a triacylglycerol

Three steps

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

  Catalysed by LPL, CYP4Z1extracellular space

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

  Catalysed by LPL, CYP4Z1extracellular space

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

  Catalysed by LPL, CYP4Z1extracellular space

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

  Catalysed by LPL, CYP4Z1extracellular space

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

  Catalysed by LPL, CYP4Z1extracellular space

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

  Catalysed by LPL, CYP4Z1extracellular space

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

  Catalysed by LPLextracellular space, cytosolOne of 2 routes

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

  Catalysed by LIPA, PNPLA4, LIPN, PNPLA2 and 12 moreOne of 4 routes

• 1-acyl-sn-glycerol 3-phosphateReach from here →
  1. triacylglycerol acylhydrolase
  2. 1,2-diacyl-sn-glycerol acylhydrolase
  3. ATP:acylglycerol 3-phosphotransferase

  Catalysed by LPL, LIPF, LIPC, PNLIP and 13 moreextracellular space, cytosolOne of 6 routes

• a cholesterol esterReach from here →
  1. triacylglycerol acylhydrolase
  2. diacylglycerol cholinephosphotransferase (1,2-diacylglycerol-LD-PC pool)
  3. Phosphatidylcholine:sterol O-acyltransferase

  Catalysed by LPL, CHPT1, CEPT1, LCATextracellular space, cytosolOne of 2 routes

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

  Catalysed by LPL, ALDH3A2extracellular space

• anilineReach from here →
  1. triacylglycerol acylhydrolase
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Acetyl-CoA:arylamine N-acetyltransferase

  Catalysed by LPL, DGAT1, MOGAT2, MOGAT3 and 4 moreextracellular space, cytosol

• CHEBI:17312Reach from here →
  1. triacylglycerol acylhydrolase
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. N1,N12-diacetylspermine to N1-acetylspermine conversion

  Catalysed by LPL, DGAT1, MOGAT2, MOGAT3 and 2 moreextracellular space, cytosolOne of 2 routes

• D-glyceraldehydeReach from here →
  1. a triacylglycerol + H2O = a 1,2-diacylglycerol + a fatty acid + H(+)
  2. a 1-acylglycerol + a 1,2-diacylglycerol = a triacylglycerol + glycerol
  3. glycerol + NADP(+) = D-glyceraldehyde + NADPH + H(+)

  Catalysed by LIPA, PNPLA4, LIPN, PNPLA2 and 3 more

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

  Catalysed by LPL, CHPT1, CEPT1, PLA2G10 and 17 moreextracellular space, cytosol, endoplasmic reticulumOne of 10 routes

• L-cysteineReach from here →
  1. triacylglycerol acylhydrolase
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. N-acetylglutamate synthase (N-acetyl-L-cysteine)

  Catalysed by LPL, DGAT1, MOGAT2, MOGAT3 and 3 moreextracellular space, cytosol, mitochondrial matrix

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

  Catalysed by LPL, ALDH3B1, ALDH3B2, ALDH3A2extracellular space, cytosolOne of 2 routes

• all-trans-retinyl hexadecanoateReach from here →
  1. a triacylglycerol + all-trans-retinol = an all-trans-retinyl ester + a diacylglycerol
  2. carboxylesterase (retinyl-ester)
  3. all-trans-retinol + hexadecanoyl-CoA = all-trans-retinyl hexadecanoate + CoA

  Catalysed by PNPLA4, PNPLA2, CES2, RBP4 and 20 morecytosolOne of 3 routes

• a sphingomyelinReach from here →
  1. triacylglycerol acylhydrolase
  2. diacylglycerol cholinephosphotransferase (1,2-diacylglycerol-LD-PC pool)
  3. ceramide:phosphatidylcholine cholinephosphotransferase

  Catalysed by LPL, CHPT1, CEPT1, SGMS1 and 1 moreextracellular space, cytosol, Golgi apparatusOne of 13 routes

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

  Catalysed by LPL, DGAT1, MOGAT2, MOGAT3 and 5 moreextracellular space, cytosol, mitochondrial matrix

• all-trans-retinalReach from here →
  1. a triacylglycerol + all-trans-retinol = an all-trans-retinyl ester + a diacylglycerol
  2. carboxylesterase (retinyl-ester)
  3. retinol: NADP+ oxidoreductase

  Catalysed by PNPLA4, PNPLA2, CES2, RBP4 and 22 morecytosolOne of 6 routes

• CHEBI:17927Reach from here →
  1. triacylglycerol acylhydrolase
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. N1,N8-diacetylspermidine to N1-acetylspermidine conversion

  Catalysed by LPL, DGAT1, MOGAT2, MOGAT3 and 2 moreextracellular space, cytosol

• phosphatidyl-L-serineReach from here →
  1. triacylglycerol acylhydrolase
  2. CDPethanolamine:1,2-diacylglycerol ethanolaminephosphotransferase
  3. L-1-phosphatidylethanolamine:L-serine phosphatidyltransferase

  Catalysed by LPL, SELENOI, CEPT1, PTDSS2extracellular space, cytosolOne of 2 routes

• D-glucosyl-N-acylsphingosineReach from here →
  1. triacylglycerol acylhydrolase
  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 LPL, SGMS1, SGMS2, UGCGextracellular space, cytosolOne of 2 routes

• a beta-D-galactosyl-(1<->1')-N-acylsphing-4-enineReach from here →
  1. triacylglycerol acylhydrolase
  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 LPL, SGMS1, SGMS2, UGT8extracellular spaceOne of 2 routes

• a beta-D-xylosyl-(1<->1')-N-acylsphing-4-enineReach from here →
  1. triacylglycerol acylhydrolase
  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 LPL, SGMS1, SGMS2, GBA1 and 1 moreextracellular spaceOne of 2 routes

• 11-cis-retinyl esterReach from here →
  1. a triacylglycerol + H2O = a diacylglycerol + 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 DDHD2, LPL, LIPF, ABHD2 and 17 moreOne of 2 routes

• 13-cis-retinyl esterReach from here →
  1. a triacylglycerol + H2O = a diacylglycerol + 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 DDHD2, LPL, LIPF, ABHD2 and 17 more

• 9-cis-retinyl esterReach from here →
  1. a triacylglycerol + H2O = a diacylglycerol + 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 DDHD2, LPL, LIPF, ABHD2 and 17 more

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

  Catalysed by LPL, ALOX5extracellular space

• a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enineReach from here →
  1. triacylglycerol acylhydrolase
  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 LPL, SGMS1, SGMS2, UGCGextracellular spaceOne of 2 routes

• (5Z)-dodecenoyl-CoAReach from here →
  1. triacylglycerol acylhydrolase
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-7-enoyl-CoA)

  Catalysed by LPL, DGAT1, MOGAT2, MOGAT3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 2 routes

• O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronateReach from here →
  1. triacylglycerol 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 LPL, UGT1A9, UGT2B7, UGT1A6 and 3 moreextracellular space

• (11Z)-docosenoyl-CoA(4-)Reach from here →
  1. triacylglycerol acylhydrolase
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (cis-cetoleic acid)

  Catalysed by LPL, DGAT1, MOGAT2, MOGAT3 and 10 moreextracellular space, cytosolOne of 5 routes

• (7Z)-tetradecenoyl-CoAReach from here →
  1. triacylglycerol acylhydrolase
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((7Z)-tetradecenoic acid)

  Catalysed by LPL, DGAT1, MOGAT2, MOGAT3 and 10 moreextracellular space, cytosolOne of 8 routes

• (4Z,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. triacylglycerol acylhydrolase
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial

  Catalysed by LPL, DGAT1, MOGAT2, MOGAT3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 3 routes

• (7Z,10Z)-hexadecadienoyl-CoAReach from here →
  1. triacylglycerol acylhydrolase
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial

  Catalysed by LPL, DGAT1, MOGAT2, MOGAT3 and 5 moreextracellular space, cytosol, mitochondrial matrix

• (4Z,7Z)-decadienoyl-CoAReach from here →
  1. triacylglycerol acylhydrolase
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial

  Catalysed by LPL, DGAT1, MOGAT2, MOGAT3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 2 routes

• (5Z)-octenoyl-CoAReach from here →
  1. triacylglycerol acylhydrolase
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Fatty Acid Beta Oxidation (C10:2->C8:1), Mitochondrial

  Catalysed by LPL, DGAT1, MOGAT2, MOGAT3 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 2 routes

• a long-chain alcohol wax esterReach from here →
  1. a triacylglycerol + H2O = a diacylglycerol + 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 DDHD2, LPL, LIPF, ABHD2 and 18 more

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

  Catalysed by LPL, FAAHextracellular space, cytosol

• CHEBI:27540Reach from here →
  1. triacylglycerol acylhydrolase
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. medium-chain acyl-CoA ligase (hexanoic acid)

  Catalysed by LPL, DGAT1, MOGAT2, MOGAT3 and 8 moreextracellular space, cytosolOne of 6 routes

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

  Catalysed by LPL, ALDH3A2extracellular space, endoplasmic reticulumOne of 3 routes

• L-glyceraldehydeReach from here →
  1. a triacylglycerol + H2O = a 1,2-diacylglycerol + a fatty acid + H(+)
  2. a 1-acylglycerol + a 1,2-diacylglycerol = a triacylglycerol + glycerol
  3. glycerol + NADP(+) = L-glyceraldehyde + NADPH + H(+)

  Catalysed by LIPA, PNPLA4, LIPN, PNPLA2 and 3 more

• CHEBI:28701Reach from here →
  1. triacylglycerol acylhydrolase
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by LPL, DGAT1, MOGAT2, MOGAT3 and 5 moreextracellular space, cytosol, peroxisomeOne of 7 routes

• phosphocholineReach from here →
  1. triacylglycerol acylhydrolase
  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 LPL, SGMS1, SGMS2, SMPD1extracellular spaceOne of 3 routes

• a sterol esterReach from here →
  1. triacylglycerol acylhydrolase
  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 LPL, SGMS1, SGMS2, LCATextracellular space

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

  Catalysed by LPL, CYP4A11, CYP4A22extracellular space, cytosolOne of 2 routes

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

  Catalysed by LIPA, PNPLA4, LIPN, PNPLA2 and 4 more

• all-trans-4-oxoretinolReach from here →
  1. a triacylglycerol + all-trans-retinol = an all-trans-retinyl ester + a diacylglycerol
  2. carboxylesterase (retinyl-ester)
  3. cytochrome P450 (retinol)

  Catalysed by PNPLA4, PNPLA2, CES2, RBP4 and 17 morecytosol