octadecanoyl-CoA

Three steps

• cholesteryl 3-beta-D-galactosideReach 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-galactosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-galactoside + an N-acylsphing-4-enine

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

• cholesteryl 3-beta-D-xylosideReach 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-xylosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-xyloside + an N-acylsphing-4-enine

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

• ophthalmateReach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. gamma-L-glutamyl-(2S)-2-aminobutanoate + glycine + ATP = ophthalmate + ADP + phosphate + H(+)

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

• S-methylmercury-L-cysteineReach from here →
  1. Stearoyl-CoA hydrolase
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. S-methylmercury-L-cysteine(out) + L-methionine(in) = S-methylmercury-L-cysteine(in) + L-methionine(out)

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

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

• 11-cis-retinyl esterReach from here →
  1. Stearoyl-CoA hydrolase
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. 11-cis-retinol + a fatty acyl-CoA = 11-cis-retinyl ester + CoA

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

• 5-(3,3-dimethylguanidino)-2-oxopentanoateReach from here →
  1. Stearoyl-CoA hydrolase
  2. ATP citrate lyase (citrate)
  3. N(omega),N(omega)-dimethyl-L-arginine + oxaloacetate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + L-aspartate

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

• N(omega),N('omega)-dimethyl-L-arginineReach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine

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

• 1-butanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. Stearoyl-CoA hydrolase
  2. Butanoate:CoA ligase (AMP-forming)
  3. 2-(9Z-octadecenoyl)-glycerol + butanoyl-CoA = 1-butanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 9 morecytosol

• 1-octanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. stearoyl-CoA desaturase (N-C18:0CoA -> N-C18:1CoA)
  2. Beta Oxidation Fatty Acid
  3. 2-(9Z-octadecenoyl)-glycerol + octanoyl-CoA = 1-octanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by SCD, ACADM, ACADS, MOGAT2 and 1 morecytosol, mitochondrial matrix

• 1-eicosanoyl-2-(9Z-octadecenoyl)-glycerolReach from here →
  1. Stearoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. eicosanoyl-CoA + 2-(9Z-octadecenoyl)-glycerol = 1-eicosanoyl-2-(9Z-octadecenoyl)-glycerol + CoA

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

• 5,6,7,8-tetrahydrofolic acidReach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase

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

• O-butanoyl-(R)-carnitineReach from here →
  1. Stearoyl-CoA hydrolase
  2. Butanoate:CoA ligase (AMP-forming)
  3. butanoyl-CoA + (R)-carnitine = O-butanoyl-(R)-carnitine + CoA

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 8 morecytosolOne of 2 routes

• S-disulfanyl-L-cysteineReach from here →
  1. Stearoyl-CoA hydrolase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. S-sulfanyl-L-cysteine + L-cysteine = S-disulfanyl-L-cysteine + L-alanine

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

• O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronateReach 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 + UDP-alpha-D-glucuronate = O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronate + UDP

  Catalysed by LPGAT1, PLA2G10, PLA2G6, PLA2G4A and 6 more

• (3S)-hydroxy-(9Z)-eicosenoyl-CoAReach from here →
  1. stearoyl-CoA 9-desaturase (stearoyl-CoA)
  2. very-long-chain 3-oxoacyl-CoA synthase ((7Z)-octadecenoyl-CoA)
  3. hydroxysteroid 17-beta dehydrogenase (3-oxo-9-cis-eicosenoyl-CoA)

  Catalysed by SCD, SCD5, ELOVL7, ELOVL1 and 6 morecytosol

• S-hexadecanoyl-N-acetylcysteamineReach 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 = 2-octadecanoyl-sn-glycero-3-phosphocholine + hexadecanoate + H(+)
  3. S-hexadecanoyl-N-acetylcysteamine + H2O = N-acetylcysteamine + hexadecanoate + H(+)

  Catalysed by LPCAT3, PLAAT3, PPT1, PPT2

• S-hexadecanoyl-N-acetylcysteine methyl esterReach 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 = 2-octadecanoyl-sn-glycero-3-phosphocholine + hexadecanoate + H(+)
  3. S-hexadecanoyl-N-acetylcysteine methyl ester + H2O = N-acetylcysteine methyl ester + hexadecanoate + H(+)

  Catalysed by LPCAT3, PLAAT3, PPT1

• (2E,6Z,9Z,12Z)-octadecatetraenoyl-CoAReach from here →
  1. Stearoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (gamma-linolenate)
  3. (6Z,9Z,12Z)-octadecatrienoyl-CoA + oxidized [electron-transfer flavoprotein] + H(+) = (2E,6Z,9Z,12Z)-octadecatetraenoyl-CoA + reduced [electron-transfer flavoprotein]

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

• (2E,7Z,10Z)-hexadecatrienoyl-CoAReach from here →
  1. Stearoyl-CoA hydrolase
  2. Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial
  3. (7Z,10Z)-hexadecadienoyl-CoA + oxidized [electron-transfer flavoprotein] + H(+) = (2E,7Z,10Z)-hexadecatrienoyl-CoA + reduced [electron-transfer flavoprotein]

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

• (2E,4Z,7Z,10Z,13Z)-hexadecapentaenoyl-CoAReach from here →
  1. Stearoyl-CoA hydrolase
  2. Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial
  3. Fatty Acid Beta Oxidation (C16:4->C16:5), Mitochondrial

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

• (2E,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. Stearoyl-CoA hydrolase
  2. Fatty Acid Beta Oxidation (C18:3->C16:3), Mitochondrial
  3. (7Z,10Z,13Z)-hexadecatrienoyl-CoA + oxidized [electron-transfer flavoprotein] + H(+) = (2E,7Z,10Z,13Z)-hexadecatetraenoyl-CoA + reduced [electron-transfer flavoprotein]

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

• (2E,4Z,7Z)-decatrienoyl-CoAReach from here →
  1. Stearoyl-CoA hydrolase
  2. Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial
  3. Fatty Acid Beta Oxidation (C10:2->C10:3), Mitochondrial

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, mitochondrial matrixOne of 3 routes

• docosanoateReach from here →
  1. Stearoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (behenic acid)
  3. Docosanoyl-CoA hydrolase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 10 morecytosolOne of 16 routes

• CHEBI:240943Reach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. glycine N-acyltransferase (2-methylbutyryl-CoA)

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

• octanoateReach from here →
  1. stearoyl-CoA desaturase (N-C18:0CoA -> N-C18:1CoA)
  2. Beta Oxidation Fatty Acid
  3. Octanoyl-CoA hydrolase

  Catalysed by SCD, ACADM, ACADS, ACOT7cytosol, mitochondrial matrixOne of 2 routes

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamineReach 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. fatty acylamide amidohydrolase

  Catalysed by LPGAT1, PTDSS2, FAAHcytosolOne of 2 routes

• alpha-linolenic acidReach from here →
  1. Stearoyl-CoA hydrolase
  2. Carnitine O-Palmitoyltransferase
  3. Utilized Transport

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosol, endoplasmic reticulumOne of 14 routes

• phenylacetylglycineReach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. phenylacetyl-CoA:glycine N-phenylacetyltransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosol, mitochondrial matrixOne of 6 routes

• decanoateReach from here →
  1. Stearoyl-CoA hydrolase
  2. medium-chain acyl-CoA ligase (decanoic acid)
  3. Decanoyl-CoA hydrolase

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

• all-cis-docosa-4,7,10,13,16,19-hexaenoic acidReach from here →
  1. Stearoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (DHA)
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA hydrolase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 10 morecytosolOne of 15 routes

• hexacosan-1-olReach from here →
  1. Stearoyl-CoA hydrolase
  2. long-chain-fatty-acid-CoA ligase (cerotic acid)
  3. hexacosanoyl-CoA + 2 NADPH + 2 H(+) = hexacosan-1-ol + 2 NADP(+) + CoA

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

• 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  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 SCD, SCD5, LPCAT3, AGPAT5 and 1 moreOne of 4 routes

• CHEBI:28666Reach from here →
  1. Stearoyl-CoA hydrolase
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. LTD4 hydrolysis

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 33 morecytosolOne of 2 routes

• O-decanoyl-(R)-carnitineReach from here →
  1. Stearoyl-CoA hydrolase
  2. medium-chain acyl-CoA ligase (decanoic acid)
  3. decanoyl-CoA + (R)-carnitine = O-decanoyl-(R)-carnitine + CoA

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 9 morecytosolOne of 2 routes

• pyridoxine 5'-phosphateReach from here →
  1. Stearoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. L-selenocysteine selenide-lyase (L-alanine-forming)

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

• a fatty acidReach from here →
  1. Acyl-CoA:cholesterol O-acyltransferase
  2. cholesterol-ester plasma pool to cholesterol-ester-10,13,16,19-docosa conversion
  3. a cholesterol ester + H2O = cholesterol + a fatty acid + H(+)

  Catalysed by SOAT2, SOAT1, CES1, LIPN and 2 moreendoplasmic reticulumOne of 26 routes

• N-acetyl-L-cysteineReach from here →
  1. Stearoyl-CoA hydrolase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. N-acetylglutamate synthase (N-acetyl-L-cysteine)

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

• K(+)Reach from here →
  1. Stearoyl-CoA hydrolase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. K(+)(in) + L-cysteine(out) + 3 Na(+)(out) + H(+)(out) = K(+)(out) + L-cysteine(in) + 3 Na(+)(in) + H(+)(in)

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

• Cys-tRNA(Cys)Reach from here →
  1. Stearoyl-CoA hydrolase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. L-Cysteine:tRNA(Cys) ligase (AMP-forming)

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

• Gly-tRNA(Gly)Reach from here →
  1. Stearoyl-CoA hydrolase
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. glycine:tRNA(Gly) ligase (AMP-forming)

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

• Asn-tRNA(Asn)Reach from here →
  1. Stearoyl-CoA hydrolase
  2. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  3. L-Asparagine:tRNA(Asn) ligase (AMP-forming)

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

• chlorine(.)Reach from here →
  1. Stearoyl-CoA hydrolase
  2. Carnitine O-Palmitoyltransferase
  3. Carnitine Transport by Atb0

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 morecytosol, extracellular spaceOne of 15 routes

• phosphocholineReach from here →
  1. Stearoyl-CoA hydrolase
  2. Acetyl-CoA:choline O-acetyltransferase
  3. phosphocholine + H2O = choline + phosphate

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

• glycocholateReach from here →
  1. Stearoyl-CoA hydrolase
  2. propanoyl-CoA C-acyltransferase
  3. bile acid-CoA: amino acid N-acyltransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 morecytosol, peroxisomeOne of 5 routes

• cholateReach from here →
  1. Stearoyl-CoA hydrolase
  2. propanoyl-CoA C-acyltransferase
  3. choloyl-CoA hydrolase

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

• hydrogen sulfideReach from here →
  1. Stearoyl-CoA hydrolase
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. L-cysteine hydrogen-sulfide-lyase (deaminating

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 3 morecytosol, mitochondrial matrixOne of 2 routes

• L-aspartateReach from here →
  1. Stearoyl-CoA hydrolase
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. oxaloacetate + L-alanine = L-aspartate + pyruvate

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 morecytosol, mitochondrial matrixOne of 12 routes

• (9Z,12Z)-octadecadienoateReach 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 = (9Z,12Z)-octadecadienoate + CoA + H(+)

  Catalysed by SCD, FADS2, ACOT8, ACOT2 and 2 morecytosol

• 3-acetamidopropanalReach from here →
  1. Stearoyl-CoA hydrolase
  2. N1,N12-diacetylspermine to N1-acetylspermine conversion
  3. N1-acetylspermine:oxygen oxidoreductase (3-acetamidopropanal-forming)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 3 morecytosolOne of 4 routes