Chemistry:Glabridin

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Glabridin
Glabridin.svg
Names
IUPAC name
(3R)-6′′,6′′-Dimethyl-6′′H-pyrano[2′′,3′′:7,8]isoflavan-2′,4′-diol
Systematic IUPAC name
4-[(3R)-8,8-Dimethyl-3,4-dihydro-2H,8H-(benzo[1,2-b:3,4-b′]dipyran)-3-yl]benzene-1,3-diol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
Properties
C20H20O4
Molar mass 324.376 g·mol−1
Appearance Yellowish-brown powder
Melting point 238–240 °C (460–464 °F; 511–513 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Glabridin is a chemical compound that is found in the root extract of licorice (Glycyrrhiza glabra).[2] Glabridin is an isoflavane, a type of isoflavonoid. This product is part of a larger family of plant-derived molecules, the natural phenols. Glabridin effectively inhibits platelet activation, so it might become therapeutic agent for thromboembolic disorders.[3]

It is used as an ingredient in cosmetics and is listed in International Nomenclature of Cosmetic Ingredients (INCI).

Glabridin is yellowish-brown powder. It is insoluble in water, but soluble in organic solvents such as propylene glycol.

See also

References

  1. SciFinder Record for CAS#59870-68-7
  2. "Isoflavan derivatives from Glycyrrhiza glabra (licorice)". Heterocycles 43 (3): 581–588. 1996. 
  3. "Glabridin, a Bioactive Flavonoid from Licorice, Effectively Inhibits Platelet Activation in Humans and Mice". International Journal of Molecular Sciences 23 (19): 11372. September 2022. doi:10.3390/ijms231911372. PMID 36232674.