a 1,2-diacyl-sn-glycerol

Three steps

• cholesteryl (8Z,11Z,14Z)-eicosatrienoateReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 11 morecytosol, endoplasmic reticulumOne of 6 routes

• 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoserineReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoserine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoserine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

  Catalysed by LPL, ABHD16Aextracellular space

• 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

  Catalysed by LPL, ABHD16Aextracellular space

• 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

  Catalysed by LPL, ABHD16Aextracellular space

• O-tetradecanoyl-(R)-carnitineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA

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

• O-octadecanoyl-(R)-carnitineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. (R)-carnitine + octadecanoyl-CoA = O-octadecanoyl-(R)-carnitine + CoA

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 9 morecytosol

• O-eicosanoyl-(R)-carnitineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA

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

• O-4,8-dimethylnonanoyl-(R)-carnitineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. Carnitine O-Palmitoyltransferase
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 6 morecytosol, peroxisomeOne of 7 routes

• 1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 9 morecytosol

• 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 9 morecytosol

• 7-hydroxydodecanoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 7-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by LPL, CYP4Z1extracellular space

• (5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterolReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (EPA)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 11 morecytosol, endoplasmic reticulumOne of 8 routes

• N,1-diacyl-sn-glycero-3-phosphoethanolamineReach 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-phosphoethanolamine + a 1,2-diacyl-sn-glycero-3-phosphocholine = an N-acyl-1,2-diacyl-sn-glycero-3-phosphoethanolamine + a 2-acyl-sn-glycero-3-phosphocholine + H(+)
  3. an N-acyl-1,2-diacyl-sn-glycero-3-phosphoethanolamine + H2O = N,1-diacyl-sn-glycero-3-phosphoethanolamine + a fatty acid + H(+)

  Catalysed by SGMS1, SGMS2, PLA2G4E, PLAAT5 and 2 more

• N-(dodecanoyl)-sphinganineReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. N-(dodecanoyl)-sphinganine + H2O = dodecanoate + sphinganine

  Catalysed by LPL, ASAH1extracellular spaceOne of 2 routes

• 4beta-hydroxycholesterolReach 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. cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 4beta-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

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

• N-tetradecanoylglycineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)

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

• N-eicosanoylglycinateReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. eicosanoyl-CoA + glycine = N-eicosanoylglycinate + CoA + H(+)

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

• N-docosanoylglycineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (behenic acid)
  3. docosanoyl-CoA + glycine = N-docosanoylglycine + CoA + H(+)

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

• N-hexacosanoylglycineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (cerotic acid)
  3. hexacosanoyl-CoA + glycine = N-hexacosanoylglycine + CoA + H(+)

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

• an N(2)-acyl-L-glutamineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. an acyl-CoA + L-glutamine = an N(2)-acyl-L-glutamine + CoA + H(+)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 7 morecytosol, Golgi apparatus

• (2E,5Z)-tetradecadienoyl-CoAReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (physeteric acid)
  3. medium-chain acyl-CoA dehydrogenase (5-tetradecenoyl-CoA)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 13 morecytosol, mitochondrial matrixOne of 4 routes

• (2E,7Z)-hexadecadienoyl-CoAReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)
  3. medium-chain acyl-CoA dehydrogenase (7-hexadecenoyl-CoA)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 13 morecytosol, mitochondrial matrixOne of 4 routes

• cholesteryl (5Z,8Z,11Z)-eicosatrienoateReach 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. 1-hexadecanoyl-2-(5Z,8Z,11Z-eicosatrienoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z)-eicosatrienoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine

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

• (6Z,9Z,12Z-octadecatrienoyl)-cholesterolReach 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. 1-hexadecanoyl-2-(6Z,9Z,12Z-octadecatrienoyl)-sn-glycero-3-phosphocholine + cholesterol = (6Z,9Z,12Z-octadecatrienoyl)-cholesterol + 1-hexadecanoyl-sn-glycero-3-phosphocholine

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

• cholesteryl (11Z)-octadecenoateReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  3. (11Z)-octadecenoyl-CoA + cholesterol = cholesteryl (11Z)-octadecenoate + CoA

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

• a 3-oxoacyl-CoAReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. an acyl-CoA + acetyl-CoA = a 3-oxoacyl-CoA + CoA

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 9 morecytosol, Golgi apparatus

• (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + O2 = (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate

  Catalysed by LPL, ALOX12extracellular space

• (18R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (18R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by LPL, CYP4F8extracellular space

• 17R-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + AH2 + O2 = 17R-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate + A + H2O

  Catalysed by LPL, PTGS2extracellular space

• 13-hydroxy-(4Z,7Z,10Z,14E,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 + AH2 + O2 = 13-hydroxy-(4Z,7Z,10Z,14E,16Z,19Z)-docosahexaenoate + A + H2O

  Catalysed by LPL, PTGS2extracellular space

• (18R)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. prostaglandin-endoperoxide synthase (EPA)

  Catalysed by LPL, PTGS1, PTGS2extracellular space, cytosolOne of 2 routes

• (15R)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (15R)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoate + A + H2O

  Catalysed by LPL, PTGS2extracellular space

• (11R)-hydroxy-(5Z,8Z,12E,14Z,17Z)-eicosapentaenoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (11R)-hydroxy-(5Z,8Z,12E,14Z,17Z)-eicosapentaenoate + A + H2O

  Catalysed by LPL, PTGS2extracellular space

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

  Catalysed by LPL, ALOX15Bextracellular space

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

  Catalysed by LPL, ALOX15Bextracellular space

• 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O

  Catalysed by LPL, PTGS2extracellular space

• taurochenodeoxycholateReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. Propanoyl-CoA:acetyl-CoA C-acyltransferase
  3. 3alpha,7alpha-dihydroxy-5beta-cholanoyl-CoA:taurine N-choloyltransferase

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 5 morecytosol, peroxisomeOne of 5 routes