yingweiwo

Wogonoside

Alias: Oroxindin Wogonoside
Cat No.:V8016 Purity: ≥98%
Wogonoside is a flavonoid glycoside compound extracted from skullcap that has anti~inflammatory effects.
Wogonoside
Wogonoside Chemical Structure CAS No.: 51059-44-0
Product category: Autophagy
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
25mg
50mg
100mg
250mg
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Product Description
Wogonoside is a flavonoid glycoside compound extracted from skullcap that has anti~inflammatory effects. Wogonoside induces autophagy in breast cancer/tumor cells by regulating the MAPK-mTOR pathway.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
In RAW264.7 cells, wogonin (0-50 μM, 24 hours) suppresses the production of pro-inflammatory cytokines (IL-6 and TNF-α) and central mediators (NO, PGE2) generated by LPS [1]. Wogonin at 100 μM for 24 hours causes MDA-MB-231 and MCF-7 to proliferate [2]. Wogonin (100 μM, 9–24 hours) causes MDA-MB-231 cells to proliferate [2]. μM, 48-96 hours) can cause G1 phase induction and secretion, as well as suppress the growth of U937 and HL-60 cells [5].
ln Vivo
In the MDA-MB-231 orthotopic model, wogonin (80 mg/kg, gavaged once every other day) inhibits the growth and metastasis of tumors [3]. In A549 cell xenograft models, wogonin (40 or 80 mg/kg, intraperitoneal injection, every three days) inhibits tumor growth and decreases Bcl-2/Bax distribution [4]. Wogonin can also inhibit the U937 xenograft model when administered intraperitoneally once daily for 14 days at a dose of 80 mg/kg.
Cell Assay
Western Blot Analysis[2]
Cell Types: MDA-MB-231 cells
Tested Concentrations: 100 μM
Incubation Duration: 9-24 hrs (hours)
Experimental Results: Increased expression of LC3-II and Beclin-1. Inhibits the phosphorylation levels of mTOR Ser2448 and p70S6K Ser-389.
Animal Protocol
Animal/Disease Models: MDA-MB-231 orthotopic model [3]
Doses: 80 mg/kg administered Method: po (oral gavage), once every other day.
Experimental Results: Inhibited tumor growth (46%) and metastasis in the brain, lungs, liver and bones. Increase the expression of E-cadherin at the original site and decrease the expression of MMP-9, vimentin and Twist1.
References

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

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

[3]. Wogonoside inhibits invasion and migration through suppressing TRAF2/4 expression in breast cancer. J Exp Clin Cancer Res. 2017 Aug 3;36(1):103.

[4]. Wogonoside induces apoptosis in human non-small cell lung cancer A549 cells by promoting mitochondria dysfunction. Biomed Pharmacother. 2018 Oct;106:593-598.

[5]. Wogonoside induces cell cycle arrest and differentiation by affecting expression and subcellular localization of PLSCR1 in AML cells. Blood. 2013 May 2;121(18):3682-91.

Additional Infomation
Wogonin 7-O-beta-D-glucuronide is the glycosyloxyflavone which is the 7-O-glucuronide of wogonin. It is a glycosyloxyflavone, a monomethoxyflavone, a monohydroxyflavone, a monosaccharide derivative and a beta-D-glucosiduronic acid. It is functionally related to a wogonin. It is a conjugate acid of a wogonin 7-O-beta-D-glucuronate.
Oroxindin has been reported in Scutellaria indica, Scutellaria prostrata, and other organisms with data available.
See also: Glycyrrhiza Glabra (part of).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C22H20O11
Molecular Weight
460.391
Exact Mass
460.1
CAS #
51059-44-0
PubChem CID
3084961
Appearance
Light yellow to yellow solid powder
Density
1.6±0.1 g/cm3
Boiling Point
869.0±65.0 °C at 760 mmHg
Melting Point
226-227ºC
Flash Point
304.0±27.8 °C
Vapour Pressure
0.0±0.3 mmHg at 25°C
Index of Refraction
1.685
LogP
1.42
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
11
Rotatable Bond Count
5
Heavy Atom Count
33
Complexity
763
Defined Atom Stereocenter Count
5
SMILES
O1[C@]([H])(C(=O)O[H])[C@]([H])([C@@]([H])([C@]([H])([C@]1([H])OC1C([H])=C(C2C(C([H])=C(C3C([H])=C([H])C([H])=C([H])C=3[H])OC=2C=1OC([H])([H])[H])=O)O[H])O[H])O[H])O[H]
InChi Key
LNOHXHDWGCMVCO-NTKSAMNMSA-N
InChi Code
InChI=1S/C22H20O11/c1-30-18-13(32-22-17(27)15(25)16(26)20(33-22)21(28)29)8-11(24)14-10(23)7-12(31-19(14)18)9-5-3-2-4-6-9/h2-8,15-17,20,22,24-27H,1H3,(H,28,29)/t15-,16-,17+,20-,22+/m0/s1
Chemical Name
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(5-hydroxy-8-methoxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid
Synonyms
Oroxindin Wogonoside
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~125 mg/mL (~271.51 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (4.52 mM) (saturation unknown) in 10% DMSO + 40% PEG300 +5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 + to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1721 mL 10.8604 mL 21.7207 mL
5 mM 0.4344 mL 2.1721 mL 4.3441 mL
10 mM 0.2172 mL 1.0860 mL 2.1721 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
/

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
+
+
+

Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • Wogonoside suppresses breast cancer growth and metastasis of MDA-MB-231 cells in vivo. a Diagram shows the experimental course of MDA-MB-231 orthotopic model. b Effect of wogonoside (80 mg/kg) and gemcitabine (80 mg/kg) on tumor growth was investigated in the model of MDA-MB-231 orthotopic model. c Effect of wogonoside (80 mg/kg) and gemcitabine (80 mg/kg) on tumor weight was investigated in the model of MDA-MB-231 orthotopic model. d H&E stained brains, lungs, livers, bones and spleens of mice from wogonoside-treated and control group to confirm the presence of micrometastases (image magnification: 200×). e Immunohistochemical detection of E-cadherin, MMP-9, vimentin and Twist1 protein levels in MDA-MB-231 orthotopic site (image magnification: 400×). f The expression of E-cadherin, MMP-9, vimentin and Twist1 proteins were analyzed in MDA-MB-231 orthotopic site by western blot using specific antibodies. A GAPDH antibody was used to check equivalent protein loading. Each experiment was performed at least three times. Data are presented as mean ± SD. *p < 0.05 compared with the control group; **p < 0.01 compared with the control group.[3]. Yao Y, et al. Wogonoside inhibits invasion and migration through suppressing TRAF2/4 expression in breast cancer. J Exp Clin Cancer Res. 2017 Aug 3;36(1):103.
  • TNF-α and TRAF2/4 were overexpressed in late stage of metastatic breast cancer. a Diagram shows the experimental course of MDA-MB-231 orthotopic model (n = 8). b The effect of wogonoside on TNF-α content of tumor tissue. c Immunohistochemical detection of TNF-α protein levels in 63-day and 98-day MDA-MB-231 orthotopic site (image magnification: 400×). d The expression of TRAF4, TRAF2 and TNF-α proteins were analyzed in 63-day and 98-day MDA-MB-231 orthotopic site by western blot using specific antibodies. A GAPDH antibody was used to check equivalent protein loading. e Immunohistochemical detection of TRAF4, TRAF2 and TNF-α protein levels in MDA-MB-231 orthotopic site (image magnification: 400×). f The expression of TRAF4, TRAF2 and TNF-α proteins were analyzed in MDA-MB-231 orthotopic site by western blot using specific antibodies. Each experiment was performed at least three times. Data are presented as mean ± SD. *p < 0.05 compared with the control group; **p < 0.01 compared with the control group.[3]. Yao Y, et al. Wogonoside inhibits invasion and migration through suppressing TRAF2/4 expression in breast cancer. J Exp Clin Cancer Res. 2017 Aug 3;36(1):103.
  • Wogonoside inhibits TNF-α-induced migration, adhesion and invasion in MDA-MB-231, MDA-MB-435, and BT-474 cells. MDA-MB-231, MDA-MB-435, and BT-474 cells were exposed to different concentrations of TNF-α and wogonoside for 48 h. a Effect of wogonoside on cell viability by MTT assay. b 100 μl cell suspension (2 × 105 cells/ml) was added to the 96 wells which are pre-coated with matrigel. After incubating for 60 min, adherent cells were determined by MTT assay. c-d A monolayer of cells was scraped with a pipette tip and then treated with TNF-α and wogonoside. The migrating cells were assessed with a microscope equipped with a camera (image magnification: 100×). e-f The invasive ability was evaluated by a matrigel-coated transwell invasion assay (image magnification: 200×). Each experiment was performed at least three times. Data are presented as mean ± SD. *p < 0.05 compared with the control group; **p < 0.01 compared with the control group.[3]. Yao Y, et al. Wogonoside inhibits invasion and migration through suppressing TRAF2/4 expression in breast cancer. J Exp Clin Cancer Res. 2017 Aug 3;36(1):103.
Contact Us