oleoyl-CoA

Two steps

• L-alanineReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)

  Catalysed by CPT1A, CPT1C, CPT1Bcytosol, mitochondrial matrix

• L-asparagineReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. N-acetylglutamate synthase (N-acetyl-L-asparagine)

  Catalysed by CPT1A, CPT1C, CPT1B, NAGScytosol, mitochondrial matrix

• L,L-cystathionineReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. N-acetylglutamate synthase (N-acetyl-L-cystathionine)

  Catalysed by CPT1A, CPT1C, CPT1B, NAGScytosol, mitochondrial matrix

• (3Z)-dodecenoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. acetyl-CoA C-acyltransferase (3-oxomyrist-5-enoyl-CoA)

  Catalysed by CPT1A, CPT1C, CPT1B, HADHA and 2 morecytosol, mitochondrial matrixOne of 3 routes

• a 1,2-diacyl-sn-glycero-3-phosphateReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 1-acyl-sn-glycero-3-phosphate + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphate + CoA

  Catalysed by AGPAT2, GPAT3, GPAT2, LCLAT1 and 9 morecytosol

• (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoate:CoA ligase (AMP-forming)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 1 morecytosol, endoplasmic reticulumOne of 3 routes

• deoxycholoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 1 morecytosolOne of 4 routes

• 1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholineReach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. (9Z,12Z)-octadecadienoyl-CoA + a 1-acyl-sn-glycero-3-phosphocholine = 1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by FADS2, LPCAT3cytosol

• decanoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. medium-chain acyl-CoA ligase (decanoic acid)

  Catalysed by CPT1A, CPT1C, CPT1B, ACSM4 and 5 morecytosolOne of 8 routes

• (2E)-hexadecenoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. Carnitine O-Palmitoyltransferase

  Catalysed by CPT1A, CPT1C, CPT1BcytosolOne of 4 routes

• (9Z)-hexadecenoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (palmitolate)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 12 routes

• a cardiolipinReach from here →
  1. acyl-CoA pool formation and breakdown
  2. 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + an acyl-CoA = a cardiolipin + CoA

  Catalysed by HADHAcytosol

• (2E)-octenoyl-CoAReach from here →
  1. Beta Oxidation Fatty Acid
  2. trans-oct-2-enoyl-CoA reductase

  Catalysed by ACADM, ACADS, MECRmitochondrial matrixOne of 5 routes

• 3-hydroxyisovaleryl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)

  Catalysed by CPT1A, CPT1C, CPT1Bcytosol

• an all-trans-retinyl esterReach from here →
  1. acyl-CoA pool formation and breakdown
  2. all-trans-retinol + an acyl-CoA = an all-trans-retinyl ester + CoA

  Catalysed by DGAT1, PNPLA4, AWAT2, DGAT2cytosol

• CHEBI:63544Reach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (adrenic acid)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 8 routes

• a 1,2-diacyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 1-acyl-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by LPCAT4, LPCAT3, MBOAT1, MBOAT2cytosol

• a triacyl-sn-glycerolReach from here →
  1. acyl-CoA pool formation and breakdown
  2. an acyl-CoA + a 1,2-diacyl-sn-glycerol = a triacyl-sn-glycerol + CoA

  Catalysed by DGAT1, MOGAT2, AWAT2, MOGAT3 and 2 morecytosol

• a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. acyl-CoA pool formation and breakdown
  2. 1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol) + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by LCLAT1, LPCAT1, GPAMcytosol

• hexacosanoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (cerotic acid)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 6 routes

• tetracosanoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (lignocerate)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 11 routes

• docosanoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (behenic acid)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 10 routes

• (2E)-octadecenoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. Carnitine O-Palmitoyltransferase

  Catalysed by CPT1A, CPT1C, CPT1BcytosolOne of 3 routes

• (6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (stearidonic acid)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 9 routes

• 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. Oleoyl-CoA hydrolase
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + H2O = sn-glycero-3-phospho-(1'-sn-glycerol) + (9Z)-octadecenoate + H(+)

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

• 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. Oleoyl-CoA hydrolase
  2. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = 1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + (9Z)-octadecenoate + H(+)

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

• 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. 1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + (9Z,12Z)-octadecadienoyl-CoA = 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + CoA

  Catalysed by FADS2, LCLAT1cytosol

• 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + (9Z,12Z)-octadecadienoyl-CoA = 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by FADS2, LCLAT1cytosol

• 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholineReach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. (9Z,12Z)-octadecadienoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by FADS2, LPCAT3, MBOAT2, LPCAT1cytosol

• (9Z,12Z)-octadecadien-1-olReach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. (9Z,12Z)-octadecadienoyl-CoA + 2 NADPH + 2 H(+) = (9Z,12Z)-octadecadien-1-ol + 2 NADP(+) + CoA

  Catalysed by FADS2, FAR1cytosol

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (EPA)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 10 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (DPA)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 7 routes

• (11Z,14Z)-3-oxoicosa-11,14-dienoyl-CoAReach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. (9Z,12Z)-octadecadienoyl-CoA + malonyl-CoA + H(+) = (11Z,14Z)-3-oxoicosa-11,14-dienoyl-CoA + CO2 + CoA

  Catalysed by FADS2, ELOVL7, ELOVL6, ELOVL3 and 1 morecytosol

• (9Z,12Z,15Z)-octadecatrienoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (linolenate)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 8 routes

• (13Z)-docosenoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (cis-erucic acid)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 7 routes

• (11Z)-eicosenoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 8 routes

• (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase ((9Z,12Z,15Z,18Z,21Z)-TPA)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 6 routes

• (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 5 routes

• (15Z)-tetracosenoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (nervonic acid)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 7 routes

• (17Z)-hexacosenoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (ximenic acid)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 5 routes

• (8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 6 routes

• (8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (omega-3-arachidonic acid)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 6 routes

• (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (DHA)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 8 routes

• heptadecanoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (margaric acid)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 7 routes

• (9Z)-heptadecenoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (9-heptadecylenic acid)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 6 routes

• (11Z,14Z,17Z)-eicosatrienoyl-CoAReach from here →
  1. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase ((11Z,14Z,17Z)-eicosatrienoic acid)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosolOne of 6 routes

• 1-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphateReach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. glycerol-3-phosphate 1-O-acyltransferase (linoleoyl-CoA)

  Catalysed by FADS2, GPAT3, GPAT2, GPAT4 and 1 morecytosolOne of 2 routes

• 1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphateReach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + (9Z,12Z)-octadecadienoyl-CoA = 1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphate + CoA

  Catalysed by FADS2, AGPAT2, GPAT3, LPCAT2 and 3 morecytosol

• 1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholineReach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + (9Z,12Z)-octadecadienoyl-CoA = 1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by FADS2, LPCAT3cytosol

• 1-(9Z-octadecenoyl)-2-(9Z,12Z-octadienoyl)-sn-glycero-3-phospho-L-serineReach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + (9Z,12Z)-octadecadienoyl-CoA = 1-(9Z-octadecenoyl)-2-(9Z,12Z-octadienoyl)-sn-glycero-3-phospho-L-serine + CoA

  Catalysed by FADS2, LPCAT3, MBOAT1cytosol