(6Z,9Z,12Z)-octadecatrienoyl-CoA

Three steps

• 1-(10Z-heptadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. fatty-acyl-CoA elongation (N-C18:3CoA)
  2. (8Z,11Z,14Z)-eicosatrienoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-(10Z-heptadecenoyl)-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-(10Z-heptadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by ELOVL4, ELOVL6, ELOVL2, ELOVL5 and 2 morecytosol

• 1-(10Z-heptadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. 1-(10Z-heptadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z,12Z)-octadecadienoyl-CoA = 1-(10Z-heptadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 10 morecytosol

• N-(9Z,12Z-octadecadienoyl)-glycineReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. (9Z,12Z)-octadecadienoyl-CoA + glycine = N-(9Z,12Z-octadecadienoyl)-glycine + CoA + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 10 morecytosolOne of 2 routes

• cholesteryl (7Z)-octadecenoateReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. carnitine O-palmitoyltransferase ((7Z)-octadecenoyl-CoA)
  3. (7Z)-octadecenoyl-CoA + cholesterol = cholesteryl (7Z)-octadecenoate + CoA

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol

• acetylcholineReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. Acetyl-CoA:choline O-acetyltransferase
  3. Acetyl-CoA:choline O-acetyltransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol, nucleusOne of 3 routes

• pyruvateReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol, mitochondrial matrixOne of 20 routes

• CHEBI:15467Reach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. Acetoacetate:CoA ligase (AMP-forming)
  3. 3-hydroxy-3-methylglutaryl-CoA synthase (acetoacetyl-CoA)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 3 morecytosolOne of 3 routes

• CHEBI:15570Reach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of D-alanine and glycine (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 6 morecytosol, mitochondrial matrix, extracellular spaceOne of 3 routes

• (S)-malateReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. ATP citrate lyase (citrate)
  3. transport of malate and OAA (cytosol to mitochondria)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol, mitochondrial matrixOne of 5 routes

• L-leucineReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and leucine (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 21 routes

• CHEBI:15611Reach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. S-Adenosyl-L-methionine:glycine N-methyltransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrix

• S-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-4'-phosphopantetheineReach from here →
  1. fatty-acyl-CoA elongation (N-C18:3CoA)
  2. (8Z,11Z,14Z)-eicosatrienoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + H2O = S-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by ELOVL4, ELOVL6, ELOVL2, ELOVL5 and 2 morecytosol

• CHEBI:15699Reach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and homoserine (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 17 routes

• betaine aldehydeReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. Acetyl-CoA:choline O-acetyltransferase
  3. choline dehydrogenase (choline)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 3 morecytosol, nucleusOne of 3 routes

• trimethylenediamineReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. deoxyhypusine synthase (1,3-diaminopropane)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosolOne of 2 routes

• hexadecanoic acidReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. Carnitine O-Palmitoyltransferase
  3. Utilized Transport

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosol, endoplasmic reticulumOne of 4 routes

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

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1 and 18 morecytosol

• CHEBI:15971Reach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and histidine (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 11 routes

• 11-cis-retinalReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. 11-cis-retinol:NAD+ oxidoreductase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 13 morecytosolOne of 4 routes

• cholesterolReach from here →
  1. acyl-CoA pool formation and breakdown
  2. an acyl-CoA + cholesterol = a cholesterol ester + CoA
  3. a cholesterol ester + H2O = cholesterol + a fatty acid + H(+)

  Catalysed by SOAT2, SOAT1, CES1, LIPN and 2 morecytosol

• hexadecan-1-olReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. Palmitate:CoA ligase (AMP-forming)
  3. formate dehydrogenase (palmitoyl-CoA)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 11 morecytosol, peroxisome

• 11-cis-retinyl hexadecanoateReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. Palmitate:CoA ligase (AMP-forming)
  3. Palmitoyl-CoA:retinol O-acyltransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 14 morecytosolOne of 3 routes

• L-cystineReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Transport of L-Cystine (L-Alanine antiport) by B0, +At Transporter

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 3 morecytosol, mitochondrial matrix, extracellular spaceOne of 5 routes

• (R)-3-aminoisobutyric acidReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol, mitochondrial matrix

• (R)-carnitineReach from here →
  1. Beta Oxidation of Fatty Acid
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  3. O-octanoyl-(R)-carnitine(in) + (R)-carnitine(out) = O-octanoyl-(R)-carnitine(out) + (R)-carnitine(in)

  Catalysed by ACADM, ACADS, CROT, SLC25A20mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• L-citrullineReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of citrulline and glycine (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 7 morecytosol, mitochondrial matrix, extracellular spaceOne of 8 routes

• L-valineReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and valine (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 20 routes

• L-arginineReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of arginine and glycine (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 18 routes

• CHEBI:16523Reach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of D-serine and glycine (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 6 morecytosol, mitochondrial matrix, extracellular spaceOne of 2 routes

• protein polypeptide chainReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. PROTEIN_BS

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosol, mitochondrial matrixOne of 5 routes

• CHEBI:16566Reach from here →
  1. acyl-CoA pool formation and breakdown
  2. sphingosine N-acyltransferase (sphinganine)
  3. N-acylsphingosine amidohydrolase

  Catalysed by CERS1, CERS6, CERS3, CERS5 and 7 morecytosol

• CHEBI:16633Reach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. L-selenocysteine selenide-lyase (L-alanine-forming)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol, mitochondrial matrix

• Met-tRNA(Met)Reach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. L-Methionine:tRNAMet ligase (AMP-forming)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 3 morecytosol, mitochondrial matrix

• 4-methylsulfanyl-2-oxobutanoateReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 3 morecytosol, mitochondrial matrix

• 2-oxobutanoateReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. N-acetylglutamate synthase (N-acetyl-L-cystathionine)
  3. L-cystathionine cysteine-lyase (deaminating

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 3 morecytosol, mitochondrial matrixOne of 2 routes

• CHEBI:16856Reach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. transport of GSH and leukotriene E4 (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 34 morecytosol, extracellular spaceOne of 4 routes

• CHEBI:16857Reach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and threonine (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 7 morecytosol, mitochondrial matrix, extracellular spaceOne of 19 routes

• pantetheine 4'-phosphateReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. acid phosphatase 2, lysosomal (CoA)
  3. Dephospho-CoA nucleotidohydrolase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosol, lysosomeOne of 2 routes

• psychosineReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. UDP-alpha-D-galactose:sphingosine 1-beta-galactosyltransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, Golgi apparatus

• glyoxylic acidReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. glycine:oxygen oxidoreductase (deaminating)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrix, peroxisome

• taurolithocholateReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. bile acid-CoA:amino acid N-acyltransferase (lithocholate)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 1 morecytosolOne of 2 routes

• L-isoleucineReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and isoleucine (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 18 routes

• CHEBI:17203Reach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and proline (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 6 morecytosol, mitochondrial matrix, extracellular spaceOne of 15 routes

• S-(4,8-dimethylnonanoyl)-4'-phosphopantetheineReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal
  3. 4,8-dimethylnonanoyl-CoA + H2O = S-(4,8-dimethylnonanoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosol, peroxisome

• S-(9Z,12Z,15Z-octadecatrienoyl)-4'-phosphopantetheineReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (linolenate)
  3. (9Z,12Z,15Z)-octadecatrienoyl-CoA + H2O = S-(9Z,12Z,15Z-octadecatrienoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 10 morecytosol

• S-(9Z,12Z-octadecadienoyl)-4'-phosphopantetheineReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. (9Z,12Z)-octadecadienoyl-CoA + H2O = S-(9Z,12Z-octadecadienoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 10 morecytosol

• S-(9Z-hexadecenoyl)-4'-phosphopantetheineReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (palmitolate)
  3. (9Z)-hexadecenoyl-CoA + H2O = S-(9Z-hexadecenoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 10 morecytosol

• itaconateReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. Itaconate:CoA ligase (GDP-forming)
  3. Itaconate:CoA ligase (GDP-forming)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosol, mitochondrial matrixOne of 4 routes

• N-octadecanoyl-heptadecasphing-4-enineReach from here →
  1. Gamma-linolenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. heptadecasphing-4-enine + octadecanoyl-CoA = N-octadecanoyl-heptadecasphing-4-enine + CoA + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 9 morecytosol

• myo-inositolReach from here →
  1. acyl-CoA pool formation and breakdown
  2. 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
  3. a CDP-1,2-diacyl-sn-glycerol + myo-inositol = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + CMP + H(+)

  Catalysed by LCLAT1, MBOAT7, CDIPTcytosol