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Isochamaejasmin

Cat No.:V51936 Purity: ≥98%
Isochamaejasmin is a biflavonoid with anticancer, antiplasmodial, and insecticidal activities.
Isochamaejasmin
Isochamaejasmin Chemical Structure CAS No.: 93859-63-3
Product category: Apoptosis
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Isochamaejasmin is a biflavonoid with anticancer, antiplasmodial, and insecticidal activities. Isochamaejasmin displays potent NF-κB (NF-κB) activating activity. Isochamaejasmin can cause DNA damage and cause apoptosis in AW1 cells through the mitochondrial pathway. Isochamaejasmin also has moderate antiplasmodial activity (IC50 against Plasmodium falciparum of 7.3 μM) and relatively low cytotoxic effect (CC50 of 29.0 μM).
Biological Activity I Assay Protocols (From Reference)
ln Vitro
In AW1 cells, isochamaejasmin (6.25-100μM; 24-72 h) demonstrated possible toxicity in a dose- and time-dependent way. Time-varying potential against H is exhibited by isochamaejasmin (1000 mg/L, 500 mg/L, 250 mg/L, 125 mg/L, 62.5 mg/L; 24 h, 48 h, 72 h, and 96 h). The toxicity and dose-dependent behavior of zea larvae [1]. In AW1 cells, isochamaejasmin (40-80μM; 24 h) damages DNA and raises γH2AX and OGG1 levels. In the G2/M phase, stop the cell cycle [1]. A dose-dependent mechanism of apoptosis induction in AW1 cells is induced by isochamaejasmin (20-80μM; 24 h)[1]. Isochamaejasmin (20-80μM; 24 h) exhibits a dose-dependent increase in reactive oxygen species (ROS) levels, accumulation of lipid peroxidation products, and inactivation of antioxidant enzymes in AW1 cells. It also shows a decrease in MMP and an upregulation of Bax/Bcl-2 expression, which causes the release of cytochrome c into the cytosol, activation of caspase-3/9, and PARP cleavage [1]. With an EC50 of 3.23 μM, isochamaejasmin stimulates the expression of a reporter gene controlled by NF-κB in transfected HeLa cells. A dominant-negative construct of IκBα blocks isochamaejasmin-stimulated NF-κB reporter activity, which is followed by nuclear translocation of NF-κB protein. Together with PKCδ, isochamaejasmin also phosphorylates ERK1/2, p38, and other mitogen-activated protein kinases in a time-dependent manner [2].
Cell Assay
Cell Viability Assay[1]
Cell Types: Larvae and neuronal cells (AW1)
Tested Concentrations: 6.25 μM, 12.5 μM, 25 μM, 50 μM and 100 μM
Incubation Duration: 24 h, 48 h and 72 h
Experimental Results: Had potential toxicity against H. zea both in vivo and in vitro via time- and dose-dependent manners.

Cell Cycle Analysis[1]
Cell Types: Neuronal cells ( AW1)
Tested Concentrations: 40 μM and 80 μM
Incubation Duration: 24 h
Experimental Results: The cell cycle was arrested at the G2/M phase.

Apoptosis Analysis[1]
Cell Types: Neuronal cells (AW1)
Tested Concentrations: 20 μM, 40 μM, and 80 μM
Incubation Duration: 24 h
Experimental Results: Induced apoptosis via the mitochondrial pathway in AW1 cells.

Western Blot Analysis[1]
Cell Types: Neuronal cells (AW1)
Tested Concentrations: 20 μM, 40 μM, and 80 μM
Incubation Duration: 24 h
Experimental Results: demonstrated upregulation of Bax/Bcl-2 expression resulting in the release of cytochrome c into the cytosol, activation of caspase-3/9, and cleavage of PARP.
References
[1]. Yuanhang Ren, et al. Isochamaejasmin induces toxic effects on Helicoverpa zea via DNA damage and mitochondria-associated apoptosis. Pest Manag Sci. 2021 Jan;77(1):557-567.
[2]. Qinghai Tian, et al. Stereospecific induction of nuclear factor-kappaB activation by isochamaejasmin. Mol Pharmacol. 2005 Dec;68(6):1534-42.
[3]. Liene Dhooghe, et al. Antiplasmodial activity of (I-3,II-3)-biflavonoids and other constituents from Ormocarpum kirkii. Phytochemistry. 2010 May;71(7):785-91.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C30H22O10
Molecular Weight
542.49
CAS #
93859-63-3
Appearance
Typically exists as solids (or liquids in special cases) at room temperature
SMILES
O=C1C2C(=CC(=CC=2O[C@@H](C2C=CC(O)=CC=2)[C@@H]1[C@H]1C(=O)C2C(=CC(=CC=2O[C@@H]1C1C=CC(O)=CC=1)O)O)O)O
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.8434 mL 9.2168 mL 18.4335 mL
5 mM 0.3687 mL 1.8434 mL 3.6867 mL
10 mM 0.1843 mL 0.9217 mL 1.8434 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
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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:
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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.
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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.)
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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.

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