysed by GBA1, CH25H, MTO1

• 1-hexadecanoyl-sn-glycero-3-phosphateReach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  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 + H2O = 1-hexadecanoyl-sn-glycero-3-phosphate + choline + H(+)

  Catalysed by GBA1, LCAT, ENPP2, GDPD3 and 1 more

• a 1,2-diacyl-sn-glycero-3-phosphocholineReach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  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)(out) + a 1,2-diacyl-sn-glycero-3-phosphocholine(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + a 1,2-diacyl-sn-glycero-3-phosphocholine(out)

  Catalysed by GBA1, OSBP, OSBPL3inner side of the membrane, outer side of the membraneOne of 2 routes

• an N-acylsphing-4-enine 1-phosphateReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
  3. an N-acylsphing-4-enine + ATP = an N-acylsphing-4-enine 1-phosphate + ADP + H(+)

  Catalysed by ASAH1, ASAH2, CERS1, CERS6 and 6 more

• a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate)Reach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  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-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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, ASAH2, PAFAH2, PLA2G15

• a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  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-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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, ASAH2, PAFAH2, PLA2G15

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

  Catalysed by ASAH1, ASAH2, SPHK2, SPHK1 and 1 more

• an acyl-CoAReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by ASAH1, ASAH2, CERS1, CERS6 and 6 moreGolgi apparatusOne of 2 routes

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateReach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  2. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA + cholesterol = (5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterol + CoA
  3. Steryl-ester acylhydrolase

  Catalysed by GBA1, SOAT2, CEL, LIPAlysosomeOne of 3 routes

• a 2,3-dehydroacyl-CoAReach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  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

• decanoyl-CoAReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. medium-chain acyl-CoA ligase (octanoic acid)
  3. fatty acyl-CoA synthase (N-C10:0CoA)

  Catalysed by ASAH1, ASAH2, ACSM4, ACSM1 and 4 morecytosol

• Fe(II)-heme aReach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  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

• (2E)-octenoyl-CoAReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. medium-chain acyl-CoA ligase (octanoic acid)
  3. trans-oct-2-enoyl-CoA reductase

  Catalysed by ASAH1, ASAH2, ACSM4, ACSM1 and 5 morecytosol, mitochondrial matrixOne of 5 routes

• pregn-5-ene-3,20-dioneReach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  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-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  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-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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, ASAH2, PAFAH2, PLA2G15

• a 1-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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, ASAH2, PAFAH2, PLA2G15

• 1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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, ASAH2, PAFAH2, PLA2G15

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

• a 2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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, ASAH2, PAFAH2, PLA2G15

• a 2-acyl-sn-glycero-3-phospho-L-serineReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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, ASAH2, PAFAH2, PLA2G15

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

  Catalysed by ASAH1, ASAH2cytosol

• Mo-molybdopterinReach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  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

• (8Z,11Z,14Z)-eicosatrienoateReach from here →
  1. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  2. 1-hexadecanoyl-2-(8Z,11Z,14Z-eicosatrienoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (8Z,11Z,14Z)-eicosatrienoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
  3. Steryl-ester acylhydrolase

  Catalysed by GBA1, LCAT, CEL, LIPAlysosomeOne of 2 routes

• 1-O-hexadecyl-2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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, ASAH2, PAFAH2, LPCAT1One of 4 routes