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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:49:35 UTC
Update Date2022-03-07 02:53:20 UTC
HMDB IDHMDB0032397
Secondary Accession Numbers
  • HMDB32397
Metabolite Identification
Common NameMethyl-delta-ionone
DescriptionMethyl-delta-ionone, also known as methyl-δ-ionone, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on Methyl-delta-ionone.
Structure
Data?1563862258
Synonyms
ValueSource
Methyl-δ-iononeGenerator
1-(2,6,6-Trimethyl-3-cyclohexen-1-yl)-1-penten-3-oneHMDB
1-(2,6,6-Trimethyl-3-cyclohexen-1-yl)pent-1-en-3-oneHMDB
5-(2,6,6-Trimethyl-3-cyclohexen-1-yl)-4-penten-3-oneHMDB
delta-MethyliononeHMDB
Chemical FormulaC14H22O
Average Molecular Weight206.3239
Monoisotopic Molecular Weight206.167065326
IUPAC Name(1E)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)pent-1-en-3-one
Traditional Name(1E)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)pent-1-en-3-one
CAS Registry Number7784-98-7
SMILES
CCC(=O)\C=C\C1C(C)C=CCC1(C)C
InChI Identifier
InChI=1S/C14H22O/c1-5-12(15)8-9-13-11(2)7-6-10-14(13,3)4/h6-9,11,13H,5,10H2,1-4H3/b9-8+
InChI KeyZQJCPDKTEXSWTH-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 Parents
Substituents
  • Megastigmane sesquiterpenoid
  • Sesquiterpenoid
  • Alpha,beta-unsaturated ketone
  • Enone
  • Acryloyl-group
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0042 g/LALOGPS
logP4.35ALOGPS
logP4.06ChemAxon
logS-4.7ALOGPS
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity66.98 m³·mol⁻¹ChemAxon
Polarizability25.06 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+155.04430932474
DeepCCS[M-H]-152.66830932474
DeepCCS[M-2H]-185.80630932474
DeepCCS[M+Na]+161.11930932474
AllCCS[M+H]+148.232859911
AllCCS[M+H-H2O]+144.332859911
AllCCS[M+NH4]+151.932859911
AllCCS[M+Na]+153.032859911
AllCCS[M-H]-155.532859911
AllCCS[M+Na-2H]-156.432859911
AllCCS[M+HCOO]-157.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Methyl-delta-iononeCCC(=O)\C=C\C1C(C)C=CCC1(C)C1929.4Standard polar33892256
Methyl-delta-iononeCCC(=O)\C=C\C1C(C)C=CCC1(C)C1501.0Standard non polar33892256
Methyl-delta-iononeCCC(=O)\C=C\C1C(C)C=CCC1(C)C1517.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Methyl-delta-ionone,1TMS,isomer #1CC=C(/C=C/C1C(C)C=CCC1(C)C)O[Si](C)(C)C1730.6Semi standard non polar33892256
Methyl-delta-ionone,1TMS,isomer #1CC=C(/C=C/C1C(C)C=CCC1(C)C)O[Si](C)(C)C1617.2Standard non polar33892256
Methyl-delta-ionone,1TBDMS,isomer #1CC=C(/C=C/C1C(C)C=CCC1(C)C)O[Si](C)(C)C(C)(C)C1968.7Semi standard non polar33892256
Methyl-delta-ionone,1TBDMS,isomer #1CC=C(/C=C/C1C(C)C=CCC1(C)C)O[Si](C)(C)C(C)(C)C1861.2Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Methyl-delta-ionone GC-MS (Non-derivatized) - 70eV, Positivesplash10-05p7-5900000000-cacdb36adb956fc1a1a42017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl-delta-ionone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-delta-ionone 10V, Positive-QTOFsplash10-0a4i-2790000000-7445bc73f150aeaa79b22016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-delta-ionone 20V, Positive-QTOFsplash10-052r-7920000000-b79bbbb180661a88dd782016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-delta-ionone 40V, Positive-QTOFsplash10-0gb9-9200000000-250debaca359dea020ef2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-delta-ionone 10V, Negative-QTOFsplash10-0a4i-0190000000-5714a348fa661735c0e02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-delta-ionone 20V, Negative-QTOFsplash10-0a4i-4890000000-a4d196c0f4d4eab09bff2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-delta-ionone 40V, Negative-QTOFsplash10-05n1-5900000000-70b68aab3bc7f01016a12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-delta-ionone 10V, Positive-QTOFsplash10-000i-4900000000-4bfade2448b1e87bd33d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-delta-ionone 20V, Positive-QTOFsplash10-00dr-5900000000-4d3584913a96a6d1c90a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-delta-ionone 40V, Positive-QTOFsplash10-0690-9400000000-ab48ab7c749fb34bc5072021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-delta-ionone 10V, Negative-QTOFsplash10-0a4i-0090000000-2d8ac504a1490d38e7ad2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-delta-ionone 20V, Negative-QTOFsplash10-0592-0920000000-ed386d8e8a9a7cefb56d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-delta-ionone 40V, Negative-QTOFsplash10-052b-7900000000-db55675f0c5b9de028462021-09-25Wishart LabView Spectrum
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
FooDB IDFDB009825
KNApSAcK IDNot Available
Chemspider ID4576434
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5463913
PDB IDNot Available
ChEBI ID172146
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents 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.