3-oxo-(11Z)-eicosenoyl-CoA

Three steps

• 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + H2O = 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + (9Z)-octadecenoate + H(+)

  Catalysed by HADHB, LCLAT1, LPGAT1, ABHD16A and 6 moreOne of 2 routes

• 1'-[1-acyl-2-octadecanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1',3'-bis-[1-acyl-sn-glycero-3-phospho]-glycerol + octadecanoyl-CoA = 1'-[1-acyl-2-octadecanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by HADHB, SCD, SCD5, LCLAT1

• 1-acyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. a 1-acyl-sn-glycero-3-phosphoethanolamine + octadecanoyl-CoA = 1-acyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by HADHB, SCD, SCD5, LPCAT4

• 1-(9Z-octadecenoyl)-glycerolReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-glycerol + CoA
  3. 1,2-di-(9Z-octadecenoyl)-glycerol + H2O = 1-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoate + H(+)

  Catalysed by HADHB, DGAT1, MOGAT2, AWAT2 and 4 moreOne of 2 routes

• 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerolReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-hexadecanoyl-sn-glycero-3-phosphate + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + H2O = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + phosphate

  Catalysed by HADHB, AGPAT2, GPAT3, LCLAT1 and 8 more

• 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerolReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-octadecanoyl-sn-glycero-3-phosphate + (9Z)-octadecenoyl-CoA = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + H2O = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + phosphate

  Catalysed by HADHB, LPCAT2, ABHD5, AGPAT3 and 2 more

• 1,2-di-(9Z)-octadecenoyl-3-hexadecanoyl-sn-glycerolReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 2-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycerol + CoA
  3. 1,2-di-(9Z-octadecenoyl)-sn-glycerol + hexadecanoyl-CoA = 1,2-di-(9Z)-octadecenoyl-3-hexadecanoyl-sn-glycerol + CoA

  Catalysed by HADHB, DGAT1, MOGAT3, DGAT2 and 1 more

• hexadecyl octadecanoateReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. hexadecan-1-ol + octadecanoyl-CoA = hexadecyl octadecanoate + CoA

  Catalysed by HADHB, SCD, SCD5, AWAT1 and 1 more

• 1-(9Z-octadecenoyl)-sn-glycerolReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. sn-glycerol 3-phosphate + (9Z)-octadecenoyl-CoA = 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + H2O = 1-(9Z-octadecenoyl)-sn-glycerol + phosphate

  Catalysed by HADHB, GPAT3, GPAT4, GPAM and 6 moreOne of 2 routes

• 2,3-di-(9Z)-octadecenoyl-sn-glycerolReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1,2-di-(9Z-octadecenoyl)-sn-glycerol + (9Z)-octadecenoyl-CoA = 1,2,3-tri-(9Z-octadecenoyl)-glycerol + CoA
  3. 1,2,3-tri-(9Z-octadecenoyl)-glycerol + H2O = 2,3-di-(9Z)-octadecenoyl-sn-glycerol + (9Z)-octadecenoate + H(+)

  Catalysed by HADHB, DGAT1, MOGAT2, AWAT1 and 7 moreOne of 2 routes

• 1-(9Z)-octadecenoyl-3-hexadecanoyl-sn-glycerolReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  3. 3-hexadecanoyl-sn-glycerol + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine = 1-(9Z)-octadecenoyl-3-hexadecanoyl-sn-glycerol + (9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by HADHB, LPCAT3, AGPAT5, PLA2G15

• 1-hexadecanoyl-3-(9Z)-octadecenoyl-sn-glycerolReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  3. 1-hexadecanoyl-sn-glycerol + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine = 1-hexadecanoyl-3-(9Z)-octadecenoyl-sn-glycerol + (9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by HADHB, LPCAT3, AGPAT5, PLA2G15

• (9Z-octadecenoyl)-glycerolReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 2-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycerol + CoA
  3. 1,2-di-(9Z-octadecenoyl)-sn-glycerol + H2O = (9Z-octadecenoyl)-glycerol + (9Z)-octadecenoate + H(+)

  Catalysed by HADHB, DGAT1, MOGAT3, DGAT2 and 1 moreOne of 2 routes

• 3-(9Z-octadecenoyl)-sn-glycerolReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycerol + (9Z)-octadecenoyl-CoA = 1,3-di-(9Z-octadecenoyl)-glycerol + CoA
  3. 1,3-di-(9Z-octadecenoyl)-glycerol + H2O = 3-(9Z-octadecenoyl)-sn-glycerol + (9Z)-octadecenoate + H(+)

  Catalysed by HADHB, MOGAT2, MOGAT1, LIPC

• di-(9Z)-octadecenoylglycerolReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1,2-di-(9Z-octadecenoyl)-sn-glycerol + (9Z)-octadecenoyl-CoA = 1,2,3-tri-(9Z-octadecenoyl)-glycerol + CoA
  3. 1,2,3-tri-(9Z-octadecenoyl)-glycerol + H2O = di-(9Z)-octadecenoylglycerol + (9Z)-octadecenoate + H(+)

  Catalysed by HADHB, DGAT1, MOGAT2, AWAT1 and 14 moreOne of 2 routes

• 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-hexadecanoyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by HADHB, LPCAT3, MBOAT1, MBOAT2 and 3 moreOne of 5 routes

• 1-O-hexadecyl-2-acetyl-3-(9Z)-octadecenoyl-sn-glycerolReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  3. 1-O-hexadecyl-2-acetyl-sn-glycerol + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine = 1-O-hexadecyl-2-acetyl-3-(9Z)-octadecenoyl-sn-glycerol + (9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by HADHB, LPCAT3, AGPAT5, PLA2G15

• 1-O-hexadecyl-2-O-methyl-3-(9Z)-octadecenoyl-sn-glycerolReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  3. 1-O-hexadecyl-2-O-methyl-sn-glycerol + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine = 1-O-hexadecyl-2-O-methyl-3-(9Z)-octadecenoyl-sn-glycerol + (9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by HADHB, LPCAT3, AGPAT5, PLA2G15

• 1-(9Z)-octadecenoyl-2-hexadecanoylglycerolReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  3. 2-hexadecanoylglycerol + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine = 1-(9Z)-octadecenoyl-2-hexadecanoylglycerol + (9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by HADHB, LPCAT3, AGPAT5, PLA2G15

• 2-[(9Z)-octadecenoylamino]ethyl (9Z)-octadecenoateReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  3. N-(9Z-octadecenoyl) ethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine = 2-[(9Z)-octadecenoylamino]ethyl (9Z)-octadecenoate + (9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by HADHB, LPCAT3, AGPAT5, PLA2G15

• 2-[(5Z,8Z,11Z,14Z)-eicosatetraenoylamino]ethyl (9Z)-octadecenoateReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  3. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine = 2-[(5Z,8Z,11Z,14Z)-eicosatetraenoylamino]ethyl (9Z)-octadecenoate + (9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by HADHB, LPCAT3, AGPAT5, PLA2G15

• 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-hexadecanoyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  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 HADHB, LPCAT3, MBOAT1, MBOAT2 and 3 moreOne of 7 routes

• 1-octadecanoyl-N-(acetyl)-sphing-4-enineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-octadecanoyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  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 HADHB, MBOAT2, PLA2G15One of 2 routes

• 2-octadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
  3. 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine = 2-octadecanoyl-sn-glycero-3-phosphocholine + N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + H(+)

  Catalysed by HADHB, MBOAT1, MBOAT2, AGPAT5 and 1 more

• 1-hexadecanoyl-N-(acetyl)-sphing-4-enineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-hexadecanoyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  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 HADHB, LPCAT3, MBOAT1, MBOAT2 and 3 moreOne of 2 routes

• 2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
  3. 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine = N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 2-hexadecanoyl-sn-glycero-3-phosphocholine + H(+)

  Catalysed by HADHB, MBOAT1, MBOAT2, AGPAT5 and 3 moreOne of 2 routes

• 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
  3. 1,2-di-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + H(+)

  Catalysed by HADHB, MBOAT1, MBOAT2, AGPAT5 and 1 more

• (9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  3. 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + H2O = (9Z-octadecenoyl)-sn-glycero-3-phosphocholine + (9Z)-octadecenoate + H(+)

  Catalysed by HADHB, LPCAT3, AGPAT5, DDHD2 and 3 moreOne of 11 routes

• 2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
  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 HADHB, MBOAT1, MBOAT2, PLA2G15One of 3 routes

• (R)-3-hydroxy-(11Z)-octadecenoyl-CoAReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. Fatty Acid Beta Oxidation (C18:1->C18:1Oh), Mitochondrial

  Catalysed by HADHB, SCD, SCD5, HADHA and 1 moremitochondrial matrix

• 1-O-(1Z)-alkenyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + octadecanoyl-CoA = 1-O-(1Z)-alkenyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by HADHB, SCD, SCD5, LPCAT4

• 2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z)-octadecenoyl-sn-glycero-3-phospho-L-serine + CoA
  3. 1,2-di-(9Z)-octadecenoyl-sn-glycero-3-phospho-L-serine + H2O = 2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + (9Z)-octadecenoate + H(+)

  Catalysed by HADHB, LPCAT3, MBOAT1, AGPAT5 and 1 moreOne of 3 routes

• 2-(9Z-octadecenoyl)-sn-glycero-3-phosphateReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-hexadecanoyl-sn-glycero-3-phosphate + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + H2O = 2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + hexadecanoate + H(+)

  Catalysed by HADHB, AGPAT2, GPAT3, LCLAT1 and 10 moreOne of 2 routes

• N-(9Z-octadecenoyl)-sphing-4-enineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. (9Z)-octadecenoyl-CoA + H2O = (9Z)-octadecenoate + CoA + H(+)
  3. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate

  Catalysed by HADHB, ACOT7, ACOT8, ACOT2 and 10 more

• N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
  3. 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine = hexadecanoyl-sn-glycero-3-phosphocholine + N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + H(+)

  Catalysed by HADHB, MBOAT1, MBOAT2, AGPAT5 and 2 moreOne of 4 routes

• 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-octadecanoyl-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
  3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + L-serine = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + ethanolamine

  Catalysed by HADHB, MBOAT1, MBOAT2, PTDSS2

• 18-hydroxy-(9Z)-octadecenoateReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. (9Z)-octadecenoyl-CoA + H2O = (9Z)-octadecenoate + CoA + H(+)
  3. (9Z)-octadecenoate + reduced [NADPH--hemoprotein reductase] + O2 = 18-hydroxy-(9Z)-octadecenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by HADHB, ACOT7, ACOT8, ACOT2 and 7 more

• 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. (9Z)-octadecenoyl-CoA + H2O = (9Z)-octadecenoate + CoA + H(+)
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = sn-glycero-3-phospho-1D-myo-inositol + (9Z)-octadecenoate + H(+)

  Catalysed by HADHB, ACOT7, ACOT8, ACOT2 and 6 more

• hexadecanoateReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-hexadecanoyl-sn-glycero-3-phosphate + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + H2O = 2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + hexadecanoate + H(+)

  Catalysed by HADHB, AGPAT2, GPAT3, LCLAT1 and 10 moreOne of 5 routes

• cholesteryl octadecanoateReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by HADHB, SCD, SCD5, SOAT2 and 1 moreendoplasmic reticulumOne of 2 routes

• N-octadecanoylhexadecasphinganineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. hexadecasphinganine + octadecanoyl-CoA = N-octadecanoylhexadecasphinganine + CoA + H(+)

  Catalysed by HADHB, SCD, SCD5, CERS1 and 1 more

• a 1-acyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + octadecanoyl-CoA = a 1-acyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA

  Catalysed by HADHB, SCD, SCD5, LCLAT1

• O-octadecanoyl-(R)-carnitineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. (R)-carnitine + octadecanoyl-CoA = O-octadecanoyl-(R)-carnitine + CoA

  Catalysed by HADHB, SCD, SCD5, CPT2

• 1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by HADHB, SCD, SCD5, LPGAT1

• 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by HADHB, SCD, SCD5, LPGAT1

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
  3. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine + H(+)

  Catalysed by HADHB, MBOAT1, MBOAT2, AGPAT5 and 1 moreOne of 2 routes

• N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-hexadecanoyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine = N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine + H(+)

  Catalysed by HADHB, LPCAT3, MBOAT1, MBOAT2 and 3 moreOne of 3 routes

• N-octadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
  3. 1-octadecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine = N-octadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 2-hexadecanoyl-sn-glycero-3-phosphocholine + H(+)

  Catalysed by HADHB, MBOAT1, MBOAT2, AGPAT5 and 1 more

• 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5'-diphosphateReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-octadecanoyl-sn-glycero-3-phosphate + (9Z)-octadecenoyl-CoA = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CTP + H(+) = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5'-diphosphate + diphosphate

  Catalysed by HADHB, LPCAT2, ABHD5, AGPAT3 and 3 more

• 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5'-diphosphateReach from here →
  1. 3-oxo-(11Z)-eicosenoyl-CoA + CoA = (9Z)-octadecenoyl-CoA + acetyl-CoA
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  3. 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CTP + H(+) = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5'-diphosphate + diphosphate

  Catalysed by HADHB, AGPAT2, GPAT3, GPAT2 and 9 more