You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Bovine Metabolome Database.
Record Information
Creation Date2016-09-30 23:05:22 UTC
Update Date2020-05-21 16:29:09 UTC
Secondary Accession Numbers
  • BMDB03571
Metabolite Identification
Common NameLauroyl-CoA
DescriptionLauroyl-CoA, also known as dodecanoyl-CoA or C12:0-CoA, belongs to the class of organic compounds known as 2,3,4-saturated fatty acyl coas. These are acyl-CoAs carrying a 2,3,4-saturated fatty acyl chain. Thus, lauroyl-CoA is considered to be a fatty ester lipid molecule. Lauroyl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Lauroyl-CoA exists in all living species, ranging from bacteria to humans. Lauroyl-CoA and L-carnitine can be biosynthesized from dodecanoic acid and coenzyme A; which is mediated by the enzyme carnitine O-palmitoyltransferase 2, mitochondrial. In cattle, lauroyl-CoA is involved in the metabolic pathway called the Beta oxidation OF very long chain fatty acids pathway.
coenzyme A, S-DodecanoateChEBI
Dodecanoyl-coenzyme AChEBI
Lauroyl coenzyme AChEBI
Lauroyl-coenzyme AChEBI
coenzyme A, S-Dodecanoic acidGenerator
Chemical FormulaC33H58N7O17P3S
Average Molecular Weight949.837
Monoisotopic Molecular Weight949.282273691
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number6244-92-4
SMILESNot Available
InChI Identifier
Chemical Taxonomy
Description belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassBeta hydroxy acids and derivatives
Direct ParentBeta hydroxy acids and derivatives
Alternative Parents
  • Beta-hydroxy acid
  • Monocyclic benzene moiety
  • Morpholine
  • Oxazinane
  • Piperidine
  • N-alkylpyrrolidine
  • Benzenoid
  • Pyrrolidine
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Tertiary amine
  • Tertiary aliphatic amine
  • Oxacycle
  • Organoheterocyclic compound
  • Azacycle
  • Carboxylic acid derivative
  • Dialkyl ether
  • Oxirane
  • Ether
  • Monocarboxylic acid or derivatives
  • Primary alcohol
  • Organopnictogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Amine
  • Organic oxide
  • Carbonyl group
  • Organic oxygen compound
  • Organic nitrogen compound
  • Alcohol
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
StatusExpected but not Quantified
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
  • Peroxisome
Physical Properties
Experimental Properties
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted PropertiesNot Available
Spectrum TypeDescriptionSplash Key
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
  • Peroxisome
Biospecimen Locations
  • Fibroblasts
Normal Concentrations
FibroblastsExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
Abnormal Concentrations
Not Available
DrugBank IDDB03264
Phenol Explorer Compound IDNot Available
FooDB IDFDB023198
KNApSAcK IDNot Available
Chemspider ID145018
KEGG Compound IDC01832
BiGG ID38504
Wikipedia LinkNot Available
PubChem Compound165436
PDB IDNot Available
ChEBI ID15521
Synthesis ReferenceEaton, Simon; Turnbull, Douglass M.; Bartlett, Kim. Redox control of b-oxidation in rat liver mitochondria. European Journal of Biochemistry (1994), 220(3), 671-81.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available


General function:
Involved in carnitine O-octanoyltransferase activity
Specific function:
Beta-oxidation of fatty acids. The highest activity concerns the C6 to C10 chain length substrate.
Gene Name:
Uniprot ID:
Molecular weight:
Lauroyl-CoA → Coenzyme A + Dodecanoic aciddetails
General function:
Involved in carnitine O-palmitoyltransferase activity
Specific function:
Not Available
Gene Name:
Uniprot ID:
Molecular weight:
Dodecanoic acid + Coenzyme A → Lauroyl-CoA + L-Carnitinedetails
General function:
Lipid transport and metabolism
Specific function:
Catalyzes the activation of fatty acids by CoA to produce an acyl-CoA, the first step in fatty acid metabolism (PubMed:11382754, PubMed:10561077). Capable of activating medium-chain fatty acids (e.g. butyric (C4) to decanoic (C10) acids), and certain carboxylate-containing xenobiotics, e.g. benzoate (PubMed:10561077, PubMed:11382754). Also catalyzes the activation of lipoate to lipoyl-nucleoside monophosphate (PubMed:11382754). Activates lipoate with GTP at a 1000-fold higher rate than with ATP and activates both (R)- and (S)-lipoate to the respective lipoyl-GMP, with a preference for (R)-lipoate (PubMed:11382754).
Gene Name:
Uniprot ID:
Molecular weight:
Dodecanoic acid + Adenosine triphosphate + Coenzyme A → Lauroyl-CoA + Adenosine monophosphate + Pyrophosphatedetails
General function:
Not Available
Specific function:
Catalyzes the terminal and only committed step in triacylglycerol synthesis by using diacylglycerol and fatty acyl CoA as substrates. In contrast to DGAT2 it is not essential for survival. May be involved in VLDL (very low density lipoprotein) assembly. Functions as the major acyl-CoA retinol acyltransferase (ARAT) in the skin, where it acts to maintain retinoid homeostasis and prevent retinoid toxicity leading to skin and hair disorders. In liver, plays a role in esterifying exogenous fatty acids to glycerol.
Gene Name:
Uniprot ID:
Molecular weight:
DG(19:0/21:0/0:0) + Lauroyl-CoA → TG(19:0/21:0/12:0) + Coenzyme Adetails
DG(20:0/14:0/0:0) + Lauroyl-CoA → TG(20:0/14:0/12:0) + Coenzyme Adetails
DG(19:0/22:0/0:0) + Lauroyl-CoA → TG(19:0/22:0/12:0) + Coenzyme Adetails
DG(20:0/15:0/0:0) + Lauroyl-CoA → TG(20:0/15:0/12:0) + Coenzyme Adetails
DG(20:0/12:0/0:0) + Lauroyl-CoA → TG(20:0/12:0/12:0) + Coenzyme Adetails
DG(20:0/20:0/0:0) + Lauroyl-CoA → TG(20:0/20:0/12:0) + Coenzyme Adetails
DG(21:0/8:0/0:0) + Lauroyl-CoA → TG(21:0/8:0/12:0) + Coenzyme Adetails
DG(21:0/12:0/0:0) + Lauroyl-CoA → TG(21:0/12:0/12:0) + Coenzyme Adetails
DG(21:0/10:0/0:0) + Lauroyl-CoA → TG(21:0/10:0/12:0) + Coenzyme Adetails
DG(21:0/17:0/0:0) + Lauroyl-CoA → TG(21:0/17:0/12:0) + Coenzyme Adetails
DG(22:0/17:0/0:0) + Lauroyl-CoA → TG(22:0/17:0/12:0) + Coenzyme Adetails
DG(22:0/12:0/0:0) + Lauroyl-CoA → TG(22:0/12:0/12:0) + Coenzyme Adetails
DG(22:0/16:0/0:0) + Lauroyl-CoA → TG(22:0/16:0/12:0) + Coenzyme Adetails
DG(22:0/10:0/0:0) + Lauroyl-CoA → TG(22:0/10:0/12:0) + Coenzyme Adetails
DG(22:0/22:0/0:0) + Lauroyl-CoA → TG(22:0/22:0/12:0) + Coenzyme Adetails
DG(8:0/19:0/0:0) + Lauroyl-CoA → TG(8:0/19:0/12:0) + Coenzyme Adetails
DG(8:0/13:0/0:0) + Lauroyl-CoA → TG(8:0/13:0/12:0) + Coenzyme Adetails
DG(10:0/17:0/0:0) + Lauroyl-CoA → TG(10:0/17:0/12:0) + Coenzyme Adetails
DG(10:0/12:0/0:0) + Lauroyl-CoA → TG(10:0/12:0/12:0) + Coenzyme Adetails
DG(8:0/14:0/0:0) + Lauroyl-CoA → TG(8:0/14:0/12:0) + Coenzyme Adetails
DG(10:0/16:0/0:0) + Lauroyl-CoA → TG(10:0/16:0/12:0) + Coenzyme Adetails
DG(8:0/15:0/0:0) + Lauroyl-CoA → TG(8:0/15:0/12:0) + Coenzyme Adetails
DG(10:0/18:0/0:0) + Lauroyl-CoA → TG(10:0/18:0/12:0) + Coenzyme Adetails
DG(8:0/12:0/0:0) + Lauroyl-CoA → TG(8:0/12:0/12:0) + Coenzyme Adetails
DG(10:0/19:0/0:0) + Lauroyl-CoA → TG(10:0/19:0/12:0) + Coenzyme Adetails
DG(8:0/17:0/0:0) + Lauroyl-CoA → TG(8:0/17:0/12:0) + Coenzyme Adetails
DG(19:0/a-21:0/0:0) + Lauroyl-CoA → TG(19:0/a-21:0/12:0) + Coenzyme Adetails
DG(19:0/a-25:0/0:0) + Lauroyl-CoA → TG(19:0/a-25:0/12:0) + Coenzyme Adetails
DG(19:0/i-21:0/0:0) + Lauroyl-CoA → TG(19:0/i-21:0/12:0) + Coenzyme Adetails
DG(19:0/i-22:0/0:0) + Lauroyl-CoA → TG(19:0/i-22:0/12:0) + Coenzyme Adetails
DG(19:0/i-24:0/0:0) + Lauroyl-CoA → TG(19:0/i-24:0/12:0) + Coenzyme Adetails
DG(20:0/a-21:0/0:0) + Lauroyl-CoA → TG(20:0/a-21:0/12:0)[rac] + Coenzyme Adetails
DG(a-21:0/12:0/0:0) + Lauroyl-CoA → TG(a-21:0/12:0/12:0)[rac] + Coenzyme Adetails
DG(a-21:0/a-21:0/0:0) + Lauroyl-CoA → TG(a-21:0/a-21:0/12:0)[rac] + Coenzyme Adetails
DG(a-25:0/12:0/0:0) + Lauroyl-CoA → TG(a-25:0/12:0/12:0)[rac] + Coenzyme Adetails
DG(a-25:0/a-25:0/0:0) + Lauroyl-CoA → TG(a-25:0/a-25:0/12:0)[rac] + Coenzyme Adetails
DG(i-19:0/i-21:0/0:0) + Lauroyl-CoA → TG(i-19:0/i-21:0/12:0) + Coenzyme Adetails
DG(i-19:0/i-22:0/0:0) + Lauroyl-CoA → TG(i-19:0/i-22:0/12:0) + Coenzyme Adetails
DG(i-19:0/i-24:0/0:0) + Lauroyl-CoA → TG(i-19:0/i-24:0/12:0) + Coenzyme Adetails
DG(i-20:0/12:0/0:0) + Lauroyl-CoA → TG(i-20:0/12:0/12:0) + Coenzyme Adetails
DG(i-20:0/i-20:0/0:0) + Lauroyl-CoA → TG(i-20:0/i-20:0/12:0) + Coenzyme Adetails
DG(i-21:0/12:0/0:0) + Lauroyl-CoA → TG(i-21:0/12:0/12:0) + Coenzyme Adetails
DG(i-21:0/i-21:0/0:0) + Lauroyl-CoA → TG(i-21:0/i-21:0/12:0) + Coenzyme Adetails
DG(i-22:0/12:0/0:0) + Lauroyl-CoA → TG(i-22:0/12:0/12:0) + Coenzyme Adetails
DG(i-22:0/i-22:0/0:0) + Lauroyl-CoA → TG(i-22:0/i-22:0/12:0) + Coenzyme Adetails
DG(i-24:0/12:0/0:0) + Lauroyl-CoA → TG(i-24:0/12:0/12:0) + Coenzyme Adetails
DG(i-24:0/i-24:0/0:0) + Lauroyl-CoA → TG(i-24:0/i-24:0/12:0) + Coenzyme Adetails