Record Information
Version1.0
Creation date2010-04-08 22:09:24 UTC
Update date2019-11-26 03:04:25 UTC
Primary IDFDB010983
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-Hydroxy-2H-pyran-2-one
Description3-Hydroxy-2H-pyran-2-one, also known as 3-hydroxypyrone or hydroxycoumalin, belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone. 3-Hydroxy-2H-pyran-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-Hydroxy-2H-pyran-2-one has been detected, but not quantified in, alcoholic beverages. This could make 3-hydroxy-2H-pyran-2-one a potential biomarker for the consumption of these foods.
CAS Number496-64-0
Structure
Thumb
Synonyms
SynonymSource
3-Hydroxy-2-pyranoneHMDB
3-Hydroxy-2-pyroneHMDB
3-Hydroxy-2H-pyran-4-oneHMDB
3-Hydroxy-a-pyroneHMDB
3-HydroxypyroneHMDB
HydroxycoumalinHMDB
Isopyromucic acidHMDB
2H-pyran-2-one, 3-hydroxy-biospider
2H-Pyran-4-one, 3-hydroxy-biospider
3-hydroxy-2-pyranonebiospider
3-hydroxypyronebiospider
Predicted Properties
PropertyValueSource
Water Solubility153 g/LALOGPS
logP0.12ALOGPS
logP0.5ChemAxon
logS0.14ALOGPS
pKa (Strongest Acidic)10.36ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity28.06 m³·mol⁻¹ChemAxon
Polarizability9.53 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H4O3
IUPAC name3-hydroxy-2H-pyran-2-one
InChI IdentifierInChI=1S/C5H4O3/c6-4-2-1-3-8-5(4)7/h1-3,6H
InChI KeyLIPRKYKMVQPYPG-UHFFFAOYSA-N
Isomeric SMILESOC1=CC=COC1=O
Average Molecular Weight112.0835
Monoisotopic Molecular Weight112.016043994
Classification
Description Belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrans
Sub ClassPyranones and derivatives
Direct ParentPyranones and derivatives
Alternative Parents
Substituents
  • Pyranone
  • Heteroaromatic compound
  • Lactone
  • Oxacycle
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 53.58%; H 3.60%; O 42.82%DFC
Melting PointMp 92°DFC
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
Predicted GC-MS3-Hydroxy-2H-pyran-2-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03e9-9200000000-fd9ba258a526aac216ebSpectrum
Predicted GC-MS3-Hydroxy-2H-pyran-2-one, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-7900000000-486b332aacec86d1d67cSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-1686a0593413d635eb07Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-6900000000-6cd451c9786a8590441bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9000000000-8e7721cb55fe783eba82Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-1900000000-163c68faf2609d9a531bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-3900000000-ac4814c1b3f744ef9077Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0uxr-9000000000-7f5edd2de0d2e58d4549Spectrum
NMRNot Available
ChemSpider ID61438
ChEMBL IDCHEMBL1650618
KEGG Compound IDNot Available
Pubchem Compound ID68130
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32994
CRC / DFC (Dictionary of Food Compounds) IDFXP41-P:FXP41-P
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 IDNot Available
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