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Eriocalyxin B

Cat No.:V54807 Purity: ≥98%
Eriocalyxin B is a diterpene compound extracted from the Chinese herbal medicine Vicella hirsutum.
Eriocalyxin B
Eriocalyxin B Chemical Structure CAS No.: 84745-95-9
Product category: Apoptosis
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
Other Sizes
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Product Description
Eriocalyxin B is a diterpene compound extracted from the Chinese herbal medicine Vicella hirsutum. Eriocalyxin B has anti-cancer and anti-inflammatory effects. Eriocalyxin B causes apoptosis.
Eriocalyxin B (CAS 84745-95-9) is a natural diterpenoid compound of the ent-kaurene class, isolated from the Chinese herb Isodon eriocalyx (also known as Rabdosia eriocalyx). Its molecular formula is C20H24O5 with a molecular weight of 344.40 g/mol. Eriocalyxin B has anticancer, anti-inflammatory, and anti-adipogenic activities. It can induce tumor cell apoptosis and autophagy and can be used for the research of cancer and autoimmune diseases.
Biological Activity I Assay Protocols (From Reference)
Targets
Eriocalyxin B targets multiple cellular pathways involved in inflammation, proliferation, and cell death. It is a potent NF-κB inhibitor and exerts anti-inflammatory effects through selective modulation of pathogenic Th1 and Th17 cells. The compound also targets apoptosis, autophagy, reactive oxygen species, CDK, PPAR, FABP, Akt, and mTOR pathways. Eriocalyxin B induces cell apoptosis through inhibition of the Akt/mTOR/p70S6K signaling pathway.
ln Vitro
In cell-free biochemical systems, Eriocalyxin B inhibits NF-κB activity. The compound's anti-inflammatory effects are mediated through the modulation of Th1 and Th17 cell signaling. Eriocalyxin B (0-3.5 μM; 7 days) inhibits adipogenesis in 3T3-L1 preadipocytes with an IC50 of 2.745 μM and inhibits the expression of C/EBPα, C/EBPβ, PPARγ, and FABP4.
ln Vivo
In cell-based assays, Eriocalyxin B has shown cytotoxic activity against various tumor cell lines including A-549, MCF-7, SMMC-7721, SW-480, and HL-60 with IC50 values ranging from 0.3-3.1 μM. Eriocalyxin B (1.25-3.5 μM; 16-48 h) induces G2/M phase arrest in differentiated 3T3-L1 cells. Eriocalyxin B (0.35-2.25 μM; 24-72 h) inhibits cell viability, increases intracellular ROS generation, and induces apoptosis and autophagy in MCF-7 and MDA-MB-231 cells.
Enzyme Assay
The cell-free assay for Eriocalyxin B involves measuring its effects on purified enzymes and signaling proteins. The compound's inhibition of NF-κB can be assessed using kinase assays with purified IKK and other components. The compound's anti-adipogenic activity can be evaluated using cell-free assays measuring the expression of adipogenic transcription factors. The compound's binding to target proteins can be studied using surface plasmon resonance or isothermal titration calorimetry.
Cell Assay
Cell-based assays for Eriocalyxin B involve culturing cancer cell lines and treating them with the compound at concentrations ranging from 0.1 to 10 μM. Cells are incubated for 24-72 hours, and cell viability is assessed using MTT or CCK-8 assays. Apoptosis is evaluated by Annexin V staining, caspase activity assays, and PARP cleavage. Autophagy is assessed by measuring LC3-II and p62 levels. Cell cycle analysis is performed by flow cytometry. The compound's effects on NF-κB, Akt/mTOR, and other signaling pathways are assessed by Western blotting.
Animal Protocol
In animal models, Eriocalyxin B has been evaluated for its anti-inflammatory and anti-tumor activities. Typical studies involve administration of the compound to mice via intraperitoneal or oral routes. Inflammatory disease models are used to assess the compound's ability to modulate Th1 and Th17 cells. Tumor-bearing mice are used to assess anti-tumor efficacy. Tissues are collected for analysis of inflammatory markers, apoptosis, and signaling pathway modulation.
ADME/Pharmacokinetics
Pharmacokinetic properties of Eriocalyxin B have not been extensively reported. As a diterpenoid with a molecular weight of 344.40 g/mol, it would be expected to have moderate oral bioavailability and tissue penetration. The compound is soluble in DMSO: 20 mg/mL (58.07 mM). It is typically stored at 4°C, protected from light; in solvent at -80°C for 6 months or at -20°C for 1 month.
Toxicity/Toxicokinetics
Eriocalyxin B is intended for research use only and lacks established toxicity profiles for therapeutic applications. Standard laboratory safety precautions should be observed when handling this natural product. As a compound with diverse biological activities, it may have effects on multiple cellular processes. The compound is typically stored at 4°C, protected from light. Standard toxicity studies would be required for therapeutic development.
References

[1]. Eriocalyxin B Inhibits Adipogenesis in 3T3-L1 Adipocytes by Cell Cycle Arrest. Nat Prod Bioprospect. 2020 Jun;10(3):131-140.

Additional Infomation
Reports indicate that Eriocalyxin B has been found in Isodon eriocalyx, and relevant data is available for reference.
Eriocalyxin B is a research-grade natural product supplied for cancer and inflammation research. It is not an approved pharmaceutical and has no clinical trial history. The compound is a natural diterpenoid from Isodon eriocalyx. It has anticancer and anti-inflammatory activities and induces cell apoptosis and autophagy. This product is intended for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H24O5
Molecular Weight
344.40
Exact Mass
344.162
CAS #
84745-95-9
PubChem CID
16202215
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
551.1±50.0 °C at 760 mmHg
Flash Point
198.9±23.6 °C
Vapour Pressure
0.0±3.4 mmHg at 25°C
Index of Refraction
1.627
LogP
2.16
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
0
Heavy Atom Count
25
Complexity
766
Defined Atom Stereocenter Count
7
SMILES
CC1(C=CC(=O)[C@]23[C@@H]1[C@@H]([C@]([C@]45[C@H]2CC[C@H](C4)C(=C)C5=O)(OC3)O)O)C
InChi Key
RTIKCEKESDRWAE-UJVKWQRCSA-N
InChi Code
InChI=1S/C20H24O5/c1-10-11-4-5-12-18-9-25-20(24,19(12,8-11)15(10)22)16(23)14(18)17(2,3)7-6-13(18)21/h6-7,11-12,14,16,23-24H,1,4-5,8-9H2,2-3H3/t11-,12+,14-,16+,18-,19+,20-/m1/s1
Chemical Name
(1S,2S,5R,8S,9S,10S,11R)-9,10-dihydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadec-13-ene-7,15-dione
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)
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 2.9036 mL 14.5180 mL 29.0360 mL
5 mM 0.5807 mL 2.9036 mL 5.8072 mL
10 mM 0.2904 mL 1.4518 mL 2.9036 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.
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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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