| Stereochemistry | RACEMIC |
| Molecular Formula | C10H18O |
| Molecular Weight | 154.2493 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)=CCCC(C)(O)C=C
InChI
InChIKey=CDOSHBSSFJOMGT-UHFFFAOYSA-N
InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3
Linalool (3,7-dimethyl-1,6-octadien-3-ol) is a very fragrant component of various herbs such as lavender, mint, and coriander that can be a potent skin irritant, causing contact dermatitis in some sensitive individuals. Linalool is used as a scent in perfumed hygiene products and cleaning agents including soaps, detergents, shampoos, and lotions. Linalool is used by pest professionals as a flea, fruit fly, and cockroach insecticide. It can also be used a method of pest control for codling moths. Linalool creates a synergistic effect with the codling moth's pheromone called codlemone, which increases the attraction of males. Linalool can be absorbed by inhalation of its aerosol and by oral intake or skin absorption, potentially causing irritation, pain and allergic reactions.
Originator
Approval Year
PubMed
Patents
Sample Use Guides
A dermal 90-day subchronic toxicity study conducted in rats determined the NOAEL to be 250 mg/kg/day, based on reduced body weights
Route of Administration:
Topical
A series of in vitro human skin penetration studieswere conducted with 4% linalool under in-use (unoccluded) and occluded conditions in diethyl phthalate (DEP), dipropylene glycol (DPG), ethanol/water, petrolatum, ethanol/DEP or ethanol/DPG vehicles.Twelve active dosed diffusion cells were prepared from seven donors for each application condition (unoccluded, occluded, and an unoccluded control cell). Epidermalmembranes were used, and their integrity was assessed by measuring the permeation rate of tritiated water over a period of 1 h. Permeation of linalool froma 5 μl/cm2 dosewas then measured at 12 time-points over 24 h. Occluded conditions reduced the loss of volatile application vehicles and test compounds but may have also increased skin hydration, factors which caused a significant increase in the permeation of linalool. Under unoccluded experimental conditions, there was a gradual but comprehensive evaporative loss. Total absorbed dose values from an unoccluded application ranged from 1.8% to 3.57% (DPG < ethanol/ DPG < ethanol/DEP < DEP < petrolatum < ethanol/water). Total absorbed dose values from an occluded application ranged from 5.73% to 14.4% (DEP < ethanol/DEP < DPG < petrolatum < ethanol/DPG < ethanol/ water). Conservatively, 14.4% dermal absorption was selected for this safety assessment.
SUBSTANCE RECORD
