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

Three steps

• (7Z,10Z,13Z)-hexadecatrienoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. Fatty Acid Beta Oxidation (C18:3->C16:3), Mitochondrial

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 3 morelysosome, endoplasmic reticulum, mitochondrial matrix

• glycerolReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. fatty acid amide hydrolase (2-arachidonoylglycerol)
  3. 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + H2O = glycerol + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

  Catalysed by CEL, LIPA, FAAH, CES2 and 9 morelysosome, cytosol

• 7alpha-hydroxycholest-4-en-3-oneReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. cytochrome P450 (cholesterol)
  3. 7alpha-Hydroxycholesterol:NAD+ 3-oxidoreductase

  Catalysed by CEL, LIPA, CYP7A1, HSD3B7lysosome, endoplasmic reticulumOne of 5 routes

• CHEBI:17927Reach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. N1,N8-diacetylspermidine to N1-acetylspermidine conversion

  Catalysed by CEL, LIPA, SOAT2, SOAT1lysosome, endoplasmic reticulum, cytosol

• O-octanoyl-(R)-carnitineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Utilized Transport
  3. solute carrier (L-carnitine)

  Catalysed by CEL, LIPA, SLC25A20lysosome, endoplasmic reticulum, cytosol, mitochondrial matrixOne of 7 routes

• dodecanoateReach 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 12 routes

• (5Z)-dodecenoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-7-enoyl-CoA)

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

• 20-O-(beta-D-glucuronosyl)-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. arachidonic acid:oxygen 1-oxidoreductase
  3. 20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + UDP-alpha-D-glucuronate = 20-O-(beta-D-glucuronosyl)-(5Z,8Z,11Z,14Z)-eicosatetraenoate + UDP + H(+)

  Catalysed by CEL, LIPA, CYP1A1, CYP1A2 and 28 morelysosome, cytosol

• (11Z)-docosenoyl-CoA(4-)Reach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. long-chain-fatty-acid-CoA ligase (cis-cetoleic acid)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 8 morelysosome, endoplasmic reticulum, cytosolOne of 5 routes

• (7Z)-tetradecenoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((7Z)-tetradecenoic acid)

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

• (4Z,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial

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

• (2E,5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + O2 = (2E,5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + H2O2

  Catalysed by CEL, LIPA, SLC27A2, ACSL4 and 10 morelysosome

• (7Z,10Z)-hexadecadienoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 3 morelysosome, endoplasmic reticulum, mitochondrial matrix

• (4Z,7Z)-decadienoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial

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

• (5Z)-octenoyl-CoAReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. Fatty Acid Beta Oxidation (C10:2->C8:1), Mitochondrial

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

• docosanoateReach 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 12 routes

• octadecanoateReach 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 14 routes

• alpha-linolenic acidReach 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 13 routes

• CHEBI:27540Reach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. medium-chain acyl-CoA ligase (hexanoic acid)

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 6 morelysosome, endoplasmic reticulum, cytosolOne of 6 routes

• 7-dehydrodesmosterolReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. 3-hydroxyacyl-CoA dehydrogenase (desmosterol)
  3. 7-Dehydrocholesterol Reductase

  Catalysed by CEL, LIPA, DHCR7lysosome, nucleus

• elaidic acidReach 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 17 routes

• all-cis-docosa-4,7,10,13,16,19-hexaenoic acidReach 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 12 routes

• 5(S)-HETEReach 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 4 routes

• CHEBI:28666Reach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of LTD4 (cytosol to extracellular)

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

• CHEBI:28701Reach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by CEL, LIPA, SOAT2, SOAT1 and 3 morelysosome, endoplasmic reticulum, peroxisomeOne of 7 routes

• 17alpha-hydroxypregnenoloneReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. cytochrome P450 (cholesterol)
  3. cytochrome P450 (pregnenolone)

  Catalysed by CEL, LIPA, CYP11A1, CYP17A1lysosome, mitochondrial matrix, cytosolOne of 3 routes

• a fatty acidReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Phosphatidylcholine:sterol O-acyltransferase
  3. a cholesterol ester + H2O = cholesterol + a fatty acid + H(+)

  Catalysed by CEL, LIPA, LCAT, CES1 and 3 morelysosome, cytosol

• chlorine(.)Reach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Utilized Transport
  3. Carnitine Transport by Atb0

  Catalysed by CEL, LIPA, SLC6A14lysosome, endoplasmic reticulum, cytosol, extracellular space

• glycocholateReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate (cytosol to extracellular)
  3. solute carrier organic anion transporter (glycocholate)

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

• cholateReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate (cytosol to extracellular)
  3. solute carrier organic anion transporter (cholate)

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

• tetradecanoateReach 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 12 routes

• (9Z)-octadecenoateReach 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 17 routes

• hexacosanoateReach 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 12 routes

• tetracosanoateReach 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 12 routes

• an N-acylsphinganineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. (10Z)-heptadecenoic acid formation
  3. N-acylsphingosine amidohydrolase

  Catalysed by CEL, LIPA, ASAH1, ACER2 and 3 morelysosome, cytosol

• eicosanoateReach 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 12 routes

• (9Z)-hexadecenoateReach 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 18 routes

• (15Z)-tetracosenoateReach 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 12 routes

• (11Z)-eicosenoateReach 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 12 routes

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

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

• chenodeoxycholateReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate (cytosol to extracellular)
  3. solute carrier organic anion transporter (chenodiol)

  Catalysed by CEL, LIPA, SLCO1B1, SLCO1A2 and 1 morelysosome, extracellular space, cytosolOne of 2 routes

• taurocholateReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate (cytosol to extracellular)
  3. solute carrier organic anion transporter (S-glutathionyl-2-4-dinitrobenzene)

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

• 7alpha,25-dihydroxycholesterolReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. cholesterol 25-hydroxylase (cholesterol)
  3. cytochrome P450 (25-hydroxycholesterol)

  Catalysed by CEL, LIPA, CH25H, CYP7B1lysosome, endoplasmic reticulumOne of 2 routes

• (24S)-7alpha-dihydroxycholesterolReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Cytochrome P450, Family 46, Subfamily A, Polypeptide 1
  3. Oxysterol 7-Alpha-Hydroxylase

  Catalysed by CEL, LIPA, CYP46A1, CYP39A1lysosome, endoplasmic reticulumOne of 4 routes

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

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

• gamma-Glu-AlaReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. gamma-glutamyltransferase (alanine)

  Catalysed by CEL, LIPA, GGT1, GGT5 and 4 morelysosome, extracellular space, cytosol

• taurineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. Sterol O-Acyltransferase
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

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

• 3,3',5-triiodo-L-thyronineReach 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

• 1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholineReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1-O-hexadecyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by CEL, LIPA, SLC27A2, ACSL4 and 10 morelysosome

• malonaldehydeReach from here →
  1. sterol esterase (Cholesteryl Arachidonate)
  2. prostaglandin-endoperoxide synthase (arachidonate)
  3. thromboxane A synthase (12(S)-HHT)

  Catalysed by CEL, LIPA, PTGS1, PTGS2 and 1 morelysosome, cytosolOne of 2 routes