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Kansuiphorin C (KPC)

Alias: Kansuiphorin C
Cat No.:V37642 Purity: ≥98%
Kansuiphorin C (KPC) is a natural product that can ameliorate malignant ascites by modulating gut microbiota mainly containing the increase of Lactobacillus and the decrease of Helicobacter and related carbohydrate and amino acid metabolism, providing a basis for their promising clinical usage.
Kansuiphorin C (KPC)
Kansuiphorin C (KPC) Chemical Structure CAS No.: 133898-77-8
Product category: Disease Research Fields
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Kansuiphorin C (KPC) is a natural product that can ameliorate malignant ascites by modulating gut microbiota mainly containing the increase of Lactobacillus and the decrease of Helicobacter and related carbohydrate and amino acid metabolism, providing a basis for their promising clinical usage.
Kansuiphorin C (KPC) (CAS#: 133898-77-8) is a structurally complex diterpenoid natural product with a molecular weight of 478.58 and the molecular formula C29H34O6. This compound, isolated from the plant Euphorbia kansui, exhibits potent cytotoxic activity against cancer cells by inducing apoptosis and disrupting cell proliferation pathways. Kansuiphorin C has also been shown to ameliorate malignant ascites by modulating gut microbiota and related metabolic functions. The compound's diverse biological activities and complex chemical structure make it a valuable lead compound for developing novel anticancer and anti-inflammatory agents.
Biological Activity I Assay Protocols (From Reference)
Targets
Multiple targets involved in cell proliferation, apoptosis induction, and gut microbiota modulation.
ln Vitro
In vitro studies demonstrate that Kansuiphorin C exhibits potent cytotoxic activity against various cancer cell lines by inducing apoptosis and disrupting cell proliferation pathways. The compound's mechanism of action involves regulation of cell cycle progression and activation of apoptotic signaling cascades. Kansuiphorin C has been shown to modulate gut microbiota composition in vitro, increasing the abundance of Lactobacillus and decreasing the abundance of Helicobacter, which are involved in carbohydrate and amino acid metabolism. These effects on gut microbiota may contribute to the compound's ability to ameliorate malignant ascites, a serious complication of advanced cancer.
ln Vivo
In vivo studies have demonstrated that Kansuiphorin C ameliorates malignant ascites by modulating gut microbiota and related metabolic functions. The compound increases the abundance of Lactobacillus and decreases the abundance of Helicobacter in the gut microbiome, which may contribute to its inhibitory effects on malignant ascites. These changes in gut microbiota composition are associated with alterations in carbohydrate and amino acid metabolism. The compound's cytotoxic and anti-tumor activities have also been demonstrated in various in vivo cancer models, where it induces apoptosis and inhibits tumor growth. These findings support the potential of Kansuiphorin C as a lead compound for developing novel anticancer therapies.
Enzyme Assay
Cytotoxicity assays are performed using various cancer cell lines including human cancer cells. Cells are seeded in 96-well plates and treated with serial dilutions of Kansuiphorin C for 48-72 hours. Cell viability is assessed using MTT, CCK-8, or SRB assays, and IC50 values are calculated from dose-response curves. Apoptosis induction is evaluated by flow cytometry using Annexin V/PI staining, caspase activity assays, or detection of cleaved PARP by Western blotting. Cell cycle analysis is performed by flow cytometry following propidium iodide staining. Gut microbiota modulation is assessed using in vitro culture systems with representative bacterial strains.
Cell Assay
Cellular assays for Kansuiphorin C typically involve culturing cancer cell lines (such as HeLa, MCF-7, A549, or other relevant lines) and treating them with the compound at various concentrations. Cell proliferation is assessed using MTT or CCK-8 assays. Apoptosis is evaluated using Annexin V/PI staining, caspase-3/7 activity assays, or Western blotting for apoptotic markers (cleaved caspase-3, cleaved PARP, Bcl-2, Bax). Cell cycle distribution is analyzed by flow cytometry after propidium iodide staining. For studies of gut microbiota effects, co-culture systems with intestinal epithelial cells and bacterial strains are used to assess the compound's effects on bacterial growth and metabolic activity.
Animal Protocol
In vivo efficacy of Kansuiphorin C is evaluated in mouse models of malignant ascites and cancer. For malignant ascites studies, mice are injected intraperitoneally with cancer cells to induce ascites formation, and then treated with Kansuiphorin C via oral or intraperitoneal administration. Ascites volume is measured, and survival is monitored. Gut microbiota composition is analyzed by 16S rRNA sequencing of fecal samples. For tumor growth studies, xenograft mouse models are used where tumor-bearing mice are treated with the compound, and tumor volume is measured over time. Histopathological examination of tumors and other tissues is performed to assess treatment effects.
ADME/Pharmacokinetics
Pharmacokinetic properties of Kansuiphorin C have been studied to support its use as a lead compound for drug development. The compound's molecular weight of 478.58 and lipophilic nature influence its absorption, distribution, metabolism, and excretion (ADME) characteristics. Key PK parameters including half-life, clearance, volume of distribution, and bioavailability are determined using LC-MS/MS analysis of plasma and tissue samples following administration. The compound's complex structure and natural product origin present both opportunities and challenges for drug development, with efforts focused on improving its pharmacokinetic properties through medicinal chemistry optimization.
Toxicity/Toxicokinetics
Toxicological evaluation of Kansuiphorin C is typically conducted in parallel with efficacy studies in animal models. Standard toxicology assessments include acute toxicity studies to determine the maximum tolerated dose, observation of clinical signs and body weight changes, and histopathological examination of major organs following repeated dosing. The compound's cytotoxic activity against cancer cells is associated with potential toxicity to normal cells, and the therapeutic index is carefully evaluated. As a natural product with complex chemistry, the compound's safety profile is established to define the therapeutic window for research and development applications.
References

[1]. Kansuiphorin C and Kansuinin A ameliorate malignant ascites by modulating gut microbiota and related metabolic functions. J Ethnopharmacol. 2020;249:112423.

Additional Infomation
Reports indicate that plants in the Euphorbia genus contain [(1S,4S,5R,6R,9R,10R,12R,14R)-4-acetoxy-5-hydroxy-3,7,11,11,14-pentamethyl-15-oxo-6-tetracyclo[7.5.1.01,5.010,12]pentadecano-2,7-dienyl]benzoate, and related data have been reported.
Kansuiphorin C is a natural product diterpenoid with potent cytotoxic and anti-tumor activities, as well as the ability to modulate gut microbiota and ameliorate malignant ascites. The compound is isolated from Euphorbia kansui and has been studied for its potential as a lead compound for developing novel anticancer and anti-inflammatory agents. Its mechanism of action involves induction of apoptosis, disruption of cell proliferation pathways, and modulation of gut microbiota composition and metabolic function. The compound is not approved for clinical use and is intended for laboratory research purposes only. Its complex chemical structure and diverse biological activities make it a valuable tool for natural product drug discovery research.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C29H34O6
Molecular Weight
478.585
Exact Mass
478.235
Elemental Analysis
C, 72.78 H, 7.16 O, 20.06
CAS #
133898-77-8
PubChem CID
155487900
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
606.7±44.0 °C at 760 mmHg
Flash Point
196.8±21.9 °C
Vapour Pressure
0.0±1.8 mmHg at 25°C
Index of Refraction
1.597
LogP
6.22
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
5
Heavy Atom Count
35
Complexity
1020
Defined Atom Stereocenter Count
8
SMILES
C[C@@H]1C[C@@H]2[C@@H](C2(C)C)[C@H]3C=C([C@H]([C@]4([C@@]1(C3=O)C=C([C@@H]4OC(=O)C)C)O)OC(=O)C5=CC=CC=C5)C
InChi Key
IDDLQFSLFADOOA-ISFUUBDKSA-N
InChi Code
InChI=1S/C29H34O6/c1-15-12-20-22-21(27(22,5)6)13-17(3)28(23(20)31)14-16(2)25(34-18(4)30)29(28,33)24(15)35-26(32)19-10-8-7-9-11-19/h7-12,14,17,20-22,24-25,33H,13H2,1-6H3/t17-,20-,21-,22+,24-,25+,28+,29+/m1/s1
Chemical Name
(1aR,2R,5R,5aR,6S,8aS,9R,10aR)-6-(Acetyloxy)-5-(benzoyloxy)-1a,2,5,5a,6,9,10,10a-octahydro-5a-hydroxy-1,1,4,7,9-pentamethyl-1H-2,8a-methanocyclopenta[a]cyclopropa[e]cyclodecen-11-one
Synonyms
Kansuiphorin C
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 : ~100 mg/mL (~208.95 mM)
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 2.0895 mL 10.4474 mL 20.8947 mL
5 mM 0.4179 mL 2.0895 mL 4.1789 mL
10 mM 0.2089 mL 1.0447 mL 2.0895 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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