You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2009-04-06 16:21:45 UTC
Update Date2020-03-09 16:55:28 UTC
HMDB IDHMDB0012250
Secondary Accession Numbers
  • HMDB12250
Metabolite Identification
Common NameL-Aspartyl-4-phosphate
DescriptionL-Aspartyl-4-phosphate belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from a reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. L-Aspartyl-4-phosphate is a very strong basic compound (based on its pKa). L-Aspartyl-4-phosphate is involved in both the lysine biosynthesis I and homoserine biosynthesis pathways. L-Aspartyl-4-phosphate is produced from a reaction between L-aspartate and ATP, with ADP as a byproduct. The reaction is catalyzed by aspartate kinase. L-Aspartyl-4-phosphate reacts with NADPH to produce phosphate, L-aspartate-semialdehyde, and NADP+. Aspartate-semialdehyde dehydrogenase catalyzes this reaction.
Structure
Data?1583772928
Synonyms
ValueSource
L-4-Aspartyl phosphateChEBI
L-Aspart-4-yl phosphateChEBI
L-4-Aspartyl phosphoric acidGenerator
L-Aspart-4-yl phosphoric acidGenerator
Phosphoaspartic acidGenerator
Aspartyl phosphateMeSH
beta-Aspartyl phosphateMeSH
4-Phospho-L-aspartic acidGenerator
4-Phospho-L-aspartateGenerator
(2S)-2-Amino-4-oxo-4-(phosphonooxy)butanoic acidHMDB
4-Phosphonato-L-aspartateHMDB
L-Aspartyl beta-phosphateHMDB
L-Aspartyl β-phosphateHMDB
L-Aspartyl-4-PHMDB
L-Aspartyl-4-phosphateHMDB
L-Aspartyl-beta-phosphateHMDB
L-Aspartyl-β-phosphateHMDB
L-beta-Aspartyl-PHMDB
L-beta-Aspartyl-phosphateHMDB
L-β-Aspartyl-PHMDB
L-β-Aspartyl-phosphateHMDB
beta-L-Aspartyl phosphateHMDB
β-Aspartyl phosphateHMDB
β-L-Aspartyl phosphateHMDB
Chemical FormulaC4H8NO7P
Average Molecular Weight213.0826
Monoisotopic Molecular Weight213.003838127
IUPAC Name(2S)-2-amino-4-oxo-4-(phosphonooxy)butanoic acid
Traditional Nameaspartyl phosphate
CAS Registry Number22138-53-0
SMILES
N[C@@H](CC(=O)OP(O)(O)=O)C(O)=O
InChI Identifier
InChI=1S/C4H8NO7P/c5-2(4(7)8)1-3(6)12-13(9,10)11/h2H,1,5H2,(H,7,8)(H2,9,10,11)/t2-/m0/s1
InChI KeyIXZNKTPIYKDIGG-REOHCLBHSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAspartic acid and derivatives
Alternative Parents
Substituents
  • Aspartic acid or derivatives
  • Alpha-amino acid
  • L-alpha-amino acid
  • Acyl monophosphate
  • Acyl phosphate
  • Dicarboxylic acid or derivatives
  • Organic phosphoric acid derivative
  • Fatty acid
  • Carboxylic acid salt
  • Amino acid
  • Carboxylic acid
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organic oxide
  • Organic nitrogen compound
  • Organopnictogen compound
  • Carbonyl group
  • Amine
  • Organic oxygen compound
  • Organic salt
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

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
Water Solubility13.2 g/LALOGPS
logP-1.9ALOGPS
logP-3.4ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)1.08ChemAxon
pKa (Strongest Basic)8.6ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area147.15 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity37.69 m³·mol⁻¹ChemAxon
Polarizability16.08 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9100000000-a1228d9e19b509003dabSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kb-5910000000-922e9c4170d8c8b3a82eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00xs-9400000000-136ddd947143dbaa3604Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-f6bd39834e4c4068a518Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-9120000000-3c9abfbc799f15bf7531Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-988aefb0bcb1d498234eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-3845ebba5ef8ddf56b40Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNot Available details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01857
Phenol Explorer Compound IDNot Available
FooDB IDFDB028892
KNApSAcK IDC00007471
Chemspider ID134354
KEGG Compound IDC03082
BioCyc IDL-BETA-ASPARTYL-P
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound152441
PDB IDNot Available
ChEBI ID15836
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available