Showing metabocard for Heptadecanoyl carnitine (BMDB0006210)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:20:21 UTC
Update Date2020-04-22 15:16:54 UTC
BMDB IDBMDB0006210
Secondary Accession Numbers
  • BMDB06210
Metabolite Identification
Common NameHeptadecanoyl carnitine
DescriptionHeptadecanoyl carnitine, also known as C17 carnitine or carnitine heptadecanoate, 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, heptadecanoyl carnitine is considered to be a fatty ester. Based on a literature review a significant number of articles have been published on Heptadecanoyl carnitine.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3-Carboxy-N,N,N-trimethyl-2-[(1-oxoheptadecyl)oxy]-1-propanaminium inner saltChEBI
C17 CarnitineChEBI
Carnitine heptadecanoateChEBI
HeptadecanoylcarnitineChEBI
Carnitine heptadecanoic acidGenerator
HeptadecanoateHMDB
Heptadecanoate carnitineHMDB
Heptadecanoic acidHMDB
Heptadecanoyl acid carnitineHMDB
Chemical FormulaC24H47NO4
Average Molecular Weight413.6343
Monoisotopic Molecular Weight413.350508997
IUPAC Name3-(heptadecanoyloxy)-4-(trimethylazaniumyl)butanoate
Traditional Nameheptadecanoyl carnitine
CAS Registry Number106182-29-0
SMILES
CCCCCCCCCCCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C
InChI Identifier
InChI=1S/C24H47NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24(28)29-22(20-23(26)27)21-25(2,3)4/h22H,5-21H2,1-4H3
InChI KeyDWSFAVOTORHAAL-UHFFFAOYSA-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
  • 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 DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
  • Mitochondria
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.17ALOGPS
logP2.48ChemAxon
logS-7.6ALOGPS
pKa (Strongest Acidic)4.22ChemAxon
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area66.43 ŲChemAxon
Rotatable Bond Count21ChemAxon
Refractivity141.68 m³·mol⁻¹ChemAxon
Polarizability52.16 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000900000-5b1e8b7d3434d266d296View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01p9-9000500000-8bd824f992e9273f29edView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-9000000000-e9262cbaff8cb4ad0ba6View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
  • Mitochondria
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0006210
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023836
KNApSAcK IDNot Available
Chemspider ID21233951
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG ID2422209
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53477803
PDB IDNot Available
ChEBI ID131887
References
Synthesis ReferenceHuysmans, L.; Nizigiyimana, L.; Van den Heuvel, H.; Claeys, M. Charge-remote molecular hydrogen removal in protonated and alkali-cationized long-chain fatty acid esters upon cesium ion bombardment. International Journal of Mass Spectrometry (1999), 188(1/2), 39-52.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available