Showing metabocard for Isovaleryl-L-carnitine (BMDB0062648)

IdentificationTaxonomyPhysical propertiesSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2018-08-29 17:09:20 UTC
Update Date2020-06-04 19:49:48 UTC
MCDB ID BMDB0062648
Secondary Accession Numbers
  • BMDB62648
Metabolite Identification
Common NameIsovaleryl-L-carnitine
DescriptionIsovaleryl-L-carnitine, also known as 3-methylbutyrylcarnitine, belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Thus, isovaleryl-L-carnitine is considered to be a fatty ester lipid molecule. Isovaleryl-L-carnitine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
O-3-Methylbutanoyl-(R)-carnitineChEBI
3-Methylbutyrylcarnitine, (+-)-isomerMeSH
3-MethylbutyrylcarnitineMeSH
IsovalerylcarnitineMeSH
Chemical FormulaC12H23NO4
Average Molecular Weight245.319
Monoisotopic Molecular Weight245.162708225
IUPAC Name(3R)-3-[(3-methylbutanoyl)oxy]-4-(trimethylazaniumyl)butanoate
Traditional Name(3R)-3-[(3-methylbutanoyl)oxy]-4-(trimethylammonio)butanoate
CAS Registry Number31023-24-2
SMILES
[H][C@@](CC([O-])=O)(C[N+](C)(C)C)OC(=O)CC(C)C
InChI Identifier
InChI=1S/C12H23NO4/c1-9(2)6-12(16)17-10(7-11(14)15)8-13(3,4)5/h9-10H,6-8H2,1-5H3/t10-/m1/s1
InChI KeyIGQBPDJNUXPEMT-SNVBAGLBSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentAcyl carnitines
Alternative Parents
Substituents
  • Acyl-carnitine
  • Branched fatty acid
  • Dicarboxylic acid or derivatives
  • Tetraalkylammonium salt
  • Quaternary ammonium salt
  • Carboxylic acid ester
  • Carboxylic acid salt
  • Carboxylic acid derivative
  • Carboxylic acid
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Amine
  • Organooxygen compound
  • Organic salt
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2ALOGPS
logP-3ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)4.34ChemAxon
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area66.43 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity86.41 m³·mol⁻¹ChemAxon
Polarizability26.65 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Not Available
Concentrations
StatusValueReferenceDetails
Detected and Quantified3.0 +/- 0.1 uM details
Detected and Quantified4.1 +/- 0.1 uM details
Detected and Quantified4.5 +/- 0.1 uM details
Detected and Quantified2.8 +/- 0.1 uM details
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00061376
Chemspider ID148017
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound169235
PDB IDNot Available
ChEBI ID70819
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. A. Foroutan et al. (2019). A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation). Journal of Agricultural and Food Chemistry.