a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)

Three steps

• sulfateReach from here →
  1. 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)
  2. cholesterol + 3'-phosphoadenylyl sulfate = cholesterol sulfate + adenosine 3',5'-bisphosphate + H(+)
  3. Cholesterol-sulfate sulfohydrolase

  Catalysed by OSBP2, OSBPL2, SULT2B1, SULT1C2 and 1 moreinner side of the membrane, outer side of the membrane, cytosolOne of 4 routes

• 11-cis-retinolReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Palmitoyl-CoA:retinol O-acyltransferase

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 17 morecytosol

• oxaloacetateReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. ATP citrate lyase (citrate)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 15 morecytosolOne of 2 routes

• CHEBI:16566Reach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. an N-acylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = an N-acylsphinganine-1-phosphocholine + a 1,2-diacyl-sn-glycerol
  3. N-acylsphingosine amidohydrolase

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 16 morecytosol

• formaldehydeReach from here →
  1. 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)
  2. cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O
  3. N(6),N(6)-dimethyl-L-lysyl(4)-[histone H3] + 2 A + 2 H2O = L-lysyl(4)-[histone H3] + 2 formaldehyde + 2 AH2

  Catalysed by OSBP2, OSBPL2, CH25H, KDM1A and 1 moreinner side of the membrane, outer side of the membraneOne of 3 routes

• sn-glycerol 3-phosphocholineReach from here →
  1. 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)
  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 = sn-glycerol 3-phosphocholine + hexadecanoate + H(+)

  Catalysed by OSBP2, OSBPL2, LCAT, PLA2G6 and 16 moreinner side of the membrane, outer side of the membraneOne of 6 routes

• 1-acyl-sn-glycerol 3-phosphateReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. ATP:acylglycerol 3-phosphotransferase

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 25 moreextracellular space, cytosolOne of 6 routes

• progesteroneReach from here →
  1. 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)
  2. 6 reduced [adrenodoxin] + cholesterol + 3 O2 + 6 H(+) = 4-methylpentanal + pregnenolone + 6 oxidized [adrenodoxin] + 4 H2O
  3. Pregnenolone:NAD+ 3-oxidoreductase

  Catalysed by OSBP2, OSBPL2, CYP11A1, HSD3B1 and 1 moreinner side of the membrane, outer side of the membrane, cytosolOne of 2 routes

• myo-inositolReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) + phosphate
  2. ATP:1-Phosphatidyl-1D-myo-inositol 4-phosphotransferase
  3. Phospholipase D

  Catalysed by SYNJ2, SYNJ1, INPP5B, OCRL and 18 morecytosolOne of 4 routes

• anilineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Acetyl-CoA:arylamine N-acetyltransferase

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 16 morecytosol

• CHEBI:17312Reach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. N1,N12-diacetylspermine to N1-acetylspermine conversion

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

• all-trans-retinolReach from here →
  1. 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)
  2. cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O
  3. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2

  Catalysed by OSBP2, OSBPL2, CH25H, RETSATinner side of the membrane, outer side of the membrane

• linoleic acidReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 10 moreextracellular spaceOne of 14 routes

• AH2Reach from here →
  1. 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)
  2. cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O
  3. A + NADH + H(+) = AH2 + NAD(+)

  Catalysed by OSBP2, OSBPL2, CH25H, AIFM1 and 1 moreinner side of the membrane, outer side of the membraneOne of 19 routes

• 1-O-acyl-sn-glycero-3-phosphocholine(1+)Reach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. diacylglycerol cholinephosphotransferase (1,2-diacylglycerol-LD-PC pool)
  3. phosphatidylcholine 2-acylhydrolase

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 29 morecytosol, endoplasmic reticulumOne of 8 routes

• L-cysteineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. N-acetylglutamate synthase (N-acetyl-L-cysteine)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 15 morecytosol, mitochondrial matrixOne of 2 routes

• a sphingomyelinReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) + phosphate
  2. 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)
  3. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol

  Catalysed by SYNJ2, SYNJ1, INPP5B, OCRL and 8 moreinner side of the membrane, outer side of the membraneOne of 13 routes

• (7Z,10Z,13Z)-hexadecatrienoyl-CoAReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Fatty Acid Beta Oxidation (C18:3->C16:3), Mitochondrial

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 17 morecytosol, mitochondrial matrix

• glycerolReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. a monoacylglycerol + H2O = glycerol + a fatty acid + H(+)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 24 moreextracellular spaceOne of 2 routes

• 7alpha-hydroxycholest-4-en-3-oneReach from here →
  1. 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)
  2. cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O
  3. Cholest-5-Ene-3Beta, 7Alpha-Diol:NAD+ 3-Oxidoreductase Bile Acid Biosynthesis

  Catalysed by OSBP2, OSBPL2, CH25H, HSD3B7inner side of the membrane, outer side of the membrane, endoplasmic reticulumOne of 5 routes

• CHEBI:17927Reach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. N1,N8-diacetylspermidine to N1-acetylspermidine conversion

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

• a diacylglycerolReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. a triacylglycerol + H2O = a diacylglycerol + a fatty acid + H(+)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 33 morecytosolOne of 2 routes

• dodecanoateReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 10 moreextracellular spaceOne of 14 routes

• phosphatidyl-L-serineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. CDPethanolamine:1,2-diacylglycerol ethanolaminephosphotransferase
  3. L-1-phosphatidylethanolamine:L-serine phosphatidyltransferase

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 12 morecytosolOne of 2 routes

• D-glucosyl-N-acylsphingosineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
  3. UDP-glucose:N-acylsphingosine D-glucosyltransferase

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 12 morecytosolOne of 2 routes

• a beta-D-galactosyl-(1<->1')-N-acylsphing-4-enineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  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 + UDP-alpha-D-galactose = a beta-D-galactosyl-(1<->1')-N-acylsphing-4-enine + UDP + H(+)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 12 moreOne of 3 routes

• a beta-D-xylosyl-(1<->1')-N-acylsphing-4-enineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
  3. a beta-D-xylosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-xyloside + an N-acylsphing-4-enine

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

• beta-D-xylosyl-(1<->1')-N-(9Z-octadecenoyl)-sphing-4-enineReach from here →
  1. 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)
  2. beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside
  3. N-(9Z-octadecenoyl)-sphing-4-enine + UDP-alpha-D-xylose = beta-D-xylosyl-(1<->1')-N-(9Z-octadecenoyl)-sphing-4-enine + UDP + H(+)

  Catalysed by OSBP2, OSBPL2, GBA1, GBA2 and 1 moreinner side of the membrane, outer side of the membrane

• a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  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 + UDP-alpha-D-glucose = a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + UDP + H(+)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 12 moreOne of 3 routes

• (5Z)-dodecenoyl-CoAReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-7-enoyl-CoA)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 17 morecytosol, mitochondrial matrixOne of 2 routes

• (11Z)-docosenoyl-CoA(4-)Reach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (cis-cetoleic acid)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 22 morecytosolOne of 5 routes

• (7Z)-tetradecenoyl-CoAReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((7Z)-tetradecenoic acid)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 22 morecytosolOne of 8 routes

• (4Z,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial

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

• (7Z,10Z)-hexadecadienoyl-CoAReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 17 morecytosol, mitochondrial matrix

• (4Z,7Z)-decadienoyl-CoAReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 17 morecytosol, mitochondrial matrixOne of 2 routes

• (5Z)-octenoyl-CoAReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Fatty Acid Beta Oxidation (C10:2->C8:1), Mitochondrial

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 17 morecytosol, mitochondrial matrixOne of 2 routes

• docosanoateReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 10 moreextracellular spaceOne of 12 routes

• octadecanoateReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 10 moreextracellular spaceOne of 15 routes

• octanoateReach from here →
  1. 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)
  2. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
  3. N-octanoylsphing-4-enine + H2O = octanoate + sphing-4-enine

  Catalysed by OSBP2, OSBPL2, GBA1, ASAH1 and 1 moreinner side of the membrane, outer side of the membrane

• alpha-linolenic acidReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 10 moreextracellular spaceOne of 12 routes

• CHEBI:27540Reach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. medium-chain acyl-CoA ligase (hexanoic acid)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 20 morecytosolOne of 6 routes

• elaidic acidReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 10 moreextracellular spaceOne of 18 routes

• all-cis-docosa-4,7,10,13,16,19-hexaenoic acidReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 10 moreextracellular spaceOne of 12 routes

• 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. 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)
  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. 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by OSBP2, OSBPL2, LCAT, TAFAZZINinner side of the membrane, outer side of the membrane

• CHEBI:28701Reach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 17 morecytosol, peroxisomeOne of 7 routes

• 17alpha-hydroxypregnenoloneReach from here →
  1. 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)
  2. 6 reduced [adrenodoxin] + cholesterol + 3 O2 + 6 H(+) = 4-methylpentanal + pregnenolone + 6 oxidized [adrenodoxin] + 4 H2O
  3. cytochrome P450 (pregnenolone)

  Catalysed by OSBP2, OSBPL2, CYP11A1, CYP17A1inner side of the membrane, outer side of the membrane, cytosolOne of 3 routes

• phosphocholineReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate) + phosphate
  2. 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)
  3. a 1,2-diacyl-sn-glycero-3-phosphocholine + H2O = phosphocholine + a 1,2-diacyl-sn-glycerol + H(+)

  Catalysed by SYNJ2, SYNJ1, INPP5B, OCRL and 7 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• tetradecanoateReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 10 moreextracellular spaceOne of 12 routes

• (9Z)-octadecenoateReach from here →
  1. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) + H2O = 1D-myo-inositol 1,4,5-trisphosphate + a 1,2-diacyl-sn-glycerol + H(+)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 10 moreextracellular spaceOne of 17 routes

• a 1-O-alkyl-sn-glycero-3-phosphocholineReach from here →
  1. 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)
  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-alkyl-2-acetyl-sn-glycero-3-phosphocholine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-acetyl-sn-glycero-3-phosphocholine + a 1-O-alkyl-sn-glycero-3-phosphocholine

  Catalysed by OSBP2, OSBPL2, LCATinner side of the membrane, outer side of the membrane