octadecanoyl-CoA

Three steps

• S(8)-aminomethyldihydrolipoamideReach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. dihydrolipoyl dehydrogenase ([protein]-N6-(lipoyl)lysine)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 6 morecytosol, mitochondrial matrix

• N-(2-hydroxytetracosanoyl)-sphinganineReach from here →
  1. sphinganine + octadecanoyl-CoA = N-(octadecanoyl)-sphinganine + CoA + H(+)
  2. N-(octadecanoyl)-sphinganine + H2O = sphinganine + octadecanoate
  3. 2-hydroxytetracosanoyl-CoA + sphinganine = N-(2-hydroxytetracosanoyl)-sphinganine + CoA + H(+)

  Catalysed by CERS1, CERS6, CERS3, CERS5 and 3 more

• 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerolReach from here →
  1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
  2. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-octadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
  3. fatty acid amide hydrolase (2-arachidonoylglycerol)

  Catalysed by LPGAT1, PLA2G10, PLA2G6, PLA2G4A and 1 morecytosol

• an N-acylsphing-4-enineReach from here →
  1. Stearoyl-CoA hydrolase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 11 morecytosol, Golgi apparatusOne of 10 routes

• N-tetracosanoylsphinganineReach from here →
  1. Stearoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (lignocerate)
  3. tetracosanoyl-CoA + sphinganine = N-tetracosanoylsphinganine + CoA + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 12 morecytosolOne of 2 routes

• N-hexacosanoylsphinganineReach from here →
  1. Stearoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (cerotic acid)
  3. hexacosanoyl-CoA + sphinganine = N-hexacosanoylsphinganine + CoA + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 12 morecytosolOne of 2 routes

• O-propanoyl-(R)-carnitineReach from here →
  1. (R)-carnitine + octadecanoyl-CoA = O-octadecanoyl-(R)-carnitine + CoA
  2. (R)-carnitine + octadecanoyl-CoA = O-octadecanoyl-(R)-carnitine + CoA
  3. propanoyl-CoA + (R)-carnitine = O-propanoyl-(R)-carnitine + CoA

  Catalysed by CPT2, CRATOne of 3 routes

• 16-hydroxyhexadecanoateReach from here →
  1. Beta Oxidation of Long Chain Fatty Acid
  2. Palmitoyl-CoA hydrolase
  3. Fatty Acid Omega Oxidation (C16->W-Ohc16), Endoplasmatic Reticulum

  Catalysed by ACAA1, HSD17B4, EHHADH, ACOX1 and 7 moreperoxisome, cytosol, endoplasmic reticulumOne of 3 routes

• a 6-(N-acetyl-alpha-D-glucosaminyl)-1-(1,2-diacyl-sn-glycero-3-phospho)-1D-myo-inositolReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA
  3. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + UDP-N-acetyl-alpha-D-glucosamine = a 6-(N-acetyl-alpha-D-glucosaminyl)-1-(1,2-diacyl-sn-glycero-3-phospho)-1D-myo-inositol + UDP + H(+)

  Catalysed by LCLAT1, MBOAT7, PIGAcytosol

• succinyl-CoAReach from here →
  1. Stearoyl-CoA hydrolase
  2. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)
  3. (R)-methylmalonyl-CoA = succinyl-CoA

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 3 morecytosol, mitochondrial matrixOne of 3 routes

• a (3S)-3-hydroxyacyl-CoAReach from here →
  1. acyl-CoA pool formation and breakdown
  2. an acyl-CoA + acetyl-CoA = a 3-oxoacyl-CoA + CoA
  3. a (3S)-3-hydroxyacyl-CoA + NAD(+) = a 3-oxoacyl-CoA + NADH + H(+)

  Catalysed by ACAA1, SCP2, ACAA2, HADHB and 3 morecytosol

• (2E)-butenoyl-CoAReach from here →
  1. Stearoyl-CoA hydrolase
  2. Butanoate:CoA ligase (AMP-forming)
  3. butanoyl-CoA:electron-transfer flavoprotein 2,3-oxidoreductase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 9 morecytosol, mitochondrial matrixOne of 4 routes

• 3-methyl-(2E)-glutaconyl-CoAReach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine-N-acyltransferase (3-methylcrotonoylglycine)
  3. 3-Methylcrotonoyl-CoA:carbon-dioxide ligase (ADP-forming)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosol, mitochondrial matrixOne of 2 routes

• 3-oxohexadecanoyl-CoAReach from here →
  1. Stearoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + malonyl-CoA + H(+) = 3-oxohexadecanoyl-CoA + CO2 + CoA

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 11 morecytosol

• (2E)-glutaconyl-CoAReach from here →
  1. Stearoyl-CoA hydrolase
  2. Production of Glutaryl Carnitine
  3. glutaryl-CoA + O2 = (2E)-glutaconyl-CoA + H2O2

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol

• acryloyl-CoAReach from here →
  1. Stearoyl-CoA hydrolase
  2. Propanoate:CoA ligase (AMP-forming)
  3. medium-chain acyl-CoA dehydrogenase (propanoyl-CoA)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 6 morecytosol, mitochondrial matrix

• (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAReach from here →
  1. Stearoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
  3. (8Z,11Z,14Z)-eicosatrienoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 10 morecytosolOne of 2 routes

• hexadecanoyl-CoAReach from here →
  1. stearoyl-CoA desaturase (N-C18:0CoA -> N-C18:1CoA)
  2. Fatty Acid Beta Oxidation (C18:1->C16:1), Mitochondrial
  3. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O

  Catalysed by SCD, HADHA, ACADVL, HADHB and 1 morecytosol, mitochondrial matrixOne of 7 routes

• propanoyl-CoAReach from here →
  1. Stearoyl-CoA hydrolase
  2. (S)-methylmalonyl-CoA hydrolase
  3. (S)-methylmalonyl-CoA + H(+) = propanoyl-CoA + CO2

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol, mitochondrial matrix

• prostaglandin H2Reach from here →
  1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
  2. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-octadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
  3. prostaglandin-endoperoxide synthase (arachidonate)

  Catalysed by LPGAT1, PLA2G10, PLA2G6, PLA2G4A and 2 morecytosolOne of 3 routes

• D-alanineReach from here →
  1. Stearoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. D-alanine(out) + L-alanine(in) = D-alanine(in) + L-alanine(out)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• sarcosineReach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. sarcosine + O2 + H2O = formaldehyde + glycine + H2O2

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrixOne of 2 routes

• S-adenosyl 3-(methylsulfanyl)propylamineReach from here →
  1. Stearoyl-CoA hydrolase
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. S-adenosyl 3-(methylsulfanyl)propylamine + putrescine = S-methyl-5'-thioadenosine + spermidine + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosol

• (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
  2. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-octadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate

  Catalysed by LPGAT1, PLA2G10, PLA2G6, PLA2G4A and 3 more

• (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
  2. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-octadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate

  Catalysed by LPGAT1, PLA2G10, PLA2G6, PLA2G4A and 3 more

• (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
  2. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-octadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate

  Catalysed by LPGAT1, PLA2G10, PLA2G6, PLA2G4A and 1 more

• 7,8-dihydrofolateReach from here →
  1. Stearoyl-CoA hydrolase
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. uridine(34) in tRNA + 5,10-methylenetetrahydrofolate + taurine + GTP + A + H2O = 5-taurinomethyluridine(34) in tRNA + 7,8-dihydrofolate + GDP + AH2 + phosphate + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol

• (6S)-5,6,7,8-tetrahydrofolateReach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. (6R)-5,10-methylene-5,6,7,8-tetrahydrofolate + glycine + H2O = (6S)-5,6,7,8-tetrahydrofolate + L-serine

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 6 morecytosol, mitochondrial matrix

• leukotriene A4Reach from here →
  1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
  2. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-octadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = leukotriene A4 + H2O

  Catalysed by LPGAT1, PLA2G10, PLA2G6, PLA2G4A and 1 more

• propane-1,3-diamineReach from here →
  1. Stearoyl-CoA hydrolase
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. [eIF5A protein]-L-lysine + spermidine = [eIF5A protein]-deoxyhypusine + propane-1,3-diamine

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosol

• a long-chain fatty acidReach from here →
  1. acyl-CoA pool formation and breakdown
  2. dihydroxyacetone phosphate + an acyl-CoA = a 1-acylglycerone 3-phosphate + CoA
  3. a long chain fatty alcohol + a 1-acylglycerone 3-phosphate = a 1-O-alkylglycerone 3-phosphate + a long-chain fatty acid + H(+)

  Catalysed by GNPAT, AGPScytosol

• O-acetyl-(R)-carnitineReach from here →
  1. Stearoyl-CoA hydrolase
  2. Carnitine O-Palmitoyltransferase
  3. Acetyl-CoA:carnitine O-acetyltransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosolOne of 12 routes

• sn-glycerol 3-phosphateReach from here →
  1. Beta Oxidation of Long Chain Fatty Acid
  2. glycerol-3-phosphate 1-O-acyltransferase (palmitoyl-CoA)
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + H2O = sn-glycerol 3-phosphate + hexadecanoate + H(+)

  Catalysed by ACAA1, HSD17B4, EHHADH, ACOX1 and 7 moreperoxisome, cytosol

• 2-oxo-3-sulfanylpropanoateReach from here →
  1. Stearoyl-CoA hydrolase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. L-Cysteine:2-oxoglutarate aminotransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosol, mitochondrial matrixOne of 3 routes

• guanidinoacetateReach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. L-Arginine:glycine amidinotransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrixOne of 2 routes

• D-threonineReach from here →
  1. Stearoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. D-threonine(out) + L-alanine(in) = D-threonine(in) + L-alanine(out)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate)Reach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA
  3. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate) + ADP + H(+)

  Catalysed by LCLAT1, MBOAT7, PIKFYVEcytosol

• a 2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
  3. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by LPGAT1cytosolOne of 12 routes

• CDP-ethanolamineReach from here →
  1. acyl-CoA pool formation and breakdown
  2. Acyl-CoA:1-alkenylglycerophosphoethanolamine O-acyltransferase
  3. ethanolaminephosphotransferase (1-alkenyl-2-acylglycerol)

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1 and 2 morecytosol

• L-tryptophanReach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and tryptophan (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 20 routes

• glutathioneReach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrix

• L-threonineReach from here →
  1. Stearoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. L-threonine(out) + L-alanine(in) = L-threonine(in) + L-alanine(out)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 4 routes

• sphinganine 1-phosphateReach from here →
  1. sphinganine + octadecanoyl-CoA = N-(octadecanoyl)-sphinganine + CoA + H(+)
  2. N-(octadecanoyl)-sphinganine + H2O = sphinganine + octadecanoate
  3. sphinganine + ATP = sphinganine 1-phosphate + ADP + H(+)

  Catalysed by CERS1, CERS6, CERS3, CERS5 and 5 more

• L-kynurenineReach from here →
  1. Stearoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. L-kynurenine + H2O = anthranilate + L-alanine + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol, mitochondrial matrix

• beta-alanineReach from here →
  1. Stearoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. beta-alanine(out) + L-alanine(in) = beta-alanine(in) + L-alanine(out)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 3 routes

• leukotriene C4Reach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. leukotriene C4 hydrolysis

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosol, mitochondrial matrix

• taurocyamineReach from here →
  1. Stearoyl-CoA hydrolase
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. taurine + L-arginine = taurocyamine + L-ornithine

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol

• a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-3-phosphate)Reach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA
  3. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + ATP = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-3-phosphate) + ADP + H(+)

  Catalysed by LCLAT1, MBOAT7, PIK3CD, PIK3C2A and 5 morecytosol

• L-cysteateReach from here →
  1. Stearoyl-CoA hydrolase
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. L-cysteate + H(+) = taurine + CO2

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 3 morecytosol

• L-phenylalanineReach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and phenylalanine (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 28 routes