1-phosphatidyl-1D-myo-inositol

Three steps

• D-glucosyl-N-acylsphingosineReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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 13 morecytosolOne of 2 routes

• a beta-D-galactosyl-(1<->1')-N-acylsphing-4-enineReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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 13 morecytosolOne of 2 routes

• cholesteryl 3-beta-D-galactosideReach from here →
  1. ATP:1-Phosphatidyl-1D-myo-inositol 4-phosphotransferase
  2. 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)
  3. a beta-D-galactosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-galactoside + an N-acylsphing-4-enine

  Catalysed by PI4KA, PI4K2B, PI4K2A, PI4KB and 3 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• cholesteryl 3-beta-D-xylosideReach from here →
  1. ATP:1-Phosphatidyl-1D-myo-inositol 4-phosphotransferase
  2. 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)
  3. a beta-D-xylosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-xyloside + an N-acylsphing-4-enine

  Catalysed by PI4KA, PI4K2B, PI4K2A, PI4KB and 3 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• a beta-D-xylosyl-(1<->1')-N-acylsphing-4-enineReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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 14 morecytosolOne of 2 routes

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

  Catalysed by PI4KA, PI4K2B, PI4K2A, PI4KB and 16 morecytosol

• a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enineReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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 13 morecytosolOne of 2 routes

• (5Z)-dodecenoyl-CoAReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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 18 morecytosol, mitochondrial matrixOne of 2 routes

• (11Z)-docosenoyl-CoA(4-)Reach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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 23 morecytosolOne of 5 routes

• (7Z)-tetradecenoyl-CoAReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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 23 morecytosolOne of 8 routes

• a 2-hexadecanoyl-6-alpha-D-glucosaminy-1-(1,2-diacyl-sn-glycero-3-phospho)-1D-myo-inositolReach from here →
  1. phosphatidylinositol N-acetylglucosaminyltransferase (PI pool)
  2. phosphatidylinositol glycan anchor biosynthesis class L
  3. a 6-(alpha-D-glucosaminyl)-1-(1,2-diacyl-sn-glycero-3-phospho)-1D-myo-inositol + hexadecanoyl-CoA = a 2-hexadecanoyl-6-alpha-D-glucosaminy-1-(1,2-diacyl-sn-glycero-3-phospho)-1D-myo-inositol + CoA

  Catalysed by PIGA, PIGP, PIGH, PIGY and 5 moreendoplasmic reticulum

• (4Z,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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 18 morecytosol, mitochondrial matrixOne of 3 routes

• (7Z,10Z)-hexadecadienoyl-CoAReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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 18 morecytosol, mitochondrial matrix

• (4Z,7Z)-decadienoyl-CoAReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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 18 morecytosol, mitochondrial matrixOne of 2 routes

• (5Z)-octenoyl-CoAReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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 18 morecytosol, mitochondrial matrixOne of 2 routes

• docosanoateReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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

• octadecanoateReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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

• alpha-linolenic acidReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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

• CHEBI:27540Reach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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 21 morecytosolOne of 6 routes

• elaidic acidReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 11 morecytosol, extracellular spaceOne of 17 routes

• all-cis-docosa-4,7,10,13,16,19-hexaenoic acidReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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

• CHEBI:28701Reach from here →
  1. phosphoinositide phospholipase C (PI pool)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 18 morecytosol, peroxisomeOne of 7 routes

• 17alpha-hydroxypregnenoloneReach from here →
  1. phosphatidylinositol N-acetylglucosaminyltransferase (PI pool)
  2. phosphatidylinositol glycan anchor biosynthesis class L
  3. cytochrome P450 (17alpha-hydroxypregnenolone)

  Catalysed by PIGA, PIGP, PIGH, PIGY and 5 moreendoplasmic reticulum

• phosphocholineReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  2. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
  3. a 1,2-diacyl-sn-glycero-3-phosphocholine + H2O = phosphocholine + a 1,2-diacyl-sn-glycerol + H(+)

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

• formic acidReach from here →
  1. phosphatidylinositol N-acetylglucosaminyltransferase (PI pool)
  2. phosphatidylinositol glycan anchor biosynthesis class L
  3. transport of acetate and formate (cytosol to extracellular)

  Catalysed by PIGA, PIGP, PIGH, PIGY and 7 moreendoplasmic reticulum, extracellular space, cytosolOne of 2 routes

• propionic acidReach from here →
  1. phosphatidylinositol N-acetylglucosaminyltransferase (PI pool)
  2. phosphatidylinositol glycan anchor biosynthesis class L
  3. transport of acetate and propanoate (cytosol to extracellular)

  Catalysed by PIGA, PIGP, PIGH, PIGY and 8 moreendoplasmic reticulum, extracellular space, cytosolOne of 2 routes

• butyric acidReach from here →
  1. phosphatidylinositol N-acetylglucosaminyltransferase (PI pool)
  2. phosphatidylinositol glycan anchor biosynthesis class L
  3. transport of acetate and butyrate (cytosol to extracellular)

  Catalysed by PIGA, PIGP, PIGH, PIGY and 8 moreendoplasmic reticulum, extracellular space, cytosolOne of 2 routes

• tetradecanoateReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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

• (9Z)-octadecenoateReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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

• hexacosanoateReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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

• tetracosanoateReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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

• eicosanoateReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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

• (9Z)-hexadecenoateReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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

• (15Z)-tetracosenoateReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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

• (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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

• (11Z)-eicosenoateReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  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

• (24S)-hydroxycholesterolReach from here →
  1. ATP:1-Phosphatidyl-1D-myo-inositol 4-phosphotransferase
  2. 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)
  3. cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (24S)-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by PI4KA, PI4K2B, PI4K2A, PI4KB and 2 morecytosol, inner side of the membrane, outer side of the membrane

• a fatty aldehydeReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  2. a 1,2-diacyl-sn-glycerol + H2O = a 2-acylglycerol + a fatty acid + H(+)
  3. a fatty aldehyde + NAD(+) + H2O = a fatty acid + NADH + 2 H(+)

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

• a sterol esterReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  2. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
  3. a sterol + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sterol ester + a 1-acyl-sn-glycero-3-phosphocholine

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

• cholesteryl hexadecanoateReach from here →
  1. ATP:1-Phosphatidyl-1D-myo-inositol 4-phosphotransferase
  2. 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)
  3. cholesterol + hexadecanoyl-CoA = cholesteryl hexadecanoate + CoA

  Catalysed by PI4KA, PI4K2B, PI4K2A, PI4KB and 2 morecytosol, inner side of the membrane, outer side of the membrane

• cholesteryl (9Z,12Z)-octadecadienoateReach from here →
  1. ATP:1-Phosphatidyl-1D-myo-inositol 4-phosphotransferase
  2. 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)
  3. (9Z,12Z)-octadecadienoyl-CoA + cholesterol = cholesteryl (9Z,12Z)-octadecadienoate + CoA

  Catalysed by PI4KA, PI4K2B, PI4K2A, PI4KB and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• D-glucoseReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  2. inositol-3-phosphate synthase (inositol-1-phosphate)
  3. D-Glucose-6-phosphate phosphohydrolase

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

• (S)-lactic acidReach from here →
  1. phosphatidylinositol N-acetylglucosaminyltransferase (PI pool)
  2. phosphatidylinositol glycan anchor biosynthesis class L
  3. transport of acetate and L-lactate (cytosol to extracellular)

  Catalysed by PIGA, PIGP, PIGH, PIGY and 10 moreendoplasmic reticulum, extracellular space, cytosolOne of 2 routes

• 25-hydroxycholesterolReach from here →
  1. ATP:1-Phosphatidyl-1D-myo-inositol 4-phosphotransferase
  2. 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)
  3. cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O

  Catalysed by PI4KA, PI4K2B, PI4K2A, PI4KB and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 3 routes

• N-octanoylsphing-4-enineReach from here →
  1. ATP:1-Phosphatidyl-1D-myo-inositol 4-phosphotransferase
  2. 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)
  3. beta-D-glucosyl-N-octanoylsphing-4E-enine + cholesterol = N-octanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside

  Catalysed by PI4KA, PI4K2B, PI4K2A, PI4KB and 2 morecytosol, inner side of the membrane, outer side of the membrane

• cholesteryl (9Z-octadecenoate)Reach from here →
  1. ATP:1-Phosphatidyl-1D-myo-inositol 4-phosphotransferase
  2. 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)
  3. cholesterol + (9Z)-octadecenoyl-CoA = cholesteryl (9Z-octadecenoate) + CoA

  Catalysed by PI4KA, PI4K2B, PI4K2A, PI4KB and 3 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• N-(acetyl)-sphing-4-enineReach from here →
  1. phosphatidylinositol N-acetylglucosaminyltransferase (PI pool)
  2. phosphatidylinositol glycan anchor biosynthesis class L
  3. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate

  Catalysed by PIGA, PIGP, PIGH, PIGY and 5 moreendoplasmic reticulum

• a 1,3-diacylglycerolReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. a triacylglycerol + H2O = a 1,3-diacylglycerol + a fatty acid + H(+)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 17 morecytosolOne of 5 routes

• a 1,2-diacylglycerolReach from here →
  1. phosphoinositide phospholipase C (PI pool)
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. a triacylglycerol + H2O = a 1,2-diacylglycerol + a fatty acid + H(+)

  Catalysed by PLCH2, PLCG2, PLCG1, PLCD1 and 19 morecytosolOne of 6 routes

• (24R)-hydroxycholesterolReach from here →
  1. ATP:1-Phosphatidyl-1D-myo-inositol 4-phosphotransferase
  2. 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)
  3. cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (24R)-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by PI4KA, PI4K2B, PI4K2A, PI4KB and 2 morecytosol, inner side of the membrane, outer side of the membrane