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

Three steps

• 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-dodecanoyl-sn-glycero-3-phospho]-glycerolReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + dodecanoyl-CoA = 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-dodecanoyl-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 7 morecytosol

• 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho]-glycerolReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + (9Z,12Z)-octadecadienoyl-CoA = 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 7 morecytosol

• 1'-[1-acyl-2-octadecanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  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 BAAT, ACOT6, SLC27A2, ACSL4 and 6 morecytosol

• 1'-[1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. 1',3'-bis-[1-acyl-sn-glycero-3-phospho]-glycerol + (9Z,12Z)-octadecadienoyl-CoA = 1'-[1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 7 morecytosol

• 1-hexadecanoyl-2-acetyl-sn-glycero-3-phosphocholineReach from here →
  1. (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
  2. 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
  3. 1-hexadecanoyl-sn-glycero-3-phosphocholine + acetyl-CoA = 1-hexadecanoyl-2-acetyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by LPCAT1, PLA2G15, LPCAT2One of 2 routes

• 1-acyl-2-octanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  3. octanoyl-CoA + a 1-acyl-sn-glycero-3-phosphoethanolamine = 1-acyl-2-octanoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by BAAT, ACOT6, CROT, LPCAT4cytosol, mitochondrial matrix

• 1-acyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. a 1-acyl-sn-glycero-3-phosphoethanolamine + octadecanoyl-CoA = 1-acyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 6 morecytosol

• 1-hexadecanoyl-2-decanoyl-sn-glycero-3-phosphocholineReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. medium-chain acyl-CoA ligase (decanoic acid)
  3. decanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-decanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by BAAT, ACOT6, ACSM4, ACSM1 and 5 morecytosolOne of 2 routes

• 1-hexadecanoyl-2-hexanoyl-sn-glycero-3-phosphocholineReach from here →
  1. (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
  2. 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
  3. hexanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-hexanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by LPCAT1, PLA2G15

• 1-hexadecanoyl-2-octanoyl-sn-glycero-3-phosphocholineReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  3. octanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-octanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by BAAT, ACOT6, CROT, LPCAT1cytosol, mitochondrial matrixOne of 2 routes

• 1-hexadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 7 morecytosolOne of 2 routes

• 1-hexadecanoyl-sn-glycerolReach from here →
  1. (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
  2. 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
  3. 1-hexadecanoyl-sn-glycero-3-phosphocholine + H2O = 1-hexadecanoyl-sn-glycerol + phosphocholine + H(+)

  Catalysed by LPCAT1, PLA2G15, SMPD2, ENPP6 and 2 more

• 1-dodecanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. 2-(9Z-octadecenoyl)-glycerol + dodecanoyl-CoA = 1-dodecanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 8 morecytosol

• 1-tetradecanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. 2-(9Z-octadecenoyl)-glycerol + tetradecanoyl-CoA = 1-tetradecanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 8 morecytosol

• 1-octadecanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. 2-(9Z-octadecenoyl)-glycerol + octadecanoyl-CoA = 1-octadecanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 7 morecytosol

• 1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. 2-(9Z-octadecenoyl)-glycerol + (9Z,12Z)-octadecadienoyl-CoA = 1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 8 morecytosol

• eicosan-1-olReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. eicosanoyl-CoA + 2 NADPH + 2 H(+) = eicosan-1-ol + 2 NADP(+) + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 8 morecytosol

• hexadecyl (9Z)-hexadecenoateReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (palmitolate)
  3. hexadecan-1-ol + (9Z)-hexadecenoyl-CoA = hexadecyl (9Z)-hexadecenoate + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 8 morecytosol

• hexadecyl octadecanoateReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. hexadecan-1-ol + octadecanoyl-CoA = hexadecyl octadecanoate + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 7 morecytosol

• (R)-2-hydroxyhexadecanoateReach from here →
  1. (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
  2. 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + H2O = 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + hexadecanoate + H(+)
  3. hexadecanoate + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (R)-2-hydroxyhexadecanoate + 2 Fe(III)-[cytochrome b5] + H2O

  Catalysed by LPCAT1, PNPLA8, FA2H

• 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-octanoyl-sn-glycero-3-phospho]-glycerolReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  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 BAAT, ACOT6, CROT, LCLAT1cytosol, mitochondrial matrix

• 1'-[1-acyl-2-octanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  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 BAAT, ACOT6, CROT, LCLAT1cytosol, mitochondrial matrix

• 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholineReach from here →
  1. (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
  2. 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
  3. 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by LPCAT1, PLA2G15, TAFAZZIN

• hexadecanedioateReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. Production of Hexadecanedioylcarnitine
  3. hexadecanedioyl-CoA + H2O = hexadecanedioate + CoA + H(+)

  Catalysed by BAAT, ACOT6, CPT1A, CPT1C and 2 morecytosol

• (2E,8Z,11Z,14Z)-eicosatetraenoyl-CoAReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
  3. ELOVL fatty acid elongase (trans-2-cis,cis,cis-8,11,14-eicosatetraenoyl-CoA)

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 7 morecytosol, endoplasmic reticulumOne of 2 routes

• 2-acyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. acyl-CoA pool formation and breakdown
  2. 1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol) + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA
  3. a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) + H2O = 2-acyl-sn-glycero-3-phospho-(1'-sn-glycerol) + a fatty acid + H(+)

  Catalysed by LCLAT1, LPCAT1, GPAM, PLA2G15 and 1 morecytosolOne of 2 routes

• 3-oxo-(11Z)-octadecenoyl-CoAReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (palmitolate)
  3. (9Z)-hexadecenoyl-CoA + malonyl-CoA + H(+) = 3-oxo-(11Z)-octadecenoyl-CoA + CO2 + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 8 morecytosol

• 3-oxo-(13Z)-eicosenoyl-CoAReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  3. (11Z)-octadecenoyl-CoA + malonyl-CoA + H(+) = 3-oxo-(13Z)-eicosenoyl-CoA + CO2 + CoA

  Catalysed by BAAT, ACOT6, CPT1A, CPT1C and 2 morecytosol

• 1-O-alkyl-2,3-diacyl-sn-glycerolReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
  3. 1-O-alkyl-2-acyl-sn-glycerol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1-O-alkyl-2,3-diacyl-sn-glycerol + a 2-acyl-sn-glycero-3-phosphocholine

  Catalysed by LPGAT1, PLA2G15cytosolOne of 2 routes

• (17R,18S)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. Beta Oxidation of Long Chain Fatty Acid
  2. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = (17R,18S)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by ECI2, ACADL, HADHA, ECI1 and 14 moremitochondrial matrix, cytosol

• (17S,18R)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. Beta Oxidation of Long Chain Fatty Acid
  2. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = (17S,18R)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by ECI2, ACADL, HADHA, ECI1 and 10 moremitochondrial matrix, cytosol

• 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateReach from here →
  1. Beta Oxidation of Long Chain Fatty Acid
  2. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  3. EPA[r] + O2[r] + FMNH2[r] = FMN[r] + H2O[r] + 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate[r]

  Catalysed by ECI2, ACADL, HADHA, ECI1 and 8 moremitochondrial matrix, cytosol, endoplasmic reticulumOne of 3 routes

• 20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateReach from here →
  1. Beta Oxidation of Long Chain Fatty Acid
  2. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by ECI2, ACADL, HADHA, ECI1 and 10 moremitochondrial matrix, cytosol

• 1-(9Z-octadecenoyl)-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + dodecanoyl-CoA = 1-(9Z-octadecenoyl)-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 7 morecytosol

• 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + dodecanoyl-CoA = 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 7 morecytosol

• O-dodecanoyl-R-carnitineReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. Carnitine O-Palmitoyltransferase
  3. carnitine O-palmitoyltransferase (dodecanoylcarnitine)

  Catalysed by BAAT, ACOT6, CPT1A, CPT1C and 1 morecytosolOne of 11 routes

• 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphateReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. 1-octadecanoyl-sn-glycero-3-phosphate + (9Z,12Z)-octadecadienoyl-CoA = 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 7 morecytosol

• (11Z,14Z)-eicosadienoateReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase ((11Z,14Z)-eicosadienoic acid)
  3. (11Z,14Z)-eicosadienoyl-CoA hydrolase

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 7 morecytosolOne of 13 routes

• (17Z)-hexacosenoateReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (ximenic acid)
  3. Hexacosenoyl-CoA hydrolase

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 6 morecytosolOne of 13 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoateReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (DPA)
  3. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA hydrolase

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 6 morecytosolOne of 13 routes

• 2,6,10,14-tetramethylpentadecanoateReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. fatty-acid-CoA ligase
  3. peroxisomal acyl-CoA thioesterase

  Catalysed by BAAT, ACOT6, SLC27A2, ACOT2cytosol, peroxisomeOne of 2 routes

• a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholineReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholine + CoA
  3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by LPCAT2, LPCAT1cytosolOne of 2 routes

• a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamine + CoA
  3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by LPCAT4cytosol

• 1-O-(1Z)-alkenyl-2-octanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  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 BAAT, ACOT6, CROT, LPCAT4cytosol, mitochondrial matrix

• 1-O-(1Z)-alkenyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  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 BAAT, ACOT6, SLC27A2, ACSL4 and 6 morecytosol

• 1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. (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
  2. 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
  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 LPCAT1, PLA2G15, PLA2G4C

• tetracosan-1-olReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (lignocerate)
  3. tetracosanoyl-CoA + 2 NADPH + 2 H(+) = tetracosan-1-ol + 2 NADP(+) + CoA

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 7 morecytosol

• (2E,9Z)-hexadecadienoyl-CoAReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (palmitolate)
  3. medium-chain acyl-CoA dehydrogenase (palmitoleoyl-CoA)

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 10 morecytosol, mitochondrial matrixOne of 3 routes

• trans-2-heptadecenoyl-CoAReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (margaric acid)
  3. medium-chain acyl-CoA dehydrogenase (heptadecanoyl-CoA)

  Catalysed by BAAT, ACOT6, SLC27A2, ACSL4 and 10 morecytosol, mitochondrial matrixOne of 2 routes

• (2E,9Z)-octadecadienoyl-CoAReach from here →
  1. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  2. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  3. medium-chain acyl-CoA dehydrogenase (oleoyl-CoA)

  Catalysed by BAAT, ACOT6, CPT1A, CPT1C and 5 morecytosol, mitochondrial matrixOne of 2 routes