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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 23:24:49 UTC
Update Date2019-07-23 06:25:44 UTC
HMDB IDHMDB0038130
Secondary Accession Numbers
  • HMDB38130
Metabolite Identification
Common Name1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-1-penten-3-one
Description1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-1-penten-3-one, also known as beta methyl ionone or 1-methyl-b-ionone, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-1-penten-3-one is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563863144
Synonyms
ValueSource
(1E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-1-penten-3-oneHMDB
1-Methyl-b-iononeHMDB
1-Penten-3-one-(2,6,6-trimethyl-1-cyclohen-1-yl)HMDB
5-(2,6, 6-Trimethyl-1-cyclohexenyl)-4-penten-3-oneHMDB
5-(2,6,6-Trimethyl-1-cyclohexenyl)-4-penten-3-oneHMDB
b-MethyliononeHMDB
beta Methyl iononeHMDB
beta-IraldeineHMDB
beta-MethyliononeHMDB
beta-N-Methyl iononeHMDB
FEMA 2712HMDB
Methyl iononeHMDB
Methyl-beta-iononeHMDB
Chemical FormulaC14H22O
Average Molecular Weight206.3239
Monoisotopic Molecular Weight206.167065326
IUPAC Name(1E)-1-(2,6,6-trimethylcyclohex-1-en-1-yl)pent-1-en-3-one
Traditional Name(1E)-1-(2,6,6-trimethylcyclohex-1-en-1-yl)pent-1-en-3-one
CAS Registry Number127-43-5
SMILES
CCC(=O)\C=C\C1=C(C)CCCC1(C)C
InChI Identifier
InChI=1S/C14H22O/c1-5-12(15)8-9-13-11(2)7-6-10-14(13,3)4/h8-9H,5-7,10H2,1-4H3/b9-8+
InChI KeyLMWNGLDCJDIIBR-CMDGGOBGSA-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 ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.071 g/LALOGPS
logP4.57ALOGPS
logP3.98ChemAxon
logS-3.5ALOGPS
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity66.45 m³·mol⁻¹ChemAxon
Polarizability25.36 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra

GC-MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-05rd-2900000000-2c3fd66d96113e6975d92017-09-01View Spectrum
MSMass Spectrum (Electron Ionization)splash10-05rd-2900000000-2c3fd66d96113e6975d92021-09-05View Spectrum

LC-MS/MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-3790000000-f05a05687fa2b753e5f62016-08-02View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052r-8920000000-2595aebd940f6c7cbb882016-08-02View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbc-9200000000-2e0973ff04816fa84d062016-08-02View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0190000000-a71fb33fa174abd8453b2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-4890000000-fcfb683b4a6ddd536e0b2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05n1-4900000000-04e911f4853625891fca2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052r-2910000000-a96e46811b6775d72c9c2021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00ri-5900000000-15176b392c91a80678fc2021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0690-9400000000-4f2add9d969d91d166ec2021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-2d8ac504a1490d38e7ad2021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052b-1920000000-a1a8c0aa26f243be80092021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-5900000000-7941fce13aa965c5d8692021-09-07View Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB017357
KNApSAcK IDNot Available
Chemspider ID4524757
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5375218
PDB IDNot Available
ChEBI ID88921
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  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. [PubMed:16902246 ]
  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. [PubMed:17374880 ]
  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. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.