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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H18O
Molecular Weight 154.2493
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LINALOOL, (+)-

SMILES

CC(C)=CCC[C@](C)(O)C=C

InChI

InChIKey=CDOSHBSSFJOMGT-SNVBAGLBSA-N
InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3/t10-/m1/s1

HIDE SMILES / InChI

Description

Linalool, (+)- is a fragrance ingredient used in decorative cosmetics, fine fragrances, shampoos, toilet soaps and other toiletries as well as in non-cosmetic products such as household cleaners and detergents. Its use worldwide is in the region of less than 0.1 metric tonnes per annum. The maximum skin level that results from the use of d-linalool in formulae that go into fine fragrances has been reported to be 0.13% assuming use of the fragrance oil at levels up to 20% in the final product. 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

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown
Inactive ingredient
Obao Sensitive Passion

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
The 97.5 percentile use level in formulae for use in cosmetics in general has been reported to be 1.8%, which would result in a conservative calculated maximum daily exposure on the skin of 0.0459 mg/kg for high end users of these products.
Route of Administration: Topical
In Vitro Use Guide
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.