Showing Compound Card for L-Aspartate-semialdehyde (CDB005024)

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Record Information
Version1.0
Created at2020-04-17 19:01:33 UTC
Updated at2020-11-18 16:39:13 UTC
CannabisDB IDCDB005024
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common 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. L-Aspartate-semialdehyde is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(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
Chemical FormulaC4H7NO3
Average Molecular Weight117.1
Monoisotopic Molecular Weight117.0426
IUPAC Name(2S)-2-amino-4-oxobutanoic acid
Traditional NameL-aspartic 4-semialdehyde
CAS Registry Number2338-03-6
SMILES
N[C@@H](CC=O)C(O)=O
InChI Identifier
InChI=1S/C4H7NO3/c5-3(1-2-6)4(7)8/h2-3H,1,5H2,(H,7,8)/t3-/m0/s1
InChI KeyHOSWPDPVFBCLSY-VKHMYHEASA-N
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
  • 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:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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
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-aa44dbab9da69646c9842015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-58be73453302ce4f7f092015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-e345870892ec8efb1aba2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-6900000000-90fc00407b5ac2f292702015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01ba-9200000000-ede87ec86d1914862daf2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-006x-9000000000-e694b3a8f6038d7455c12015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9000000000-0b28596cb97f2d4d7a7d2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dl-9000000000-7a12e06c4c34bc2264412021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-988ff2b32628477425d62021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9200000000-c88e1a6c26d62b815d482021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-f667b7d456d3acb3e0f42021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-ede149a9baa3d7f48cdb2021-09-24View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0012249
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB028891
KNApSAcK IDC00007469
Chemspider ID388372
KEGG Compound IDC00441
BioCyc IDL-ASPARTATE-SEMIALDEHYDE
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound439235
PDB IDNot Available
ChEBI ID18051
References
General ReferencesNot Available