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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:50:07 UTC
Update Date2019-07-23 06:11:10 UTC
HMDB IDHMDB0032498
Secondary Accession Numbers
  • HMDB32498
Metabolite Identification
Common NamePseudoionone
DescriptionPseudoionone, also known as .psi.-ionone, belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Pseudoionone is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563862270
Synonyms
ValueSource
2,6-Dimethylundeca-2,6,8-triene-10-oneChEBI
6,10-Dimethyl-3,5,9-undecatrien-2-oneChEBI
6,10-Dimethyl-3,5,9-undecatriene-2-oneChEBI
CitrylideneacetoneChEBI
(3E,5E)-6,10-Dimethyl-3,5,9-undecatrien-2-oneHMDB
.psi.-iononeHMDB
2,6-Dimethyl hendeca-2,6,8-trien-10-oneHMDB
3,5,9-Undecatrien-2-one, 6,10-dimethyl, #1HMDB
3,5,9-Undecatrien-2-one, 6,10-dimethyl, #2HMDB
3,5,9-Undecatrien-2-one, 6,10-dimethyl, #3HMDB
6,10-Dimethyl-(e,e)-3,5,9-undecatrien-2-oneHMDB
6,10-Dimethylundeca-3,5,9-trien-2-oneHMDB
8-[N-Aziridylethylamino]-2,6-dimethyloctene-2HMDB
Laquo psiraquo -iononeHMDB
N-[2-(1-Aziridinyl)ethyl]-3,7-dimethyl-6-octen-1-amineHMDB
PseudoiononesHMDB
Psi-iononeHMDB
trans-.psi.-iononeHMDB
Chemical FormulaC13H20O
Average Molecular Weight192.2973
Monoisotopic Molecular Weight192.151415262
IUPAC Name(3E,5E)-6,10-dimethylundeca-3,5,9-trien-2-one
Traditional Namepseudoionone
CAS Registry Number141-10-6
SMILES
CC(C)=CCC\C(C)=C\C=C\C(C)=O
InChI Identifier
InChI=1S/C13H20O/c1-11(2)7-5-8-12(3)9-6-10-13(4)14/h6-7,9-10H,5,8H2,1-4H3/b10-6+,12-9+
InChI KeyJXJIQCXXJGRKRJ-KOOBJXAQSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAcyclic monoterpenoids
Alternative Parents
Substituents
  • Acyclic monoterpenoid
  • Alpha,beta-unsaturated ketone
  • Enone
  • Acryloyl-group
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.079 g/LALOGPS
logP4.57ALOGPS
logP3.68ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)19.73ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity64.92 m³·mol⁻¹ChemAxon
Polarizability24.22 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-05mo-9500000000-88a840082ecbb350c6a6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002f-0900000000-2db17f4b4c990b982341Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00pu-4900000000-52ad299b7419d9c48519Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gb9-9200000000-2d38b7ef565b063e02a1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-32871f26fdd2d0019cb5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-575b176dca9d2bf2b4cbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a6u-4900000000-19449ebc8c2cc7ea297dSpectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB010156
KNApSAcK IDNot Available
Chemspider ID1387980
KEGG Compound IDNot Available
BioCyc IDCPD-13371
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound1757003
PDB IDNot Available
ChEBI ID67207
Food Biomarker OntologyNot Available
VMH 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. (). EAFUS: Everything Added to Food in the United States.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.