DIHYDRO-BETA-IONONE (CHEM005355)

Record Information
Version1.0
Creation Date2016-05-19 02:01:04 UTC
Update Date2026-04-17 15:44:53 UTC
Accession NumberCHEM005355
Identification
Common NameDIHYDRO-BETA-IONONE
ClassSmall Molecule
Description
A methyl ketone in which the keto group is attached to a 2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethyl group.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • HMDB Contaminants - Urine
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
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
Oxidized-latia-luciferinHMDB
Chemical FormulaC13H22O
Average Molecular Mass194.313 g/mol
Monoisotopic Mass194.167 g/mol
CAS Registry Number17283-81-7
IUPAC Name4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-one
Traditional Namedihydro-β-ionone
SMILESCC(=O)CCC1=C(C)CCCC1(C)C
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
Chemical Taxonomy
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
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 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 RuleNoChemAxon
Spectra
Spectra
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
External Links
DrugBank IDNot Available
HMDB IDHMDB0032913
FooDB IDFDB010896
Phenol Explorer IDNot Available
KNApSAcK IDC00052151
BiGG IDNot Available
BioCyc IDOXIDIZED-LATIA-LUCIFERIN
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID453036
ChEBI ID18015
PubChem Compound ID519382
Kegg Compound IDC03527
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10.
3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20.
4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
5. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
6. The lipid handbook with CD-ROM