Showing metabocard for Dihydroxyfumaric acid (BMDB0002050)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:50:25 UTC
Update Date2020-04-22 15:09:32 UTC
BMDB IDBMDB0002050
Secondary Accession Numbers
  • BMDB02050
Metabolite Identification
Common NameDihydroxyfumaric acid
DescriptionDihydroxyfumaric acid, also known as dihydroxyfumarate, belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. Based on a literature review a significant number of articles have been published on Dihydroxyfumaric acid.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DihydroxyfumarateGenerator
(2-)DihydroxyfumarateHMDB
(2E)-2,3-Dihydroxybut-2-enedioateHMDB
(2E)-2,3-Dihydroxybut-2-enedioic acidHMDB
3,4,4-Trihydroxy-2-oxobut-3-enoateHMDB
3,4,4-Trihydroxy-2-oxobut-3-enoic acidHMDB
DHFHMDB
Dihydroxy-fumarateGenerator, HMDB
Chemical FormulaC4H4O6
Average Molecular Weight148.071
Monoisotopic Molecular Weight148.00078786
IUPAC Name3,4,4-trihydroxy-2-oxobut-3-enoic acid
Traditional Namedihydroxy-fumaric acid
CAS Registry Number133-38-0
SMILES
OC(O)=C(O)C(=O)C(O)=O
InChI Identifier
InChI=1S/C4H4O6/c5-1(3(7)8)2(6)4(9)10/h5,7-8H,(H,9,10)
InChI KeyKAPRQAPANAEVOD-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassShort-chain keto acids and derivatives
Direct ParentShort-chain keto acids and derivatives
Alternative Parents
Substituents
  • Short-chain keto acid
  • Hydroxy fatty acid
  • Alpha-keto acid
  • Fatty acyl
  • Alpha-branched alpha,beta-unsaturated-ketone
  • Unsaturated fatty acid
  • Acryloyl-group
  • Alpha-hydroxy ketone
  • Vinylogous acid
  • Alpha,beta-unsaturated ketone
  • Enone
  • Ketone
  • Carboxylic acid derivative
  • Carboxylic acid
  • Polyol
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • 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 Solubility2.96 mg/mL at 12 °CNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.4ALOGPS
logP-0.0088ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)2.01ChemAxon
pKa (Strongest Basic)-5.2ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area115.06 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity37.86 m³·mol⁻¹ChemAxon
Polarizability10.97 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0005-9300000000-56c3b4199e1a3f8a28d1View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-00xr-9338200000-334075a41d8c5778e4bbView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001j-1900000000-12da6295b11ba9335f0aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0kmi-9600000000-388812a211dbdb3401d8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ab9-9000000000-4881d65faf0696f1986bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-3900000000-ea7ceae9f3953d2b9feaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-6900000000-af79222d5a15e48fa3f8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9100000000-63cd9244350df0dee62fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-3900000000-6a905821b40d13da66c3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pb9-9300000000-3df4e28780a888ec55cfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-d6772050be074a7ab1d9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f89-4900000000-023a88c1e91b850b6bd5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-559e64db799bd1ee1af6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-ec0c495a1c047718ac5dView in MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0002050
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022816
KNApSAcK IDNot Available
Chemspider ID8299
KEGG Compound IDC00975
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6460
PubChem Compound8618
PDB IDNot Available
ChEBI ID4593
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available