N-hexadecanoylethanolamine

Three steps

• CHEBI:16132Reach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. ethanolamine ammonia-lyase (acetaldehyde-forming)
  3. deoxyribose-phosphate aldolase

  Catalysed by NAAA, DERAcytosol

• 11-cis-retinyl hexadecanoateReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Palmitate:CoA ligase (AMP-forming)
  3. Palmitoyl-CoA:retinol O-acyltransferase

  Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 10 morecytosolOne of 2 routes

• 11-cis-retinolReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. Palmitoyl-CoA:retinol O-acyltransferase

  Catalysed by NAAA, DGAT1, LRAT, AWAT1 and 2 morecytosolOne of 2 routes

• oxaloacetateReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. ATP citrate lyase (citrate)

  Catalysed by NAAA, ACLYcytosol

• octadecanalReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. octadecanal + NAD(+) + H2O = octadecanoate + NADH + 2 H(+)

  Catalysed by NAAA, ALDH3A2cytosol

• anilineReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. Acetyl-CoA:arylamine N-acetyltransferase

  Catalysed by NAAA, NAT2, NAT1cytosol

• CHEBI:17312Reach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. N1,N12-diacetylspermine to N1-acetylspermine conversion

  Catalysed by NAAAcytosolOne of 2 routes

• all-trans-retinolReach from here →
  1. N-hexadecanoylethanolamine + H2O = ethanolamine + hexadecanoate
  2. all-trans-retinyl hexadecanoate + H2O = 11-cis-retinol + hexadecanoate + H(+)
  3. all-trans-retinyl hexadecanoate + H2O = all-trans-retinol + hexadecanoate + H(+)

  Catalysed by FAAH, NAAA, FAAH2, RPE65 and 3 more

• linoleic acidReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by NAAAcytosol, extracellular spaceOne of 14 routes

• O-hexadecanoyl-(R)-carnitineReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Palmitate:CoA ligase (AMP-forming)
  3. palmitoyl-CoA:L-carnitine O-palmitoyltransferase

  Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 7 morecytosol, peroxisomeOne of 15 routes

• L-cysteineReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. N-acetylglutamate synthase (N-acetyl-L-cysteine)

  Catalysed by NAAA, NAGScytosol, mitochondrial matrix

• (7Z,10Z,13Z)-hexadecatrienoyl-CoAReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. Fatty Acid Beta Oxidation (C18:3->C16:3), Mitochondrial

  Catalysed by NAAA, HADHA, ACADVL, HADHBcytosol, mitochondrial matrix

• CHEBI:17927Reach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. N1,N8-diacetylspermidine to N1-acetylspermidine conversion

  Catalysed by NAAAcytosol

• O-octanoyl-(R)-carnitineReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Utilized Transport
  3. solute carrier (L-carnitine)

  Catalysed by NAAA, SLC25A20cytosol, endoplasmic reticulum, mitochondrial matrixOne of 7 routes

• dodecanoateReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by NAAAcytosol, extracellular spaceOne of 12 routes

• (5Z)-dodecenoyl-CoAReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-7-enoyl-CoA)

  Catalysed by NAAA, HADHA, ACAA2, HADHBcytosol, mitochondrial matrixOne of 2 routes

• (11Z)-docosenoyl-CoA(4-)Reach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. long-chain-fatty-acid-CoA ligase (cis-cetoleic acid)

  Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morecytosolOne of 5 routes

• (7Z)-tetradecenoyl-CoAReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. long-chain-fatty-acid-CoA ligase ((7Z)-tetradecenoic acid)

  Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 5 morecytosolOne of 8 routes

• a 2-hexadecanoyl-6-alpha-D-glucosaminy-1-(1,2-diacyl-sn-glycero-3-phospho)-1D-myo-inositolReach from here →
  1. N-hexadecanoylethanolamine + H2O = ethanolamine + hexadecanoate
  2. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  3. a 6-(alpha-D-glucosaminyl)-1-(1,2-diacyl-sn-glycero-3-phospho)-1D-myo-inositol + hexadecanoyl-CoA = a 2-hexadecanoyl-6-alpha-D-glucosaminy-1-(1,2-diacyl-sn-glycero-3-phospho)-1D-myo-inositol + CoA

  Catalysed by FAAH, NAAA, FAAH2, SLC27A2 and 11 more

• N-acetylcysteine methyl esterReach from here →
  1. N-hexadecanoylethanolamine + H2O = ethanolamine + hexadecanoate
  2. S-hexadecanoyl-N-acetylcysteine methyl ester + H2O = N-acetylcysteine methyl ester + hexadecanoate + H(+)
  3. S-hexadecanoyl-N-acetylcysteine methyl ester + H2O = N-acetylcysteine methyl ester + hexadecanoate + H(+)

  Catalysed by FAAH, NAAA, FAAH2, PPT1

• (4Z,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial

  Catalysed by NAAA, HADHA, ACADVL, HADHBcytosol, mitochondrial matrixOne of 3 routes

• (7Z,10Z)-hexadecadienoyl-CoAReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial

  Catalysed by NAAA, HADHA, ACADVL, HADHBcytosol, mitochondrial matrix

• (4Z,7Z)-decadienoyl-CoAReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial

  Catalysed by NAAA, ECHS1, ACAA2, HADHcytosol, mitochondrial matrixOne of 2 routes

• (5Z)-octenoyl-CoAReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. Fatty Acid Beta Oxidation (C10:2->C8:1), Mitochondrial

  Catalysed by NAAA, ECHS1, ACAA2, HADHcytosol, mitochondrial matrixOne of 2 routes

• docosanoateReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by NAAAcytosol, extracellular spaceOne of 12 routes

• alpha-linolenic acidReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by NAAAcytosol, extracellular spaceOne of 13 routes

• CHEBI:27540Reach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. medium-chain acyl-CoA ligase (hexanoic acid)

  Catalysed by NAAA, ACSM4, ACSM1, ACSM2A and 3 morecytosolOne of 6 routes

• elaidic acidReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by NAAAcytosol, extracellular spaceOne of 17 routes

• all-cis-docosa-4,7,10,13,16,19-hexaenoic acidReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by NAAAcytosol, extracellular spaceOne of 12 routes

• CHEBI:28701Reach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by NAAA, ACAA1, SCP2, MYO5Bcytosol, peroxisomeOne of 7 routes

• chlorine(.)Reach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Utilized Transport
  3. Carnitine Transport by Atb0

  Catalysed by NAAA, SLC6A14cytosol, endoplasmic reticulum, extracellular space

• acetateReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. ethanolamine ammonia-lyase (acetaldehyde-forming)
  3. Acetaldehyde:NAD+ oxidoreductase

  Catalysed by NAAA, ALDH3A1, ALDH3B1, ALDH1A3 and 1 morecytosolOne of 4 routes

• tetradecanoateReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by NAAAcytosol, extracellular spaceOne of 12 routes

• (9Z)-octadecenoateReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by NAAAcytosol, extracellular spaceOne of 14 routes

• hexacosanoateReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by NAAAcytosol, extracellular spaceOne of 12 routes

• tetracosanoateReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by NAAAcytosol, extracellular spaceOne of 12 routes

• an N-acylsphinganineReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. (10Z)-heptadecenoic acid formation
  3. N-acylsphingosine amidohydrolase

  Catalysed by NAAA, ASAH1, ACER2, ACER1 and 2 morecytosol

• eicosanoateReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by NAAAcytosol, extracellular spaceOne of 12 routes

• (9Z)-hexadecenoateReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by NAAAcytosol, extracellular spaceOne of 18 routes

• (15Z)-tetracosenoateReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by NAAAcytosol, extracellular spaceOne of 12 routes

• (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. fatty acylamide amidohydrolase
  3. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + H2O = ethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoate

  Catalysed by NAAA, FAAH, FAAH2cytosolOne of 15 routes

• (11Z)-eicosenoateReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by NAAAcytosol, extracellular spaceOne of 12 routes

• cholesteryl hexadecanoateReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Palmitate:CoA ligase (AMP-forming)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by NAAA, SLC27A2, ACSL4, ACSL3 and 7 morecytosol, endoplasmic reticulumOne of 2 routes

• taurineReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

  Catalysed by NAAA, BAATcytosolOne of 2 routes

• glycineReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. glycine N-acyltransferase (N-arachidonoylglycine)

  Catalysed by NAAA, GLYAT, GLYATL2, GLYATL1cytosol, mitochondrial matrixOne of 10 routes

• (R)-methylmalonyl-CoAReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)

  Catalysed by NAAA, ALDH6A1cytosol, mitochondrial matrixOne of 2 routes

• (S)-methylmalonyl-CoAReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. (S)-methylmalonyl-CoA hydrolase

  Catalysed by NAAAcytosol, mitochondrial matrix

• 3'-dephospho-CoAReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. acid phosphatase 2, lysosomal (CoA)

  Catalysed by NAAA, ACP2cytosol, lysosomeOne of 2 routes

• (2E)-dodecenoyl-CoAReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. (2E)-dodecenoyl-CoA formation

  Catalysed by NAAAcytosol, mitochondrial matrixOne of 3 routes

• 4,8,12-trimethyltridecanoyl-CoAReach from here →
  1. H2O[c] + Hexadecenoyl Ethanolamide, C16:1-Ethanolamide (Delta 9)[c] = ethanolamine[c] + palmitate[c]
  2. Fas180
  3. propanoyl-CoA C-acyltransferase (3-ketopristanoyl-CoA)

  Catalysed by NAAA, ACAA1, MYO5Bcytosol, peroxisomeOne of 2 routes