Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB110763
Identification
Name: L-carnitine
Description:The (R)-enantiomer of carnitine.
Structure
Thumb
Synonyms:
  • γ-trimethyl-hydroxybutyrobetaine
  • 3-hydroxy-4-trimethylammoniobutanoate
  • R-(-)-3-hydroxy-4-trimethylaminobutyrate
  • vitamin B T
  • bicarnesine
  • (R)-carnitine
  • γ-L-trimethyl-β-hydroxybutyrobetaine
  • vitamin Bt
  • 3-carboxy-2-hydroxy-N,N,N-trimethyl-1-propanaminium
Chemical Formula: C7H15NO3
Average Molecular Weight: 161.2
Monoisotopic Molecular Weight: 162.1130183851
InChI Key: PHIQHXFUZVPYII-ZCFIWIBFSA-N
InChI: InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/t6-/m1/s1
CAS number: Not Available
IUPAC Name:(3R)-3-hydroxy-4-(trimethylammonio)butanoate
Traditional IUPAC Name: Not Available
SMILES:C(C(O)CC(=O)[O-])[N+](C)(C)C
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as carnitines. These are organic compounds containing the quaternary ammonium compound carnitine.
Kingdom Organic compounds
Super ClassOrganic nitrogen compounds
Class Organonitrogen compounds
Sub ClassQuaternary ammonium salts
Direct Parent Carnitines
Alternative Parents
Substituents
  • Carnitine
  • Beta-hydroxy acid
  • Short-chain hydroxy acid
  • Fatty acid
  • Hydroxy acid
  • Tetraalkylammonium salt
  • 1,2-aminoalcohol
  • Carboxylic acid salt
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organooxygen compound
  • Organic zwitterion
  • Organic salt
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Amine
  • Alcohol
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors
  • amino-acid betaine (CHEBI:17126)
  • a D,L-carnitine (D-CARNITINE)
Physical Properties
State: Not Available
Charge:0
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Molecular Weight161.201 g/molPubChem
XLogP3-AA-0.2 PubChem
Hydrogen Bond Donor Count1 PubChem
Hydrogen Bond Acceptor Count3 PubChem
Rotatable Bond Count3 PubChem
Exact Mass161.105 g/molPubChem
Monoisotopic Mass161.105 g/molPubChem
Topological Polar Surface Area60.4 A^2PubChem
Heavy Atom Count11 PubChem
Formal Charge0 PubChem
Complexity134 PubChem
Isotope Atom Count0 PubChem
Defined Atom Stereocenter Count1 PubChem
Undefined Atom Stereocenter Count0 PubChem
Defined Bond Stereocenter Count0 PubChem
Undefined Bond Stereocenter Count0 PubChem
Covalently-Bonded Unit Count1 PubChem
Water Solubility2500 mg/mLPubChem
pKa3.8 PubChem
Patent6335369 United StatesPubChem
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways:
  • Carnitine Catabolism to Glycine BetainePWYB-96
    Spectra
    Spectra: Not Available
    References
    References: Not Available
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    CAS541-15-1
    CAS44985-71-9
    ChEBI16347
    ChemSpider10455
    DrugBankDB00583
    HMDBHMDB14721
    IAF126034600
    KEGGC00318
    MetaboLightsMTBLC16347
    PubChem10917