a 1,2-diacyl-sn-glycerol

Three steps

• 1,2,3-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerolReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. 1,2,3-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerol + H2O = 1,2-di-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerol + (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + H(+)

  Catalysed by LPL, DAGLBextracellular space

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serineReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-serine

  Catalysed by LPL, FAAH, PM20D1extracellular space

• an N-(fatty acyl)-glycineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. a fatty acyl-CoA + glycine = an N-(fatty acyl)-glycine + CoA + H(+)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 4 morecytosol, mitochondrial matrixOne of 2 routes

• 1-(10Z-heptadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. 1-(10Z-heptadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z,12Z)-octadecadienoyl-CoA = 1-(10Z-heptadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 10 morecytosol

• N-(9Z,12Z-octadecadienoyl)-glycineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. (9Z,12Z)-octadecadienoyl-CoA + glycine = N-(9Z,12Z-octadecadienoyl)-glycine + CoA + H(+)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 10 morecytosolOne of 2 routes

• cholesteryl (7Z)-octadecenoateReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. carnitine O-palmitoyltransferase ((7Z)-octadecenoyl-CoA)
  3. (7Z)-octadecenoyl-CoA + cholesterol = cholesteryl (7Z)-octadecenoate + CoA

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 5 morecytosolOne of 2 routes

• acetaldehydeReach from here →
  1. CDPethanolamine:1,2-diacylglycerol ethanolaminephosphotransferase
  2. L-1-phosphatidylethanolamine:L-serine phosphatidyltransferase
  3. ethanolamine ammonia-lyase (acetaldehyde-forming)

  Catalysed by SELENOI, CEPT1, PTDSS2cytosolOne of 2 routes

• acetylcholineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. Acetyl-CoA:choline O-acetyltransferase
  3. Acetyl-CoA:choline O-acetyltransferase

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 2 morecytosol, nucleusOne of 3 routes

• pyruvateReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 2 morecytosol, mitochondrial matrixOne of 20 routes

• CHEBI:15467Reach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. Acetoacetate:CoA ligase (AMP-forming)
  3. 3-hydroxy-3-methylglutaryl-CoA synthase (acetoacetyl-CoA)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 3 morecytosolOne of 3 routes

• CHEBI:15570Reach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of D-alanine and glycine (cytosol to extracellular)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 6 morecytosol, mitochondrial matrix, extracellular spaceOne of 3 routes

• (S)-malateReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. ATP citrate lyase (citrate)
  3. transport of malate and OAA (cytosol to mitochondria)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 2 morecytosol, mitochondrial matrixOne of 5 routes

• L-leucineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and leucine (cytosol to extracellular)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 21 routes

• (7S)-hydroperoxy-(4Z,8E,10Z,13Z,16Z,19Z)-docosahexaenoateReach from here →
  1. 1,2-diacyl-sn-glycerol 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 LPL, ALOX5extracellular space

• CHEBI:15611Reach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. S-Adenosyl-L-methionine:glycine N-methyltransferase

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 5 morecytosol, mitochondrial matrix

• (11S)-hydroperoxy-(4Z,7Z,9E,13Z,16Z,19Z)-docosahexaenoateReach from here →
  1. 1,2-diacyl-sn-glycerol 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 LPL, ALOX15extracellular space

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

  Catalysed by LPL, ALOX12extracellular space, cytosolOne of 4 routes

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

  Catalysed by LPL, ALOX15B, ALOX15extracellular space, cytosolOne of 4 routes

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

  Catalysed by LPL, ALOX5extracellular space, cytosol

• CHEBI:15699Reach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and homoserine (cytosol to extracellular)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 17 routes

• betaine aldehydeReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. Acetyl-CoA:choline O-acetyltransferase
  3. choline dehydrogenase (choline)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 3 morecytosol, nucleusOne of 3 routes

• trimethylenediamineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. deoxyhypusine synthase (1,3-diaminopropane)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 4 morecytosolOne of 2 routes

• 1-acylglycerone 3-phosphateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. ATP:acylglycerol 3-phosphotransferase
  3. aldo-keto reductase (1-acylglycerol-3P pool)

  Catalysed by LIPF, LIPC, PNLIP, CEL and 13 moreextracellular space, cytosolOne of 2 routes

• a sterolReach from here →
  1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
  2. a 1,2-diacyl-sn-glycero-3-phosphocholine + H2O = a 1-acyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
  3. a sterol + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sterol ester + a 1-acyl-sn-glycero-3-phosphocholine

  Catalysed by SGMS1, SGMS2, PLA2G10, PLA2G6 and 29 moreOne of 3 routes

• CHEBI:15971Reach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and histidine (cytosol to extracellular)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 11 routes

• 11-cis-retinalReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. 11-cis-retinol:NAD+ oxidoreductase

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 11 morecytosolOne of 4 routes

• hexadecan-1-olReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. Palmitate:CoA ligase (AMP-forming)
  3. formate dehydrogenase (palmitoyl-CoA)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 11 morecytosol, peroxisome

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

  Catalysed by LPLextracellular space, cytosolOne of 6 routes

• L-cystineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Transport of L-Cystine (L-Alanine antiport) by B0, +At Transporter

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 3 morecytosol, mitochondrial matrix, extracellular spaceOne of 5 routes

• (R)-3-aminoisobutyric acidReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 2 morecytosol, mitochondrial matrix

• L-citrullineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of citrulline and glycine (cytosol to extracellular)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 7 morecytosol, mitochondrial matrix, extracellular spaceOne of 8 routes

• L-valineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and valine (cytosol to extracellular)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 20 routes

• CHEBI:16436Reach from here →
  1. diacylglycerol cholinephosphotransferase (1,2-diacylglycerol-LD-PC pool)
  2. ceramide:phosphatidylcholine cholinephosphotransferase
  3. ceramide cholinephosphotransferase (CDP-choline)

  Catalysed by CHPT1, CEPT1, SGMS1, SGMS2cytosol, Golgi apparatus, endoplasmic reticulum

• L-arginineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of arginine and glycine (cytosol to extracellular)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 18 routes

• CHEBI:16523Reach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of D-serine and glycine (cytosol to extracellular)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 6 morecytosol, mitochondrial matrix, extracellular spaceOne of 2 routes

• protein polypeptide chainReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. PROTEIN_BS

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 4 morecytosol, mitochondrial matrixOne of 5 routes

• pregnenoloneReach from here →
  1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
  2. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
  3. 6 reduced [adrenodoxin] + cholesterol + 3 O2 + 6 H(+) = 4-methylpentanal + pregnenolone + 6 oxidized [adrenodoxin] + 4 H2O

  Catalysed by SGMS1, SGMS2, GBA1, GBA2 and 1 more

• CHEBI:16633Reach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. L-selenocysteine selenide-lyase (L-alanine-forming)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 2 morecytosol, mitochondrial matrix

• Met-tRNA(Met)Reach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. L-Methionine:tRNAMet ligase (AMP-forming)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 3 morecytosol, mitochondrial matrix

• 4-methylsulfanyl-2-oxobutanoateReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 3 morecytosol, mitochondrial matrix

• 1-phosphatidyl-1D-myo-inositolReach from here →
  1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
  2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + a 1,2-diacyl-sn-glycero-3-phosphocholine(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + a 1,2-diacyl-sn-glycero-3-phosphocholine(out)
  3. ATP:1-Phosphatidyl-1D-myo-inositol 4-phosphotransferase

  Catalysed by SGMS1, SGMS2, OSBPL3, PTPRQ and 12 moreinner side of the membrane, outer side of the membrane, cytosolOne of 2 routes

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

  Catalysed by LPL, CYP4Z1extracellular space

• 10-hydroxydodecanoateReach from here →
  1. 1,2-diacyl-sn-glycerol 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. 1,2-diacyl-sn-glycerol 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. 1,2-diacyl-sn-glycerol 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. 1,2-diacyl-sn-glycerol 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. 1,2-diacyl-sn-glycerol 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. 1,2-diacyl-sn-glycerol 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

• 2-oxobutanoateReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. N-acetylglutamate synthase (N-acetyl-L-cystathionine)
  3. L-cystathionine cysteine-lyase (deaminating

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 3 morecytosol, mitochondrial matrixOne of 2 routes

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

  Catalysed by LPLextracellular space, cytosolOne of 6 routes