(9Z)-octadecenamide

Three steps

• octadecyl (9Z)-octadecenoateReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. octadecan-1-ol + (9Z)-octadecenoyl-CoA = octadecyl (9Z)-octadecenoate + CoA

  Catalysed by FAAH, FAAH2, SLC27A2, ACSL3 and 8 more

• 1-O-(9Z)-octadecenyl (9Z)-octadecenoateReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. (9Z)-octadecen-1-ol + (9Z)-octadecenoyl-CoA = 1-O-(9Z)-octadecenyl (9Z)-octadecenoate + CoA

  Catalysed by FAAH, FAAH2, SLC27A2, ACSL3 and 8 more

• 1-O-eicosanyl (9Z)-octadecenoateReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. eicosan-1-ol + (9Z)-octadecenoyl-CoA = 1-O-eicosanyl (9Z)-octadecenoate + CoA

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

• 1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-3-(9Z)-octadecenoyl-sn-glycerolReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol + (9Z)-octadecenoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-3-(9Z)-octadecenoyl-sn-glycerol + CoA

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

• 1,3-di-(9Z-octadecenoyl)-glycerolReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-(9Z-octadecenoyl)-sn-glycerol + (9Z)-octadecenoyl-CoA = 1,3-di-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by FAAH, FAAH2, SLC27A2, ACSL3 and 8 moreOne of 2 routes

• 2,3-di-(9Z)-octadecenoyl-sn-glycerolReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  2. 1,2-di-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoate + H(+) = 1,2,3-tri-(9Z-octadecenoyl)-glycerol + H2O
  3. 1,2,3-tri-(9Z-octadecenoyl)-glycerol + H2O = 2,3-di-(9Z)-octadecenoyl-sn-glycerol + (9Z)-octadecenoate + H(+)

  Catalysed by FAAH, FAAH2, DGAT1, LIPA and 4 moreOne of 2 routes

• 1-(9Z-octadecenoyl)-3-hexadecanoylglycerolReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-hexadecanoylglycerol + (9Z)-octadecenoyl-CoA = 1-(9Z-octadecenoyl)-3-hexadecanoylglycerol + CoA

  Catalysed by FAAH, FAAH2, SLC27A2, ACSL3 and 8 more

• di-(9Z)-octadecenoylglycerolReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  2. 1,2-di-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoate + H(+) = 1,2,3-tri-(9Z-octadecenoyl)-glycerol + H2O
  3. 1,2,3-tri-(9Z-octadecenoyl)-glycerol + H2O = di-(9Z)-octadecenoylglycerol + (9Z)-octadecenoate + H(+)

  Catalysed by FAAH, FAAH2, DGAT1, LIPA and 11 moreOne of 2 routes

• 1-O-hexadecyl-3-(9Z)-octadecenoylglycerolReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-O-hexadecylglycerol + (9Z)-octadecenoyl-CoA = 1-O-hexadecyl-3-(9Z)-octadecenoylglycerol + CoA

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

• 1-(9Z-octadecenoyl)-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  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 FAAH, FAAH2, ABHD12, LPGAT1

• O-dodecanoyl-R-carnitineReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  2. Utilized Transport
  3. carnitine O-palmitoyltransferase (dodecanoylcarnitine)

  Catalysed by FAAH, FAAH2, CPT1A, CPT1C and 1 moreendoplasmic reticulum, cytosolOne of 7 routes

• (11Z,14Z)-eicosadienoateReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by FAAH, FAAH2cytosol, extracellular spaceOne of 12 routes

• (17Z)-hexacosenoateReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by FAAH, FAAH2cytosol, extracellular spaceOne of 12 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoateReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by FAAH, FAAH2cytosol, extracellular spaceOne of 12 routes

• (7Z,10Z,13Z,16Z)-docosatetraenoateReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by FAAH, FAAH2cytosol, extracellular spaceOne of 12 routes

• 1-O-(1Z)-alkenyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  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 FAAH, FAAH2, SLC27A2, ACSL3 and 9 more

• 1-O-(1Z)-alkenyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholineReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  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 FAAH, FAAH2, SLC27A2, ACSL3 and 7 more

• (2E,9Z)-octadecadienoyl-CoAReach from here →
  1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  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. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  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. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  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. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  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. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  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. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  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. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  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. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
  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

• 3-methylmalateReach from here →
  1. N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
  2. N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
  3. propanoyl-CoA + glyoxylate + H2O = 3-methylmalate + CoA + H(+)

  Catalysed by PAM, CLYBL