3-oxo-(9Z-octadecenoyl)-CoA

Three steps

• (6Z,9Z,12Z)-octadecatrienoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (gamma-linolenate)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 11 moremitochondrial matrix, cytosolOne of 8 routes

• butanoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. Butanoate:CoA ligase (AMP-forming)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 9 moremitochondrial matrix, cytosolOne of 9 routes

• dodecanoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (lauric acid)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 11 moremitochondrial matrix, cytosolOne of 10 routes

• glutaryl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. Production of Glutaryl Carnitine

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 6 moremitochondrial matrix, cytosolOne of 2 routes

• eicosanoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (eicosanoate)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 11 moremitochondrial matrix, cytosolOne of 13 routes

• itaconyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. Itaconate:CoA ligase (GDP-forming)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 6 moremitochondrial matrix, cytosolOne of 2 routes

• (9Z,12Z)-octadecadienoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 11 moremitochondrial matrix, cytosolOne of 14 routes

• tetradecanoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (myristic acid)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 11 moremitochondrial matrix, cytosolOne of 12 routes

• phytanoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. phytanate-CoA ligase

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 3 moremitochondrial matrix, cytosolOne of 5 routes

• octadecanoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (stearate)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 10 moremitochondrial matrix, cytosolOne of 16 routes

• 1-hexadecanoyl-sn-glycero-3-phosphateReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. sn-glycerol 3-phosphate + hexadecanoyl-CoA = 1-hexadecanoyl-sn-glycero-3-phosphate + CoA

  Catalysed by ACAA2, HADHB, SCD, SCD5 and 3 moremitochondrial matrix

• a 1-acylglycerone 3-phosphateReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. acyl-CoA pool formation and breakdown
  3. dihydroxyacetone phosphate + an acyl-CoA = a 1-acylglycerone 3-phosphate + CoA

  Catalysed by ACAA2, HADHB, GNPATmitochondrial matrix, cytosol

• a 1,2-diacyl-sn-glycero-3-phosphocholineReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. acyl-CoA pool formation and breakdown
  3. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by ACAA2, HADHB, LPGAT1mitochondrial matrix, cytosolOne of 2 routes

• an N-acylglycineReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. acyl-CoA pool formation and breakdown
  3. an acyl-CoA + glycine = an N-acylglycine + CoA + H(+)

  Catalysed by ACAA2, HADHB, GLYATL3, GLYAT and 1 moremitochondrial matrix, cytosol

• sphing-4-enineReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 7 moremitochondrial matrix, cytosol, Golgi apparatusOne of 2 routes

• spermidineReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. diamine N-acetyltransferase (N1-acetylspermidine)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 5 moremitochondrial matrix, cytosolOne of 3 routes

• L-methionineReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. N-acetylglutamate synthase (N-acetylmethionine)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 4 moremitochondrial matrix, cytosol

• a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. acyl-CoA pool formation and breakdown
  3. a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA

  Catalysed by ACAA2, HADHB, LCLAT1, MBOAT7mitochondrial matrix, cytosol

• a 1-acyl-sn-glycero-3-phosphateReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. acyl-CoA pool formation and breakdown
  3. sn-glycerol 3-phosphate + an acyl-CoA = a 1-acyl-sn-glycero-3-phosphate + CoA

  Catalysed by ACAA2, HADHB, GPAT3, GPAT2 and 2 moremitochondrial matrix, cytosol

• L-alanineReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. amino-acid N-acetyltransferase (N-acetyl-L-alanine)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 3 moremitochondrial matrix, cytosol

• L-asparagineReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. N-acetylglutamate synthase (N-acetyl-L-asparagine)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 4 moremitochondrial matrix, cytosol

• L,L-cystathionineReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. N-acetylglutamate synthase (N-acetyl-L-cystathionine)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 4 moremitochondrial matrix, cytosol

• 3-oxosphinganineReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. L-serine + hexadecanoyl-CoA + H(+) = 3-oxosphinganine + CO2 + CoA

  Catalysed by ACAA2, HADHB, SCD, SCD5 and 3 moremitochondrial matrix

• 1-hexadecanoylglycerone 3-phosphateReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. dihydroxyacetone phosphate + hexadecanoyl-CoA = 1-hexadecanoylglycerone 3-phosphate + CoA

  Catalysed by ACAA2, HADHB, SCD, SCD5 and 1 moremitochondrial matrix

• (3Z)-dodecenoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-5-enoyl-CoA)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 4 moremitochondrial matrix, cytosolOne of 4 routes

• a 1,2-diacyl-sn-glycero-3-phosphateReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  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 ACAA2, HADHB, AGPAT2, GPAT3 and 11 moremitochondrial matrix, cytosol

• (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoate:CoA ligase (AMP-forming)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 5 moremitochondrial matrix, cytosol, endoplasmic reticulumOne of 3 routes

• deoxycholoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 5 moremitochondrial matrix, cytosolOne of 4 routes

• decanoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. medium-chain acyl-CoA ligase (decanoic acid)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 9 moremitochondrial matrix, cytosolOne of 8 routes

• (2E)-hexadecenoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. Carnitine O-Palmitoyltransferase

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 6 moremitochondrial matrix, cytosolOne of 8 routes

• a cardiolipinReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  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 ACAA2, HADHB, HADHAmitochondrial matrix, cytosol

• (2E)-octenoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Beta Oxidation Fatty Acid
  3. trans-oct-2-enoyl-CoA reductase

  Catalysed by ACAA2, HADHB, ACADM, ACADS and 1 moremitochondrial matrixOne of 5 routes

• 3-hydroxyisovaleryl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 5 moremitochondrial matrix, cytosol

• an all-trans-retinyl esterReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. acyl-CoA pool formation and breakdown
  3. all-trans-retinol + an acyl-CoA = an all-trans-retinyl ester + CoA

  Catalysed by ACAA2, HADHB, DGAT1, PNPLA4 and 2 moremitochondrial matrix, cytosol

• CHEBI:63544Reach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (adrenic acid)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 11 moremitochondrial matrix, cytosolOne of 8 routes

• a 1,2-diacyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  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 ACAA2, HADHB, LPCAT4, LPCAT3 and 2 moremitochondrial matrix, cytosol

• a triacyl-sn-glycerolReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. acyl-CoA pool formation and breakdown
  3. an acyl-CoA + a 1,2-diacyl-sn-glycerol = a triacyl-sn-glycerol + CoA

  Catalysed by ACAA2, HADHB, DGAT1, MOGAT2 and 4 moremitochondrial matrix, cytosol

• a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. long-chain-acyl-CoA dehydrogenase
  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 ACAA2, HADHB, LCLAT1, LPCAT1 and 1 moremitochondrial matrix, cytosol

• 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphateReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by ACAA2, HADHB, SCD, SCD5 and 2 moremitochondrial matrix

• 1-acyl-2-hexadecanoyl-sn-glycero-3-phosphateReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. a 1-acyl-sn-glycero-3-phosphate + hexadecanoyl-CoA = 1-acyl-2-hexadecanoyl-sn-glycero-3-phosphate + CoA

  Catalysed by ACAA2, HADHB, SCD, SCD5 and 1 moremitochondrial matrix

• hexacosanoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (cerotic acid)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 11 moremitochondrial matrix, cytosolOne of 6 routes

• tetracosanoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (lignocerate)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 11 moremitochondrial matrix, cytosolOne of 11 routes

• docosanoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (behenic acid)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 11 moremitochondrial matrix, cytosolOne of 10 routes

• N-hexadecanoyl-(4R)-hydroxysphinganineReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. (4R)-hydroxysphinganine + hexadecanoyl-CoA = N-hexadecanoyl-(4R)-hydroxysphinganine + CoA + H(+)

  Catalysed by ACAA2, HADHB, SCD, SCD5 and 2 moremitochondrial matrix

• N-hexadecanoylsphinganineReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. sphinganine + hexadecanoyl-CoA = N-hexadecanoylsphinganine + CoA + H(+)

  Catalysed by ACAA2, HADHB, SCD, SCD5 and 3 moremitochondrial matrix

• 3-oxooctadecanoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. hexadecanoyl-CoA + malonyl-CoA + H(+) = 3-oxooctadecanoyl-CoA + CO2 + CoA

  Catalysed by ACAA2, HADHB, SCD, SCD5 and 3 moremitochondrial matrix

• (2E)-octadecenoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. Carnitine O-Palmitoyltransferase

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 6 moremitochondrial matrix, cytosolOne of 3 routes

• (6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoAReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. Palmitoleoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (stearidonic acid)

  Catalysed by ACAA2, HADHB, ACOT7, BAAT and 11 moremitochondrial matrix, cytosolOne of 9 routes

• 1-O-hexadecyl-2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-O-hexadecyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-O-hexadecyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by ACAA2, HADHB, SCD, SCD5 and 1 moremitochondrial matrix

• 1,2-dihexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. long-chain-acyl-CoA dehydrogenase
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + hexadecanoyl-CoA = 1,2-dihexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by ACAA2, HADHB, SCD, SCD5 and 3 moremitochondrial matrix