Tmic
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Record Information
Version1.0
Creation Date2014-10-14 21:20:32 UTC
Update Date2016-11-09 01:09:15 UTC
Accession NumberCHEM003943
Identification
Common Name3-Acetyl-4-hydroxy-6-methyl-2H-pyran-2-one
ClassSmall Molecule
Description3-Acetyl-4-hydroxy-6-methyl-2H-pyran-2-one is a fungicide used against moulds on fresh and dried fruit. Now superseded.
Contaminant Sources
  • T3DB toxins
Contaminant Type
  • Metabolite
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
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
Chemical FormulaC8H8O4
Average Molecular Mass168.147 g/mol
Monoisotopic Mass168.042 g/mol
CAS Registry Number771-03-9
IUPAC Name3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one
Traditional Name3-acetyl-4-hydroxy-6-methylpyran-2-one
SMILESCC(=O)C1=C(O)C=C(C)OC1=O
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
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 ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting Point109 °C
Boiling Point270 C; 518 F; 543 K
SolubilityNot 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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSsplash10-0v03-5900000000-88feceb65a900415a7feView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS)splash10-00fu-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
Toxicity Profile
Route of ExposureOral, I.V. (1)
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseIn dogs, death invariably follows a dose of 400 mgm./kgm. or more of dehydroacetic acid when administered as the disodium salt, irrespective of the route of administration. (1)
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsAtaxia, retching and vomitng (1).
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0033129
FooDB IDFDB011130
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID10486535
ChEBI IDNot Available
PubChem Compound ID54678494
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.