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S0292

Sigma-Aldrich

Silymarin

flavonolignans

Synonym(s):

flavolignans

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About This Item

CAS Number:
65666-07-1
MDL number:
MFCD01776359
UNSPSC Code:
12352202
NACRES:
NA.81

biological source

plant (Silybum marianum)

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.

Storage Class Code

11 - Combustible Solids

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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USP

USP

1309911

Powdered Holy Basil Extract

Isosilybin (A + B mixture) phyproof® Reference Substance

PHL89231

Isosilybin (A + B mixture)

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)
Silymarin protects liver against toxic effects of anti-tuberculosis drugs in experimental animals.
Eminzade, S.
Nutrition & Metabolism, 5, 18-18 (2008)
Vieri Piazzini et al.
Molecules (Basel, Switzerland), 24(9) (2019-05-06)
Two novel nanomicellar formulations were developed to improve the poor aqueous solubility and the oral absorption of silymarin. Polymeric nanomicelles made of Soluplus and mixed nanomicelles combining Soluplus with d-α-tocopherol polyethylene glycol 1000 succinate (vitamin E TPGS) were prepared using
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