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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:41:38 UTC
Update Date2023-02-21 17:20:03 UTC
HMDB IDHMDB0031210
Secondary Accession Numbers
  • HMDB31210
Metabolite Identification
Common NameZymonic acid
DescriptionZymonic acid, also known as zymonate, belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. Based on a literature review a significant number of articles have been published on Zymonic acid.
Structure
Data?1677000003
Synonyms
ValueSource
ZymonateGenerator
2,5-Dihydro-4-hydroxy-2-methyl-5-oxo-2-furancarboxylic acid, 9ciHMDB
4-Hydroxy-2-methyl-5-oxo-2,5-dihydrofuran-2-carboxylateHMDB
Chemical FormulaC6H6O5
Average Molecular Weight158.1088
Monoisotopic Molecular Weight158.021523302
IUPAC Name4-hydroxy-2-methyl-5-oxo-2,5-dihydrofuran-2-carboxylic acid
Traditional Name4-hydroxy-2-methyl-5-oxofuran-2-carboxylic acid
CAS Registry Number24891-71-2
SMILES
CC1(OC(=O)C(O)=C1)C(O)=O
InChI Identifier
InChI=1S/C6H6O5/c1-6(5(9)10)2-3(7)4(8)11-6/h2,7H,1H3,(H,9,10)
InChI KeyFMOWGHRAYUFXIG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDihydrofurans
Sub ClassFuranones
Direct ParentButenolides
Alternative Parents
Substituents
  • 2-furanone
  • Dicarboxylic acid or derivatives
  • Enoate ester
  • Alpha,beta-unsaturated carboxylic ester
  • Carboxylic acid ester
  • Lactone
  • Enol
  • Carboxylic acid
  • Carboxylic acid derivative
  • Oxacycle
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility1000000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility172 g/LALOGPS
logP-0.15ALOGPS
logP0.14ChemAxon
logS0.04ALOGPS
pKa (Strongest Acidic)3.15ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area83.83 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity33.76 m³·mol⁻¹ChemAxon
Polarizability13.23 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+127.93930932474
DeepCCS[M-H]-124.1130932474
DeepCCS[M-2H]-161.63830932474
DeepCCS[M+Na]+137.17730932474
AllCCS[M+H]+132.932859911
AllCCS[M+H-H2O]+128.432859911
AllCCS[M+NH4]+137.032859911
AllCCS[M+Na]+138.232859911
AllCCS[M-H]-126.832859911
AllCCS[M+Na-2H]-128.132859911
AllCCS[M+HCOO]-129.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Zymonic acidCC1(OC(=O)C(O)=C1)C(O)=O2647.6Standard polar33892256
Zymonic acidCC1(OC(=O)C(O)=C1)C(O)=O1129.4Standard non polar33892256
Zymonic acidCC1(OC(=O)C(O)=C1)C(O)=O1323.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Zymonic acid,1TMS,isomer #1CC1(C(=O)O)C=C(O[Si](C)(C)C)C(=O)O11525.9Semi standard non polar33892256
Zymonic acid,1TMS,isomer #2CC1(C(=O)O[Si](C)(C)C)C=C(O)C(=O)O11439.9Semi standard non polar33892256
Zymonic acid,2TMS,isomer #1CC1(C(=O)O[Si](C)(C)C)C=C(O[Si](C)(C)C)C(=O)O11558.3Semi standard non polar33892256
Zymonic acid,1TBDMS,isomer #1CC1(C(=O)O)C=C(O[Si](C)(C)C(C)(C)C)C(=O)O11757.4Semi standard non polar33892256
Zymonic acid,1TBDMS,isomer #2CC1(C(=O)O[Si](C)(C)C(C)(C)C)C=C(O)C(=O)O11699.1Semi standard non polar33892256
Zymonic acid,2TBDMS,isomer #1CC1(C(=O)O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C(=O)O12031.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Zymonic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9200000000-99ce59d2dc0b9609bd612017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Zymonic acid GC-MS (2 TMS) - 70eV, Positivesplash10-0079-9230000000-199448f0dce0e996438b2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Zymonic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zymonic acid 10V, Positive-QTOFsplash10-0a4i-0900000000-e3ba3daa7717edaeecdc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zymonic acid 20V, Positive-QTOFsplash10-0bt9-1900000000-4137f9e8b332dfc370602016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zymonic acid 40V, Positive-QTOFsplash10-014i-9100000000-4e6d25067d7a85cb6f6c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zymonic acid 10V, Negative-QTOFsplash10-0a4i-0900000000-c9f106e43e2c89e76ba22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zymonic acid 20V, Negative-QTOFsplash10-03di-2900000000-036b9e6418ee120f3ced2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zymonic acid 40V, Negative-QTOFsplash10-014i-9100000000-a9400e863033fbc75a9c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zymonic acid 10V, Negative-QTOFsplash10-0bt9-0900000000-cca7de38ad4fdc46860d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zymonic acid 20V, Negative-QTOFsplash10-03dr-9800000000-b5168c3727f59c505c932021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zymonic acid 40V, Negative-QTOFsplash10-0006-9000000000-08a73041ea66e3640bfb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zymonic acid 10V, Positive-QTOFsplash10-08fr-1900000000-3ba441d48793205fa2852021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zymonic acid 20V, Positive-QTOFsplash10-0007-9100000000-6be47c44a5b972738a842021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zymonic acid 40V, Positive-QTOFsplash10-0006-9000000000-c2a21df0c633f05367792021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB003233
KNApSAcK IDNot Available
Chemspider ID35013332
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound71436380
PDB IDNot Available
ChEBI ID172309
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1825361
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .