CITRONELLYL ACETATE

Details

Stereochemistry	RACEMIC
Molecular Formula	C12H22O2
Molecular Weight	198.3019
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(CCOC(C)=O)CCC=C(C)C

InChI

InChIKey=JOZKFWLRHCDGJA-UHFFFAOYSA-N

InChI=1S/C12H22O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,11H,5,7-9H2,1-4H3

HIDE SMILES / InChI

Molecular Formula	C12H22O2
Molecular Weight	198.3019
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/23562495 | https://aroma-products.basf.com/products/citronellyl-acetate/ | https://www.ncbi.nlm.nih.gov/pubmed/2609972

Citronellyl acetate, a monoterpene product of the secondary metabolism of plants is suitable for all kinds of fruity-floral compounds and flavor compositions. Citronellyl acetate is present mainly in Eucalyptus citriodora, which possesses different biological activities, including fungicidal, larvicidal and bactericidal. As a component of volatile oils from Pelargonium graveoleus Citronellyl acetate exhibited marginal antitumor activities. In addition, some studies revealed, that Citronellyl acetate possessed antinociceptive properties on acute pain. This this is achieved by the involvement of PKC, PKA, TRPV1, TRPA1, TRPM8, and ASIC in Citronellyl acetate's antinociceptive mechanism.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Acute pain 17 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23562495	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
TRP and ASIC channels mediate the antinociceptive effect of citronellyl acetate.	2013-05-25	23562495
Biochemical characterization of AtuD from Pseudomonas aeruginosa, the first member of a new subgroup of acyl-CoA dehydrogenases with specificity for citronellyl-CoA.	2008-03	18310025
Enantioselective transacetylation of (R,S)-beta-citronellol by propanol rinsed immobilized Rhizomucor miehei lipase.	2007-04-18	17880741
[Extraction and determination of volatile constituents in leaves of Eucalyptus citriodora].	2005-11	16498999
Influence of the number of repellent-treated and untreated food or water containers on intake by the European starling.	2005-08	15951054
The essential oils from Zanthoxylum schinifolium pericarp induce apoptosis of HepG2 human hepatoma cells through increased production of reactive oxygen species.	2005-05	15863882
Characteristic odor components of kumquat (Fortunella japonica Swingle) peel oil.	2005-03-09	15740053
Sensory and instrumental evaluation of catnip (Nepeta cataria L.) aroma.	2003-06-18	12797753
Character impact odorants of Citrus Hallabong [(C. unshiu Marcov x C. sinensis Osbeck) x C. reticulata Blanco] cold-pressed peel oil.	2003-04-23	12696958
Volatile ester formation in roses. Identification of an acetyl-coenzyme A. Geraniol/Citronellol acetyltransferase in developing rose petals.	2003-04	12692346
Anticonflict effects of rose oil and identification of its active constituents.	2002-11-22	12409148
Volatile chemicals identified in extracts from newly hybrid citrus, dekopon (Shiranuhi mandarin Suppl. J.).	2002-09-11	12207474
A new double coupling system: synthesis of citronellyl acetate via transacetylation to citronellol from acetyl coenzyme A produced from glucose and free fatty acids.	2001-08	11577744

Patents

Sample Use Guides

In Vivo Use Guide

male Swiss mice: Citronellyl acetate was administered intragastrically (25, 50, 75, 100 and 200 mg/kg), and the two higher doses caused antinociceptive effects in the acetic acid model; the highest dose reduced pain for 4h after it was administered (200 mg/kg).

Route of Administration: Other

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:14:20 GMT 2025` Edited by `admin` on `Mon Mar 31 18:14:20 GMT 2025`
Record UNII	IZ420RT3OY
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FEMA NO. 2311

Preferred Name

English

CITRONELLYL ACETATE

Official Name

English

ACETIC ACID, CITRONELLYL ESTER

Common Name

English

NSC-4893

Code

English

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

Common Name

English

CITRONELLYL ACETATE [FHFI]

Common Name

English

3,7-DIMETHYL-6-OCTEN-1-YL ACETATE

Systematic Name

English

CITRONELLYL ACETATE, (±)-

Systematic Name

English

2-OCTEN-8-OL, 2,6-DIMETHYL-, ACETATE

Systematic Name

English

CITRONELLYL ACETATE [FCC]

Common Name

English

(±)-CITRONELLYL ACETATE

Systematic Name

English

Classification Tree Code System Code

JECFA EVALUATION

CITRONELLYL ACETATE