a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine

Three steps

• (11S)-hydroperoxy-(4Z,7Z,9E,13Z,16Z,19Z)-docosahexaenoateReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + O2 = (11S)-hydroperoxy-(4Z,7Z,9E,13Z,16Z,19Z)-docosahexaenoate

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 15 morecytosol, extracellular space

• 12(S)-HPETEReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. arachidonate:oxygen 12-oxidoreductase

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 15 morecytosol, extracellular spaceOne of 4 routes

• 15(S)-HPETEReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. arachidonate:oxygen 15-oxidoreductase

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 16 morecytosol, extracellular spaceOne of 4 routes

• 5(S)-HPETEReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. Arachidonate:oxygen 5-oxidoreductase

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 15 morecytosol, extracellular space

• betaine aldehydeReach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  2. a 1-O-alkyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphate + choline + H(+)
  3. choline dehydrogenase (choline)

  Catalysed by PLA2G6, PLA2G4A, PLA2G4F, PLB1 and 5 morecytosolOne of 3 routes

• phosphatidylethanolamineReach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + a 1,2-diacylglycerol = a 1-O-alkyl-sn-glycero-3-phosphocholine + a triacylglycerol
  2. triacylglycerol acylhydrolase
  3. CDPethanolamine:1,2-diacylglycerol ethanolaminephosphotransferase

  Catalysed by TMEM68, LPL, SELENOI, CEPT1extracellular space, cytosol

• 1,2-diacyl-sn-glycero-3-phosphocholine(1+)Reach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + a 1,2-diacylglycerol = a 1-O-alkyl-sn-glycero-3-phosphocholine + a triacylglycerol
  2. triacylglycerol acylhydrolase
  3. diacylglycerol cholinephosphotransferase (1,2-diacylglycerol-LD-PC pool)

  Catalysed by TMEM68, LPL, CHPT1, CEPT1extracellular space, cytosol

• 11-cis-retinyl hexadecanoateReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. 11-peroxy-docosahexaenoate to DHA conversion

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 14 morecytosol, extracellular spaceOne of 3 routes

• a 1-O-alkyl-2-acetyl-sn-glycerolReach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  2. a 1-O-alkyl-sn-glycero-3-phosphocholine + acetyl-CoA = a 1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine + CoA
  3. CDP-choline:1-alkyl-2-acetylglycerol cholinephosphotransferase

  Catalysed by PLA2G6, PLA2G4A, PLA2G4F, PLB1 and 7 morecytosolOne of 2 routes

• 11-cis-retinolReach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  2. an all-trans-retinyl ester + H2O = 11-cis-retinol + a fatty acid + H(+)
  3. all-trans-retinyl ester acylhydrolase, 11-cis-retinol forming

  Catalysed by PLA2G6, PLA2G4A, PLA2G4F, PLB1 and 3 morecytosolOne of 2 routes

• phosphatidic acidReach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + a 1,2-diacylglycerol = a 1-O-alkyl-sn-glycero-3-phosphocholine + a triacylglycerol
  2. triacylglycerol acylhydrolase
  3. Diacylglycerol Phosphate Kinase (Homo Sapiens)

  Catalysed by TMEM68, LPL, DGKI, DGKZextracellular space, nucleusOne of 2 routes

• CHEBI:16436Reach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  2. a 1-O-alkyl-sn-glycero-3-phosphocholine + acetyl-CoA = a 1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine + CoA
  3. CDP-choline:1-alkyl-2-acetylglycerol cholinephosphotransferase

  Catalysed by PLA2G6, PLA2G4A, PLA2G4F, PLB1 and 7 morecytosol

• CHEBI:16566Reach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. N-acylsphingosine amidohydrolase
  3. N-acylsphingosine amidohydrolase

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 19 morecytosol

• 8-hydroxydodecanoateReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 8-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 15 morecytosol, extracellular space

• 10-hydroxydodecanoateReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 10-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 15 morecytosol, extracellular space

• 9-hydroxydodecanoateReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 9-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 15 morecytosol, extracellular space

• 9-hydroxytetradecanoateReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. tetradecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 9-hydroxytetradecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 15 morecytosol, extracellular space

• 10-hydroxytetradecanoateReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. tetradecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 10-hydroxytetradecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 15 morecytosol, extracellular space

• 12-hydroxytetradecanoateReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. tetradecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 12-hydroxytetradecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 15 morecytosol, extracellular space

• 11-hydroxytetradecanoateReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. tetradecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 11-hydroxytetradecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 15 morecytosol, extracellular space

• CHEBI:16856Reach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. transport of arachidonate and GSH (cytosol to extracellular)

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 14 morecytosol, extracellular spaceOne of 2 routes

• 1-acyl-sn-glycerol 3-phosphateReach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  2. a monoacylglycerol + H2O = glycerol + a fatty acid + H(+)
  3. ATP:acylglycerol 3-phosphotransferase

  Catalysed by PLA2G6, PLA2G4A, PLA2G4F, PLB1 and 4 morecytosolOne of 6 routes

• octadecanalReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. octadecanal + NAD(+) + H2O = octadecanoate + NADH + 2 H(+)

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 15 morecytosol, extracellular space

• all-trans-retinolReach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  2. an all-trans-retinyl ester + H2O = 11-cis-retinol + a fatty acid + H(+)
  3. carboxylesterase (retinyl-ester)

  Catalysed by PLA2G6, PLA2G4A, PLA2G4F, PLB1 and 23 morecytosolOne of 2 routes

• a 2-acylglycerolReach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + a 1,2-diacylglycerol = a 1-O-alkyl-sn-glycero-3-phosphocholine + a triacylglycerol
  2. triacylglycerol acylhydrolase
  3. a 1,2-diacyl-sn-glycerol + H2O = a 2-acylglycerol + a fatty acid + H(+)

  Catalysed by TMEM68, LPL, DAGLB, ABHD11 and 1 moreextracellular space

• AH2Reach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  2. a 1-O-alkyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphate + choline + H(+)
  3. choline + A = betaine aldehyde + AH2

  Catalysed by PLA2G6, PLA2G4A, PLA2G4F, PLB1 and 5 more

• hexadecanalReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. 2 H+[c] + NADH[c] + palmitate[c] = H2O[c] + hexadecanal[c] + NAD+[c]

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 17 morecytosol, extracellular spaceOne of 2 routes

• glycerolReach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  2. a monoacylglycerol + H2O = glycerol + a fatty acid + H(+)
  3. a monoacylglycerol + H2O = glycerol + a fatty acid + H(+)

  Catalysed by PLA2G6, PLA2G4A, PLA2G4F, PLB1 and 3 moreOne of 3 routes

• CHEBI:18132Reach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  2. a 1-O-alkyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphate + choline + H(+)
  3. ATP:choline phosphotransferase

  Catalysed by PLA2G6, PLA2G4A, PLA2G4F, PLB1 and 6 morecytosol

• 11-cis-retinyl esterReach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  2. a fatty acid + ATP + CoA = a fatty acyl-CoA + AMP + diphosphate
  3. 11-cis-retinol + a fatty acyl-CoA = 11-cis-retinyl ester + CoA

  Catalysed by PLA2G6, PLA2G4A, PLA2G4F, PLB1 and 4 more

• 13-cis-retinyl esterReach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  2. a fatty acid + ATP + CoA = a fatty acyl-CoA + AMP + diphosphate
  3. 13-cis-retinol + a fatty acyl-CoA = 13-cis-retinyl ester + CoA

  Catalysed by PLA2G6, PLA2G4A, PLA2G4F, PLB1 and 4 more

• 9-cis-retinyl esterReach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  2. a fatty acid + ATP + CoA = a fatty acyl-CoA + AMP + diphosphate
  3. 9-cis-retinol + a fatty acyl-CoA = 9-cis-retinyl ester + CoA

  Catalysed by PLA2G6, PLA2G4A, PLA2G4F, PLB1 and 4 more

• (5S)-hydroperoxy-(6E,8Z,11Z,14Z,17Z)-eicosapentaenoateReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + O2 = (5S)-hydroperoxy-(6E,8Z,11Z,14Z,17Z)-eicosapentaenoate

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 15 morecytosol, extracellular space

• O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronateReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + UDP-alpha-D-glucuronate = O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronate + UDP

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 20 morecytosol, extracellular space

• a long-chain alcohol wax esterReach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  2. a fatty acid + ATP + CoA = a fatty acyl-CoA + AMP + diphosphate
  3. a long chain fatty alcohol + a fatty acyl-CoA = a long-chain alcohol wax ester + CoA

  Catalysed by PLA2G6, PLA2G4A, PLA2G4F, PLB1 and 5 more

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamineReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. fatty acylamide amidohydrolase

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 15 morecytosol, extracellular space

• dodecanalReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. 2 H+[r] + lauric acid[r] + NADH[r] = H2O[r] + NAD+[r] + dodecanal[r]

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 15 morecytosol, extracellular space, endoplasmic reticulumOne of 3 routes

• chlorine(.)Reach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  2. a 1-O-alkyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphate + choline + H(+)
  3. transport of chloride and choline (cytosol to extracellular)

  Catalysed by PLA2G6, PLA2G4A, PLA2G4F, PLB1 and 5 moreextracellular space, cytosol

• acetateReach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  2. a 1-O-alkyl-sn-glycero-3-phosphocholine + acetyl-CoA = a 1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine + CoA
  3. 1-Alkyl-2-acetyl-sn-glycero-3-phosphocholine acetohydrolase

  Catalysed by PLA2G6, PLA2G4A, PLA2G4F, PLB1 and 9 morecytosolOne of 5 routes

• an N-acyl-(4R)-4-hydroxysphinganineReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. N-acylsphingosine amidohydrolase
  3. dihydroceramide,ferrocytochrome b5:oxygen oxidoreductase (C4-hydroxylating)

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 21 morecytosolOne of 3 routes

• an acylcholineReach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  2. a 1-O-alkyl-sn-glycero-3-phosphocholine + H2O = a 1-O-alkyl-sn-glycero-3-phosphate + choline + H(+)
  3. an acylcholine + H2O = a carboxylate + choline + H(+)

  Catalysed by PLA2G6, PLA2G4A, PLA2G4F, PLB1 and 5 more

• a 1-acylglycerolReach from here →
  1. a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine + a 1,2-diacylglycerol = a 1-O-alkyl-sn-glycero-3-phosphocholine + a triacylglycerol
  2. a triacylglycerol + H2O = a 1,2-diacylglycerol + a fatty acid + H(+)
  3. a 1,2-diacylglycerol + H2O = a 1-acylglycerol + a fatty acid + H(+)

  Catalysed by TMEM68, LIPA, PNPLA4, LIPN and 1 moreOne of 2 routes

• 12-hydroxydodecanoateReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. alkane 1-monooxygenase (lauric acid)

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 16 morecytosol, extracellular spaceOne of 2 routes

• 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerolReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. fatty acid amide hydrolase (2-arachidonoylglycerol)

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 15 morecytosol, extracellular space

• an N-acylsphing-4-enineReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. N-acylsphingosine amidohydrolase
  3. delta 4-desaturase, sphingolipid (dihydroceramide pool)

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 21 morecytosolOne of 7 routes

• 1,2,3-tri-(9Z-octadecenoyl)-glycerolReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. 1,2-di-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoate + H(+) = 1,2,3-tri-(9Z-octadecenoyl)-glycerol + H2O

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 19 morecytosol, extracellular space

• 16-hydroxyhexadecanoateReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. Fatty Acid Omega Oxidation (C16->W-Ohc16), Endoplasmatic Reticulum

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 16 morecytosol, extracellular space, endoplasmic reticulumOne of 2 routes

• (6Z,9Z,12Z)-octadecatrienoyl-CoAReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. Long-Chain-Fatty-Acid-Coa Ligase

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 21 morecytosol, extracellular space, endoplasmic reticulum

• (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 25 morecytosol, extracellular space

• dodecanoyl-CoAReach from here →
  1. plasmanylcholine 2-acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. long-chain-fatty-acid-CoA ligase (lauric acid)

  Catalysed by PLA2G10, PLA2G6, PLA2G1B, PLA2G4B and 22 morecytosol, extracellular spaceOne of 3 routes