Record Information
Version1.0
Creation date2010-04-08 22:04:45 UTC
Update date2019-11-26 02:55:36 UTC
Primary IDFDB000899
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(±)-Leucine
Description(±)-Leucine, also known as DL-leucine or hleu, belongs to the class of organic compounds known as leucine and derivatives. Leucine and derivatives are compounds containing leucine or a derivative thereof resulting from reaction of leucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Thus, (±)-leucine is considered to be a fatty acid lipid molecule (±)-Leucine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (±)-Leucine is found, on average, in the highest concentration within a few different foods, such as red bell peppers, green zucchinis, and italian sweet red peppers and in a lower concentration in green bell peppers. This could make (±)-leucine a potential biomarker for the consumption of these foods.
CAS Number328-39-2
Structure
Thumb
Synonyms
SynonymSource
(+-)-LeucineChEBI
(RS)-LeucineChEBI
2-Amino-4-methylpentanoic acidChEBI
DL-LeucineChEBI
HleuChEBI
LChEBI
LeuChEBI
LeucinChEBI
LeuzinChEBI
2-Amino-4-methylpentanoateGenerator
PolyleucineMeSH
Poly(L-leucine)MeSH
Poly-L-leucineMeSH
(±)-Leucinebiospider
(+/-)-Amino-4-methylpentanoic acidbiospider
alpha-Amino-gamma-methylvaleric acidbiospider
DL-2-Amino-4-methylpentanoic acidbiospider
Predicted Properties
PropertyValueSource
Water Solubility69.8 g/LALOGPS
logP-1.8ALOGPS
logP-1.6ChemAxon
logS-0.27ALOGPS
pKa (Strongest Acidic)2.79ChemAxon
pKa (Strongest Basic)9.52ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity34.17 m³·mol⁻¹ChemAxon
Polarizability14.33 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H13NO2
IUPAC name2-amino-4-methylpentanoic acid
InChI IdentifierInChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)
InChI KeyROHFNLRQFUQHCH-UHFFFAOYSA-N
Isomeric SMILESCC(C)CC(N)C(O)=O
Average Molecular Weight131.1729
Monoisotopic Molecular Weight131.094628665
Classification
Description Belongs to the class of organic compounds known as leucine and derivatives. Leucine and derivatives are compounds containing leucine or a derivative thereof resulting from reaction of leucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentLeucine and derivatives
Alternative Parents
Substituents
  • Leucine or derivatives
  • Alpha-amino acid
  • Branched fatty acid
  • Methyl-branched fatty acid
  • Fatty acid
  • Fatty acyl
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Organic oxygen compound
  • Amine
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 54.94%; H 9.99%; N 10.68%; O 24.39%DFC
Melting PointMp 293-295° (sealed tube)DFC
Boiling PointNot Available
Experimental Water Solubility11.8 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logPNot Available
Experimental pKapKa2 9.74 (25°)DFC
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
EI-MSMass Spectrum (Electron Ionization)splash10-000l-9000000000-bf752e458f13eed8d7a2Spectrum
GC-MS(±)-Leucine, 1 TMS, GC-MS Spectrumsplash10-000i-9200000000-e6d3b36c12a4aec4abd2Spectrum
GC-MS(±)-Leucine, 2 TMS, GC-MS Spectrumsplash10-0a4i-1900000000-03b3ec429e0aedc946f6Spectrum
GC-MS(±)-Leucine, non-derivatized, GC-MS Spectrumsplash10-0a4i-0900000000-f79f4d95d2df43505233Spectrum
Predicted GC-MS(±)-Leucine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9000000000-9e1901c72ddf2bca4bd8Spectrum
Predicted GC-MS(±)-Leucine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000i-9100000000-991398731b9d8305622cSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - , negativesplash10-001i-0900000000-df557ff1e5f2eb62cf86Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-9100000000-5c9c34467c6dfc48536cSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-9000000000-f34b46cb8fb87529bdf4Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0006-9000000000-b3dd318079998826e948Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-IT , positivesplash10-000i-9000000000-18fba445b980b0e31f7eSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-9000000000-eada8640560aac9a5800Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-9000000000-74bdf2f3d46a846bbebdSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-001i-4900000000-c727d81624633c25a855Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-9210000000-dad2c30020b4d935371fSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-9000000000-1d904829702e07958a70Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-9000000000-d73af3689d7870fc55ccSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-9020000000-baee1e363027b359a5bfSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-9100000000-d0d93ac13dda78e787fbSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-9010000000-6102833218f4329e1e82Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-001i-3900000000-065a2b56e0115c2fa6ecSpectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-000i-9000000000-11c00b9c192007f304c8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0019-9700000000-9ca0528cb0f5d4c4e482Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-9100000000-688e4e815455b96d48d3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-9a4bc07778f76172e1ecSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-1900000000-d15c14abb456ab271111Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01q9-7900000000-afc0316154ddc47ccadeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05fr-9000000000-b32e913349f93775ffb8Spectrum
NMR
TypeDescriptionView
1D NMR13C NMR SpectrumSpectrum
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID857
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDBCS72-F:BMC06-E
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 IDLeucine
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— U.S. Department of Agriculture, Agricultural Research Service. 2008. USDA National Nutrient Database for Standard Reference, Release 21. Nutrient Data Laboratory Home Page.
— Saxholt, E., et al. 'Danish food composition databank, revision 7.' Department of Nutrition, National Food Institute, Technical University of Denmark (2008).