N-octanoylsphing-4-enine

Three steps

• 1-octadecanoyl-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. 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, ASAH2, PAFAH2, PLA2G15

• N-(hexadecanoyl)-sphing-4-enine-1-phosphateReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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, ASAH2, CERS6, TLCD3B and 3 more

• 1,2-dihexadecanoyl-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. 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. 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. octadecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by GBA1, LCAT, LPCAT3

• 1-hexadecanoyl-2-(9Z-octadecenoyl)-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. 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-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. (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-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. (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-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-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, ASAH2, PAFAH2, PLA2G15One of 3 routes

• 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamineReach 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-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-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 + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = an N-acylsphing-4-enine 1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol

  Catalysed by ASAH1, ASAH2, CERS1, CERS6 and 7 more

• 1-(beta-D-galactosyl)-N-dodecanoylsphing-4-enineReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  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, ASAH2, NAAA, ACER2 and 2 moreOne of 2 routes

• 1-octadecanoyl-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-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, ASAH2, PAFAH2, PLA2G15One of 3 routes

• 1-hexadecanoyl-2-(9Z-hexadecenoyl)-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. (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

• 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-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. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by GBA1, LCAT, LPCAT1

• 1-hexadecanoyl-2-dodecanoyl-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. dodecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by GBA1, LCAT, LPCAT3, LPCAT1

• 1-octadecanoyl-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. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine + 1-O-hexadecyl-sn-glycero-3-phosphocholine = 1-octadecanoyl-sn-glycero-3-phosphoethanolamine + 1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G4COne of 2 routes

• 1-hexadecanoyl-2-acetyl-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. 1-hexadecanoyl-sn-glycero-3-phosphocholine + acetyl-CoA = 1-hexadecanoyl-2-acetyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by GBA1, LCAT, LPCAT2, LPCAT1One of 2 routes

• 1-acyl-2-octanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. medium-chain acyl-CoA ligase (octanoic acid)
  3. octanoyl-CoA + a 1-acyl-sn-glycero-3-phosphoethanolamine = 1-acyl-2-octanoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by ASAH1, ASAH2, ACSM4, ACSM1 and 5 morecytosol

• 1-hexadecanoyl-2-decanoyl-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. decanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-decanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by GBA1, LCAT, LPCAT1

• 1-hexadecanoyl-2-hexanoyl-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. hexanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-hexanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by GBA1, LCAT, LPCAT1

• 1-hexadecanoyl-2-octanoyl-sn-glycero-3-phosphocholineReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. medium-chain acyl-CoA ligase (octanoic acid)
  3. octanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-octanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by ASAH1, ASAH2, ACSM4, ACSM1 and 5 morecytosolOne of 2 routes

• 1-hexadecanoyl-2-tetradecanoyl-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. tetradecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by GBA1, LCAT, LPCAT1

• 1-hexadecanoyl-sn-glycerolReach 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-glycerol + phosphocholine + H(+)

  Catalysed by GBA1, LCAT, SMPD2, ENPP6 and 2 more

• 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-octanoyl-sn-glycero-3-phospho]-glycerolReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. medium-chain acyl-CoA ligase (octanoic acid)
  3. 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + octanoyl-CoA = 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-octanoyl-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by ASAH1, ASAH2, ACSM4, ACSM1 and 5 morecytosol

• 1'-[1-acyl-2-octanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. medium-chain acyl-CoA ligase (octanoic acid)
  3. 1',3'-bis-[1-acyl-sn-glycero-3-phospho]-glycerol + octanoyl-CoA = 1'-[1-acyl-2-octanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by ASAH1, ASAH2, ACSM4, ACSM1 and 5 morecytosol

• 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enineReach 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 8 routes

• 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-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-hexadecanoyl-N-(acetyl)-sphing-4-enine + 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G15One of 2 routes

• 1-octadecanoyl-N-(acetyl)-sphing-4-enineReach 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-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-octadecanoyl-N-(acetyl)-sphing-4-enine + 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G15One of 5 routes

• 2-octadecanoyl-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-(9Z)-octadecenoyl-2-octadecanoyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 2-octadecanoyl-sn-glycero-3-phosphocholine + 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G15

• 1-hexadecanoyl-N-(acetyl)-sphing-4-enineReach 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-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-hexadecanoyl-N-(acetyl)-sphing-4-enine + 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G15One of 9 routes

• 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-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 2-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G15

• 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-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-hexadecanoyl-N-(acetyl)-sphing-4-enine + 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G15One of 2 routes

• 1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-(acetyl)-sphing-4-enineReach 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-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G15One of 3 routes

• 2-(9Z,12Z-octadecadienoyl)-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-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

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G15One of 2 routes

• 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-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-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

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G15

• 1-(9Z,12Z-octadecadienoyl)-N-acetylsphing-4-enineReach 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-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z,12Z-octadecadienoyl)-N-acetylsphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G15One of 3 routes

• 1-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-N-(acetyl)-sphing-4-enineReach 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-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G15

• 2-(9Z-octadecenoyl)-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. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + N-(acetyl)-sphing-4-enine = 2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-N-(acetyl)-sphing-4-enine

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G15

• 2-(9Z,12Z)-octadecadienoyl-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. 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine + N-(acetyl)-sphing-4-enine = 2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-N-(acetyl)-sphing-4-enine

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G15

• 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-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. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + N-(acetyl)-sphing-4-enine = 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-N-(acetyl)-sphing-4-enine

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G15

• beta-D-glucosyl-N-dodecanoylsphing-4-enineReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. N-dodecanoylsphing-4-enine + H2O = dodecanoate + sphing-4-enine
  3. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside

  Catalysed by ASAH1, ASAH2, NAAA, ACER2 and 1 moreOne of 2 routes

• beta-D-glucosyl-(1<->1')-N-(15Z-tetracosenoyl)-sphing-4-enineReach 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. beta-D-glucosyl-(1<->1')-N-(15Z-tetracosenoyl)-sphing-4-enine + cholesterol = N-(15Z-tetracosenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside

  Catalysed by ASAH1, ASAH2, ACER2, ACER1 and 1 moreOne of 2 routes

• 2-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 = 2-acyl-sn-glycero-3-phospho-(1'-sn-glycerol) + 1-O-acyl-N-(acetyl)-sphing-4-enine

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G15

• 1-O-(1Z)-alkenyl-2-octanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. medium-chain acyl-CoA ligase (octanoic acid)
  3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + octanoyl-CoA = 1-O-(1Z)-alkenyl-2-octanoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by ASAH1, ASAH2, ACSM4, ACSM1 and 5 morecytosol

• 1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphoethanolamineReach 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-(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 GBA1, LCAT, PLA2G4C

• 2-(9Z-octadecenoyl)-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. 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

  Catalysed by ASAH1, ASAH2, PAFAH2, PLA2G15

• 1-O-hexadecyl-sn-glycero-3-phosphateReach 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-glycero-3-phosphate + choline + H(+)

  Catalysed by ASAH1, ASAH2, PAFAH2, ENPP2 and 2 more

• hexadecanoateReach from here →
  1. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine
  2. sphing-4-enine + hexadecanoyl-CoA = N-hexadecanoylsphing-4-enine + CoA + H(+)
  3. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate

  Catalysed by ASAH1, ASAH2, CERS6, TLCD3B and 4 moreOne of 2 routes

• 7alpha-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. pregnenolone,NADPH:oxygen oxidoreductase (7alpha-hydroxylating)

  Catalysed by GBA1, CYP11A1, CYP7B1cytosolOne of 2 routes

• (24S)-24-hydroxycholesterol esterReach 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 = (24S)-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
  3. a 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphocholine + (24S)-hydroxycholesterol = (24S)-24-hydroxycholesterol ester + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by GBA1, CYP46A1, LCAT