1.02010-04-08 22:09:08 UTC2019-11-26 03:03:38 UTCFDB010452VerbenoneVerbenone, 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-one4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-oneBerbenoneBicyclo(3.1.1)hept-3-en-2-one, 4,6,6-trimethyl-C10H14O150.2176150.104465074,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-oneverbenone80-57-9CC1=CC(=O)C2CC1C2(C)CInChI=1S/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3DCSCXTJOXBUFGB-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 monoterpenoidsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsMonoterpenoidsAliphatic homopolycyclic compoundsCyclohexenonesHydrocarbon derivativesOrganic oxidesAliphatic homopolycyclic compoundBicyclic monoterpenoidCarbonyl groupCyclohexenoneHydrocarbon derivativeKetoneOrganic oxideOrganic oxygen compoundOrganooxygen compoundPinane monoterpenoidCyclic monoterpenescarbobicyclic compoundcyclic ketoneenonelogp2.30logs-1.59solubility3.84e+00 g/llogp2.24pka_strongest_acidic19.84pka_strongest_basic-4.7iupac4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-oneaverage_mass150.2176mono_mass150.10446507smilesCC1=CC(=O)C2CC1C2(C)CformulaC10H14OinchiInChI=1S/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3inchikeyDCSCXTJOXBUFGB-UHFFFAOYSA-Npolar_surface_area17.07refractivity45.37polarizability17.37rotatable_bond_count0acceptor_count1donor_count0physiological_charge0formal_charge0Specdb::CMs107810Specdb::CMs120246Specdb::NmrOneD243468Specdb::NmrOneD243469Specdb::NmrOneD243470Specdb::NmrOneD243471Specdb::NmrOneD243472Specdb::NmrOneD243473Specdb::NmrOneD243474Specdb::NmrOneD243475Specdb::NmrOneD243476Specdb::NmrOneD243477Specdb::NmrOneD243478Specdb::NmrOneD243479Specdb::NmrOneD243480Specdb::NmrOneD243481Specdb::NmrOneD243482Specdb::NmrOneD243483Specdb::NmrOneD243484Specdb::NmrOneD243485Specdb::NmrOneD243486Specdb::NmrOneD243487Specdb::MsMs53829Specdb::MsMs53830Specdb::MsMs53831Specdb::MsMs164298Specdb::MsMs164299Specdb::MsMs164300BlackberryType 1specificRubusCabbageType 1specificBrassica oleracea var. capitata3716Evergreen blackberryType 1specificRubus laciniatusRosemaryType 1specificRosmarinus officinalis3936729.50166745.25519.25mg/100 gSafflowerType 1specificCarthamus tinctorius42220.0160.0160.016mg/100 gSpearmintType 1specificMentha spicata29719SunflowerType 1specificHelianthus annuus4232White cabbageType 1specificBrassica oleracea L. var. capitata L. f. alba DC.camphorcelerymentholallelochemic41coleopterifuge820Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.insectifuge1041Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.perfumery1206A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.