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S0292

Sigma-Aldrich

Silymarin

flavonolignans

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Synonym(s):
flavolignans
CAS Number:
65666-07-1
MDL number:
MFCD01776359
UNSPSC Code:
12352202
NACRES:
NA.81

biological source

plant (Silybum marianum)

Quality Level

200

form

powder

technique(s)

toxicology assay: suitable

application(s)

microbiology

storage temp.

−20°C

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

General description

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

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.

Other Notes

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nuriye Ezgi Bektur Aykanat et al.
Pharmacological reports : PR, 72(1), 199-207 (2020-02-06)
14 million people are diagnosed with new cancer and approximately 8 million people die from cancer every year. Hepatocellular carcinoma is the most common type of liver cancer and covers almost 5-6% of cancer deaths worldwide. Silybum marianum, a plant
Protective effects of silymarin on fumonisin B1-induced hepatotoxicity in mice
Sozmen M, et al.
Journal of Veterinary Science, 15(1), 51-60 (2012)
Multitargeted therapy of cancer by silymarin
Ramasamy K and Agarwal R
Cancer letters, 269(2), 352-362 (2008)
Chun-Ping Lu et al.
Chemico-biological interactions, 290, 12-18 (2018-05-14)
Macrophages and inflammasome pathway are involved in high-glucose toxicity and development of insulin resistance. Silymarin (SMR) was known to modulate glucose homeostasis and reduce inflammation. However, it is still unknown whether SMR possess anti-hyperglycemic effects in diabetic-like knockout mice (Hnf-1αkin/-/Ins.cre
Effect of silymarin on bladder overactivity in cyclophosphamide-induced cystitis rat model
Eser N, et al.
Phytomedicine, 19(8-9), 840-845 (2012)
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