Record Information
Version1.0
Creation date2010-04-08 22:14:41 UTC
Update date2018-01-23 20:08:30 UTC
Primary IDFDB019928
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2,6,6-Trimethyl-2-cyclohexene-1,4-dione
DescriptionPresent in saffron (Crocus sativus) and tea; flavouring ingredient. 2,6,6-Trimethyl-2-cyclohexene-1,4-dione is found in tea and herbs and spices.
CAS Number1125-21-9
Structure
Thumb
Synonyms
SynonymSource
2,2,6-Trimethyl-2-cyclohexene-1,4-dione (cetoisophorone)HMDB
2,2,6-Trimethylcyclohex-2-en-1,4-dione (4-oxo-isophorone)HMDB
2,6,6-Trimethy-2-cyclohexene-1,4-dione (4-oxoisophorone)HMDB
2,6,6-Trimethyl-2-cyclohexen-1,4-dioneHMDB
2,6,6-Trimethylcyclohex-2-ene-1,4-dioneHMDB
2-Cyclohexen-1,4-dione, 2,6,6-trimethylHMDB
3,5,5-Trimethyl-2-cyclohexene-1,4-dioneHMDB
3,5,5-Trimethylcyclohex-2-en-1,4-dioneHMDB
3,5,5-Trimethylcyclohex-2-ene-1,4-dioneHMDB
4-KetoisophoroneHMDB
4-oxo-alpha-IsophoroneHMDB
4-OxoisophoroneHMDB
6-OxoisophoroneHMDB
FEMA 3421HMDB
Keto-isophoroneHMDB
KetoisophoroneHMDB
OxoisophoroneHMDB
OxopholoneHMDB
OxophoroneHMDB
2-Cyclohexene-1,4-dione, 2,6,6-trimethyl-biospider
2,2,6-trimethyl-2-cyclohexene-1,4-dione (cetoisophorone)biospider
2,2,6-trimethylcyclohex-2-en-1,4-dione (4-oxo-isophorone)biospider
2,6,6-trimethylcyclohex-2-ene-1,4-dionebiospider
3,5,5-trimethyl-2-cyclohexene-1,4-dionebiospider
3,5,5-trimethylcyclohex-2-ene-1,4-dionebiospider
4-ketoisophoronebiospider
4-Oxo-alpha-isophoronebiospider
Predicted Properties
PropertyValueSource
Water Solubility8.73 g/LALOGPS
logP1.51ALOGPS
logP2.16ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)18.85ChemAxon
pKa (Strongest Basic)-6.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity43.39 m³·mol⁻¹ChemAxon
Polarizability16.33 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H12O2
IUPAC name2,6,6-trimethylcyclohex-2-ene-1,4-dione
InChI IdentifierInChI=1S/C9H12O2/c1-6-4-7(10)5-9(2,3)8(6)11/h4H,5H2,1-3H3
InChI KeyAYJXHIDNNLJQDT-UHFFFAOYSA-N
Isomeric SMILESCC1=CC(=O)CC(C)(C)C1=O
Average Molecular Weight152.1904
Monoisotopic Molecular Weight152.083729628
Classification
Description belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentCyclohexenones
Alternative Parents
Substituents
  • Cyclohexenone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 71.03%; H 7.95%; O 21.03%DFC
Melting PointMp 21°DFC
Boiling PointBp0.2 50-52°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 Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pbc-9400000000-ac4a8e5a500a122e8961View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-1900000000-a2ede87c0b92081444bfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-5900000000-43128d887aa49e04c996View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-8359b62696f36de8253dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-4d79e09516d33207e352View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-1900000000-ebd44ede68a343ed2c8cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052r-9300000000-edfbab726fbefc90241cView in MoNA
ChemSpider ID56162
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID62374
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB40216
CRC / DFC (Dictionary of Food Compounds) IDMGJ09-R:MGJ09-R
EAFUS ID3746
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00035002
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1029401
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
musty
  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.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tea
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tobacco
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
leaf
  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