Record Information
Version1.0
Creation date2010-04-08 22:06:03 UTC
Update date2019-11-26 02:59:44 UTC
Primary IDFDB004013
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namealpha-Amino-beta-hydroxybutyric acid
DescriptionAlpha-amino-beta-hydroxybutyric acid, also known as α-amino-β-hydroxybutyrate, is a member of the class of compounds known as alpha amino acids. Alpha amino acids are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Alpha-amino-beta-hydroxybutyric acid is soluble (in water) and a moderately acidic compound (based on its pKa). Alpha-amino-beta-hydroxybutyric acid can be found in peanut, which makes alpha-amino-beta-hydroxybutyric acid a potential biomarker for the consumption of this food product.
CAS NumberNot Available
Structure
Thumb
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility477 g/LALOGPS
logP-3ALOGPS
logP-3.5ChemAxon
logS0.6ALOGPS
pKa (Strongest Acidic)2.21ChemAxon
pKa (Strongest Basic)9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity26.46 m³·mol⁻¹ChemAxon
Polarizability11.21 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC4H9NO3
IUPAC name2-amino-3-hydroxybutanoic acid
InChI IdentifierInChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)
InChI KeyAYFVYJQAPQTCCC-UHFFFAOYSA-N
Isomeric SMILESCC(O)C(N)C(O)=O
Average Molecular Weight119.1192
Monoisotopic Molecular Weight119.058243159
Classification
Description Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Beta-hydroxy acid
  • Short-chain hydroxy acid
  • Hydroxy acid
  • Fatty acid
  • Amino acid
  • Secondary alcohol
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Amine
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0a6r-9000000000-c5cc6c7db939aaff588d2014-09-20View Spectrum
GC-MSalpha-Amino-beta-hydroxybutyric acid, 2 TMS, GC-MS Spectrumsplash10-0159-2910000000-e6b5f5e3bec2e06056b7Spectrum
GC-MSalpha-Amino-beta-hydroxybutyric acid, 3 TMS, GC-MS Spectrumsplash10-0gb9-1930000000-7eb1d8ae3084e48415c4Spectrum
Predicted GC-MSalpha-Amino-beta-hydroxybutyric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-9000000000-8f1df349010054a76b9dSpectrum
Predicted GC-MSalpha-Amino-beta-hydroxybutyric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Amino-beta-hydroxybutyric acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Amino-beta-hydroxybutyric acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Amino-beta-hydroxybutyric acid, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Amino-beta-hydroxybutyric acid, TMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Amino-beta-hydroxybutyric acid, TMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Amino-beta-hydroxybutyric acid, TMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Amino-beta-hydroxybutyric acid, TMS_2_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Amino-beta-hydroxybutyric acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Amino-beta-hydroxybutyric acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Amino-beta-hydroxybutyric acid, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Amino-beta-hydroxybutyric acid, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Amino-beta-hydroxybutyric acid, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Amino-beta-hydroxybutyric acid, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Amino-beta-hydroxybutyric acid, TBDMS_2_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 70V, Negativesplash10-01b9-5900000000-53e0c034731bb5962ce82021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 55V, Negativesplash10-014i-2900000000-3cd886bca76284cae8052021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-014i-1900000000-168b9aa63418f9582c582021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-00xr-9500000000-157c5b0c054a12eb58fc2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 85V, Negativesplash10-00xr-9700000000-1a7e264005a7490f77862021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 80V, Negativesplash10-01b9-6900000000-3043a243052c7f56959d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-014i-1900000000-94e5f90650902748ae982021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 95V, Negativesplash10-00di-9400000000-6a0ebe7de8d24ffb6c152021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-00di-9000000000-9476f84c49ad13cf1f9f2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-01b9-6910000000-cf1ee32a5b62b0abd4b42021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-014i-3900000000-36ad275c91930e97b64e2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 65V, Negativesplash10-014i-3900000000-2a00cebc7f3a329df6ed2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 25V, Negativesplash10-01b9-6900000000-7305f5ad19d186e97c372021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 50V, Negativesplash10-014i-1900000000-7d7a5cc61e770f2d121c2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-014i-1900000000-b8b8efe7f1ad677646d52021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-05fr-9000000000-4770d45ba3772a5d23432021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0a4i-9000000000-1b7c47d2ee470eaead9a2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-00di-9400000000-a2b9e7dbbd9595a622992021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-00di-2900000000-f6611e960c630fb6b46d2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uk9-6900000000-c9e0cfded9e7d1f0659c2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ab9-9200000000-741e811ab80b3a4aad062015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-6d8b3a855d71e83202102015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01b9-6900000000-1c0d563cdf8b531c006a2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0kmi-9500000000-1927e51953ae0a6b640e2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05fr-9000000000-e98d60de32a8aba4bd7c2015-05-27View Spectrum
NMR
TypeDescriptionView
1D NMR13C NMR Spectrum (1D, 22.5 MHz, D2O, experimental)Spectrum
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDALPHA-AMINO-BETA-HYDROXYBUTYRIC-ACID
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 IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
Processing...
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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).