3-oxoeicosanoyl-CoA

Three steps

• (5Z)-dodecenoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-7-enoyl-CoA)

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

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

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 11 moreperoxisome, cytosolOne of 6 routes

• (7Z)-tetradecenoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase ((7Z)-tetradecenoic acid)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 11 moreperoxisome, cytosolOne of 9 routes

• 3-oxo-(9Z)-eicosenoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. stearoyl-CoA 9-desaturase (stearoyl-CoA)
  3. very-long-chain 3-oxoacyl-CoA synthase ((7Z)-octadecenoyl-CoA)

  Catalysed by ACAA1, MYO5B, SCD, SCD5 and 7 moreperoxisome, cytosol

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

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

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

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

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

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

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

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

• CHEBI:27540Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. medium-chain acyl-CoA ligase (hexanoic acid)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 9 moreperoxisome, cytosolOne of 6 routes

• CHEBI:28701Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 4 moreperoxisome, cytosolOne of 7 routes

• (9Z)-octadecenoateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. stearoyl-CoA desaturase (N-C18:0CoA -> N-C18:1CoA)
  3. Oleoyl-CoA hydrolase

  Catalysed by ACAA1, MYO5B, SCD, ACOT7 and 4 moreperoxisome, cytosolOne of 3 routes

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

  Catalysed by ACAA1, MYO5B, CERS1, CERS6 and 4 moreperoxisome, cytosol

• (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
  3. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-octadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

  Catalysed by ACAA1, MYO5B, LPGAT1, PLA2G10 and 2 moreperoxisome

• 1-O-hexadecyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholineReach 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-hexadecyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-O-hexadecyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine + CoA

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

• fatty acidReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 3 moreperoxisome, cytosolOne of 8 routes

• cholesteryl hexadecanoateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Beta Oxidation of Long Chain Fatty Acid
  3. Acyl-CoA:cholesterol O-acyltransferase

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

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

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

• cholesteryl (9Z-octadecenoate)Reach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. stearoyl-CoA desaturase (N-C18:0CoA -> N-C18:1CoA)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by ACAA1, MYO5B, SCD, SOAT2 and 1 moreperoxisome, cytosol, endoplasmic reticulumOne of 2 routes

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

  Catalysed by ACAA1, MYO5B, MOGAT2, MOGAT1peroxisome, cytosol

• a 1,2-diacylglycerolReach 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-diacylglycerol + CoA

  Catalysed by ACAA1, MYO5B, MOGAT2, MOGAT3 and 3 moreperoxisome, cytosolOne of 2 routes

• taurineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

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

• 1,2-di-(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-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by ACAA1, MYO5B, SCD, SCD5 and 6 moreperoxisomeOne of 2 routes

• 1,2-di-(9Z-octadecenoyl)-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. 2-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycerol + CoA

  Catalysed by ACAA1, MYO5B, SCD, SCD5 and 3 moreperoxisome

• 1,2,3-tri-(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. 1,2-di-(9Z-octadecenoyl)-sn-glycerol + (9Z)-octadecenoyl-CoA = 1,2,3-tri-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by ACAA1, MYO5B, SCD, SCD5 and 8 moreperoxisomeOne of 3 routes

• a 1,2-diacyl-sn-glycero-3-phospho-L-serineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-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 ACAA1, MYO5B, LPCAT4, LPCAT3 and 1 moreperoxisome, cytosol

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

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 6 moreperoxisome, cytosol, mitochondrial matrixOne of 10 routes

• (R)-methylmalonyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 4 moreperoxisome, cytosol, mitochondrial matrixOne of 2 routes

• (S)-methylmalonyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. (S)-methylmalonyl-CoA hydrolase

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

• 3'-dephospho-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. acid phosphatase 2, lysosomal (CoA)

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

• (2E)-dodecenoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. (2E)-dodecenoyl-CoA formation

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

• 4,8,12-trimethyltridecanoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. propanoyl-CoA C-acyltransferase (3-ketopristanoyl-CoA)

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

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

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 11 moreperoxisome, cytosolOne of 8 routes

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

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 9 moreperoxisome, cytosolOne of 9 routes

• dodecanoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (lauric acid)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 11 moreperoxisome, cytosolOne of 10 routes

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

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 6 moreperoxisome, cytosolOne of 2 routes

• eicosanoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (eicosanoate)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 11 moreperoxisome, cytosolOne of 13 routes

• itaconyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. Itaconate:CoA ligase (GDP-forming)

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

• (9Z,12Z)-octadecadienoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. stearoyl-CoA desaturase (N-C18:0CoA -> N-C18:1CoA)
  3. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)

  Catalysed by ACAA1, MYO5B, SCD, FADS2peroxisome, cytosolOne of 18 routes

• tetradecanoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (myristic acid)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 11 moreperoxisome, cytosolOne of 14 routes

• octanoyl-CoAReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. stearoyl-CoA desaturase (N-C18:0CoA -> N-C18:1CoA)
  3. Beta Oxidation Fatty Acid

  Catalysed by ACAA1, MYO5B, SCD, ACADM and 1 moreperoxisome, cytosol, mitochondrial matrixOne of 24 routes

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

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 3 moreperoxisome, cytosolOne of 5 routes

• 1-hexadecanoyl-sn-glycero-3-phosphateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Beta Oxidation of Long Chain Fatty Acid
  3. glycerol-3-phosphate 1-O-acyltransferase (palmitoyl-CoA)

  Catalysed by ACAA1, MYO5B, HSD17B4, EHHADH and 5 moreperoxisome, cytosol

• a 1-acylglycerone 3-phosphateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. acyl-CoA pool formation and breakdown
  3. dihydroxyacetone phosphate + an acyl-CoA = a 1-acylglycerone 3-phosphate + CoA

  Catalysed by ACAA1, MYO5B, GNPATperoxisome, cytosol

• (R)-2-hydroxyoctadecanoateReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. octadecanoate + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (R)-2-hydroxyoctadecanoate + 2 Fe(III)-[cytochrome b5] + H2O

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

• ethanolamineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. 2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + octadecanoyl-CoA = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
  3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + L-serine = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + ethanolamine

  Catalysed by ACAA1, MYO5B, LPGAT1, PTDSS2peroxisome

• a 1,2-diacyl-sn-glycero-3-phosphocholineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  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 ACAA1, MYO5B, LPGAT1peroxisome, cytosolOne of 2 routes

• an N-acylglycineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. acyl-CoA pool formation and breakdown
  3. an acyl-CoA + glycine = an N-acylglycine + CoA + H(+)

  Catalysed by ACAA1, MYO5B, GLYATL3, GLYAT and 1 moreperoxisome, cytosol

• sphing-4-enineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 7 moreperoxisome, cytosol, Golgi apparatusOne of 3 routes

• sphinganineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. sphinganine + octadecanoyl-CoA = N-(octadecanoyl)-sphinganine + CoA + H(+)
  3. N-(octadecanoyl)-sphinganine + H2O = sphinganine + octadecanoate

  Catalysed by ACAA1, MYO5B, CERS1, CERS6 and 5 moreperoxisome

• spermidineReach from here →
  1. acetyl-CoA C-acyltransferase (3-oxoeicosanoyl-CoA)
  2. Stearoyl-CoA hydrolase
  3. diamine N-acetyltransferase (N1-acetylspermidine)

  Catalysed by ACAA1, MYO5B, ACOT7, BAAT and 5 moreperoxisome, cytosolOne of 3 routes