Glabridin

Last updated
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
ECHA InfoCard 100.126.141 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C20H20O4/c1-20(2)8-7-16-18(24-20)6-3-12-9-13(11-23-19(12)16)15-5-4-14(21)10-17(15)22/h3-8,10,13,21-22H,9,11H2,1-2H3/t13-/m0/s1 Yes check.svgY
    Key: LBQIJVLKGVZRIW-ZDUSSCGKSA-N Yes check.svgY
  • InChI=1/C20H20O4/c1-20(2)8-7-16-18(24-20)6-3-12-9-13(11-23-19(12)16)15-5-4-14(21)10-17(15)22/h3-8,10,13,21-22H,9,11H2,1-2H3/t13-/m0/s1
    Key: LBQIJVLKGVZRIW-ZDUSSCGKBA
  • O4c2c1\C=C/C(Oc1ccc2C[C@H](c3ccc(O)cc3O)C4)(C)C
Properties
C20H20O4
Molar mass 324.376 g·mol−1
AppearanceYellowish-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).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

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. ↑ Kinoshita T, Kajiyama K, Hiraga Y, Takahashi K, Tamura Y, Mizutani K (1996). "Isoflavan derivatives from Glycyrrhiza glabra (licorice)". Heterocycles. 43 (3): 581–588.
  3. ↑ Chung CL, Chen JH, Huang WC, Sheu JR, Hsia CW, Jayakumar T, Hsia CH, Chiou KR, Hou SM (September 2022). "Glabridin, a Bioactive Flavonoid from Licorice, Effectively Inhibits Platelet Activation in Humans and Mice". International Journal of Molecular Sciences. 23 (19) 11372. doi: 10.3390/ijms231911372 . PMC   9570097 . PMID   36232674. Creative Commons by small.svg  This article incorporates textfrom this source, which is available under the CC BY 4.0 license.
This page is based on this Wikipedia article
Text is available under the CC BY-SA 4.0 license; additional terms may apply.
Images, videos and audio are available under their respective licenses.