hexadecanoate

Three steps

• ethanolamineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. 2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + L-serine = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + ethanolamine

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 more

• sphinganineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. L-serine + hexadecanoyl-CoA + H(+) = 3-oxosphinganine + CO2 + CoA
  3. sphinganine + NADP(+) = 3-oxosphinganine + NADPH + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 moreOne of 3 routes

• a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)Reach from here →
  1. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
  2. beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
  3. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + cholesterol(out)

  Catalysed by NAAA, ASAH1, ACER2, ASAH2 and 2 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• phosphoethanolamineReach from here →
  1. hexadecanoate + NADH + 2 H(+) = hexadecanal + NAD(+) + H2O
  2. Sphinganine-1-phosphate pamlmitaldehyde-lyase
  3. sphinganine 1-phosphate = hexadecanal + phosphoethanolamine

  Catalysed by ALDH3B1, ALDH3B2, ALDH3A2, SGPL1cytosol

• an acyl-CoAReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. acyl-CoA pool formation and breakdown

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosol

• a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)Reach from here →
  1. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
  2. beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
  3. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)

  Catalysed by NAAA, ASAH1, ACER2, ASAH2 and 3 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• sphing-4-enine 1-phosphateReach from here →
  1. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
  2. H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
  3. sphing-4-enine + ATP = sphing-4-enine 1-phosphate + ADP + H(+)

  Catalysed by NAAA, ASAH1, ACER2, ASAH2 and 2 morenucleus, cytosol

• an all-trans-retinyl esterReach from here →
  1. all-trans-retinyl hexadecanoate + H2O = 11-cis-retinol + hexadecanoate + H(+)
  2. all-trans-retinyl hexadecanoate + H2O = all-trans-retinol + hexadecanoate + H(+)
  3. Lecithin Retinol Acyltransferase

  Catalysed by RPE65, PNLIP, PNPLA4, LIPE and 1 morecytosolOne of 7 routes

• 1-O-hexadecyl-sn-glycero-3-phosphocholineReach from here →
  1. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
  2. H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
  3. 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + sphing-4-enine = 1-O-hexadecyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine + H(+)

  Catalysed by NAAA, ASAH1, ACER2, ASAH2 and 1 morenucleus, cytosol

• hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + CoA
  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 SLC27A2, ACSL4, ACSL3, ACSL1 and 12 moreOne of 2 routes

• N-(2-hydroxyhexadecanoyl)-sphinganineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. hexadecanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxyhexadecanoyl-CoA + succinate + CO2
  3. 2-hydroxyhexadecanoyl-CoA + sphinganine = N-(2-hydroxyhexadecanoyl)-sphinganine + CoA + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 more

• (22R)-hydroxycholesterolReach from here →
  1. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
  2. beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
  3. 2 reduced [adrenodoxin] + cholesterol + O2 + 2 H(+) = (22R)-hydroxycholesterol + 2 oxidized [adrenodoxin] + H2O

  Catalysed by NAAA, ASAH1, ACER2, ASAH2 and 2 moreOne of 2 routes

• all-trans-retinyl 9Z-octadecenoateReach from here →
  1. all-trans-retinyl hexadecanoate + H2O = 11-cis-retinol + hexadecanoate + H(+)
  2. all-trans-retinyl hexadecanoate + H2O = all-trans-retinol + hexadecanoate + H(+)
  3. 1,2,3-tri-(9Z-octadecenoyl)-glycerol + all-trans-retinol = all-trans-retinyl 9Z-octadecenoate + di-(9Z)-octadecenoylglycerol

  Catalysed by RPE65, PNLIP, PNPLA4, LIPE and 1 more

• 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphateReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. sn-glycerol 3-phosphate + hexadecanoyl-CoA = 1-hexadecanoyl-sn-glycero-3-phosphate + CoA
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + octadecanoyl-CoA = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 more

• 1-hexadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphateReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. sn-glycerol 3-phosphate + hexadecanoyl-CoA = 1-hexadecanoyl-sn-glycero-3-phosphate + CoA
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + tetradecanoyl-CoA = 1-hexadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 more

• 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphateReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. sn-glycerol 3-phosphate + hexadecanoyl-CoA = 1-hexadecanoyl-sn-glycero-3-phosphate + CoA
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 12 more

• N-dodecanoylsphing-4-enineReach from here →
  1. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
  2. H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
  3. N-dodecanoylsphing-4-enine + H2O = dodecanoate + sphing-4-enine

  Catalysed by NAAA, ASAH1, ACER2, ASAH2nucleus, cytosolOne of 3 routes

• N-tetradecanoylsphing-4-enineReach from here →
  1. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
  2. H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
  3. N-tetradecanoylsphing-4-enine + H2O = sphing-4-enine + tetradecanoate

  Catalysed by NAAA, ASAH1, ACER2, ASAH2nucleus, cytosol

• N-octadecanoylsphing-4-enineReach from here →
  1. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
  2. H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
  3. sphing-4-enine + octadecanoyl-CoA = N-octadecanoylsphing-4-enine + CoA + H(+)

  Catalysed by NAAA, ASAH1, ACER2, ASAH2 and 4 morenucleus, cytosolOne of 3 routes

• N-eicosanoyl-sphing-4-enineReach from here →
  1. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
  2. H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
  3. eicosanoyl-CoA + sphing-4-enine = N-eicosanoyl-sphing-4-enine + CoA + H(+)

  Catalysed by NAAA, ASAH1, ACER2, ASAH2 and 2 morenucleus, cytosol

• N-tetracosanoyl-sphing-4-enineReach from here →
  1. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
  2. H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
  3. tetracosanoyl-CoA + sphing-4-enine = N-tetracosanoyl-sphing-4-enine + CoA + H(+)

  Catalysed by NAAA, ASAH1, ACER2, ASAH2 and 1 morenucleus, cytosol

• 1-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + CoA
  3. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + H2O = 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoate + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 23 moreOne of 17 routes

• 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + CoA
  3. 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 more

• 1-hexadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. 2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 moreOne of 2 routes

• 1-octadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. 1-octadecanoyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-octadecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + CoA
  3. 1-octadecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + H2O = 1-octadecanoyl-sn-glycero-3-phosphocholine + hexadecanoate + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 10 more

• 1-hexadecanoyl-2-[(9Z)-hexadec-9-enoyl]-sn-glycero-3-phosphateReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. sn-glycerol 3-phosphate + hexadecanoyl-CoA = 1-hexadecanoyl-sn-glycero-3-phosphate + CoA
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + (9Z)-hexadecenoyl-CoA = 1-hexadecanoyl-2-[(9Z)-hexadec-9-enoyl]-sn-glycero-3-phosphate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 moreOne of 2 routes

• 1-hexadecanoyl-2-(9Z)-hexadecenoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + (9Z)-hexadecenoyl-CoA = 1-hexadecanoyl-2-(9Z)-hexadecenoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 10 more

• 1-hexadecanoyl-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. (9Z)-hexadecenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 more

• N-(15Z-tetracosenoyl)-sphing-4-enineReach from here →
  1. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
  2. H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
  3. N-(15Z-tetracosenoyl)-sphing-4-enine + H2O = (15Z)-tetracosenoate + sphing-4-enine

  Catalysed by NAAA, ASAH1, ACER2, ASAH2 and 1 morenucleus, cytosolOne of 2 routes

• N-(tetracosenoyl)-sphing-4-enineReach from here →
  1. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
  2. H2O[c] + N-hexadecanoylsphing-4-enine[c] = palmitate[c] + sphingosine[c]
  3. tetracosenoyl-CoA + sphing-4-enine = N-(tetracosenoyl)-sphing-4-enine + CoA + H(+)

  Catalysed by NAAA, ASAH1, ACER2, ASAH2 and 1 morenucleus, cytosol

• 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  3. 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 more

• 1-(9Z-octadecenoyl)-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphateReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. (9Z)-hexadecenoyl-CoA + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate = 1-(9Z-octadecenoyl)-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 10 more

• 1-(9Z-octadecenoyl)-2-(9Z-hexadecenoyl)-sn-glycero-3-phospho-L-serineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  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 SLC27A2, ACSL4, ACSL3, ACSL1 and 10 more

• 1-hexadecanoyl-sn-glycero-3-phospho-L-serineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. 2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + CoA
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + H2O = 1-hexadecanoyl-sn-glycero-3-phospho-L-serine + (9Z)-octadecenoate + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 more

• 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + hexadecanoyl-CoA = 1,2-dihexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA
  3. 1,2-dihexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + H2O = 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + hexadecanoate + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 14 more

• 1-hexadecanoyl-sn-glycerolReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. sn-glycerol 3-phosphate + hexadecanoyl-CoA = 1-hexadecanoyl-sn-glycero-3-phosphate + CoA
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + H2O = 1-hexadecanoyl-sn-glycerol + phosphate

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 more

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

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 more

• hexadecyl (9Z)-octadecenoateReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. hexadecanoyl-CoA + 2 NADPH + 2 H(+) = hexadecan-1-ol + 2 NADP(+) + CoA
  3. hexadecan-1-ol + (9Z)-octadecenoyl-CoA = hexadecyl (9Z)-octadecenoate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 more

• hexadecyl (9Z)-hexadecenoateReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. hexadecanoyl-CoA + 2 NADPH + 2 H(+) = hexadecan-1-ol + 2 NADP(+) + CoA
  3. hexadecan-1-ol + (9Z)-hexadecenoyl-CoA = hexadecyl (9Z)-hexadecenoate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 moreOne of 2 routes

• hexadecyl octadecanoateReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. hexadecanoyl-CoA + 2 NADPH + 2 H(+) = hexadecan-1-ol + 2 NADP(+) + CoA
  3. hexadecan-1-ol + octadecanoyl-CoA = hexadecyl octadecanoate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 more

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

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 more

• di-(9Z)-octadecenoylglycerolReach from here →
  1. all-trans-retinyl hexadecanoate + H2O = 11-cis-retinol + hexadecanoate + H(+)
  2. all-trans-retinyl hexadecanoate + H2O = all-trans-retinol + hexadecanoate + H(+)
  3. 1,2,3-tri-(9Z-octadecenoyl)-glycerol + all-trans-retinol = all-trans-retinyl 9Z-octadecenoate + di-(9Z)-octadecenoylglycerol

  Catalysed by RPE65, PNLIP, PNPLA4, LIPE and 1 more

• 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine + CoA
  3. 1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 2-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 10 moreOne of 3 routes

• 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  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 SLC27A2, ACSL4, ACSL3, ACSL1 and 9 moreOne of 3 routes

• 1-hexadecanoyl-N-(acetyl)-sphing-4-enineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine + CoA
  3. 1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-hexadecanoyl-N-(acetyl)-sphing-4-enine + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 10 moreOne of 3 routes

• 2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + CoA
  3. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + H2O = 2-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoate + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 15 moreOne of 11 routes

• 2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. 2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + N-(acetyl)-sphing-4-enine = 2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-N-(acetyl)-sphing-4-enine

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 moreOne of 2 routes

• 3-oxo-(11Z)-octadecenoyl-CoAReach from here →
  1. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. (9Z)-hexadecenoyl-CoA + malonyl-CoA + H(+) = 3-oxo-(11Z)-octadecenoyl-CoA + CO2 + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 more

• (25R)-cholest-5-ene-3beta,26-diolReach from here →
  1. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
  2. beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
  3. 2 reduced [adrenodoxin] + cholesterol + O2 + 2 H(+) = (25R)-cholest-5-ene-3beta,26-diol + 2 oxidized [adrenodoxin] + H2O

  Catalysed by NAAA, ASAH1, ACER2, ASAH2 and 2 more

• hexadecanedioyl-CoAReach from here →
  1. hexadecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 16-hydroxyhexadecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
  2. Fatty Acid Omega Oxidation (W-Ohc16->C16Dc)
  3. Fatty Acid Activation (C16Dc), Endoplasmatic Reticulum

  Catalysed by CYP4A11, CYP4V2, CYP4F11, ADH5 and 2 morecytosol, endoplasmic reticulum