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Merck
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Principaux documents

G9548

Sigma-Aldrich

Glabridin

≥98% (HPLC), powder, isoflavan

Synonyme(s) :

4-[(3R)-3,4-Dihydro-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b′]dipyran-3-yl]-1,3-benzenediol, Glabridin, (R)-4-(3,4-Dihydro-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b′]dipyran-3-yl)-1,3-benzenediol

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About This Item

Formule empirique (notation de Hill):
C20H20O4
Numéro CAS:
Poids moléculaire :
324.37
Beilstein:
7141956
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Nom du produit

Glabridin, ≥98% (HPLC), powder

Niveau de qualité

Essai

≥98% (HPLC)

Forme

powder

Couleur

white to light brown

Solubilité

DMSO: 5 mg/mL, clear (warmed)

Température de stockage

room temp

Chaîne SMILES 

CC1(C)Oc2ccc3C[C@@H](COc3c2C=C1)c4ccc(O)cc4O

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

Clé InChI

LBQIJVLKGVZRIW-ZDUSSCGKSA-N

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Application

Glabridin has been used:
  • to analyze its transthyretin (TTR)-stabilizing effect in plasma of healthy volunteers
  • as a standard in proton nuclear magnetic resonance (1H NMR) to study the interaction between glabridin and human serum albumin using multi-spectroscopic and molecular docking techniques
  • to study its effect on nucleotide-binding oligomerization domain-like receptor pyrin-domain-containing protein 3 (NLRP3) inflammasome activation

Actions biochimiques/physiologiques

Glabridin is a bio-available isoflavan isolated from licorice (Glycyrrhiza glabra L.) root extract. Glabridin has been reported to possess various 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.
Glabridin is a main component of glavonoid, also known as licorice-derived flavonoid oil, which is a natural supplement used in traditional medicine and herbal medicine.

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3


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Consulter la Bibliothèque de documents

Structural insights into the binding behavior of isoflavonoid glabridin with human serum albumin
Razzak MA, et al.
Food Hydrocolloids, 91, 290-300 (2019)
Fumiki Aoki et al.
Journal of the American College of Nutrition, 26(3), 209-218 (2007-07-20)
Licorice flavonoids have various physiological activities such as abdominal fat-lowering, hypoglycemic and antioxidant effects. Licorice flavonoid oil (LFO: Kaneka Glavonoid Rich Oil) is a new dietary ingredient containing licorice flavonoids dissolved in medium-chain triglycerides (MCT). Glabridin is one of the
A novel fluorescent recombinant cell-based biosensor for screening NLRP3 inflammasome inhibitors
Ye Y, et al.
Sensors and Actuators B, Chemical, 301, 126864-126864 (2019)
Hiroaki Matsushita et al.
Heliyon, 7(10), e08101-e08101 (2021-10-26)
Transthyretin (TTR) is an amyloidogenic protein associated with hereditary and nonhereditary transthyretin amyloidoses (ATTR). Dissociation of the tetramer of TTR to the monomer induces TTR misfolding, which leads to amyloid fibril formation and triggers the onset of ATTR amyloidosis. Stabilizers
H-S Kwon et al.
Clinical and experimental immunology, 151(1), 165-173 (2007-11-17)
Inflammatory bowel disease (IBD) is characterized by detrimental immune reactivity in the gut, and the imbalance between proinflammatory and anti-inflammatory reactivity. The aims of this study were to determine whether oral administration of glabridin, a functional component of liquorice, could

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