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Showing Compound 2,4-Pentanedione (FDB008303)

Record Information
Version1.0
Creation date2010-04-08 22:08:01 UTC
Update date2020-02-24 19:10:52 UTC
Primary IDFDB008303
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2,4-Pentanedione
Description2,4-Pentanedione, also known as ACAC or 2,4-dioxopentane, belongs to the class of organic compounds known as beta-diketones. These are organic compounds containing two keto groups separated by a single carbon atom. Thus, 2,4-pentanedione is considered to be an oxygenated hydrocarbon. 2,4-Pentanedione has been detected, but not quantified in, a few different foods, such as blackberries (Rubus), evergreen blackberries (Rubus laciniatus), and papayas (Carica papaya). This could make 2,4-pentanedione a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2,4-Pentanedione.
CAS Number123-54-6
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2,4-DioxopentaneChEBI
2,4-PentadioneChEBI
ACACChEBI
AcetoacetoneChEBI
Acetyl 2-propanoneChEBI
CH3-CO-CH2-CO-CH3ChEBI
HacacChEBI
Pentan-2,4-dioneChEBI
AcetylacetoneKegg
2,4-PentandioneHMDB
4-Hydroxy-3-penten-2-oneHMDB
Acetyl acetoneHMDB
Acetyl-2-propanoneHMDB
Acetyl-acetoneHMDB
Benzil-related compound, 44HMDB
CH3COCH2COCH3HMDB
DiacetylmethaneHMDB
Pentane-2,4-dioneHMDB
PentanedioneHMDB
Pentanedione-2,4HMDB
Indium-111-acetylacetoneMeSH, HMDB
2,4-PentanedioneChEBI
Predicted Properties
PropertyValueSource
Water Solubility140 g/LALOGPS
logP-0.2ALOGPS
logP0.33ChemAxon
logS0.15ALOGPS
pKa (Strongest Acidic)8.51ChemAxon
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity26.09 m³·mol⁻¹ChemAxon
Polarizability10.33 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H8O2
IUPAC namepentane-2,4-dione
InChI IdentifierInChI=1S/C5H8O2/c1-4(6)3-5(2)7/h3H2,1-2H3
InChI KeyYRKCREAYFQTBPV-UHFFFAOYSA-N
Isomeric SMILESCC(=O)CC(C)=O
Average Molecular Weight100.1158
Monoisotopic Molecular Weight100.0524295
Classification
Description Belongs to the class of organic compounds known as beta-diketones. These are organic compounds containing two keto groups separated by a single carbon atom.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentBeta-diketones
Alternative Parents
Substituents
  • 1,3-diketone
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 59.98%; H 8.05%; O 31.96%DFC
Melting Point-23 oC
Boiling PointBp746 139°DFC
Experimental Water Solubility166 mg/mL at 20 oCRIDDICK,JA et al. (1986)
Experimental logP0.40HANSCH,C ET AL. (1995)
Experimental pKa8.93
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd254 0.93DFC
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS2,4-Pentanedione, non-derivatized, GC-MS Spectrumsplash10-00kf-9100000000-46d8c1174b4626f67753Spectrum
GC-MS2,4-Pentanedione, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-43699b9ce7635de34706Spectrum
GC-MS2,4-Pentanedione, non-derivatized, GC-MS Spectrumsplash10-000f-9100000000-339a18cfa2c9fef9fc0eSpectrum
GC-MS2,4-Pentanedione, non-derivatized, GC-MS Spectrumsplash10-0006-9100000000-f1c22c3e7618740489d1Spectrum
GC-MS2,4-Pentanedione, non-derivatized, GC-MS Spectrumsplash10-0006-9100000000-bbf09a0b601d6c1b37f4Spectrum
GC-MS2,4-Pentanedione, non-derivatized, GC-MS Spectrumsplash10-0006-9100000000-d3295daaa18cb9c248cfSpectrum
GC-MS2,4-Pentanedione, non-derivatized, GC-MS Spectrumsplash10-00kf-9100000000-46d8c1174b4626f67753Spectrum
GC-MS2,4-Pentanedione, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-43699b9ce7635de34706Spectrum
GC-MS2,4-Pentanedione, non-derivatized, GC-MS Spectrumsplash10-000f-9100000000-339a18cfa2c9fef9fc0eSpectrum
GC-MS2,4-Pentanedione, non-derivatized, GC-MS Spectrumsplash10-0006-9100000000-f1c22c3e7618740489d1Spectrum
GC-MS2,4-Pentanedione, non-derivatized, GC-MS Spectrumsplash10-0006-9100000000-bbf09a0b601d6c1b37f4Spectrum
GC-MS2,4-Pentanedione, non-derivatized, GC-MS Spectrumsplash10-0006-9100000000-d3295daaa18cb9c248cfSpectrum
Predicted GC-MS2,4-Pentanedione, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9100000000-33ab101159a7d4a6d98eSpectrum
Predicted GC-MS2,4-Pentanedione, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ue9-7900000000-4812cbafad0eb4f8a68bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ue9-9500000000-985f6620ed06341c0d7aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-9000000000-926b40c3b86762eb1664Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-198e7633acd8394443b7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9000000000-d23c67af0511dd32e26dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053r-9000000000-ccefb92ad120c18ac6adSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9000000000-c7b1249dbd405b205390Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-afb1c573d3e6ae262efbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-96a8981ecdf0987e7d2eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9000000000-31737175df5f20440412Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-01cdf05ad77c40eb559bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-70ba0c83531aa46f69c5Spectrum
NMRNot Available
ChemSpider ID29001
ChEMBL IDCHEMBL191625
KEGG Compound IDC15499
Pubchem Compound ID31261
Pubchem Substance IDNot Available
ChEBI ID14750
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31648
CRC / DFC (Dictionary of Food Compounds) IDDFS50-O:DFS50-O
EAFUS IDNot Available
Dr. Duke IDPENTAN-2,4-DIONE
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
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).