LKT Labs

Biochemicals for Life Science Research

Silybin

Product ID S3343
Cas No. 802918-57-6
Purity ≥97%
Product Unit SizeCostQuantityStock
500 mg $37.10 In stock
1 g $46.20 In stock
5 g $138.90 In stock
Bulk Quote

Quicklinks

Description

Silybin is a phytoestrogen and flavonoid originally found in the seeds of the milk thistle plant (Silybum). Silybin exhibits anti-diabetic, anti-inflammatory, anti-angiogenic, anticancer chemotherapeutic, and chemopreventive activities. In cellular and animal models of hepatocellular carcinoma, silybin increases expression of TRAIL and DR-5, activates caspase signaling, and decreases tumor growth and inflammatory cytokine release. In animal models of diabetes, silybin decrease Hb1Ac levels as well as serum triglycerides, cholesterol, and glucose in pancreatic β cells. Additionally, silybin inhibits IL-1β-induced pro-inflammatory cytokine expression and suppresses translocation of NF-κB in vitro. In animal models, this compound suppresses expression of HIF-1α and VEGF, decreases microvessel density, and delays UV-induced carcinogenesis. Stimulates vascular differentiation in mouse embryonic stem cells.

Product Info

Cas No.

802918-57-6
Purity

≥97%
Formula

C25H22O10
Formula Wt.

482.44
Chemical Name

(2R,3R)-2-[(2R,3R)-2,3-Dihydro-3-(4-hydroxy-3- methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin- 6-yl]-2,3-dihydro-3,5,7-trihydroxy-4H-1-benzopyran- 4-one AND (2R,3R)-2-[(2S,3S)-2,3-Dihydro-3-(4-hydroxy-3- methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin- 6-yl]-2,3-dihydro-3,5,7-trihydroxy-4H-1-benzopyran- 4-one
IUPAC Name

(2R,3R)-3,5,7-trihydroxy-2-[(2R, 3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1, 4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one
Synonym

Silibinin, Silybum substance E6, Silymarin I, Silybin A + B
Melting Point

167-180°C(dec.)
Solubility

Soluble in acetone, ethyl acetate, methanol or ethanol. Practically insoluble in water.

Appearance

White to light yellow powder

Shipping and Storage

Store Temp

-20°C
Ship Temp

Ambient

Downloads

MSDS

S3343 MSDS PDF
Info Sheet

S3343 Info Sheet PDF

References

Sato M, Murakami K, Uno M, et al. Structure-activity relationship for (+)-taxifolin isolated from silymarin as an inhibitor of amyloid-beta aggregation. Biosci Biotechnol Biochem. 2013;77(5):1100-1103. PMID: 23649236.

Bousserouel S, Bour G, Kauntz H, et al. Silibinin inhibits tumor growth in a murine orthotopic hepatocarcinoma model and activates the TRAIL apoptotic signaling pathway. Anticancer Res. 2012 Jul;32(7):2455-62. PMID: 22753701.

Wang Q, Liu M, Liu WW, et al. In vivo recovery effect of silibinin treatment on streptozotocin-induced diabetic mice is associated with the modulations of Sirt-1 expression and autophagy in pancreatic β-cell. J Asian Nat Prod Res. 2012;14(5):413-23. PMID: 22423887.

Au AY, Hasenwinkel JM, Frondoza CG. Silybin inhibits interleukin-1β-induced production of pro-inflammatory mediators in canine hepatocyte cultures. J Vet Pharmacol Ther. 2011 Apr;34(2):120-9. PMID: 21395602.

Gu M, Singh RP, Dhanalakshmi S, et al. Silibinin inhibits inflammatory and angiogenic attributes in photocarcinogenesis in SKH-1 hairless mice. Cancer Res. 2007 Apr 1;67(7):3483-91. PMID: 17409458.

Lee MH, Huang Z, Kim DJ, et al. Direct targeting of MEK1/2 and RSK2 by silybin induces cell-cycle arrest and inhibits melanoma cell growth. Cancer Prev Res (Phila). 2013 May;6(5):455-465. PMID: 23447564.

Ali E, Sharifpanah F, et al. Silibinin from Silybum marianum Stimulates Embryonic Stem Cell Vascular Differentiation via the STAT3/PI3-K/AKT Axis and Nitric Oxide. Planta Med. 2018 Jul;84(11):768-778. PMID: 29329462.

Custom Order

  • Size of single unit expressed as number (e.g. '500' in the case of 500 mg)
  • Total quantity of unit size desired (e.g. '10' in the case of 10 x 500 mg). If only one unit is desired, you may leave this blank.
  • This field is for validation purposes and should be left unchanged.