Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C10H20O |
| Molecular Weight | 156.2652 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(CCO)CCC=C(C)C
InChI
InChIKey=QMVPMAAFGQKVCJ-UHFFFAOYSA-N
InChI=1S/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3
| Molecular Formula | C10H20O |
| Molecular Weight | 156.2652 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Citronellol or beta-citronellol is a naturally occurring monoterpene compound prevalent in essential oils of various aromatic plant species, such as Cymbopogon citratus. This compound is considered FDA as safe (GRAS) for food use. Citronellol was studied as an analgesic compound in various pain models and its action was mediated by the inhibition of peripheral mediators as well as central inhibitory mechanisms that could be related to its strong antioxidant effect observed in vitro. Citronellol also was used to control T rubrum growth, a dermatophytic fungus. The anti-hyperalgesic effect of citronellol was also studied and was shown, that this effect was achieved through the spinal cord lamina I inhibition.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Determination of geraniol and citronellol in geranium- and citronella oil]. | 1960 Nov 12 |
|
| Citronellol, a monoterpene alcohol, reduces nociceptive and inflammatory activities in rodents. | 2012 Oct |
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| Antifungal activity of geraniol and citronellol, two monoterpenes alcohols, against Trichophyton rubrum involves inhibition of ergosterol biosynthesis. | 2015 Feb |
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| Citronellol, a natural acyclic monoterpene, attenuates mechanical hyperalgesia response in mice: Evidence of the spinal cord lamina I inhibition. | 2015 Sep 5 |
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| Influence of the chemical structure on the odor characters of β-citronellol and its oxygenated derivatives. | 2017 Oct 1 |
Patents
Sample Use Guides
in mice: it was investigated the antinociceptive and anti-inflammatory properties of citronellol (CT) in rodents. In mice, when evaluated against acetic-acid-induced abdominal writhing, CT (25, 50 and 100 mg/kg, i.p.) reduced (P < 0.001) the amount of writhing compared to the control group. In the formalin test, CT also significantly inhibited both the early (neurogenic pain) and the late (inflammatory pain) phases of formalin-induced licking (P < 0.001). When assessed in a thermal model of pain, CT (100 mg/kg, i.p.) caused a significant increase (P < 0.05) in the latency response on the hot-plate test.
Route of Administration:
Intraperitoneal
The bioactivity of P. roseum essential oil and its three major compounds on larvae and egg rafts of Cx. pipiens was evaluated. The essential oil had a significant toxic effect on larvae and egg rafts of Cx. pipiens, with 50% lethal concentration (LC50) values of 5.49 and 0.45μg/mL, respectively. Major constituents, geraniol, citronellol and linalool resulted in LC50 values of 6.86, 7.64 and 14.87μg/mL on larvae, and 0.8, 0.67 and 1.27μg/mL on egg rafts. Essential oil and two of its constituents, citronellol and geraniol showed moderate knock-down on Cx. pipiens adults.
| Substance Class |
Chemical
Created
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admin
on
Edited
Fri Dec 15 16:57:58 UTC 2023
by
admin
on
Fri Dec 15 16:57:58 UTC 2023
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| Record UNII |
565OK72VNF
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| Record Status |
Validated (UNII)
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JECFA EVALUATION |
DL-CITRONELLOL
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PARENT -> CONSTITUENT ALWAYS PRESENT |
ASSAY (GC)
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