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G9548

Sigma-Aldrich

Glabridin

≥98% (HPLC), powder, isoflavan

Sinônimo(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

Fórmula empírica (Notação de Hill):
C20H20O4
Número CAS:
59870-68-7
Peso molecular:
324.37
Beilstein:
7141956
Número MDL:
MFCD03427694
Código UNSPSC:
12352200
ID de substância PubChem:
329799990
NACRES:
NA.77

product name

Glabridin, ≥98% (HPLC), powder

Ensaio

≥98% (HPLC)

forma

powder

cor

white to light brown

solubilidade

DMSO: 5 mg/mL, clear (warmed)

temperatura de armazenamento

room temp

cadeia de caracteres 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

chave InChI

LBQIJVLKGVZRIW-ZDUSSCGKSA-N

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Aplicação

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

Ações bioquímicas/fisiológicas

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.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H302 + H312 + H332

Classificações de perigo

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Ácido glicirrízico Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1516

Ácido glicirrízico

Glycyrrhizic acid ammonium salt from glycyrrhiza root (licorice) ≥95.0% (NT)

Sigma-Aldrich

50531

Glycyrrhizic acid ammonium salt from glycyrrhiza root (licorice)

Bacoside A3 analytical standard

Supelco

53889

Bacoside A3

Ácido glicirrízico phyproof® Reference Substance

PHL89217

Ácido glicirrízico

18β-Glycyrrhetinic acid 97%

Sigma-Aldrich

G10105

18β-Glycyrrhetinic acid

Baicalein 98%

Sigma-Aldrich

465119

Baicalein

Silibinin ≥98% (HPLC)

Sigma-Aldrich

S0417

Silibinin

Policaprolactona average Mn 45,000

Sigma-Aldrich

704105

Policaprolactona

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
Structural insights into the binding behavior of isoflavonoid glabridin with human serum albumin
Razzak MA, et al.
Food Hydrocolloids, 91, 290-300 (2019)
Itamar Yehuda et al.
Phytotherapy research : PTR, 25(5), 659-667 (2010-11-06)
The risk of death from cardiovascular diseases (CVDs), which are exacerbated by oxidative stress, is higher in diabetic women. This phenomenon has been attributed to the loss of estradiol-vascular protection. Such knowledge led us to examine the potential of glabridin
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