Record Information
Version1.0
Creation date2011-09-21 00:19:44 UTC
Update date2019-11-26 03:21:06 UTC
Primary IDFDB022795
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameButyrylcarnitine
DescriptionButyrylcarnitine 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, butyrylcarnitine is considered to be a fatty ester lipid molecule. Butyrylcarnitine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
CAS Number25576-40-3
Structure
Thumb
Synonyms
SynonymSource
O-ButyrylcarnitineChEBI
(3-Carboxy-2-hydroxypropyl)trimethyl-L-butyrateHMDB
(R)-3-Carboxy-N,N,N-trimethyl-2-(1-oxobutoxy)-1-propanaminiumHMDB
Butyryl-L-carnitineHMDB
Ester with (3-carboxy-2-hydroxypropyl)trimethylammonium L-butyric acidHMDB
Ester with L-(3-carboxy-2-hydroxypropyl)trimethylammonium butyric acidHMDB
L-Carnitine butyryl esterHMDB
N-Butyryl-L(-)-carnitineHMDB
O-ButanoylcarnitineHMDB
ButylcarnitineMeSH
(3-carboxy-2-hydroxypropyl)trimethyl-L-butyratehmdb
(R)-3-carboxy-N,N,N-trimethyl-2-(1-oxobutoxy)-1-Propanaminiumhmdb
ester with (3-carboxy-2-hydroxypropyl)trimethylammonium L-Butyric acidhmdb
ester with L-(3-carboxy-2-hydroxypropyl)trimethylammonium Butyric acidhmdb
n-Butyryl-L(-)-carnitinehmdb
Predicted Properties
PropertyValueSource
Water Solubility0.052 g/LALOGPS
logP-2.1ALOGPS
logP-3.3ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)4.27ChemAxon
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area66.43 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity81.86 m³·mol⁻¹ChemAxon
Polarizability24.78 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H21NO4
IUPAC name3-(butanoyloxy)-4-(trimethylazaniumyl)butanoate
InChI IdentifierInChI=1S/C11H21NO4/c1-5-6-11(15)16-9(7-10(13)14)8-12(2,3)4/h9H,5-8H2,1-4H3
InChI KeyQWYFHHGCZUCMBN-UHFFFAOYSA-N
Isomeric SMILESCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C
Average Molecular Weight231.2887
Monoisotopic Molecular Weight231.147058165
Classification
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
  • Dicarboxylic acid or derivatives
  • Tetraalkylammonium salt
  • Quaternary ammonium salt
  • Carboxylic acid ester
  • Carboxylic acid salt
  • Carboxylic acid derivative
  • Carboxylic acid
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic salt
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSButyrylcarnitine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-9100000000-5140fbf6db1c107b532dSpectrum
MS/MSNot Available
NMRNot Available
ChemSpider ID388877
ChEMBL IDCHEMBL2074693
KEGG Compound IDC02862
Pubchem Compound ID439829
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB02013
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference