Showing metabocard for Glutamylalanine (BMDB0003764)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:06:03 UTC
Update Date2020-04-22 15:12:44 UTC
BMDB IDBMDB0003764
Secondary Accession Numbers
  • BMDB03764
Metabolite Identification
Common NameGlutamylalanine
DescriptionGlutamylalanine, also known as alpha-glu-ala or EA, 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 significant number of articles have been published on Glutamylalanine.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
alpha-Glu-alaChEBI
alpha-GlutamylalanineChEBI
EAChEBI
L-alpha-Glu-L-alaChEBI
L-Glu-L-alaChEBI
N-L-alpha-Glutamyl-L-alanineChEBI
a-Glu-alaGenerator
Α-glu-alaGenerator
a-GlutamylalanineGenerator
Α-glutamylalanineGenerator
L-a-Glu-L-alaGenerator
L-Α-glu-L-alaGenerator
N-L-a-Glutamyl-L-alanineGenerator
N-L-Α-glutamyl-L-alanineGenerator
a-L-Glutamyl-L-alanineHMDB
alpha-L-Glutamyl-L-alanineHMDB
Glu-alaHMDB
L-alpha-Glutamyl-L-amino acidHMDB
L-Glutamyl-L-alanineHMDB
Α-L-glu-L-alaHMDB
Α-L-glutamyl-L-alanineHMDB
L-Α-glutamyl-L-alanineHMDB
N-Α-glutamylalanineHMDB
N-Α-L-glutamyl-L-alanineHMDB
N-L-Α-glutamylalanineHMDB
alpha-L-Glu-L-alaHMDB
L-alpha-Glutamyl-L-alanineHMDB
N-alpha-GlutamylalanineHMDB
N-alpha-L-Glutamyl-L-alanineHMDB
N-L-alpha-GlutamylalanineHMDB
4-Amino-N-(1-carboxyethyl)-glutaramic acidHMDB
NSC 334200HMDB
N-GlutamylalanineHMDB
N-L-Glutamyl-L-alanineHMDB
Glutamyl-alanineHMDB
Glutamic acid alanine dipeptideHMDB
Glutamate alanine dipeptideHMDB
Glutamic acid-alanine dipeptideHMDB
Glutamate-alanine dipeptideHMDB
e-a DipeptideHMDB
EA dipeptideHMDB
GlutamylalanineHMDB, ChEBI
Chemical FormulaC8H14N2O5
Average Molecular Weight218.209
Monoisotopic Molecular Weight218.090271559
IUPAC Name(4S)-4-amino-4-{[(1S)-1-carboxyethyl]carbamoyl}butanoic acid
Traditional Nameglutamylalanine
CAS Registry Number21064-18-6
SMILES
C[C@H](NC(=O)[C@@H](N)CCC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C8H14N2O5/c1-4(8(14)15)10-7(13)5(9)2-3-6(11)12/h4-5H,2-3,9H2,1H3,(H,10,13)(H,11,12)(H,14,15)/t4-,5-/m0/s1
InChI KeyJZDHUJAFXGNDSB-WHFBIAKZSA-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
  • Glutamic acid or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-l-alpha-amino acid
  • Alpha-amino acid amide
  • Alanine or derivatives
  • Alpha-amino acid or derivatives
  • Amino fatty acid
  • N-acyl-amine
  • Fatty acyl
  • Fatty acid
  • Dicarboxylic acid or derivatives
  • Fatty amide
  • Amino acid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Carboxylic acid
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
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-3.4ALOGPS
logP-4ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)3.27ChemAxon
pKa (Strongest Basic)8.45ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area129.72 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity48.59 m³·mol⁻¹ChemAxon
Polarizability20.64 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, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ue9-2890000000-c4ee77e01b7d1e1d3383View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f6x-9710000000-fed83af06726ad8e0fc9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-f57412a046d4f71bc28eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-1790000000-2d05f958e7b0df336b72View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9800000000-5337ff8f303b11c163a1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000f-9100000000-bec827e77d19d9072030View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9310000000-5568c656cbd88eec1e21View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f8i-9200000000-179a8f0ba0ceefc9c920View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9100000000-578dc95b4dcb61269358View in MoNA
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
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0003764
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB018687
KNApSAcK IDNot Available
Chemspider ID5360636
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6992506
PDB IDNot Available
ChEBI ID73849
References
Synthesis ReferenceSachs, Howard; Brand, Erwin. Optical rotation of peptides. VIII. Glutamic acid tripeptides. Journal of the American Chemical Society (1954), 76 1811-14.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available