Showing metabocard for Alpha-Aspartyl-lysine (BMDB0004987)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:14:24 UTC
Update Date2020-04-22 15:15:03 UTC
BMDB IDBMDB0004987
Secondary Accession Numbers
  • BMDB04987
Metabolite Identification
Common NameAlpha-Aspartyl-lysine
DescriptionAspartyllysine, also known as DK or L-alpha-asp-L-lys, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Based on a literature review a small amount of articles have been published on Aspartyllysine.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Alpha-Aspartyl-lysineChEBI
alpha-AspartyllysineChEBI
DKChEBI
L-alpha-Asp-L-lysChEBI
L-Asp-L-lysChEBI
a-Aspartyl-lysineGenerator
Α-aspartyl-lysineGenerator
a-AspartyllysineGenerator
Α-aspartyllysineGenerator
L-a-Asp-L-lysGenerator
L-Α-asp-L-lysGenerator
AspartyllysineChEBI
alpha-Asp-lysHMDB
L-Aspartyl-L-lysineHMDB
N2-L-a-Aspartyl-L-lysineHMDB
N2-L-alpha-Aspartyl-L-lysineHMDB
N-epsilon-(beta-Aspartyl)lysineMeSH, HMDB
beta-Aspartyl-epsilon-lysineMeSH, HMDB
Asp-LysHMDB, MeSH
Aspartate lysine dipeptideHMDB
Aspartate-lysine dipeptideHMDB
Aspartic acid lysine dipeptideHMDB
Aspartic acid-lysine dipeptideHMDB
Aspartyl-lysineHMDB
D-K dipeptideHMDB
DK dipeptideHMDB
L-alpha-Aspartyl-L-lysineHMDB
L-α-Aspartyl-L-lysineHMDB
N2-AspartyllysineHMDB
N2-L-Aspartyl-L-lysineHMDB
N2-L-alpha-AspartyllysineHMDB
N2-L-α-Aspartyl-L-lysineHMDB
N2-L-α-AspartyllysineHMDB
N2-alpha-AspartyllysineHMDB
N2-alpha-L-Aspartyl-L-lysineHMDB
N2-α-AspartyllysineHMDB
N2-α-L-Aspartyl-L-lysineHMDB
alpha-Asp-LysHMDB
alpha-L-Asp-L-LysHMDB
alpha-L-Aspartyl-L-lysineHMDB
α-Asp-LysHMDB
α-L-Asp-L-LysHMDB
α-L-Aspartyl-L-lysineHMDB
Chemical FormulaC10H19N3O5
Average Molecular Weight261.275
Monoisotopic Molecular Weight261.132470733
IUPAC Name(2S)-6-amino-2-[(2S)-2-amino-3-carboxypropanamido]hexanoic acid
Traditional NameL-aspartyl-l-lysine
CAS Registry Number5891-51-0
SMILES
NCCCC[C@H](NC(=O)[C@@H](N)CC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C10H19N3O5/c11-4-2-1-3-7(10(17)18)13-9(16)6(12)5-8(14)15/h6-7H,1-5,11-12H2,(H,13,16)(H,14,15)(H,17,18)/t6-,7-/m0/s1
InChI KeyOAMLVOVXNKILLQ-BQBZGAKWSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • Aspartic acid or derivatives
  • N-acyl-l-alpha-amino acid
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Medium-chain fatty acid
  • Amino fatty acid
  • Dicarboxylic acid or derivatives
  • Fatty amide
  • N-acyl-amine
  • Fatty acyl
  • Fatty acid
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organic oxygen compound
  • Organic oxide
  • Organic nitrogen compound
  • Carbonyl group
  • Organopnictogen compound
  • Amine
  • Primary amine
  • Organonitrogen compound
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
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-4ALOGPS
logP-6.4ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)3.14ChemAxon
pKa (Strongest Basic)10.21ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area155.74 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity61.14 m³·mol⁻¹ChemAxon
Polarizability26.33 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-9110000000-8b8dc801768525722b39View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-01wf-9402000000-1a72823f609599ad4cfdView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-03di-0290000000-027830a818aa8ff300daView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-001i-9200000000-91c7e057bfbe733a021eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-001i-9000000000-e1623e77ca7b3888ddceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002g-1290000000-2dec0edff4c986109982View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dr-9750000000-91f545265e3caa58f1cbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-da0ac6e5b33e2e45c27eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03xr-0290000000-5685db7f9c81e4950e45View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0295-1960000000-2a3bcd0c8b05bda15140View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002b-8900000000-52194486dfd805dfcd05View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0090000000-b1ac2aa01050399fdeb2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-2920000000-9ef037efadfdb8fa2c84View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9400000000-57aff7f2ce790f6800ceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dj-0390000000-2a23f7f9e14b26c56a52View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001j-7940000000-b5a58a78f3b1ba72a5feView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00xr-9300000000-87559a28c6b8de194e95View in MoNA
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0004987
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023571
KNApSAcK IDNot Available
Chemspider ID4932421
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6427003
PDB IDNot Available
ChEBI ID73829
References
Synthesis ReferenceBryant, P. M.; Moore, R. H.; Pimlott, P. J.; Young, G. T. Amino acids and peptides. XIV. Further studies on the synthesis of aspartylpeptides. Journal of the Chemical Society (1959), 3868-73.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available