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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:53:53 UTC
Update Date2019-07-23 06:12:36 UTC
HMDB IDHMDB0033129
Secondary Accession Numbers
  • HMDB33129
Metabolite Identification
Common Name3-Acetyl-4-hydroxy-6-methyl-2H-pyran-2-one
Description3-Acetyl-4-hydroxy-6-methyl-2H-pyran-2-one, also known as dehydracetic acid or methylacetopyronone, belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 3-Acetyl-4-hydroxy-6-methyl-2H-pyran-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-Acetyl-4-hydroxy-6-methyl-2H-pyran-2-one is a fungicide used against moulds on fresh and dried fruit. 3-Acetyl-4-hydroxy-6-methyl-2H-pyran-2-one is an odorless tasting compound. Outside of the human body,. 3-Acetyl-4-hydroxy-6-methyl-2H-pyran-2-one is a potentially toxic compound.
Structure
Data?1563862356
Synonyms
ValueSource
Dehydracetic acidHMDB
Dehydroacetic acidHMDB
MethylacetopyrononeHMDB
DHASHMDB
Dehydroacetic acid, potassium ion (1-)HMDB
Dehydroacetic acid, sodium ion (1-)HMDB
Dehydroacetic acid, zinc ion (1-)HMDB
Dehydroacetic acid ion (1-)HMDB
DHA-SHMDB
Dehydroacetic acid, sodium monohydrate ion (1-)HMDB
Dihydroxyacetone sulfateHMDB
Sodium dehydroacetateHMDB
DehydroacetateGenerator
Chemical FormulaC8H8O4
Average Molecular Weight168.1467
Monoisotopic Molecular Weight168.042258744
IUPAC Name3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one
Traditional Name3-acetyl-4-hydroxy-6-methylpyran-2-one
CAS Registry Number771-03-9
SMILES
CC(=O)C1=C(O)C=C(C)OC1=O
InChI Identifier
InChI=1S/C8H8O4/c1-4-3-6(10)7(5(2)9)8(11)12-4/h3,10H,1-2H3
InChI KeyPKLPQOJFHFGVBS-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAryl alkyl ketones
Alternative Parents
Substituents
  • Aryl alkyl ketone
  • Pyranone
  • Pyran
  • Heteroaromatic compound
  • Vinylogous acid
  • Lactone
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxide
  • Hydrocarbon derivative
  • 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 Point109 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility8.12 g/LALOGPS
logP0.08ALOGPS
logP0.47ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)6.49ChemAxon
pKa (Strongest Basic)-6.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity43.43 m³·mol⁻¹ChemAxon
Polarizability15.82 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0v03-5900000000-88feceb65a900415a7feSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00fu-9750000000-35bd9230699a5ce09dbcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-fe08202ce08585250c13Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0900000000-bd5f45f8f94e766bd9d3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pc9-4900000000-414640773faaabce2565Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-0087476b0935000afd8bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-2900000000-5c44a21e733f2784dd8dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-9500000000-dbca1de8be7e3b295f4eSpectrum
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 IDFDB011130
KNApSAcK IDNot Available
Chemspider ID10486535
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound54678494
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.. .