sn-glycero-3-phospho-1D-myo-inositol

Three steps

• (11Z)-octadecenoyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 4 morecytosolOne of 3 routes

• 1-(9Z)-octadecenoyl-2-(11Z)-octadecenoyl-sn-glycero-3-phosphateReach from here →
  1. sn-glycero-3-phospho-1D-myo-inositol + H2O = myo-inositol + sn-glycerol 3-phosphate + H(+)
  2. sn-glycerol 3-phosphate + (9Z)-octadecenoyl-CoA = 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  3. (11Z)-octadecenoyl-CoA + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate = 1-(9Z)-octadecenoyl-2-(11Z)-octadecenoyl-sn-glycero-3-phosphate + CoA

  Catalysed by GDE1, GPAT3, GPAT4, GPAM and 2 more

• 1-(9Z)-octadecenoyl-2-(6Z)-octadecenoyl-sn-glycero-3-phosphateReach from here →
  1. sn-glycero-3-phospho-1D-myo-inositol + H2O = myo-inositol + sn-glycerol 3-phosphate + H(+)
  2. sn-glycerol 3-phosphate + (9Z)-octadecenoyl-CoA = 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  3. (6Z)-octadecenoyl-CoA + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate = 1-(9Z)-octadecenoyl-2-(6Z)-octadecenoyl-sn-glycero-3-phosphate + CoA

  Catalysed by GDE1, GPAT3, GPAT4, GPAM and 1 more

• 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. sn-glycero-3-phospho-1D-myo-inositol + H2O = myo-inositol + sn-glycerol 3-phosphate + H(+)
  2. sn-glycerol 3-phosphate + (9Z)-octadecenoyl-CoA = 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  3. 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate = 1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphate + 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)

  Catalysed by GDE1, GPAT3, GPAT4, GPAM and 1 more

• 1-octadecanoyl-2-acetyl-sn-glycero-3-phosphocholineReach from here →
  1. sn-glycero-3-phospho-1D-myo-inositol + H2O = 1D-myo-inositol 1-phosphate + glycerol + H(+)
  2. 1-octadecanoyl-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine + glycerol = 1-(9Z,12Z,15Z-octadecatrienoyl)-glycerol + 1-octadecanoyl-sn-glycero-3-phosphocholine
  3. 1-octadecanoyl-sn-glycero-3-phosphocholine + acetyl-CoA = 1-octadecanoyl-2-acetyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by GDPD2, PLA2G4A, LPCAT2

• 1-tetradecanoyl-sn-glycerolReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (myristoyl-CoA)
  3. 1-tetradecanoyl-sn-glycerol 3-phosphate + H2O = 1-tetradecanoyl-sn-glycerol + phosphate

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 2 morecytosol

• 1-hexadecanoyl-sn-glycerolReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (palmitoyl-CoA)
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + H2O = 1-hexadecanoyl-sn-glycerol + phosphate

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 2 morecytosol

• 1-octadecanoyl-sn-glycerolReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (sn-glycerol-3-phosphate)
  3. 1-octadecanoyl-sn-glycero-3-phosphate + H2O = 1-octadecanoyl-sn-glycerol + phosphate

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 2 morecytosol

• 1-(9Z,12Z,15Z-octadecatrienoyl)-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. sn-glycero-3-phospho-1D-myo-inositol + H2O = 1D-myo-inositol 1-phosphate + glycerol + H(+)
  2. 1-octadecanoyl-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine + glycerol = 1-(9Z,12Z,15Z-octadecatrienoyl)-glycerol + 1-octadecanoyl-sn-glycero-3-phosphocholine
  3. 1-(9Z,12Z,15Z-octadecatrienoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1-(9Z,12Z,15Z-octadecatrienoyl)-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by GDPD2, PLA2G4A, MOGAT2, MOGAT1

• 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. sn-glycero-3-phospho-1D-myo-inositol + H2O = 1D-myo-inositol 1-phosphate + glycerol + H(+)
  2. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + glycerol = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + 1-octadecanoyl-sn-glycero-3-phosphocholine
  3. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by GDPD2, PLA2G4A, MOGAT2, MOGAT1

• 1-(9Z-octadecenoyl)-sn-glycerolReach from here →
  1. sn-glycero-3-phospho-1D-myo-inositol + H2O = myo-inositol + sn-glycerol 3-phosphate + H(+)
  2. sn-glycerol 3-phosphate + (9Z)-octadecenoyl-CoA = 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + H2O = 1-(9Z-octadecenoyl)-sn-glycerol + phosphate

  Catalysed by GDE1, GPAT3, GPAT4, GPAM and 6 more

• dodecanedioyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. Activation of dodecanedioic acid

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 1 morecytosolOne of 4 routes

• decanedioyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. Production of Sebacoylcarnitine

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 4 morecytosolOne of 4 routes

• octanedioyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. Production of Suberylcarnitine

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 4 morecytosolOne of 4 routes

• hexanedioyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. Activation of adipic acid for Formation of Adipoyl Carnitine

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 1 morecytosolOne of 4 routes

• (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. long-chain-fatty-acid-CoA ligase ((4Z,7Z,10Z,13Z,16Z)-DPA)

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 9 morecytosolOne of 7 routes

• (11Z,14Z)-eicosadienoyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z)-eicosadienoic acid)

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 9 morecytosolOne of 5 routes

• (R)-3-hydroxy-(11Z)-octadecenoyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. Production of 3-Hydroxyoctadecenoylcarnitinec

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 4 morecytosol

• (13Z)-eicosenoyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. long-chain-fatty-acid-CoA ligase ((13Z)-eicosenoic acid)

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 9 morecytosolOne of 5 routes

• 4,8-dimethylnonanoyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 3 morecytosol, peroxisomeOne of 3 routes

• tetradecanedioyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. Fatty Acid Beta Oxidation (C16Dc->C14Dc), Peroxisomal

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 5 morecytosol, peroxisome

• hexadecanedioyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. Production of Hexadecanedioylcarnitine

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 4 morecytosolOne of 2 routes

• 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphateReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (sn-glycerol-3-phosphate)
  3. 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

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 2 morecytosol

• 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphateReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (sn-glycerol-3-phosphate)
  3. 1-octadecanoyl-sn-glycero-3-phosphate + (9Z,12Z)-octadecadienoyl-CoA = 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 2 morecytosol

• 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphateReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (sn-glycerol-3-phosphate)
  3. 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

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 2 morecytosol

• pristanoyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. fatty-acid-CoA ligase

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 2 morecytosolOne of 2 routes

• undecanoyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. medium-chain acyl-CoA ligase (undecylic acid)

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 7 morecytosolOne of 3 routes

• N-(9Z-octadecenoyl)-sphing-4-enineReach from here →
  1. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = sn-glycero-3-phospho-1D-myo-inositol + (9Z)-octadecenoate + H(+)
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = sn-glycero-3-phospho-1D-myo-inositol + (9Z)-octadecenoate + H(+)
  3. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate

  Catalysed by ABHD12, ASAH1, ACER2, ACER1 and 2 more

• 18-hydroxy-(9Z)-octadecenoateReach from here →
  1. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = sn-glycero-3-phospho-1D-myo-inositol + (9Z)-octadecenoate + H(+)
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = sn-glycero-3-phospho-1D-myo-inositol + (9Z)-octadecenoate + H(+)
  3. (9Z)-octadecenoate + reduced [NADPH--hemoprotein reductase] + O2 = 18-hydroxy-(9Z)-octadecenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by ABHD12, CYP4A11, CYP4F11

• hexadecanoateReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (palmitoyl-CoA)
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + H2O = sn-glycerol 3-phosphate + hexadecanoate + H(+)

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 4 morecytosol

• 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphateReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (palmitoyl-CoA)
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphate = 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 2 morecytosol

• (5Z)-tetradecenoyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. long-chain-fatty-acid-CoA ligase (physeteric acid)

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 9 morecytosolOne of 8 routes

• (3E)-decenoyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 5 morecytosol, mitochondrial matrix

• (2R,6)-dimethylheptanoyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 4 morecytosol, mitochondrial matrix

• (7Z)-hexadecenoyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 9 morecytosolOne of 8 routes

• tricosanoyl-CoAReach from here →
  1. 1-(sn-glycero-3-phospho)-1D-myo-inositol glycerophosphohydrolase
  2. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)
  3. long-chain-fatty-acid-CoA ligase (tricosanoic acid)

  Catalysed by GDE1, GPAT3, GPAT2, GPAT4 and 9 morecytosolOne of 4 routes