Glabridin CAS 59870-68-7

Introduction:Basic information about Glabridin CAS 59870-68-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Glabridin Basic information

Product Name:Glabridin
Synonyms:(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;98% Glabridin 59870-68-7 Light-yellow powder
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 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)
form powder
pka9.66±0.40(Predicted)
color white to light brown
BRN 7141956
Stability:Hygroscopic
Cosmetics Ingredients FunctionsBLEACHING
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
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral

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.
Mode of actionGlabridin[59870-68-7] is one of the main flavonoid components in Glycyrrhiza glabra. It shows a strong anti-free radical oxidation effect in the cytochrome P450/NADPH oxidation system, which can significantly inhibit the free radicals produced in the metabolic process of the body, to avoid oxidative damage to oxidation-sensitive biological macromolecules (low-density lipoprotein LDL, DNA) and the cell wall, etc. by free radical oxidation. Thus, it can prevent certain pathological changes related to free radical oxidation, such as atherosclerosis, and cellular aging. In addition, Glabridin has some hypolipidemic and hypotensive effects.
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
Ginsenoside Rh2 CAS 78214-33-2
Glaucogenin C Mono-D-thevetoside CAS 849201-84-9
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