3-oxoeicosanoyl-CoA

Three steps

• cholesteryl (7Z)-octadecenoateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. stearoyl-CoA 9-desaturase (stearoyl-CoA)
  3. (7Z)-octadecenoyl-CoA + cholesterol = cholesteryl (7Z)-octadecenoate + CoA

  Catalysed by ACAA1, MYO5B, SCD, SCD5 and 1 moreperoxisome, cytosol

• CHEBI:15345Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. Acetoacetate:CoA ligase (AMP-forming)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 4 moreperoxisome, cytosolOne of 2 routes

• cholineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. Acetyl-CoA:choline O-acetyltransferase

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 4 moreperoxisome, cytosol, nucleus

• CHEBI:15380Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. 5-aminolevulinate synthase (2-amino-3-oxoadipate)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 5 moreperoxisome, cytosol, mitochondrial matrixOne of 8 routes

• CHEBI:15477Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. glycine N-acyltransferase (2-methylbutyryl-CoA)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 6 moreperoxisome, cytosol, mitochondrial matrixOne of 2 routes

• 2-methylcrotonoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. Production of Tiglylcarnitine

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 5 moreperoxisome, cytosolOne of 2 routes

• isobutyryl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. acetyl-CoA C-acyltransferase (3-oxo-4-methyl-pentanoyl-CoA)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 6 moreperoxisome, cytosol, mitochondrial matrixOne of 3 routes

• 3-methylbut-2-enoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. glycine-N-acyltransferase (3-methylcrotonoylglycine)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 4 moreperoxisome, cytosol, mitochondrial matrix

• isovaleryl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. glycine N-acyltransferase (isovalerylglycine)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 6 moreperoxisome, cytosol, mitochondrial matrixOne of 3 routes

• arachidonoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. Arachidonate:CoA ligase (AMP-forming)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 11 moreperoxisome, cytosolOne of 12 routes

• CHEBI:15519Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. propanoyl-CoA C-acyltransferase

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 4 moreperoxisome, cytosolOne of 2 routes

• phenylacetyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. Phenylacetate:CoA ligase

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 3 moreperoxisome, cytosolOne of 3 routes

• propionyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. Propanoate:CoA ligase (AMP-forming)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 6 moreperoxisome, cytosolOne of 43 routes

• 1-(10Z-heptadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-(10Z-heptadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1-(10Z-heptadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by ACAA1, MYO5B, SCD, SCD5 and 1 moreperoxisome

• CHEBI:15650Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. N-acetyl-LTE4 to leukotriene E4 conversion

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 35 moreperoxisome, cytosolOne of 2 routes

• S-(9Z-octadecenoyl)-4'-phosphopantetheineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. (9Z)-octadecenoyl-CoA + H2O = S-(9Z-octadecenoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by ACAA1, MYO5B, SCD, SCD5 and 1 moreperoxisome

• CHEBI:15727Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. N-alpha-acetyltransferase 10, NatA catalytic subunit (acetylcarnosine)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 4 moreperoxisome, cytosol

• CHEBI:15746Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. diamine N-acetyltransferase (N1-acetylspermine)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 5 moreperoxisome, cytosolOne of 2 routes

• hexadecanoic acidReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Beta Oxidation of Long Chain Fatty Acid
  3. Palmitoyl-CoA hydrolase

  Catalysed by ACAA1, MYO5B, HSD17B4, EHHADH and 6 moreperoxisome, cytosolOne of 2 routes

• 1-acylglycerone 3-phosphateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:glycerone-phosphate O-acyltransferase

  Catalysed by ACAA1, MYO5B, GNPATperoxisome, cytosol

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

  Catalysed by ACAA1, MYO5B, LPCAT4, LPCAT3 and 3 moreperoxisome, cytosol

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

  Catalysed by ACAA1, MYO5B, LPCAT4, LPCAT3 and 2 moreperoxisome, cytosol

• cholesterolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. sphing-4-enine + octadecanoyl-CoA = N-octadecanoylsphing-4-enine + CoA + H(+)
  3. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine

  Catalysed by ACAA1, MYO5B, CERS1, TLCD3B and 3 moreperoxisome

• hexadecan-1-olReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Beta Oxidation of Long Chain Fatty Acid
  3. formate dehydrogenase (palmitoyl-CoA)

  Catalysed by ACAA1, MYO5B, HSD17B4, EHHADH and 3 moreperoxisome

• 11-cis-retinyl hexadecanoateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Beta Oxidation of Long Chain Fatty Acid
  3. Palmitoyl-CoA:retinol O-acyltransferase

  Catalysed by ACAA1, MYO5B, HSD17B4, EHHADH and 6 moreperoxisome, cytosol

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

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 8 moreperoxisome, cytosol

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

  Catalysed by ACAA1, MYO5B, AGPAT2, LCLAT1 and 7 moreperoxisome, cytosol, mitochondrial matrixOne of 7 routes

• (R)-carnitineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. (R)-carnitine + octadecanoyl-CoA = O-octadecanoyl-(R)-carnitine + CoA
  3. (R)-carnitine + octadecanoyl-CoA = O-octadecanoyl-(R)-carnitine + CoA

  Catalysed by ACAA1, MYO5B, CPT2peroxisome

• oxaloacetateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. ATP citrate lyase (citrate)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 4 moreperoxisome, cytosol

• 1-acyl-sn-glycerol 3-phosphateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. glycerol-3-phosphate 1-O-acyltransferase (sn-glycerol-3-phosphate)
  3. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation

  Catalysed by ACAA1, MYO5B, GPAT3, GPAT2 and 2 moreperoxisome, cytosolOne of 9 routes

• a cholesterol esterReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Acyl-CoA:cholesterol O-acyltransferase
  3. cholesterol-ester plasma pool to cholesterol-ester-10,13,16,19-docosa conversion

  Catalysed by ACAA1, MYO5B, SOAT2, SOAT1peroxisome, endoplasmic reticulumOne of 4 routes

• octadecanalReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. octadecanal + NAD(+) + H2O = octadecanoate + NADH + 2 H(+)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 4 moreperoxisome, cytosol

• anilineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. Acetyl-CoA:arylamine N-acetyltransferase

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 5 moreperoxisome, cytosol

• CHEBI:17312Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. N1,N12-diacetylspermine to N1-acetylspermine conversion

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 3 moreperoxisome, cytosolOne of 2 routes

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

  Catalysed by ACAA1, MYO5B, LPCAT4, LPCAT3 and 2 moreperoxisome, cytosol

• O-hexadecanoyl-(R)-carnitineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Beta Oxidation of Long Chain Fatty Acid
  3. palmitoyl-CoA:L-carnitine O-palmitoyltransferase

  Catalysed by ACAA1, MYO5B, HSD17B4, EHHADH and 3 moreperoxisomeOne of 4 routes

• L-cysteineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. N-acetylglutamate synthase (N-acetyl-L-cysteine)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 4 moreperoxisome, cytosol, mitochondrial matrix

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

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 6 moreperoxisome, cytosol, mitochondrial matrix

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

  Catalysed by ACAA1, MYO5B, MOGAT2, AWAT2 and 1 moreperoxisome, cytosol

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

  Catalysed by ACAA1, MYO5B, DGAT1, MOGAT2 and 3 moreperoxisome, cytosol

• CHEBI:17927Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. N1,N8-diacetylspermidine to N1-acetylspermidine conversion

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 3 moreperoxisome, cytosol

• 1-(9Z-octadecenoyl)-3-octadecanoyl-sn-glycerolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 3-octadecanoyl-sn-glycerol + (9Z)-octadecenoyl-CoA = 1-(9Z-octadecenoyl)-3-octadecanoyl-sn-glycerol + CoA

  Catalysed by ACAA1, MYO5B, SCD, SCD5 and 1 moreperoxisome

• 1-octanoyl-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-octanoylglycerol + (9Z)-octadecenoyl-CoA = 1-octanoyl-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by ACAA1, MYO5B, SCD, SCD5 and 1 moreperoxisome

• 1-dodecanoyl-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-dodecanoylglycerol + (9Z)-octadecenoyl-CoA = 1-dodecanoyl-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by ACAA1, MYO5B, SCD, SCD5 and 2 moreperoxisome

• 1-octadecanoyl-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-octadecanoylglycerol + (9Z)-octadecenoyl-CoA = 1-octadecanoyl-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by ACAA1, MYO5B, SCD, SCD5 and 2 moreperoxisome

• 1-(9Z,12Z,15Z-octadecatrienoyl)-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-(9Z,12Z,15Z-octadecatrienoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1-(9Z,12Z,15Z-octadecatrienoyl)-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by ACAA1, MYO5B, SCD, SCD5 and 2 moreperoxisome

• 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by ACAA1, MYO5B, SCD, SCD5 and 1 moreperoxisome

• 1-tetradecanoyl-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-tetradecanoylglycerol + (9Z)-octadecenoyl-CoA = 1-tetradecanoyl-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by ACAA1, MYO5B, SCD, SCD5 and 1 moreperoxisome

• 1-O-(9Z-octadecyl)-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-O-(9Z-octadecenyl)-glycerol + (9Z)-octadecenoyl-CoA = 1-O-(9Z-octadecyl)-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by ACAA1, MYO5B, SCD, SCD5 and 6 moreperoxisome

• 1-decanoyl-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-decanoylglycerol + (9Z)-octadecenoyl-CoA = 1-decanoyl-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by ACAA1, MYO5B, SCD, SCD5 and 1 moreperoxisome