Silidianin

Names

[ Name ]:
Silidianin

[Synonym ]:
Silidianin
Silydianin
(1R,3R,6R,7R,10R)-3-Hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-[(2R,3R)-3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-chromen-2-yl]-4-oxatricyclo[4.3.1.0]dec-8-en-2-one
Silydianin (20 mg)
Silychristin
3,6-Methanobenzofuran-7(6H)-one, 4-[(2R,3R)-3,4-dihydro-3,5,7-trihydroxy-4-oxo-2H-1-benzopyran-2-yl]-2,3,3a,7a-tetrahydro-7a-hydroxy-8-(4-hydroxy-3-methoxyphenyl)-, (3R,3aR,6R,7aR,8R)-

Biological Activity

[Description]:

Silydianin is an active constituent of Silybium marianum, with exhibit anti-collagenase, antitumor and anti-elastase activities. Silydianin is a natural protein tyrosine phosphatase 1B (PTP1B) with an IC50 of 17.38 μM. Silydianin has inhibitory effect on the in vitro production and release of oxidative products[1][2][3].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Metabolic Enzyme/Protease >> Phosphatase

[References]

[1]. Vostálová J, et al. Skin Protective Activity of Silymarin and its Flavonolignans. Molecules. 2019 Mar 14;24(6).

[2]. Qin N, et al. Identification of flavonolignans from Silybum marianum seeds as allosteric protein tyrosine phosphatase 1B inhibitors. J Enzyme Inhib Med Chem. 2018 Dec;33(1):1283-1291.

[3]. Zielińska-Przyjemska M, et al. An in vitro study of the protective effect of the flavonoid silydianin against reactive oxygen species. Phytother Res. 2006 Feb;20(2):115-9.

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
819.0±65.0 °C at 760 mmHg

[ Melting Point ]:
191 °C

[ Molecular Formula ]:
C₂₅H₂₂O₁₀

[ Molecular Weight ]:
482.436

[ Flash Point ]:
285.0±27.8 °C

[ Exact Mass ]:
482.121307

[ PSA ]:
162.98000

[ LogP ]:
1.84

[ Vapour Pressure ]:
0.0±3.1 mmHg at 25°C

[ Index of Refraction ]:
1.747

[ Storage condition ]:
2-8°C

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Precautionary Statements ]:
P301 + P312 + P330

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22

[ Safety Phrases ]:
22-45

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3.0

Articles

Effect of the flavanolignans of Silybum marianum L. on lipid peroxidation in rat liver microsomes and freshly isolated hepatocytes.

Pharmacol. Res. 25(2) , 147-54, (1992)

The effect of several flavanolignans (silicristin, silidianin, silybin and isosilybin) present in silymarin, the extract of Silybum marianum fruits, was tested on lipid peroxidation in rat liver micro...

[Silymarin in the treatment of chronic liver diseases: past and future].

Orv. Hetil. 149(51) , 2413-8, (2008)

In the treatment of chronic liver diseases adequate therapy can be chosen only in the knowledge of pathogenetic processes. In the liver diseases caused by oxidative stress (alcoholic and non-alcoholic...

Separation and characterization of silybin, isosilybin, silydianin and silychristin in milk thistle extract by liquid chromatography-electrospray tandem mass spectrometry.

J. Chromatogr. A. 1116(1-2) , 57-68, (2006)

A selective and sensitive liquid chromatography/tandem mass spectrometry (LC/MS/MS) method has been developed for the characterization of silymarin in commercially available milk thistle extract. In t...