CHEBI:15978

Three steps

• (9Z,12Z,15Z-octadecatrienoyl)-cholesterolReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  2. long-chain-fatty-acid-CoA ligase (linolenate)
  3. (9Z,12Z,15Z)-octadecatrienoyl-CoA + cholesterol = (9Z,12Z,15Z-octadecatrienoyl)-cholesterol + CoA

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 9 morecytosol

• cholesteryl (8Z,11Z,14Z)-eicosatrienoateReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  2. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 10 morecytosol, endoplasmic reticulum

• O-tetradecanoyl-(R)-carnitineReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 9 morecytosol

• O-octadecanoyl-(R)-carnitineReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. (R)-carnitine + octadecanoyl-CoA = O-octadecanoyl-(R)-carnitine + CoA

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 8 morecytosol

• O-eicosanoyl-(R)-carnitineReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 9 morecytosol

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

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 5 morecytosol, peroxisomeOne of 7 routes

• 1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholineReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 8 morecytosol

• 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 8 morecytosol

• (5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterolReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  2. long-chain-fatty-acid-CoA ligase (EPA)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 10 morecytosol, endoplasmic reticulumOne of 2 routes

• 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-cytidine-5'-diphosphateReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (sn-glycerol-3-phosphate)
  2. 1-octadecanoyl-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + CoA
  3. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + CTP + H(+) = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-cytidine-5'-diphosphate + diphosphate

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 3 morecytosol

• 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-cytidine-5'-diphosphateReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (palmitoyl-CoA)
  2. 1-hexadecanoyl-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + CoA
  3. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + CTP + H(+) = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-cytidine-5'-diphosphate + diphosphate

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 4 morecytosol

• 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-cytidine-5'-diphosphateReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (sn-glycerol-3-phosphate)
  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 GPAT3, GPAT2, GPAT4, GPAM and 3 morecytosol

• 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5'-diphosphateReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (sn-glycerol-3-phosphate)
  2. 1-octadecanoyl-sn-glycero-3-phosphate + (9Z)-octadecenoyl-CoA = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CTP + H(+) = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5'-diphosphate + diphosphate

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 6 morecytosol

• 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-cytidine-5'-diphosphateReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (sn-glycerol-3-phosphate)
  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 GPAT3, GPAT2, GPAT4, GPAM and 3 morecytosol

• N-tetradecanoylglycineReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 9 morecytosolOne of 2 routes

• N-eicosanoylglycinateReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. eicosanoyl-CoA + glycine = N-eicosanoylglycinate + CoA + H(+)

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 9 morecytosolOne of 2 routes

• N-docosanoylglycineReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  2. long-chain-fatty-acid-CoA ligase (behenic acid)
  3. docosanoyl-CoA + glycine = N-docosanoylglycine + CoA + H(+)

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 9 morecytosolOne of 2 routes

• N-hexacosanoylglycineReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  2. long-chain-fatty-acid-CoA ligase (cerotic acid)
  3. hexacosanoyl-CoA + glycine = N-hexacosanoylglycine + CoA + H(+)

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 9 morecytosolOne of 2 routes

• an N(2)-acyl-L-glutamineReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  2. acyl-CoA:sphingosine N-acyltransferase
  3. an acyl-CoA + L-glutamine = an N(2)-acyl-L-glutamine + CoA + H(+)

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 6 morecytosol, Golgi apparatus

• (2E,5Z)-tetradecadienoyl-CoAReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  2. long-chain-fatty-acid-CoA ligase (physeteric acid)
  3. medium-chain acyl-CoA dehydrogenase (5-tetradecenoyl-CoA)

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 12 morecytosol, mitochondrial matrixOne of 4 routes

• (2E,7Z)-hexadecadienoyl-CoAReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  2. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)
  3. medium-chain acyl-CoA dehydrogenase (7-hexadecenoyl-CoA)

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 12 morecytosol, mitochondrial matrixOne of 4 routes

• cholesteryl (11Z)-octadecenoateReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  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 morecytosol

• a 3-oxoacyl-CoAReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  2. acyl-CoA:sphingosine N-acyltransferase
  3. an acyl-CoA + acetyl-CoA = a 3-oxoacyl-CoA + CoA

  Catalysed by GPAT3, GPAT2, GPAT4, GPAM and 8 morecytosol, Golgi apparatus

• taurochenodeoxycholateReach from here →
  1. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  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 morecytosol, peroxisomeOne of 5 routes