cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate

Three steps

• glycineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
  3. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine

  Catalysed by CEL, LIPA, FAAH, PM20D1lysosomeOne of 11 routes

• (R)-methylmalonyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 1 morelysosome, endoplasmic reticulum, mitochondrial matrixOne of 2 routes

• (S)-methylmalonyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. (S)-methylmalonyl-CoA hydrolase

  Catalysed by CEL, LIPA, SOAT2, SOAT1lysosome, endoplasmic reticulum, mitochondrial matrix

• 3'-dephospho-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. acid phosphatase 2, lysosomal (CoA)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 1 morelysosome, endoplasmic reticulumOne of 2 routes

• (2E)-dodecenoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. (2E)-dodecenoyl-CoA formation

  Catalysed by CEL, LIPA, SOAT2, SOAT1lysosome, endoplasmic reticulum, mitochondrial matrixOne of 3 routes

• 4,8,12-trimethyltridecanoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. propanoyl-CoA C-acyltransferase (3-ketopristanoyl-CoA)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 2 morelysosome, endoplasmic reticulum, peroxisomeOne of 2 routes

• (6Z,9Z,12Z)-octadecatrienoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. long-chain-fatty-acid-CoA ligase (gamma-linolenate)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 8 morelysosome, endoplasmic reticulum, cytosolOne of 7 routes

• butanoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Utilized Transport
  3. transport of butyryl-CoA and L-carnitine (cytosol to mitochondria)

  Catalysed by CEL, LIPA, SLC33A1, ESCO2 and 1 morelysosome, endoplasmic reticulum, cytosol, mitochondrial matrixOne of 11 routes

• dodecanoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. long-chain-fatty-acid-CoA ligase (lauric acid)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 8 morelysosome, endoplasmic reticulum, cytosolOne of 9 routes

• glutaryl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. Production of Glutaryl Carnitine

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 3 morelysosome, endoplasmic reticulum, cytosolOne of 2 routes

• eicosanoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. long-chain-fatty-acid-CoA ligase (eicosanoate)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 8 morelysosome, endoplasmic reticulum, cytosolOne of 12 routes

• itaconyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. Itaconate:CoA ligase (GDP-forming)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 3 morelysosome, endoplasmic reticulum, mitochondrial matrixOne of 2 routes

• (9Z,12Z)-octadecadienoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 8 morelysosome, endoplasmic reticulum, cytosolOne of 13 routes

• tetradecanoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. long-chain-fatty-acid-CoA ligase (myristic acid)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 8 morelysosome, endoplasmic reticulum, cytosolOne of 11 routes

• octanoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. Octanoyl-CoA:L-carnitine O-octanoyltransferase

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 1 morelysosome, endoplasmic reticulum, mitochondrial matrixOne of 20 routes

• phytanoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. phytanate-CoA ligase

  Catalysed by CEL, LIPA, SOAT2, SOAT1lysosome, endoplasmic reticulum, cytosolOne of 5 routes

• octadecanoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. long-chain-fatty-acid-CoA ligase (stearate)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 7 morelysosome, endoplasmic reticulum, cytosolOne of 15 routes

• prostaglandin E1Reach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of prostaglandin E1 (cytosol to extracellular)

  Catalysed by CEL, LIPA, SLCO1B1lysosome, extracellular space, cytosolOne of 4 routes

• prostaglandin I2Reach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of prostaglandin I2 (cytosol to extracellular)

  Catalysed by CEL, LIPA, SLCO1B1lysosome, extracellular space, cytosolOne of 6 routes

• prostaglandin F2alphaReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of prostaglandin F2alpha (cytosol to extracellular)

  Catalysed by CEL, LIPA, SLCO1B1lysosome, extracellular space, cytosolOne of 6 routes

• prostaglandin D2Reach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of prostaglandin D2 (cytosol to extracellular)

  Catalysed by CEL, LIPA, SLCO1B1lysosome, extracellular space, cytosolOne of 7 routes

• (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. arachidonate:oxygen 15-oxidoreductase
  3. Glutathione: 15-HPETE oxidoreductase

  Catalysed by CEL, LIPA, ALOX15B, ALOX15 and 9 morelysosome, cytosolOne of 4 routes

• 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate
  3. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate = 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoate + H2O

  Catalysed by CEL, LIPA, ALOX15B, ALOX15 and 8 morelysosomeOne of 2 routes

• thromboxane A2Reach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. prostaglandin-endoperoxide synthase (arachidonate)
  3. thromboxane A synthase (prostaglandin H2)

  Catalysed by CEL, LIPA, PTGS1, PTGS2 and 1 morelysosome, cytosol, endoplasmic reticulumOne of 2 routes

• 7,8-dihydrofolateReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
  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 CEL, LIPA, PTGS1, PTGS2 and 1 morelysosome

• (R)-S-lactoylglutathioneReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (R)-S-Lactoylglutathione methylglyoxal-lyase (isomerizing)

  Catalysed by CEL, LIPA, GLO1, GLOD4lysosome, extracellular space, cytosolOne of 2 routes

• O-acetyl-(R)-carnitineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Utilized Transport
  3. Acetyl-CoA:carnitine O-acetyltransferase

  Catalysed by CEL, LIPA, CPT1A, CPT1C and 1 morelysosome, endoplasmic reticulum, cytosolOne of 9 routes

• ethanolamineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. fatty acylamide amidohydrolase
  3. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + H2O = ethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoate

  Catalysed by CEL, LIPA, FAAH, FAAH2lysosome, cytosol

• S-formylglutathioneReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. alcohol dehydrogenase (formaldehyde)

  Catalysed by CEL, LIPA, ADH1C, ADH1A and 4 morelysosome, extracellular space, cytosol

• sphing-4-enineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 4 morelysosome, endoplasmic reticulum, Golgi apparatusOne of 2 routes

• spermidineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. diamine N-acetyltransferase (N1-acetylspermidine)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 2 morelysosome, endoplasmic reticulum, cytosolOne of 3 routes

• L-methionineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. N-acetylglutamate synthase (N-acetylmethionine)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 1 morelysosome, endoplasmic reticulum, mitochondrial matrix

• dehydroepiandrosterone 3-sulfateReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)

  Catalysed by CEL, LIPA, SLCO1B1lysosome, extracellular space, cytosolOne of 2 routes

• L-alanineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. amino-acid N-acetyltransferase (N-acetyl-L-alanine)

  Catalysed by CEL, LIPA, SOAT2, SOAT1lysosome, endoplasmic reticulum, mitochondrial matrix

• leukotriene C4Reach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of leukotriene C4 (cytosol to extracellular)

  Catalysed by CEL, LIPA, SLCO1B1lysosome, extracellular space, cytosolOne of 9 routes

• L-asparagineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. N-acetylglutamate synthase (N-acetyl-L-asparagine)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 1 morelysosome, endoplasmic reticulum, mitochondrial matrix

• L-phenylalanineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O

  Catalysed by CEL, LIPA, PM20D1lysosome

• L,L-cystathionineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. N-acetylglutamate synthase (N-acetyl-L-cystathionine)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 1 morelysosome, endoplasmic reticulum, mitochondrial matrix

• glutathione disulfideReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Arachidonate:oxygen 5-oxidoreductase
  3. Glutathione: 5-HPETE oxidoreductase

  Catalysed by CEL, LIPA, ALOX5, GPX5 and 8 morelysosome, cytosolOne of 23 routes

• taurolithocholate 3-sulfateReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by CEL, LIPA, SLCO1B1, SLCO1A2 and 1 morelysosome, extracellular space, cytosolOne of 4 routes

• an acyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Arachidonate:CoA ligase (AMP-forming)
  3. acyl-CoA pool formation and breakdown

  Catalysed by CEL, LIPA, SLC27A2, ACSL4 and 6 morelysosome, cytosolOne of 3 routes

• histamineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of histamine (cytosol to extracellular)

  Catalysed by CEL, LIPA, SLCO1B1, SLCO1A2 and 1 morelysosome, extracellular space, cytosolOne of 4 routes

• L-thyroxineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by CEL, LIPA, SLCO1B1, SLCO1A2 and 1 morelysosome, extracellular space, cytosolOne of 4 routes

• (3Z)-dodecenoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-5-enoyl-CoA)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 3 morelysosome, endoplasmic reticulum, mitochondrial matrixOne of 3 routes

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CEL, LIPAlysosome, cytosol, extracellular spaceOne of 15 routes

• (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoate:CoA ligase (AMP-forming)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 2 morelysosome, endoplasmic reticulumOne of 3 routes

• deoxycholoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 2 morelysosome, endoplasmic reticulum, cytosolOne of 4 routes

• S-sulfanylglutathioneReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. Sulfide:glutathione,quinone oxidoreductase

  Catalysed by CEL, LIPA, SQORlysosome, extracellular space, cytosol, mitochondrial matrix

• monodehydro-L-ascorbate radicalReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. arachidonate to 8-peroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate conversion
  3. 8-peroxy-(5Z,9E,11Z,14Z)... to 5,9-cyclo-6,8-cycloperoxy-12... conversion

  Catalysed by CEL, LIPAlysosome, cytosol

• dopamineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of dopamine (cytosol to extracellular)

  Catalysed by CEL, LIPA, SLCO1B1, SLCO1A2 and 1 morelysosome, extracellular space, cytosolOne of 4 routes