A monoterpenoid that is the acetate ester of citronellol. It has been isolated from Citrus hystrix.

Identification

IUPAC Names

3,7-Dimethyl-6-octen-1-yl acetate

Molecular Formula
C12H22O2
Mass
198.30190
Monoisotopic Mass
198.16198
Charge
0
InChI
InChI=1S/C12H22O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,11H,5,7-9H2,1-4H3
InChIKey
JOZKFWLRHCDGJA-UHFFFAOYSA-N
SMILES
CC(CCOC(C)=O)CCC=C(C)C
Synonyms

beta-citronellol acetate

beta-citronellyl acetate

Species

starmerella bacillaris

citrus hystrix

NCBI:txid17098920964319

vitis vinifera

Europe PubMed Central results


Citrusosides A-D and furanocoumarins with cholinesterase inhibitory activity from the fruit peels of Citrus hystrix.

Author: Youkwan J, Sutthivaiyakit S, Sutthivaiyakit P.

Abstract: Four new compounds, citrusosides A-D (1-4), and 15 known compounds were isolated from the hexanes and CH(2)Cl(2) extracts of the peels of Citrus hystrix fruits. Compound 1 is a 1-O-isopropyl-6-O-β-D-glucopyranosyl ester of 5'',9''-dimethyl-2'',8''-decadienoic acid. Compounds 2-4 possess a 1-O-isopropyl-β-D-glucopyranosyl and a dihydroxyprenylfuranocoumarin moiety conjugated to the 3-hydroxy-3-methylglutaric acid as diesters. Several furanocoumarins were evaluated for their cholinesterase inhibitory activity. (R)-(+)-6'-Hydroxy-7'-methoxybergamottin, (R)-(+)-6',7'-dihydroxybergamottin, and (+)-isoimparatorin showed IC(50) values of 11.2 ± 0.1, 15.4 ± 0.3, and 23 ± 0.2 μM, respectively. Bioassay results indicated that the presence of a dioxygenated geranyl chain in the test compounds is crucial for the inhibitory activity.