Showing metabocard for Glutaconic acid (BMDB0000620)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:33:42 UTC
Update Date2020-04-22 15:04:26 UTC
BMDB IDBMDB0000620
Secondary Accession Numbers
  • BMDB00620
Metabolite Identification
Common NameGlutaconic acid
DescriptionGlutaconic acid, also known as (e)-glutaconate or pentenedioate, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Glutaconic acid exists in all living organisms, ranging from bacteria to humans. Glutaconic acid, with regard to humans, has been linked to the inborn metabolic disorder glutaric aciduria I. Based on a literature review a significant number of articles have been published on Glutaconic acid.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(e)-GlutaconateChEBI
trans-GlutaconateChEBI
trans-Glutaconic acidChEBI
(e)-Glutaconic acidGenerator
GlutaconateGenerator
(e)-2-PentenedioateHMDB
(e)-2-Pentenedioic acidHMDB
1,3-PropenedicarboxylateHMDB
1,3-Propenedicarboxylic acidHMDB
1-Propene-1,3-dicarboxylateHMDB
1-Propene-1,3-dicarboxylic acidHMDB
PentenedioateHMDB
Pentenedioic acidHMDB
Glutaconic acid, (e)-isomerHMDB
2-PentendioateHMDB
2-Pentenedioic acidHMDB
Glutaconic acidHMDB
Chemical FormulaC5H6O4
Average Molecular Weight130.0987
Monoisotopic Molecular Weight130.02660868
IUPAC Name(2E)-pent-2-enedioic acid
Traditional Nameglutaconic acid
CAS Registry Number1724-02-3
SMILES
OC(=O)C\C=C\C(O)=O
InChI Identifier
InChI=1S/C5H6O4/c6-4(7)2-1-3-5(8)9/h1-2H,3H2,(H,6,7)(H,8,9)/b2-1+
InChI KeyXVOUMQNXTGKGMA-OWOJBTEDSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassDicarboxylic acids and derivatives
Direct ParentDicarboxylic acids and derivatives
Alternative Parents
Substituents
  • Fatty acyl
  • Fatty acid
  • Unsaturated fatty acid
  • Dicarboxylic acid or derivatives
  • Carboxylic acid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point133 - 135 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.05ALOGPS
logP0.044ChemAxon
logS-0.87ALOGPS
pKa (Strongest Acidic)3.69ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity29.23 m³·mol⁻¹ChemAxon
Polarizability11.36 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 LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0000620
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022146
KNApSAcK IDC00052288
Chemspider ID4444138
KEGG Compound IDC02214
BioCyc IDGLUTACONATE
BiGG IDNot Available
Wikipedia LinkGlutaconic_acid
METLIN ID5593
PubChem Compound5280498
PDB IDNot Available
ChEBI ID15670
References
Synthesis ReferenceSchwarz, Siegfried; Bohn, Helmut; Schmidt, Dieter; Kulpa, Manfred; Spakowski, Horst; Becker, Manfred. Glutaconic acid. Ger. (East) (1967), 2 pp.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available