Catalpol

Catalpinosid

Colorless solid

Fixed

210-210 ° C

Soluble in water

• > 2,500 mg · kg -1 ( LD50, mouse, i.v.)
• > 10 g · kg -1 ( LD50, mouse, oral)

Template: Infobox chemical / molecular formula search available

Catalpol is a common secondary plant substance from the group of iridoids. It is a glycoside of its aglycone with the monosaccharide glucose. Like other monoterpenes the aglycone of two isoprene units is synthesized with five carbon atoms in the plant. In contrast to the C10 - base body of the iridoids Catalpolgrundgerüst has only nine carbon atoms, as a methyl group is oxidized during biosynthesis to the carboxylic acid group, and then split off as carbon dioxide. Catalpol is similar in structure to the aucubin; However, it has an epoxide instead of a double bond.

Catalpol occurs mainly as esters of various aromatic carboxylic acids. The esters are formed of the primary hydroxy group (R1), such as Scutellariosid I ( Globularin, R1 = cinnamoyl ) or at the secondary hydroxy group (R2), e.g. Catalposid (R2 = 4 -hydroxybenzoyl ) or at the hydroxy group at C-6 of glucose, for example Picrosid I ( cinnamoyl at C6 of the glucose ).

Catalpol was isolated from the North America and East Asia -based Catalpa Catalpa bignonioides ( Bignoniaceae ) and is adjacent to Aucubin the most abundant iridoid glucoside.