(R)-(+)-BETA-CITRONELLOL

(+)-β-Citronellol is a monoterpene that has been found in Cannabis. It inhibits degranulation of cultured mast cells by 21.3% when used at a concentration of 0.5 mM. Unlike (R)-citronellal, it does not reduce the perceived bitterness of caffeine when used at a concentration of 5.9 nM. Formulations containing (+)-β-citronellol have been used as fragrance ingredients in various cosmetics, toiletries, and cleaning products.

(R)-(+)-β-Citronellol can undergo:

• Oxidation to form (R)-(+)-citronellal, an antifungal agent and (R)-(+)-citronellic acid.
• Intermolecular olefin aziridination with 2,2,2-trichloroethoxysulfonamide to form citronellol aziridine for ring-opening reactions.
• Series of reactions to form α2δ-ligands for treating generalized anxiety disorder and insomnia.

ChEBI: A citronellol that is oct-6-ene substituted by a hydroxy group at position 1 and methyl groups at positions 3 and 7 (the 3R-enantiomer).

[1] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.
[2] YUKO KOBAYASHI. Inhibitory effects of geranium essential oil and its major component, citronellol, on degranulation and cytokine production by mast cells[J]. Bioscience, Biotechnology, and Biochemistry, 2016, 96 1: 1172-1178. DOI: 10.1080/09168451.2016.1148573
[3] BARBARA SUESS. The Odorant (R)-Citronellal Attenuates Caffeine Bitterness by Inhibiting the Bitter Receptors TAS2R43 and TAS2R46[J]. Journal of Agricultural and Food Chemistry, 2016, 66 10: 2301-2311. DOI: 10.1021/acs.jafc.6b03554