a monoacylglycerol

Three steps

• an N-(fatty acyl)-glycineReach from here →
  1. a monoacylglycerol + H2O = glycerol + a fatty acid + H(+)
  2. a fatty acid + ATP + CoA = a fatty acyl-CoA + AMP + diphosphate
  3. a fatty acyl-CoA + glycine = an N-(fatty acyl)-glycine + CoA + H(+)

  Catalysed by LIPE, ACSL3, GLYATL2

• (7Z)-octadecenoyl-CoAReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. carnitine O-palmitoyltransferase ((7Z)-octadecenoyl-CoA)

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 9 morecytosol, mitochondrial matrixOne of 3 routes

• CHEBI:15345Reach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Acetoacetate:CoA ligase (AMP-forming)

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 7 morecytosol, mitochondrial matrixOne of 2 routes

• cholineReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Acetyl-CoA:choline O-acetyltransferase

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 7 morecytosol, mitochondrial matrix, nucleusOne of 2 routes

• CHEBI:15380Reach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. 5-aminolevulinate synthase (2-amino-3-oxoadipate)

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 8 morecytosol, mitochondrial matrixOne of 8 routes

• CHEBI:15477Reach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. glycine N-acyltransferase (2-methylbutyryl-CoA)

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 9 morecytosol, mitochondrial matrixOne of 2 routes

• 2-methylcrotonoyl-CoAReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Production of Tiglylcarnitine

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 8 morecytosol, mitochondrial matrixOne of 2 routes

• isobutyryl-CoAReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxo-4-methyl-pentanoyl-CoA)

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 9 morecytosol, mitochondrial matrixOne of 3 routes

• 3-methylbut-2-enoyl-CoAReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. glycine-N-acyltransferase (3-methylcrotonoylglycine)

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 7 morecytosol, mitochondrial matrix

• isovaleryl-CoAReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. glycine N-acyltransferase (isovalerylglycine)

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 9 morecytosol, mitochondrial matrixOne of 3 routes

• arachidonoyl-CoAReach from here →
  1. 1-acylglycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. Arachidonate:CoA ligase (AMP-forming)

  Catalysed by ABHD12, MGLL, ABHD6, SLC27A2 and 7 morecytosol, extracellular spaceOne of 14 routes

• CHEBI:15519Reach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. propanoyl-CoA C-acyltransferase

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 9 morecytosol, mitochondrial matrix, peroxisomeOne of 2 routes

• palmitoyl-CoAReach from here →
  1. 1-acylglycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. Palmitate:CoA ligase (AMP-forming)

  Catalysed by ABHD12, MGLL, ABHD6, SLC27A2 and 7 morecytosol, extracellular spaceOne of 14 routes

• oleoyl-CoAReach from here →
  1. 1-acylglycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. long-chain-fatty-acid-CoA ligase (oleate)

  Catalysed by ABHD12, MGLL, ABHD6, SLC27A2 and 7 morecytosol, extracellular spaceOne of 14 routes

• phenylacetyl-CoAReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Phenylacetate:CoA ligase

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 6 morecytosol, mitochondrial matrixOne of 3 routes

• propionyl-CoAReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Propanoate:CoA ligase (AMP-forming)

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 9 morecytosol, mitochondrial matrixOne of 43 routes

• (7S)-hydroperoxy-(4Z,8E,10Z,13Z,16Z,19Z)-docosahexaenoateReach from here →
  1. 1-acylglycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + O2 = (7S)-hydroperoxy-(4Z,8E,10Z,13Z,16Z,19Z)-docosahexaenoate

  Catalysed by ABHD12, MGLL, ABHD6, ALOX5cytosol, extracellular space

• (11S)-hydroperoxy-(4Z,7Z,9E,13Z,16Z,19Z)-docosahexaenoateReach from here →
  1. 1-acylglycerol 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 ABHD12, MGLL, ABHD6, ALOX15cytosol, extracellular space

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

  Catalysed by ABHD12, MGLL, ABHD6, ALOX12cytosol, extracellular spaceOne of 4 routes

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

  Catalysed by ABHD12, MGLL, ABHD6, ALOX15B and 1 morecytosol, extracellular spaceOne of 4 routes

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

  Catalysed by ABHD12, MGLL, ABHD6, ALOX5cytosol, extracellular space

• CHEBI:15650Reach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. N-acetyl-LTE4 to leukotriene E4 conversion

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 37 morecytosol, mitochondrial matrixOne of 2 routes

• CHEBI:15727Reach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. N-alpha-acetyltransferase 10, NatA catalytic subunit (acetylcarnosine)

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 7 morecytosol, mitochondrial matrix

• CHEBI:15746Reach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. diamine N-acetyltransferase (N1-acetylspermine)

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 8 morecytosol, mitochondrial matrixOne of 2 routes

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

  Catalysed by ABHD12, MGLL, ABHD6cytosol, extracellular spaceOne of 3 routes

• 11-cis-retinolReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Palmitoyl-CoA:retinol O-acyltransferase

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 11 morecytosol, mitochondrial matrixOne of 3 routes

• oxaloacetateReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. ATP citrate lyase (citrate)

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 7 morecytosol, mitochondrial matrix

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

  Catalysed by ABHD12, MGLL, ABHD6, ASAH1 and 4 morecytosol

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

  Catalysed by ABHD12, MGLL, ABHD6, CYP4Z1cytosol, extracellular space

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

  Catalysed by ABHD12, MGLL, ABHD6, CYP4Z1cytosol, extracellular space

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

  Catalysed by ABHD12, MGLL, ABHD6, CYP4Z1cytosol, extracellular space

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

  Catalysed by ABHD12, MGLL, ABHD6, CYP4Z1cytosol, extracellular space

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

  Catalysed by ABHD12, MGLL, ABHD6, CYP4Z1cytosol, extracellular space

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

  Catalysed by ABHD12, MGLL, ABHD6, CYP4Z1cytosol, extracellular space

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

  Catalysed by ABHD12, MGLL, ABHD6, CYP4Z1cytosol, extracellular space

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

  Catalysed by ABHD12, MGLL, ABHD6cytosol, extracellular spaceOne of 2 routes

• sn-glycerol 3-phosphocholineReach from here →
  1. a monoacylglycerol + H2O = glycerol + a fatty acid + H(+)
  2. 1-octadecanoyl-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine + glycerol = 1-(9Z,12Z,15Z-octadecatrienoyl)-glycerol + 1-octadecanoyl-sn-glycero-3-phosphocholine
  3. 1-octadecanoyl-sn-glycero-3-phosphocholine + H2O = octadecanoate + sn-glycerol 3-phosphocholine + H(+)

  Catalysed by LIPE, PLA2G4A, LYPLA2, ASPG

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

  Catalysed by ABHD12, MGLL, ABHD6, ALDH3A2cytosol, extracellular space

• anilineReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Acetyl-CoA:arylamine N-acetyltransferase

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 8 morecytosol, mitochondrial matrix

• CHEBI:17312Reach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. N1,N12-diacetylspermine to N1-acetylspermine conversion

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 6 morecytosol, mitochondrial matrixOne of 2 routes

• all-trans-retinolReach from here →
  1. a monoacylglycerol + H2O = glycerol + a fatty acid + H(+)
  2. an all-trans-retinyl ester + H2O = 11-cis-retinol + a fatty acid + H(+)
  3. carboxylesterase (retinyl-ester)

  Catalysed by LIPE, RPE65, CES2, RBP4 and 17 morecytosolOne of 2 routes

• L-cysteineReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. N-acetylglutamate synthase (N-acetyl-L-cysteine)

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 7 morecytosol, mitochondrial matrix

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

  Catalysed by ABHD12, MGLL, ABHD6, ALDH3B1 and 2 morecytosol, extracellular spaceOne of 2 routes

• (7Z,10Z,13Z)-hexadecatrienoyl-CoAReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Fatty Acid Beta Oxidation (C18:3->C16:3), Mitochondrial

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 9 morecytosol, mitochondrial matrix

• a 1,2-diacyl-sn-glycerolReach from here →
  1. 1-acylglycerol acylhydrolase
  2. N-acylsphingosine amidohydrolase
  3. an N-acylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = an N-acylsphinganine-1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol

  Catalysed by ABHD12, MGLL, ABHD6, ASAH1 and 6 morecytosolOne of 10 routes

• CHEBI:17927Reach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. N1,N8-diacetylspermidine to N1-acetylspermidine conversion

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 6 morecytosol, mitochondrial matrix

• 11-cis-retinyl esterReach from here →
  1. a monoacylglycerol + H2O = glycerol + 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 LIPE, ACSL3, AWAT2

• 13-cis-retinyl esterReach from here →
  1. a monoacylglycerol + H2O = glycerol + 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 LIPE, ACSL3, AWAT2

• 9-cis-retinyl esterReach from here →
  1. a monoacylglycerol + H2O = glycerol + 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 LIPE, ACSL3, AWAT2

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

  Catalysed by ABHD12, MGLL, ABHD6, ALOX5cytosol, extracellular space