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Key Documents

02000585

Silybin

mixture of Silybin A and B, primary reference standard

Synonym(s):

(2R,3R)-3,5,7-Trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin-6-yl]chroman-4-one, Silibinin

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About This Item

Empirical Formula (Hill Notation):
C25H22O10
CAS Number:
Molecular Weight:
482.44
EC Number:
UNSPSC Code:
85151701
NACRES:
NA.24

grade

primary reference standard

quality

mixture of Silybin A and B

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

SMILES string

COc1cc(ccc1O)C2Oc3cc(ccc3OC2CO)[C@H]4Oc5cc(O)cc(O)c5C(=O)[C@@H]4O

InChI

1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20?,23-,24?,25+/m0/s1

InChI key

SEBFKMXJBCUCAI-DBMPWETRSA-N

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General description

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

Reference standard in the analysis of herbal medicinal products.

Other Notes

This compound is commonly found in plants of the genus: silybum

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Yi-Xin Wang et al.
Asian Pacific journal of cancer prevention : APJCP, 15(16), 6791-6798 (2014-08-30)
To investigate the effect of silibinin on proliferation and apoptosis in human gastric cancer cell line MGC803 and its possible mechanisms. Human gastric cancer cell line MGC803 cells were treated with various concentration of silibinin. Cellular viability was assessed by
Suvadra Das et al.
PloS one, 9(7), e101818-e101818 (2014-07-06)
Silybin, is one imminent therapeutic for drug induced hepatotoxicity, human prostate adenocarcinoma and other degenerative organ diseases. Recent evidences suggest that silybin influences gluconeogenesis pathways favorably and is beneficial in the treatment of type 1 and type 2 diabetes. The
Peng Liu et al.
In vitro cellular & developmental biology. Animal, 50(10), 899-908 (2014-08-26)
To investigate the effects of icaritin, an active ingredient extracted from Epimedium Sagittatum (Sieb. et Zucc.), on CCl4-induced liver injury and its possible mechanisms. Hepatocytes isolated from Sprague-Dawley male rats were treated with 3 mmol/L CCl4 for 24 h to
Hong-Li Zhang et al.
Biological & pharmaceutical bulletin, 37(7), 1214-1220 (2014-04-25)
Hepatitis B is the most common serious liver infection in the world. To date, there is still no complete cure for chronic hepatitis B. Natural caffeic acid analogues possess prominent antiviral activity, especially anti-hepatitis B virus (HBV) and anti-human immunodeficiency
Weiquan Zhao et al.
Journal of separation science, 37(17), 2300-2306 (2014-06-14)
Silymarin extracted from Silybum marianum (L.) Gaertn consists of a large number of flavonolignans, of which diastereoisomeric flavonolignans including silybin A and silybin B, and isosilybin A and isosilybin B are the main bioactive components, whose preparation from the crude

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