Diosmin Chemical Identity
Diosmin has the molecular formula C28H32O15 and a molecular weight of 608.5. The aglycone is diosmetin, a flavone with a hydroxyl and a methoxy group on the B-ring, and the rutinose chain is attached at position 7. The difference from hesperidin is two hydrogens: diosmin has a double bond between C2 and C3, which hesperidin lacks. That double bond makes the molecule flatter and more conjugated, so diosmin is less soluble and more tightly packed in the crystal than the flavanone.
The relationship between the two is practical as well as chemical. Hesperidin can be converted to diosmin by dehydrogenation, and this route is widely used to make diosmin industrially, while diosmin also occurs naturally in citrus fruit. For that reason the botanical origin should be stated next to the name. The natural source here is the fruit of Citrus aurantium L. Bitter orange is also supplied as Citrus aurantium Extract 6–30% Synephrine, the 10:1 Bitter Orange Extract Powder and the aglycone Diosmetin 98%. Those materials differ in constituents from the purified glycoside.












