(R)-b-aminoisobutyric acid (CHEM022837)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 18:56:07 UTC
Update Date2016-11-09 01:17:35 UTC
Accession NumberCHEM022837
Identification
Common Name(R)-b-aminoisobutyric acid
ClassSmall Molecule
DescriptionThe (R)-enantiomer of 3-aminoisobutyric acid.
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Feces
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(R)-3-Amino-2-methylpropanoateChEBI
D-3-Amino-isobutanoateChEBI
(R)-3-AminoisobutyrateKegg
D-3-AminoisobutanoateKegg
(R)-beta-AminoisobutyrateKegg
(R)-3-Amino-2-methylpropanoic acidGenerator
D-3-Amino-isobutanoic acidGenerator
(R)-3-Aminoisobutyric acidGenerator
D-3-Aminoisobutanoic acidGenerator
(R)-b-AminoisobutyrateGenerator
(R)-b-Aminoisobutyric acidGenerator
(R)-Β-aminoisobutyrateGenerator
(R)-Β-aminoisobutyric acidGenerator
(2R)-3-amino-2-Methylpropanoic acidChEBI, HMDB
(R)-beta-Aminoisobutyric acidChEBI
(2R)-3-amino-2-MethylpropanoateGenerator, HMDB
(-)-b-AminoisobutyrateHMDB
(-)-b-Aminoisobutyric acidHMDB
(-)-beta-AminoisobutyrateHMDB
(-)-beta-Aminoisobutyric acidHMDB
(2R)-3-amino-2-Methyl-propanoateHMDB
(2R)-3-amino-2-Methyl-propanoic acidHMDB
(R)-3-amino-2-Methyl-propanoateHMDB
(R)-3-amino-2-Methyl-propanoic acidHMDB
D-2-Methyl-b-alanineHMDB
D-3-amino-2-MethylpropanoateHMDB
D-3-amino-2-Methylpropanoic acidHMDB
D-3-amino-2-MethylpropionateHMDB
D-3-amino-2-Methylpropionic acidHMDB
D-b-AminoisobutyrateHMDB
D-b-Aminoisobutyric acidHMDB
delta-2-Methyl-beta-alanineHMDB
delta-3-amino-2-MethylpropanoateHMDB
delta-3-amino-2-Methylpropanoic acidHMDB
delta-3-amino-2-MethylpropionateHMDB
delta-3-amino-2-Methylpropionic acidHMDB
delta-beta-AminoisobutyrateHMDB
delta-beta-Aminoisobutyric acidHMDB
R-b-AminoisobutyrateHMDB
R-beta-AminoisobutyrateHMDB
(R)-b-Amino-isobutyrateGenerator, HMDB
Chemical FormulaC4H9NO2
Average Molecular Mass103.120 g/mol
Monoisotopic Mass103.063 g/mol
CAS Registry Number2140-95-6
IUPAC Name(2R)-3-amino-2-methylpropanoic acid
Traditional Name(R)-β-aminoisobutyric acid
SMILESC[C@H](CN)C(O)=O
InChI IdentifierInChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1
InChI KeyQCHPKSFMDHPSNR-GSVOUGTGSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentBeta amino acids and derivatives
Alternative Parents
Substituents
  • Beta amino acid or derivatives
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility367 g/LALOGPS
logP-3ALOGPS
logP-2.6ChemAxon
logS0.55ALOGPS
pKa (Strongest Acidic)4.17ChemAxon
pKa (Strongest Basic)10.32ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity25.28 m³·mol⁻¹ChemAxon
Polarizability10.44 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9000000000-59e52601f90d8e636d61Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0fk9-9600000000-cc7feca41328ecce5182Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f79-9300000000-30669ed04aadf3d3f040Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000l-9000000000-ca65637476e64152c44eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-04d1648391d3f90db226Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-3900000000-ec54fcce079024a62344Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zfr-9500000000-0394f399cdf5df93c5dfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-d0c495c908ed905558a2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-9100000000-73f528c6a325150832f8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-4d21706fbeb6fb3bcdf9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-56dadc563410f528ed7aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1900000000-3fb811fcffbd6b2d2e4cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-9800000000-6408ed0365461b1d2f8aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-82524943b0495ba8c3cfSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0002299
FooDB IDFDB022955
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCPD-471
METLIN ID6599
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID4573585
ChEBI ID16320
PubChem Compound ID5459822
Kegg Compound IDC01205
YMDB IDNot Available
ECMDB IDECMDB24077
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Pollock, Glenn. Preparation of R(-)-b-aminoisobutyric acid using Saccharomyces cerevisiae. Unexpected result. Analytical Biochemistry (1974), 57(1), 82-8.
2. Podebrad F, Heil M, Beck T, Mosandl A, Sewell AC, Bohles H: Stereodifferentiation of 3-hydroxyisobutyric- and 3-aminoisobutyric acid in human urine by enantioselective multidimensional capillary gas chromatography-mass spectrometry. Clin Chim Acta. 2000 Feb 25;292(1-2):93-105.
3. Van Kuilenburg AB, Stroomer AE, Van Lenthe H, Abeling NG, Van Gennip AH: New insights in dihydropyrimidine dehydrogenase deficiency: a pivotal role for beta-aminoisobutyric acid? Biochem J. 2004 Apr 1;379(Pt 1):119-24.