Back to Compounds

Showing Compound L-2-Amino-3-oxobutanoic acid (FDB023915)

Record Information
Version1.0
Creation date2011-09-21 00:36:48 UTC
Update date2017-04-03 04:53:12 UTC
Primary IDFDB023915
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameL-2-Amino-3-oxobutanoic acid
DescriptionL-2-Amino-3-oxobutanoic acid, also known as L-2-amino-acetoacetate or 2-amino-3-ketobutyrIC ACID, 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-2-Amino-3-oxobutanoic acid exists in all living species, ranging from bacteria to plants to humans. L-2-Amino-3-oxobutanoic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make L-2-amino-3-oxobutanoic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on L-2-Amino-3-oxobutanoic acid.
CAS Number6531-42-6
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
(S)-2-Amino-3-oxobutanoic acidChEBI
2-AMINO-3-ketobutyrIC ACIDChEBI
L-2-Amino-3-oxobutanoateChEBI
L-2-Amino-acetoacetateChEBI
(S)-2-Amino-3-oxobutanoateGenerator
2-AMINO-3-ketobutyrateGenerator
L-2-Amino-acetoacetic acidGenerator
(2S)-2-amino-3-OxobutanoateHMDB
(2S)-2-amino-3-Oxobutanoic acidHMDB
2-amino-3-OxobutanoateHMDB
2-amino-3-Oxobutanoic acidHMDB
L-2-amino Acetic acidHMDB
(2S)-2-amino-3-oxobutanoatehmdb
(2S)-2-amino-3-oxobutanoic acidhmdb
2-amino-3-KETOBUTYRateGenerator
2-amino-3-KETOBUTYRIC ACIDChEBI
2-amino-3-oxobutanoatehmdb
2-amino-3-oxobutanoic acidhmdb
L-2-amino acetic acidhmdb
L-2-Amino-3-oxobutanoic acidhmdb
L-2-amino-Acetoacetic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility206 g/LALOGPS
logP-2.6ALOGPS
logP-3.1ChemAxon
logS0.25ALOGPS
pKa (Strongest Acidic)1.87ChemAxon
pKa (Strongest Basic)7.25ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.39 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity25.53 m³·mol⁻¹ChemAxon
Polarizability10.47 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC4H7NO3
IUPAC name(2S)-2-amino-3-oxobutanoic acid
InChI IdentifierInChI=1S/C4H7NO3/c1-2(6)3(5)4(7)8/h3H,5H2,1H3,(H,7,8)/t3-/m0/s1
InChI KeySAUCHDKDCUROAO-VKHMYHEASA-N
Isomeric SMILESCC(=O)[C@H](N)C(O)=O
Average Molecular Weight117.1033
Monoisotopic Molecular Weight117.042593095
Classification
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
  • Beta-keto acid
  • Short-chain keto acid
  • Beta-hydroxy ketone
  • Keto acid
  • 1,3-dicarbonyl compound
  • Alpha-aminoketone
  • Amino acid
  • Ketone
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Primary aliphatic amine
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
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
Predicted GC-MSL-2-Amino-3-oxobutanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-006x-9000000000-22150e9e4fa3d3433203Spectrum
Predicted GC-MSL-2-Amino-3-oxobutanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-006y-9300000000-b1976cb0fd0e419923c4Spectrum
Predicted GC-MSL-2-Amino-3-oxobutanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0gi0-5900000000-1565f4db4a91c43d66972015-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fk9-9200000000-1dcade0f25d1eaa7da382015-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-9100000000-ef438e90f9a367453dd62015-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-9800000000-e0bdda855b20afe7598c2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9200000000-95fb6afa14c1b9b751e72015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9000000000-210f3affcabb1713c4e32015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9000000000-b0afa4195d3cbff82f872021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-c542fb4af78140fc2eaa2021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-5136afe8f7ab28631fe42021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01b9-4900000000-cbd7caa68b545994551b2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00dj-9200000000-45cde5b7b6c52af1dee22021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-1e9dea60f3fc6a6303f72021-09-25View Spectrum
NMRNot Available
ChemSpider ID389046
ChEMBL IDNot Available
KEGG Compound IDC03508
Pubchem Compound ID440033
Pubchem Substance IDNot Available
ChEBI ID16944
Phenol-Explorer IDNot Available
DrugBank IDDB03915
HMDB IDHMDB06454
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID41986
KNApSAcK IDNot Available
HET IDAKB
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
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
2-amino-3-ketobutyrate coenzyme A ligase, mitochondrialGCATO75600
Pathways
NameSMPDB LinkKEGG Link
Glycine and Serine MetabolismSMP00004 map00260
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference