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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:38:32 UTC
Update Date2019-07-23 06:19:08 UTC
HMDB IDHMDB0035631
Secondary Accession Numbers
  • HMDB35631
Metabolite Identification
Common Namealpha-Irone
Descriptionalpha-Irone is a flavouring ingredien
Structure
Data?1563862748
Synonyms
ValueSource
6-Methyl-alpha-iononeChEBI
alpha-IronChEBI
Methyl alpha-iononeChEBI
Methyl-alpha-iononeChEBI
6-Methyl-a-iononeGenerator
6-Methyl-α-iononeGenerator
a-IroneGenerator
α-ironeGenerator
a-IronGenerator
α-ironGenerator
Methyl a-iononeGenerator
Methyl α-iononeGenerator
Methyl-a-iononeGenerator
Methyl-α-iononeGenerator
4-(2,5,6,6-Tetramethyl-2-cyclo-hexen-1-yl)-3-buten-2-oneHMDB
4-(2,5,6,6-Tetramethyl-2-cyclohexen-1-yl)-3-buten-2-oneHMDB
4-(2,5,6,6-Tetramethyl-2-cyclohexen-1-yl)-3-buten-2-one, 9ciHMDB
4-(2,5,6,6-Tetramethylcyclohex-2-enyl)but-3-en-2-oneHMDB
6-Methyl iononeHMDB
6-Methyl-alpha -iononeHMDB
alpha -IroneHMDB
alpha -Methyl-iononeHMDB
alpha 6-Methyl--iononeHMDB
alpha-CyclocitrylidenebutanoneHMDB
alpha-Cyclocitrylidenemethyl ethyl ketoneHMDB
alpha-Inone, methyl- (6ci)HMDB
cis-2,6-cis-(2(1),2(2))-alpha-IononeHMDB
FEMA 2597HMDB
Ionone 6-methyl, alphaHMDB
IroneHMDB
Methyl-alpha -iononeHMDB
Methyl-alpha-inoneHMDB
Chemical FormulaC14H22O
Average Molecular Weight206.3239
Monoisotopic Molecular Weight206.167065326
IUPAC Name(3E)-4-(2,5,6,6-tetramethylcyclohex-2-en-1-yl)but-3-en-2-one
Traditional Nameα-iron
CAS Registry Number79-69-6
SMILES
CC1CC=C(C)C(\C=C\C(C)=O)C1(C)C
InChI Identifier
InChI=1S/C14H22O/c1-10-6-7-11(2)14(4,5)13(10)9-8-12(3)15/h6,8-9,11,13H,7H2,1-5H3/b9-8+
InChI KeyJZQOJFLIJNRDHK-CMDGGOBGSA-N
Chemical Taxonomy
DescriptionThis compound 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
  • Cyclofarsesane sesquiterpenoid
  • Megastigmane sesquiterpenoid
  • Sesquiterpenoid
  • Ionone derivative
  • Alpha,beta-unsaturated ketone
  • Enone
  • Acryloyl-group
  • Ketone
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
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 Solubility0.024 g/LALOGPS
logP4.37ALOGPS
logP3.61ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)19.83ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity66.64 m³·mol⁻¹ChemAxon
Polarizability25.22 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-3900000000-b4a715b98f10ee9cec48JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-0950000000-70fd0f0822b39f0c8143JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000b-4910000000-e34040151d7830394e0aJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9500000000-39043a12d53e0892753bJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0290000000-8c80db8fb62c55703146JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-1790000000-2fbdf8062ade1ea9e56bJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-2900000000-69279f9e831387c30defJSpectraViewer | MoNA
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 IDFDB014339
KNApSAcK IDNot Available
Chemspider ID4521669
KEGG Compound IDC09690
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkIrone
METLIN IDNot Available
PubChem Compound5371002
PDB IDNot Available
ChEBI ID10284
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. (). 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.