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Merck
CN

SMB00073

Bergenin

Synonym(s):

Cuscutin, Ardisic acid B, Vakerin

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About This Item

Empirical Formula (Hill Notation):
C14H16O9
CAS Number:
477-90-7
Molecular Weight:
328.27
UNSPSC Code:
12352205
PubChem Substance ID:
329824752
NACRES:
NA.25
MDL number:
MFCD00133120

Key Documents

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SMILES string

O1[C@@H]2[C@H](OC(=O)c3c2c(c(c(c3)O)OC)O)[C@H]([C@@H]([C@H]1CO)O)O

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

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
122228211V
122228-211V

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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
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
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
Faiyaz Ahmed et al.
Phytotherapy research : PTR, 24(12), 1839-1843 (2010-06-22)
The present study evaluated the radical scavenging and angiotensin converting enzyme (ACE) inhibitory activity of cold and hot aqueous extracts of Ficus racemosa (Moraceae) stem bark. The extracts were standardized using HPLC. Radical scavenging activity was determined using 1,1-diphenyl-2-picrylhydrazyl radical
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