.BETA.-CITRONELLOL, (±)-

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

Structure Search

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

HIDE SMILES / InChI

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	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22350215 | https://www.ncbi.nlm.nih.gov/pubmed/26141506

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

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pain 614 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22350215	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

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

In Vitro Use Guide

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 by `admin` on `Fri Dec 15 16:57:58 GMT 2023` Edited by `admin` on `Fri Dec 15 16:57:58 GMT 2023`
Record UNII	565OK72VNF
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

.BETA.-CITRONELLOL, (±)-

Systematic Name

English

NSC-8779

Code

English

CITRONELLOL, (±)-

Systematic Name

English

.BETA.-CITRONELLOL [MI]

Common Name

English

(±)-3,7-DIMETHYL-6-OCTEN-1-OL

Systematic Name

English

6-OCTEN-1-OL, 3,7-DIMETHYL-

Systematic Name

English

CITRONELLOL, DL-

Common Name

English

6-OCTEN-1-OL, 3,7-DIMETHYL-, (±)-

Systematic Name

English

DL-CITRONELLOL

Common Name

English

(±)-.BETA.-CITRONELLOL

Systematic Name

English

Classification Tree Code System Code

JECFA EVALUATION

DL-CITRONELLOL