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SMB00073

Sigma-Aldrich

Bergenin

≥95% (LC/MS-ELSD)

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Synonym(s):
Cuscutin, Ardisic acid B, Vakerin
Empirical Formula (Hill Notation):
C14H16O9
CAS Number:
477-90-7
Molecular Weight:
328.27
MDL number:
MFCD00133120
UNSPSC Code:
12352205
PubChem Substance ID:
329824752
NACRES:
NA.25

Assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

InChI

1S/C14H16O9/c1-21-11-5(16)2-4-7(9(11)18)12-13(23-14(4)20)10(19)8(17)6(3-15)22-12/h2,6,8,10,12-13,15-19H,3H2,1H3/t6-,8-,10+,12+,13-/m1/s1

InChI key

YWJXCIXBAKGUKZ-HJJNZUOJSA-N

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General description

Natural product derived from plant source.

Biochem/physiol Actions

Bergenin displays antinociceptive and anti-inflammatory properties, in addition to its use in folk medicines as a potent hepatoprotective agent. Bergenin acts by inhibiting the formation of interleukin 1beta and TNF-α, which suggests its potential use for controling inflammatory pain.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Dong Wang et al.
Bioorganic & medicinal chemistry letters, 15(18), 4073-4075 (2005-07-05)
A novel C-C-coupled dimer derivative of bergenin was produced by the biotransformation of cultured mycelia of white rot fungus Pleurotus ostreatus. Its structure was elucidated by detailed spectroscopic analysis.
Heitor A De Abreu et al.
Organic & biomolecular chemistry, 6(15), 2713-2718 (2008-07-18)
(+)-Bergenin (1) was isolated from Sacoglottis uchi, a species of vegetable found in the Amazon region and popularly used for the treatment of several hepatic problems. The structure of 1 was fully characterized using IR, GC-MS and NMR (1D and
B Nyasse et al.
Die Pharmazie, 59(6), 492-494 (2004-07-14)
The presence of bergenin in substantial amounts in the methanol leaves extract of Flueggea virosa (Euphorbiaceae) was established as a strong chemotaxomic point of differentiation between Flueggea virosa and Securinega virosa. Bergenin showed an inhibitory effect on the growth of
Yusei Kashima et al.
Journal of oleo science, 62(6), 391-401 (2013-06-04)
Here we evaluated the inhibitory effects of bergenin analogues (2-10), prepared from naturally occurring bergenin, (1) on β-secretase (BACE1) activity. All the bergenin analogues that were analyzed inhibited BACE1 in a dose-dependent manner. 11-O-protocatechuoylbergenin (5) was the most potent inhibitor
Yan-Bin Shi et al.
Biomedical chromatography : BMC, 20(10), 1065-1070 (2006-04-04)
A validated reversed-phase high-performance liquid chromatographic (RP-HPLC) method was developed for the determination of bergenin in rat plasma. Bergenin in rat plasma was extracted with methanol, which also acted as a deproteinization agent. Chromatographic separation of bergenin was performed on
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