1.0 2010-04-08 22:11:28 UTC 2025-11-19 00:49:46 UTC FDB014799 Nootkatone Constituent of grapefruit oil and juice. Flavouring ingredient. Nootkatone is found in many foods, some of which are citrus, sweet orange, lime, and lemon. (+)-5,6-dimethyl-8-isopropenylbicyclo[4.4.0]dec-1-en-3-one (+)-Nootkatone 4βH,5α-Eremophila-1(10),11-dien-2-one 4βH,5α-Eremorphila-1(10)11-dien-2-one 4betaH,5alpha-Eremophila-1(10),11-dien-2-one 4betaH,5alpha-Eremorphila-1(10)11-dien-2-one 5,6-Dimethyl-8-isopropenylbicyclo(4.4.0)dec-1-en-3-one FEMA 3166 Nootkanone Nootkatane Nootkatone C15H22O 218.3346 218.167065326 4,4a-dimethyl-6-(prop-1-en-2-yl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-2-one nootkatone 4674-50-4 CC1CC(=O)C=C2CCC(CC12C)C(C)=C InChI=1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3 WTOYNNBCKUYIKC-UHFFFAOYSA-N belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic homopolycyclic compounds Cyclohexenones Hydrocarbon derivatives Organic oxides Aliphatic homopolycyclic compound Carbonyl group Cyclic ketone Cyclohexenone Eremophilane sesquiterpenoid Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound logp 3.89 ALOGPS logs -3.88 ALOGPS solubility 2.88e-02 g/l ALOGPS melting_point Mp 36-37° logp 3.7 ChemAxon pka_strongest_acidic 18.91 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac 4,4a-dimethyl-6-(prop-1-en-2-yl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-2-one ChemAxon average_mass 218.3346 ChemAxon mono_mass 218.167065326 ChemAxon smiles CC1CC(=O)C=C2CCC(CC12C)C(C)=C ChemAxon formula C15H22O ChemAxon inchi InChI=1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3 ChemAxon inchikey WTOYNNBCKUYIKC-UHFFFAOYSA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 68.07 ChemAxon polarizability 26.1 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 21107 Specdb::CMs 129920 Specdb::CMs 134185 Specdb::CMs 141919 Specdb::MsMs 312955 Specdb::MsMs 312956 Specdb::MsMs 312957 Specdb::MsMs 358333 Specdb::MsMs 358334 Specdb::MsMs 358335 Specdb::MsMs 2430727 Specdb::MsMs 2430728 Specdb::MsMs 2430729 Specdb::MsMs 2508967 Specdb::MsMs 2508968 Specdb::MsMs 2508969 HMDB0013687 Citrus Unknown generic Grapefruit Type 1 specific Citrus X paradisi 37656 Lemon Type 1 specific Citrus limon 2708 Lime Type 1 specific Citrus aurantiifolia 159033 0.1 0.1 0.1 mg/100 g Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 0.1 0.1 0.1 mg/100 g Sweet orange Type 1 specific Citrus sinensis 2711 0.1 0.1 0.1 mg/100 g citrus gardenia grapefruit grapefruit peel woody Anti ulcer 676 One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract. Name 936 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Perfumery 1206 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.