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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:44:04 UTC
Update Date2018-05-20 18:52:08 UTC
HMDB IDHMDB0031563
Secondary Accession Numbers
  • HMDB31563
Metabolite Identification
Common Name4-Methyl-3-penten-2-one, 9CI
Description4-Methyl-3-penten-2-one, 9CI is found in herbs and spices. 4-Methyl-3-penten-2-one, 9CI is a flavouring ingredient. 4-Methyl-3-penten-2-one, 9CI is a constituent of Capsicum species, Osmanthus fragrans (sweet osmanthus) and other plant
Structure
Thumb
Synonyms
ValueSource
(CH3)2C=chc(=o)CH3HMDB
1-Methylpent-2-en-4-oneHMDB
2,2-Dimethylvinyl methyl ketoneHMDB
2-Methyl-2-penten-4-oneHMDB
2-Methyl-2-pentenone-4HMDB
2-Methyl-4-oxo-2-penteneHMDB
3-Isohexen-2-oneHMDB
3-PENTEN,2-one,4-methyl mesityloxideHMDB
4-Methyl-3-penten-2-ONHMDB
4-Methyl-3-penten-2-oneHMDB
4-Methyl-3-penten-2-one (mesityl oxide)HMDB
4-Methyl-3-pentene-2-oneHMDB
4-Methylpent-3-en-2-oneHMDB
4-Metil-3-penten-2-oneHMDB
FEMA 3368HMDB
Isobutenyl methyl ketoneHMDB
Isopropylidene acetoneHMDB
Isopropylidene-acetoneHMDB
IsopropylideneacetoneHMDB
Mesityl oxideHMDB
MesityloxidHMDB
MesityloxydeHMDB
Methyl 2,2-dimethylvinyl ketoneHMDB
Methyl 2-methyl-1-propenyl ketoneHMDB
Methyl isobutenyl ketoneHMDB
ossido Di mesitileHMDB
Oxyde de mesityleHMDB
Chemical FormulaC6H10O
Average Molecular Weight98.143
Monoisotopic Molecular Weight98.073164942
IUPAC Name4-methylpent-3-en-2-one
Traditional Namemesityl oxide
CAS Registry Number141-79-7
SMILES
CC(C)=CC(C)=O
InChI Identifier
InChI=1S/C6H10O/c1-5(2)4-6(3)7/h4H,1-3H3
InChI KeySHOJXDKTYKFBRD-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as enones. These are compounds containing the enone functional group, with the structure RC(=O)CR'.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentEnones
Alternative Parents
Substituents
  • Enone
  • Acryloyl-group
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-41.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility28.9 mg/mL at 20 °CNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility20.5 g/LALOGPS
logP1.01ALOGPS
logP1.49ChemAxon
logS-0.68ALOGPS
pKa (Strongest Acidic)19.78ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity30.8 m³·mol⁻¹ChemAxon
Polarizability11.52 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a7i-9000000000-3661666f8de0c561e186View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a7l-9000000000-3abe2bd4b3b37c4ed2ccView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a7i-9000000000-3661666f8de0c561e186View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a7l-9000000000-3abe2bd4b3b37c4ed2ccView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0536-9000000000-2812ff25d24931b41744View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000t-9000000000-1cada987a9858a217a77View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001j-9000000000-e609ed7c7875fbd22551View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00lr-9000000000-fe1499144a8401242c76View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-623d2802baf709699403View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052b-9000000000-16572bb315d857e26b9bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a7i-9000000000-59b1a0eada94cc3c451eView in MoNA
MSMass Spectrum (Electron Ionization)splash10-053s-9000000000-6fe7e7a277af44176ff4View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
  • Saliva
Tissue LocationNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Adult (>18 years old)BothNormal details
FecesDetected but not Quantified Adult (>18 years old)Both
Normal
details
SalivaDetected but not Quantified Children (1-13 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Adult (>18 years old)BothImmunoglobulin A nephropathy (IgAN) non progressor details
FecesDetected but not Quantified Adult (>18 years old)BothImmunoglobulin A nephropathy (IgAN) progressor details
FecesDetected but not Quantified Adult (>18 years old)Both
Campylobacter jejuni infection
details
SalivaDetected but not Quantified Children (1-13 years old)BothCeliac disease details
Associated Disorders and Diseases
Disease References
Celiac disease
  1. Francavilla R, Ercolini D, Piccolo M, Vannini L, Siragusa S, De Filippis F, De Pasquale I, Di Cagno R, Di Toma M, Gozzi G, Serrazanetti DI, De Angelis M, Gobbetti M: Salivary microbiota and metabolome associated with celiac disease. Appl Environ Microbiol. 2014 Jun;80(11):3416-25. doi: 10.1128/AEM.00362-14. Epub 2014 Mar 21. [PubMed:24657864 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008178
KNApSAcK IDNot Available
Chemspider ID8526
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound8858
PDB IDNot Available
ChEBI 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.. .