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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:43:38 UTC
Update Date2019-07-23 06:08:53 UTC
HMDB IDHMDB0031491
Secondary Accession Numbers
  • HMDB31491
Metabolite Identification
Common Name2,3-Hexanedione
Description2,3-Hexanedione, also known as acetyl butyryl or butyryl acetyl, belongs to the class of organic compounds known as alpha-diketones. These are organic compounds containing two ketone groups on two adjacent carbon atoms. Thus, 2,3-hexanedione is considered to be an oxygenated hydrocarbon lipid molecule. 2,3-Hexanedione is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2,3-Hexanedione is a sweet, butter, and caramel tasting compound. Outside of the human body, 2,3-hexanedione has been detected, but not quantified in, several different foods, such as alcoholic beverages, coffee and coffee products, fruits, mollusks, and pulses. This could make 2,3-hexanedione a potential biomarker for the consumption of these foods. An alpha-diketone that is hexane substituted by oxo groups at positions 2 and 3 respectively.
Structure
Data?1563862133
Synonyms
ValueSource
Methyl propyl diketoneChEBI
2,3-HexandioneHMDB
2,3-HexanodioneHMDB
Acetyl butyrylHMDB
AcetylbutyrylHMDB
Butyryl acetylHMDB
FEMA 2558HMDB
Methyl propyl glyoxalHMDB
2,3-HexanedioneMeSH
Chemical FormulaC6H10O2
Average Molecular Weight114.1424
Monoisotopic Molecular Weight114.068079564
IUPAC Namehexane-2,3-dione
Traditional Name2,3-hexanedione
CAS Registry Number3848-24-6
SMILES
CCCC(=O)C(C)=O
InChI Identifier
InChI=1S/C6H10O2/c1-3-4-6(8)5(2)7/h3-4H2,1-2H3
InChI KeyMWVFCEVNXHTDNF-UHFFFAOYSA-N
Chemical Taxonomy
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:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility19.7 g/LALOGPS
logP0.8ALOGPS
logP1.54ChemAxon
logS-0.76ALOGPS
pKa (Strongest Acidic)16.23ChemAxon
pKa (Strongest Basic)-8.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity30.77 m³·mol⁻¹ChemAxon
Polarizability12.21 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-834d76c0fa32b0bcd9c1Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-834d76c0fa32b0bcd9c1Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dl-9000000000-6cc1f9b72cb71211cc22Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-9800000000-612406ea640d09730a54Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kg-9200000000-4f79cd9cdc18c3e22a97Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-387cca6d53a765a6dfadSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-2900000000-cb49b3ee37c679bcc3c6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-02mi-9300000000-1af4fffdf89c5f9cce79Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00r7-9000000000-8330ebeb82c0199b73aeSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Adult (>18 years old)Both
Normal
details
SalivaDetected but not Quantified Adult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Adult (>18 years old)Both
Campylobacter jejuni infection
details
FecesDetected but not Quantified Adult (>18 years old)Both
Clostridium difficile infection
details
FecesDetected but not Quantified Adult (>18 years old)Both
Ulcerative Colitis
details
Associated Disorders and Diseases
Disease References
Ulcerative colitis
  1. Garner CE, Smith S, de Lacy Costello B, White P, Spencer R, Probert CS, Ratcliffe NM: Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease. FASEB J. 2007 Jun;21(8):1675-88. Epub 2007 Feb 21. [PubMed:17314143 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008070
KNApSAcK IDNot Available
Chemspider ID18563
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound19707
PDB IDNot Available
ChEBI ID87583
Food Biomarker OntologyNot Available
VMH IDNot Available
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.. .