O-dodecanoyl-R-carnitine

Three steps

• (14S,15R)-epoxy-(5Z,8Z,11Z)-eicosatrienoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (14S,15R)-epoxy-(5Z,8Z,11Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, CYP1A1 and 7 morecytosol, endoplasmic reticulum

• (14R,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (14R,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, CYP1A1 and 7 morecytosol, endoplasmic reticulum

• (11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, CYP2C8 and 4 morecytosol, endoplasmic reticulum

• (11R,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (11R,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, CYP1A1 and 6 morecytosol, endoplasmic reticulum

• (8S,9R)-epoxy-(5Z,11Z,14Z)-eicosatrienoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (8S,9R)-epoxy-(5Z,11Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, CYP2C9 and 1 morecytosol, endoplasmic reticulum

• (8R,9S)-epoxy-(5Z,11Z,14Z)-eicosatrienoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (8R,9S)-epoxy-(5Z,11Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, CYP1A1 and 5 morecytosol, endoplasmic reticulum

• 5,6-epoxy-(8Z,11Z,14Z)-eicosatrienoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. unspecific monooxygenase (arachidonate)

  Catalysed by CPT1A, CPT1C, CPT1B, CYP1A1 and 25 morecytosol, endoplasmic reticulumOne of 4 routes

• S-butanoyl-4'-phosphopantetheineReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. transport of butyryl-CoA and L-carnitine (cytosol to mitochondria)
  3. butanoyl-CoA + H2O = S-butanoyl-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC33A1 and 5 morecytosol, mitochondrial matrix

• decanoyl-4'-phosphopantetheineReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Fatty Acid Beta Oxidation (C12->C10), Mitochondrial
  3. decanoyl-CoA + H2O = decanoyl-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, ACADM and 4 morecytosol, mitochondrial matrix

• 17-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. unspecific monooxygenase (arachidonate)

  Catalysed by CPT1A, CPT1C, CPT1B, CYP1A1 and 25 morecytosol, endoplasmic reticulumOne of 2 routes

• tetradecanoyl-4'-phosphopantetheineReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. fatty-acyl-CoA synthase (N-C14:0CoA)
  3. tetradecanoyl-CoA + H2O = tetradecanoyl-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, NUDT19 and 1 morecytosol

• 16-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 16-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, CYP1A1cytosol, endoplasmic reticulum

• an acyl-4'-phosphopantetheineReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. acyl-CoA pool formation and breakdown
  3. an acyl-CoA + H2O = an acyl-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, NUDT19 and 2 morecytosol

• prostaglandin G1Reach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. (8Z,11Z,14Z)-eicosatrienoate + 2 O2 = prostaglandin G1

  Catalysed by CPT1A, CPT1C, CPT1B, PTGS2cytosol, endoplasmic reticulum

• 10-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 10-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, CYP3A4 and 1 morecytosol, endoplasmic reticulum

• (8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoate

  Catalysed by CPT1A, CPT1C, CPT1B, ALOX15cytosol, endoplasmic reticulum

• (14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoate

  Catalysed by CPT1A, CPT1C, CPT1B, ALOX15cytosol, endoplasmic reticulum

• 2,4-dinitrophenyl-S-glutathioneReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. transport of arachidonate (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, SLCO1B1cytosol, endoplasmic reticulum, extracellular spaceOne of 2 routes

• N-(9Z-octadecenoyl)-L-phenylalanineReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O

  Catalysed by CPT1A, CPT1C, CPT1B, PM20D1cytosol, endoplasmic reticulum

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanineReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O

  Catalysed by CPT1A, CPT1C, CPT1B, PM20D1cytosol, endoplasmic reticulum

• N-(9Z-octadecenoyl)-L-leucineReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate

  Catalysed by CPT1A, CPT1C, CPT1B, PM20D1cytosol, endoplasmic reticulum

• 7-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. unspecific monooxygenase (arachidonate)

  Catalysed by CPT1A, CPT1C, CPT1B, CYP1A1 and 25 morecytosol, endoplasmic reticulumOne of 2 routes

• 13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. unspecific monooxygenase (arachidonate)

  Catalysed by CPT1A, CPT1C, CPT1B, CYP1A1 and 25 morecytosol, endoplasmic reticulumOne of 2 routes

• 13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, CYP2C9cytosol, endoplasmic reticulum

• 16(R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. unspecific monooxygenase (arachidonate)

  Catalysed by CPT1A, CPT1C, CPT1B, CYP1A1 and 25 morecytosol, endoplasmic reticulum

• 2-hydroxydecanoyl-CoAReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Fatty Acid Beta Oxidation (C12->C10), Mitochondrial
  3. decanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxydecanoyl-CoA + succinate + CO2

  Catalysed by CPT1A, CPT1C, CPT1B, ACADM and 4 morecytosol, mitochondrial matrix

• 2-hydroxytetradecanoyl-CoAReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. fatty-acyl-CoA synthase (N-C14:0CoA)
  3. tetradecanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxytetradecanoyl-CoA + succinate + CO2

  Catalysed by CPT1A, CPT1C, CPT1B, PHYHcytosol

• 11-cis-retinyl tetradecanoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. fatty-acyl-CoA synthase (N-C14:0CoA)
  3. 11-cis-retinol + tetradecanoyl-CoA = 11-cis-retinyl tetradecanoate + CoA

  Catalysed by CPT1A, CPT1C, CPT1B, AWAT2cytosol

• 9-cis-retinyl tetradecanoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. fatty-acyl-CoA synthase (N-C14:0CoA)
  3. 9-cis-retinol + tetradecanoyl-CoA = 9-cis-retinyl tetradecanoate + CoA

  Catalysed by CPT1A, CPT1C, CPT1B, AWAT2cytosol

• 13-cis-retinyl tetradecanoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. fatty-acyl-CoA synthase (N-C14:0CoA)
  3. 13-cis-retinol + tetradecanoyl-CoA = 13-cis-retinyl tetradecanoate + CoA

  Catalysed by CPT1A, CPT1C, CPT1B, AWAT2cytosol

• all-trans-retinyl tetradecanoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. fatty-acyl-CoA synthase (N-C14:0CoA)
  3. all-trans-retinol + tetradecanoyl-CoA = all-trans-retinyl tetradecanoate + CoA

  Catalysed by CPT1A, CPT1C, CPT1B, AWAT2cytosol

• tetradecyl tetradecanoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. fatty-acyl-CoA synthase (N-C14:0CoA)
  3. tetradecan-1-ol + tetradecanoyl-CoA = tetradecyl tetradecanoate + CoA

  Catalysed by CPT1A, CPT1C, CPT1B, AWAT2cytosol

• N-decanoylglycineReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Fatty Acid Beta Oxidation (C12->C10), Mitochondrial
  3. decanoyl-CoA + glycine = N-decanoylglycine + CoA + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, ACADM and 4 morecytosol, mitochondrial matrix

• N-dodecanoyl-(2S)-hydroxyglycineReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. dodecanoyl-CoA + glycine = N-dodecanoylglycine + CoA + H(+)
  3. N-dodecanoylglycine + 2 L-ascorbate + O2 = N-dodecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by CPT1A, CPT1C, CPT1B, GLYATL2 and 1 morecytosol

• 8-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoateReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. arachidonate to 8-peroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate conversion

  Catalysed by CPT1A, CPT1C, CPT1Bcytosol, endoplasmic reticulumOne of 2 routes

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serineReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Utilized Transport
  3. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-serine

  Catalysed by CPT1A, CPT1C, CPT1B, FAAH and 1 morecytosol, endoplasmic reticulum

• (7Z)-octadecenoyl-CoAReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Lauroyl-CoA hydrolase
  3. carnitine O-palmitoyltransferase ((7Z)-octadecenoyl-CoA)

  Catalysed by CPT1A, CPT1C, CPT1B, ACOT7 and 3 morecytosolOne of 4 routes

• CHEBI:15345Reach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Lauroyl-CoA hydrolase
  3. Acetoacetate:CoA ligase (AMP-forming)

  Catalysed by CPT1A, CPT1C, CPT1B, ACOT7 and 4 morecytosolOne of 2 routes

• cholineReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Lauroyl-CoA hydrolase
  3. Acetyl-CoA:choline O-acetyltransferase

  Catalysed by CPT1A, CPT1C, CPT1B, ACOT7 and 4 morecytosol, nucleusOne of 2 routes

• CHEBI:15380Reach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Lauroyl-CoA hydrolase
  3. 5-aminolevulinate synthase (2-amino-3-oxoadipate)

  Catalysed by CPT1A, CPT1C, CPT1B, ACOT7 and 5 morecytosol, mitochondrial matrixOne of 8 routes

• CHEBI:15477Reach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Lauroyl-CoA hydrolase
  3. glycine N-acyltransferase (2-methylbutyryl-CoA)

  Catalysed by CPT1A, CPT1C, CPT1B, ACOT7 and 6 morecytosol, mitochondrial matrixOne of 2 routes

• 2-methylcrotonoyl-CoAReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Lauroyl-CoA hydrolase
  3. Production of Tiglylcarnitine

  Catalysed by CPT1A, CPT1C, CPT1B, ACOT7 and 3 morecytosolOne of 2 routes

• isobutyryl-CoAReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Lauroyl-CoA hydrolase
  3. acetyl-CoA C-acyltransferase (3-oxo-4-methyl-pentanoyl-CoA)

  Catalysed by CPT1A, CPT1C, CPT1B, ACOT7 and 6 morecytosol, mitochondrial matrixOne of 3 routes

• 3-methylbut-2-enoyl-CoAReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Lauroyl-CoA hydrolase
  3. glycine-N-acyltransferase (3-methylcrotonoylglycine)

  Catalysed by CPT1A, CPT1C, CPT1B, ACOT7 and 4 morecytosol, mitochondrial matrix

• isovaleryl-CoAReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Lauroyl-CoA hydrolase
  3. glycine N-acyltransferase (isovalerylglycine)

  Catalysed by CPT1A, CPT1C, CPT1B, ACOT7 and 6 morecytosol, mitochondrial matrixOne of 3 routes

• arachidonoyl-CoAReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Lauroyl-CoA hydrolase
  3. Arachidonate:CoA ligase (AMP-forming)

  Catalysed by CPT1A, CPT1C, CPT1B, ACOT7 and 11 morecytosolOne of 15 routes

• CHEBI:15519Reach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Lauroyl-CoA hydrolase
  3. propanoyl-CoA C-acyltransferase

  Catalysed by CPT1A, CPT1C, CPT1B, ACOT7 and 6 morecytosol, peroxisomeOne of 2 routes

• palmitoyl-CoAReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Lauroyl-CoA hydrolase
  3. Palmitate:CoA ligase (AMP-forming)

  Catalysed by CPT1A, CPT1C, CPT1B, ACOT7 and 11 morecytosolOne of 20 routes

• oleoyl-CoAReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Lauroyl-CoA hydrolase
  3. Transport of octadecenoyl-CoA into Mitochondrial Matrix

  Catalysed by CPT1A, CPT1C, CPT1B, ACOT7 and 3 morecytosolOne of 15 routes

• phenylacetyl-CoAReach from here →
  1. carnitine O-palmitoyltransferase (dodecanoylcarnitine)
  2. Lauroyl-CoA hydrolase
  3. Phenylacetate:CoA ligase

  Catalysed by CPT1A, CPT1C, CPT1B, ACOT7 and 3 morecytosolOne of 3 routes