O-tetradecanoyl-(R)-carnitine

Three steps

• (3Z)-dodecenoyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-5-enoyl-CoA)

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 5 morecytosol, mitochondrial matrixOne of 4 routes

• a 1,2-diacyl-sn-glycero-3-phosphateReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. a 1-acyl-sn-glycero-3-phosphate + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphate + CoA

  Catalysed by CPT2, AGPAT2, GPAT3, GPAT2 and 10 morecytosol

• (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoate:CoA ligase (AMP-forming)

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 4 morecytosol, endoplasmic reticulumOne of 3 routes

• deoxycholoyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 4 morecytosolOne of 4 routes

• monodehydro-L-ascorbate radicalReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  3. N-tetradecanoylglycine + 2 L-ascorbate + O2 = N-tetradecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by CPT2, GLYATL2, PAM

• estrone 3-sulfateReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. estrone 3-sulfate(out) + glutarate(in) = estrone 3-sulfate(in) + glutarate(out)

  Catalysed by CPT2, SLC22A8, SLC22A24, SLC22A11inner side of the membrane, outer side of the membraneOne of 2 routes

• prostaglandin E2Reach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. prostaglandin E2(out) + glutarate(in) = prostaglandin E2(in) + glutarate(out)

  Catalysed by CPT2, SLC22A8inner side of the membrane, outer side of the membraneOne of 2 routes

• decanoyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. medium-chain acyl-CoA ligase (decanoic acid)

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 8 morecytosolOne of 9 routes

• (2E)-hexadecenoyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. Carnitine O-Palmitoyltransferase

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 5 morecytosolOne of 7 routes

• (9Z)-hexadecenoyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (palmitolate)

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 15 routes

• a cardiolipinReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + an acyl-CoA = a cardiolipin + CoA

  Catalysed by CPT2, HADHAcytosol

• 3-oxotetradecanoyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Fatty Acid Beta Oxidation (C14->C12), Mitochondrial
  3. dodecanoyl-CoA + malonyl-CoA + H(+) = 3-oxotetradecanoyl-CoA + CO2 + CoA

  Catalysed by CPT2, HADHA, ACADVL, HADHB and 1 moremitochondrial matrix

• 3-hydroxyisovaleryl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 4 morecytosol

• an all-trans-retinyl esterReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. all-trans-retinol + an acyl-CoA = an all-trans-retinyl ester + CoA

  Catalysed by CPT2, DGAT1, PNPLA4, AWAT2 and 1 morecytosol

• CHEBI:63544Reach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (adrenic acid)

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 8 routes

• a 1,2-diacyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. a 1-acyl-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by CPT2, LPCAT4, LPCAT3, MBOAT1 and 1 morecytosol

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

  Catalysed by CPT2, DGAT1, MOGAT2, AWAT2 and 3 morecytosol

• a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. 1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol) + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by CPT2, LCLAT1, LPCAT1, GPAMcytosol

• hexacosanoyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (cerotic acid)

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 6 routes

• tetracosanoyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (lignocerate)

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 11 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 10 routes

• 3-oxotetradecasphinganineReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Fatty Acid Beta Oxidation (C14->C12), Mitochondrial
  3. dodecanoyl-CoA + L-serine + H(+) = 3-oxotetradecasphinganine + CO2 + CoA

  Catalysed by CPT2, HADHA, ACADVL, HADHB and 2 moremitochondrial matrix

• 3-oxooctadecanoyl-CoAReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. fatty-acyl-CoA synthase (N-C16:0CoA)
  3. very-long-chain 3-oxoacyl-CoA synthase (malonyl-CoA)

  Catalysed by CPT2, ELOVL7, ELOVL1, ELOVL4 and 4 morecytosolOne of 2 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 5 morecytosolOne of 3 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 9 routes

• 1-dodecanoyl-sn-glycerol 3-phosphateReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Fatty Acid Beta Oxidation (C14->C12), Mitochondrial
  3. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)

  Catalysed by CPT2, HADHA, ACADVL, HADHB and 4 moremitochondrial matrix, cytosolOne of 2 routes

• N-tetradecanoylsphing-4-enineReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Myristoyl-CoA hydrolase
  3. N-tetradecanoylsphing-4-enine + H2O = sphing-4-enine + tetradecanoate

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 5 morecytosol

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 10 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 7 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 8 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 7 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 8 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 6 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 5 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 7 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 5 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 6 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 6 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 8 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 7 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 6 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 6 routes

• 1-tetradecanoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphateReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. glycerol-3-phosphate 1-O-acyltransferase (myristoyl-CoA)
  3. 1-tetradecanoyl-sn-glycerol 3-phosphate + (9Z)-octadecenoyl-CoA = 1-tetradecanoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphate + CoA

  Catalysed by CPT2, GPAT3, GPAT2, GPAT4 and 3 morecytosol

• 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Fatty Acid Beta Oxidation (C14->C12), Mitochondrial
  3. dodecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by CPT2, HADHA, ACADVL, HADHB and 2 moremitochondrial matrix

• 1-(9Z)-octadecenoyl-2-dodecanoyl-sn-glycero-3-phosphateReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Fatty Acid Beta Oxidation (C14->C12), Mitochondrial
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + dodecanoyl-CoA = 1-(9Z)-octadecenoyl-2-dodecanoyl-sn-glycero-3-phosphate + CoA

  Catalysed by CPT2, HADHA, ACADVL, HADHB and 1 moremitochondrial matrix

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 7 routes

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

  Catalysed by CPT2, ACOT7, BAAT, THEM4 and 5 morecytosolOne of 3 routes

• 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Fatty Acid Beta Oxidation (C14->C12), Mitochondrial
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + dodecanoyl-CoA = 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA

  Catalysed by CPT2, HADHA, ACADVL, HADHB and 1 moremitochondrial matrix

• 1'-[1-acyl-2-dodecanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Fatty Acid Beta Oxidation (C14->C12), Mitochondrial
  3. 1',3'-bis-[1-acyl-sn-glycero-3-phospho]-glycerol + dodecanoyl-CoA = 1'-[1-acyl-2-dodecanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by CPT2, HADHA, ACADVL, HADHB and 1 moremitochondrial matrix

• 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-dodecanoyl-sn-glycero-3-phospho]-glycerolReach from here →
  1. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
  2. Fatty Acid Beta Oxidation (C14->C12), Mitochondrial
  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 CPT2, HADHA, ACADVL, HADHB and 1 moremitochondrial matrix