Record Information
Version1.0
Creation date2011-09-21 00:22:01 UTC
Update date2015-07-21 06:57:26 UTC
Primary IDFDB022938
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-Hydroxy-L-glutamic acid
Description4-Hydroxy-L-glutamic acid is an intermediate in the metabolism of gamma-hydroxyglutamic acid. Specifically 4-Hydroxy-L-glutamic acid combines with 2-oxoglutarate to produce 4-hydroxy-2-oxoglutarate and glutamate. The reaction can be described as: 4-Hydroxy-L-glutamate + 2-Oxoglutarate <=> 4-Hydroxy-2-oxoglutarate + L-Glutamate. This reaction is catalyzed by 4-hydroxyglutamate aminotransferase (PMID 13948827). [HMDB]
CAS Number2485-33-8
Structure
Thumb
Synonyms
SynonymSource
(2S)-2-Amino-4-hydroxypentanedioateChEBI
(2S)-2-Amino-4-hydroxypentanedioic acidGenerator
4-Hydroxy-L-glutamateGenerator
erythro-4-HydroxyglutamateHMDB
L-erythro-4-Hydroxy-glutamateHMDB
L-erythro-4-HydroxyglutamateHMDB
(2S)-2-amino-4-hydroxypentanedioatehmdb
(2S)-2-amino-4-hydroxypentanedioic acidhmdb
4-hydroxy-L-glutamatehmdb
4-Hydroxy-L-glutamic acidhmdb
erythro-4-hydroxyglutamatehmdb
L-erythro-4-hydroxy-glutamatehmdb
Predicted Properties
PropertyValueSource
Water Solubility565 g/LALOGPS
logP-1.5ALOGPS
logP-4.2ChemAxon
logS0.46ALOGPS
pKa (Strongest Acidic)1.68ChemAxon
pKa (Strongest Basic)9.16ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area126.51 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity54.41 m³·mol⁻¹ChemAxon
Polarizability13.35 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC5H7NO5
IUPAC name(2S)-2-amino-4-hydroxypentanedioate
InChI IdentifierInChI=1S/C5H9NO5/c6-2(4(8)9)1-3(7)5(10)11/h2-3,7H,1,6H2,(H,8,9)(H,10,11)/p-2/t2-,3?/m0/s1
InChI KeyHBDWQSHEVMSFGY-SCQFTWEKSA-L
Isomeric SMILESN[C@@H](CC(O)C([O-])=O)C([O-])=O
Average Molecular Weight161.1128
Monoisotopic Molecular Weight161.032422339
Classification
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
  • L-alpha-amino acid
  • Amino fatty acid
  • Hydroxy fatty acid
  • Short-chain hydroxy acid
  • Dicarboxylic acid or derivatives
  • Fatty acyl
  • Fatty acid
  • 1,3-aminoalcohol
  • Amino acid
  • Secondary alcohol
  • Carboxylic acid
  • Organic nitrogen compound
  • Alcohol
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Organic anion
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
SpectraNot Available
ChemSpider ID4573749
ChEMBL IDNot Available
KEGG Compound IDC03079
Pubchem Compound ID5460078
Pubchem Substance IDNot Available
ChEBI ID16338
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB02273
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID1447439
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Aspartate aminotransferase, cytoplasmicGOT1P17174
Aspartate aminotransferase, mitochondrialGOT2P00505
Pathways
NameSMPDB LinkKEGG Link
Arginine and Proline MetabolismSMP00020 map00330
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference