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Record Information
Version1.0
Creation Date2016-05-19 01:33:08 UTC
Update Date2016-11-09 01:09:16 UTC
Accession NumberCHEM004039
Identification
Common NameIsophorone
ClassSmall Molecule
DescriptionA cyclic ketone, the structure of which is that of cyclohex-2-en-1-one substituted by methyl groups at positions 3, 5 and 5.
Contaminant Sources
  • Clean Air Act Chemicals
  • EAFUS Chemicals
  • EPA Endocrine Screening
  • FooDB Chemicals
  • HPV EPA Chemicals
  • OECD HPV Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
Synonyms
ValueSource
1,1,3-Trimethyl-3-cyclohexene-5-oneChEBI
3,5,5-Trimethyl-2-cyclohexen-1-ONChEBI
IsoacetophoroneChEBI
IsoforoneChEBI
IsooctopheroneChEBI
IzoforonChEBI
DiisophoroneMeSH
1,1, 3-Trimethyl-3-cyclohexene-5-oneHMDB
1,5,5-Trimethyl-1-cyclohexen-3-oneHMDB
3,3,5-Trimethyl-2-cyclohexen-1-oneHMDB
3,5, 5-Trimethyl-2-cyclohexene-1-oneHMDB
3,5,5-Trimethyl-2-cyclohexene-1-oneHMDB
3,5,5-Trimethyl-2-cyclohexenoneHMDB
3,5,5-Trimethylcyclohex-2-enoneHMDB
3,5,5-Trimethylcyclohexen oneHMDB
3,5,5-Trimethylcyclohexen-2-one-1HMDB
3,5,5-TrimethylcyclohexenoneHMDB
3,5,5-Trimetil-2-cicloesen-1-oneHMDB
a-IsophoroneHMDB
alpha -IsophoronHMDB
alpha -IsophoroneHMDB
alpha-IsophoroneHMDB
FEMA 3553HMDB
IsoforonHMDB
IsophoronHMDB
IsophoroneHMDB
Isophorone, reagHMDB
Nchem.180-comp3HMDB
Chemical FormulaC9H14O
Average Molecular Mass138.207 g/mol
Monoisotopic Mass138.104 g/mol
CAS Registry Number78-59-1
IUPAC Name3,5,5-trimethylcyclohex-2-en-1-one
Traditional Nameisophorone
SMILESCC1=CC(=O)CC(C)(C)C1
InChI IdentifierInChI=1S/C9H14O/c1-7-4-8(10)6-9(2,3)5-7/h4H,5-6H2,1-3H3
InChI KeyHJOVHMDZYOCNQW-UHFFFAOYSA-N
Chemical Taxonomy
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 Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.89 g/LALOGPS
logP1.9ALOGPS
logP2.32ChemAxon
logS-1.9ALOGPS
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity42.65 m³·mol⁻¹ChemAxon
Polarizability16.22 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSsplash10-008i-9300000000-2b6a3c30cc2cb9b7c81dView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-001i-9000000000-8ed7b012531653c3a41eView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-001i-9200000000-e8bfe4751592e28e4c9eView in MoNA
GC-MSGC-MS Spectrum - CI-Bsplash10-000i-2900000000-44ee32aafc71c88ceb86View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-001i-9000000000-35f5f51e1d1c8b9f41ebView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-001i-9000000000-8ed7b012531653c3a41eView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-001i-9200000000-e8bfe4751592e28e4c9eView in MoNA
GC-MSGC-MS Spectrum - CI-Bsplash10-000i-2900000000-44ee32aafc71c88ceb86View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-001i-9000000000-35f5f51e1d1c8b9f41ebView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-c0e6d09278faa8f9f642View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-dccd82444801bb71001aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-4900000000-5268782d409da6b9a25aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-053u-9100000000-6b6035d03526824e4f4aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-10c654c5b0e1c7d81428View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-f5ce7cb3d1f20b415ad9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-007c-9600000000-8b2034251abbccebb739View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-9700000000-eaf3d45b160fad967728View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0560-9100000000-d0446ecf5f19dbc3eeaeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a7i-9000000000-49bfbbf2837b17d78898View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-928b413704490084a303View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-928b413704490084a303View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00xr-4900000000-88d428c6a2e6fff994aaView in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0031195
FooDB IDFDB003216
Phenol Explorer IDNot Available
KNApSAcK IDC00030540
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkIsophorone
Chemspider ID6296
ChEBI ID34800
PubChem Compound ID6544
Kegg Compound IDC14743
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=23183344
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23472460
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23506080
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23923622
5. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.