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Record Information
Version3.6
Creation Date2012-09-11 23:24:49 UTC
Update Date2016-02-11 03:00:23 UTC
HMDB IDHMDB38130
Secondary Accession NumbersNone
Metabolite Identification
Common Name1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-1-penten-3-one
Description1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-1-penten-3-one is a flavouring ingredient.
Structure
Thumb
Synonyms
ValueSource
(1E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-1-penten-3-oneHMDB
1-Methyl-b-iononeHMDB
1-Penten-3-one-(2,6,6-trimethyl-1-cyclohen-1-yl)HMDB
5-(2,6, 6-Trimethyl-1-cyclohexenyl)-4-penten-3-oneHMDB
5-(2,6,6-Trimethyl-1-cyclohexenyl)-4-penten-3-oneHMDB
b-MethyliononeHMDB
beta Methyl iononeHMDB
beta-IraldeineHMDB
beta-MethyliononeHMDB
beta-N-Methyl iononeHMDB
FEMA 2712HMDB
Methyl iononeHMDB
Methyl-beta-iononeHMDB
Chemical FormulaC14H22O
Average Molecular Weight206.3239
Monoisotopic Molecular Weight206.167065326
IUPAC Name(1E)-1-(2,6,6-trimethylcyclohex-1-en-1-yl)pent-1-en-3-one
Traditional Name(1E)-1-(2,6,6-trimethylcyclohex-1-en-1-yl)pent-1-en-3-one
CAS Registry Number127-43-5
SMILES
CCC(=O)\C=C\C1=C(C)CCCC1(C)C
InChI Identifier
InChI=1S/C14H22O/c1-5-12(15)8-9-13-11(2)7-6-10-14(13,3)4/h8-9H,5-7,10H2,1-4H3/b9-8+
InChI KeyInChIKey=LMWNGLDCJDIIBR-CMDGGOBGSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentSesquiterpenoids
Alternative Parents
Substituents
  • Cyclofarsesane sesquiterpenoid
  • Megastigmane sesquiterpenoid
  • Sesquiterpenoid
  • Ionone derivative
  • Alpha,beta-unsaturated ketone
  • Enone
  • Acryloyl-group
  • Ketone
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
StatusDetected but not Quantified
Origin
  • Food
Biofunction
  • Nutrient
Application
  • Flavoring Agent
  • Nutrient
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Membrane
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 Solubility0.071 mg/mLALOGPS
logP4.57ALOGPS
logP3.98ChemAxon
logS-3.5ALOGPS
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity66.45 m3·mol-1ChemAxon
Polarizability25.36 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Biological Properties
Cellular Locations
  • Membrane
Biofluid Locations
  • Urine
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot ApplicableAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
Not Available
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 IDFDB017357
KNApSAcK IDNot Available
Chemspider ID4524757
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB38130
Metagene LinkHMDB38130
METLIN IDNot Available
PubChem Compound5375218
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.