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

Three steps

• an N-acylsphinganineReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. acyl-CoA pool formation and breakdown
  3. sphingosine N-acyltransferase (sphinganine)

  Catalysed by HADHB, CERS1, CERS6, CERS3 and 3 morecytosol

• a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:1-alkyl-sn-glycero-3-phosphocholine O-acyltransferase

  Catalysed by HADHB, LPCAT4, LPCAT3, LPCAT2 and 1 morecytosol

• a 1,3-diacylglycerolReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. acyl-CoA pool formation and breakdown
  3. a 1-acylglycerol + an acyl-CoA = a 1,3-diacylglycerol + CoA

  Catalysed by HADHB, MOGAT2, MOGAT1cytosol

• a 1,2-diacylglycerolReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. acyl-CoA pool formation and breakdown
  3. a 2-acylglycerol + an acyl-CoA = a 1,2-diacylglycerol + CoA

  Catalysed by HADHB, MOGAT2, MOGAT3, LPGAT1 and 2 morecytosolOne of 2 routes

• taurineReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 2 morecytosolOne of 2 routes

• a 1,2-diacyl-sn-glycero-3-phospho-L-serineReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-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 HADHB, LPCAT4, LPCAT3, MBOAT1cytosol

• glycineReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. glycine N-acyltransferase (N-arachidonoylglycine)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 5 morecytosol, mitochondrial matrixOne of 10 routes

• (R)-methylmalonyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 3 morecytosol, mitochondrial matrixOne of 2 routes

• (S)-methylmalonyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. (S)-methylmalonyl-CoA hydrolase

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 2 morecytosol, mitochondrial matrix

• 3'-dephospho-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. acid phosphatase 2, lysosomal (CoA)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 3 morecytosol, lysosomeOne of 2 routes

• (2E)-dodecenoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. (2E)-dodecenoyl-CoA formation

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 2 morecytosol, mitochondrial matrixOne of 3 routes

• 4,8,12-trimethyltridecanoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. propanoyl-CoA C-acyltransferase (3-ketopristanoyl-CoA)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 4 morecytosol, peroxisomeOne of 2 routes

• (6Z,9Z,12Z)-octadecatrienoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (gamma-linolenate)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 8 routes

• butanoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. Butanoate:CoA ligase (AMP-forming)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 8 morecytosolOne of 9 routes

• dodecanoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (lauric acid)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 10 routes

• glutaryl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. Production of Glutaryl Carnitine

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 5 morecytosolOne of 2 routes

• eicosanoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (eicosanoate)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 13 routes

• itaconyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. Itaconate:CoA ligase (GDP-forming)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 5 morecytosol, mitochondrial matrixOne of 2 routes

• (9Z,12Z)-octadecadienoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 14 routes

• tetradecanoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (myristic acid)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 12 routes

• octanoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. Octanoyl-CoA:L-carnitine O-octanoyltransferase

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 3 morecytosol, mitochondrial matrixOne of 20 routes

• phytanoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. phytanate-CoA ligase

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 2 morecytosolOne of 5 routes

• octadecanoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (stearate)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 9 morecytosolOne of 16 routes

• a 1-acylglycerone 3-phosphateReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. acyl-CoA pool formation and breakdown
  3. dihydroxyacetone phosphate + an acyl-CoA = a 1-acylglycerone 3-phosphate + CoA

  Catalysed by HADHB, GNPATcytosol

• a 1,2-diacyl-sn-glycero-3-phosphocholineReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-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 HADHB, LPGAT1cytosolOne of 2 routes

• an N-acylglycineReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. acyl-CoA pool formation and breakdown
  3. an acyl-CoA + glycine = an N-acylglycine + CoA + H(+)

  Catalysed by HADHB, GLYATL3, GLYAT, GLYATL2cytosol

• sphing-4-enineReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 6 morecytosol, Golgi apparatusOne of 2 routes

• spermidineReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. diamine N-acetyltransferase (N1-acetylspermidine)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 4 morecytosolOne of 3 routes

• L-methionineReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. N-acetylglutamate synthase (N-acetylmethionine)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 3 morecytosol, mitochondrial matrix

• a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  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 HADHB, LCLAT1, MBOAT7cytosol

• a 1-acyl-sn-glycero-3-phosphateReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  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 HADHB, GPAT3, GPAT2, GPAT4 and 1 morecytosol

• L-alanineReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. amino-acid N-acetyltransferase (N-acetyl-L-alanine)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 2 morecytosol, mitochondrial matrix

• L-asparagineReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. N-acetylglutamate synthase (N-acetyl-L-asparagine)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 3 morecytosol, mitochondrial matrix

• L,L-cystathionineReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. N-acetylglutamate synthase (N-acetyl-L-cystathionine)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 3 morecytosol, mitochondrial matrix

• (3Z)-dodecenoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-5-enoyl-CoA)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 4 morecytosol, mitochondrial matrixOne of 3 routes

• a 1,2-diacyl-sn-glycero-3-phosphateReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  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 HADHB, AGPAT2, GPAT3, GPAT2 and 10 morecytosol

• (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoate:CoA ligase (AMP-forming)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 4 morecytosol, endoplasmic reticulumOne of 3 routes

• deoxycholoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 4 morecytosolOne of 4 routes

• decanoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. medium-chain acyl-CoA ligase (decanoic acid)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 8 morecytosolOne of 7 routes

• (2E)-hexadecenoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. Carnitine O-Palmitoyltransferase

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 5 morecytosolOne of 4 routes

• (9Z)-hexadecenoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (palmitolate)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 12 routes

• a cardiolipinReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  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 HADHB, HADHAcytosol

• 3-hydroxyisovaleryl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 4 morecytosol

• an all-trans-retinyl esterReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. acyl-CoA pool formation and breakdown
  3. all-trans-retinol + an acyl-CoA = an all-trans-retinyl ester + CoA

  Catalysed by HADHB, DGAT1, PNPLA4, AWAT2 and 1 morecytosol

• CHEBI:63544Reach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (adrenic acid)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 8 routes

• a 1,2-diacyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  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 HADHB, LPCAT4, LPCAT3, MBOAT1 and 1 morecytosol

• a triacyl-sn-glycerolReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. acyl-CoA pool formation and breakdown
  3. an acyl-CoA + a 1,2-diacyl-sn-glycerol = a triacyl-sn-glycerol + CoA

  Catalysed by HADHB, DGAT1, MOGAT2, AWAT2 and 3 morecytosol

• a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  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 HADHB, LCLAT1, LPCAT1, GPAMcytosol

• hexacosanoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (cerotic acid)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 6 routes

• tetracosanoyl-CoAReach from here →
  1. 3-oxo-(9Z)-eicosenoyl-CoA + CoA = (7Z)-octadecenoyl-CoA + acetyl-CoA
  2. (7Z)-octadecenoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (lignocerate)

  Catalysed by HADHB, ACOT7, BAAT, THEM4 and 10 morecytosolOne of 11 routes