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

Three steps

• (24S)-hydroxycholesterol 24-sulfateReach 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 + reduced [NADPH--hemoprotein reductase] + O2 = (24S)-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
  3. (24S)-hydroxycholesterol + 3'-phosphoadenylyl sulfate = (24S)-hydroxycholesterol 24-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by OSBP, CYP46A1, SULT2A1inner side of the membrane, outer side of the membrane

• (24S)-hydroxycholesterol 3-sulfateReach 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 + reduced [NADPH--hemoprotein reductase] + O2 = (24S)-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
  3. (24S)-hydroxycholesterol + 3'-phosphoadenylyl sulfate = (24S)-hydroxycholesterol 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by OSBP, CYP46A1, SULT2B1, SULT1E1 and 1 moreinner side of the membrane, outer side of the membrane

• a 3-(acyloxy)acyl derivative of bacterial toxinReach 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 3-(acyloxy)acyl derivative of bacterial toxin + H2O = a 3-hydroxyacyl derivative of bacterial toxin + a fatty acid + H(+)

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

• beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-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-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-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

• an N-acyl-sphinga-4E,14Z-dienineReach 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 + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = an N-acyl-sphinga-4E,14Z-dienine + 2 Fe(III)-[cytochrome b5] + 2 H2O

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

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

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

• a 2-acyl-6-[alpha-D-mannosyl-(1->6)-2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositolReach 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 2-acyl-6-[alpha-D-mannosyl-(1->6)-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositol + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = a 2-acyl-6-[alpha-D-mannosyl-(1->6)-2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositol + a 1,2-diacyl-sn-glycerol

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

• a 2-acyl-6-[2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositolReach 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 2-acyl-6-(alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl)-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositol + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = a 2-acyl-6-[2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositol + a 1,2-diacyl-sn-glycerol

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

• a 2-acyl-6-[6-phosphoethanolamine-alpha-D-mannosyl-(1->2)-alpha-D-mannosyl-(1->6)-2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositolReach 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 2-acyl-6-[alpha-D-mannosyl-(1->2)-alpha-D-mannosyl-(1->6)-2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositol + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = a 2-acyl-6-[6-phosphoethanolamine-alpha-D-mannosyl-(1->2)-alpha-D-mannosyl-(1->6)-2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositol + a 1,2-diacyl-sn-glycerol

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

• a 2-acyl-6-[6-phosphoethanolamine-alpha-D-mannosyl-(1->2)-6-phosphoethanolamine-alpha-D-mannosyl-(1->6)-2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositolReach 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 2-acyl-6-[6-phosphoethanolamine-alpha-D-mannosyl-(1->2)-alpha-D-mannosyl-(1->6)-2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositol + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = a 2-acyl-6-[6-phosphoethanolamine-alpha-D-mannosyl-(1->2)-6-phosphoethanolamine-alpha-D-mannosyl-(1->6)-2-phosphoethanolamine-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl]-1-(1-radyl,2-acyl-sn-glycero-3-phospho)-1D-myo-inositol + a 1,2-diacyl-sn-glycerol

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

• (7Z)-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 ((7Z)-octadecenoyl-CoA)

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

• CHEBI:15345Reach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Acetoacetate:CoA ligase (AMP-forming)

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

• acetylcholineReach 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 1,2-diacyl-sn-glycero-3-phosphate + choline + H(+)
  3. Acetyl-CoA:choline O-acetyltransferase

  Catalysed by OSBPL3, PLD2, PLD1, ENPP2 and 1 moreinner side of the membrane, outer side of the membrane, cytosolOne of 3 routes

• CHEBI:15380Reach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. 5-aminolevulinate synthase (2-amino-3-oxoadipate)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 17 morecytosol, mitochondrial matrixOne of 8 routes

• CHEBI:15477Reach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. glycine N-acyltransferase (2-methylbutyryl-CoA)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 18 morecytosol, mitochondrial matrixOne of 2 routes

• 2-methylcrotonoyl-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 Tiglylcarnitine

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

• isobutyryl-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. acetyl-CoA C-acyltransferase (3-oxo-4-methyl-pentanoyl-CoA)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 18 morecytosol, mitochondrial matrixOne of 3 routes

• 3-methylbut-2-enoyl-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. glycine-N-acyltransferase (3-methylcrotonoylglycine)

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

• isovaleryl-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. glycine N-acyltransferase (isovalerylglycine)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 18 morecytosol, mitochondrial matrixOne of 3 routes

• arachidonoyl-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. Arachidonate:CoA ligase (AMP-forming)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 23 morecytosolOne of 12 routes

• CHEBI:15519Reach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. propanoyl-CoA C-acyltransferase

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

• palmitoyl-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. Palmitate:CoA ligase (AMP-forming)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 23 morecytosolOne of 12 routes

• oleoyl-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 octadecenoyl-CoA into Mitochondrial Matrix

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 18 morecytosolOne of 12 routes

• phenylacetyl-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. Phenylacetate:CoA ligase

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 15 morecytosolOne of 3 routes

• propionyl-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. Propanoate:CoA ligase (AMP-forming)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 18 morecytosolOne of 43 routes

• a 1-hexadecanoyl-2-acylglycerolReach 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 2-acylglycerol + hexadecanoyl-CoA = a 1-hexadecanoyl-2-acylglycerol + CoA

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

• CHEBI:15650Reach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. N-acetyl-LTE4 to leukotriene E4 conversion

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 47 morecytosolOne of 2 routes

• betaine aldehydeReach 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. choline + A = betaine aldehyde + AH2

  Catalysed by OSBP, CH25H, CHDHinner side of the membrane, outer side of the membraneOne of 4 routes

• CHEBI:15727Reach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. N-alpha-acetyltransferase 10, NatA catalytic subunit (acetylcarnosine)

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

• CHEBI:15746Reach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. diamine N-acetyltransferase (N1-acetylspermine)

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

• hexadecanoic acidReach 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 15 routes

• 1-acylglycerone 3-phosphateReach 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. Acyl-CoA:glycerone-phosphate O-acyltransferase

  Catalysed by OSBPL3, LPGAT1, GNPATinner side of the membrane, outer side of the membrane, cytosol

• a sterolReach 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 sterol + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sterol ester + 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

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

  Catalysed by OSBP, SULT2B1, SULT1C2, STSinner side of the membrane, outer side of the membrane, cytosolOne of 4 routes

• 11-cis-retinolReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Palmitoyl-CoA:retinol O-acyltransferase

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

• CHEBI:16436Reach 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. ceramide cholinephosphotransferase (CDP-choline)

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

• oxaloacetateReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. ATP citrate lyase (citrate)

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

• CHEBI:16566Reach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  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 17 morecytosol

• formaldehydeReach 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. 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 OSBP, CH25H, KDM1A, KDM1Binner 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-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 = sn-glycerol 3-phosphocholine + hexadecanoate + H(+)

  Catalysed by OSBP, LCAT, PLA2G6, LYPLA1 and 15 moreinner side of the membrane, outer side of the membraneOne of 12 routes

• 1-acyl-sn-glycerol 3-phosphateReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. ATP:acylglycerol 3-phosphotransferase

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 26 morecytosol, extracellular spaceOne of 7 routes

• progesteroneReach 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

• anilineReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Acetyl-CoA:arylamine N-acetyltransferase

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

• CHEBI:17312Reach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  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 15 morecytosolOne of 2 routes

• all-trans-retinolReach 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. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2

  Catalysed by OSBP, CH25H, RETSATinner side of the membrane, outer side of the membraneOne of 3 routes

• linoleic acidReach 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-(alk-1-enyl)-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. Acyl-CoA:1-alkenylglycerophosphoethanolamine O-acyltransferase

  Catalysed by OSBPL3, LPGAT1, LPCAT4, LPCAT3 and 2 moreinner side of the membrane, outer side of the membrane, cytosol

• AH2Reach 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. A + NADH + H(+) = AH2 + NAD(+)

  Catalysed by OSBP, CH25H, AIFM1, PYROXD1inner side of the membrane, outer side of the membraneOne of 20 routes

• 1-O-acyl-sn-glycero-3-phosphocholine(1+)Reach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  2. diacylglycerol cholinephosphotransferase (1,2-diacylglycerol-LD-PC pool)
  3. phosphatidylcholine 2-acylhydrolase

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 30 morecytosol, endoplasmic reticulumOne of 8 routes

• L-cysteineReach from here →
  1. phosphoinositide phospholipase C (1-phosphatidyl-1D-myo-inositol-4-phosphate)
  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 16 morecytosol, mitochondrial matrixOne of 2 routes