Glucotropaeolin

[2]: Section 2  Glucotropaeolin is now known to occur widely in other brassica families including Caricaceae, Phytolaccaceae, Resedaceae, Salvadoraceae and Tovariaceae.

The suggestion was made that the Z form was more likely, based on the known decomposition to benzyl isothiocyanate by a mechanism analogous to the Lossen rearrangement.

[4] However, when an identical product was obtained by an alternative route in 1963, it was pointed out that the E form would be expected to rearrange in a similar way.

The enzyme myrosinase removes the glucose group in glucotropaeolin to give an intermediate which spontaneously rearranges to benzyl isothiocyanate.

[7] At concentrations typically found in foods, the glucosinolates are not toxic to humans and can be useful flavor components.

E isomer