18-Beta-Glycyrrhetinic Acid Chemical Identity
18-Beta-glycyrrhetinic acid has the molecular formula C30H46O4 and the molecular weight 470.7. The skeleton is a pentacyclic triterpenoid of the oleanane series with a hydroxyl at C3, a ketone at C11 next to a double bond, and a carboxylic acid at C20. In 18-beta-glycyrrhetinic acid the hydrogen at C18 lies on the same face of the molecule as the angular methyl groups, which gives the trans ring junction found in the natural series. This shape produces a molecule that is rigid and relatively compact, with different crystal packing and retention from the alpha epimer.
Glycyrrhizic acid carries two glucuronic acid units on C3 and is the sweet principle of licorice. Cleaving the sugar chain by acid or enzyme gives the aglycone, so 18-beta-glycyrrhetinic acid is the downstream product of the saponin. The natural source is the root of Glycyrrhiza uralensis Fisch. ex DC., one of the licorice species of Chinese trade. Licorice is supplied in other forms: Licorice Extract 20% Glycyrrhizic Acid, the 10:1 Licorice Root Extract Powder and the milled Licorice Root Powder. The less abundant epimer is supplied as 18-Alpha-Glycyrrhetinic Acid 98%.
The trade uses several names for the aglycone, and registry numbers for the alpha and beta forms are sometimes swapped between listings. For that reason the stereochemical descriptor is given in the product name, and the identifiers in the table belong to the beta form.












