1,2,3-tri-(9Z)-hexadecenoylglycerol

Three steps

• 1-(9Z-octadecenoyl)-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphateReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 1,3-di-(9Z)-hexadecenoylglycerol + (9Z)-hexadecenoate + H(+)
  2. long-chain-fatty-acid-CoA ligase (palmitolate)
  3. (9Z)-hexadecenoyl-CoA + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate = 1-(9Z-octadecenoyl)-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by PNPLA2, SLC27A2, ACSL4, ACSL3 and 6 morecytosol

• 1-(9Z-octadecenoyl)-2-(9Z-hexadecenoyl)-sn-glycero-3-phospho-L-serineReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 1,3-di-(9Z)-hexadecenoylglycerol + (9Z)-hexadecenoate + H(+)
  2. long-chain-fatty-acid-CoA ligase (palmitolate)
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + (9Z)-hexadecenoyl-CoA = 1-(9Z-octadecenoyl)-2-(9Z-hexadecenoyl)-sn-glycero-3-phospho-L-serine + CoA

  Catalysed by PNPLA2, SLC27A2, ACSL4, ACSL3 and 6 morecytosol

• hexadecyl (9Z)-hexadecenoateReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 1,3-di-(9Z)-hexadecenoylglycerol + (9Z)-hexadecenoate + H(+)
  2. long-chain-fatty-acid-CoA ligase (palmitolate)
  3. hexadecan-1-ol + (9Z)-hexadecenoyl-CoA = hexadecyl (9Z)-hexadecenoate + CoA

  Catalysed by PNPLA2, SLC27A2, ACSL4, ACSL3 and 7 morecytosol

• 2,3-di-(9Z)-octadecenoyl-sn-glycerolReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 2,3-di-(9Z)-hexadecenoyl-sn-glycerol + (9Z)-hexadecenoate + H(+)
  2. 1,2,3-tri-(9Z)-hexadecenoylglycerol + 9-hydroxy-octadecanoate = 2,3-di-(9Z)-hexadecenoyl-sn-glycerol + 9-(9Z-hexadecenoyloxy)-octadecanoate
  3. 1,2,3-tri-(9Z-octadecenoyl)-glycerol + 9-hydroxy-octadecanoate = 9-(9Z-octadecenoyloxy)-octadecanoate + 2,3-di-(9Z)-octadecenoyl-sn-glycerol

  Catalysed by PNPLA2One of 2 routes

• 2,3-di-(9Z,12Z)-octadecadienoyl-sn-glycerolReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 2,3-di-(9Z)-hexadecenoyl-sn-glycerol + (9Z)-hexadecenoate + H(+)
  2. 1,2,3-tri-(9Z)-hexadecenoylglycerol + 9-hydroxy-octadecanoate = 2,3-di-(9Z)-hexadecenoyl-sn-glycerol + 9-(9Z-hexadecenoyloxy)-octadecanoate
  3. 1,2,3-tri-(9Z,12Z)-octadecadienoylglycerol + 9-hydroxy-octadecanoate = 2,3-di-(9Z,12Z)-octadecadienoyl-sn-glycerol + 9-(9Z,12Z-octadecadienoyloxy)-octadecanoate

  Catalysed by PNPLA2

• 1-hexadecanoyl-3-(9Z)-octadecenoyl-sn-glycerolReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 2,3-di-(9Z)-hexadecenoyl-sn-glycerol + (9Z)-hexadecenoate + H(+)
  2. 1,2,3-tri-(9Z)-hexadecenoylglycerol + 9-hydroxy-octadecanoate = 2,3-di-(9Z)-hexadecenoyl-sn-glycerol + 9-(9Z-hexadecenoyloxy)-octadecanoate
  3. 1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerol + 9-hydroxy-octadecanoate = 1-hexadecanoyl-3-(9Z)-octadecenoyl-sn-glycerol + 9-(9Z-octadecenoyloxy)-octadecanoate

  Catalysed by PNPLA2

• 3-oxo-(11Z)-octadecenoyl-CoAReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 1,3-di-(9Z)-hexadecenoylglycerol + (9Z)-hexadecenoate + H(+)
  2. long-chain-fatty-acid-CoA ligase (palmitolate)
  3. (9Z)-hexadecenoyl-CoA + malonyl-CoA + H(+) = 3-oxo-(11Z)-octadecenoyl-CoA + CO2 + CoA

  Catalysed by PNPLA2, SLC27A2, ACSL4, ACSL3 and 7 morecytosol

• O-dodecanoyl-R-carnitineReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 1,3-di-(9Z)-hexadecenoylglycerol + (9Z)-hexadecenoate + H(+)
  2. Utilized Transport
  3. carnitine O-palmitoyltransferase (dodecanoylcarnitine)

  Catalysed by PNPLA2, CPT1A, CPT1C, CPT1Bendoplasmic reticulum, cytosolOne of 7 routes

• (11Z,14Z)-eicosadienoateReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 1,3-di-(9Z)-hexadecenoylglycerol + (9Z)-hexadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PNPLA2cytosol, extracellular spaceOne of 12 routes

• (17Z)-hexacosenoateReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 1,3-di-(9Z)-hexadecenoylglycerol + (9Z)-hexadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PNPLA2cytosol, extracellular spaceOne of 12 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoateReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 1,3-di-(9Z)-hexadecenoylglycerol + (9Z)-hexadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PNPLA2cytosol, extracellular spaceOne of 12 routes

• (7Z,10Z,13Z,16Z)-docosatetraenoateReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 1,3-di-(9Z)-hexadecenoylglycerol + (9Z)-hexadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PNPLA2cytosol, extracellular spaceOne of 12 routes

• (2E,9Z)-hexadecadienoyl-CoAReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 1,3-di-(9Z)-hexadecenoylglycerol + (9Z)-hexadecenoate + H(+)
  2. long-chain-fatty-acid-CoA ligase (palmitolate)
  3. medium-chain acyl-CoA dehydrogenase (palmitoleoyl-CoA)

  Catalysed by PNPLA2, SLC27A2, ACSL4, ACSL3 and 9 morecytosol, mitochondrial matrixOne of 3 routes

• (5Z,8Z,11Z)-eicosatrienoateReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 1,3-di-(9Z)-hexadecenoylglycerol + (9Z)-hexadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PNPLA2cytosol, extracellular spaceOne of 12 routes

• tricosanoateReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 1,3-di-(9Z)-hexadecenoylglycerol + (9Z)-hexadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by PNPLA2cytosol, extracellular spaceOne of 12 routes

• 9-hexadecanoyloxy-octadecanoateReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 2,3-di-(9Z)-hexadecenoyl-sn-glycerol + (9Z)-hexadecenoate + H(+)
  2. 1,2,3-tri-(9Z)-hexadecenoylglycerol + 9-hydroxy-octadecanoate = 2,3-di-(9Z)-hexadecenoyl-sn-glycerol + 9-(9Z-hexadecenoyloxy)-octadecanoate
  3. 1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerol + 9-hydroxy-octadecanoate = 9-hexadecanoyloxy-octadecanoate + 2,3-di-(9Z)-octadecenoyl-sn-glycerol

  Catalysed by PNPLA2

• cholesteryl (9Z)-hexadecenoateReach from here →
  1. 1,2,3-tri-(9Z)-hexadecenoylglycerol + H2O = 1,3-di-(9Z)-hexadecenoylglycerol + (9Z)-hexadecenoate + H(+)
  2. long-chain-fatty-acid-CoA ligase (palmitolate)
  3. (9Z)-hexadecenoyl-CoA + cholesterol = cholesteryl (9Z)-hexadecenoate + CoA

  Catalysed by PNPLA2, SLC27A2, ACSL4, ACSL3 and 6 morecytosol

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

  Catalysed by PNPLA2, CRAT, CROTendoplasmic reticulum, cytosol, peroxisomeOne of 5 routes