Showing metabocard for N-Formyl-L-glutamic acid (BMDB0003470)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:04:52 UTC
Update Date2020-04-22 15:12:22 UTC
BMDB IDBMDB0003470
Secondary Accession Numbers
  • BMDB03470
Metabolite Identification
Common NameN-Formyl-L-glutamic acid
DescriptionN-Formyl-L-glutamic acid, also known as N-formyl-L-glutamate, 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. N-Formyl-L-glutamic acid is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). N-Formyl-L-glutamic acid exists in all living organisms, ranging from bacteria to humans. Tetrahydrofolic acid and N-formyl-L-glutamic acid can be biosynthesized from N5-formyl-THF and L-glutamic acid; which is mediated by the enzyme formimidoyltransferase-cyclodeaminase. In cattle, N-formyl-L-glutamic acid is involved in the metabolic pathway called the folate metabolism pathway.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(2S)-2-(Formylamino)pentanedioic acidChEBI
N-Formyl-L-glutamateChEBI
(2S)-2-(Formylamino)pentanedioateGenerator
N-Formylglutamate, ion(2-)MeSH
N-FormylglutamateMeSH
(2S)-2-FormamidopentanedioateHMDB
(2S)-2-Formamidopentanedioic acidHMDB
Chemical FormulaC6H9NO5
Average Molecular Weight175.1394
Monoisotopic Molecular Weight175.048072403
IUPAC Name(2S)-2-formamidopentanedioic acid
Traditional NameN-formyl-L-glutamic acid
CAS Registry Number1681-96-5
SMILES
OC(=O)CC[C@H](NC=O)C(O)=O
InChI Identifier
InChI=1S/C6H9NO5/c8-3-7-4(6(11)12)1-2-5(9)10/h3-4H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t4-/m0/s1
InChI KeyADZLWSMFHHHOBV-BYPYZUCNSA-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
  • N-acyl-l-alpha-amino acid
  • N-formyl-alpha-amino acid
  • N-formyl-alpha amino acid or derivatives
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid
  • Organopnictogen compound
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • 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-0.86ALOGPS
logP-1.2ChemAxon
logS-0.85ALOGPS
pKa (Strongest Acidic)3.3ChemAxon
pKa (Strongest Basic)-0.91ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area103.7 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity36.24 m³·mol⁻¹ChemAxon
Polarizability15.42 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0003470
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023180
KNApSAcK IDNot Available
Chemspider ID388496
KEGG Compound IDC01045
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6939
PubChem Compound439376
PDB IDNot Available
ChEBI ID48309
References
Synthesis ReferenceBorek, Blanche Ann; Waelsch, Heinrich. The enzymic degradation of histidine. Journal of Biological Chemistry (1953), 205 459-74.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available