(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA

Three steps

• formaldehydeReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (18R)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoate + A + H2O
  3. N(6),N(6)-dimethyl-L-lysyl(4)-[histone H3] + 2 A + 2 H2O = L-lysyl(4)-[histone H3] + 2 formaldehyde + 2 AH2

  Catalysed by BAAT, ACOT6, ACOT1, PTGS2 and 2 morecytosolOne of 3 routes

• CHEBI:16856Reach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. transport of GSH and leukotriene E4 (cytosol to extracellular)

  Catalysed by BAAT, ACOT6, ACOT1, ZDHHC11B and 32 morecytosol, extracellular spaceOne of 4 routes

• CHEBI:16857Reach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and threonine (cytosol to extracellular)

  Catalysed by BAAT, ACOT6, ACOT1, GLYAT and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 19 routes

• pantetheine 4'-phosphateReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. acid phosphatase 2, lysosomal (CoA)
  3. Dephospho-CoA nucleotidohydrolase

  Catalysed by BAAT, ACOT6, ACOT1, ACP2 and 2 morecytosol, lysosomeOne of 2 routes

• psychosineReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. UDP-alpha-D-galactose:sphingosine 1-beta-galactosyltransferase

  Catalysed by BAAT, ACOT6, ACOT1, ASAH1 and 3 morecytosol, Golgi apparatus

• glyoxylic acidReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. glycine:oxygen oxidoreductase (deaminating)

  Catalysed by BAAT, ACOT6, ACOT1, GLYAT and 3 morecytosol, mitochondrial matrix, peroxisome

• taurolithocholateReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. bile acid-CoA:amino acid N-acyltransferase (lithocholate)

  Catalysed by BAAT, ACOT6, ACOT1cytosolOne of 2 routes

• L-isoleucineReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and isoleucine (cytosol to extracellular)

  Catalysed by BAAT, ACOT6, ACOT1, GLYAT and 3 morecytosol, mitochondrial matrix, extracellular spaceOne of 18 routes

• CHEBI:17203Reach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and proline (cytosol to extracellular)

  Catalysed by BAAT, ACOT6, ACOT1, GLYAT and 4 morecytosol, mitochondrial matrix, extracellular spaceOne of 15 routes

• S-(4,8-dimethylnonanoyl)-4'-phosphopantetheineReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-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 BAAT, ACOT6, ACOT1, CRAT and 2 morecytosol, peroxisome

• S-(9Z,12Z,15Z-octadecatrienoyl)-4'-phosphopantetheineReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-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 BAAT, ACOT6, ACOT1, SLC27A2 and 8 morecytosol

• S-(9Z,12Z-octadecadienoyl)-4'-phosphopantetheineReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-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 BAAT, ACOT6, ACOT1, SLC27A2 and 8 morecytosol

• S-(9Z-hexadecenoyl)-4'-phosphopantetheineReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-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 BAAT, ACOT6, ACOT1, SLC27A2 and 8 morecytosol

• itaconateReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. Itaconate:CoA ligase (GDP-forming)
  3. Itaconate:CoA ligase (GDP-forming)

  Catalysed by BAAT, ACOT6, ACOT1, SUCLG1 and 2 morecytosol, mitochondrial matrixOne of 4 routes

• N-octadecanoyl-heptadecasphing-4-enineReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-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 BAAT, ACOT6, ACOT1, SLC27A2 and 7 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

• all-trans-retinolReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. all-trans-Retinol 11-cis-trans-isomerase

  Catalysed by BAAT, ACOT6, ACOT1, DGAT1 and 4 morecytosolOne of 5 routes

• linoleic acidReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. Carnitine O-Palmitoyltransferase
  3. Utilized Transport

  Catalysed by BAAT, ACOT6, ACOT1, CPT1A and 2 morecytosol, endoplasmic reticulumOne of 15 routes

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

  Catalysed by MOGAT2, AWAT2, MOGAT1, DAGLB and 2 morecytosol

• a monoacylglycerolReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 2-acylglycerol + an acyl-CoA = a 1,2-diacyl-sn-glycerol + CoA
  3. 1,2-diacyl-sn-glycerol acylhydrolase

  Catalysed by MOGAT2, AWAT2, MOGAT1, LIPF and 14 morecytosol, extracellular spaceOne of 8 routes

• O-hexadecanoyl-(R)-carnitineReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. Carnitine O-Palmitoyltransferase
  3. palmitoyl-CoA:L-carnitine O-palmitoyltransferase

  Catalysed by BAAT, ACOT6, ACOT1, CPT1A and 3 morecytosol, peroxisomeOne of 14 routes

• AH2Reach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. uridine(34) in tRNA + 5,10-methylenetetrahydrofolate + taurine + GTP + A + H2O = 5-taurinomethyluridine(34) in tRNA + 7,8-dihydrofolate + GDP + AH2 + phosphate + H(+)

  Catalysed by BAAT, ACOT6, ACOT1, MTO1cytosolOne of 25 routes

• 7alpha-hydroxycholesterolReach from here →
  1. Acyl-CoA:cholesterol O-acyltransferase
  2. Steryl-ester acylhydrolase
  3. cytochrome P450 (cholesterol)

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

• 1-O-acyl-sn-glycero-3-phosphocholine(1+)Reach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. Lecithin Retinol Acyltransferase (11-Cis)

  Catalysed by BAAT, ACOT6, ACOT1, DGAT1 and 4 morecytosolOne of 11 routes

• S-methyl-5'-thioadenosineReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. S-adenosylmethioninamine:spermidine 3-aminopropyltransferase

  Catalysed by BAAT, ACOT6, ACOT1, SAT1 and 3 morecytosolOne of 2 routes

• 5-aminolevulinic acidReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. succinyl-CoA:glycine C-succinyltransferase (decarboxylating)

  Catalysed by BAAT, ACOT6, ACOT1, GLYAT and 5 morecytosol, mitochondrial matrixOne of 2 routes

• all-trans-retinyl hexadecanoateReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. all-trans-retinyl hexadecanoate + H2O = 11-cis-retinol + hexadecanoate + H(+)

  Catalysed by BAAT, ACOT6, ACOT1, DGAT1 and 5 morecytosol

• a sphingomyelinReach from here →
  1. acyl-CoA pool formation and breakdown
  2. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase
  3. ceramide:phosphatidylcholine cholinephosphotransferase

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1 and 2 morecytosol, Golgi apparatusOne of 5 routes

• Ala-tRNA(Ala)Reach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. L-Alanine:tRNA(Ala) ligase (AMP-forming)

  Catalysed by BAAT, ACOT6, ACOT1, AARS1cytosol, mitochondrial matrix

• desmosterolReach from here →
  1. Acyl-CoA:cholesterol O-acyltransferase
  2. Steryl-ester acylhydrolase
  3. 3-hydroxyacyl-CoA dehydrogenase (desmosterol)

  Catalysed by SOAT2, SOAT1, CEL, LIPAendoplasmic reticulum, lysosome, nucleus

• glycerolReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 2-acylglycerol + an acyl-CoA = a 1,2-diacylglycerol + CoA
  3. a 1-acylglycerol + a 1,2-diacylglycerol = a triacylglycerol + glycerol

  Catalysed by MOGAT2, MOGAT3, LPGAT1, TMEM68 and 4 morecytosolOne of 2 routes

• CHEBI:17769Reach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. spermidine:(acceptor) oxidoreductase

  Catalysed by BAAT, ACOT6, ACOT1, SAT1 and 1 morecytosol

• CHEBI:17895Reach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and tyrosine (cytosol to extracellular)

  Catalysed by BAAT, ACOT6, ACOT1, GLYAT and 3 morecytosol, mitochondrial matrix, extracellular spaceOne of 19 routes

• butanoateReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. Butanoate:CoA ligase (AMP-forming)
  3. butanoyl-CoA + H2O = butanoate + CoA + H(+)

  Catalysed by BAAT, ACOT6, ACOT1, ACSM4 and 11 morecytosol

• 4-methylpentanalReach from here →
  1. Acyl-CoA:cholesterol O-acyltransferase
  2. Steryl-ester acylhydrolase
  3. cytochrome P450 (cholesterol)

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

• CHEBI:18019Reach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and lysine (cytosol to extracellular)

  Catalysed by BAAT, ACOT6, ACOT1, GLYAT and 3 morecytosol, mitochondrial matrix, extracellular spaceOne of 10 routes

• a diacylglycerolReach from here →
  1. acyl-CoA pool formation and breakdown
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. a triacylglycerol + H2O = a diacylglycerol + a fatty acid + H(+)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 20 morecytosolOne of 2 routes

• L-glutamineReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glutamine and glycine (cytosol to extracellular)

  Catalysed by BAAT, ACOT6, ACOT1, GLYAT and 3 morecytosol, mitochondrial matrix, extracellular spaceOne of 30 routes

• spermine monoaldehydeReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. diamine N-acetyltransferase (N1-acetylspermine)
  3. primary-amine oxidase (spermine)

  Catalysed by BAAT, ACOT6, ACOT1, SAT1 and 4 morecytosolOne of 3 routes

• CHEBI:18095Reach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Transport of Hydroxy-Proline

  Catalysed by BAAT, ACOT6, ACOT1, SLC1A4cytosol, mitochondrial matrix, extracellular space

• O-octanoyl-(R)-carnitineReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. Carnitine O-Palmitoyltransferase
  3. solute carrier (L-carnitine)

  Catalysed by BAAT, ACOT6, ACOT1, CPT1A and 3 morecytosol, mitochondrial matrixOne of 11 routes

• CHEBI:18132Reach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. Acetyl-CoA:choline O-acetyltransferase
  3. ATP:choline phosphotransferase

  Catalysed by BAAT, ACOT6, ACOT1, CHAT and 2 morecytosol, nucleus

• dodecanoateReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. Lauroyl-CoA hydrolase

  Catalysed by BAAT, ACOT6, ACOT1, SLC27A2 and 9 morecytosolOne of 14 routes

• phosphatidyl-L-serineReach from here →
  1. acyl-CoA pool formation and breakdown
  2. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase
  3. phosphatidylserine synthase (PC-LD pool)

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1 and 1 morecytosolOne of 2 routes

• N(1)-(5-phospho-D-ribosyl)glycinamideReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. 5-Phospho-D-ribosylamine:glycine ligase (ADP-forming)

  Catalysed by BAAT, ACOT6, ACOT1, GLYAT and 3 morecytosol, mitochondrial matrix

• N-(4-aminobutyl)-3-aminopropanalReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. primary-amine oxidase (spermidine)

  Catalysed by BAAT, ACOT6, ACOT1, SAT1 and 4 morecytosolOne of 3 routes

• 1-octadecanoyl-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. a 2-acyl-sn-glycero-3-phosphoethanolamine + octadecanoyl-CoA = 1-octadecanoyl-2-acyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by BAAT, ACOT6, ACOT1, SLC27A2 and 7 morecytosol

• ophthalmateReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. gamma-L-glutamyl-(2S)-2-aminobutanoate + glycine + ATP = ophthalmate + ADP + phosphate + H(+)

  Catalysed by BAAT, ACOT6, ACOT1, GLYAT and 3 morecytosol, mitochondrial matrix

• S-methylmercury-L-cysteineReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. S-methylmercury-L-cysteine(out) + L-methionine(in) = S-methylmercury-L-cysteine(in) + L-methionine(out)

  Catalysed by BAAT, ACOT6, ACOT1, NAGS and 1 morecytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• 2-aminoisobutanoateReach from here →
  1. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. 2-aminoisobutanoate(out) + L-alanine(in) = 2-aminoisobutanoate(in) + L-alanine(out)

  Catalysed by BAAT, ACOT6, ACOT1, SLC7A10cytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes