1.0 2010-04-08 22:11:18 UTC 2019-11-26 03:10:09 UTC FDB014484 alpha-Ionone Alpha-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-Ionone α-ionone 3-Buten-2-one, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (3E)- a-Ionone Alpha-ionone FEMA 2594 Ionone, alpha- trans-alpha-Ionone C13H20O 192.2973 192.151415262 (3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one α-ionone 127-41-3 CC(=O)\C=C\C1C(C)=CCCC1(C)C InChI=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. Sesquiterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic homomonocyclic compounds Acryloyl compounds Enones Hydrocarbon derivatives Ketones Organic oxides Acryloyl-group Aliphatic homomonocyclic compound Alpha,beta-unsaturated ketone Carbonyl group Cyclofarsesane sesquiterpenoid Enone Hydrocarbon derivative Ionone derivative Ketone Megastigmane sesquiterpenoid Organic oxide Organic oxygen compound Organooxygen compound Sesquiterpenoid enone ionone methyl ketone logp 4.14 ALOGPS logs -3.59 ALOGPS solubility 4.96e-02 g/l ALOGPS melting_point < 25 oC logp 3.32 ChemAxon pka_strongest_acidic 19.83 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac (3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one ChemAxon average_mass 192.2973 ChemAxon mono_mass 192.151415262 ChemAxon smiles CC(=O)\C=C\C1C(C)=CCCC1(C)C ChemAxon formula C13H20O ChemAxon inchi InChI=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+ ChemAxon inchikey UZFLPKAIBPNNCA-BQYQJAHWSA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 62.09 ChemAxon polarizability 23.08 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 1443 Specdb::CMs 2637 Specdb::CMs 147194 Specdb::NmrOneD 3500 Specdb::NmrOneD 3642 Specdb::NmrOneD 293795 Specdb::NmrOneD 293796 Specdb::NmrOneD 293797 Specdb::NmrOneD 293798 Specdb::NmrOneD 293799 Specdb::NmrOneD 293800 Specdb::NmrOneD 293801 Specdb::NmrOneD 293802 Specdb::NmrOneD 293803 Specdb::NmrOneD 293804 Specdb::NmrOneD 293805 Specdb::NmrOneD 293806 Specdb::NmrOneD 293807 Specdb::NmrOneD 293808 Specdb::NmrOneD 293809 Specdb::NmrOneD 293810 Specdb::NmrOneD 293811 Specdb::NmrOneD 293812 Specdb::NmrOneD 293813 Specdb::NmrOneD 293814 Specdb::MsMs 45129 Specdb::MsMs 45130 Specdb::MsMs 45131 Specdb::MsMs 114084 Specdb::MsMs 114085 Specdb::MsMs 114086 Specdb::MsMs 3223765 Specdb::MsMs 3223766 Specdb::MsMs 3223767 Specdb::MsMs 3223768 Specdb::MsMs 3223769 Specdb::MsMs 3223770 32319 Black tea Type 1 40.0 40.0 40.0 mg/100 g Carrot Type 1 specific Daucus carota ssp. sativus 79200 0.0 0.0 0.0 mg/100 g Celery stalks Type 1 specific Apium graveolens var. dulce 117781 Corn Type 1 specific Zea mays 4577 0.0 0.0 0.0 mg/100 g Ginkgo nuts Type 1 specific Ginkgo biloba 3311 Green tea Type 1 40.0 40.0 40.0 mg/100 g Herbal tea Type 1 40.0 40.0 40.0 mg/100 g Red tea Type 1 40.0 40.0 40.0 mg/100 g Tea Type 1 specific Camellia sinensis 4442 40.0 40.0 40.0 mg/100 g Tortilla Type 2 specific 0.0 0.0 0.0 mg/100 g Wild carrot Type 1 specific Daucus carota 4039 Wild celery Type 1 specific Apium graveolens 4045 floral fruity orris raspberry sweet tropical violet wood woody allergenic 43 A 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 inducer 1189 cytochrome-P450-2B inducer 1190 perfume 1205 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. tremorigenic 1376