Record Information
Version1.0
Creation date2011-09-21 00:09:09 UTC
Update date2020-09-17 15:38:38 UTC
Primary IDFDB022146
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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 is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Glutaconic acid exists in all living organisms, ranging from bacteria to humans. Glutaconic acid is a potentially toxic compound. Glutaconic acid, with regard to humans, has been linked to the inborn metabolic disorder glutaric aciduria I. The (E)-isomer of glutaconic acid.
CAS Number1724-02-3
Structure
Thumb
Synonyms
SynonymSource
(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
(E)-2-Pentenedioatehmdb
(E)-2-Pentenedioic acidhmdb
(E)-Glutaconatehmdb
(E)-Glutaconic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility17.6 g/LALOGPS
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 FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H6O4
IUPAC name(2E)-pent-2-enedioic acid
InChI IdentifierInChI=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
Isomeric SMILESOC(=O)C\C=C\C(O)=O
Average Molecular Weight130.0987
Monoisotopic Molecular Weight130.02660868
Classification
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
Physiological effect

Health effect:

Disposition

Source:

Biological location:

Process

Naturally occurring process:

Role

Indirect biological role:

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSGlutaconic acid, non-derivatized, GC-MS Spectrumsplash10-0002-3930000000-d1b6e04bed9f3de84afaSpectrum
GC-MSGlutaconic acid, non-derivatized, GC-MS Spectrumsplash10-0002-3910000000-02c8fdec1f78bd5117e2Spectrum
GC-MSGlutaconic acid, non-derivatized, GC-MS Spectrumsplash10-0002-3930000000-d1b6e04bed9f3de84afaSpectrum
GC-MSGlutaconic acid, non-derivatized, GC-MS Spectrumsplash10-0002-3910000000-02c8fdec1f78bd5117e2Spectrum
GC-MSGlutaconic acid, non-derivatized, GC-MS Spectrumsplash10-0002-3930000000-d1b6e04bed9f3de84afaSpectrum
GC-MSGlutaconic acid, non-derivatized, GC-MS Spectrumsplash10-0002-3910000000-02c8fdec1f78bd5117e2Spectrum
GC-MSGlutaconic acid, non-derivatized, GC-MS Spectrumsplash10-0002-3930000000-d1b6e04bed9f3de84afaSpectrum
GC-MSGlutaconic acid, non-derivatized, GC-MS Spectrumsplash10-0002-3910000000-02c8fdec1f78bd5117e2Spectrum
Predicted GC-MSGlutaconic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001r-9100000000-42f59aea4f8e6bb8ab57Spectrum
Predicted GC-MSGlutaconic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05g0-8920000000-733f5a9f839df29bff69Spectrum
Predicted GC-MSGlutaconic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSGlutaconic acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSGlutaconic acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSGlutaconic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSGlutaconic acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSGlutaconic acid, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-000i-9000000000-6fb6cc9ab31410b273f1Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-000f-9000000000-b9c27f4002ce9f12f916Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-000f-9100000000-d627e3ddfe858b1b331dSpectrum
MS/MSLC-MS/MS Spectrum - QTOF 7V, positivesplash10-000i-9100000000-ab58b5793b44b9bf9179Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 10V, positivesplash10-00ds-9100000000-d837a612ccd5753681feSpectrum
MS/MSLC-MS/MS Spectrum - QTOF 15V, positivesplash10-00ds-9000000000-297bd6690b68056be798Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 17V, positivesplash10-006t-9000000000-fcf4434d16f307cff090Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, positivesplash10-03di-2900000000-2e649f3de9cd6e527eb8Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, positivesplash10-03di-4900000000-49e2416d6fb162ad2653Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, positivesplash10-03dr-6900000000-de40796dc1578c547169Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, positivesplash10-01p9-9700000000-5d5dcebba638d34e8facSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-01p9-9400000000-eb38aa127f9847501c88Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-000i-9300000000-cd256964e84b2c9e7330Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-000i-9100000000-ec0b1e5f63f16ae5f6baSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-000i-9100000000-225d56adbb31a91aea12Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-000i-9100000000-f7162d7b901bcae643baSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-000i-9000000000-fa9f8d6b587fca352dd5Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-000i-9000000000-77c952cabb0213b55f1eSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-0079-9000000000-e0422714c30ca69f9b7eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03e9-3900000000-f982ee0bd6ebcaf33bbeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01q0-9500000000-90dd8c522781e5da5ebbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00n0-9000000000-e56400244a361d348a1fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-1900000000-ad86855e24f296413178Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01t9-4900000000-30e4a1adead132f7de92Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-47a3aa8cf8913cc4d70eSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID4444138
ChEMBL IDCHEMBL557347
KEGG Compound IDC02214
Pubchem Compound ID5280498
Pubchem Substance IDNot Available
ChEBI ID24309
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB61185
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDGlutaconic acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference