Showing metabocard for Leucinic acid (BMDB0000665)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:34:34 UTC
Update Date2020-04-22 15:04:41 UTC
BMDB IDBMDB0000665
Secondary Accession Numbers
  • BMDB00665
Metabolite Identification
Common NameLeucinic acid
DescriptionLeucinic acid, also known as leucate, belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. Based on a literature review a significant number of articles have been published on Leucinic acid.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Hydroxyisocaproic acidChEBI
2-Hydroxyisohexanoic acidChEBI
alpha-Hydroxyisocaproic acidChEBI
Leucic acidChEBI
2-HydroxyisocaproateGenerator
2-HydroxyisohexanoateGenerator
a-HydroxyisocaproateGenerator
a-Hydroxyisocaproic acidGenerator
alpha-HydroxyisocaproateGenerator
Α-hydroxyisocaproateGenerator
Α-hydroxyisocaproic acidGenerator
LeucateGenerator
LeucinateGenerator
alpha-Hydroxyisocaproic acid, (R)-isomerHMDB
alpha-Hydroxyisocaproic acid, calcium (2:1) salt, (S)-isomerHMDB
alpha-Hydroxyisocaproic acid, monosodium saltHMDB
alpha-Hydroxyisocaproic acid, (S)-isomerHMDB
2-Hydroxy-4-methyl-valerateHMDB
2-Hydroxy-4-methyl-valeric acidHMDB
2-Hydroxy-4-methylpentanoateHMDB
2-Hydroxy-4-methylpentanoic acidHMDB
2-Hydroxy-4-methylvalerateHMDB
2-Hydroxy-4-methylvaleric acidHMDB
a-Hydroxy-iso-caproateHMDB
a-Hydroxy-iso-caproic acidHMDB
alpha-Hydroxy-iso-caproateHMDB
alpha-Hydroxy-iso-caproic acidHMDB
DL-2-Hydroxy-4-methylpentanoateHMDB
DL-2-Hydroxy-4-methylpentanoic acidHMDB
DL-2-HydroxyisocaproateHMDB
DL-2-Hydroxyisocaproic acidHMDB
DL-a-HydroxyisocaproateHMDB
DL-a-Hydroxyisocaproic acidHMDB
DL-alpha-HydroxyisocaproateHMDB
DL-alpha-Hydroxyisocaproic acidHMDB
DL-LeucateHMDB
DL-Leucic acidHMDB
Leucinic acidChEBI
Chemical FormulaC6H12O3
Average Molecular Weight132.1577
Monoisotopic Molecular Weight132.07864425
IUPAC Name2-hydroxy-4-methylpentanoic acid
Traditional Nameleucate
CAS Registry Number498-36-2
SMILES
CC(C)CC(O)C(O)=O
InChI Identifier
InChI=1S/C6H12O3/c1-4(2)3-5(7)6(8)9/h4-5,7H,3H2,1-2H3,(H,8,9)
InChI KeyLVRFTAZAXQPQHI-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentHydroxy fatty acids
Alternative Parents
Substituents
  • Branched fatty acid
  • Hydroxy fatty acid
  • Methyl-branched fatty acid
  • Alpha-hydroxy acid
  • Hydroxy acid
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility886 mg/mLNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.5ALOGPS
logP0.78ChemAxon
logS-0.03ALOGPS
pKa (Strongest Acidic)4.26ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity32.51 m³·mol⁻¹ChemAxon
Polarizability13.65 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0000665
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022171
KNApSAcK IDNot Available
Chemspider ID83753
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5635
PubChem Compound92779
PDB IDNot Available
ChEBI ID59783
References
Synthesis ReferenceCamien, Merill N.; Fowler, Audree V.; Dunn, Max S. Production of a-hydroxy fatty acids by two strains of Lactobacillus casei. Archives of Biochemistry and Biophysics (1959), 83 408-18.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available