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Merck

S0292

Silymarin

flavonolignans

Synonym(s):

flavolignans

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About This Item

CAS Number:
UNSPSC Code:
12352202
NACRES:
NA.81
MDL number:

Product Name

Silymarin, flavonolignans

SMILES string

O1C(C(Oc3c1ccc(c3)C4Oc5c(c(cc(c5)O)O)C(=O)C4O)c2cc(c(cc2)O)OC)CO

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

InChI key

SEBFKMXJBCUCAI-UHFFFAOYSA-N

biological source

plant (Silybum marianum)

form

powder

technique(s)

toxicology assay: suitable

application(s)

microbiology

storage temp.

−20°C

Quality Level

Application

Silymarin has been used to study:
  • its in vitro antiviral, antibacterial, antifungal activities and cytotoxicity
  • its effect of silymarin on bladder contractions in cyclophosphamide (CYP)-induced cystitis rat model
  • its effect on liver toxication induced by Fumonisin B1 in mice

Biochem/physiol Actions

Silymarin is originally known to protect liver from various toxic agents and is used in treating hepatitis and cirrhosis. Silymarin possesses many biological actions such as antifibrotic, anti-lipid peroxidative, anti-inflammatory, immunomodulatory and membrane stabilizing. Silymarin also aids in liver regeneration.
Silymarin provides cardioprotective activity against ischemia-reperfusion induced myocardial infarction in rats.
Silymarin was shown to protect the liver from the cytotoxic effects of anti-tuberculosis drugs by decreasing serum alanine aminotransferase (ALT), aspartate aminotransferase (AST) and alkaline phosphatase (ALP) levels. This effect was related to the anti-oxidant effects of silymarin.

General description

Silymarin is a flavonolignan, obtained from milk thistle (Silybum marianum) plant.

Other Notes

Mixture of anti-hepatotoxic flavonolignans from the fruit of Silybum marianum.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Silymarin protects liver against toxic effects of anti-tuberculosis drugs in experimental animals.
Eminzade, S.
Nutrition & Metabolism, 5, 18-18 (2008)
Sirajudheen Anwar et al.
Indian journal of pharmacology, 50(3), 108-115 (2018-09-01)
Silymarin, extracted from the seeds of Silybum marianum L. (Milk thistle), is traditionally used for treating various illnesses such as diabetes, cancer, inflammation, hepatitis, liver cirrhosis, and renal problems. Acute cytotoxicity and genotoxicity studies have been reported with ambiguous outcomes;
Laise Mara Oliveira Miranda et al.
Biomedical and environmental sciences : BES, 33(9), 690-700 (2020-10-28)
To evaluate the efficiency of silymarin (SMN) in modulating metabolic parameters and redox status in rats with type 1 diabetes mellitus (T1DM). Diabetes was induced by intraperitoneal injection of alloxan. The diabetic rats were administered with SMN at doses of
Verônica de Souza Santos et al.
Life sciences, 228, 305-315 (2019-05-03)
Silymarin, an extract from Silybum marianum (milk thistle) containing a standardized mixture of flavonolignans that ameliorates some types of liver disease and, more recently, kidney damage, could be used for the ROS-scavenging effect of these antioxidants. Furthermore, contrast-induced nephropathy (CIN)
Maryam Shariati et al.
Inflammation, 42(4), 1203-1214 (2019-02-27)
Dysregulation of the immune system and impairment in the function and number of patient-derived regulatory T cells (Treg) have an important role in multiple sclerosis (MS) pathogenesis. MS patients still receive different medications to overcome the relapses and to slow

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