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Structure-odor relationships of linalool, linalyl acetate and their corresponding oxygenated derivatives

Overview of attention for article published in Frontiers in Chemistry, October 2015
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Title
Structure-odor relationships of linalool, linalyl acetate and their corresponding oxygenated derivatives
Published in
Frontiers in Chemistry, October 2015
DOI 10.3389/fchem.2015.00057
Pubmed ID
Authors

Shaimaa A. Elsharif, Ashutosh Banerjee, Andrea Buettner

Abstract

Linalool 1 is an odorant that is commonly perceived as having a pleasant odor, but is also known to elicit physiological effects such as inducing calmness and enhancing sleep. However, no comprehensive studies are at hand to show which structural features are responsible for these prominent effects. Therefore, a total of six oxygenated derivatives were synthesized from both 1 and linalyl acetate 2, and were tested for their odor qualities and relative odor thresholds (OTs) in air. Linalool was found to be the most potent odorant among the investigated compounds, with an average OT of 3.2 ng/L, while the 8-hydroxylinalool derivative was the least odorous compound with an OT of 160 ng/L; 8-carboxylinalool was found to be odorless. The odorant 8-oxolinalyl acetate, which has very similar odor properties to linalool, was the most potent odorant besides linalool, exhibiting an OT of 5.9 ng/L. By comparison, 8-carboxylinalyl acetate had a similar OT (6.1 ng/L) as its corresponding 8-oxo derivative but exhibited divergent odor properties (fatty, greasy, musty). Overall, oxygenation on carbon 8 had a substantial effect on the aroma profiles of structural derivatives of linalool and linalyl acetate.

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X Demographics

The data shown below were collected from the profiles of 2 X users who shared this research output. Click here to find out more about how the information was compiled.
Mendeley readers

Mendeley readers

The data shown below were compiled from readership statistics for 124 Mendeley readers of this research output. Click here to see the associated Mendeley record.

Geographical breakdown

Country Count As %
United States 1 <1%
Unknown 123 99%

Demographic breakdown

Readers by professional status Count As %
Student > Bachelor 29 23%
Student > Ph. D. Student 14 11%
Researcher 13 10%
Student > Master 7 6%
Other 4 3%
Other 13 10%
Unknown 44 35%
Readers by discipline Count As %
Chemistry 21 17%
Agricultural and Biological Sciences 18 15%
Pharmacology, Toxicology and Pharmaceutical Science 9 7%
Biochemistry, Genetics and Molecular Biology 8 6%
Medicine and Dentistry 4 3%
Other 14 11%
Unknown 50 40%
Attention Score in Context

Attention Score in Context

This research output has an Altmetric Attention Score of 1. This is our high-level measure of the quality and quantity of online attention that it has received. This Attention Score, as well as the ranking and number of research outputs shown below, was calculated when the research output was last mentioned on 18 March 2016.
All research outputs
#15,348,067
of 22,829,683 outputs
Outputs from Frontiers in Chemistry
#1,578
of 5,926 outputs
Outputs of similar age
#162,898
of 277,991 outputs
Outputs of similar age from Frontiers in Chemistry
#8
of 12 outputs
Altmetric has tracked 22,829,683 research outputs across all sources so far. This one is in the 22nd percentile – i.e., 22% of other outputs scored the same or lower than it.
So far Altmetric has tracked 5,926 research outputs from this source. They receive a mean Attention Score of 2.0. This one has gotten more attention than average, scoring higher than 71% of its peers.
Older research outputs will score higher simply because they've had more time to accumulate mentions. To account for age we can compare this Altmetric Attention Score to the 277,991 tracked outputs that were published within six weeks on either side of this one in any source. This one is in the 32nd percentile – i.e., 32% of its contemporaries scored the same or lower than it.
We're also able to compare this research output to 12 others from the same source and published within six weeks on either side of this one. This one is in the 25th percentile – i.e., 25% of its contemporaries scored the same or lower than it.