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

Three steps

• CHEBI:63544Reach 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 (adrenic acid)

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

• pregn-5-ene-3,20-dioneReach 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:NAD+ 3-oxidoreductase

  Catalysed by OSBP, CYP11A1, HSD3B1, HSD3B2inner side of the membrane, outer side of the membrane, cytosolOne of 2 routes

• 4-methylpentan-1-olReach 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. aldose reductase (isocaproic-aldehyde)

  Catalysed by OSBP, CYP11A1, AKR1B10, AKR1B1inner side of the membrane, outer side of the membrane, cytosolOne of 2 routes

• (4R)-hydroxysphinganineReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. an N-acyl-(4R)-4-hydroxysphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = an N-acyl-(4R)-4-hydroxysphinganine-phosphocholine + a 1,2-diacyl-sn-glycerol
  3. Phytoceramide amidohydrolase

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 17 morecytosolOne of 2 routes

• a 1-acyl-sn-glycero-3-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-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phosphoethanolamine

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 13 morecytosolOne of 2 routes

• a 1,2-diacyl-sn-glycero-3-phospho-N-methylethanolamineReach 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. a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + S-adenosyl-L-methionine = a 1,2-diacyl-sn-glycero-3-phospho-N-methylethanolamine + S-adenosyl-L-homocysteine + H(+)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 13 morecytosol

• a 1-acyl-sn-glycerolReach 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 + H2O = a 1-acyl-sn-glycerol + phosphocholine + H(+)

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

• a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. a 1,2-diacyl-sn-glycerol + ATP = a 1,2-diacyl-sn-glycero-3-phosphate + ADP + H(+)
  3. a 1-acyl-sn-glycero-3-phosphate + a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) = 1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol) + a 1,2-diacyl-sn-glycero-3-phosphate

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 22 morecytosolOne of 4 routes

• 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerolReach 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. 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + a 1,2-diacyl-sn-glycero-3-phosphocholine = a cardiolipin + a 1-acyl-sn-glycero-3-phosphocholine

  Catalysed by OSBPL3, PLA2G10, PLA2G6, PLA2G1B and 28 moreinner side of the membrane, outer side of the membraneOne of 3 routes

• 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 + H2O = sn-glycero-3-phospho-L-serine + a fatty acid + H(+)

  Catalysed by OSBPL9, OSBPL11, OSBPL10, OSBPL8 and 5 moreinner side of the membrane, outer side of the membrane

• hexacosanoyl-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 (cerotic acid)

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

• a 1-acyl-2-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach 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-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + 1-hexadecanoyl-sn-glycero-3-phosphocholine = a 1-acyl-2-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + sn-glycerol 3-phosphocholine

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

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

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 22 morecytosolOne of 4 routes

• tetracosanoyl-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 (lignocerate)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 23 morecytosolOne of 11 routes

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

  Catalysed by SYNJ2, SYNJ1, SACM1L, INPP5F and 2 more

• docosanoyl-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 (behenic acid)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 23 morecytosolOne of 10 routes

• a 2-acyl-sn-glycero-3-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. a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + H2O = a 2-acyl-sn-glycero-3-phosphoethanolamine + a fatty acid + H(+)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 13 morecytosolOne of 2 routes

• beta-D-glucosyl-N-octanoylsphing-4E-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-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside

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

• Mo-molybdopterinReach 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. cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O
  3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O

  Catalysed by OSBP, CH25H, MOCOSinner side of the membrane, outer side of the membrane

• (2E)-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. Carnitine O-Palmitoyltransferase

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

• (6Z,9Z,12Z,15Z)-octadecatetraenoyl-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 (stearidonic acid)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 23 morecytosolOne of 9 routes

• (8Z,11Z,14Z)-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 14 routes

• 1-O-hexadecyl-2-hexadecanoyl-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-O-hexadecyl-sn-glycero-3-phosphocholine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-O-hexadecyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + sn-glycerol 3-phosphocholine

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

• N-(hexadecanoyl)-sphing-4-enine-1-phosphateReach 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. beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
  3. N-hexadecanoylsphing-4-enine + ATP = N-(hexadecanoyl)-sphing-4-enine-1-phosphate + ADP + H(+)

  Catalysed by OSBP, GBA1, CERKinner side of the membrane, outer side of the membrane

• 1,2-dihexadecanoyl-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 + hexadecanoyl-CoA = 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by OSBP, LCAT, PRDX6, LPCAT3 and 1 moreinner side of the membrane, outer side of the membraneOne of 5 routes

• 1-hexadecanoyl-2-octadecanoyl-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. octadecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by OSBP, LCAT, LPCAT3inner side of the membrane, outer side of the membrane

• 1-hexadecanoyl-2-(9Z-octadecenoyl)-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 + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by OSBP, LCAT, LPCAT3, MBOAT1 and 3 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• 1-hexadecanoyl-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. (9Z,12Z)-octadecadienoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by OSBP, LCAT, LPCAT3, MBOAT2 and 1 moreinner side of the membrane, outer side of the membrane

• 1-hexadecanoyl-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) + 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. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by OSBP, LCAT, LPCAT3, MBOAT7inner side of the membrane, outer side of the membraneOne of 2 routes

• 1,2-dihexadecanoyl-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-hexadecanoyl-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + sn-glycerol 3-phosphocholine

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

• an N-acylsphing-4-enine 1-phosphoethanolamineReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
  3. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = an N-acylsphing-4-enine 1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 13 morecytosolOne of 2 routes

• 1-(beta-D-galactosyl)-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-galactosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-galactoside + an N-acylsphing-4-enine
  3. 1-(beta-D-galactosyl)-N-dodecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-galactoside + N-dodecanoylsphing-4-enine

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

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-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 (EPA)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 23 morecytosolOne of 10 routes

• (7Z,10Z,13Z,16Z,19Z)-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 (DPA)

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

• 1-hexadecanoyl-2-(9Z-hexadecenoyl)-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. (9Z)-hexadecenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by OSBP, LCAT, LPCAT3, MBOAT2inner side of the membrane, outer side of the membrane

• (9Z,12Z,15Z)-octadecatrienoyl-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 (linolenate)

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

• (13Z)-docosenoyl-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 (cis-erucic acid)

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

• (11Z)-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 (cis-gondoic acid)

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

• (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-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 ((9Z,12Z,15Z,18Z,21Z)-TPA)

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

• (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-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 ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 23 morecytosolOne of 5 routes

• (15Z)-tetracosenoyl-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 (nervonic acid)

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

• (17Z)-hexacosenoyl-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 (ximenic acid)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 23 morecytosolOne of 5 routes

• (8Z,11Z,14Z)-eicosatrienoyl-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 (dihomo-gamma-linolenate)

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

• (8Z,11Z,14Z,17Z)-eicosatetraenoyl-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 (omega-3-arachidonic acid)

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

• (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-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 (DHA)

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

• heptadecanoyl-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 (margaric acid)

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

• (9Z)-heptadecenoyl-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 (9-heptadecylenic acid)

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

• (11Z,14Z,17Z)-eicosatrienoyl-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,17Z)-eicosatrienoic acid)

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

• 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-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. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + CoA

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

• 1-hexadecanoyl-2-dodecanoyl-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. dodecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by OSBP, LCAT, LPCAT3, LPCAT1inner side of the membrane, outer side of the membrane