(2E)-dodecenoyl-CoA

Three steps

• 9-hydroxydodecanoateReach from here →
  1. trans-dodec-2-enoyl-CoA reductase
  2. Lauroyl-CoA hydrolase
  3. dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 9-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by MECR, ACOT7, BAAT, ACOT1 and 2 moremitochondrial matrix, cytosol

• 2-oxobutanoateReach from here →
  1. Production of Dodecenoylcarnitine
  2. N-acetylglutamate synthase (N-acetyl-L-cystathionine)
  3. L-cystathionine cysteine-lyase (deaminating

  Catalysed by CPT1A, CPT1C, CPT1B, NAGS and 1 morecytosol, mitochondrial matrixOne of 2 routes

• CHEBI:16856Reach from here →
  1. Production of Dodecenoylcarnitine
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. transport of GSH and leukotriene E4 (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, ZDHHC11B and 32 morecytosol, extracellular spaceOne of 4 routes

• CHEBI:16857Reach from here →
  1. Production of Dodecenoylcarnitine
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and threonine (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 19 routes

• pantetheine 4'-phosphateReach from here →
  1. Production of Dodecenoylcarnitine
  2. acid phosphatase 2, lysosomal (CoA)
  3. Dephospho-CoA nucleotidohydrolase

  Catalysed by CPT1A, CPT1C, CPT1B, ACP2 and 2 morecytosol, lysosomeOne of 2 routes

• psychosineReach from here →
  1. Production of Dodecenoylcarnitine
  2. acyl-CoA:sphingosine N-acyltransferase
  3. UDP-alpha-D-galactose:sphingosine 1-beta-galactosyltransferase

  Catalysed by CPT1A, CPT1C, CPT1B, ASAH1 and 3 morecytosol, Golgi apparatus

• glyoxylic acidReach from here →
  1. Production of Dodecenoylcarnitine
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. glycine:oxygen oxidoreductase (deaminating)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 3 morecytosol, mitochondrial matrix, peroxisome

• 1-acyl-sn-glycerol 3-phosphateReach from here →
  1. trans-dodec-2-enoyl-CoA reductase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation

  Catalysed by MECR, GPAT3, GPAT2, GPAT4 and 1 moremitochondrial matrix, cytosolOne of 9 routes

• a cholesterol esterReach from here →
  1. trans-dodec-2-enoyl-CoA reductase
  2. acyl-CoA pool formation and breakdown
  3. an acyl-CoA + cholesterol = a cholesterol ester + CoA

  Catalysed by MECR, SOAT2, SOAT1mitochondrial matrix, cytosol

• taurolithocholateReach from here →
  1. Production of Dodecenoylcarnitine
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. bile acid-CoA:amino acid N-acyltransferase (lithocholate)

  Catalysed by CPT1A, CPT1C, CPT1B, BAATcytosolOne of 2 routes

• L-isoleucineReach from here →
  1. Production of Dodecenoylcarnitine
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and isoleucine (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 3 morecytosol, mitochondrial matrix, extracellular spaceOne of 18 routes

• CHEBI:17203Reach from here →
  1. Production of Dodecenoylcarnitine
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and proline (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 4 morecytosol, mitochondrial matrix, extracellular spaceOne of 15 routes

• S-(4,8-dimethylnonanoyl)-4'-phosphopantetheineReach from here →
  1. Production of Dodecenoylcarnitine
  2. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal
  3. 4,8-dimethylnonanoyl-CoA + H2O = S-(4,8-dimethylnonanoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, CRAT and 2 morecytosol, peroxisome

• S-(9Z,12Z,15Z-octadecatrienoyl)-4'-phosphopantetheineReach from here →
  1. Production of Dodecenoylcarnitine
  2. long-chain-fatty-acid-CoA ligase (linolenate)
  3. (9Z,12Z,15Z)-octadecatrienoyl-CoA + H2O = S-(9Z,12Z,15Z-octadecatrienoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 8 morecytosol

• S-(9Z,12Z-octadecadienoyl)-4'-phosphopantetheineReach from here →
  1. Production of Dodecenoylcarnitine
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. (9Z,12Z)-octadecadienoyl-CoA + H2O = S-(9Z,12Z-octadecadienoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 8 morecytosol

• S-(9Z-hexadecenoyl)-4'-phosphopantetheineReach from here →
  1. Production of Dodecenoylcarnitine
  2. long-chain-fatty-acid-CoA ligase (palmitolate)
  3. (9Z)-hexadecenoyl-CoA + H2O = S-(9Z-hexadecenoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 8 morecytosol

• itaconateReach from here →
  1. Production of Dodecenoylcarnitine
  2. Itaconate:CoA ligase (GDP-forming)
  3. Itaconate:CoA ligase (GDP-forming)

  Catalysed by CPT1A, CPT1C, CPT1B, SUCLG1 and 2 morecytosol, mitochondrial matrixOne of 4 routes

• N-octadecanoyl-heptadecasphing-4-enineReach from here →
  1. Production of Dodecenoylcarnitine
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. heptadecasphing-4-enine + octadecanoyl-CoA = N-octadecanoyl-heptadecasphing-4-enine + CoA + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosol

• all-trans-retinolReach from here →
  1. Production of Dodecenoylcarnitine
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. all-trans-Retinol 11-cis-trans-isomerase

  Catalysed by CPT1A, CPT1C, CPT1B, DGAT1 and 4 morecytosolOne of 2 routes

• linoleic acidReach from here →
  1. Production of Dodecenoylcarnitine
  2. Carnitine O-Palmitoyltransferase
  3. Utilized Transport

  Catalysed by CPT1A, CPT1C, CPT1Bcytosol, endoplasmic reticulumOne of 3 routes

• 1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. trans-dodec-2-enoyl-CoA reductase
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:1-alkenylglycerophosphoethanolamine O-acyltransferase

  Catalysed by MECR, LPCAT4, LPCAT3, LPCAT2 and 1 moremitochondrial matrix, cytosol

• O-hexadecanoyl-(R)-carnitineReach from here →
  1. Production of Dodecenoylcarnitine
  2. Carnitine O-Palmitoyltransferase
  3. palmitoyl-CoA:L-carnitine O-palmitoyltransferase

  Catalysed by CPT1A, CPT1C, CPT1B, CPT2cytosol, peroxisomeOne of 14 routes

• AH2Reach from here →
  1. Production of Dodecenoylcarnitine
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. uridine(34) in tRNA + 5,10-methylenetetrahydrofolate + taurine + GTP + A + H2O = 5-taurinomethyluridine(34) in tRNA + 7,8-dihydrofolate + GDP + AH2 + phosphate + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, BAAT and 1 morecytosolOne of 6 routes

• 1-O-acyl-sn-glycero-3-phosphocholine(1+)Reach from here →
  1. Production of Dodecenoylcarnitine
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. Lecithin Retinol Acyltransferase (11-Cis)

  Catalysed by CPT1A, CPT1C, CPT1B, DGAT1 and 4 morecytosol

• S-methyl-5'-thioadenosineReach from here →
  1. Production of Dodecenoylcarnitine
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. S-adenosylmethioninamine:spermidine 3-aminopropyltransferase

  Catalysed by CPT1A, CPT1C, CPT1B, SAT1 and 3 morecytosolOne of 2 routes

• 5-aminolevulinic acidReach from here →
  1. Production of Dodecenoylcarnitine
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. succinyl-CoA:glycine C-succinyltransferase (decarboxylating)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 5 morecytosol, mitochondrial matrixOne of 2 routes

• all-trans-retinyl hexadecanoateReach from here →
  1. Production of Dodecenoylcarnitine
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. all-trans-retinyl hexadecanoate + H2O = 11-cis-retinol + hexadecanoate + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, DGAT1 and 5 morecytosol

• Ala-tRNA(Ala)Reach from here →
  1. Production of Dodecenoylcarnitine
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. L-Alanine:tRNA(Ala) ligase (AMP-forming)

  Catalysed by CPT1A, CPT1C, CPT1B, AARS1cytosol, mitochondrial matrix

• CHEBI:17769Reach from here →
  1. Production of Dodecenoylcarnitine
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. spermidine:(acceptor) oxidoreductase

  Catalysed by CPT1A, CPT1C, CPT1B, SAT1 and 1 morecytosol

• a 1,2-diacyl-sn-glycerolReach from here →
  1. trans-dodec-2-enoyl-CoA reductase
  2. acyl-CoA pool formation and breakdown
  3. a 2-acylglycerol + an acyl-CoA = a 1,2-diacyl-sn-glycerol + CoA

  Catalysed by MECR, MOGAT2, AWAT2, MOGAT1mitochondrial matrix, cytosol

• a triacylglycerolReach from here →
  1. trans-dodec-2-enoyl-CoA reductase
  2. acyl-CoA pool formation and breakdown
  3. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase

  Catalysed by MECR, DGAT1, MOGAT2, MOGAT3 and 2 moremitochondrial matrix, cytosol

• CHEBI:17895Reach from here →
  1. Production of Dodecenoylcarnitine
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and tyrosine (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 3 morecytosol, mitochondrial matrix, extracellular spaceOne of 19 routes

• butanoateReach from here →
  1. Production of Dodecenoylcarnitine
  2. Butanoate:CoA ligase (AMP-forming)
  3. butanoyl-CoA + H2O = butanoate + CoA + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, ACSM4 and 11 morecytosol

• CHEBI:18019Reach from here →
  1. Production of Dodecenoylcarnitine
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and lysine (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 3 morecytosol, mitochondrial matrix, extracellular spaceOne of 10 routes

• L-glutamineReach from here →
  1. Production of Dodecenoylcarnitine
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glutamine and glycine (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 3 morecytosol, mitochondrial matrix, extracellular spaceOne of 29 routes

• spermine monoaldehydeReach from here →
  1. Production of Dodecenoylcarnitine
  2. diamine N-acetyltransferase (N1-acetylspermine)
  3. primary-amine oxidase (spermine)

  Catalysed by CPT1A, CPT1C, CPT1B, SAT1 and 4 morecytosolOne of 3 routes

• CHEBI:18095Reach from here →
  1. Production of Dodecenoylcarnitine
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Transport of Hydroxy-Proline

  Catalysed by CPT1A, CPT1C, CPT1B, SLC1A4cytosol, mitochondrial matrix, extracellular space

• O-octanoyl-(R)-carnitineReach from here →
  1. Production of Dodecenoylcarnitine
  2. Carnitine O-Palmitoyltransferase
  3. solute carrier (L-carnitine)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC25A20cytosol, mitochondrial matrixOne of 11 routes

• CHEBI:18132Reach from here →
  1. Production of Dodecenoylcarnitine
  2. Acetyl-CoA:choline O-acetyltransferase
  3. ATP:choline phosphotransferase

  Catalysed by CPT1A, CPT1C, CPT1B, CHAT and 2 morecytosol, nucleus

• N(1)-(5-phospho-D-ribosyl)glycinamideReach from here →
  1. Production of Dodecenoylcarnitine
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. 5-Phospho-D-ribosylamine:glycine ligase (ADP-forming)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 3 morecytosol, mitochondrial matrix

• N-(4-aminobutyl)-3-aminopropanalReach from here →
  1. Production of Dodecenoylcarnitine
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. primary-amine oxidase (spermidine)

  Catalysed by CPT1A, CPT1C, CPT1B, SAT1 and 4 morecytosolOne of 3 routes

• (2E,5Z,8Z,11Z,14Z,17Z)-eicosahexaenoyl-CoAReach from here →
  1. Production of Dodecenoylcarnitine
  2. long-chain-fatty-acid-CoA ligase (EPA)
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA + O2 = (2E,5Z,8Z,11Z,14Z,17Z)-eicosahexaenoyl-CoA + H2O2

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 8 morecytosol

• 1-octadecanoyl-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. Production of Dodecenoylcarnitine
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. a 2-acyl-sn-glycero-3-phosphoethanolamine + octadecanoyl-CoA = 1-octadecanoyl-2-acyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosol

• ophthalmateReach from here →
  1. Production of Dodecenoylcarnitine
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. gamma-L-glutamyl-(2S)-2-aminobutanoate + glycine + ATP = ophthalmate + ADP + phosphate + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 3 morecytosol, mitochondrial matrix

• S-methylmercury-L-cysteineReach from here →
  1. Production of Dodecenoylcarnitine
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. S-methylmercury-L-cysteine(out) + L-methionine(in) = S-methylmercury-L-cysteine(in) + L-methionine(out)

  Catalysed by CPT1A, CPT1C, CPT1B, NAGS and 1 morecytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• 2-aminoisobutanoateReach from here →
  1. Production of Dodecenoylcarnitine
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. 2-aminoisobutanoate(out) + L-alanine(in) = 2-aminoisobutanoate(in) + L-alanine(out)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC7A10cytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• 11-cis-retinyl esterReach from here →
  1. Production of Dodecenoylcarnitine
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. 11-cis-retinol + a fatty acyl-CoA = 11-cis-retinyl ester + CoA

  Catalysed by CPT1A, CPT1C, CPT1B, DGAT1 and 4 morecytosol

• 5-(3,3-dimethylguanidino)-2-oxopentanoateReach from here →
  1. Production of Dodecenoylcarnitine
  2. ATP citrate lyase (citrate)
  3. N(omega),N(omega)-dimethyl-L-arginine + oxaloacetate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + L-aspartate

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

• N(omega),N('omega)-dimethyl-L-arginineReach from here →
  1. Production of Dodecenoylcarnitine
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 3 morecytosol, mitochondrial matrixOne of 2 routes

• 1-butanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. Production of Dodecenoylcarnitine
  2. Butanoate:CoA ligase (AMP-forming)
  3. 2-(9Z-octadecenoyl)-glycerol + butanoyl-CoA = 1-butanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by CPT1A, CPT1C, CPT1B, ACSM4 and 7 morecytosol