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Identification
YMDB IDYMDB01570
Name2-Aminobutyrate
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionL-alpha-Aminobutyric acid, also known as (S)-2-aminobutanoic acid or (2S)-2-aminobutyrate, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-alpha-Aminobutyric acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. L-alpha-Aminobutyric acid exists in all eukaryotes, ranging from yeast to humans.
Structure
Thumb
Synonyms
  • (-)-2-Aminobutyrate
  • (-)-2-Aminobutyric acid
  • (+)-2-Aminobutanoate
  • (+)-2-Aminobutanoic acid
  • (+)-2-Aminobutyric acid
  • (+)-alpha-Aminobutyric acid
  • (2S)-2-Aminobutanoate
  • (2S)-2-Aminobutanoic acid
  • (2S)-2-Aminobutyrate
  • (2S)-2-Aminobutyric acid
  • (S)-(+)-alpha-Aminobutyric acid
  • (S)-2-amino-Butanoate
  • (S)-2-amino-Butanoic acid
  • (S)-2-Aminobutanoic acid
  • (S)-2-Aminobutyrate
  • (S)-2-Aminobutyric acid
  • 2-Aminobutanoate
  • 2-Aminobutanoic acid
  • 2-Aminobutyrate
  • 2-Aminobutyric acid
  • 2S-amino-Butanoate
  • 2S-amino-Butanoic acid
  • alpha-Aminobutyric acid
  • alpha-Aminobutyric acid, (+-)-isomer
  • alpha-Aminobutyric acid, (R)-isomer
  • alpha-Aminobutyric acid, (S)-isomer
  • Butyrine
  • Butyrine, (+-)-isomer
  • Butyrine, (R)-isomer
  • Butyrine, (S)-isomer
  • Homoalanine
  • L-(+)-2-Aminobutyrate
  • L-(+)-2-Aminobutyric acid
  • L-2-amino-N-Butyric acid
  • L-2-Aminobuttersaeure
  • L-2-Aminobutyrate
  • L-2-Aminobutyric acid
  • L-a-amino-N-Butyrate
  • L-a-amino-N-Butyric acid
  • L-a-Aminobutyric acid
  • L-alpha-amino-N-Butyrate
  • L-alpha-amino-N-Butyric acid
  • L-alpha-Aminobutyrate
  • L-Butyrine
  • L-Ethylglycine
  • L-Homoalanine
  • L-α-amino-N-butyrate
  • L-α-amino-N-butyric acid
  • S-Butyrine
  • (S)-2-Aminobutanoate
  • L-Α-amino-N-butyrate
  • L-Α-amino-N-butyric acid
  • L-a-Aminobutyrate
  • L-Α-aminobutyrate
  • L-Α-aminobutyric acid
CAS number1492-24-6
WeightAverage: 103.1198
Monoisotopic: 103.063328537
InChI KeyQWCKQJZIFLGMSD-VKHMYHEASA-N
InChIInChI=1S/C4H9NO2/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1
IUPAC Name(2S)-2-aminobutanoic acid
Traditional IUPAC Name(-)-2-aminobutyric acid
Chemical FormulaC4H9NO2
SMILESCC[C@H](N)C(O)=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Fatty acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting point291 °C
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogP-3.17 [HANSCH,C ET AL. (1995)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility358 g/LALOGPS
logP-2.5ALOGPS
logP-2.3ChemAxon
logS0.54ALOGPS
pKa (Strongest Acidic)2.62ChemAxon
pKa (Strongest Basic)9.53ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity25.02 m³·mol⁻¹ChemAxon
Polarizability10.34 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular Concentrations
Intracellular ConcentrationSubstrateGrowth ConditionsStrainCitation
875 ± 44 µM YEB media with 0.5 mM glucoseaerobicBrewer's yeastExperimentally Determined
Not Available
Conversion Details Here
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-001i-0900000000-5659d6d78898cfc7e3e1JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-001i-0900000000-c8849b7c3a366e6c4cb8JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-0udi-0790000000-70b33ceb8fc59cf98fc5JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-001i-0900000000-5659d6d78898cfc7e3e1JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0udi-0790000000-70b33ceb8fc59cf98fc5JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-001i-0900000000-c8849b7c3a366e6c4cb8JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9000000000-231d9b85dacdfc8cfa1aJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9500000000-47e250b31bdc60f6848cJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0a4i-9100000000-ee8abbcaf7c2b98fbbf2JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0a4l-9000000000-1345dd328d7b79523e9bJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-052f-9100000000-338f85ef5403099a76c7JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-0udi-0900000000-01184422112c4f45d2c2JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-0udi-0900000000-771c55fe95bc80e67d59JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-0udi-1900000000-ddc187aaa752f4b10f2bJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-0006-9000000000-3bdaa058b45a133c3bbdJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-0udi-5900000000-116db8b71549d033ab56JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positivesplash10-0a4i-9000000000-4ce723a5a5c9873c57ddJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positivesplash10-0a4i-9000000000-7cce1c626271fbc1ff33JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positivesplash10-052f-9000000000-d7ee22bb360494f5a6edJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positivesplash10-0006-9000000000-e3892ebe321e35491da7JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positivesplash10-0a4i-9200000000-c71bee21cc5879ab61bbJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negativesplash10-0udi-0900000000-02624b93137883b214adJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0udi-0900000000-01184422112c4f45d2c2JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0udi-0900000000-771c55fe95bc80e67d59JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0udi-1900000000-ddc187aaa752f4b10f2bJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-3bdaa058b45a133c3bbdJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0900000000-02624b93137883b214adJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0pb9-9300000000-bf6d819e5329e5129707JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-75c44b202b0cf165ca64JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-48f42fa88ffd58848a44JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-2900000000-19ddd8258055e0c777c7JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-9800000000-e086424e89a725ee4f8eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-b493c61a56938d3b47d5JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableJSpectraViewer
References
References:Not Available
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID35619
HMDB IDHMDB00452
Pubchem Compound ID80283
Kegg IDC02356
ChemSpider ID72524
FOODB IDFDB012537
Wikipedia IDAlpha-Aminobutyric acid
BioCyc IDNot Available