Compound: VERBENONE
SMILES: O=C1C=C([C@@H]2C([C@H]1C2)(C)C)C
InChIKey: DCSCXTJOXBUFGB-SFYZADRCSA-N
Synonyms: VERBENONE, IFV46DXC6U, FEMA NO. 4216, NSC-6832, Bicyclo(3.1.1)hept-3-en-2-one, 4,6,6-trimethyl-, RefChem:51078, Verbenone, (A+-)-, (1R,5R)-2,6,6-trimethylbicyclo(3.1.1)hept-2-en-4-one, 201-292-4, 18309-32-5, (+)-Verbenone, (1R,5R)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one, (R)-(+)-Verbenone, d-Verbenone, Verbenone, (+)-, MFCD00064898, Verbinone, (1R,5R)-2-pinen-4-one, (1R)-(+)-VERBENONE, NSC-36846, 99S17893UW, (1R-cis)-4,6,6-Trimethylbicyclo(3.1.1)hept-3-en-2-one, 2-Pinen-4-one, (1R,5R)-(+)-, Bicyclo[3.1.1]hept-3-en-2-one, 4,6,6-trimethyl-, (1R,5R)-, (1R)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one, Bicyclo(3.1.1)hept-3-en-2-one, 4,6,6-trimethyl-, (1R,5R)-, NSC 36846, Verbenone (VAN), (1R)-4,6,6-Trimethylbicyclo(3.1.1)hept-3-en-2-one, (1R-cis)-4,6,6-Trimethylbicyclo(3.1.1)hept-3-ene-2-one, NSC36846, Bicyclo(3.1.1)hept-3-en-2-one, 4,6,6-trimethyl-, (1R-cis)-, UNII-99S17893UW, Verbenone,(d), EINECS 242-195-7, (1R,5R)-(+)-2-pinen-4-one, BRN 2042766, AI3-23082, VERBENONE [FHFI], UNII-IFV46DXC6U, D-VERBENONE [MI], (+/-)-VERBENONE, 4,6,6-Trimethyl-(1R)-bicyclohept-3-en-2-one, (1R,5R)-VERBENONE, 4-07-00-00327 (Beilstein Handbook Reference), CHEBI:9955, SCHEMBL3506768, CHEMBL1409937, VERBENONE, (+/-)-, (+)-.ALPHA.-VERBENONE, (1R,5R)-pin-2-en-4-one, DTXSID30885024, (1r)-(+)-pin-2-en-4-one, 2-Pinen-4-one,5R)-(+)-, EINECS 201-292-4, EBC-46183, EX-A15590, (R)-(+)-.ALPHA.-VERBENONE, AKOS006275697, EPA Pesticide Chemical Code 128986, (1R,5R)-(+)-pin-2-en-4-one, NCGC00142604-01, BS-49285, FV167146, SY271651, AI3-23127, EN300-89055, E84474, EN300-45195810, A1-02282, (1R-cis)-4,6-Trimethylbicyclo[3.1.1]hept-3-ene-2-one, Bicyclo[3.1.1]hept-3-en-2-one,6,6-trimethyl-, (1R)-, Bicyclo[3.1.1]hept-3-en-2-one,6,6-trimethyl-, (1R-cis)-, rac-(1R,5R)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one
Theoretical properties:
molecular_formula: C10H14O
molecular_weight: 150.22 g/mol
exact_mass: 150.104465066 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 0
heavy_atom_count: 11
topological_polar_surface_area: 17.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
density: 0.975-0.981
solubility: Practically insoluble to insoluble in water; soluble in non-polar solvents
Descriptions:
pubchem: (R)-(+)-verbenone is a 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one in which both chiral centres have R configuration. It is a component of Spanish verbena oil, from Verbena triphylla. It has a role as a plant metabolite. It is a terpenoid and a 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one. It is an enantiomer of a (S)-(-)-verbenone.
chebi: A 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one in which both chiral centres have <i>R</i> configuration. It is a component of Spanish verbena oil, from <em>Verbena triphylla</em>.
chembl: VERBENONE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 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.