decanoyl-CoA

Three steps

• (5E)-tetradecenoyl-(R)-carnitineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. Carnitine O-Palmitoyltransferase
  3. carnitine O-palmitoyltransferase ((9E)-tetradecenoyl-CoA)

  Catalysed by CPT1A, CPT1C, CPT1BcytosolOne of 7 routes

• S-butanoyl-4'-phosphopantetheineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. Butanoate:CoA ligase (AMP-forming)
  3. butanoyl-CoA + H2O = S-butanoyl-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 5 morecytosol

• tetradecanoyl-4'-phosphopantetheineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + H2O = tetradecanoyl-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol

• an acyl-4'-phosphopantetheineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. acyl-CoA:sphingosine N-acyltransferase
  3. an acyl-CoA + H2O = an acyl-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 3 morecytosol, Golgi apparatus

• tauroursodeoxycholateReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. taurine to tauroursodeoxycholate conversion

  Catalysed by BAATcytosolOne of 2 routes

• glycoursodeoxycholateReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. glycine to glycoursodeoxycholate conversion

  Catalysed by GLYAT, GLYATL2, GLYATL1cytosol, mitochondrial matrixOne of 2 routes

• leukotriene F4Reach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. leukotriene F4 hydrolysis

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 28 morecytosol

• 2,4-dinitrophenyl-S-glutathioneReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. transport of leukotriene E4 (cytosol to extracellular)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 29 morecytosol, extracellular spaceOne of 2 routes

• N-(9Z-octadecenoyl)glycineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. (9Z)-octadecenoyl-CoA + glycine = N-(9Z-octadecenoyl)glycine + CoA + H(+)

  Catalysed by GLYAT, GLYATL2, GLYATL1, GLYATL3cytosol, mitochondrial matrixOne of 2 routes

• N-octadecanoylglycineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. octadecanoyl-CoA + glycine = N-octadecanoylglycine + CoA + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosolOne of 2 routes

• N-(9Z-hexadecenoyl)-glycineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. long-chain-fatty-acid-CoA ligase (palmitolate)
  3. (9Z)-hexadecenoyl-CoA + glycine = N-(9Z-hexadecenoyl)-glycine + CoA + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosolOne of 2 routes

• 2-hydroxyeicosanoyl-CoAReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. eicosanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxyeicosanoyl-CoA + succinate + CO2

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol

• 2-hydroxytetradecanoyl-CoAReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxytetradecanoyl-CoA + succinate + CO2

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol

• 11-cis-retinyl tetradecanoateReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. 11-cis-retinol + tetradecanoyl-CoA = 11-cis-retinyl tetradecanoate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosolOne of 2 routes

• 9-cis-retinyl tetradecanoateReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. 9-cis-retinol + tetradecanoyl-CoA = 9-cis-retinyl tetradecanoate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol

• 13-cis-retinyl tetradecanoateReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. 13-cis-retinol + tetradecanoyl-CoA = 13-cis-retinyl tetradecanoate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol

• all-trans-retinyl tetradecanoateReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. all-trans-retinol + tetradecanoyl-CoA = all-trans-retinyl tetradecanoate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol

• tetradecyl tetradecanoateReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecan-1-ol + tetradecanoyl-CoA = tetradecyl tetradecanoate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol

• 1-(9Z-octadecenoyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphateReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. long-chain-fatty-acid-CoA ligase (DHA)
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate = 1-(9Z-octadecenoyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol

• N-hexadecanoylglycineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)

  Catalysed by GLYAT, GLYATL2, GLYATL1, GLYATL3cytosol, mitochondrial matrix

• N-(9Z,12Z,15Z)-octadecatrienoylglycineReach from here →
  1. decanoyl-CoA + glycine = N-decanoylglycine + CoA + H(+)
  2. N-decanoylglycine + 2 L-ascorbate + O2 = N-decanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  3. N-(9Z,12Z,15Z)-octadecatrienoylglycine + 2 L-ascorbate + O2 = N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by GLYATL2, PAM

• N-octanoyl-(2S)-hydroxyglycineReach from here →
  1. Fatty Acid Beta Oxidation (C10->C8), Peroxisomal
  2. octanoyl-CoA + glycine = N-octanoylglycine + CoA + H(+)
  3. N-octanoylglycine + 2 L-ascorbate + O2 = N-octanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by ACAA1, HSD17B4, EHHADH, ACOX1 and 2 moreperoxisome

• N-dodecanoyl-(2S)-hydroxyglycineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. dodecanoyl-CoA + glycine = N-dodecanoylglycine + CoA + H(+)
  3. N-dodecanoylglycine + 2 L-ascorbate + O2 = N-dodecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by GLYATL2, PAMcytosol

• N(1)-(5-phospho-beta-D-ribosyl)glycinamideReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. 5-phospho-beta-D-ribosylamine + glycine + ATP = N(1)-(5-phospho-beta-D-ribosyl)glycinamide + ADP + phosphate + H(+)

  Catalysed by GLYAT, GLYATL2, GLYATL1, GARTcytosol, mitochondrial matrix

• L-cystine-bis-glycineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. L-cystine-bis-glycine + 2 H2O = L-cystine + 2 glycine

  Catalysed by GLYAT, GLYATL2, GLYATL1, DPEP1 and 1 morecytosol, mitochondrial matrix

• an N-octadecanoyl-sphingoid baseReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. a sphingoid base + octadecanoyl-CoA = an N-octadecanoyl-sphingoid base + CoA + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosol

• glycyldehydrophenylalanineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine

  Catalysed by GLYAT, GLYATL2, GLYATL1, DPEP1cytosol, mitochondrial matrix

• an N-(fatty acyl)-glycineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. a fatty acyl-CoA + glycine = an N-(fatty acyl)-glycine + CoA + H(+)

  Catalysed by GLYAT, GLYATL2, GLYATL1cytosol, mitochondrial matrix

• 1-(10Z-heptadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. 1-(10Z-heptadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z,12Z)-octadecadienoyl-CoA = 1-(10Z-heptadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol

• N-(9Z,12Z-octadecadienoyl)-glycineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. (9Z,12Z)-octadecadienoyl-CoA + glycine = N-(9Z,12Z-octadecadienoyl)-glycine + CoA + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosolOne of 2 routes

• cholesteryl (7Z)-octadecenoateReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. carnitine O-palmitoyltransferase ((7Z)-octadecenoyl-CoA)
  3. (7Z)-octadecenoyl-CoA + cholesterol = cholesteryl (7Z)-octadecenoate + CoA

  Catalysed by CPT1A, CPT1C, CPT1B, SOAT1cytosol

• acetylcholineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. Acetyl-CoA:choline O-acetyltransferase
  3. Acetyl-CoA:choline O-acetyltransferase

  Catalysed by CHATcytosol, nucleusOne of 3 routes

• pyruvateReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase

  Catalysed by AGXT2cytosol, mitochondrial matrixOne of 20 routes

• CHEBI:15467Reach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. Acetoacetate:CoA ligase (AMP-forming)
  3. 3-hydroxy-3-methylglutaryl-CoA synthase (acetoacetyl-CoA)

  Catalysed by AACS, HMGCS1cytosolOne of 3 routes

• CHEBI:15570Reach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of D-alanine and glycine (cytosol to extracellular)

  Catalysed by GLYAT, GLYATL2, GLYATL1, SLC3A2 and 1 morecytosol, mitochondrial matrix, extracellular spaceOne of 3 routes

• (S)-malateReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. ATP citrate lyase (citrate)
  3. transport of malate and OAA (cytosol to mitochondria)

  Catalysed by ACLYcytosol, mitochondrial matrixOne of 5 routes

• L-leucineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and leucine (cytosol to extracellular)

  Catalysed by GLYAT, GLYATL2, GLYATL1, SLC7A5cytosol, mitochondrial matrix, extracellular spaceOne of 21 routes

• CHEBI:15611Reach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. S-Adenosyl-L-methionine:glycine N-methyltransferase

  Catalysed by GLYAT, GLYATL2, GLYATL1, GNMTcytosol, mitochondrial matrix

• CHEBI:15699Reach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and homoserine (cytosol to extracellular)

  Catalysed by GLYAT, GLYATL2, GLYATL1, SLC7A5cytosol, mitochondrial matrix, extracellular spaceOne of 17 routes

• betaine aldehydeReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. Acetyl-CoA:choline O-acetyltransferase
  3. choline dehydrogenase (choline)

  Catalysed by CHAT, CHDHcytosol, nucleusOne of 3 routes

• trimethylenediamineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. deoxyhypusine synthase (1,3-diaminopropane)

  Catalysed by SAT1, SAT2, DHPScytosolOne of 2 routes

• hexadecanoic acidReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. Carnitine O-Palmitoyltransferase
  3. Utilized Transport

  Catalysed by CPT1A, CPT1C, CPT1Bcytosol, endoplasmic reticulumOne of 4 routes

• 1-acylglycerone 3-phosphateReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. acyl-CoA:sphingosine N-acyltransferase
  3. Acyl-CoA:glycerone-phosphate O-acyltransferase

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 morecytosol, Golgi apparatus

• CHEBI:15971Reach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and histidine (cytosol to extracellular)

  Catalysed by GLYAT, GLYATL2, GLYATL1, SLC7A6cytosol, mitochondrial matrix, extracellular spaceOne of 11 routes

• phosphatidylethanolamineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. acyl-CoA:sphingosine N-acyltransferase
  3. Acyl-CoA:1-acyl-sn-glycero-3-phosphoethanolamine O-acyltransferase

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 5 morecytosol, Golgi apparatus

• 11-cis-retinalReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. 11-cis-retinol:NAD+ oxidoreductase

  Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 8 morecytosolOne of 4 routes

• 1,2-diacyl-sn-glycero-3-phosphocholine(1+)Reach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. acyl-CoA:sphingosine N-acyltransferase
  3. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 4 morecytosol, Golgi apparatus

• hexadecan-1-olReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. Palmitate:CoA ligase (AMP-forming)
  3. formate dehydrogenase (palmitoyl-CoA)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol, peroxisome

• 11-cis-retinyl hexadecanoateReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. Palmitate:CoA ligase (AMP-forming)
  3. Palmitoyl-CoA:retinol O-acyltransferase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 3 routes

• L-cystineReach from here →
  1. fatty-acyl-CoA synthase (N-C12:0CoA)
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Transport of L-Cystine (L-Alanine antiport) by B0, +At Transporter

  Catalysed by SLC7A9, SLC3A1cytosol, mitochondrial matrix, extracellular spaceOne of 5 routes