Record Information
Version1.0
Creation date2010-04-08 22:10:58 UTC
Update date2015-07-20 23:03:31 UTC
Primary IDFDB013905
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-1-penten-3-one
Description1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-1-penten-3-one, also known as 6-methylionone or 1-2,6,6-trimethylcyclohex-2-en-1-yl, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-1-penten-3-one is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number127-42-4
Structure
Thumb
Synonyms
SynonymSource
(1E)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-1-penten-3-oneHMDB
(e)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)pent-1-en-3-oneHMDB
1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)pent-1-en-3-oneHMDB
1-(2,6,6-Trimethyl-2-cyclohexene-1-yl)-1-penten-3-oneHMDB
1-2,6,6-Trimethylcyclohex-2-en-1-ylHMDB
1-Methyl-a-iononeHMDB
5-(2,6,6-Trimethyl-2-cyclohexenyl)-4-penten-3-oneHMDB
6-MethyliononeHMDB
alpha-CetoneHMDB
alpha-MethyliononeHMDB
FEMA 2711HMDB
Methyl-iononeHMDB
MethyliononeHMDB
N-Methyl-a-iononeHMDB
Pent-1-en-3-oneHMDB
(E)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)pent-1-en-3-onebiospider
1-2,6,6-Trimethylcyclohex-2-en-1-yl;pent-1-en-3-onebiospider
1-Penten-3-one, 1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-biospider
Cetone, alpha-biospider
Ionone, methyl-biospider
Methylionone, alpha-biospider
n-Methyl-a-iononedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.029 g/LALOGPS
logP4.57ALOGPS
logP4.02ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)-5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity66.72 m³·mol⁻¹ChemAxon
Polarizability25.05 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC14H22O
IUPAC name(1E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)pent-1-en-3-one
InChI IdentifierInChI=1S/C14H22O/c1-5-12(15)8-9-13-11(2)7-6-10-14(13,3)4/h7-9,13H,5-6,10H2,1-4H3/b9-8+
InChI KeyVPKMGDRERYMTJX-CMDGGOBGSA-N
Isomeric SMILESCCC(=O)\C=C\C1C(C)=CCCC1(C)C
Average Molecular Weight206.3239
Monoisotopic Molecular Weight206.167065326
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
  • Cyclofarsesane sesquiterpenoid
  • Megastigmane sesquiterpenoid
  • Sesquiterpenoid
  • Ionone derivative
  • Alpha,beta-unsaturated ketone
  • Enone
  • Acryloyl-group
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 81.50%; H 10.75%; O 7.75%DFC
Melting PointNot Available
Boiling PointBp2.6 97°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd25 0.92DFC
Refractive Indexn25D 1.4938DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-054w-4900000000-b045f61f4b940110d85eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-1790000000-09686e5ff6b3a58b4acfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-053j-6910000000-fecd50f9bb9d5c4c3c91View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ktu-9200000000-785074f4dff70d3ce57bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0190000000-bad4fe272ecf0676b0f6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-3690000000-4c790dd84825b7f4dda3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05ts-4900000000-a18d770da8832df84b3cView in MoNA
ChemSpider ID4521710
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID5371084
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB35245
CRC / DFC (Dictionary of Food Compounds) IDJJT25-F:JJT25-F
EAFUS ID2246
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1011971
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
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
powdery
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
violet
  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.
woody
  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