Record Information
Version1.0
Creation date2010-04-08 22:09:29 UTC
Update date2018-05-28 23:29:36 UTC
Primary IDFDB011130
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDehydroacetic acid
DescriptionFungicide used against moulds on fresh and dried fruit. Now superseded.
CAS Number771-03-9
Structure
Thumb
Synonyms
SynonymSource
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
3-Acetyl-4-hydroxy-6-methyl-2H-pyran-2-onedb_source
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H8O4
IUPAC name3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one
InChI IdentifierInChI=1S/C8H8O4/c1-4-3-6(10)7(5(2)9)8(11)12-4/h3,10H,1-2H3
InChI KeyPKLPQOJFHFGVBS-UHFFFAOYSA-N
Isomeric SMILESCC(=O)C1=C(O)C=C(C)OC1=O
Average Molecular Weight168.1467
Monoisotopic Molecular Weight168.042258744
Classification
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:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 57.14%; H 4.80%; O 38.06%DFC
Melting PointMp 109°DFC
Boiling PointBp5 132-133°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKapKa 5.12 (25°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data308 () (MeOH) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0v03-5900000000-88feceb65a900415a7feView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00fu-9750000000-35bd9230699a5ce09dbcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-fe08202ce08585250c13View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0900000000-bd5f45f8f94e766bd9d3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pc9-4900000000-414640773faaabce2565View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-0087476b0935000afd8bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-2900000000-5c44a21e733f2784dd8dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-9500000000-dbca1de8be7e3b295f4eView in MoNA
ChemSpider ID10486535
ChEMBL IDCHEMBL1724669
KEGG Compound IDNot Available
Pubchem Compound ID54678494
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33129
CRC / DFC (Dictionary of Food Compounds) IDFZR50-P:FZR50-P
EAFUS ID861
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1042191
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
Flavours
FlavorCitations
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference