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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
Pricing and availability is not currently available.

biological source

plant (Silybum marianum)

Quality Level

200

form

powder

technique(s)

toxicology assay: suitable

application(s)

microbiology

storage temp.

−20°C

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

General description

Silymarin is a flavonolignan, obtained from milk thistle (Silybum marianum) plant.[1]

Application

Silymarin has been used to study:
  • its in vitro antiviral, antibacterial, antifungal activities and cytotoxicity[1]
  • its effect of silymarin on bladder contractions in cyclophosphamide (CYP)-induced cystitis rat model[2]
  • its effect on liver toxication induced by Fumonisin B1 in mice [3]

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.[1]
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. [4]

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCL6905
BCCH4151
BCCD8696
BCCB8680
BCCB7610

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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
Multitargeted therapy of cancer by silymarin
Ramasamy K and Agarwal R
Cancer letters, 269(2), 352-362 (2008)
Protective effects of silymarin on fumonisin B1-induced hepatotoxicity in mice
Sozmen M, et al.
Journal of Veterinary Science, 15(1), 51-60 (2012)
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
View All Related Papers

Questions

1–3 of 3 Questions  

  1. This silymarine.....is it isomer of Silybinin A and B

    1 answer

    1. This product is a fairly crude extract from Milk Thistle consisting of a number of components. The minimum purity specification for this material is 30%. Within that fraction there is a mixture of isomers. The amount of each has not been quanitified, however the literature suggests that these are present in the plant at equimolar ratios. Please see the link below to review a sample or lot specific Certificate of Analysis:
      https://www.sigmaaldrich.com/product/sigma/s0292#product-documentation

      Helpful?

  2. I want to give it orally to a mouse. How should I prepare it?

    1 answer

    1. This product has not been tested for in vivo or in vitro use. The solubility of this compound is tested at 10 mg/mL in ethanol, which may not be ideal for animal models. There are numerous published papers noting oral administration in mice.

      See the links below to review examples:
      https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5156955/
      https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5622766/

      Please note that unless otherwise stated, this product is intended for research use only and is not to be used for any other purpose, which includes but is not limited to, unauthorized commercial uses, in vitro diagnostic uses, ex vivo or in vivo therapeutic uses or any type of consumption or application to humans or animals.

      Helpful?

  3. how can we dissolve silymarin ( in vitro study )

    1 answer

    1. The solubility of this material is tested at a concentration of 50 mg per 5 mL of ethanol, giving a clear to slightly hazy appearance.

      Helpful?

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