decanoate

Three steps

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (DPA)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 6 routes

• (9Z,12Z,15Z)-octadecatrienoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (linolenate)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 7 routes

• (13Z)-docosenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (cis-erucic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 6 routes

• (11Z)-eicosenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 7 routes

• (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase ((9Z,12Z,15Z,18Z,21Z)-TPA)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 5 routes

• (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 4 routes

• (15Z)-tetracosenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (nervonic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 6 routes

• (17Z)-hexacosenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (ximenic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 4 routes

• (8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 5 routes

• (8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (omega-3-arachidonic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 5 routes

• (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (DHA)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 7 routes

• heptadecanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (margaric acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 6 routes

• (9Z)-heptadecenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (9-heptadecylenic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 5 routes

• (11Z,14Z,17Z)-eicosatrienoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z,17Z)-eicosatrienoic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 5 routes

• 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. dodecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 4 morecytosol

• 1-(9Z)-octadecenoyl-2-dodecanoyl-sn-glycero-3-phosphateReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + dodecanoyl-CoA = 1-(9Z)-octadecenoyl-2-dodecanoyl-sn-glycero-3-phosphate + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 morecytosol

• nonadecanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (nonadecylic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 6 routes

• (11Z)-octadecenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosolOne of 3 routes

• 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + dodecanoyl-CoA = 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 morecytosol

• 1'-[1-acyl-2-dodecanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. 1',3'-bis-[1-acyl-sn-glycero-3-phospho]-glycerol + dodecanoyl-CoA = 1'-[1-acyl-2-dodecanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 morecytosol

• 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-dodecanoyl-sn-glycero-3-phospho]-glycerolReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + dodecanoyl-CoA = 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-dodecanoyl-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 morecytosol

• 1-acyl-2-octanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. Fatty Acid Beta Oxidation (C10->C8), Peroxisomal
  3. octanoyl-CoA + a 1-acyl-sn-glycero-3-phosphoethanolamine = 1-acyl-2-octanoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 7 morecytosol, peroxisome

• 1-hexadecanoyl-2-octanoyl-sn-glycero-3-phosphocholineReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. Fatty Acid Beta Oxidation (C10->C8), Peroxisomal
  3. octanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-octanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 7 morecytosol, peroxisome

• 1-dodecanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. 2-(9Z-octadecenoyl)-glycerol + dodecanoyl-CoA = 1-dodecanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 4 morecytosol

• 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-octanoyl-sn-glycero-3-phospho]-glycerolReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. Fatty Acid Beta Oxidation (C10->C8), Peroxisomal
  3. 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + octanoyl-CoA = 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-octanoyl-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 7 morecytosol, peroxisome

• 1'-[1-acyl-2-octanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. Fatty Acid Beta Oxidation (C10->C8), Peroxisomal
  3. 1',3'-bis-[1-acyl-sn-glycero-3-phospho]-glycerol + octanoyl-CoA = 1'-[1-acyl-2-octanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 7 morecytosol, peroxisome

• dodecanedioyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Activation of dodecanedioic acid

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 2 morecytosolOne of 4 routes

• decanedioyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Production of Sebacoylcarnitine

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosolOne of 4 routes

• octanedioyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Production of Suberylcarnitine

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosolOne of 4 routes

• hexanedioyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Activation of adipic acid for Formation of Adipoyl Carnitine

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 2 morecytosolOne of 4 routes

• (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase ((4Z,7Z,10Z,13Z,16Z)-DPA)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 7 routes

• (11Z,14Z)-eicosadienoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z)-eicosadienoic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 5 routes

• (R)-3-hydroxy-(11Z)-octadecenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Production of 3-Hydroxyoctadecenoylcarnitinec

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosol

• (13Z)-eicosenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase ((13Z)-eicosenoic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 5 routes

• 1-(9Z-octadecenoyl)-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + dodecanoyl-CoA = 1-(9Z-octadecenoyl)-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 morecytosol

• 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + dodecanoyl-CoA = 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 morecytosol

• 4,8-dimethylnonanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 4 morecytosol, peroxisomeOne of 3 routes

• tetradecanedioyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Fatty Acid Beta Oxidation (C16Dc->C14Dc), Peroxisomal

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 6 morecytosol, peroxisome

• hexadecanedioyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Production of Hexadecanedioylcarnitine

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosolOne of 2 routes

• O-dodecanoyl-R-carnitineReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. carnitine O-palmitoyltransferase (dodecanoylcarnitine)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosolOne of 4 routes

• pristanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. fatty-acid-CoA ligase

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 morecytosolOne of 2 routes

• 1-O-(1Z)-alkenyl-2-octanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. Fatty Acid Beta Oxidation (C10->C8), Peroxisomal
  3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + octanoyl-CoA = 1-O-(1Z)-alkenyl-2-octanoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 7 morecytosol, peroxisome

• undecanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. medium-chain acyl-CoA ligase (undecylic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 2 morecytosolOne of 3 routes

• (5Z)-tetradecenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (physeteric acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 8 routes

• (3E)-decenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 6 morecytosol, mitochondrial matrixOne of 3 routes

• (2R,6)-dimethylheptanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosol, mitochondrial matrix

• (7Z)-hexadecenoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 8 routes

• tricosanoyl-CoAReach from here →
  1. medium-chain acyl-CoA ligase (decanoic acid)
  2. fatty-acyl-CoA synthase (N-C12:0CoA)
  3. long-chain-fatty-acid-CoA ligase (tricosanoic acid)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 10 morecytosolOne of 4 routes