2D Structure
3D Structure
Properties | |
---|---|
PID | PID00120 |
Mol. Weight | 150.221 g/mol |
LogP | 2.24 |
Water solubility | 0.0257 mol/L at 20 °C |
Hydrogen Bond Donor | 0 |
Hydrogen Bond Acceptor | 1 |
Rotatable Bonds | 0 |
XLogP3-AA | 1.6 |
Identifiers | |
---|---|
Formula | C10H14O |
PubChem CID | 29025 |
FEMA | 4216 |
Flavor Profile | Green |
Smiles | CC1=CC(=O)C2CC1C2(C)C |
InChl Key | DCSCXTJOXBUFGB-UHFFFAOYSA-N |
InChl | InChI=1S/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3 |
CAS Registry Number | 80-57-9, 5480-12-6 |
IUPAC Systematic Name | 2,6,6-trimethylbicyclo[3.1.1]hept-2-en-4-one |
Organ Location Map/System Distribution of Pungent Flavor Compounds’ Targets
Note: Known Targets (Gene) from 6952 literatures, DrugBank (http://www.drugbank.ca/), STITCH (http://stitch.embl.de/), ChEMBL (https://www.ebi.ac.uk/chembl/), Therapeutic Target Database (http://bidd.nus.edu.sg/group/ttd/), and Comparative Toxicogenomics Database (CTD, http://ctdbase.org/)
English Name | Pinyin Name (Chinese Name) | Latin Name | Properties in TCM | merdians | View Graph |
---|---|---|---|---|---|
Lily Magnolia Buds Equivalent plant: Magnolia lili | Xin Yi (辛夷) | Magnoliae Flos | Warm, Pungent | Lung, Spleen, Stomach | View Graph |
Frankincense, Olibanum | Ru Xiang (乳香) | Olibanum | Warm,Bitter, Pungent | Spleen, Lung | View Graph |
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. verbenone is a lead compound with anti-ischemic and anti-inflammatory effectsVn could be the most important density-regulating signal in the natural system. verbenone has been proved to function as an attractant at low levels but as a repellent at high concentration to D. valens.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.
The southern pine beetle (Dendroctonus frontalis), a bark beetle, is a major threat to pine trees in the southeastern United States. Its reproductive cycle is controlled by varying ratios of certain natural chemicals, including verbenone. To reproduce, pine bark beetles aggregate in large numbers in their host pine trees. At the beginning of an attack, various chemicals produced by infested trees and by the beetles attract additional beetles of the same species. When the numbers of adults and larvae approach the maximum that the tree can support, antiaggregation signal chemicals, i.e., verbenone, are produced, reducing the likelihood that additional beetles will land and attack the tree. Forest managers frequently try to control infestations of the Southern pine bark beetle by cutting down and sometimes burning infested trees and nearby healthy trees. They then place verbenone formulations on nearby susceptible healthy trees to repel and confuse the beetles.
Verbenone is also used to manage mountain pine beetle (Dendroctonus ponderosae) infestations. Verbenone is recognized by the mountain pine beetle, Dendroctonus ponderosae Hopkins, a notable forest insect capable of causing extensive levels of tree mortality in western North America. Several formulations of verbenone have been registered with the U.S. Environmental Protection Agency for tree protection. Failures in tree protection efficacy can be seen in situations where there is an excessive population of infesting insects, for example an area which contains more than 50 percent infested trees. Loss of response to verbenone as a repellent is not due to any particular failure of the verbenone devices but is instead a response innate to the biology of the beetles which allows populations to continue flourishing even in situations of extreme environmental stress.
Note: Click anywhere in the blank, you can drag the whole dynamic diagram. Click on a node, you can drag his location to see it more clearly. The blue circle represents pharmacology, toxicology, or daily use. Orange hexagon represents the pungent compounds.
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