an acyl-CoA

Three steps

• 8,9-epoxy-(5Z,11Z,14Z)-eicosatrienoateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. Arachidonyl-CoA hydrolase
  3. unspecific monooxygenase (arachidonate)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 27 morecytosolOne of 3 routes

• tetradecanalReach from here →
  1. acyl-CoA pool formation and breakdown
  2. Myristoyl-CoA hydrolase
  3. tetradecanal + NAD(+) + H2O = tetradecanoate + NADH + 2 H(+)

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

• 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoserineReach from here →
  1. acyl-CoA pool formation and breakdown
  2. Arachidonyl-CoA hydrolase
  3. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoserine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoserine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

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

• 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoserineReach from here →
  1. acyl-CoA pool formation and breakdown
  2. (9Z,12Z)-octadecadienoyl-CoA + H2O = (9Z,12Z)-octadecadienoate + CoA + H(+)
  3. 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoserine + H2O = 1-octadecanoyl-sn-glycero-3-phosphoserine + (9Z,12Z)-octadecadienoate + H(+)

  Catalysed by ACOT8, ACOT2, THEM5, ACOT4 and 1 morecytosol

• 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. acyl-CoA pool formation and breakdown
  2. Arachidonyl-CoA hydrolase
  3. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

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

• 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. acyl-CoA pool formation and breakdown
  2. Arachidonyl-CoA hydrolase
  3. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

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

• O-(9Z)-octadecenoyl-(R)-carnitineReach from here →
  1. acyl-CoA pool formation and breakdown
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. (R)-carnitine + (9Z)-octadecenoyl-CoA = O-(9Z)-octadecenoyl-(R)-carnitine + CoA

  Catalysed by SCD, SCD5, CPT2cytosol

• O-4,8-dimethylnonanoyl-(R)-carnitineReach from here →
  1. acyl-CoA:sn-glycerol-3-phosphate 1-O-acyltransferase
  2. Carnitine O-Palmitoyltransferase
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 5 moremitochondrial matrix, cytosol, peroxisomeOne of 7 routes

• beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enineReach from here →
  1. acyl-CoA pool formation and breakdown
  2. sphing-4-enine + octadecanoyl-CoA = N-octadecanoylsphing-4-enine + CoA + H(+)
  3. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine

  Catalysed by CERS1, TLCD3B, CERS2, CERS4 and 1 morecytosol

• (3E,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoAReach from here →
  1. acyl-CoA pool formation and breakdown
  2. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + O2 = (2E,4Z,7Z,10Z,13Z,16Z,19Z)-docosaheptaenoyl-CoA + H2O2
  3. (2E,4Z,7Z,10Z,13Z,16Z,19Z)-docosaheptaenoyl-CoA + NADPH + H(+) = (3E,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + NADP(+)

  Catalysed by ACOX1, DECR2cytosol

• 7-hydroxydodecanoateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. Lauroyl-CoA hydrolase
  3. dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 7-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by ACOT7, BAAT, ACOT1, ACOT13 and 1 morecytosol

• N,1-diacyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
  2. a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + a 1,2-diacyl-sn-glycero-3-phosphocholine = an N-acyl-1,2-diacyl-sn-glycero-3-phosphoethanolamine + a 2-acyl-sn-glycero-3-phosphocholine + H(+)
  3. an N-acyl-1,2-diacyl-sn-glycero-3-phosphoethanolamine + H2O = N,1-diacyl-sn-glycero-3-phosphoethanolamine + a fatty acid + H(+)

  Catalysed by LPGAT1, PLA2G4E, PLAAT5, PLAAT2 and 1 more

• 1-O-(9Z-octadecenyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. (8Z,11Z,14Z)-eicosatrienoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-O-(9Z-octadecenyl)-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-O-(9Z-octadecenyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by FADS1, AGPAT3cytosol

• N-(dodecanoyl)-sphinganineReach from here →
  1. sphingosine N-acyltransferase (sphinganine)
  2. an N-acylsphinganine + H2O = sphinganine + a fatty acid
  3. N-(dodecanoyl)-sphinganine + H2O = dodecanoate + sphinganine

  Catalysed by CERS1, CERS6, CERS3, CERS5 and 6 morecytosolOne of 2 routes

• 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-cytidine-5'-diphosphateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. 1-octadecanoyl-sn-glycero-3-phosphate + (9Z,12Z)-octadecadienoyl-CoA = 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphate + CoA
  3. 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphate + CTP + H(+) = 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-cytidine-5'-diphosphate + diphosphate

  Catalysed by AGPAT4, CDS2, CDS1cytosol

• 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-cytidine-5'-diphosphateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. 1-octadecanoyl-sn-glycero-3-phosphate + (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA = 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate + CoA
  3. 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate + CTP + H(+) = 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-cytidine-5'-diphosphate + diphosphate

  Catalysed by AGPAT4, CDS2, CDS1cytosol

• 4beta-hydroxycholesterolReach from here →
  1. an acyl-CoA + cholesterol = a cholesterol ester + CoA
  2. a cholesterol ester + H2O = cholesterol + a fatty acid + H(+)
  3. cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 4beta-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by SOAT2, SOAT1, CES1, LIPN and 3 more

• 1-decanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. acyl-CoA pool formation and breakdown
  2. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-decanoylglycerol + (9Z)-octadecenoyl-CoA = 1-decanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by SCD, SCD5, MOGAT2cytosol

• (3S)-hydroxy-(9Z-octadecenoyl)-CoAReach from here →
  1. acyl-CoA pool formation and breakdown
  2. medium-chain acyl-CoA dehydrogenase (oleoyl-CoA)
  3. hydroxyacyl-CoA dehydrogenase trifunctional multienzyme complex

  Catalysed by ACADM, ACADL, ACADVL, ACAD9 and 1 morecytosol, mitochondrial matrixOne of 3 routes

• cholesteryl (5Z,8Z,11Z)-eicosatrienoateReach from here →
  1. an acyl-CoA + cholesterol = a cholesterol ester + CoA
  2. a cholesterol ester + H2O = cholesterol + a fatty acid + H(+)
  3. 1-hexadecanoyl-2-(5Z,8Z,11Z-eicosatrienoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z)-eicosatrienoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by SOAT2, SOAT1, CES1, LIPN and 3 more

• (6Z,9Z,12Z-octadecatrienoyl)-cholesterolReach from here →
  1. an acyl-CoA + cholesterol = a cholesterol ester + CoA
  2. a cholesterol ester + H2O = cholesterol + a fatty acid + H(+)
  3. 1-hexadecanoyl-2-(6Z,9Z,12Z-octadecatrienoyl)-sn-glycero-3-phosphocholine + cholesterol = (6Z,9Z,12Z-octadecatrienoyl)-cholesterol + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by SOAT2, SOAT1, CES1, LIPN and 3 more

• cholesteryl (11Z)-octadecenoateReach from here →
  1. acyl-CoA:sn-glycerol-3-phosphate 1-O-acyltransferase
  2. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  3. (11Z)-octadecenoyl-CoA + cholesterol = cholesteryl (11Z)-octadecenoate + CoA

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 4 moremitochondrial matrix, cytosolOne of 2 routes

• (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + O2 = (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate

  Catalysed by BAAT, ACOT6, ACOT1, ALOX12cytosol

• (18R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. Arachidonyl-CoA hydrolase
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (18R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

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

• 17R-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + AH2 + O2 = 17R-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate + A + H2O

  Catalysed by BAAT, ACOT6, PTGS2cytosol

• 13-hydroxy-(4Z,7Z,10Z,14E,16Z,19Z)-docosahexaenoateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + AH2 + O2 = 13-hydroxy-(4Z,7Z,10Z,14E,16Z,19Z)-docosahexaenoate + A + H2O

  Catalysed by BAAT, ACOT6, PTGS2cytosol

• (18R)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  3. prostaglandin-endoperoxide synthase (EPA)

  Catalysed by BAAT, ACOT6, ACOT1, PTGS1 and 1 morecytosolOne of 2 routes

• (15R)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (15R)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoate + A + H2O

  Catalysed by BAAT, ACOT6, ACOT1, PTGS2cytosol

• (11R)-hydroxy-(5Z,8Z,12E,14Z,17Z)-eicosapentaenoateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (11R)-hydroxy-(5Z,8Z,12E,14Z,17Z)-eicosapentaenoate + A + H2O

  Catalysed by BAAT, ACOT6, ACOT1, PTGS2cytosol

• 15-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. Arachidonyl-CoA hydrolase
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = 15-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate

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

• 5-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. Arachidonyl-CoA hydrolase
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = 5-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate

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

• 13-hydroperoxy-(9Z,11E)-octadecadienoateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. (9Z,12Z)-octadecadienoyl-CoA + H2O = (9Z,12Z)-octadecadienoate + CoA + H(+)
  3. (9Z,12Z)-octadecadienoate + O2 = 13-hydroperoxy-(9Z,11E)-octadecadienoate

  Catalysed by ACOT8, ACOT2, THEM5, ACOT4 and 1 morecytosol

• 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA hydrolase
  3. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O

  Catalysed by BAAT, ACOT6, PTGS2cytosol

• (13S)-hydroxy-(9Z,11E)-octadecadienoateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. (9Z,12Z)-octadecadienoyl-CoA + H2O = (9Z,12Z)-octadecadienoate + CoA + H(+)
  3. (9Z,12Z)-octadecadienoate + AH2 + O2 = (13S)-hydroxy-(9Z,11E)-octadecadienoate + A + H2O

  Catalysed by ACOT8, ACOT2, THEM5, ACOT4 and 2 morecytosol

• taurochenodeoxycholateReach from here →
  1. acyl-CoA:sn-glycerol-3-phosphate 1-O-acyltransferase
  2. Propanoyl-CoA:acetyl-CoA C-acyltransferase
  3. 3alpha,7alpha-dihydroxy-5beta-cholanoyl-CoA:taurine N-choloyltransferase

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 4 moremitochondrial matrix, peroxisomeOne of 5 routes