CHEBI:1307929

Two steps

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateReach from here →
  1. Acyl-CoA:cholesterol O-acyltransferase
  2. Steryl-ester acylhydrolase

  Catalysed by SOAT2, SOAT1, CEL, LIPAendoplasmic reticulum, lysosomeOne of 3 routes

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

  Catalysed by SOAT2, SOAT1, SLC27A2, SLC27A5endoplasmic reticulumOne of 3 routes

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

  Catalysed by SOAT2, SOAT1, SLC27A2, SLC27A5endoplasmic reticulum, cytosolOne of 4 routes

• decanoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. medium-chain acyl-CoA ligase (decanoic acid)

  Catalysed by SOAT2, SOAT1, ACSM4, ACSM1 and 4 moreendoplasmic reticulum, cytosolOne of 7 routes

• (2E)-hexadecenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. Carnitine O-Palmitoyltransferase

  Catalysed by SOAT2, SOAT1, CPT1A, CPT1C and 1 moreendoplasmic reticulum, cytosolOne of 4 routes

• (9Z)-hexadecenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (palmitolate)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 11 routes

• 3-hydroxyisovaleryl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)

  Catalysed by SOAT2, SOAT1, CPT1A, CPT1Bendoplasmic reticulum, cytosol

• CHEBI:63544Reach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (adrenic acid)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 7 routes

• pregn-5-ene-3,20-dioneReach from here →
  1. cytochrome P450 (cholesterol)
  2. Pregnenolone:NAD+ 3-oxidoreductase

  Catalysed by CYP11A1, HSD3B1, HSD3B2mitochondrial matrix, cytosolOne of 2 routes

• 4-methylpentan-1-olReach from here →
  1. cytochrome P450 (cholesterol)
  2. aldose reductase (isocaproic-aldehyde)

  Catalysed by CYP11A1, AKR1B10, AKR1B1mitochondrial matrix, cytosolOne of 2 routes

• hexacosanoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (cerotic acid)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 5 routes

• tetracosanoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (lignocerate)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 10 routes

• docosanoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (behenic acid)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 9 routes

• (2E)-octadecenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. Carnitine O-Palmitoyltransferase

  Catalysed by SOAT2, SOAT1, CPT1A, CPT1C and 1 moreendoplasmic reticulum, cytosolOne of 3 routes

• (6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (stearidonic acid)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 8 routes

• (8Z,11Z,14Z)-eicosatrienoateReach from here →
  1. Acyl-CoA:cholesterol O-acyltransferase
  2. Steryl-ester acylhydrolase

  Catalysed by SOAT2, SOAT1, CEL, LIPAendoplasmic reticulum, lysosomeOne of 2 routes

• 1-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. Cytochrome P450, Family 46, Subfamily A, Polypeptide 1
  2. a 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphocholine + (24S)-hydroxycholesterol = (24S)-24-hydroxycholesterol ester + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by CYP46A1, LCATendoplasmic reticulumOne of 2 routes

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (EPA)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 9 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (DPA)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 6 routes

• (9Z,12Z,15Z)-octadecatrienoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (linolenate)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 7 routes

• (13Z)-docosenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (cis-erucic acid)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 6 routes

• (11Z)-eicosenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 7 routes

• (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase ((9Z,12Z,15Z,18Z,21Z)-TPA)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 5 routes

• (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 4 routes

• (15Z)-tetracosenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (nervonic acid)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 6 routes

• (17Z)-hexacosenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (ximenic acid)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 4 routes

• (8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 5 routes

• (8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (omega-3-arachidonic acid)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 5 routes

• (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (DHA)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 7 routes

• heptadecanoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (margaric acid)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 6 routes

• (9Z)-heptadecenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (9-heptadecylenic acid)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 5 routes

• (11Z,14Z,17Z)-eicosatrienoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase ((11Z,14Z,17Z)-eicosatrienoic acid)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 5 routes

• nonadecanoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase (nonadecylic acid)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 6 routes

• (11Z)-octadecenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix

  Catalysed by SOAT2, SOAT1, CPT1A, CPT1C and 1 moreendoplasmic reticulum, cytosolOne of 3 routes

• dodecanedioyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. Activation of dodecanedioic acid

  Catalysed by SOAT2, SOAT1endoplasmic reticulum, cytosolOne of 4 routes

• decanedioyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. Production of Sebacoylcarnitine

  Catalysed by SOAT2, SOAT1, CPT1A, CPT1C and 1 moreendoplasmic reticulum, cytosolOne of 4 routes

• octanedioyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. Production of Suberylcarnitine

  Catalysed by SOAT2, SOAT1, CPT1A, CPT1C and 1 moreendoplasmic reticulum, cytosolOne of 4 routes

• hexanedioyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. Activation of adipic acid for Formation of Adipoyl Carnitine

  Catalysed by SOAT2, SOAT1endoplasmic reticulum, cytosolOne of 4 routes

• (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase ((4Z,7Z,10Z,13Z,16Z)-DPA)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 7 routes

• (11Z,14Z)-eicosadienoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase ((11Z,14Z)-eicosadienoic acid)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 5 routes

• (R)-3-hydroxy-(11Z)-octadecenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. Production of 3-Hydroxyoctadecenoylcarnitinec

  Catalysed by SOAT2, SOAT1, CPT1A, CPT1C and 1 moreendoplasmic reticulum, cytosol

• (13Z)-eicosenoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. long-chain-fatty-acid-CoA ligase ((13Z)-eicosenoic acid)

  Catalysed by SOAT2, SOAT1, SLC27A2, ACSL4 and 6 moreendoplasmic reticulum, cytosolOne of 5 routes

• 4,8-dimethylnonanoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by SOAT2, SOAT1, CRAT, CROTendoplasmic reticulum, peroxisomeOne of 3 routes

• tetradecanedioyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. Fatty Acid Beta Oxidation (C16Dc->C14Dc), Peroxisomal

  Catalysed by SOAT2, SOAT1, ACAA1, HSD17B4 and 2 moreendoplasmic reticulum, peroxisome

• hexadecanedioyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. Production of Hexadecanedioylcarnitine

  Catalysed by SOAT2, SOAT1, CPT1A, CPT1C and 1 moreendoplasmic reticulum, cytosolOne of 2 routes

• pristanoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. fatty-acid-CoA ligase

  Catalysed by SOAT2, SOAT1, SLC27A2endoplasmic reticulum, cytosolOne of 2 routes

• undecanoyl-CoAReach from here →
  1. Sterol O-Acyltransferase
  2. medium-chain acyl-CoA ligase (undecylic acid)

  Catalysed by SOAT2, SOAT1, ACSM4, ACSM1 and 4 moreendoplasmic reticulum, cytosolOne of 3 routes

• 7alpha-hydroxypregnenoloneReach from here →
  1. cytochrome P450 (cholesterol)
  2. pregnenolone,NADPH:oxygen oxidoreductase (7alpha-hydroxylating)

  Catalysed by CYP11A1, CYP7B1mitochondrial matrix, cytosolOne of 2 routes

• (24S)-24-hydroxycholesterol esterReach from here →
  1. Cytochrome P450, Family 46, Subfamily A, Polypeptide 1
  2. a 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphocholine + (24S)-hydroxycholesterol = (24S)-24-hydroxycholesterol ester + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by CYP46A1, LCATendoplasmic reticulum

• (24S)-hydroxycholesterol 3-linoleoateReach from here →
  1. Cytochrome P450, Family 46, Subfamily A, Polypeptide 1
  2. (24S)-hydroxycholesterol + 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine = (24S)-hydroxycholesterol 3-linoleoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by CYP46A1, LCATendoplasmic reticulum