4-demethyl simmondsin from Simmondsia chinensis

Abstract Jojoba seed meal ( Simmondsia chinensis ) contains approximately 15% glucosides identified as simmondsin, 5-demethyl simmondsin, didemethyl simmondsin, along with simmondsin 2′-ferulate, 4-demethyl simmondsin 2′-ferulate, and 5-demethyl simmondsin ferulate. The new simmondsin derivative was isolated from jojoba meal by a combination of column chromatography and preparative HPLC and identified by 2D-NMR and L-SIMS as 2-(cyanomethylene)-3,4-dihydroxy-5-methoxycyclohexyl β- d -glucoside or 4-demethyl simmmondsin.