Record Information
Version1.0
Creation date2010-04-08 22:11:51 UTC
Update date2015-07-20 23:18:35 UTC
Primary IDFDB015469
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namebeta-Ionone
DescriptionFound in many essential oils including oil of Boronia megastigma (brown boronia) and coml. ionone. Flavouring agent
CAS Number79-77-6
Structure
Thumb
Synonyms
SynonymSource
(e)-beta-IononeChEBI
beta-e-IononeChEBI
beta-IononChEBI
trans-beta-IononeChEBI
(e)-b-IononeGenerator
(e)-Β-iononeGenerator
b-e-IononeGenerator
Β-e-iononeGenerator
b-IononGenerator
Β-iononGenerator
trans-b-IononeGenerator
trans-Β-iononeGenerator
b-IononeGenerator
Β-iononeGenerator
(3E)-4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-oneHMDB
(3E)-4-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-3-en-2-oneHMDB
(e)-beta -IononeHMDB
4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-(e)-3-buten-2-oneHMDB
beta -e-IononeHMDB
FEMA 2595HMDB
Ionone, betaHMDB
trans-beta -IononeHMDB
[e]-4-[2,6,6-Trimethyl-1-cyclohexen-1-yl]-3-buten-2-oneHMDB
4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-oneHMDB
beta-Ionone, (trans)-isomerHMDB
(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-onebiospider
(E)-β-iononebiospider
(E)-beta-iononebiospider
(e)-β-iononeGenerator
[E]-4-[2,6,6-trimethyl-1-cyclohexen-1-yl]-3-buten-2-onebiospider
β-E-iononebiospider
3-Buten-2-one, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (E)-biospider
Beta-E-iononebiospider
beta-Iononebiospider
Trans-β-iononebiospider
Trans-beta-iononebiospider
trans-β-iononeGenerator
β-e-iononeGenerator
β-iononGenerator
β-iononeGenerator
Predicted Properties
PropertyValueSource
Water Solubility0.1 g/LALOGPS
logP4.11ALOGPS
logP3.28ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)19.71ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity61.82 m³·mol⁻¹ChemAxon
Polarizability23.36 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC13H20O
IUPAC name(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one
InChI IdentifierInChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h7-8H,5-6,9H2,1-4H3/b8-7+
InChI KeyPSQYTAPXSHCGMF-BQYQJAHWSA-N
Isomeric SMILESCC(=O)\C=C\C1=C(C)CCCC1(C)C
Average Molecular Weight192.2973
Monoisotopic Molecular Weight192.151415262
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
OntologyShould have ontology for this compound
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 81.20%; H 10.48%; O 8.32%DFC
Melting PointNot Available
Boiling PointBp24 150-151°DFC
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
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-002f-8900000000-c13b694647d1f5e201bfView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004i-3900000000-b2fd6907056260485dd2View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004l-9800000000-3e2f914b8442dedd62d9View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004l-6900000000-a0ed0929b7cb7526955dView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004l-4900000000-3169016f24891f9035d6View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-002f-8900000000-c13b694647d1f5e201bfView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004i-3900000000-b2fd6907056260485dd2View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004l-9800000000-3e2f914b8442dedd62d9View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004l-6900000000-a0ed0929b7cb7526955dView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004l-4900000000-3169016f24891f9035d6View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004j-2900000000-00c10c6b19261d08ffeaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002f-0900000000-0f7a122ff9743bcbf077View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004u-4900000000-9dad39944d71a20a0f87View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbc-9400000000-77a4b4a15731ccc83316View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-b62117da7fb50997c027View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-e7133a7253517651678aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05ed-3900000000-c1d86be9896bad6ad97eView in MoNA
MSMass Spectrum (Electron Ionization)splash10-004l-6900000000-9288b23b92d86ede5336View in MoNA
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID553581
ChEMBL IDCHEMBL559945
KEGG Compound IDC12287
Pubchem Compound ID638014
Pubchem Substance IDNot Available
ChEBI ID32325
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36565
CRC / DFC (Dictionary of Food Compounds) IDKCN48-Y:KCN48-Y
EAFUS ID1806
Dr. Duke IDBETA-IONONE
BIGG IDNot Available
KNApSAcK IDC00029816
HET IDID3
Flavornet ID79-77-6
GoodScent IDrw1131301
SuperScent ID638014
Wikipedia IDIonone
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
allergenic50904 A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.DUKE
anti bacterial33282 A substance that kills or slows the growth of bacteria.DUKE
anti cariogenic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti melanomic35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
antitumor35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
cancer preventive35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
cytochrome-p450 inducerDUKE
fungicide24127 A substance used to destroy fungal pests.DUKE
hypocholesterolemicDUKE
nematicide25491 A substance used to destroy pests of the phylum Nematoda (roundworms).DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
trichomonicideDUKE
antioxidant22586 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.CHEBI
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
seaweed
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
violet
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
  2. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
flower
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
raspberry
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
  2. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
orange
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
jam
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
dry
  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.
floral
  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.
orris
  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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.