Showing metabocard for 2-Keto-glutaramic acid (BMDB0001552)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:47:35 UTC
Update Date2020-04-22 15:08:41 UTC
BMDB IDBMDB0001552
Secondary Accession Numbers
  • BMDB01552
Metabolite Identification
Common Name2-Keto-glutaramic acid
Description2-Keto-glutaramic acid, also known as 2-ketoglutaramate, belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. 2-Keto-glutaramic acid is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Keto-glutaramic acid exists in all living species, ranging from bacteria to humans.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-KetoglutaramateChEBI
alpha-KetoglutaramateChEBI
2-Ketoglutaramic acidGenerator
2-keto-GlutaramateGenerator, HMDB
a-KetoglutaramateGenerator
a-Ketoglutaramic acidGenerator
alpha-Ketoglutaramic acidGenerator
α-KetoglutaramateGenerator
α-Ketoglutaramic acidGenerator
2-OxoglutaramateHMDB, Generator
2-Oxoglutaramic acidKEGG
4-Oxoglutaramic acidHMDB
5-Amino-2,5-dioxopentanoic acidHMDB
Chemical FormulaC5H7NO4
Average Molecular Weight145.1134
Monoisotopic Molecular Weight145.037507717
IUPAC Name4-carbamoyl-2-oxobutanoic acid
Traditional Name2-keto-glutaramate
CAS Registry Number18465-19-5
SMILES
NC(=O)CCC(=O)C(O)=O
InChI Identifier
InChI=1S/C5H7NO4/c6-4(8)2-1-3(7)5(9)10/h1-2H2,(H2,6,8)(H,9,10)
InChI KeyCOJBGNAUUSNXHX-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassShort-chain keto acids and derivatives
Direct ParentShort-chain keto acids and derivatives
Alternative Parents
Substituents
  • Short-chain keto acid
  • Alpha-keto acid
  • Fatty acyl
  • Fatty amide
  • Alpha-hydroxy ketone
  • Carboxamide group
  • Primary carboxylic acid amide
  • Ketone
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Membrane
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-1.4ALOGPS
logP-0.92ChemAxon
logS-0.74ALOGPS
pKa (Strongest Acidic)2.97ChemAxon
pKa (Strongest Basic)-1.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area97.46 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity30.71 m³·mol⁻¹ChemAxon
Polarizability12.56 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cell membrane
  • Membrane
Biospecimen Locations
  • Milk
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
MilkDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
MilkDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0001552
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022686
KNApSAcK IDNot Available
Chemspider ID47
KEGG Compound IDC00940
BioCyc ID2-KETO-GLUTARAMATE
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6318
PubChem Compound48
PDB IDNot Available
ChEBI ID30882
References
Synthesis ReferenceLalonde, James J. Synthesis of 2-oxoglutaramate from L-glutamine. U.S. Pat. Appl. Publ. (2003), 7 pp.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Qian L, Zhao A, Zhang Y, Chen T, Zeisel SH, Jia W, Cai W: Metabolomic Approaches to Explore Chemical Diversity of Human Breast-Milk, Formula Milk and Bovine Milk. Int J Mol Sci. 2016 Dec 17;17(12). pii: ijms17122128. doi: 10.3390/ijms17122128. [PubMed:27999311 ]
  2. Pan L, Yu J, Mi Z, Mo L, Jin H, Yao C, Ren D, Menghe B: A Metabolomics Approach Uncovers Differences between Traditional and Commercial Dairy Products in Buryatia (Russian Federation). Molecules. 2018 Mar 22;23(4). pii: molecules23040735. doi: 10.3390/molecules23040735. [PubMed:29565828 ]