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Record Information
Version3.6
Creation Date2012-09-11 17:44:04 UTC
Update Date2016-02-11 02:00:53 UTC
HMDB IDHMDB31563
Secondary Accession NumbersNone
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 plants 4-methyl-3-penten-2-one, 9ci belongs to the family of Acryloyl Compounds. These are organic compounds containing the acryloyl functional group (which has the core fragment but-3-en-2-one).
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 KeyInChIKey=SHOJXDKTYKFBRD-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 ClassOrganooxygen compounds
ClassCarbonyl compounds
Sub ClassAlpha,beta-unsaturated carbonyl compounds
Direct ParentEnones
Alternative Parents
Substituents
  • Enone
  • Acryloyl-group
  • Ketone
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
  • Food
BiofunctionNot Available
Application
  • Flavoring Agent
Cellular locations
  • Cytoplasm
  • Extracellular
Physical Properties
StateNot Available
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 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity30.8 m3·mol-1ChemAxon
Polarizability11.52 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
MSMass Spectrum (Electron Ionization)splash10-053s-9000000000-6fe7e7a277af44176ff4View in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid Locations
  • Feces
  • Saliva
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot ApplicableAdult (>18 years old)Both
Normal
details
SalivaDetected but not QuantifiedNot ApplicableChildren (1-13 years old)BothNormal details
Abnormal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot ApplicableAdult (>18 years old)Both
Campylobacter jejuni infection
details
SalivaDetected but not QuantifiedNot ApplicableChildren (1-13 years old)BothCeliac disease details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB008178
KNApSAcK IDNot Available
Chemspider ID8526
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB31563
Metagene LinkHMDB31563
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.