Showing metabocard for (E)-2-Methylglutaconic acid (BMDB0002266)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:53:21 UTC
Update Date2020-04-22 15:10:25 UTC
BMDB IDBMDB0002266
Secondary Accession Numbers
  • BMDB02266
Metabolite Identification
Common Name(E)-2-Methylglutaconic acid
Description(E)-2-Methylglutaconic acid belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. Based on a literature review a small amount of articles have been published on (E)-2-Methylglutaconic acid.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(e)-2-MethylglutaconateGenerator
(e)-2-Methyl-2-pentenedioateHMDB
(e)-2-Methyl-2-pentenedioic acidHMDB
trans-2-MethylglutaconateHMDB
trans-2-Methylglutaconic acidHMDB
1-Methyl-1-propene-1,3-dicarboxylic acidMeSH, HMDB
2-Methylglutaconic acidMeSH, HMDB
2E-Methyl-glutaconateGenerator, HMDB
(e)-2-Methylglutaconic acidMeSH
Chemical FormulaC6H8O4
Average Molecular Weight144.1253
Monoisotopic Molecular Weight144.042258744
IUPAC Name(2E)-2-methylpent-2-enedioic acid
Traditional Name2E-methyl-glutaconic acid
CAS Registry Number53358-21-7
SMILES
C\C(=C/CC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C6H8O4/c1-4(6(9)10)2-3-5(7)8/h2H,3H2,1H3,(H,7,8)(H,9,10)/b4-2+
InChI KeyJKGHDBJDBRBRNA-DUXPYHPUSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMethyl-branched fatty acids
Alternative Parents
Substituents
  • Methyl-branched fatty acid
  • Unsaturated fatty acid
  • Dicarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • 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
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.3ALOGPS
logP0.44ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)3.84ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity33.59 m³·mol⁻¹ChemAxon
Polarizability13.13 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0002266
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022936
KNApSAcK IDNot Available
Chemspider ID4897953
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6584
PubChem Compound6368126
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceKagan, Jacques; Tolentino, Luisito; Ettlinger, Martin G. Solution of a classical problem. Tautomerism and isomerism in the a-methylglutaconic acid series. Journal of Organic Chemistry (1975), 40(21), 3085-93.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available