a 1,2-diacyl-sn-glycerol

Three steps

• 1'-[1-acyl-2-octadecanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. 1',3'-bis-[1-acyl-sn-glycero-3-phospho]-glycerol + octadecanoyl-CoA = 1'-[1-acyl-2-octadecanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol + CoA

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

• 1'-[1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach 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',3'-bis-[1-acyl-sn-glycero-3-phospho]-glycerol + (9Z,12Z)-octadecadienoyl-CoA = 1'-[1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol + CoA

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

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

  Catalysed by LPL, ALOX12Bextracellular space

• 1-acyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. CDP-ethanolamine + a 1,2-diacyl-sn-glycerol = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CMP + H(+)
  2. N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phosphoethanolamine
  3. a 1-acyl-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1-acyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by SELENOI, CEPT1, PLA2G15, LPCAT4

• 1-acyl-2-octanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  3. octanoyl-CoA + a 1-acyl-sn-glycero-3-phosphoethanolamine = 1-acyl-2-octanoyl-sn-glycero-3-phosphoethanolamine + CoA

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

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

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 9 morecytosolOne of 2 routes

• 1-acyl-2-hexadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. CDP-ethanolamine + a 1,2-diacyl-sn-glycerol = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CMP + H(+)
  2. N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phosphoethanolamine
  3. a 1-acyl-sn-glycero-3-phosphoethanolamine + hexadecanoyl-CoA = 1-acyl-2-hexadecanoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by SELENOI, CEPT1, PLA2G15, LPCAT4

• 1-acyl-2-hexadecanoyl-sn-glycero-3-phosphocholineReach 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 1-acyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-acyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by SGMS1, SGMS2, PLA2G10, PLA2G6 and 30 more

• 1-hexadecanoyl-2-decanoyl-sn-glycero-3-phosphocholineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. medium-chain acyl-CoA ligase (decanoic acid)
  3. decanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-decanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 8 morecytosol

• 1-hexadecanoyl-2-octanoyl-sn-glycero-3-phosphocholineReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  3. octanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-octanoyl-sn-glycero-3-phosphocholine + CoA

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

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

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

• (8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. Arachidonate:oxygen 8-oxidoreductase

  Catalysed by LPL, ALOX12extracellular space, cytosolOne of 2 routes

• 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerolReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + H2O = 2-(9Z-octadecenoyl)-glycerol + octadecanoate + H(+)

  Catalysed by LPL, ABHD11extracellular space

• 1-dodecanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. 2-(9Z-octadecenoyl)-glycerol + dodecanoyl-CoA = 1-dodecanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

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

• 1-tetradecanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. 2-(9Z-octadecenoyl)-glycerol + tetradecanoyl-CoA = 1-tetradecanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

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

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

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 8 morecytosol

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

  Catalysed by LIPF, LIPC, PNLIP, CEL and 12 moreextracellular space

• 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerolReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. a monoacylglycerol + H2O = glycerol + a fatty acid + H(+)
  3. 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

  Catalysed by LIPF, LIPC, PNLIP, CEL and 12 moreextracellular space

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

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

• eicosan-1-olReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. eicosanoyl-CoA + 2 NADPH + 2 H(+) = eicosan-1-ol + 2 NADP(+) + CoA

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

• hexadecyl (9Z)-hexadecenoateReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (palmitolate)
  3. hexadecan-1-ol + (9Z)-hexadecenoyl-CoA = hexadecyl (9Z)-hexadecenoate + CoA

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

• hexadecyl octadecanoateReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. hexadecan-1-ol + octadecanoyl-CoA = hexadecyl octadecanoate + CoA

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

• 2-O-(5Z,8Z,11Z,14Z)-eicosatetraenylglycerolReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. fatty acid amide hydrolase (arachidonate)

  Catalysed by LPL, FAAHextracellular space, cytosol

• (R)-2-hydroxyhexadecanoateReach from here →
  1. N-hexadecanoylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = N-hexadecanoyl-sphinganine-1-phosphocholine + a 1,2-diacyl-sn-glycerol
  2. sphinganine + hexadecanoate = N-hexadecanoylsphinganine + H2O
  3. hexadecanoate + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (R)-2-hydroxyhexadecanoate + 2 Fe(III)-[cytochrome b5] + H2O

  Catalysed by SGMS1, SGMS2, ASAH2, FA2H

• (R)-2-hydroxytetracosanoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. tetracosanoate + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (R)-2-hydroxytetracosanoate + 2 Fe(III)-[cytochrome b5] + H2O

  Catalysed by LPL, FA2Hextracellular space

• an N-acyl-1-beta-D-(3-O-sulfo)-galactosyl-sphing-4-enineReach 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. UDP-alpha-D-galactose:N-acylsphingosine D-galactosyltransferase
  3. 3'-Phosphoadenylylsulfate:galactosylceramide 3'-sulfotransferase

  Catalysed by SGMS1, SGMS2, UGT8, GAL3ST1cytosol, lysosomeOne of 2 routes

• 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-octanoyl-sn-glycero-3-phospho]-glycerolReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  3. 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + octanoyl-CoA = 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-octanoyl-sn-glycero-3-phospho]-glycerol + CoA

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

• 1'-[1-acyl-2-octanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  3. 1',3'-bis-[1-acyl-sn-glycero-3-phospho]-glycerol + octanoyl-CoA = 1'-[1-acyl-2-octanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol + CoA

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

• 2-hexadecanoyl-sn-glycero-3-phosphocholineReach 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 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
  3. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + a 2-acyl-sn-glycero-3-phosphocholine = a 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphocholine + 2-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by SGMS1, SGMS2, LPGAT1, PLAAT1

• a 1-O-alkyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. CDPethanolamine:1,2-diacylglycerol ethanolaminephosphotransferase
  2. L-1-phosphatidylethanolamine:L-serine phosphatidyltransferase
  3. a 1-O-alkyl-sn-glycero-3-phosphoethanolamine + H2O = a 1-O-alkyl-sn-glycero-3-phosphate + ethanolamine + H(+)

  Catalysed by SELENOI, CEPT1, PTDSS2, ENPP2cytosol

• hexadecanedioateReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. Production of Hexadecanedioylcarnitine
  3. hexadecanedioyl-CoA + H2O = hexadecanedioate + CoA + H(+)

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

• docosanedioateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. Fatty Acid Omega Oxidation by Hydroxylases (C22->C22Dc), Endoplasmatic Reticulum

  Catalysed by LPL, CYP4F2, CYP4F3extracellular space, endoplasmic reticulum

• (2E,8Z,11Z,14Z)-eicosatetraenoyl-CoAReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
  3. ELOVL fatty acid elongase (trans-2-cis,cis,cis-8,11,14-eicosatetraenoyl-CoA)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 10 morecytosol, endoplasmic reticulumOne of 2 routes

• 2-acyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. a 1,2-diacyl-sn-glycerol + ATP = a 1,2-diacyl-sn-glycero-3-phosphate + ADP + H(+)
  2. a 1-acyl-sn-glycero-3-phosphate + a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) = 1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol) + a 1,2-diacyl-sn-glycero-3-phosphate
  3. a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) + H2O = 2-acyl-sn-glycero-3-phospho-(1'-sn-glycerol) + a fatty acid + H(+)

  Catalysed by DGKI, DGKA, DGKG, DGKE and 10 moreOne of 2 routes

• 3-oxo-(11Z)-octadecenoyl-CoAReach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (palmitolate)
  3. (9Z)-hexadecenoyl-CoA + malonyl-CoA + H(+) = 3-oxo-(11Z)-octadecenoyl-CoA + CO2 + CoA

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

• 3-oxo-(13Z)-eicosenoyl-CoAReach 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 + malonyl-CoA + H(+) = 3-oxo-(13Z)-eicosenoyl-CoA + CO2 + CoA

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

• (25R)-cholest-5-ene-3beta,26-diolReach 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. 2 reduced [adrenodoxin] + cholesterol + O2 + 2 H(+) = (25R)-cholest-5-ene-3beta,26-diol + 2 oxidized [adrenodoxin] + H2O

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

• 24-hydroxytetracosanoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. tetracosanoate + reduced [NADPH--hemoprotein reductase] + O2 = 24-hydroxytetracosanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by LPL, CYP4F2, CYP4F3extracellular space

• 20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. arachidonic acid:oxygen 1-oxidoreductase

  Catalysed by LPL, CYP1A1, CYP1A2, CYP2E1 and 24 moreextracellular space, cytosolOne of 3 routes

• 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoateReach 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 = 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by LPL, CYP2C9extracellular space

• 19-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 = 19-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by LPL, CYP1A1, CYP1A2, CYP2C9 and 2 moreextracellular space

• 11-hydroxydodecanoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. lauric acid[r] + O2[r] + FMNH2[r] = FMN[r] + H2O[r] + 11-hydroxydodecanoate[r]

  Catalysed by LPL, CYP2E1extracellular space, endoplasmic reticulumOne of 3 routes

• (17R,18S)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = (17R,18S)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by LPL, CYP1A1, CYP1A2, CYP3A4 and 4 moreextracellular space

• (17S,18R)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = (17S,18R)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by LPL, CYP2C8, CYP2D6, CYP2J2extracellular space

• 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. EPA[r] + O2[r] + FMNH2[r] = FMN[r] + H2O[r] + 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate[r]

  Catalysed by LPL, CYP2E1extracellular space, endoplasmic reticulumOne of 3 routes

• 20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by LPL, CYP4F2, CYP4F3, CYP4V2extracellular space

• 1-(9Z-octadecenoyl)-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + dodecanoyl-CoA = 1-(9Z-octadecenoyl)-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

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

• 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + dodecanoyl-CoA = 1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

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

• 22-hydroxy-(4Z,7Z,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 + reduced [NADPH--hemoprotein reductase] + O2 = 22-hydroxy-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by LPL, CYP4F2, CYP4F3, CYP4V2 and 1 moreextracellular space

• 14-hydroxytetradecanoateReach from here →
  1. 1,2-diacyl-sn-glycerol acylhydrolase
  2. (10Z)-heptadecenoic acid formation
  3. alkane 1-monooxygenase (myristic acid)

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