9-(9Z-octadecenoyloxy)-octadecanoate

Three steps

• linoleic acidReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CEL, ADTRP, AIG1cytosol, extracellular spaceOne of 14 routes

• O-hexadecanoyl-(R)-carnitineReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. Utilized Transport
  3. palmitoyl-CoA:L-carnitine O-palmitoyltransferase

  Catalysed by CEL, ADTRP, AIG1, CPT2 and 1 moreendoplasmic reticulum, cytosol, peroxisomeOne of 10 routes

• hexadecanalReach from here →
  1. 1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerol + 9-hydroxy-octadecanoate = 1-hexadecanoyl-3-(9Z)-octadecenoyl-sn-glycerol + 9-(9Z-octadecenoyloxy)-octadecanoate
  2. 1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerol + H2O = 2,3-di-(9Z)-octadecenoyl-sn-glycerol + hexadecanoate + H(+)
  3. hexadecanoate + NADH + 2 H(+) = hexadecanal + NAD(+) + H2O

  Catalysed by PNPLA2, ALDH3B1, ALDH3B2, ALDH3A2

• all-trans-retinyl hexadecanoateReach from here →
  1. 1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerol + 9-hydroxy-octadecanoate = 1-hexadecanoyl-3-(9Z)-octadecenoyl-sn-glycerol + 9-(9Z-octadecenoyloxy)-octadecanoate
  2. 1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerol + H2O = 2,3-di-(9Z)-octadecenoyl-sn-glycerol + hexadecanoate + H(+)
  3. all-trans-retinyl hexadecanoate + H2O = 11-cis-retinol + hexadecanoate + H(+)

  Catalysed by PNPLA2, RPE65

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

  Catalysed by CEL, ADTRP, AIG1, PNPLA2 and 7 moreOne of 5 routes

• O-octanoyl-(R)-carnitineReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. Utilized Transport
  3. solute carrier (L-carnitine)

  Catalysed by CEL, ADTRP, AIG1, SLC25A20endoplasmic reticulum, cytosol, mitochondrial matrixOne of 7 routes

• dodecanoateReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CEL, ADTRP, AIG1cytosol, extracellular spaceOne of 12 routes

• beta-D-xylosyl-(1<->1')-N-(9Z-octadecenoyl)-sphing-4-enineReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate
  3. N-(9Z-octadecenoyl)-sphing-4-enine + UDP-alpha-D-xylose = beta-D-xylosyl-(1<->1')-N-(9Z-octadecenoyl)-sphing-4-enine + UDP + H(+)

  Catalysed by CEL, ADTRP, AIG1, ASAH1 and 5 more

• 1,2,3-tri-(10Z)-heptadecenoylglycerolReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. 1,2,3-tri-(10Z)-heptadecenoylglycerol + 9-hydroxy-octadecanoate = 2,3-di-(10Z-heptadecenoyl)-sn-glycerol + 9-(10Z-heptadecenoyloxy)-octadecanoate
  3. 1,2,3-tri-(10Z)-heptadecenoylglycerol + 9-hydroxy-octadecanoate = 2,3-di-(10Z-heptadecenoyl)-sn-glycerol + 9-(10Z-heptadecenoyloxy)-octadecanoate

  Catalysed by CEL, ADTRP, AIG1, PNPLA2One of 2 routes

• 1-butanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. 9-hydroxy-octadecanoate + 1,2-di-(9Z-octadecenoyl)-sn-glycerol = 9-(9Z-octadecenoyloxy)-octadecanoate + 2-(9Z-octadecenoyl)-glycerol
  3. 2-(9Z-octadecenoyl)-glycerol + butanoyl-CoA = 1-butanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by CEL, ADTRP, AIG1, PNPLA2 and 2 more

• 1-octanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. 9-hydroxy-octadecanoate + 1,2-di-(9Z-octadecenoyl)-sn-glycerol = 9-(9Z-octadecenoyloxy)-octadecanoate + 2-(9Z-octadecenoyl)-glycerol
  3. 2-(9Z-octadecenoyl)-glycerol + octanoyl-CoA = 1-octanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by CEL, ADTRP, AIG1, PNPLA2 and 2 more

• 1-eicosanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. 9-hydroxy-octadecanoate + 1,2-di-(9Z-octadecenoyl)-sn-glycerol = 9-(9Z-octadecenoyloxy)-octadecanoate + 2-(9Z-octadecenoyl)-glycerol
  3. eicosanoyl-CoA + 2-(9Z-octadecenoyl)-glycerol = 1-eicosanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by CEL, ADTRP, AIG1, PNPLA2 and 2 more

• 1-(9Z-octadecenoyl)-3-octadecanoyl-sn-glycerolReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 3-octadecanoyl-sn-glycerol + (9Z)-octadecenoyl-CoA = 1-(9Z-octadecenoyl)-3-octadecanoyl-sn-glycerol + CoA

  Catalysed by CEL, ADTRP, AIG1, SLC27A2 and 8 more

• 1-octanoyl-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-octanoylglycerol + (9Z)-octadecenoyl-CoA = 1-octanoyl-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by CEL, ADTRP, AIG1, SLC27A2 and 8 more

• 1-dodecanoyl-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-dodecanoylglycerol + (9Z)-octadecenoyl-CoA = 1-dodecanoyl-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by CEL, ADTRP, AIG1, SLC27A2 and 9 more

• 1-octadecanoyl-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-octadecanoylglycerol + (9Z)-octadecenoyl-CoA = 1-octadecanoyl-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by CEL, ADTRP, AIG1, SLC27A2 and 9 more

• 1-(9Z,12Z,15Z-octadecatrienoyl)-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-(9Z,12Z,15Z-octadecatrienoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1-(9Z,12Z,15Z-octadecatrienoyl)-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by CEL, ADTRP, AIG1, SLC27A2 and 9 more

• 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by CEL, ADTRP, AIG1, SLC27A2 and 8 more

• 1-tetradecanoyl-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-tetradecanoylglycerol + (9Z)-octadecenoyl-CoA = 1-tetradecanoyl-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by CEL, ADTRP, AIG1, SLC27A2 and 8 more

• 1-O-(9Z-octadecyl)-3-(9Z-octadecenoyl)-glycerolReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-O-(9Z-octadecenyl)-glycerol + (9Z)-octadecenoyl-CoA = 1-O-(9Z-octadecyl)-3-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by CEL, ADTRP, AIG1, SLC27A2 and 13 more

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

  Catalysed by CEL, ADTRP, AIG1, SLC27A2 and 8 more

• 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(3'-(9Z-octadecenoyl)-1'-sn-glycerol)Reach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (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. 2 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) = 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(3'-(9Z-octadecenoyl)-1'-sn-glycerol) + sn-glycero-3-phospho-(1'-sn-glycerol)

  Catalysed by CEL, ADTRP, AIG1, ABHD12 and 1 more

• S-hexadecanoyl-N-acetylcysteamineReach from here →
  1. 1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerol + 9-hydroxy-octadecanoate = 1-hexadecanoyl-3-(9Z)-octadecenoyl-sn-glycerol + 9-(9Z-octadecenoyloxy)-octadecanoate
  2. 1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerol + H2O = 2,3-di-(9Z)-octadecenoyl-sn-glycerol + hexadecanoate + H(+)
  3. S-hexadecanoyl-N-acetylcysteamine + H2O = N-acetylcysteamine + hexadecanoate + H(+)

  Catalysed by PNPLA2, PPT1, PPT2

• S-hexadecanoyl-N-acetylcysteine methyl esterReach from here →
  1. 1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerol + 9-hydroxy-octadecanoate = 1-hexadecanoyl-3-(9Z)-octadecenoyl-sn-glycerol + 9-(9Z-octadecenoyloxy)-octadecanoate
  2. 1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerol + H2O = 2,3-di-(9Z)-octadecenoyl-sn-glycerol + hexadecanoate + H(+)
  3. S-hexadecanoyl-N-acetylcysteine methyl ester + H2O = N-acetylcysteine methyl ester + hexadecanoate + H(+)

  Catalysed by PNPLA2, PPT1

• docosanoateReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CEL, ADTRP, AIG1cytosol, extracellular spaceOne of 12 routes

• octadecanoateReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CEL, ADTRP, AIG1cytosol, extracellular spaceOne of 12 routes

• alpha-linolenic acidReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CEL, ADTRP, AIG1cytosol, extracellular spaceOne of 13 routes

• elaidic acidReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CEL, ADTRP, AIG1cytosol, extracellular spaceOne of 13 routes

• all-cis-docosa-4,7,10,13,16,19-hexaenoic acidReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CEL, ADTRP, AIG1cytosol, extracellular spaceOne of 12 routes

• 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. 9-hydroxy-octadecanoate + 1,2-di-(9Z-octadecenoyl)-sn-glycerol = 9-(9Z-octadecenoyloxy)-octadecanoate + 2-(9Z-octadecenoyl)-glycerol
  2. CDP-choline + 1,2-di-(9Z-octadecenoyl)-sn-glycerol = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CMP + H(+)
  3. 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by PNPLA2, CEPT1, PLA2G15One of 3 routes

• chlorine(.)Reach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. Utilized Transport
  3. Carnitine Transport by Atb0

  Catalysed by CEL, ADTRP, AIG1, SLC6A14endoplasmic reticulum, cytosol, extracellular space

• tetradecanoateReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CEL, ADTRP, AIG1cytosol, extracellular spaceOne of 12 routes

• hexacosanoateReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CEL, ADTRP, AIG1cytosol, extracellular spaceOne of 12 routes

• tetracosanoateReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CEL, ADTRP, AIG1cytosol, extracellular spaceOne of 12 routes

• an N-acylsphinganineReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. N-acylsphingosine amidohydrolase

  Catalysed by CEL, ADTRP, AIG1, ASAH1 and 4 morecytosol

• eicosanoateReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CEL, ADTRP, AIG1cytosol, extracellular spaceOne of 12 routes

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

  Catalysed by CEL, ADTRP, AIG1, PNPLA2One of 19 routes

• (15Z)-tetracosenoateReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CEL, ADTRP, AIG1cytosol, extracellular spaceOne of 12 routes

• (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CEL, ADTRP, AIG1cytosol, extracellular spaceOne of 14 routes

• (11Z)-eicosenoateReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CEL, ADTRP, AIG1cytosol, extracellular spaceOne of 12 routes

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

  Catalysed by CEL, ADTRP, AIG1, SLC27A2 and 8 more

• cholesteryl (9Z-octadecenoate)Reach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. long-chain-fatty-acid-CoA ligase (oleate)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by CEL, ADTRP, AIG1, SLC27A2 and 9 morecytosol, endoplasmic reticulumOne of 2 routes

• 16-hydroxyhexadecanoateReach from here →
  1. 1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerol + 9-hydroxy-octadecanoate = 1-hexadecanoyl-3-(9Z)-octadecenoyl-sn-glycerol + 9-(9Z-octadecenoyloxy)-octadecanoate
  2. 1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerol + H2O = 2,3-di-(9Z)-octadecenoyl-sn-glycerol + hexadecanoate + H(+)
  3. hexadecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 16-hydroxyhexadecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by PNPLA2, CYP4A11, CYP4V2, CYP4F11

• butanoyl-CoAReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. Utilized Transport
  3. transport of butyryl-CoA and L-carnitine (cytosol to mitochondria)

  Catalysed by CEL, ADTRP, AIG1, SLC33A1 and 2 moreendoplasmic reticulum, cytosol, mitochondrial matrixOne of 2 routes

• hexadecanoyl-CoAReach from here →
  1. 1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerol + 9-hydroxy-octadecanoate = 1-hexadecanoyl-3-(9Z)-octadecenoyl-sn-glycerol + 9-(9Z-octadecenoyloxy)-octadecanoate
  2. 1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerol + H2O = 2,3-di-(9Z)-octadecenoyl-sn-glycerol + hexadecanoate + H(+)
  3. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate

  Catalysed by PNPLA2, SLC27A2, ACSL4, ACSL3 and 8 more

• (9Z,12Z)-octadecadienoyl-CoAReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. long-chain-fatty-acid-CoA ligase (oleate)
  3. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)

  Catalysed by CEL, ADTRP, AIG1, SLC27A2 and 8 morecytosolOne of 2 routes

• octanoyl-CoAReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. long-chain-fatty-acid-CoA ligase (oleate)
  3. Beta Oxidation Fatty Acid

  Catalysed by CEL, ADTRP, AIG1, SLC27A2 and 9 morecytosol, mitochondrial matrix

• octadecanoyl-CoAReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O

  Catalysed by CEL, ADTRP, AIG1, SLC27A2 and 9 more

• O-acetyl-(R)-carnitineReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. Utilized Transport
  3. Acetyl-CoA:carnitine O-acetyltransferase

  Catalysed by CEL, ADTRP, AIG1, CPT1A and 2 moreendoplasmic reticulum, cytosolOne of 9 routes

• sphing-4-enineReach from here →
  1. 9-(9Z-octadecenoyloxy)-octadecanoate + H2O = 9-hydroxy-octadecanoate + (9Z)-octadecenoate + H(+)
  2. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate
  3. H2O[r] + N-(9Z-octadecenoyl)-sphing-4-enine[r] = oleate[r] + sphingosine[r]

  Catalysed by CEL, ADTRP, AIG1, ASAH1 and 4 moreendoplasmic reticulumOne of 3 routes