N-(9Z-octadecenoyl) ethanolamine

Three steps

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

  Catalysed by FAAH, FAAH2, SLC27A2, ACSL4 and 10 morecytosol, mitochondrial matrixOne of 4 routes

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

  Catalysed by FAAH, FAAH2cytosol, extracellular spaceOne of 12 routes

• 1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositolReach from here →
  1. N-(9Z-octadecenoyl) ethanolamine + H2O = ethanolamine + (9Z)-octadecenoate
  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 FAAH, FAAH2, ABHD12, AGPAT3 and 1 more

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

  Catalysed by FAAH, FAAH2cytosol, 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. N-(9Z-octadecenoyl) ethanolamine + H2O = ethanolamine + (9Z)-octadecenoate
  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 FAAH, FAAH2, SLC27A2, ACSL3 and 7 more

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

  Catalysed by FAAH, FAAH2, SLC27A2, ACSL3 and 7 more

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

  Catalysed by FAAH, FAAH2, CRAT, CROTendoplasmic reticulum, cytosol, peroxisomeOne of 5 routes

• 1-decanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. N-(9Z-octadecenoyl) ethanolamine + H2O = ethanolamine + (9Z)-octadecenoate
  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 FAAH, FAAH2, SLC27A2, ACSL3 and 7 more