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Record Information
Version1.0
Creation Date2016-09-30 22:53:26 UTC
Update Date2020-05-11 20:40:01 UTC
BMDB IDBMDB0002273
Secondary Accession Numbers
  • BMDB02273
Metabolite Identification
Common Name4-Hydroxy-L-glutamic acid
Description4-Hydroxy-L-glutamic acid, also known as 4-hydroxy-L-glutamate or erythro-L-bhga, belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 4-Hydroxy-L-glutamic acid is possibly soluble (in water) and a very strong basic compound (based on its pKa). 4-Hydroxy-L-glutamic acid exists in all living organisms, ranging from bacteria to humans. 4-Hydroxy-L-glutamic acid participates in a number of enzymatic reactions, within cattle. In particular, 4-Hydroxy-L-glutamic acid can be biosynthesized from pyrroline hydroxycarboxylic acid through the action of the enzyme Delta-1-pyrroline-5-carboxylate dehydrogenase, mitochondrial. In addition, 4-Hydroxy-L-glutamic acid can be converted into L-4-hydroxyglutamate semialdehyde through the action of the enzyme proline dehydrogenase 1, mitochondrial. In cattle, 4-hydroxy-L-glutamic acid is involved in the metabolic pathway called the arginine and proline metabolism pathway.
Structure
Thumb
Synonyms
ValueSource
4-Hydroxy-L-glutamateGenerator
beta-HydroxyglutamateHMDB
beta-Hydroxyglutamic acidHMDB
Erythro-L-bhgaHMDB
Hydroxyglutamic acid, (DL)-isomerHMDB
Hydroxyglutamic acid, erythro-(DL)-isomerHMDB
Hydroxyglutamic acid, erythro-(L)-isomerHMDB
Hydroxyglutamic acid, sodium saltHMDB
Threo-L-bhgaHMDB
Chemical FormulaC5H9NO5
Average Molecular Weight163.129
Monoisotopic Molecular Weight163.048072394
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number2485-33-8
SMILESNot Available
InChI Identifier
InChI=1S/C5H9NO5/c6-2(4(8)9)1-3(7)5(10)11/h2-3,7H,1,6H2,(H,8,9)(H,10,11)
InChI KeyHBDWQSHEVMSFGY-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic 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 ParentGlutamic acid and derivatives
Alternative Parents
Substituents
  • Glutamic acid or derivatives
  • Alpha-amino acid
  • Amino fatty acid
  • Hydroxy fatty acid
  • Short-chain hydroxy acid
  • Alpha-hydroxy acid
  • Dicarboxylic acid or derivatives
  • Hydroxy acid
  • Fatty acid
  • Fatty acyl
  • 1,3-aminoalcohol
  • Secondary alcohol
  • Amino acid
  • Carboxylic acid
  • Primary amine
  • Primary aliphatic amine
  • Organopnictogen compound
  • Alcohol
  • Organonitrogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Amine
  • Organic oxide
  • Organic nitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • 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 PropertiesNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Liver
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
LiverExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Abnormal Concentrations
Not Available
HMDB IDHMDB0002273
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022938
KNApSAcK IDNot Available
Chemspider ID816
KEGG Compound IDC03079
BioCyc IDL-ERYTHRO-4-HYDROXY-GLUTAMATE
BiGG ID1447439
Wikipedia LinkNot Available
METLIN ID6586
PubChem Compound5460078
PDB IDNot Available
ChEBI ID16338
References
Synthesis ReferenceDucrocq, Claire; Decottignies-Le Marechal, Paulette; Azerad, Robert. Synthesis of L-glutamic acid stereospecifically labeled at C-4 with deuterium. Journal of Labelled Compounds and Radiopharmaceuticals (1985), 22(1), 61-70.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available