Wogonoside

Names

[ Name ]:
Wogonoside

[Synonym ]:
5-Hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl β-D-glucopyranosiduronic acid
Oroxindin
Wogonin 7-β-D-glucuronide
wogonin 7-O-glucuronoside
wogonin 7-O-β-D-glucuronide
2-C-(5-Hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)-D-glucuronic acid
4H-1-Benzopyran-4-one, 7-(β-D-glucopyranuronosyloxy)-5-hydroxy-8-methoxy-2-phenyl-
Wogonin-7-O-|A-D-glucuronide
Wogonoside
Wogonin 7-O-glucuronide
Glychionide B
D-Glucuronic acid, 2-C-(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl)-
5,7-dihydroxy-8-methoxyflavone 7-O-β-D-glucuronide

Biological Activity

[Description]:

Wogonoside, a flavonoid glycoside isolated from Huangqin, possesses anti-inflammatory effects. Wogonoside induces autophagy in breast cancer cells by regulating MAPK-mTOR pathway[1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Autophagy >> Autophagy

Research Areas >> Inflammation/Immunology

[References]

[1]. Yang YZ, et al. Wogonoside displays anti-inflammatory effects through modulating inflammatory mediator expression using RAW264.7 cells. J Ethnopharmacol. 2013 Jun 21;148(1):271-6.

[2]. Sun Y, et al. Wogonoside induces autophagy in MDA-MB-231 cells by regulating MAPK-mTOR pathway. Food Chem Toxicol. 2013 Jan;51:53-60.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
869.0±65.0 °C at 760 mmHg

[ Melting Point ]:
226-227ºC

[ Molecular Formula ]:
C₂₂H₂₀O₁₁

[ Molecular Weight ]:
460.388

[ Flash Point ]:
304.0±27.8 °C

[ Exact Mass ]:
460.100555

[ PSA ]:
176.12000

[ LogP ]:
1.42

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.685

[ Storage condition ]:
?20°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22

[ RIDADR ]:
NONH for all modes of transport

Precursor & DownStream

Precursor

DownStream

Articles

Extraction and Bioactivity Analysis of Major Flavones Compounds from Scutellaria baicalensis Using In Vitro Assay and Online Screening HPLC-ABTS System.

J. Anal. Methods Chem. 2014 , 563702, (2014)

The extraction efficiency of a number of solvent compositions for the improvement of bioactive compounds yield from S. baicalensis has been investigated. Also, free radical scavengers in the glycoside...

Wogonoside induces autophagy-related apoptosis in human glioblastoma cells.

Oncol. Rep. 32(3) , 1179-87, (2014)

Wogonoside, a bioactive flavonoid extracted from the root of Scutellaria baicalensis Georgi, has shown preclinical anticancer efficacy in various cancer models. However, the effects of wogonoside on g...

Liquid Chromatography-Tandem Mass Spectrometry Screening Method for the Detection of Radical-Scavenging Natural Antioxidants from the Whole Scutellariae (Radix, Stem and Leaf).

J. Chromatogr. Sci. 53 , 1140-6, (2015)

A novel free radical reaction combined with high-performance LC-photodiode array-ESI-MS/MS screening method was developed for the detection and identification of natural antioxidants from whole Scutel...