a monoacylglycerol

Three steps

• 1-(9Z,12Z,15Z-octadecatrienoyl)-3-(9Z-octadecenoyl)-glycerolReach 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-(9Z,12Z,15Z-octadecatrienoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1-(9Z,12Z,15Z-octadecatrienoyl)-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by LIPE, PLA2G4A, MOGAT2, MOGAT1

• 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. a monoacylglycerol + H2O = glycerol + a fatty acid + H(+)
  2. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + glycerol = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + 1-octadecanoyl-sn-glycero-3-phosphocholine
  3. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by LIPE, PLA2G4A, MOGAT2

• (5Z)-dodecenoyl-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-oxomyrist-7-enoyl-CoA)

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

• O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronateReach from here →
  1. 1-acylglycerol 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 ABHD12, MGLL, ABHD6, UGT1A9 and 5 morecytosol, extracellular space

• (11Z)-docosenoyl-CoA(4-)Reach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (cis-cetoleic acid)

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 14 morecytosol, mitochondrial matrixOne of 5 routes

• (7Z)-tetradecenoyl-CoAReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((7Z)-tetradecenoic acid)

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 14 morecytosol, mitochondrial matrixOne of 8 routes

• (4Z,7Z,10Z,13Z)-hexadecatetraenoyl-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 (C18:4->C16:4), Mitochondrial

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

• (7Z,10Z)-hexadecadienoyl-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 Trans (C18:2->C16:2), Mitochondrial

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

• (4Z,7Z)-decadienoyl-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 (C12:3->C10:2), Mitochondrial

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

• (5Z)-octenoyl-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 (C10:2->C8:1), Mitochondrial

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

• a long-chain alcohol wax 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. a long chain fatty alcohol + a fatty acyl-CoA = a long-chain alcohol wax ester + CoA

  Catalysed by LIPE, ACSL3, AWAT1, AWAT2

• a quinolReach from here →
  1. a monoacylglycerol + H2O = glycerol + a fatty acid + H(+)
  2. glycerol + ATP = sn-glycerol 3-phosphate + ADP + H(+)
  3. a quinone + sn-glycerol 3-phosphate = dihydroxyacetone phosphate + a quinol

  Catalysed by LIPE, GK, GK3, GK2 and 2 more

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

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

• CHEBI:27540Reach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. medium-chain acyl-CoA ligase (hexanoic acid)

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 12 morecytosol, mitochondrial matrixOne of 6 routes

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

  Catalysed by ABHD12, MGLL, ABHD6, ALDH3A2cytosol, extracellular space, endoplasmic reticulumOne of 3 routes

• CHEBI:28701Reach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 9 morecytosol, mitochondrial matrix, peroxisomeOne of 7 routes

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

  Catalysed by ABHD12, MGLL, ABHD6, ASAH1 and 6 morecytosolOne of 2 routes

• 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerolReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. 1-acylglycerol-3-phosphate pool formation and breakdown
  3. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol + phosphate

  Catalysed by AGK, EPHX2cytosol

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

  Catalysed by ABHD12, MGLL, ABHD6, CYP4A11 and 1 morecytosol, extracellular spaceOne of 2 routes

• taurineReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

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

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

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

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

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

• 1,2,3-tri-(9Z-octadecenoyl)-glycerolReach from here →
  1. 1-acylglycerol 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 ABHD12, MGLL, ABHD6, DGAT1 and 4 morecytosol, extracellular space

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

  Catalysed by ABHD12, MGLL, ABHD6, CYP4F2 and 1 morecytosol, extracellular space, endoplasmic reticulumOne of 2 routes

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

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 9 morecytosol, mitochondrial matrixOne of 10 routes

• (R)-methylmalonyl-CoAReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)

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

• (S)-methylmalonyl-CoAReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. (S)-methylmalonyl-CoA hydrolase

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

• 3'-dephospho-CoAReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. acid phosphatase 2, lysosomal (CoA)

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

• (2E)-dodecenoyl-CoAReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. (2E)-dodecenoyl-CoA formation

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

• 4,8,12-trimethyltridecanoyl-CoAReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. propanoyl-CoA C-acyltransferase (3-ketopristanoyl-CoA)

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

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

  Catalysed by ABHD12, MGLL, ABHD6, SLC27A2 and 6 morecytosol, extracellular space, endoplasmic reticulumOne of 8 routes

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

  Catalysed by ABHD12, MGLL, ABHD6, SLC27A2 and 10 morecytosol, extracellular space

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

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 12 morecytosol, mitochondrial matrixOne of 9 routes

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

  Catalysed by ABHD12, MGLL, ABHD6, SLC27A2 and 7 morecytosol, extracellular spaceOne of 12 routes

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

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

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

  Catalysed by ABHD12, MGLL, ABHD6, SLC27A2 and 7 morecytosol, extracellular spaceOne of 18 routes

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

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

• (9Z,12Z)-octadecadienoyl-CoAReach from here →
  1. 1-acylglycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. long-chain-fatty-acid-CoA ligase (linoleate)

  Catalysed by ABHD12, MGLL, ABHD6, SLC27A2 and 7 morecytosol, extracellular spaceOne of 18 routes

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

  Catalysed by ABHD12, MGLL, ABHD6, SLC27A2 and 7 morecytosol, extracellular spaceOne of 15 routes

• octanoyl-CoAReach from here →
  1. ATP:acylglycerol 3-phosphotransferase
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Octanoyl-CoA:L-carnitine O-octanoyltransferase

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 7 morecytosol, mitochondrial matrixOne of 20 routes

• (9Z)-octadecenoyl-CoAReach from here →
  1. 1-acylglycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate

  Catalysed by ABHD12, MGLL, ABHD6, SLC27A2 and 7 morecytosol, extracellular space

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

  Catalysed by AGK, AGPAT2, LCLAT1, MBOAT1 and 6 morecytosol, mitochondrial matrixOne of 5 routes

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

  Catalysed by ABHD12, MGLL, ABHD6, SLC27A2 and 6 morecytosol, extracellular spaceOne of 21 routes

• prostaglandin H2Reach from here →
  1. 1-acylglycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. prostaglandin-endoperoxide synthase (arachidonate)

  Catalysed by ABHD12, MGLL, ABHD6, PTGS1 and 1 morecytosol, extracellular spaceOne of 3 routes

• (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. 1-acylglycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate

  Catalysed by ABHD12, MGLL, ABHD6, ALOX5 and 2 morecytosol, extracellular space

• (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. 1-acylglycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate

  Catalysed by ABHD12, MGLL, ABHD6, ALOX15B and 2 morecytosol, extracellular space

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

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

• leukotriene A4Reach from here →
  1. 1-acylglycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = leukotriene A4 + H2O

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

• (13S)-hydroperoxy-(9Z,11E)-octadecadienoateReach from here →
  1. 1-acylglycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. Linoleate:oxygen 13-oxidoreductase

  Catalysed by ABHD12, MGLL, ABHD6, ALOX15B and 1 morecytosol, extracellular space

• (R)-2-hydroxyoctadecanoateReach from here →
  1. 1-acylglycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. octadecanoate + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (R)-2-hydroxyoctadecanoate + 2 Fe(III)-[cytochrome b5] + H2O

  Catalysed by ABHD12, MGLL, ABHD6, FA2Hcytosol, extracellular space