Glabridin

Glabridin Basic information
Product Name:Glabridin
Synonyms:1,3-Benzenediol, 4-(3,4-dihydro-8,8-diMethyl-2H,8H-benzo(1,2-b:3,4-b')dipyran-3-yl)-, (R)-;(R)-4-(3,4-Dihydro-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b′]dipyran-3-yl)-1,3-benzenediol;4-[(3R)-3,4-Dihydro-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b′]dipyran-3-yl]-1,3-benzenediol;Glabridin, >=98%;Glabridin/Propylene Glycol;4-[(3R)-8,8-dimethyl-3,4-dihydro-2H,8H-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol;Glabridin/OIL SOLUBLE LICORICE(GLYCYRRHIZA) EXTRACT;professional manufacturer Glabridin 59870-68-7
CAS:59870-68-7
MF:C20H20O4
MW:324.37
EINECS:611-908-7
Product Categories:Miscellaneous Natural Products;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Natural Plant Extract;59870-68-7
Mol File:59870-68-7.mol
Glabridin Structure
Glabridin Chemical Properties
Melting point 154~155℃
Boiling point 518.6±50.0 °C(Predicted)
density 1.257±0.06 g/cm3(Predicted)
Fp 267℃
storage temp. room temp
solubility DMSO: soluble5mg/mL, clear (warmed)
pka9.66±0.40(Predicted)
form powder
color white to light brown
BRN 7141956
Stability:Hygroscopic
InChIInChI=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
InChIKeyPMPYOYXFIHXBJI-ZDUSSCGKSA-N
SMILESC1(O)=CC=C([C@@H]2COC3=C4C=CC(C)(C)OC4=CC=C3C2)C(O)=C1
LogP4.260 (est)
CAS DataBase Reference59870-68-7(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
WGK Germany 3
HS Code 29329990
MSDS Information
Glabridin Usage And Synthesis
Chemical PropertiesWhite to tan powder, insoluble in water, easily soluble in organic solvents such as ethanol, propylene glycol, 1,3-butanediol, etc.
UsesGlabridin is a compound extracted from Licorice (root) shows properties that are cytotoxic, antimicrobial, estrogenic and anti-proliferative.
DefinitionChEBI: Glabridin is a member of the class of hydroxyisoflavans that is (R)-isoflavan substituted by hydroxy groups at positions 2' and 4' and a 2,2-dimethyl-2H-pyran group across positions 7 and 8 respectively. It has a role as an antiplasmodial drug. It derives from a hydride of a (R)-isoflavan.
benefitsGlabridin has strong antibacterial effects and can prevent inflammation, pigmentation, and rough skin caused by ultraviolet rays. It can also remove superoxide ions and inhibit hemolysis caused by hydrogen peroxide. Moreover, it can inhibit the activity of tyrosinase and the conversion of dopachrome, making it an effective and environmentally-friendly additive for whitening and freckle removal in cosmetics. Additionally, Glabridin possesses similar abilities to scavenge oxygen free radicals as SOD (superoxide dismutase) and vitamin E, making it a powerful antioxidant.
Biochem/physiol ActionsGlabridin is a bio-available isoflavan isolated from licorice (Glycyrrhiza glabra L.) root extract. Glabridin has been reported to posses varies biological activities including strong antioxidant activity, antioxidant against LDL oxidation, anti-Helicobacter pylori properties, estrogen-like activity and antinephritic and radical scavenging activities. Also it appears to inhibit serotonin re-uptake, melanogenesis, inflammation and cytochrome P450 3A4, 2B6, and 2C9.
ReferencesGlabridin, a functional compound of liquorice, attenuates colonic inflammation in mice with dextran sulphate sodium‐induced colitis DOI:10.1111/j.1365-2249.2007.03539.x
Structural insights into the binding behavior of isoflavonoid glabridin with human serum albumin DOI:10.1016/J.FOODHYD.2019.01.031
A novel ?uorescent recombinant cell-based biosensor for screening NLRP3 inflammasome inhibitors DOI:10.1016/j.snb.2019.126864
Glavonoid, a possible supplement for prevention of ATTR amyloidosis DOI:10.1016/j.heliyon.2021.e08101
Tian, M. et al.: Int. J. Mol. Sci., 9, 571 (2008); Simmler, C. et al.: Fitoterapia, 90, 160 (2013);
Glabridin Preparation Products And Raw materials
Raw materials7-Hydroxycoumarin
Zinc Glycyrrhizinate acid 30% HPLC (+)-12A-EPIMILLETOSIN N,N-Dimethylformamide Isoflavone ETHANE DGL Dimethyl sulfide Dimethyl fumarate FLAVONOID FLAVONE Glabridin Dimethyl sebacate Dimethyl sulfoxide Dimethyl ether Dimethyl carbonate Dihydromyrcenol ISOFLAVONES Dimethyl sulfate

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