yingweiwo

Cytochalasin A

Cat No.:V32960 Purity: ≥98%
Cytochalasin A is a cell-penetrating/penetrable mycotoxin that is an oxidized analogue of cytochalasin B.
Cytochalasin A
Cytochalasin A Chemical Structure CAS No.: 14110-64-6
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
100mg
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
Cytochalasin A is a cell-penetrating/penetrable mycotoxin that is an oxidized analogue of cytochalasin B. Cytochalasin A is an inhibitor (blocker/antagonist) of HIV-1 protease (IC50=3 μM), inhibits actin polymerization and interferes with microtubule assembly by reacting with sulfhydryl groups. Has antibiotic and fungicidal activity.
Cytochalasin A is a natural fungal metabolite and potent mycotoxin produced by various molds, including species of Helminthosporium and Zygosporium. It belongs to the cytochalasin family of compounds that exhibit profound effects on cytoskeletal proteins, giving rise to pronounced morphogenic activity in animals and plants. Cytochalasin A has many biological activities, such as inhibiting cytokinesis reversibly, inhibiting megasophil endocytosis and exocytosis. It is also an HIV protease inhibitor. The compound has a molecular formula of C29H35NO5 and a molecular weight of 477.59 g/mol. Cytochalasin A is intended for laboratory research use only.
Biological Activity I Assay Protocols (From Reference)
Targets
Cytochalasin A targets actin filaments, the primary components of the eukaryotic cytoskeleton. The compound binds to the barbed (plus) ends of actin filaments, preventing the addition of new actin monomers and disrupting actin polymerization. This disruption of actin dynamics inhibits cytokinesis (cell division) reversibly, as well as endocytosis and exocytosis in various cell types. Cytochalasin A is also an HIV protease inhibitor, indicating additional molecular targets. The compound's effects on the cytoskeleton make it a powerful research tool for studying actin-dependent cellular processes, including cell motility, vesicle trafficking, and viral entry.
ln Vitro
Cytochalasin A demonstrates potent in vitro activity in disrupting actin dynamics and inhibiting cellular processes. The compound inhibits cytokinesis reversibly in eukaryotic cells. It inhibits megasophil endocytosis and exocytosis. Cytochalasin A disrupts actin polymerization, aiding in studies of viral entry and trafficking. The compound's activity is concentration-dependent, with effects observed at appropriate concentrations. As an HIV protease inhibitor, cytochalasin A has additional antiviral activity. The compound is a powerful research tool in cellular biology and pharmacological studies. Its profound effects on cytoskeletal proteins give rise to pronounced morphogenic activity in animals and plants.
ln Vivo
In vivo, Cytochalasin A has been studied for its effects on the cytoskeleton and its potential as an antiviral agent. As a fungal metabolite and mycotoxin, the compound is primarily used as a research tool rather than a therapeutic agent. Cytochalasin A disrupts actin polymerization, aiding in studies of viral entry and trafficking in vivo. The compound is useful for understanding how viruses interact with the host cytoskeleton during infection. Its effects on cytokinesis and cell motility have been studied in various animal models. Comprehensive in vivo efficacy studies are available from research publications. The compound is not intended for therapeutic use due to its toxicity.
Enzyme Assay
In vitro enzyme assays for Cytochalasin A are not standard, as the compound's primary target is actin rather than an enzyme. However, actin polymerization assays can be performed to characterize the compound's activity. Purified actin monomers are incubated with varying concentrations of the test compound in polymerization buffer. Actin polymerization is monitored by measuring the increase in fluorescence of pyrene-labeled actin or by measuring absorbance at 350 nm. IC50 values for inhibition of actin polymerization are calculated from dose-response curves. Alternatively, the compound's HIV protease inhibitory activity can be assessed using fluorogenic protease substrates. Each concentration is typically tested in duplicate or triplicate with appropriate positive controls (known actin inhibitors) and vehicle controls.
Cell Assay
In vitro cellular assays for Cytochalasin A are performed using various cell lines to assess its effects on the cytoskeleton and cellular processes. Cells are treated with varying concentrations of the compound for defined time periods. Actin cytoskeleton organization is assessed by immunofluorescence staining of actin filaments using phalloidin conjugates. Cytokinesis is assessed by observing binucleated cells or by measuring cell proliferation. Endocytosis and exocytosis are assessed using fluorescent tracers or labeled ligands. Viral entry studies can be performed using fluorescently labeled viruses or viral pseudotypes. Cell viability is assessed using MTT or CellTiter-Glo assays to ensure that observed effects are not due to cytotoxicity. IC50 values for inhibition of cellular processes are calculated from dose-response curves.
Animal Protocol
In vivo animal studies for Cytochalasin A are conducted to study its effects on the cytoskeleton and viral infection. The compound is administered via injection at various doses. Viral entry and trafficking can be studied by infecting animals with labeled viruses in the presence or absence of the compound. Tissue samples are collected for histological analysis to assess effects on the cytoskeleton. Pharmacokinetic studies assess drug concentrations in plasma and tissues. Animals are monitored for clinical signs and body weight. The compound's effects on host cytoskeleton interactions are useful for understanding how viruses enter and traffic within cells. Comprehensive in vivo studies are available from research publications.
ADME/Pharmacokinetics
Pharmacokinetic properties of Cytochalasin A have been characterized in research studies. The compound has a molecular formula of C29H35NO5 and a molecular weight of 477.59 g/mol. It is soluble in acetone and slightly soluble in DMSO and methanol. Cytochalasin A has a melting point of 185-187degC and a boiling point of 725.1degC at 760 mmHg. The compound has a density of 1.20 g/cm3. As a lipophilic compound, cytochalasin A would be expected to have good cell permeability. Comprehensive pharmacokinetic parameters including half-life, volume of distribution, clearance, and bioavailability have been characterized in preclinical studies. The compound should be stored at -20degC.
Toxicity/Toxicokinetics
Cytochalasin A is a potent mycotoxin with significant biological activity. As a fungal metabolite, the compound exhibits profound effects on cytoskeletal proteins. Cytochalasin A is an HIV protease inhibitor and disrupts actin polymerization. The compound has a molecular formula of C29H35NO5 and a molecular weight of 477.59 g/mol. Cytochalasin A is a powerful research tool in cellular biology and pharmacological studies. The compound has not entered clinical trials and has not received regulatory approval for any indication. It is available from research chemical suppliers for non-clinical research purposes only. Cytochalasin A is strictly intended for research purposes due to its toxicity.
References

[1]. An electrochemical approach for the detection of HIV-1 protease. Chem Commun (Camb). 2007 Oct 7;(37):3829-31.

[2]. Cytochalasins: Structure-activity relationships. Phytochemistry Volume 29, Issue 1, 1990.

Additional Infomation
Cytochalasin A is a type of cytochalasin. It has been reported that cytochalasin A has been found in Bolschlerus parvovirus, and relevant data are available for reference.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C29H35NO5
Molecular Weight
477.5919
Exact Mass
477.251
CAS #
14110-64-6
PubChem CID
5458383
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
725.1±60.0 °C at 760 mmHg
Melting Point
147 to 148'ºC
Flash Point
392.3±32.9 °C
Vapour Pressure
0.0±2.5 mmHg at 25°C
Index of Refraction
1.590
LogP
2.83
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Heavy Atom Count
35
Complexity
901
Defined Atom Stereocenter Count
7
SMILES
C[C@@H]1CCCC(=O)/C=C/C(=O)O[C@]23[C@@H](/C=C/C1)[C@@H](C(=C)[C@H]([C@H]2[C@@H](NC3=O)CC4=CC=CC=C4)C)O
InChi Key
ZMAODHOXRBLOQO-TZVKRXPSSA-N
InChi Code
InChI=1S/C29H35NO5/c1-18-9-7-13-22(31)15-16-25(32)35-29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,23-24,26-27,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/b14-8+,16-15+/t18-,19-,23+,24+,26+,27-,29-/m1/s1
Chemical Name
(1S,4E,10R,12E,14S,15S,17S,18S,19S)-19-benzyl-15-hydroxy-10,17-dimethyl-16-methylidene-2-oxa-20-azatricyclo[12.7.0.01,18]henicosa-4,12-diene-3,6,21-trione
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 : ~100 mg/mL (~209.38 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).
View More

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).
View More

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 2.0938 mL 10.4692 mL 20.9385 mL
5 mM 0.4188 mL 2.0938 mL 4.1877 mL
10 mM 0.2094 mL 1.0469 mL 2.0938 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