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2,3-Pentanedione (FDB008229)

Record Information
Version1.0
Creation date2010-04-08 22:07:59 UTC
Update date2020-02-24 19:10:51 UTC
Primary IDFDB008229
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2,3-Pentanedione
Description2,3-Pentanedione, also known as acetyl propionyl, belongs to the class of organic compounds known as alpha-diketones. These are organic compounds containing two ketone groups on two adjacent carbon atoms. 2,3-Pentanedione is a sweet, butter, and caramel tasting compound. 2,3-Pentanedione is found, on average, in the highest concentration within beer. 2,3-Pentanedione has also been detected, but not quantified in, several different foods, such as green beans (Phaseolus vulgaris), blackberries (Rubus), fruits, milk and milk products, and breakfast cereal. This could make 2,3-pentanedione a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2,3-Pentanedione.
CAS Number600-14-6
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility59 g/LALOGPS
logP0.33ALOGPS
logP1.1ChemAxon
logS-0.23ALOGPS
pKa (Strongest Acidic)16.16ChemAxon
pKa (Strongest Basic)-8.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity26.17 m³·mol⁻¹ChemAxon
Polarizability10.3 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H8O2
IUPAC namepentane-2,3-dione
InChI IdentifierInChI=1S/C5H8O2/c1-3-5(7)4(2)6/h3H2,1-2H3
InChI KeyTZMFJUDUGYTVRY-UHFFFAOYSA-N
Isomeric SMILESCCC(=O)C(C)=O
Average Molecular Weight100.1158
Monoisotopic Molecular Weight100.0524295
Classification
Description Belongs to the class of organic compounds known as alpha-diketones. These are organic compounds containing two ketone groups on two adjacent carbon atoms.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha-diketones
Alternative Parents
Substituents
  • Alpha-diketone
  • 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 stateNot Available
Physical DescriptionNot Available
Mass CompositionC 59.98%; H 8.05%; O 31.96%DFC
Melting PointMp -52°DFC
Boiling PointBp 108°DFC
Experimental Water Solubility66.7 mg/mL at 15 oCBEILSTEIN
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd194 0.96DFC
Refractive Indexn19D 1.4014DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS2,3-Pentanedione, non-derivatized, GC-MS Spectrumsplash10-002f-9000000000-0ce95c5163dd022c1c85Spectrum
GC-MS2,3-Pentanedione, non-derivatized, GC-MS Spectrumsplash10-002f-9000000000-0ce95c5163dd022c1c85Spectrum
Predicted GC-MS2,3-Pentanedione, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-052f-9000000000-6efb51c4de8254998346Spectrum
Predicted GC-MS2,3-Pentanedione, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ue9-8900000000-9f2550c5ccdb885883f62016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f89-9400000000-aced3a08968c34c3c77d2016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-066r-9000000000-f2020a05efe30fe635a42016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-937e1b88ba9d018bb1102016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4j-9000000000-d2f9ab3928212851b97c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a59-9000000000-f28c1dbd0dc8e76d03ce2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052b-9000000000-7e24a3c06bbde998f5cc2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-f7f96d401b9158db654b2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-4c321f73c4f6865722d82021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-9000000000-494be75e817f2e253d612021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4l-9000000000-28924948f1a43030dfcd2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-e151a32593049839df232021-09-24View Spectrum
NMRNot Available
ChemSpider ID11254
ChEMBL IDCHEMBL192809
KEGG Compound IDNot Available
Pubchem Compound ID11747
Pubchem Substance IDNot Available
ChEBI ID52774
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31598
CRC / DFC (Dictionary of Food Compounds) IDDDT47-J:DDT47-J
EAFUS ID2896
Dr. Duke IDPENTANE-2,3-DIONE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID600-14-6
GoodScent IDrw1003991
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
cream
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
butter
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
pungent
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
creamy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
caramel
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
nutty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cheese
  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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).