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Rutin (C27H30O16 (C27H30O16C27H30O16)) is a flavonoid glycoside where quercetin binds rutinose (rhamnose + glucose). It’s a yellow, water-insoluble solid from buckwheat/citrus. Key actions:
Antioxidant: Neutralizes free radicals via catechol groups.
Capillary protector: Reduces bruising/edema by strengthening blood vessels.
Anti-inflammatory: Inhibits enzymes like cyclooxygenase.
Used in supplements for vascular health, pharmaceuticals (e.g., venous disorders), and as a natural stabilizer. Poor oral bioavailability is improved by gut microbiota converting it to active quercetin.
Rutin (also called rutoside or *quercetin-3-O-rutinoside*) is a bioactive flavonoid glycoside found in plants like buckwheat, citrus fruits, and asparagus. Here's its chemical breakdown:
Core Structure:
Composed of the flavonol quercetin (aglycone) linked to the disaccharide rutinose (α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranose).
Glycosidic Bond: Quercetin’s C3-OH group binds to rutinose’s glucose unit.
Formula:
C27H30O16
Molar Mass: 610.52 g/mol.
Properties:
Yellow crystalline solid.
Poor water solubility (soluble in alkaline solutions/alcohols).
Antioxidant: Scavenges free radicals via catechol group in quercetin.
Biological Roles:
Vasoprotective: Strengthens capillaries and reduces permeability.
Anti-inflammatory & Antithrombotic: Inhibits platelet aggregation.
Metal Chelator: Binds iron/copper, reducing oxidative stress.
Natural Sources:
Buckwheat, apples, citrus rind, elderflower, green tea.
Uses:
Dietary supplements (vascular health).
Pharmaceutical ingredient (e.g., for hemorrhoids, venous insufficiency).
Natural antioxidant in cosmetics/food.
CAS Number: 153-18-4
Rutin’s dual sugar moiety enhances bioavailability compared to quercetin. Its catechol group (ring B) and conjugated system enable potent redox activity.
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