Wedelolactone

Alias: IKK Inhibitor II; Wedelolactone
Cat No.:V23841 Purity: ≥98%
Wedelolactone (IKK Inhibitor II) is a naturally occuring coumarin ether with potent hepatoprotective activities.
Wedelolactone Chemical Structure CAS No.: 524-12-9
Product category: Caspase
This product is for research use only, not for human use. We do not sell to patients.
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Product Description

Wedelolactone (IKK Inhibitor II) is a naturally occuring coumarin ether with potent hepatoprotective activities. Wedelolactone Attenuates Pulmonary Fibrosis Partially Through Activating AMPK and Controlling Raf-MAPKs Signaling Pathway. Wedelolactone inhibits melanoma cell migration and proliferation by inhibiting AKT and AMPK signaling. Wedelolactone Enhances Odontoblast Differentiation by Enhancing Wnt/β-Catenin Signaling Pathway and Suppressing NF-κB Signaling Pathway.

Biological Activity I Assay Protocols (From Reference)
Targets
5-LOX (IC50 = 2.5 μM); Caspase-11; Apoptosis
ln Vitro
Wedelolactone (0-5 μg/mL; 0-21 d) promotes osteoblast differentiation in bone marrow mesenchymal stem cells (BMSCs)[3].
Wedelolactone (0-6 μg/mL; 0-9 d) inhibits GSK3β activity, boosts nuclear accumulation of β-catenin and runx2 in BMSC, and inhibits the action of RANKL[3].
Wedelolactone 0-5 μg/ml; 60 min) inhibits GSK3β activity, demonstrating that GSK3β is the drug's target[3].
Wedelolactone (0-5 μg/ml; 6 d) inhibits the expression of c-src, c-fos, and cathepsin K[3].
ln Vivo
Wedelolactone (10 mg/kg; i.p. every 2 days for 4 weeks) reduces bone volume and trabecular number at the femur following ovariectomies and prevents VOX-induced bone loss[3].
References

[1]. Wedelolactone suppresses LPS-induced caspase-11 expression by directly inhibiting the IKK complex. Cell Death Differ. 2004 Jan;11(1):123-30

[2]. Wedelolactone, a medicinal plant-derived coumestan, induces caspase-dependent apoptosis in prostate cancer cells via downregulation of PKCε without inhibiting Akt. Int J Oncol. 2012 Dec;41(6):2191-9.

[3]. Wedelolactone enhances osteoblastogenesis by regulating Wnt/β-catenin signaling pathway but suppresses osteoclastogenesis by NF-κB/c-fos/NFATc1 pathway. Sci Rep. 2016 Aug 25;6:32260.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H10O7
Molecular Weight
314.2464
Exact Mass
314.0427
Elemental Analysis
C, 61.15; H, 3.21; O, 35.64
CAS #
524-12-9
Related CAS #
524-12-9
Appearance
Solid powder
SMILES
COC1=CC(=C2C(=C1)OC(=O)C3=C2OC4=CC(=C(C=C43)O)O)O
InChi Key
XQDCKJKKMFWXGB-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H10O7/c1-21-6-2-10(19)14-12(3-6)23-16(20)13-7-4-8(17)9(18)5-11(7)22-15(13)14/h2-5,17-19H,1H3
Chemical Name
1,8,9-trihydroxy-3-methoxy-[1]benzofuro[3,2-c]chromen-6-one
Synonyms
IKK Inhibitor II; Wedelolactone
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

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: 63~125 mg/mL (200.5~397.8 mM)
Ethanol: ~1.5 mg/mL (~4.8mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (6.62 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 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.

Solubility in Formulation 2: ≥ 2.08 mg/mL (6.62 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (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 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.1822 mL 15.9109 mL 31.8218 mL
5 mM 0.6364 mL 3.1822 mL 6.3644 mL
10 mM 0.3182 mL 1.5911 mL 3.1822 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.

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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?
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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:
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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
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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.)
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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
  • Wedelolactone isolated from E. prostrata L. inhibits the expression of caspase-11. Cell Death Differ . 2004 Jan;11(1):123-30.
  • Wedelolactone but not its close derivatives inhibited the caspase-11 expression. Cell Death Differ . 2004 Jan;11(1):123-30.
  • Wedelolactone suppressed the IL-1β secretion of mouse splenocytes. Cell Death Differ . 2004 Jan;11(1):123-30.
  • Wedelolactone inhibited the NF-κB transcriptional activity. Cell Death Differ . 2004 Jan;11(1):123-30.
  • Wedelolactone inhibited the NF-κB DNA binding activity. Cell Death Differ . 2004 Jan;11(1):123-30.
  • Wedelolactone regulats osteoblast differentiation through Wnt/GSK3β/β-catenin pathway. Sci Rep . 2016 Aug 25:6:32260.
  • Wedelolactone inhibits bone resorption in RAW264.7 cells. Sci Rep . 2016 Aug 25:6:32260.
  • Wedelolactone inhibits RANKL-induced NF-κB/NFATc1 pathway. Sci Rep . 2016 Aug 25:6:32260.
  • Wedelolactone prevents ovariectomy-induced bone loss by inhibiting osteoclast activity and enhancing osteoblast activity. Sci Rep . 2016 Aug 25:6:32260.
  • Graphical representation of the dual functional role of wedelolactone in osteoblastogenesis and osteoclastogenesis. Sci Rep . 2016 Aug 25:6:32260.
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