octadecanoyl-CoA

Three steps

• pantetheine 4'-phosphateReach from here →
  1. Stearoyl-CoA hydrolase
  2. acid phosphatase 2, lysosomal (CoA)
  3. Dephospho-CoA nucleotidohydrolase

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

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

  Catalysed by LPCAT3, PLAAT3, PLA2G6, LYPLA1 and 15 moreOne of 9 routes

• psychosineReach from here →
  1. Stearoyl-CoA hydrolase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. UDP-alpha-D-galactose:sphingosine 1-beta-galactosyltransferase

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

• glyoxylic acidReach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. glycine:oxygen oxidoreductase (deaminating)

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

• taurolithocholateReach from here →
  1. Stearoyl-CoA hydrolase
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. bile acid-CoA:amino acid N-acyltransferase (lithocholate)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 1 morecytosolOne of 2 routes

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

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 18 routes

• CHEBI:17203Reach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and proline (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 6 morecytosol, mitochondrial matrix, extracellular spaceOne of 15 routes

• S-(4,8-dimethylnonanoyl)-4'-phosphopantetheineReach from here →
  1. Stearoyl-CoA hydrolase
  2. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal
  3. 4,8-dimethylnonanoyl-CoA + H2O = S-(4,8-dimethylnonanoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

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

• S-(9Z,12Z,15Z-octadecatrienoyl)-4'-phosphopantetheineReach from here →
  1. Stearoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (linolenate)
  3. (9Z,12Z,15Z)-octadecatrienoyl-CoA + H2O = S-(9Z,12Z,15Z-octadecatrienoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 10 morecytosol

• S-(9Z,12Z-octadecadienoyl)-4'-phosphopantetheineReach from here →
  1. stearoyl-CoA desaturase (N-C18:0CoA -> N-C18:1CoA)
  2. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  3. (9Z,12Z)-octadecadienoyl-CoA + H2O = S-(9Z,12Z-octadecadienoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by SCD, FADS2, NUDT19cytosol

• S-(9Z-hexadecenoyl)-4'-phosphopantetheineReach from here →
  1. stearoyl-CoA desaturase (N-C18:0CoA -> N-C18:1CoA)
  2. Fatty Acid Beta Oxidation (C18:1->C16:1), Mitochondrial
  3. (9Z)-hexadecenoyl-CoA + H2O = S-(9Z-hexadecenoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by SCD, HADHA, ACADVL, HADHB and 1 morecytosol, mitochondrial matrix

• itaconateReach from here →
  1. Stearoyl-CoA hydrolase
  2. Itaconate:CoA ligase (GDP-forming)
  3. Itaconate:CoA ligase (GDP-forming)

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

• 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 CDP-1,2-diacyl-sn-glycerol + myo-inositol = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + CMP + H(+)

  Catalysed by LCLAT1, MBOAT7, CDIPTcytosol

• all-trans-retinolReach from here →
  1. Stearoyl-CoA hydrolase
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. all-trans-Retinol 11-cis-trans-isomerase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 6 morecytosolOne of 4 routes

• linoleic acidReach from here →
  1. stearoyl-CoA desaturase (N-C18:0CoA -> N-C18:1CoA)
  2. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  3. Linoleoyl-CoA hydrolase

  Catalysed by SCD, FADS2, ACOT7, BAAT and 3 morecytosolOne of 15 routes

• a 2-acylglycerolReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 2-acylglycerol + an acyl-CoA = a 1,2-diacyl-sn-glycerol + CoA
  3. a 1,2-diacyl-sn-glycerol + H2O = a 2-acylglycerol + a fatty acid + H(+)

  Catalysed by MOGAT2, AWAT2, MOGAT1, DAGLB and 2 morecytosol

• a monoacylglycerolReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 2-acylglycerol + an acyl-CoA = a 1,2-diacyl-sn-glycerol + CoA
  3. 1,2-diacyl-sn-glycerol acylhydrolase

  Catalysed by MOGAT2, AWAT2, MOGAT1, LIPF and 14 morecytosol, extracellular spaceOne of 8 routes

• cholesteryl 3-beta-D-glucosideReach from here →
  1. sphing-4-enine + octadecanoyl-CoA = N-octadecanoylsphing-4-enine + CoA + H(+)
  2. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  3. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine

  Catalysed by CERS1, TLCD3B, CERS2, CERS4 and 2 moreOne of 8 routes

• AH2Reach 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 morecytosolOne of 6 routes

• 7alpha-hydroxycholesterolReach from here →
  1. Acyl-CoA:cholesterol O-acyltransferase
  2. Steryl-ester acylhydrolase
  3. cytochrome P450 (cholesterol)

  Catalysed by SOAT2, SOAT1, CEL, LIPA and 1 moreendoplasmic reticulum, lysosomeOne of 2 routes

• 1-O-acyl-sn-glycero-3-phosphocholine(1+)Reach from here →
  1. Stearoyl-CoA hydrolase
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. Lecithin Retinol Acyltransferase (11-Cis)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 6 morecytosolOne of 11 routes

• S-methyl-5'-thioadenosineReach from here →
  1. Stearoyl-CoA hydrolase
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. S-adenosylmethioninamine:spermidine 3-aminopropyltransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosolOne of 2 routes

• 5-aminolevulinic acidReach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. succinyl-CoA:glycine C-succinyltransferase (decarboxylating)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 7 morecytosol, mitochondrial matrixOne of 2 routes

• O-phosphoethanolamineReach from here →
  1. 2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + octadecanoyl-CoA = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
  2. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + L-serine = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + ethanolamine
  3. ATP:ethanolamine O-phosphotransferase

  Catalysed by LPGAT1, PTDSS2, CHKA, ETNK1 and 2 morecytosol

• hexadecanalReach from here →
  1. Beta Oxidation of Long Chain Fatty Acid
  2. Palmitoyl-CoA hydrolase
  3. 2 H+[c] + NADH[c] + palmitate[c] = H2O[c] + hexadecanal[c] + NAD+[c]

  Catalysed by ACAA1, HSD17B4, EHHADH, ACOX1 and 8 moreperoxisome, cytosolOne of 3 routes

• all-trans-retinyl hexadecanoateReach from here →
  1. Stearoyl-CoA hydrolase
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. all-trans-retinyl hexadecanoate + H2O = 11-cis-retinol + hexadecanoate + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 7 morecytosolOne of 2 routes

• a sphingomyelinReach from here →
  1. acyl-CoA pool formation and breakdown
  2. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase
  3. ceramide:phosphatidylcholine cholinephosphotransferase

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1 and 2 morecytosol, Golgi apparatusOne of 5 routes

• 26-hydroxycholesterolReach from here →
  1. sphing-4-enine + octadecanoyl-CoA = N-octadecanoylsphing-4-enine + CoA + H(+)
  2. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
  3. cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 26-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by CERS1, TLCD3B, CERS2, CERS4 and 2 more

• Ala-tRNA(Ala)Reach from here →
  1. Stearoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. L-Alanine:tRNA(Ala) ligase (AMP-forming)

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

• desmosterolReach from here →
  1. Acyl-CoA:cholesterol O-acyltransferase
  2. Steryl-ester acylhydrolase
  3. 3-hydroxyacyl-CoA dehydrogenase (desmosterol)

  Catalysed by SOAT2, SOAT1, CEL, LIPAendoplasmic reticulum, lysosome, nucleus

• glycine betaineReach from here →
  1. (R)-carnitine + octadecanoyl-CoA = O-octadecanoyl-(R)-carnitine + CoA
  2. (R)-carnitine + octadecanoyl-CoA = O-octadecanoyl-(R)-carnitine + CoA
  3. glycine betaine(out) + (R)-carnitine(in) = glycine betaine(in) + (R)-carnitine(out)

  Catalysed by CPT2, SLC22A5inner side of the membrane, outer side of the membraneOne of 2 routes

• glycerolReach from here →
  1. acyl-CoA pool formation and breakdown
  2. a 2-acylglycerol + an acyl-CoA = a 1,2-diacylglycerol + CoA
  3. a 1-acylglycerol + a 1,2-diacylglycerol = a triacylglycerol + glycerol

  Catalysed by MOGAT2, MOGAT3, LPGAT1, TMEM68 and 4 morecytosolOne of 5 routes

• CHEBI:17769Reach from here →
  1. Stearoyl-CoA hydrolase
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. spermidine:(acceptor) oxidoreductase

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

• CHEBI:17895Reach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and tyrosine (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 19 routes

• butanoateReach from here →
  1. Stearoyl-CoA hydrolase
  2. Butanoate:CoA ligase (AMP-forming)
  3. butanoyl-CoA + H2O = butanoate + CoA + H(+)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 12 morecytosol

• 4-methylpentanalReach from here →
  1. Acyl-CoA:cholesterol O-acyltransferase
  2. Steryl-ester acylhydrolase
  3. cytochrome P450 (cholesterol)

  Catalysed by SOAT2, SOAT1, CEL, LIPA and 1 moreendoplasmic reticulum, lysosome, mitochondrial matrixOne of 2 routes

• CHEBI:18019Reach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and lysine (cytosol to extracellular)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 10 routes

• a diacylglycerolReach from here →
  1. acyl-CoA pool formation and breakdown
  2. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
  3. a triacylglycerol + H2O = a diacylglycerol + a fatty acid + H(+)

  Catalysed by DGAT1, MOGAT2, MOGAT3, MOGAT1 and 20 morecytosolOne of 2 routes

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

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 30 routes

• spermine monoaldehydeReach from here →
  1. Stearoyl-CoA hydrolase
  2. diamine N-acetyltransferase (N1-acetylspermine)
  3. primary-amine oxidase (spermine)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 6 morecytosolOne of 3 routes

• CHEBI:18095Reach from here →
  1. Stearoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Transport of Hydroxy-Proline

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

• O-octanoyl-(R)-carnitineReach from here →
  1. stearoyl-CoA desaturase (N-C18:0CoA -> N-C18:1CoA)
  2. Beta Oxidation Fatty Acid
  3. Octanoyl-CoA:L-carnitine O-octanoyltransferase

  Catalysed by SCD, ACADM, ACADS, CROTcytosol, mitochondrial matrixOne of 14 routes

• CHEBI:18132Reach from here →
  1. Stearoyl-CoA hydrolase
  2. Acetyl-CoA:choline O-acetyltransferase
  3. ATP:choline phosphotransferase

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

• dodecanoateReach from here →
  1. Stearoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. Lauroyl-CoA hydrolase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 9 morecytosolOne of 14 routes

• phosphatidyl-L-serineReach from here →
  1. acyl-CoA pool formation and breakdown
  2. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase
  3. phosphatidylserine synthase (PC-LD pool)

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1 and 1 morecytosolOne of 2 routes

• N(1)-(5-phospho-D-ribosyl)glycinamideReach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. 5-Phospho-D-ribosylamine:glycine ligase (ADP-forming)

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

• N-(4-aminobutyl)-3-aminopropanalReach from here →
  1. Stearoyl-CoA hydrolase
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. primary-amine oxidase (spermidine)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 6 morecytosolOne of 3 routes

• superoxideReach from here →
  1. Beta Oxidation of Long Chain Fatty Acid
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. 11-peroxy-docosahexaenoate to DHA conversion

  Catalysed by ACAA1, HSD17B4, EHHADH, ACOX1 and 5 moreperoxisome, cytosol

• 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerolReach from here →
  1. Stearoyl-CoA hydrolase
  2. 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerol + H2O = 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerol + octadecanoate + H(+)
  3. 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerol + H2O = 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerol + octadecanoate + H(+)

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

• (2E,5Z,8Z,11Z,14Z,17Z)-eicosahexaenoyl-CoAReach from here →
  1. Stearoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (EPA)
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA + O2 = (2E,5Z,8Z,11Z,14Z,17Z)-eicosahexaenoyl-CoA + H2O2

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 10 morecytosol