Glabrene

Glabrene
Names
	IUPAC name 6′′,6′′-Dimethyl-6′′H-pyrano[2′′,3′′:2′,3′]isoflav-3-ene-4′,7-diol
	Systematic IUPAC name 2′,2′-Dimethyl-2H,2′H-[3,8′-bi-1-benzopyran]-5′,7-diol
	Other names 2',2'-dimethyl-2H,2'H-3,8'-bichromene-5',7-diol
Identifiers
CAS Number	60008-03-9;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL462722;
ChemSpider	421858;
PubChem CID	480774;
UNII	C6Y321Q75O;
CompTox Dashboard (EPA)	DTXSID90208715 ;
	InChI InChI=1S/C20H18O4/c1-20(2)8-7-16-17(22)6-5-15(19(16)24-20)13-9-12-3-4-14(21)10-18(12)23-11-13/h3-10,21-22H,11H2,1-2H3 Key: NGGYSPUAKQMTNP-UHFFFAOYSA-N;
	SMILES CC1(C=CC2=C(C=CC(=C2O1)C3=CC4=C(C=C(C=C4)O)OC3)O)C;
Properties
Chemical formula	C20H18O4
Molar mass	322.36 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Glabrene is an isoflavonoid that is found in Glycyrrhiza glabra (licorice).^[1] It has estrogenic activity, showing estrogenic effects on breast, vascular, and bone tissue, and hence is a phytoestrogen (IC₅₀ for estrogen receptor binding = 1 μM).^[1]^[2]^[3] It has also been found to act as a tyrosinase inhibitor (IC₅₀ = 3.5 μM) and to inhibit the formation of melanin in melanocytes, and for these reasons, has been suggested as a potential skin-lightening agent.^[4]

References