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Chemodex
Silibinin
Product Details | |
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Synonyms | 2,3-Dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-6-(3,5,7-trihydroxy-4-oxobenzopyran-2-yl)benzodioxin; Silybin; NSC 651520; Flavobin; Silymarin I |
Product Type | Chemical |
Properties | |
Formula |
C25H22O10 |
MW | 482.44 |
CAS | 22888-70-6 |
RTECS | DJ2981770 |
Source/Host Chemicals | Plant |
Purity Chemicals | ≥98% (HPLC) |
Appearance | White to slightly yellow powder. |
Solubility | Soluble in DMSO (10mg/ml) or DMF (20mg/ml). |
Identity | Determined by 1H-NMR. |
Declaration | Manufactured by Chemodex. |
Other Product Data |
Click here for Original Manufacturer Product Datasheet |
InChi Key | SEBFKMXJBCUCAI-PQVVKJAFSA-N |
Smiles | OC1=C2C(O[C@@H](C3=CC=C(O[C@@H](CO)[C@H](C4=CC=C(O)C(OC)=C4)O5)C5=C3)[C@H](O)C2=O)=CC(O)=C1 |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | -20°C |
Long Term Storage | -20°C |
Handling Advice | Protect from light and moisture. |
Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Documents | |
MSDS | Inquire |
Product Specification Sheet | |
Datasheet | Download PDF |
Silibinin is a naturally occurring flavanone from Silybum marianum (milk thistle plant) and the main component (active principle) of the Silymarin extract. Silibinin has shown pleiotropic biological properties, including potent antioxidant, anti-inflammatory, anticancer, antidiabetic, hepatoprotective, neuroprotective, antiviral, antimicrobial and immunosuppressive activities. Silibinin demonstrates promising anticancer effects in vitro and in vivo. The molecular mechanisms of silibinin-mediated antiproliferative effects are mainly via receptor tyrosine kinases, androgen receptor, STATs, NF-κB, cell cycle arrest and apoptotis/autophagy inducing signaling pathways in various cancer cells. Silibinin was reported to improve glycemic homeostasis by improving the activity of pancreatic β-cells, increasing insulin sensitivity of liver and muscle cells and decreasing lipid deposition in adipocytes. Next to modulating the NFκ signaling pathway, Sibilin also inhibits NLRP1/NLRP3 inflammasomes signaling pathways. It modulates many molecular changes caused by xenobiotics and ultraviolet radiation to protect the skin and is used in cosmeceutical preparations.
(1) C. Dehmlow, et al.; Life Sci. 58, 1591 (1996) | (2) C. Dehmlow, et al.; Hepatology 23, 749 (1996) | (3) J.A. Hannay & D. Yu; Cancer Biol. Ther. 2, 532 (2003) | (4) R.P. Singh & R. Agarwal; Mutat. Res. 555, 21 (2004) (Review) | (5) R.P. Singh, et al.; Oncogene 24, 1188 (2005) | (6) K. Min, et al.; Arch. Pharm. Res. 30, 1265 (2007) | (7) R.P. Singh & R. Agarwal; Clin. Dermatol. 27, 479 (2009) (Review) | (8) L. Li, et al.; Expert Opin. Investig. Drugs 19, 243 (2010) (Review) | (9) F. Yin, et al.; Neurochem. Int. 58, 399 (2011) | (10) G. Marrazzo, et al.; Neurosci. Lett. 504, 252 (2011) | (11) C.O. Souza, et al.; Life Sci. 91, 159 (2012) | (12) J. McClure, et al.; PLoS One 7, e41832 (2012) | (13) D.R. de Oliveira, et al.; Biomed. Res. Int. 2015, 292797 (2015) | (14) N. Polachi, et al.; Eur. J. Med. Chem. 123, 577 (2016) (Review) | (15) J. Bosch-Barrera, et al.; Cancer Treat Rev. 58, 61 (2017) (Review) | (16) L. Tian, et al.; Microb. Pathog. 108, 104 (2017) | (17) R. Faridnia, et al.; Ann. Parasitol. 64, 29 (2018) | (18) C. Chu, et al.; Arch. Pharm. Res. 41, 785 (2018) (Review) | (19) Z. Jahanafrooz, et al.; Life Sci. 213, 236 (2018) (Review) | (20) M.L. Matias, et al.; Molecules 24, E1548 (2019)