O-eicosanoyl-(R)-carnitine

Three steps

• docosanoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (behenic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 10 routes

• 3-oxoeicosasphinganineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. octadecanoyl-CoA + L-serine + H(+) = 3-oxoeicosasphinganine + CO2 + CoA

  Catalysed by CPT2, ACADM, ACADS, SPTLC1 and 2 moremitochondrial matrix

• 3-oxoeicosanoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. very-long-chain 3-oxoacyl-CoA synthase (malonyl-CoA)

  Catalysed by CPT2, ACADM, ACADS, ELOVL7 and 6 moremitochondrial matrix, cytosolOne of 2 routes

• N-(octadecanoyl)-sphinganineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. sphinganine + octadecanoyl-CoA = N-(octadecanoyl)-sphinganine + CoA + H(+)

  Catalysed by CPT2, ACADM, ACADS, CERS1 and 5 moremitochondrial matrix

• (2E)-octadecenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Carnitine O-Palmitoyltransferase

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 3 morecytosolOne of 9 routes

• (6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (stearidonic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 9 routes

• 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + octadecanoyl-CoA = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA

  Catalysed by CPT2, ACADM, ACADS, LCLAT1mitochondrial matrix

• 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + octadecanoyl-CoA = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by CPT2, ACADM, ACADS, LCLAT1 and 1 moremitochondrial matrix

• 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphateReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + octadecanoyl-CoA = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphate + CoA

  Catalysed by CPT2, ACADM, ACADS, AGPAT2mitochondrial matrix

• N-octadecanoylsphing-4-enineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. sphing-4-enine + octadecanoyl-CoA = N-octadecanoylsphing-4-enine + CoA + H(+)

  Catalysed by CPT2, ACADM, ACADS, CERS1 and 3 moremitochondrial matrix

• 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. octadecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by CPT2, ACADM, ACADS, LPCAT3mitochondrial matrix

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (EPA)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 10 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (DPA)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 7 routes

• (9Z,12Z,15Z)-octadecatrienoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (linolenate)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 8 routes

• (13Z)-docosenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (cis-erucic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 7 routes

• (11Z)-eicosenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 8 routes

• (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase ((9Z,12Z,15Z,18Z,21Z)-TPA)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 6 routes

• (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 5 routes

• 2-hydroxyoctadecanoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. octadecanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxyoctadecanoyl-CoA + succinate + CO2

  Catalysed by CPT2, ACADM, ACADS, PHYHmitochondrial matrix

• (15Z)-tetracosenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (nervonic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 7 routes

• (17Z)-hexacosenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (ximenic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 5 routes

• (8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 6 routes

• (8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (omega-3-arachidonic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 6 routes

• (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (DHA)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 8 routes

• heptadecanoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (margaric acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 7 routes

• (9Z)-heptadecenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (9-heptadecylenic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 6 routes

• (11Z,14Z,17Z)-eicosatrienoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z,17Z)-eicosatrienoic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 6 routes

• 1-(9Z-octadecenoyl)-2-octadecanoyl-sn-glycero-3-phosphateReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + octadecanoyl-CoA = 1-(9Z-octadecenoyl)-2-octadecanoyl-sn-glycero-3-phosphate + CoA

  Catalysed by CPT2, ACADM, ACADS, GPAT3 and 5 moremitochondrial matrix

• 1-octadecanoyl-sn-glycero-3-phosphateReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. glycerol-3-phosphate 1-O-acyltransferase (sn-glycerol-3-phosphate)

  Catalysed by CPT2, ACADM, ACADS, GPAT3 and 3 moremitochondrial matrix, cytosolOne of 2 routes

• 1-(9Z-octadecenoyl)-2-octadecanoyl-sn-glycero-3-phospho-L-serineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + octadecanoyl-CoA = 1-(9Z-octadecenoyl)-2-octadecanoyl-sn-glycero-3-phospho-L-serine + CoA

  Catalysed by CPT2, ACADM, ACADS, MBOAT1 and 1 moremitochondrial matrix

• 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by CPT2, ACADM, ACADS, LPGAT1mitochondrial matrix

• 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by CPT2, ACADM, ACADS, LPGAT1mitochondrial matrix

• 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. 2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + octadecanoyl-CoA = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by CPT2, ACADM, ACADS, LPGAT1mitochondrial matrix

• nonadecanoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (nonadecylic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 7 routes

• (11Z)-octadecenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 3 morecytosolOne of 4 routes

• 1'-[1-acyl-2-octadecanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  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 CPT2, ACADM, ACADS, LCLAT1mitochondrial matrix

• 1-acyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. a 1-acyl-sn-glycero-3-phosphoethanolamine + octadecanoyl-CoA = 1-acyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by CPT2, ACADM, ACADS, LPCAT4mitochondrial matrix

• a 2,3-diacyl-sn-glycerolReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. a 2-acylglycerol + an acyl-CoA = a 2,3-diacyl-sn-glycerol + CoA

  Catalysed by CPT2, MOGAT2, MOGAT1cytosol

• 1-octadecanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. 2-(9Z-octadecenoyl)-glycerol + octadecanoyl-CoA = 1-octadecanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by CPT2, ACADM, ACADS, MOGAT2 and 1 moremitochondrial matrix

• 1-O-eicosanyl (9Z)-octadecenoateReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. eicosanoyl-CoA + 2 NADPH + 2 H(+) = eicosan-1-ol + 2 NADP(+) + CoA
  3. eicosan-1-ol + (9Z)-octadecenoyl-CoA = 1-O-eicosanyl (9Z)-octadecenoate + CoA

  Catalysed by CPT2, FAR1, FAR2, AWAT1

• hexadecyl octadecanoateReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. hexadecan-1-ol + octadecanoyl-CoA = hexadecyl octadecanoate + CoA

  Catalysed by CPT2, ACADM, ACADS, AWAT1 and 1 moremitochondrial matrix

• 1-O-alkyl-3-acylglycerolReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. 1-O-alkylglycerol + an acyl-CoA = 1-O-alkyl-3-acylglycerol + CoA

  Catalysed by CPT2, MOGAT2, AWAT2cytosol

• dodecanedioyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Activation of dodecanedioic acid

  Catalysed by CPT2, BAAT, ACOT6, ACOT1cytosolOne of 4 routes

• decanedioyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Production of Sebacoylcarnitine

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 3 morecytosolOne of 4 routes

• octanedioyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Production of Suberylcarnitine

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 3 morecytosolOne of 4 routes

• hexanedioyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Activation of adipic acid for Formation of Adipoyl Carnitine

  Catalysed by CPT2, BAAT, ACOT6, ACOT1cytosolOne of 4 routes

• (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase ((4Z,7Z,10Z,13Z,16Z)-DPA)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 8 routes

• (11Z,14Z)-eicosadienoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z)-eicosadienoic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 6 routes

• (R)-3-hydroxy-(11Z)-octadecenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Production of 3-Hydroxyoctadecenoylcarnitinec

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 3 morecytosolOne of 2 routes

• (13Z)-eicosenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase ((13Z)-eicosenoic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 6 routes