decanoate

Three steps

• (7Z)-tetradecenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase ((7Z)-tetradecenoic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 8 routes

• (4Z,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosol, mitochondrial matrixOne of 3 routes

• (7Z,10Z)-hexadecadienoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosol, mitochondrial matrix

• (4Z,7Z)-decadienoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosol, mitochondrial matrixOne of 2 routes

• (5Z)-octenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Fatty Acid Beta Oxidation (C10:2->C8:1), Mitochondrial

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosol, mitochondrial matrixOne of 2 routes

• octanoateReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. Fatty Acid Beta Oxidation (C10->C8), Peroxisomal
  3. Octanoyl-CoA hydrolase

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 7 morecytosol, peroxisomeOne of 2 routes

• CHEBI:27540Reach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. medium-chain acyl-CoA ligase (hexanoic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 2 morecytosolOne of 7 routes

• elaidic acidReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (elaidate)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 5 routes

• CHEBI:28701Reach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosol, peroxisomeOne of 7 routes

• taurineReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 morecytosolOne of 2 routes

• glycineReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. glycine N-acyltransferase (N-arachidonoylglycine)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosol, mitochondrial matrixOne of 11 routes

• (R)-methylmalonyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 morecytosol, mitochondrial matrixOne of 2 routes

• (S)-methylmalonyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. (S)-methylmalonyl-CoA hydrolase

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 2 morecytosol, mitochondrial matrix

• 3'-dephospho-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. acid phosphatase 2, lysosomal (CoA)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 morecytosol, lysosomeOne of 2 routes

• (2E)-dodecenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. (2E)-dodecenoyl-CoA formation

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 2 morecytosol, mitochondrial matrixOne of 8 routes

• 4,8,12-trimethyltridecanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. propanoyl-CoA C-acyltransferase (3-ketopristanoyl-CoA)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 4 morecytosol, peroxisomeOne of 2 routes

• (6Z,9Z,12Z)-octadecatrienoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (gamma-linolenate)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 7 routes

• butanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Butanoate:CoA ligase (AMP-forming)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 2 morecytosolOne of 9 routes

• glutaryl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Production of Glutaryl Carnitine

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosolOne of 2 routes

• eicosanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (eicosanoate)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 12 routes

• itaconyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Itaconate:CoA ligase (GDP-forming)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosol, mitochondrial matrixOne of 2 routes

• (9Z,12Z)-octadecadienoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 13 routes

• tetradecanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (myristic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 12 routes

• phytanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. phytanate-CoA ligase

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 2 morecytosolOne of 5 routes

• octadecanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (stearate)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 9 morecytosolOne of 15 routes

• sphing-4-enineReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 6 morecytosol, Golgi apparatusOne of 2 routes

• spermidineReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. diamine N-acetyltransferase (N1-acetylspermidine)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 4 morecytosolOne of 3 routes

• L-methionineReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. N-acetylglutamate synthase (N-acetylmethionine)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 morecytosol, mitochondrial matrix

• L-alanineReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. amino-acid N-acetyltransferase (N-acetyl-L-alanine)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 2 morecytosol, mitochondrial matrix

• L-asparagineReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. N-acetylglutamate synthase (N-acetyl-L-asparagine)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 morecytosol, mitochondrial matrix

• L,L-cystathionineReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. N-acetylglutamate synthase (N-acetyl-L-cystathionine)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 morecytosol, mitochondrial matrix

• an acyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 6 morecytosol, Golgi apparatusOne of 3 routes

• (3Z)-dodecenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-5-enoyl-CoA)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosol, mitochondrial matrixOne of 3 routes

• (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoate:CoA ligase (AMP-forming)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 4 morecytosol, endoplasmic reticulumOne of 3 routes

• deoxycholoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 4 morecytosolOne of 4 routes

• monodehydro-L-ascorbate radicalReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. decanoyl-CoA + glycine = N-decanoylglycine + CoA + H(+)
  3. N-decanoylglycine + 2 L-ascorbate + O2 = N-decanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 4 morecytosol

• (2E)-hexadecenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Carnitine O-Palmitoyltransferase

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosolOne of 4 routes

• (9Z)-hexadecenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (palmitolate)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 11 routes

• (2E)-octenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. Fatty Acid Beta Oxidation (C10->C8), Peroxisomal
  3. trans-oct-2-enoyl-CoA reductase

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 7 morecytosol, peroxisome, mitochondrial matrixOne of 5 routes

• 3-oxotetradecanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. dodecanoyl-CoA + malonyl-CoA + H(+) = 3-oxotetradecanoyl-CoA + CO2 + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 morecytosol

• 3-hydroxyisovaleryl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 4 morecytosol

• CHEBI:63544Reach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (adrenic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 7 routes

• hexacosanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (cerotic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 5 routes

• tetracosanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (lignocerate)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 10 routes

• docosanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (behenic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 9 routes

• 3-oxotetradecasphinganineReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. dodecanoyl-CoA + L-serine + H(+) = 3-oxotetradecasphinganine + CO2 + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 4 morecytosol

• (2E)-octadecenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Carnitine O-Palmitoyltransferase

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosolOne of 3 routes

• (6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (stearidonic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 8 routes

• 1-dodecanoyl-sn-glycerol 3-phosphateReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 6 morecytosolOne of 2 routes

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (EPA)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 9 routes