Showing metabocard for Formiminoglutamic acid (BMDB0000854)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 22:37:33 UTC
Update Date2020-05-21 16:28:38 UTC
BMDB IDBMDB0000854
Secondary Accession Numbers
  • BMDB00854
Metabolite Identification
Common NameFormiminoglutamic acid
DescriptionFormiminoglutamic acid, also known as N-formimino-L-glutamate or formiminoglutamic acid, 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. Formiminoglutamic acid is possibly soluble (in water) and a very strong basic compound (based on its pKa). Formiminoglutamic acid exists in all living organisms, ranging from bacteria to humans. Formiminoglutamic acid participates in a number of enzymatic reactions, within cattle. In particular, Formiminoglutamic acid can be biosynthesized from 4-imidazolone-5-propionic acid through the action of the enzyme probable imidazolonepropionase. In addition, Tetrahydrofolic acid and formiminoglutamic acid can be converted into 5-formiminotetrahydrofolic acid and L-glutamic acid; which is mediated by the enzyme formimidoyltransferase-cyclodeaminase. In cattle, formiminoglutamic acid is involved in the metabolic pathway called the histidine metabolism pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
N-Formimidoyl-L-glutamateChEBI
N-Formimino-L-glutamateChEBI
N-Formimidoyl-L-glutamic acidGenerator
N-Formimino-L-glutamic acidGenerator
FormiminoglutamateGenerator
Formimino-gluHMDB
Formimino-L-glutamateHMDB
Formimino-L-glutamic acidHMDB
N-(Iminomethyl)-L-glutamic acidHMDB
N-Formimidoyl-glutamic acidHMDB
N-Formimino-glutamateHMDB
Acid, formiminoglutamicHMDB
FIGLUHMDB
Chemical FormulaC6H10N2O4
Average Molecular Weight174.1546
Monoisotopic Molecular Weight174.064056818
IUPAC Name(2S)-2-methanimidamidopentanedioic acid
Traditional NameN-formimino-L-glutamate
CAS Registry Number816-90-0
SMILES
OC(=O)CC[C@H](NC=N)C(O)=O
InChI Identifier
InChI=1S/C6H10N2O4/c7-3-8-4(6(11)12)1-2-5(9)10/h3-4H,1-2H2,(H2,7,8)(H,9,10)(H,11,12)/t4-/m0/s1
InChI KeyNRXIKWMTVXPVEF-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
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Amidine
  • Carboxylic acid amidine
  • Carboxylic acid
  • Carboximidamide
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Formamidine
  • Organooxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic oxide
  • Organopnictogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
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-1.3ALOGPS
logP-2.8ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)2.49ChemAxon
pKa (Strongest Basic)10.88ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area110.48 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity48.71 m³·mol⁻¹ChemAxon
Polarizability15.61 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0000854
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022280
KNApSAcK IDNot Available
Chemspider ID388370
KEGG Compound IDC00439
BioCyc IDN-FORMIMINO-L-GLUTAMATE
BiGG ID34986
Wikipedia LinkFormiminoglutamic acid
METLIN ID5817
PubChem Compound439233
PDB IDNot Available
ChEBI ID7274
References
Synthesis ReferenceTabor, Herbert; Rabinowitz, Jesse C. Insts. Formiminoglycine, formimino-L-aspartic acid, and formimino-L-glutamic acid.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Probable imidazolonepropionase
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
Not Available
Gene Name:
AMDHD1
Uniprot ID:
A5PJV3
Molecular weight:
46749.0
Reactions
4-Imidazolone-5-propionic acid + Water → Formiminoglutamic aciddetails
Enzyme Details
2. Formimidoyltransferase cyclodeaminase
General function:
Not Available
Specific function:
Not Available
Gene Name:
FTCD
Uniprot ID:
F1MNA6
Molecular weight:
60005.0
Reactions
Tetrahydrofolic acid + Formiminoglutamic acid → 5-Formiminotetrahydrofolic acid + L-Glutamic aciddetails