2-(9Z-octadecenoyl)-glycerol

Three steps

• 1-hexadecanoyl-N-(acetyl)-sphing-4-enineReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + CoA
  2. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + CDP-choline = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CMP + H(+)
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-hexadecanoyl-N-(acetyl)-sphing-4-enine + 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by DGAT1, AWAT2, MOGAT3, DGAT2 and 3 moreOne of 2 routes

• 2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycerol + CoA
  2. CDP-ethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycerol = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CMP + H(+)
  3. 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine = N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 2-hexadecanoyl-sn-glycero-3-phosphocholine + H(+)

  Catalysed by DGAT1, MOGAT3, DGAT2, CEPT1 and 3 moreOne of 2 routes

• 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholineReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycerol + CoA
  2. CDP-ethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycerol = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CMP + H(+)
  3. 1,2-di-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + H(+)

  Catalysed by DGAT1, MOGAT3, DGAT2, CEPT1 and 1 more

• (9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycerol + CoA
  2. 1,2-di-(9Z-octadecenoyl)-sn-glycerol + H2O = 1-(9Z-octadecenoyl)-sn-glycerol + (9Z)-octadecenoate + H(+)
  3. 1-(9Z-octadecenoyl)-sn-glycerol + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine = 1,3-di-(9Z-octadecenoyl)-glycerol + (9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by DGAT1, MOGAT3, DGAT2, PLB1 and 1 moreOne of 12 routes

• 2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycerol + CoA
  2. CDP-ethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycerol = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CMP + H(+)
  3. 2 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine = N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + H(+)

  Catalysed by DGAT1, MOGAT3, DGAT2, CEPT1 and 1 moreOne of 3 routes

• 1-(9Z-octadecenoyl)-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + H2O = glycerol + (9Z)-octadecenoate + H(+)
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + H2O = sn-glycero-3-phospho-(1'-sn-glycerol) + (9Z)-octadecenoate + H(+)
  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 ABHD16A, LIPE, PLB1, PNPLA6 and 4 more

• O-dodecanoyl-R-carnitineReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + H2O = glycerol + (9Z)-octadecenoate + H(+)
  2. Utilized Transport
  3. carnitine O-palmitoyltransferase (dodecanoylcarnitine)

  Catalysed by ABHD16A, LIPE, PLB1, PNPLA6 and 6 moreendoplasmic reticulum, cytosolOne of 7 routes

• 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerolReach from here →
  1. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + H2O = 2-(9Z-octadecenoyl)-glycerol + octadecanoate + H(+)
  2. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + H2O = 2-(9Z-octadecenoyl)-glycerol + octadecanoate + H(+)
  3. 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerol + H2O = 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerol + octadecanoate + H(+)

  Catalysed by ABHD11

• (11Z,14Z)-eicosadienoateReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + H2O = glycerol + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by ABHD16A, LIPE, PLB1, PNPLA6 and 3 morecytosol, extracellular spaceOne of 12 routes

• (17Z)-hexacosenoateReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + H2O = glycerol + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by ABHD16A, LIPE, PLB1, PNPLA6 and 3 morecytosol, extracellular spaceOne of 12 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoateReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + H2O = glycerol + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by ABHD16A, LIPE, PLB1, PNPLA6 and 3 morecytosol, extracellular spaceOne of 12 routes

• (7Z,10Z,13Z,16Z)-docosatetraenoateReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + H2O = glycerol + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by ABHD16A, LIPE, PLB1, PNPLA6 and 3 morecytosol, extracellular spaceOne of 12 routes

• 1-O-(1Z)-alkenyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + H2O = glycerol + (9Z)-octadecenoate + H(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1-O-(1Z)-alkenyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by ABHD16A, LIPE, PLB1, PNPLA6 and 14 more

• 1-O-(1Z)-alkenyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholineReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + H2O = glycerol + (9Z)-octadecenoate + H(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-O-(1Z)-alkenyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by ABHD16A, LIPE, PLB1, PNPLA6 and 12 more

• (2E,9Z)-octadecadienoyl-CoAReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + H2O = glycerol + (9Z)-octadecenoate + H(+)
  2. long-chain-fatty-acid-CoA ligase (oleate)
  3. medium-chain acyl-CoA dehydrogenase (oleoyl-CoA)

  Catalysed by ABHD16A, LIPE, PLB1, PNPLA6 and 15 morecytosol, mitochondrial matrixOne of 4 routes

• 1,3-dihexadecanoylglycerolReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + CoA
  2. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + hexadecanoyl-CoA = 1,3-dihexadecanoyl-2-(9Z-octadecenoyl)glycerol + CoA
  3. 1,3-dihexadecanoyl-2-(9Z-octadecenoyl)glycerol + H2O = 1,3-dihexadecanoylglycerol + (9Z)-octadecenoate + H(+)

  Catalysed by DGAT1, AWAT2, MOGAT3, DGAT2 and 1 more

• (5Z,8Z,11Z)-eicosatrienoateReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + H2O = glycerol + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by ABHD16A, LIPE, PLB1, PNPLA6 and 3 morecytosol, extracellular spaceOne of 12 routes

• N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycerol + CoA
  2. CDP-ethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycerol = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CMP + H(+)
  3. 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine = hexadecanoyl-sn-glycero-3-phosphocholine + N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + H(+)

  Catalysed by DGAT1, MOGAT3, DGAT2, CEPT1 and 2 moreOne of 4 routes

• 1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositolReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + H2O = glycerol + (9Z)-octadecenoate + H(+)
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = sn-glycero-3-phospho-1D-myo-inositol + (9Z)-octadecenoate + H(+)
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositol + CoA

  Catalysed by ABHD16A, LIPE, PLB1, PNPLA6 and 5 more

• hexadecanoateReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + CoA
  2. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + hexadecanoyl-CoA = 1,3-dihexadecanoyl-2-(9Z-octadecenoyl)glycerol + CoA
  3. 1,3-dihexadecanoyl-2-(9Z-octadecenoyl)glycerol + H2O = 1-hexadecanoyl-2-(9Z-octadecenoyl)-glycerol + hexadecanoate + H(+)

  Catalysed by DGAT1, AWAT2, MOGAT3, DGAT2 and 1 moreOne of 5 routes

• tricosanoateReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + H2O = glycerol + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by ABHD16A, LIPE, PLB1, PNPLA6 and 3 morecytosol, extracellular spaceOne of 12 routes

• 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerolReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + H2O = glycerol + (9Z)-octadecenoate + H(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol + (9Z)-octadecenoyl-CoA = 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by ABHD16A, LIPE, PLB1, PNPLA6 and 12 more

• O-(9Z)-octadecenoyl-(R)-carnitineReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + H2O = glycerol + (9Z)-octadecenoate + H(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. (R)-carnitine + (9Z)-octadecenoyl-CoA = O-(9Z)-octadecenoyl-(R)-carnitine + CoA

  Catalysed by ABHD16A, LIPE, PLB1, PNPLA6 and 12 more

• O-4,8-dimethylnonanoyl-(R)-carnitineReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + H2O = glycerol + (9Z)-octadecenoate + H(+)
  2. Utilized Transport
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by ABHD16A, LIPE, PLB1, PNPLA6 and 5 moreendoplasmic reticulum, cytosol, peroxisomeOne of 5 routes

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycerol + CoA
  2. CDP-ethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycerol = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CMP + H(+)
  3. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine + H(+)

  Catalysed by DGAT1, MOGAT3, DGAT2, CEPT1 and 1 moreOne of 2 routes

• N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycerol + CoA
  2. CDP-ethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycerol = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CMP + H(+)
  3. 2 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine = N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + H(+)

  Catalysed by DGAT1, MOGAT3, DGAT2, CEPT1 and 1 moreOne of 3 routes

• N-octadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycerol + CoA
  2. CDP-ethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycerol = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CMP + H(+)
  3. 1-octadecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine = N-octadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 2-hexadecanoyl-sn-glycero-3-phosphocholine + H(+)

  Catalysed by DGAT1, MOGAT3, DGAT2, CEPT1 and 1 more

• 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5'-diphosphateReach from here →
  1. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + H2O = 2-(9Z-octadecenoyl)-glycerol + octadecanoate + H(+)
  2. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + ATP = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + ADP + H(+)
  3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CTP + H(+) = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5'-diphosphate + diphosphate

  Catalysed by ABHD11, DGKZ, CDS2, CDS1

• 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5'-diphosphateReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycerol + CoA
  2. 1,2-di-(9Z-octadecenoyl)-sn-glycerol + ATP = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate + ADP + H(+)
  3. 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CTP + H(+) = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5'-diphosphate + diphosphate

  Catalysed by DGAT1, MOGAT3, DGAT2, DGKI and 12 more

• 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-methylethanolamineReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycerol + CoA
  2. CDP-ethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycerol = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CMP + H(+)
  3. 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + S-adenosyl-L-methionine = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-methylethanolamine + S-adenosyl-L-homocysteine + H(+)

  Catalysed by DGAT1, MOGAT3, DGAT2, CEPT1 and 1 more

• 1-decanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. 2-(9Z-octadecenoyl)-glycerol + H2O = glycerol + (9Z)-octadecenoate + H(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-decanoylglycerol + (9Z)-octadecenoyl-CoA = 1-decanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by ABHD16A, LIPE, PLB1, PNPLA6 and 12 more