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Record Information
Version3.6
Creation Date2012-09-11 17:52:38 UTC
Update Date2016-02-11 02:09:44 UTC
HMDB IDHMDB32913
Secondary Accession NumbersNone
Metabolite Identification
Common Name4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-butanone
Description4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-butanone is found in fruits. 4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-butanone is a component of peach aroma.
Structure
Thumb
Synonyms
ValueSource
7,8-dihydro-beta-IononeChEBI
dihydro-beta-IononeChEBI
7,8-dihydro-b-IononeGenerator
7,8-dihydro-β-iononeGenerator
dihydro-b-IononeGenerator
dihydro-β-iononeGenerator
4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-butanone, 9ciHMDB
4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)butan-2-oneHMDB
4-(2,6,6-Trimethyl-1-cyclohexenyl)-2-butanoneHMDB
4-(2,6,6-Trimethylcyclohex-1-en-1-yl)butan-2-oneHMDB
5-Megastigmen-9-oneHMDB
7,8-dehydro-beta-IononeHMDB
alpha,beta-dihydro-beta-IononeHMDB
Oxidized-latia-luciferinHMDB
Chemical FormulaC13H22O
Average Molecular Weight194.3132
Monoisotopic Molecular Weight194.167065326
IUPAC Name4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-one
Traditional Namedihydro-β-ionone
CAS Registry Number17283-81-7
SMILES
CC(=O)CCC1=C(C)CCCC1(C)C
InChI Identifier
InChI=1S/C13H22O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h5-9H2,1-4H3
InChI KeyInChIKey=QJJDNZGPQDGNDX-UHFFFAOYSA-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
  • Megastigmane sesquiterpenoid
  • Sesquiterpenoid
  • Ketone
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
  • Nutrient
Application
  • Nutrient
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • 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 Solubility0.12 mg/mLALOGPS
logP3.86ALOGPS
logP3.28ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)19.6ChemAxon
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity60.73 m3·mol-1ChemAxon
Polarizability23.91 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Extracellular
  • 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 IDFDB010896
KNApSAcK IDNot Available
Chemspider ID453036
KEGG Compound IDC03527
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB32913
Metagene LinkHMDB32913
METLIN IDNot Available
PubChem Compound519382
PDB IDNot Available
ChEBI ID18015
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.