Record Information
Version1.0
Creation date2011-09-21 01:46:52 UTC
Update date2020-09-17 15:39:45 UTC
Primary IDFDB028891
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameL-Aspartate-semialdehyde
DescriptionL-Aspartate-semialdehyde, also known as aspartic acid b-semialdehyde, 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-Aspartate-semialdehyde is a very strong basic compound (based on its pKa). L-Aspartate-semialdehyde exists in all living species, ranging from bacteria to humans. Outside of the human body, L-Aspartate-semialdehyde has been detected, but not quantified in, several different foods, such as lowbush blueberries, nanking cherries, pomegranates, prickly pears, and spearmints. This could make L-aspartate-semialdehyde a potential biomarker for the consumption of these foods. Dihydrodipicolinate synthase catalyzes this reaction. L-Aspartate-semialdehyde is involved in both the lysine biosynthesis I and homoserine biosynthesis pathways. L-Aspartate-semialdehyde reacts with NAD(P)H and H+ to form homoserine and NAD(P)+. L-Aspartate-semialdehyde reacts with pyruvate to produce L-2,3-dihydrodipicolinate and water.
CAS Number15106-57-7
Structure
Thumb
Synonyms
SynonymSource
(S)-2-Amino-4-oxobutanoic acidChEBI
3-FormylalanineChEBI
Aspartic beta-semialdehydeChEBI
L-Aspartic acid beta-semialdehydeChEBI
L-Aspartic beta-semialdehydeChEBI
Aspartate beta-semialdehydeKegg
L-Aspartic 4-semialdehydeKegg
(S)-2-Amino-4-oxobutanoateGenerator
Aspartic b-semialdehydeGenerator
Aspartic β-semialdehydeGenerator
L-Aspartate b-semialdehydeGenerator
L-Aspartate beta-semialdehydeGenerator
L-Aspartate β-semialdehydeGenerator
L-Aspartic acid b-semialdehydeGenerator
L-Aspartic acid β-semialdehydeGenerator
L-Aspartic b-semialdehydeGenerator
L-Aspartic β-semialdehydeGenerator
Aspartate b-semialdehydeGenerator
Aspartate β-semialdehydeGenerator
Aspartic acid b-semialdehydeGenerator
Aspartic acid beta-semialdehydeGenerator
Aspartic acid β-semialdehydeGenerator
L-Aspartic acid-semialdehydeGenerator
L-Aspartate-4-semialdehydeHMDB
(2S)-2-Amino-4-oxobutanoic acidHMDB
2-Amino-4-oxobutanoic acidHMDB
2-Amino-adipic semialdehydeHMDB
Aspartic-beta-semialdehydeHMDB
Aspartic-β-semialdehydeHMDB
beta-Aspartaldehydic acidHMDB
beta-Aspartic semialdehydeHMDB
β-Aspartaldehydic acidHMDB
β-Aspartic semialdehydeHMDB
L-aspartate b-semialdehydehmdb
L-aspartate-4-semialdehydehmdb
L-aspartic 4-semialdehydehmdb
Predicted Properties
PropertyValueSource
Water Solubility225 g/LALOGPS
logP-2.7ALOGPS
logP-3.6ChemAxon
logS0.28ALOGPS
pKa (Strongest Acidic)1.95ChemAxon
pKa (Strongest Basic)8.98ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.39 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity25.61 m³·mol⁻¹ChemAxon
Polarizability10.51 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC4H7NO3
IUPAC name(2S)-2-amino-4-oxobutanoic acid
InChI IdentifierInChI=1S/C4H7NO3/c5-3(1-2-6)4(7)8/h2-3H,1,5H2,(H,7,8)/t3-/m0/s1
InChI KeyHOSWPDPVFBCLSY-VKHMYHEASA-N
Isomeric SMILESN[C@@H](CC=O)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
  • Fatty acid
  • Alpha-hydrogen aldehyde
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Aldehyde
  • Hydrocarbon derivative
  • Organic oxide
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Physico-Chemical Properties - Experimental
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-Aspartate-semialdehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-006x-9000000000-fc95883465b06fe77fa1Spectrum
Predicted GC-MSL-Aspartate-semialdehyde, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-9600000000-4dda3f4e4df10c3a920aSpectrum
Predicted GC-MSL-Aspartate-semialdehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0v4i-9800000000-aa44dbab9da69646c984Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-58be73453302ce4f7f09Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-e345870892ec8efb1abaSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-6900000000-90fc00407b5ac2f29270Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01ba-9200000000-ede87ec86d1914862dafSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-006x-9000000000-e694b3a8f6038d7455c1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9000000000-0b28596cb97f2d4d7a7dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dl-9000000000-7a12e06c4c34bc226441Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-988ff2b32628477425d6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9200000000-c88e1a6c26d62b815d48Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-f667b7d456d3acb3e0f4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-ede149a9baa3d7f48cdbSpectrum
NMRNot Available
ChemSpider ID388372
ChEMBL IDCHEMBL404100
KEGG Compound IDC00441
Pubchem Compound ID439235
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB12249
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
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
FoodReference
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