Showing metabocard for N-Acetylaspartylglutamic acid (BMDB0001067)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:40:41 UTC
Update Date2020-05-11 20:38:36 UTC
BMDB IDBMDB0001067
Secondary Accession Numbers
  • BMDB01067
Metabolite Identification
Common NameN-Acetylaspartylglutamic acid
DescriptionN-Acetylaspartylglutamic acid, also known as a-spaglumic acid or NAAG, 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. N-Acetylaspartylglutamic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
N-AcetylaspartylglutamateGenerator
2-({3-carboxy-1-hydroxy-2-[(1-hydroxyethylidene)amino]propylidene}amino)pentanedioateHMDB
a-Spaglumic acidHMDB
Acetyl-a-L-aspartylglutamic acidHMDB
Acetyl-alpha-L-aspartylglutamic acidHMDB
alpha-Spaglumic acidHMDB
Isospaglumic acidHMDB
N-(N-Acetylaspartyl)glutamic acidHMDB
N-Acetyl-a-aspartylglutamic acidHMDB
N-Acetyl-a-L-aspartyl-L-glutamic acidHMDB
N-Acetyl-alpha-aspartylglutamic acidHMDB
N-Acetyl-alpha-L-aspartyl-L-glutamic acidHMDB
N-Acetyl-L-aspartyl-L-glutamic acidHMDB
NAAGHMDB
Chemical FormulaC11H16N2O8
Average Molecular Weight304.2533
Monoisotopic Molecular Weight304.090665498
IUPAC Name2-(3-carboxy-2-acetamidopropanamido)pentanedioic acid
Traditional Name2-(3-carboxy-2-acetamidopropanamido)pentanedioic acid
CAS Registry Number3106-85-2
SMILES
CC(=O)NC(CC(O)=O)C(=O)NC(CCC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C11H16N2O8/c1-5(14)12-7(4-9(17)18)10(19)13-6(11(20)21)2-3-8(15)16/h6-7H,2-4H2,1H3,(H,12,14)(H,13,19)(H,15,16)(H,17,18)(H,20,21)
InChI KeyOPVPGKGADVGKTG-UHFFFAOYSA-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
  • Aspartic acid or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • N-substituted-alpha-amino acid
  • Alpha-amino acid or derivatives
  • Tricarboxylic acid or derivatives
  • Fatty amide
  • Fatty acyl
  • N-acyl-amine
  • Acetamide
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
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-1.1ALOGPS
logP-2.3ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)3.13ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area170.1 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity64.06 m³·mol⁻¹ChemAxon
Polarizability27 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0001067
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022406
KNApSAcK IDNot Available
Chemspider ID5065
KEGG Compound IDC12270
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkN-Acetylaspartylglutamic acid
METLIN IDNot Available
PubChem Compound5255
PDB IDNot Available
ChEBI ID95120
References
Synthesis ReferenceMarchetti, Enzo; Mattalia, Gabriele; Curatolo, Francesco; Bergesi, Giuseppe. Structure and synthesis of the natural dipeptides N-acetyl-b-L-aspartyl-L-glutamic acid and its isomer N-acetyl-a-L-aspartyl-L-glutamic acid. Annali di Chimica (Rome, Italy) (1967), 57(6), 624-31.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available