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G9548

Sigma-Aldrich

Glabridin

≥98% (HPLC), powder, isoflavan

Sinónimos:

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

Fórmula empírica (notación de Hill):
C20H20O4
Número de CAS:
59870-68-7
Peso molecular:
324.37
Beilstein/REAXYS Number:
7141956
MDL number:
MFCD03427694
UNSPSC Code:
12352200
PubChem Substance ID:
329799990
NACRES:
NA.77

product name

Glabridin, ≥98% (HPLC), powder

assay

≥98% (HPLC)

form

powder

color

white to light brown

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

room temp

SMILES string

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

InChI key

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

Biochem/physiol Actions

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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)
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
Structural insights into the binding behavior of isoflavonoid glabridin with human serum albumin
Razzak MA, et al.
Food Hydrocolloids, 91, 290-300 (2019)
Charlotte Simmler et al.
Fitoterapia, 90, 160-184 (2013-07-16)
Glabridin, a prenylated isoflavonoid of G. glabra L. roots (European licorice, Fabaceae), has been associated with a wide range of biological properties such as antioxidant, anti-inflammatory, anti-atherogenic, regulation of energy metabolism, estrogenic, neuroprotective, anti-osteoporotic, and skin-whitening. While glabridin is one
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