a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate)

Three steps

• a 1,2-diacyl-sn-glycero-3-phosphocholineReach from here →
  1. Phosphatidylinositol-3,4,5-Trisphosphate 3-Phosphatase
  2. phosphoinositide phospholipase C (PI pool)
  3. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 12 morenucleus, cytosolOne of 8 routes

• a 1-acyl-sn-glycero-3-phosphateReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + H2O = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + phosphate
  2. a 1,2-diacyl-sn-glycero-3-phosphate(out) + a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)(in) = a 1,2-diacyl-sn-glycero-3-phosphate(in) + a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)(out)
  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 SYNJ1, PITPNM1, TAFAZZINinner side of the membrane, outer side of the membrane

• a 6-(alpha-D-glucosaminyl)-1-(1,2-diacyl-sn-glycero-3-phospho)-1D-myo-inositolReach from here →
  1. Phosphatidylinositol-3,4,5-Trisphosphate 3-Phosphatase
  2. phosphatidylinositol N-acetylglucosaminyltransferase (PI pool)
  3. phosphatidylinositol glycan anchor biosynthesis class L

  Catalysed by PIGA, PIGP, PIGH, PIGY and 4 morenucleus, endoplasmic reticulumOne of 3 routes

• D-glucuronateReach from here →
  1. Phosphatidylinositol-3,4,5-Trisphosphate 3-Phosphatase
  2. Phospholipase D
  3. myo-inositol + O2 = D-glucuronate + H2O + H(+)

  Catalysed by PLD2, MIOXnucleus, cytosol

• a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycero-3'-phosphate)Reach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + H2O = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + phosphate
  2. a CDP-1,2-diacyl-sn-glycerol + myo-inositol = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + CMP + H(+)
  3. a CDP-1,2-diacyl-sn-glycerol + sn-glycerol 3-phosphate = a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycero-3'-phosphate) + CMP + H(+)

  Catalysed by SYNJ1, CDIPT, PGS1

• a cardiolipinReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + H2O = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + phosphate
  2. a CDP-1,2-diacyl-sn-glycerol + myo-inositol = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + CMP + H(+)
  3. a CDP-1,2-diacyl-sn-glycerol + a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) = a cardiolipin + CMP + H(+)

  Catalysed by SYNJ1, CDIPT, CRLS1

• an all-trans-retinyl esterReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-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. an all-trans-retinyl ester + H2O = 11-cis-retinol + a fatty acid + H(+)

  Catalysed by SYNJ1, DDHD1, RPE65

• a 1,2-diacyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. Phosphatidylinositol-3,4,5-Trisphosphate 3-Phosphatase
  2. phosphoinositide phospholipase C (PI pool)
  3. CDP-ethanolamine + a 1,2-diacyl-sn-glycerol = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CMP + H(+)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 12 morenucleus, cytosol

• a triacyl-sn-glycerolReach from here →
  1. Phosphatidylinositol-3,4,5-Trisphosphate 3-Phosphatase
  2. phosphoinositide phospholipase C (PI pool)
  3. an acyl-CoA + a 1,2-diacyl-sn-glycerol = a triacyl-sn-glycerol + CoA

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 16 morenucleus, cytosol

• a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + H2O = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + phosphate
  2. a 1,2-diacyl-sn-glycero-3-phosphate(out) + a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)(in) = a 1,2-diacyl-sn-glycero-3-phosphate(in) + a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)(out)
  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 SYNJ1, PITPNM1, TAFAZZINinner side of the membrane, outer side of the membrane

• a 2-acyl-sn-glycerol 3-phosphateReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + H2O = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + phosphate
  2. a 1,2-diacyl-sn-glycero-3-phosphate(out) + a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)(in) = a 1,2-diacyl-sn-glycero-3-phosphate(in) + a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)(out)
  3. a 1,2-diacyl-sn-glycero-3-phosphate + H2O = a 2-acyl-sn-glycerol 3-phosphate + a fatty acid + H(+)

  Catalysed by SYNJ1, PITPNM1, DDHD1inner side of the membrane, outer side of the membrane

• 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-5-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 SYNJ1, DDHD1, LCLAT1

• N-hexadecanoyl-(4R)-hydroxysphinganineReach from here →
  1. Phosphatidylinositol-3,4,5-Trisphosphate 3-Phosphatase
  2. phosphoinositide phospholipase C (PI pool)
  3. N-hexadecanoyl-(4R)-hydroxysphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = N-hexadecanoyl-(4R)-hydroxysphinganine-phosphocholine + a 1,2-diacyl-sn-glycerol

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 12 morenucleus, cytosol

• N-hexadecanoylsphinganineReach from here →
  1. Phosphatidylinositol-3,4,5-Trisphosphate 3-Phosphatase
  2. phosphoinositide phospholipase C (PI pool)
  3. N-hexadecanoylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = N-hexadecanoyl-sphinganine-1-phosphocholine + a 1,2-diacyl-sn-glycerol

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 12 morenucleus, cytosol

• (22R)-hydroxycholesterolReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. 2 reduced [adrenodoxin] + cholesterol + O2 + 2 H(+) = (22R)-hydroxycholesterol + 2 oxidized [adrenodoxin] + H2O

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 2 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• N-dodecanoylsphing-4-enineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. 1-(beta-D-galactosyl)-N-dodecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-galactoside + N-dodecanoylsphing-4-enine

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 3 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• N-hexadecanoylsphing-4-enineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 2 moreinner side of the membrane, outer side of the membrane

• N-octadecanoylsphing-4-enineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 2 moreinner side of the membrane, outer side of the membrane

• 1-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. 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

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 2 moreinner side of the membrane, outer side of the membraneOne of 9 routes

• N-(15Z-tetracosenoyl)-sphing-4-enineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  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 PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 2 moreinner side of the membrane, outer side of the membrane

• (25R)-cholest-5-ene-3beta,26-diolReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. 2 reduced [adrenodoxin] + cholesterol + O2 + 2 H(+) = (25R)-cholest-5-ene-3beta,26-diol + 2 oxidized [adrenodoxin] + H2O

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 2 moreinner side of the membrane, outer side of the membrane

• 1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphateReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate(out) + cholesterol(in) = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate(in) + cholesterol(out)

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 1 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• a 1,3-diacyl-sn-glycerolReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-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 1,3-diacyl-sn-glycerol + H2O = a 1-acyl-sn-glycerol + a fatty acid + H(+)

  Catalysed by SYNJ1, DDHD1, ABHD11

• a fatty acyl-CoAReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-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 fatty acid + ATP + CoA = a fatty acyl-CoA + AMP + diphosphate

  Catalysed by SYNJ1, DDHD1, ACSL3

• N-(9Z-octadecenoyl)-sphing-4-enineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 3 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• cholesteryl octadecanoateReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. octadecanoyl-CoA + cholesterol = cholesteryl octadecanoate + CoA

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 2 moreinner side of the membrane, outer side of the membrane

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

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 3 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• cholesteryl (9Z)-hexadecenoateReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. (9Z)-hexadecenoyl-CoA + cholesterol = cholesteryl (9Z)-hexadecenoate + CoA

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 2 moreinner side of the membrane, outer side of the membrane

• (9Z,12Z,15Z-octadecatrienoyl)-cholesterolReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. (9Z,12Z,15Z)-octadecatrienoyl-CoA + cholesterol = (9Z,12Z,15Z-octadecatrienoyl)-cholesterol + CoA

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 2 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• cholesteryl (8Z,11Z,14Z)-eicosatrienoateReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. 1-hexadecanoyl-2-(8Z,11Z,14Z-eicosatrienoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (8Z,11Z,14Z)-eicosatrienoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 2 moreinner side of the membrane, outer side of the membrane

• (5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterolReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA + cholesterol = (5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterol + CoA

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 2 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• 4beta-hydroxycholesterolReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 4beta-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 2 moreinner side of the membrane, outer side of the membrane

• cholesteryl (5Z,8Z,11Z)-eicosatrienoateReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. 1-hexadecanoyl-2-(5Z,8Z,11Z-eicosatrienoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z)-eicosatrienoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 2 moreinner side of the membrane, outer side of the membrane

• (6Z,9Z,12Z-octadecatrienoyl)-cholesterolReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. 1-hexadecanoyl-2-(6Z,9Z,12Z-octadecatrienoyl)-sn-glycero-3-phosphocholine + cholesterol = (6Z,9Z,12Z-octadecatrienoyl)-cholesterol + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 2 moreinner side of the membrane, outer side of the membrane

• cholesteryl (11Z)-octadecenoateReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + ADP + H(+)
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
  3. (11Z)-octadecenoyl-CoA + cholesterol = cholesteryl (11Z)-octadecenoate + CoA

  Catalysed by PIP4K2A, PIP4K2B, PIP4K2C, OSBP2 and 2 moreinner side of the membrane, outer side of the membrane