1.02010-04-08 22:11:18 UTC2019-11-26 03:10:09 UTCFDB014484alpha-IononeAlpha-ionone, also known as (E)-α-ionone or alpha-cyclocitrylideneacetone, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Alpha-ionone is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Alpha-ionone is a sweet, floral, and fruity tasting compound and can be found in a number of food items such as tea, wild carrot, wild celery, and ginkgo nuts, which makes alpha-ionone a potential biomarker for the consumption of these food products. Alpha-ionone can be found primarily in saliva. Alpha-ionone exists in all eukaryotes, ranging from yeast to humans. Alpha-ionone is a non-carcinogenic (not listed by IARC) potentially toxic compound. (±)-alpha-Ionone(±)-trans-alpha-Ionone(3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one(5E)-Ionone(E)-4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3-buten-2-one(E)-alpha-Iononeα-ionone3-Buten-2-one, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (3E)-a-IononeAlpha-iononeFEMA 2594Ionone, alpha-trans-alpha-IononeC13H20O192.2973192.151415262(3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-oneα-ionone127-41-3CC(=O)\C=C\C1C(C)=CCCC1(C)CInChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h6-8,12H,5,9H2,1-4H3/b8-7+UZFLPKAIBPNNCA-BQYQJAHWSA-N belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.SesquiterpenoidsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsSesquiterpenoidsAliphatic homomonocyclic compoundsAcryloyl compoundsEnonesHydrocarbon derivativesKetonesOrganic oxidesAcryloyl-groupAliphatic homomonocyclic compoundAlpha,beta-unsaturated ketoneCarbonyl groupCyclofarsesane sesquiterpenoidEnoneHydrocarbon derivativeIonone derivativeKetoneMegastigmane sesquiterpenoidOrganic oxideOrganic oxygen compoundOrganooxygen compoundSesquiterpenoidenoneiononemethyl ketonelogp4.14logs-3.59solubility4.96e-02 g/lmelting_point< 25 oClogp3.32pka_strongest_acidic19.83pka_strongest_basic-4.9iupac(3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-oneaverage_mass192.2973mono_mass192.151415262smilesCC(=O)\C=C\C1C(C)=CCCC1(C)CformulaC13H20OinchiInChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h6-8,12H,5,9H2,1-4H3/b8-7+inchikeyUZFLPKAIBPNNCA-BQYQJAHWSA-Npolar_surface_area17.07refractivity62.09polarizability23.08rotatable_bond_count2acceptor_count1donor_count0physiological_charge0formal_charge0Specdb::EiMs1443Specdb::CMs2637Specdb::CMs147194Specdb::NmrOneD3500Specdb::NmrOneD3642Specdb::NmrOneD293795Specdb::NmrOneD293796Specdb::NmrOneD293797Specdb::NmrOneD293798Specdb::NmrOneD293799Specdb::NmrOneD293800Specdb::NmrOneD293801Specdb::NmrOneD293802Specdb::NmrOneD293803Specdb::NmrOneD293804Specdb::NmrOneD293805Specdb::NmrOneD293806Specdb::NmrOneD293807Specdb::NmrOneD293808Specdb::NmrOneD293809Specdb::NmrOneD293810Specdb::NmrOneD293811Specdb::NmrOneD293812Specdb::NmrOneD293813Specdb::NmrOneD293814Specdb::MsMs45129Specdb::MsMs45130Specdb::MsMs45131Specdb::MsMs114084Specdb::MsMs114085Specdb::MsMs114086Specdb::MsMs3223765Specdb::MsMs3223766Specdb::MsMs3223767Specdb::MsMs3223768Specdb::MsMs3223769Specdb::MsMs322377032319Black teaType 140.040.040.0mg/100 gCarrotType 1specificDaucus carota ssp. sativus792000.00.00.0mg/100 gCelery stalksType 1specificApium graveolens var. dulce117781CornType 1specificZea mays45770.00.00.0mg/100 gGinkgo nutsType 1specificGinkgo biloba3311Green teaType 140.040.040.0mg/100 gHerbal teaType 140.040.040.0mg/100 gRed teaType 140.040.040.0mg/100 gTeaType 1specificCamellia sinensis444240.040.040.0mg/100 gTortillaType 2specific0.00.00.0mg/100 gWild carrotType 1specificDaucus carota4039Wild celeryType 1specificApium graveolens4045floralfruityorrisraspberrysweettropicalvioletwoodwoodyallergenic43A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.cytochrome-P450-1A inducer1189cytochrome-P450-2B inducer1190perfume1205A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.tremorigenic1376