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Merck
CN

53633

Glabridin

analytical standard

Synonym(s):

(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

Empirical Formula (Hill Notation):
C20H20O4
CAS Number:
59870-68-7
Molecular Weight:
324.37
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329757962
MDL number:
MFCD03427694
Beilstein/REAXYS Number:
7141956

Key Documents

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InChI key

LBQIJVLKGVZRIW-ZDUSSCGKSA-N

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

grade

analytical standard

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

WGK 3

flash_point_f

512.6 °F - closed cup

flash_point_c

267 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF6975
BCCB2192
BCBZ3931
BCBF0498V
BCBF0498

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Rudy Simons et al.
Analytical and bioanalytical chemistry, 401(1), 305-313 (2011-05-17)
The roots of licorice (Glycyrrhiza glabra) are a rich source of flavonoids, in particular, prenylated flavonoids, such as the isoflavan glabridin and the isoflavene glabrene. Fractionation of an ethyl acetate extract from licorice root by centrifugal partitioning chromatography yielded 51
Eun Mi Choi
Chemico-biological interactions, 193(1), 71-78 (2011-05-31)
Mitochondrial dysfunction, particularly respiratory chain disruption, is often responsible for aging-related bone diseases. In this study, the protective effects of glabridin, an isoflavan isolated from licorice root, against pharmacological inhibition of the respiratory chain were studied using osteoblastic MC3T3-E1 cells
Dana Atrahimovich et al.
Journal of agricultural and food chemistry, 60(14), 3679-3685 (2012-03-03)
The enzyme paraoxonase 1 (PON1) binds to high-density lipoprotein (HDL) and is responsible for many of HDL's antiatherogenic properties. We previously showed that recombinant PON1 is inhibited by linoleic acid hydroperoxide (LA-OOH) present in the lipid fraction of the human
Sun Hong Park et al.
Phytotherapy research : PTR, 24 Suppl 1, S29-S34 (2009-05-21)
Glabridin, a flavonoid present in licorice root, is known to have antiinflammatory and cardiovascular protective activities. The present study reports an inhibitory effect of glabridin on microglial activation. Glabridin dose-dependently attenuated lipopolysaccharide (LPS)-induced production of inflammatory mediators, including nitric oxide
Ya-Ling Hsu et al.
Molecular nutrition & food research, 55(2), 318-327 (2010-07-14)
In this study we first report the antimigration, antiinvasive effect of glabridin, a flavonoid obtained from licorice, in MDA-MB-231 human breast adenocarcinoma cells. Glabridin exhibited effective inhibition of cell metastasis by decreasing cancer cell migration and invasion of MDA-MB-231 cells.
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