(8Z,11Z,14Z)-eicosatrienoyl-CoA

Three steps

• 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerolReach from here →
  1. fatty acyl-CoA desaturase (N-C20:3CoA -> N-C20:4CoA)
  2. glycerol-3-phosphate 1-O-acyltransferase (arachidonyl-CoA)
  3. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol + phosphate

  Catalysed by FADS1, GPAT3, GPAT2, GPAT4 and 2 morecytosol

• (24S)-hydroxycholesterolReach from here →
  1. Acyl-CoA:cholesterol O-acyltransferase
  2. Steryl-ester acylhydrolase
  3. Cytochrome P450, Family 46, Subfamily A, Polypeptide 1

  Catalysed by SOAT2, SOAT1, CEL, LIPA and 1 moreendoplasmic reticulum, lysosomeOne of 2 routes

• D-cysteineReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. D-cysteine(out) + L-alanine(in) = D-cysteine(in) + L-alanine(out)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• D-serineReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. D-serine(out) + L-alanine(in) = D-serine(in) + L-alanine(out)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 6 routes

• an acylcholineReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. Acetyl-CoA:choline O-acetyltransferase
  3. an acylcholine + H2O = a carboxylate + choline + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 3 morecytosol, nucleus

• 5-aminolevulinateReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. succinyl-CoA + glycine + H(+) = 5-aminolevulinate + CO2 + CoA

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 6 morecytosol, mitochondrial matrix

• a 1-acylglycerolReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 2-acylglycerol + an acyl-CoA = a 1,2-diacylglycerol + CoA
  3. a 1,2-diacylglycerol + H2O = a 1-acylglycerol + a fatty acid + H(+)

  Catalysed by MOGAT2, MOGAT3, LPGAT1, TMEM68 and 2 morecytosolOne of 2 routes

• a sterol esterReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
  3. a sterol + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sterol ester + a 1-acyl-sn-glycero-3-phosphocholine

  Catalysed by LPGAT1, LCATcytosol

• chenodeoxycholateReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. Propanoyl-CoA:acetyl-CoA C-acyltransferase
  3. chenodeoxycholoyl-CoA hydrolase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosol, peroxisomeOne of 3 routes

• glycochenodeoxycholateReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. chenodeoxycholoyl-CoA + glycine = glycochenodeoxycholate + CoA + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosol, mitochondrial matrix

• taurocholateReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. propanoyl-CoA C-acyltransferase
  3. Choloyl-CoA:glycine N-choloyltransferase

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

• taurodeoxycholateReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 3 morecytosolOne of 4 routes

• glycochenodeoxycholic acidReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. Propanoyl-CoA:acetyl-CoA C-acyltransferase
  3. bile acid-CoA: amino acid N-acyltransferase

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

• cholesteryl hexadecanoateReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. Palmitate:CoA ligase (AMP-forming)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 11 morecytosol, endoplasmic reticulumOne of 6 routes

• glyoxylateReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. glycine + 2-oxoglutarate = glyoxylate + L-glutamate

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrixOne of 11 routes

• CHEBI:36882Reach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. Itaconate:CoA ligase (GDP-forming)
  3. (3S)-citramalyl-CoA hydro-lyase (itaconyl-CoA-forming)

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

• 3-hydroxyisovaleric acidReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)
  3. Formation of 3-Hydroxy-Isovalerate

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

• 3,7,11,15-tetramethylhexadecanoateReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. phytanate-CoA ligase
  3. peroxisomal acyl-CoA thioesterase

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

• sphingosine 1-phosphateReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. ATP:sphingosine 1-phosphotransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 8 morecytosol, Golgi apparatusOne of 2 routes

• glycolithocholic acidReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. bile acid-CoA:amino acid N-acyltransferase (glycine)

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

• L-2-amino-3-oxobutanoic acidReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. Acetyl-CoA:glycine C-acetyltransferase

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

• cholesteryl (9Z,12Z)-octadecadienoateReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 11 morecytosol, endoplasmic reticulumOne of 7 routes

• 25-hydroxycholesterolReach from here →
  1. Acyl-CoA:cholesterol O-acyltransferase
  2. Steryl-ester acylhydrolase
  3. cholesterol 25-hydroxylase (cholesterol)

  Catalysed by SOAT2, SOAT1, CEL, LIPA and 1 moreendoplasmic reticulum, lysosome

• (3S)-3-hydroxy-3-methylglutaryl-CoAReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. Production of Glutaryl Carnitine
  3. 3-hydroxy-3-methylglutarate + glutaryl-CoA = (3S)-3-hydroxy-3-methylglutaryl-CoA + glutarate

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

• phosphoenolpyruvic acidReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. ATP citrate lyase (citrate)
  3. GTP:oxaloacetate carboxy-lyase (adding GTP

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

• 13-cis-retinolReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. 11-cis-retinol = 13-cis-retinol

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 7 morecytosol

• spermineReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. S-adenosyl 3-(methylsulfanyl)propylamine + spermidine = spermine + S-methyl-5'-thioadenosine + H(+)

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

• cholesteryl (9Z-octadecenoate)Reach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 6 morecytosol, endoplasmic reticulumOne of 6 routes

• L-ornithineReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. taurine + L-arginine = taurocyamine + L-ornithine

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosolOne of 15 routes

• N-(acetyl)-sphing-4-enineReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + sphing-4-enine = 1-O-hexadecyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 6 morecytosol, Golgi apparatusOne of 2 routes

• gamma-Glu-AlaReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. gamma-glutamyltransferase (alanine)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 7 morecytosol, mitochondrial matrix, extracellular space

• S(8)-aminomethyldihydrolipoamideReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. dihydrolipoyl dehydrogenase ([protein]-N6-(lipoyl)lysine)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 6 morecytosol, mitochondrial matrix

• 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerolReach from here →
  1. fatty acyl-CoA desaturase (N-C20:3CoA -> N-C20:4CoA)
  2. Arachidonyl-CoA hydrolase
  3. fatty acid amide hydrolase (2-arachidonoylglycerol)

  Catalysed by FADS1, ACOT7, BAAT, THEM4 and 3 morecytosol

• an N-acylsphing-4-enineReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 11 morecytosol, Golgi apparatusOne of 7 routes

• N-tetracosanoylsphinganineReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (lignocerate)
  3. tetracosanoyl-CoA + sphinganine = N-tetracosanoylsphinganine + CoA + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 12 morecytosol

• N-hexacosanoylsphinganineReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (cerotic acid)
  3. hexacosanoyl-CoA + sphinganine = N-hexacosanoylsphinganine + CoA + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 12 morecytosol

• a 6-(N-acetyl-alpha-D-glucosaminyl)-1-(1,2-diacyl-sn-glycero-3-phospho)-1D-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 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + UDP-N-acetyl-alpha-D-glucosamine = a 6-(N-acetyl-alpha-D-glucosaminyl)-1-(1,2-diacyl-sn-glycero-3-phospho)-1D-myo-inositol + UDP + H(+)

  Catalysed by LCLAT1, MBOAT7, PIGAcytosol

• succinyl-CoAReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)
  3. (R)-methylmalonyl-CoA = succinyl-CoA

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

• a (3S)-3-hydroxyacyl-CoAReach from here →
  1. acyl-CoA pool formation and breakdown
  2. an acyl-CoA + acetyl-CoA = a 3-oxoacyl-CoA + CoA
  3. a (3S)-3-hydroxyacyl-CoA + NAD(+) = a 3-oxoacyl-CoA + NADH + H(+)

  Catalysed by ACAA1, SCP2, ACAA2, HADHB and 3 morecytosol

• (2E)-butenoyl-CoAReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. Butanoate:CoA ligase (AMP-forming)
  3. butanoyl-CoA:electron-transfer flavoprotein 2,3-oxidoreductase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 9 morecytosol, mitochondrial matrixOne of 4 routes

• 3-methyl-(2E)-glutaconyl-CoAReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. glycine-N-acyltransferase (3-methylcrotonoylglycine)
  3. 3-Methylcrotonoyl-CoA:carbon-dioxide ligase (ADP-forming)

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

• 3-oxohexadecanoyl-CoAReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + malonyl-CoA + H(+) = 3-oxohexadecanoyl-CoA + CO2 + CoA

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

• (2E)-glutaconyl-CoAReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. Production of Glutaryl Carnitine
  3. glutaryl-CoA + O2 = (2E)-glutaconyl-CoA + H2O2

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

• acryloyl-CoAReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. Propanoate:CoA ligase (AMP-forming)
  3. medium-chain acyl-CoA dehydrogenase (propanoyl-CoA)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 6 morecytosol, mitochondrial matrix

• hexadecanoyl-CoAReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. Carnitine O-Palmitoyltransferase
  3. (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosolOne of 2 routes

• (9Z)-octadecenoyl-CoAReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O

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

• propanoyl-CoAReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. (S)-methylmalonyl-CoA hydrolase
  3. (S)-methylmalonyl-CoA + H(+) = propanoyl-CoA + CO2

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

• prostaglandin H2Reach from here →
  1. fatty acyl-CoA desaturase (N-C20:3CoA -> N-C20:4CoA)
  2. Arachidonyl-CoA hydrolase
  3. prostaglandin-endoperoxide synthase (arachidonate)

  Catalysed by FADS1, ACOT7, BAAT, THEM4 and 4 morecytosolOne of 3 routes

• D-alanineReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. D-alanine(out) + L-alanine(in) = D-alanine(in) + L-alanine(out)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• sarcosineReach from here →
  1. Dihomo-gamma-linolenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. sarcosine + O2 + H2O = formaldehyde + glycine + H2O2

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