a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)

Three steps

• 1-octadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + cholesterol(out)
  2. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
  3. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-octadecanoyl-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine

  Catalysed by OSBP, LCAT, PLA2G4Cinner side of the membrane, outer side of the membrane

• 1-acyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + a 1,2-diacyl-sn-glycero-3-phosphocholine(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + a 1,2-diacyl-sn-glycero-3-phosphocholine(out)
  2. a 1,2-diacyl-sn-glycero-3-phosphocholine + H2O = a 1-acyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + a 1-acyl-sn-glycero-3-phosphocholine = 1-acyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by OSBPL3, PLA2G10, PLA2G6, PLA2G1B and 28 moreinner side of the membrane, outer side of the membrane

• 1-acyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + a 1,2-diacyl-sn-glycero-3-phospho-L-serine(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + a 1,2-diacyl-sn-glycero-3-phospho-L-serine(out)
  2. a 1,2-diacyl-sn-glycero-3-phospho-L-serine + N-(acetyl)-sphing-4-enine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phospho-L-serine
  3. a 1-acyl-sn-glycero-3-phospho-L-serine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-acyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serine + CoA

  Catalysed by OSBPL9, OSBPL11, OSBPL10, OSBPL8 and 4 moreinner side of the membrane, outer side of the membrane

• 1-acyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-L-serineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + a 1,2-diacyl-sn-glycero-3-phospho-L-serine(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + a 1,2-diacyl-sn-glycero-3-phospho-L-serine(out)
  2. a 1,2-diacyl-sn-glycero-3-phospho-L-serine + N-(acetyl)-sphing-4-enine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phospho-L-serine
  3. a 1-acyl-sn-glycero-3-phospho-L-serine + (9Z,12Z)-octadecadienoyl-CoA = 1-acyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-L-serine + CoA

  Catalysed by OSBPL9, OSBPL11, OSBPL10, OSBPL8 and 4 moreinner side of the membrane, outer side of the membrane

• nonadecanoyl-CoAReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (nonadecylic acid)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 23 morecytosolOne of 7 routes

• (11Z)-octadecenoyl-CoAReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 18 morecytosolOne of 3 routes

• 1-hexadecanoyl-2-acetyl-sn-glycero-3-phosphocholineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + cholesterol(out)
  2. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
  3. 1-hexadecanoyl-sn-glycero-3-phosphocholine + acetyl-CoA = 1-hexadecanoyl-2-acetyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by OSBP, LCAT, LPCAT2, LPCAT1inner side of the membrane, outer side of the membraneOne of 2 routes

• 1-acyl-2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + a 1,2-diacyl-sn-glycero-3-phosphocholine(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + a 1,2-diacyl-sn-glycero-3-phosphocholine(out)
  2. a 1,2-diacyl-sn-glycero-3-phosphocholine + H2O = a 1-acyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  3. a 1-acyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-acyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by OSBPL3, PLA2G10, PLA2G6, PLA2G1B and 29 moreinner side of the membrane, outer side of the membrane

• 1-hexadecanoyl-2-decanoyl-sn-glycero-3-phosphocholineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + cholesterol(out)
  2. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
  3. decanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-decanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by OSBP, LCAT, LPCAT1inner side of the membrane, outer side of the membrane

• 1-hexadecanoyl-2-hexanoyl-sn-glycero-3-phosphocholineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + cholesterol(out)
  2. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
  3. hexanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-hexanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by OSBP, LCAT, LPCAT1inner side of the membrane, outer side of the membrane

• 1-hexadecanoyl-2-octanoyl-sn-glycero-3-phosphocholineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + cholesterol(out)
  2. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
  3. octanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-octanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by OSBP, LCAT, LPCAT1inner side of the membrane, outer side of the membrane

• 1-hexadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + cholesterol(out)
  2. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
  3. tetradecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by OSBP, LCAT, LPCAT1inner side of the membrane, outer side of the membrane

• a 2,3-diacyl-sn-glycerolReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. an acyl-CoA + a 1,2-diacyl-sn-glycerol = a triacyl-sn-glycerol + CoA
  3. a triacyl-sn-glycerol + H2O = a 2,3-diacyl-sn-glycerol + a fatty acid + H(+)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 17 morecytosolOne of 3 routes

• 1-hexadecanoyl-sn-glycerolReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + cholesterol(out)
  2. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
  3. 1-hexadecanoyl-sn-glycero-3-phosphocholine + H2O = 1-hexadecanoyl-sn-glycerol + phosphocholine + H(+)

  Catalysed by OSBP, LCAT, SMPD2, ENPP6 and 2 moreinner side of the membrane, outer side of the membrane

• 2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + a 1,2-diacyl-sn-glycero-3-phosphocholine(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + a 1,2-diacyl-sn-glycero-3-phosphocholine(out)
  2. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
  3. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + a 2-acyl-sn-glycero-3-phosphocholine = a 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphocholine + 2-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by OSBPL3, LPGAT1, PLAAT1inner side of the membrane, outer side of the membrane

• 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + cholesterol(out)
  2. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
  3. 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by OSBP, LCAT, TAFAZZINinner side of the membrane, outer side of the membrane

• beta-D-glucosyl-N-dodecanoylsphing-4-enineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + cholesterol(out)
  2. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
  3. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside

  Catalysed by OSBP, GBA1, GBA2inner side of the membrane, outer side of the membraneOne of 2 routes

• beta-D-glucosyl-(1<->1')-N-(15Z-tetracosenoyl)-sphing-4-enineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + cholesterol(out)
  2. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
  3. beta-D-glucosyl-(1<->1')-N-(15Z-tetracosenoyl)-sphing-4-enine + cholesterol = N-(15Z-tetracosenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside

  Catalysed by OSBP, GBA1, GBA2inner side of the membrane, outer side of the membraneOne of 2 routes

• dodecanedioyl-CoAReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Activation of dodecanedioic acid

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 15 morecytosolOne of 4 routes

• decanedioyl-CoAReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Production of Sebacoylcarnitine

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 18 morecytosolOne of 4 routes

• octanedioyl-CoAReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Production of Suberylcarnitine

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 18 morecytosolOne of 4 routes

• hexanedioyl-CoAReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Activation of adipic acid for Formation of Adipoyl Carnitine

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 15 morecytosolOne of 4 routes

• (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoAReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((4Z,7Z,10Z,13Z,16Z)-DPA)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 23 morecytosolOne of 8 routes

• (11Z,14Z)-eicosadienoyl-CoAReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z)-eicosadienoic acid)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 23 morecytosolOne of 6 routes

• (R)-3-hydroxy-(11Z)-octadecenoyl-CoAReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Production of 3-Hydroxyoctadecenoylcarnitinec

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 18 morecytosol

• (13Z)-eicosenoyl-CoAReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((13Z)-eicosenoic acid)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 23 morecytosolOne of 6 routes

• 4,8-dimethylnonanoyl-CoAReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 17 morecytosol, peroxisomeOne of 3 routes

• tetradecanedioyl-CoAReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Fatty Acid Beta Oxidation (C16Dc->C14Dc), Peroxisomal

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 19 morecytosol, peroxisome

• hexadecanedioyl-CoAReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Production of Hexadecanedioylcarnitine

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 18 morecytosolOne of 2 routes

• (11Z,14Z)-eicosadienoateReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 11 morecytosol, extracellular spaceOne of 12 routes

• (17Z)-hexacosenoateReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 11 morecytosol, extracellular spaceOne of 12 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoateReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 11 morecytosol, extracellular spaceOne of 12 routes

• (7Z,10Z,13Z,16Z)-docosatetraenoateReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 11 morecytosol, extracellular spaceOne of 12 routes

• pristanoyl-CoAReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. fatty-acid-CoA ligase

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 16 morecytosolOne of 2 routes

• a 1,3-diacyl-sn-glycerolReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. an acyl-CoA + a 1,2-diacyl-sn-glycerol = a triacyl-sn-glycerol + CoA
  3. a triacyl-sn-glycerol + H2O = a 1,3-diacyl-sn-glycerol + a fatty acid + H(+)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 17 morecytosolOne of 4 routes

• a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + a 1,2-diacyl-sn-glycero-3-phosphocholine(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + a 1,2-diacyl-sn-glycero-3-phosphocholine(out)
  2. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
  3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by OSBPL3, LPGAT1, LPCAT2, LPCAT1inner side of the membrane, outer side of the membrane

• a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + a 1,2-diacyl-sn-glycero-3-phosphocholine(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + a 1,2-diacyl-sn-glycero-3-phosphocholine(out)
  2. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
  3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by OSBPL3, LPGAT1, LPCAT4inner side of the membrane, outer side of the membrane

• 1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + cholesterol(out)
  2. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
  3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphoethanolamine + sn-glycerol 3-phosphocholine

  Catalysed by OSBP, LCAT, PLA2G4Cinner side of the membrane, outer side of the membrane

• a 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + a 1,2-diacyl-sn-glycero-3-phosphocholine(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + a 1,2-diacyl-sn-glycero-3-phosphocholine(out)
  2. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
  3. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + a 2-acyl-sn-glycero-3-phosphocholine = a 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphocholine + 2-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by OSBPL3, LPGAT1, PLAAT1inner side of the membrane, outer side of the membrane

• undecanoyl-CoAReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. medium-chain acyl-CoA ligase (undecylic acid)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 21 morecytosolOne of 3 routes

• a fatty acyl-CoAReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. a 1,2-diacyl-sn-glycerol + H2O = a 2-acylglycerol + a fatty acid + H(+)
  3. a fatty acid + ATP + CoA = a fatty acyl-CoA + AMP + diphosphate

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 14 morecytosol

• (5Z,8Z,11Z)-eicosatrienoateReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 11 morecytosol, extracellular spaceOne of 12 routes

• a 1-(9Z-octadecenoyl)-2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + a 1,2-diacyl-sn-glycero-3-phosphocholine(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + a 1,2-diacyl-sn-glycero-3-phosphocholine(out)
  2. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
  3. 1-(9Z-octadecenoyl)-2-acyl-sn-3-glycerol + a sphingomyelin = a 1-(9Z-octadecenoyl)-2-acyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine

  Catalysed by OSBPL3, SGMS1, SGMS2inner side of the membrane, outer side of the membrane

• N-hexadecanoyl-sphinganine-1-phosphoethanolamineReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. CDP-ethanolamine + a 1,2-diacyl-sn-glycerol = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CMP + H(+)
  3. N-hexadecanoylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = N-hexadecanoyl-sphinganine-1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 14 morecytosolOne of 2 routes

• an N-acylsphinganine-1-phosphoethanolamineReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. CDP-ethanolamine + a 1,2-diacyl-sn-glycerol = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CMP + H(+)
  3. an N-acylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = an N-acylsphinganine-1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 14 morecytosolOne of 2 routes

• N-hexadecanoyl-(4R)-hydroxysphinganine-1-phosphoethanolamineReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. CDP-ethanolamine + a 1,2-diacyl-sn-glycerol = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CMP + H(+)
  3. N-hexadecanoyl-(4R)-hydroxysphinganine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = N-hexadecanoyl-(4R)-hydroxysphinganine-1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 14 morecytosolOne of 2 routes

• an N-acyl-(4R)-4-hydroxysphinganine-1-phosphoethanolamineReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. CDP-ethanolamine + a 1,2-diacyl-sn-glycerol = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CMP + H(+)
  3. an N-acyl-(4R)-4-hydroxysphinganine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = an N-acyl-(4R)-4-hydroxysphinganine-1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 14 morecytosolOne of 2 routes

• hexadecanoateReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. N-hexadecanoylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = N-hexadecanoyl-sphinganine-1-phosphocholine + a 1,2-diacyl-sn-glycerol
  3. sphinganine + hexadecanoate = N-hexadecanoylsphinganine + H2O

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 13 morecytosolOne of 3 routes

• tricosanoateReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 11 morecytosol, extracellular spaceOne of 12 routes

• 7alpha-hydroxypregnenoloneReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + cholesterol(out)
  2. 6 reduced [adrenodoxin] + cholesterol + 3 O2 + 6 H(+) = 4-methylpentanal + pregnenolone + 6 oxidized [adrenodoxin] + 4 H2O
  3. pregnenolone,NADPH:oxygen oxidoreductase (7alpha-hydroxylating)

  Catalysed by OSBP, CYP11A1, CYP7B1inner side of the membrane, outer side of the membrane, cytosolOne of 2 routes