PSEUDOIONONE (CHEM007368)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:24:41 UTC
Update Date2016-11-09 01:09:54 UTC
Accession NumberCHEM007368
Identification
Common NamePSEUDOIONONE
ClassSmall Molecule
DescriptionA terpene ketone derived from ring cleavage of the apo carotenoid beta-ionone.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • OECD HPV Chemicals
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(3E,5E)-6,10-Dimethylundeca-3,5,9-trien-2-oneChEBI
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
(E,E)-6,10-Dimethyl-3,5,9-undecatrien-2-oneHMDB
(E,E)-PseudoiononeHMDB
(all-E)-psi-IononeHMDB
(all-E)-ψ-IononeHMDB
2,6-Dimethyl-2,6,8-undecatrien-10-oneHMDB
2,6-Dimethylhendeca-2,6,8-trien-10-oneHMDB
2-PseudoiononeHMDB
2-PseudojononHMDB
3E,5E-PseudoiononeHMDB
PseudoiononeHMDB
phi-IononeHMDB
trans,trans-PseudoiononeHMDB
trans-psi-IononeHMDB
trans-ψ-IononeHMDB
φ-IononeHMDB
ψ-IononeHMDB
Chemical FormulaC13H20O
Average Molecular Mass192.297 g/mol
Monoisotopic Mass192.151 g/mol
CAS Registry Number141-10-6
IUPAC Name(3E,5E)-6,10-dimethylundeca-3,5,9-trien-2-one
Traditional Namepseudoionone
SMILESCC(C)=CCC\C(C)=C\C=C\C(C)=O
InChI IdentifierInChI=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
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 Solubility0.079 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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-05mo-9500000000-88a840082ecbb350c6a6Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
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
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-982b69b98355bf67bf41Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4l-4900000000-715808bcaeeaf260c181Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aor-5900000000-7fc4257f2401238154abSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00l6-9800000000-0f5de46efabff5d3d2ffSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05qc-9200000000-8a02cf4811e6304593e4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9200000000-a6eda7fe87b35637f77cSpectrum
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 IDHMDB0032498
FooDB IDFDB010156
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCPD-13371
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID1387980
ChEBI ID67207
PubChem Compound ID1757003
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15584954
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16010322
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=16563447
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=19120446
5. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
6. 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.
7. 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.
8. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
9. EAFUS: Everything Added to Food in the United States.
10. The lipid handbook with CD-ROM