3-oxo-(11Z)-octadecenoyl-CoA

Three steps

• phosphatidylethanolamineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:1-acyl-sn-glycero-3-phosphoethanolamine O-acyltransferase

  Catalysed by HADHA, ACAA2, HADHB, LPCAT4 and 4 moremitochondrial matrix, cytosol

• 1,2-diacyl-sn-glycero-3-phosphocholine(1+)Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase

  Catalysed by HADHA, ACAA2, HADHB, LPCAT4 and 3 moremitochondrial matrix, cytosol

• hexadecan-1-olReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. hexadecanoyl-CoA + 2 NADPH + 2 H(+) = hexadecan-1-ol + 2 NADP(+) + CoA

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

• 11-cis-retinyl hexadecanoateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 11-cis-retinol + hexadecanoyl-CoA = 11-cis-retinyl hexadecanoate + CoA

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

• 11-cis-retinolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. Palmitoyl-CoA:retinol O-acyltransferase

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 9 moremitochondrial matrix, cytosol

• phosphatidic acidReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. acyl-CoA pool formation and breakdown
  3. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase

  Catalysed by HADHA, ACAA2, HADHB, AGPAT2 and 8 moremitochondrial matrix, cytosolOne of 7 routes

• oxaloacetateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. ATP citrate lyase (citrate)

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

• 1-acyl-sn-glycerol 3-phosphateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. acyl-CoA pool formation and breakdown
  3. acyl-CoA:sn-glycerol-3-phosphate 1-O-acyltransferase

  Catalysed by HADHA, ACAA2, HADHB, GPAT3 and 3 moremitochondrial matrix, cytosol

• a cholesterol esterReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. acyl-CoA pool formation and breakdown
  3. an acyl-CoA + cholesterol = a cholesterol ester + CoA

  Catalysed by HADHA, ACAA2, HADHB, SOAT2 and 1 moremitochondrial matrix, cytosol

• anilineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. Acetyl-CoA:arylamine N-acetyltransferase

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 6 moremitochondrial matrix, cytosol

• CHEBI:17312Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. N1,N12-diacetylspermine to N1-acetylspermine conversion

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 4 moremitochondrial matrix, cytosolOne of 2 routes

• 1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:1-alkenylglycerophosphoethanolamine O-acyltransferase

  Catalysed by HADHA, ACAA2, HADHB, LPCAT4 and 3 moremitochondrial matrix, cytosol

• O-hexadecanoyl-(R)-carnitineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. (R)-carnitine + hexadecanoyl-CoA = O-hexadecanoyl-(R)-carnitine + CoA

  Catalysed by HADHA, ACAA2, HADHB, SCD and 4 moremitochondrial matrix

• L-cysteineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. N-acetylglutamate synthase (N-acetyl-L-cysteine)

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

• all-trans-retinyl hexadecanoateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. all-trans-retinol + hexadecanoyl-CoA = all-trans-retinyl hexadecanoate + CoA

  Catalysed by HADHA, ACAA2, HADHB, SCD and 6 moremitochondrial matrix

• (7Z,10Z,13Z)-hexadecatrienoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. Fatty Acid Beta Oxidation (C18:3->C16:3), Mitochondrial

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

• a 1,2-diacyl-sn-glycerolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. acyl-CoA pool formation and breakdown
  3. a 2-acylglycerol + an acyl-CoA = a 1,2-diacyl-sn-glycerol + CoA

  Catalysed by HADHA, ACAA2, HADHB, MOGAT2 and 2 moremitochondrial matrix, cytosol

• a triacylglycerolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. acyl-CoA pool formation and breakdown
  3. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase

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

• CHEBI:17927Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. N1,N8-diacetylspermidine to N1-acetylspermidine conversion

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

• O-octanoyl-(R)-carnitineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Beta Oxidation Fatty Acid
  3. Octanoyl-CoA:L-carnitine O-octanoyltransferase

  Catalysed by HADHA, ACAA2, HADHB, ACADM and 2 moremitochondrial matrixOne of 4 routes

• 1-octanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Beta Oxidation Fatty Acid
  3. 2-(9Z-octadecenoyl)-glycerol + octanoyl-CoA = 1-octanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by HADHA, ACAA2, HADHB, ACADM and 3 moremitochondrial matrix

• (5Z)-dodecenoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-7-enoyl-CoA)

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 4 moremitochondrial matrix, cytosolOne of 2 routes

• (11Z)-docosenoyl-CoA(4-)Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (cis-cetoleic acid)

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 12 moremitochondrial matrix, cytosolOne of 6 routes

• a 2-hexadecanoyl-6-alpha-D-glucosaminy-1-(1,2-diacyl-sn-glycero-3-phospho)-1D-myo-inositolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. a 6-(alpha-D-glucosaminyl)-1-(1,2-diacyl-sn-glycero-3-phospho)-1D-myo-inositol + hexadecanoyl-CoA = a 2-hexadecanoyl-6-alpha-D-glucosaminy-1-(1,2-diacyl-sn-glycero-3-phospho)-1D-myo-inositol + CoA

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

• (4Z,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial

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

• (7Z,10Z)-hexadecadienoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial

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

• (4Z,7Z)-decadienoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial

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

• (5Z)-octenoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. Fatty Acid Beta Oxidation (C10:2->C8:1), Mitochondrial

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

• octanoateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Beta Oxidation Fatty Acid
  3. Octanoyl-CoA hydrolase

  Catalysed by HADHA, ACAA2, HADHB, ACADM and 2 moremitochondrial matrix, cytosolOne of 2 routes

• CHEBI:27540Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. medium-chain acyl-CoA ligase (hexanoic acid)

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 10 moremitochondrial matrix, cytosolOne of 7 routes

• elaidic acidReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (elaidate)

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 12 moremitochondrial matrix, cytosolOne of 6 routes

• CHEBI:28701Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 7 moremitochondrial matrix, cytosol, peroxisomeOne of 7 routes

• an N-acylsphinganineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. acyl-CoA pool formation and breakdown
  3. sphingosine N-acyltransferase (sphinganine)

  Catalysed by HADHA, ACAA2, HADHB, CERS1 and 5 moremitochondrial matrix, cytosol

• fatty acidReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. (10Z)-heptadecenoic acid formation

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

• cholesteryl hexadecanoateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. cholesterol + hexadecanoyl-CoA = cholesteryl hexadecanoate + CoA

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

• a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:1-alkyl-sn-glycero-3-phosphocholine O-acyltransferase

  Catalysed by HADHA, ACAA2, HADHB, LPCAT4 and 3 moremitochondrial matrix, cytosol

• a 1,3-diacylglycerolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. acyl-CoA pool formation and breakdown
  3. a 1-acylglycerol + an acyl-CoA = a 1,3-diacylglycerol + CoA

  Catalysed by HADHA, ACAA2, HADHB, MOGAT2 and 1 moremitochondrial matrix, cytosol

• a 1,2-diacylglycerolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. acyl-CoA pool formation and breakdown
  3. a 2-acylglycerol + an acyl-CoA = a 1,2-diacylglycerol + CoA

  Catalysed by HADHA, ACAA2, HADHB, MOGAT2 and 4 moremitochondrial matrix, cytosolOne of 2 routes

• taurineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 4 moremitochondrial matrix, cytosolOne of 2 routes

• a 1,2-diacyl-sn-glycero-3-phospho-L-serineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. acyl-CoA pool formation and breakdown
  3. a 1-acyl-sn-glycero-3-phospho-L-serine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-L-serine + CoA

  Catalysed by HADHA, ACAA2, HADHB, LPCAT4 and 2 moremitochondrial matrix, cytosol

• glycineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. glycine N-acyltransferase (N-arachidonoylglycine)

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 7 moremitochondrial matrix, cytosolOne of 10 routes

• (R)-methylmalonyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 5 moremitochondrial matrix, cytosolOne of 2 routes

• (S)-methylmalonyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. (S)-methylmalonyl-CoA hydrolase

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

• 3'-dephospho-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. acid phosphatase 2, lysosomal (CoA)

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 5 moremitochondrial matrix, cytosol, lysosomeOne of 2 routes

• (2E)-dodecenoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. (2E)-dodecenoyl-CoA formation

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 4 moremitochondrial matrix, cytosolOne of 3 routes

• 4,8,12-trimethyltridecanoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. propanoyl-CoA C-acyltransferase (3-ketopristanoyl-CoA)

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 6 moremitochondrial matrix, cytosol, peroxisomeOne of 2 routes

• (6Z,9Z,12Z)-octadecatrienoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (gamma-linolenate)

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 12 moremitochondrial matrix, cytosolOne of 8 routes

• butanoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. Butanoate:CoA ligase (AMP-forming)

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 10 moremitochondrial matrix, cytosolOne of 9 routes

• dodecanoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (lauric acid)

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 12 moremitochondrial matrix, cytosolOne of 10 routes

• glutaryl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxo-11-cis-octadecenoyl-CoA)
  2. Palmitoleoyl-CoA hydrolase
  3. Production of Glutaryl Carnitine

  Catalysed by HADHA, ACAA2, HADHB, ACOT7 and 7 moremitochondrial matrix, cytosolOne of 2 routes