yingweiwo

Epoxyazadiradione

Cat No.:V41294 Purity: ≥98%
Epoxyazadiradione is a naturally occuring limonoid that is azadiradione with an epoxy group across positions 14 and 15.
Epoxyazadiradione
Epoxyazadiradione Chemical Structure CAS No.: 18385-59-6
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
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
Epoxyazadiradione is a naturally occuring limonoid that is azadiradione with an epoxy group across positions 14 and 15. It is isolated from Azadirachta indica it exhibits insecticidal activitry against mosquitoes. It has a role as an anti-inflammatory
Epoxyazadiradione is a naturally occurring limonoid compound and a derivative of azadiradione, isolated from the neem tree (Azadirachta indica) and other plants in the Meliaceae family. It contains an epoxide functional group that distinguishes it from azadiradione. Limonoids are triterpenoid compounds with diverse biological activities including insecticidal, anti-inflammatory, and anticancer properties. Epoxyazadiradione has been studied for its potential pharmacological effects, but detailed characterization is limited.
Biological Activity I Assay Protocols (From Reference)
Targets
Epoxyazadiradione is a limonoid compound structurally related to azadiradione. It may share similar biological activities, including inhibition of NF-κB signaling and anti-inflammatory effects. The epoxide group may contribute to its reactivity and biological activity. However, the specific molecular targets of epoxyazadiradione have not been fully characterized. Further studies would be needed to identify its targets and mechanism of action.
ln Vitro
Epoxyazadiradione has been reported to exhibit biological activities similar to other limonoids, including anti-inflammatory and anticancer effects. However, specific in vitro activity data are limited. The compound may inhibit NF-κB activation and induce apoptosis in cancer cells. Detailed pharmacological characterization is needed to fully elucidate its activity profile.
ln Vivo
In vivo activity data for epoxyazadiradione are limited. As a naturally occurring compound from neem, it may have similar effects to azadiradione, including anti-inflammatory and anticancer activities. However, detailed in vivo efficacy studies have not been extensively reported. The compound is primarily used as a research chemical.
Enzyme Assay
Assays for epoxyazadiradione would be similar to those for other limonoids. NF-κB inhibition assays are performed using reporter cell lines or by measuring NF-κB DNA binding activity. Cells are treated with epoxyazadiradione and stimulated with TNF-α or other NF-κB activators. NF-κB activity is measured using luciferase reporter assays or by EMSA. Cytokine levels are measured by ELISA. Cell viability is assessed using MTT assays.
Cell Assay
Cellular assays for epoxyazadiradione employ various cancer cell lines or inflammatory cell types. Cells are treated with varying concentrations of the compound for 24-72 hours. Cell viability is assessed using MTT or CellTiter-Glo assays. NF-κB activation is assessed by Western blot. Cytokine production is measured by ELISA. Apoptosis is evaluated by Annexin V/PI staining.
Animal Protocol
In vivo studies with epoxyazadiradione would typically be performed in rodent models of inflammation or cancer. The compound would be administered via oral or intraperitoneal routes at various doses. Inflammatory markers would be measured in serum or tissues. Tumor growth would be monitored in xenograft models. However, detailed published in vivo protocols are limited.
ADME/Pharmacokinetics
Epoxyazadiradione has molecular formula C28H34O6 and molecular weight 466.57. It has CAS number 18385-59-6. The compound is a naturally occurring limonoid isolated from neem (Azadirachta indica) and is an epoxide derivative of azadiradione. It is soluble in DMSO and other organic solvents. The compound should be stored at -20°C for long-term stability.
Toxicity/Toxicokinetics
Toxicological data for epoxyazadiradione are limited. As a naturally occurring compound from neem, it is generally considered to have low toxicity, but specific toxicological data are not extensively reported. The compound should be handled with appropriate laboratory safety precautions. The epoxide group may confer additional reactivity.
References

[1]. Novel anti-inflammatory activity of epoxyazadiradione against macrophage migration inhibitory factor: inhibition of tautomerase and proinflammatory activities of macrophage migration inhibitory factor. J Biol Chem. 2012;287(29):24844-24861.

Additional Infomation
Epoxyazadiradione is a limonene compound with an epoxy group attached to the 14 and 15 positions of a nitrogen-based dialkylone. It was isolated from Azadirachta indica and exhibits mosquito-killing activity. It can be used as an anti-inflammatory agent, insecticide, and plant metabolite. Epoxyazadiradione is an acetate, cyclic terpene ketone, furan compound, limonene compound, epoxide, and pentacyclic triterpenoid compound. Its function is related to nitrogen-based dialkylones. Epoxyazadiradione has been reported in both Azadirachta indica and Chisocheton siamensis.
Epoxyazadiradione is a naturally occurring limonoid compound and a derivative of azadiradione, isolated from the neem tree (Azadirachta indica) and other plants in the Meliaceae family. It contains an epoxide functional group. Limonoids are triterpenoid compounds with diverse biological activities. Epoxyazadiradione has been studied for its potential anti-inflammatory and anticancer effects, but detailed pharmacological characterization is limited.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C28H34O6
Molecular Weight
466.56596
Exact Mass
466.236
CAS #
18385-59-6
PubChem CID
49863985
Appearance
White to off-white solid powder
Density
1.25g/cm3
Boiling Point
569.1ºC at 760mmHg
Flash Point
298ºC
Vapour Pressure
5.76E-13mmHg at 25°C
Index of Refraction
1.582
Source
Originated from plants: other families
LogP
4.629
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
3
Heavy Atom Count
34
Complexity
1010
Defined Atom Stereocenter Count
9
SMILES
CC(=O)O[C@@H]1C[C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1([C@]45[C@H](O4)C(=O)[C@H]([C@@]5(CC3)C)C6=COC=C6)C)C
InChi Key
NEYCGDYQBQONFC-GGPFZBFUSA-N
InChi Code
InChI=1S/C28H34O6/c1-15(29)33-20-13-18-24(2,3)19(30)8-10-25(18,4)17-7-11-26(5)21(16-9-12-32-14-16)22(31)23-28(26,34-23)27(17,20)6/h8-10,12,14,17-18,20-21,23H,7,11,13H2,1-6H3/t17-,18+,20-,21-,23-,25-,26+,27+,28-/m1/s1
Chemical Name
[(1S,2R,4S,6S,7S,10R,11R,16R,18R)-6-(furan-3-yl)-1,7,11,15,15-pentamethyl-5,14-dioxo-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadec-12-en-18-yl] acetate
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: ≥ 50 mg/mL (~107.2 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.25 mg/mL (2.68 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 DMSO stock solution (12.5 mg/mL) to 400 μL of PEG300 and mix well; then add 50 μL of Tween-80 and mix well; finally add 450 μL of physiological saline and 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: ≥ 1.25 mg/mL (2.68 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in 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 DMSO stock solution (12.5 mg/mL) to 900 μL of 20% SBE-β-CD saline and mix well.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 3: ≥ 1.25 mg/mL (2.68 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 DMSO stock solution (12.5 mg/mL) to 900 μL of corn oil and mix well.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1433 mL 10.7165 mL 21.4330 mL
5 mM 0.4287 mL 2.1433 mL 4.2866 mL
10 mM 0.2143 mL 1.0717 mL 2.1433 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.

Contact Us