Record Information
Version1.0
Creation date2010-04-08 22:11:13 UTC
Update date2015-07-20 23:07:02 UTC
Primary IDFDB014339
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namealpha-Irone
Descriptionalpha-Irone, also known as 6-methyl-a-ionone or α-iron, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. alpha-Irone is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number79-69-6
Structure
Thumb
Synonyms
SynonymSource
6-Methyl-alpha-iononeChEBI
alpha-IronChEBI
Methyl alpha-iononeChEBI
Methyl-alpha-iononeChEBI
6-Methyl-a-iononeGenerator
6-Methyl-α-iononeGenerator
a-IronGenerator
Α-ironGenerator
Methyl a-iononeGenerator
Methyl α-iononeGenerator
Methyl-a-iononeGenerator
Methyl-α-iononeGenerator
a-IroneGenerator
Α-ironeGenerator
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
α-Ionone, 6-methyl-biospider
α-ironebiospider
α-methyl-iononebiospider
2,6-cis-(2(1),2(2))-alpha-Ionone, cis-biospider
3-Buten-2-one, 4-(2,5,6,6-tetramethyl-2-cyclohexen-1-yl)-biospider
4-(2,5,6,6-Tetramethyl-2-cyclohexen-1-yl)-3-buten-2-one, 9CIdb_source
6-Methyl-α-iononebiospider
Alpha-inone, methyl-biospider
alpha-Inone, methyl- (6CI)biospider
Alpha-ionone, methyl-biospider
Alpha-ironbiospider
Alpha-ironebiospider
Cyclocitrylidenebutanone, alpha-biospider
Cyclocitrylidenemethyl ethyl ketone, alpha-biospider
Ionone 6-Methyl, αbiospider
Irone, alpha-biospider
Methyl-α-iononebiospider
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
Chemical FormulaC14H22O
IUPAC name(3E)-4-(2,5,6,6-tetramethylcyclohex-2-en-1-yl)but-3-en-2-one
InChI IdentifierInChI=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
Isomeric SMILESCC1CC=C(C)C(\C=C\C(C)=O)C1(C)C
Average Molecular Weight206.3239
Monoisotopic Molecular Weight206.167065326
Classification
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
  • Cyclofarsesane sesquiterpenoid
  • Megastigmane sesquiterpenoid
  • Sesquiterpenoid
  • Ionone derivative
  • 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 Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 81.50%; H 10.75%; O 7.75%DFC
Melting Point< 25 oC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-3900000000-b4a715b98f10ee9cec48View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-0950000000-70fd0f0822b39f0c8143View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000b-4910000000-e34040151d7830394e0aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9500000000-39043a12d53e0892753bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0290000000-8c80db8fb62c55703146View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-1790000000-2fbdf8062ade1ea9e56bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-2900000000-69279f9e831387c30defView in MoNA
ChemSpider ID4521669
ChEMBL IDNot Available
KEGG Compound IDC09690
Pubchem Compound ID5371002
Pubchem Substance IDNot Available
ChEBI ID10284
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB35631
CRC / DFC (Dictionary of Food Compounds) IDJPR69-B:JPR69-B
EAFUS ID1814
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1006691
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
orris
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
berry
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
violet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
powdery
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference