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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:53:08 UTC
Update Date2019-07-23 06:12:16 UTC
HMDB IDHMDB0032994
Secondary Accession Numbers
  • HMDB32994
Metabolite Identification
Common 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). Outside of the human body, 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.
Structure
Data?1563862336
Synonyms
ValueSource
3-Hydroxy-2-pyranoneHMDB
3-Hydroxy-2-pyroneHMDB
3-Hydroxy-2H-pyran-4-oneHMDB
3-Hydroxy-a-pyroneHMDB
3-HydroxypyroneHMDB
HydroxycoumalinHMDB
Isopyromucic acidHMDB
Chemical FormulaC5H4O3
Average Molecular Weight112.0835
Monoisotopic Molecular Weight112.016043994
IUPAC Name3-hydroxy-2H-pyran-2-one
Traditional Name2H-pyran-2-one, 3-hydroxy-
CAS Registry Number496-64-0
SMILES
OC1=CC=COC1=O
InChI Identifier
InChI=1S/C5H4O3/c6-4-2-1-3-8-5(4)7/h1-3,6H
InChI KeyLIPRKYKMVQPYPG-UHFFFAOYSA-N
Chemical Taxonomy
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:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point92 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
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
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03e9-9200000000-fd9ba258a526aac216ebSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-7900000000-486b332aacec86d1d67cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-1686a0593413d635eb07Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-6900000000-6cd451c9786a8590441bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9000000000-8e7721cb55fe783eba82Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-1900000000-163c68faf2609d9a531bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-3900000000-ac4814c1b3f744ef9077Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0uxr-9000000000-7f5edd2de0d2e58d4549Spectrum
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 IDFDB010983
KNApSAcK IDNot Available
Chemspider ID61438
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound68130
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
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.. .