1.0 2010-04-08 22:09:08 UTC 2025-11-18 23:19:29 UTC FDB010452 Verbenone Verbenone, also known as verbenone, (1r)-isomer, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Verbenone is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). Verbenone is a camphor, celery, and menthol tasting compound and can be found in a number of food items such as spearmint, cabbage, white cabbage, and rosemary, which makes verbenone a potential biomarker for the consumption of these food products. Verbenone is a natural organic compound classified as a terpene that is found naturally in a variety of plants. The chemical has a pleasant characteristic odor. Besides being a natural constituent of plants, it and its analogs are insect pheromones. In particular, verbenone when formulated in a long-lasting matrix has an important role in the control of bark beetles such as the mountain pine beetle and the Southern pine bark beetle . 4,6,6-Trimethylbicyclo(3.1.1)hept-3-en-2-one 4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-one Berbenone Bicyclo(3.1.1)hept-3-en-2-one, 4,6,6-trimethyl- C10H14O 150.2176 150.10446507 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one verbenone 80-57-9 CC1=CC(=O)C2CC1C2(C)C InChI=1S/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3 DCSCXTJOXBUFGB-UHFFFAOYSA-N belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Bicyclic monoterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Aliphatic homopolycyclic compounds Cyclohexenones Hydrocarbon derivatives Organic oxides Aliphatic homopolycyclic compound Bicyclic monoterpenoid Carbonyl group Cyclohexenone Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Pinane monoterpenoid Cyclic monoterpenes carbobicyclic compound cyclic ketone enone logp 2.30 ALOGPS logs -1.59 ALOGPS solubility 3.84e+00 g/l ALOGPS logp 2.24 ChemAxon pka_strongest_acidic 19.84 ChemAxon pka_strongest_basic -4.7 ChemAxon iupac 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one ChemAxon average_mass 150.2176 ChemAxon mono_mass 150.10446507 ChemAxon smiles CC1=CC(=O)C2CC1C2(C)C ChemAxon formula C10H14O ChemAxon inchi InChI=1S/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3 ChemAxon inchikey DCSCXTJOXBUFGB-UHFFFAOYSA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 45.37 ChemAxon polarizability 17.37 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 107810 Specdb::CMs 120246 Specdb::MsMs 53829 Specdb::MsMs 53830 Specdb::MsMs 53831 Specdb::MsMs 164298 Specdb::MsMs 164299 Specdb::MsMs 164300 Specdb::NmrOneD 243468 Specdb::NmrOneD 243469 Specdb::NmrOneD 243470 Specdb::NmrOneD 243471 Specdb::NmrOneD 243472 Specdb::NmrOneD 243473 Specdb::NmrOneD 243474 Specdb::NmrOneD 243475 Specdb::NmrOneD 243476 Specdb::NmrOneD 243477 Specdb::NmrOneD 243478 Specdb::NmrOneD 243479 Specdb::NmrOneD 243480 Specdb::NmrOneD 243481 Specdb::NmrOneD 243482 Specdb::NmrOneD 243483 Specdb::NmrOneD 243484 Specdb::NmrOneD 243485 Specdb::NmrOneD 243486 Specdb::NmrOneD 243487 Blackberry Type 1 specific Rubus Cabbage Type 1 specific Brassica oleracea var. capitata 3716 Evergreen blackberry Type 1 specific Rubus laciniatus Rosemary Type 1 specific Rosmarinus officinalis 39367 29.501667 45.255 19.25 mg/100 g Safflower Type 1 specific Carthamus tinctorius 4222 0.016 0.016 0.016 mg/100 g Spearmint Type 1 specific Mentha spicata 29719 Sunflower Type 1 specific Helianthus annuus 4232 White cabbage Type 1 specific Brassica oleracea L. var. capitata L. f. alba DC. camphor celery menthol Allelochemic 41 Coleopterifuge 820 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Insectifuge 1041 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Perfumery 1206 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.