Record Information
Version1.0
Creation date2010-04-08 22:09:21 UTC
Update date2019-11-26 03:04:15 UTC
Primary IDFDB010896
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-butanone
Description4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-butanone, also known as 7,8-dihydro-beta-ionone or 5-megastigmen-9-one, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-butanone is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number17283-81-7
Structure
Thumb
Synonyms
SynonymSource
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
Oxidized-latia-luciferinHMDB
α,β-dihydro-β-iononebiospider
β-ionone, dihydro-biospider
2-Butanone, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-biospider
4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-butanone, 9CIdb_source
4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-onebiospider
7,8-dehydro-β-iononebiospider
7,8-dehydro-beta-IononeHMDB
7,8-Dihydro-β-iononebiospider
7,8-dihydro-b-IononeGenerator
7,8-dihydro-β-iononeGenerator
alpha,beta-dihydro-beta-IononeHMDB
Dihydro-β-iononebiospider
dihydro-β-iononeGenerator
Predicted Properties
PropertyValueSource
Water Solubility0.12 g/LALOGPS
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 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity60.73 m³·mol⁻¹ChemAxon
Polarizability23.91 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC13H22O
IUPAC name4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-one
InChI IdentifierInChI=1S/C13H22O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h5-9H2,1-4H3
InChI KeyQJJDNZGPQDGNDX-UHFFFAOYSA-N
Isomeric SMILESCC(=O)CCC1=C(C)CCCC1(C)C
Average Molecular Weight194.3132
Monoisotopic Molecular Weight194.167065326
Classification
Description 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
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 80.36%; H 11.41%; O 8.23%DFC
Melting PointNot Available
Boiling PointBp0.01 47-49°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f96-5900000000-426d07033f81ec504148JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-1900000000-ffcdf81995ea9c0023f2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00p1-5900000000-3c9601b171b3605b7cc4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ldl-9400000000-4255fb596f7378e3c7d1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-656a64489e25605f3a12JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-2900000000-264de3181ce7b4fd99d7JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9500000000-65cea0c82072bbc70d2cJSpectraViewer
ChemSpider ID453036
ChEMBL IDCHEMBL3188345
KEGG Compound IDC03527
Pubchem Compound ID519382
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32913
CRC / DFC (Dictionary of Food Compounds) IDKCN48-Y:FTO31-F
EAFUS ID919
Dr. Duke IDDIHYDRO-BETA-IONONE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1019321
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
earthy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mahogany
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
orris
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
dry
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
amber
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).