yingweiwo

Zearalanone

Cat No.:V29981 Purity: ≥98%
Zearalenone is a novel and potent nonsteroidal estrogenic mycotoxin isolated from Fusarium species, which colonizes several grains.
Zearalanone
Zearalanone Chemical Structure CAS No.: 5975-78-0
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
25mg
50mg
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
Zearalenone is a novel and potent nonsteroidal estrogenic mycotoxin isolated from Fusarium species, which colonizes several grains. Zearalenone has low acute toxicity and carcinogenicity. Due to its agonistic effect on the estrogen receptor, Zearalenone exhibits distinct estrogenic and anabolic properties in several animal species, resulting in severe effects on the reproductive system.


Zearalanone (CAS#: 5975-78-0) is a non-steroidal estrogenic mycotoxin produced by certain Fusarium species, including Fusarium graminearum and Fusarium culmorum. The compound has a molecular formula of C18H24O5 and a molecular weight of approximately 320.38. Zearalanone is the reduced form of zearalenone, a well-known mycotoxin that contaminates cereal crops such as corn, wheat, and barley. The compound exhibits estrogenic activity and can bind to estrogen receptors, causing reproductive disorders in animals and potentially in humans. Zearalanone is used as a research tool in the study of estrogen receptor signaling and as a reference standard for the analysis of mycotoxins in food and feed.
Biological Activity I Assay Protocols (From Reference)
Targets
Zearalanone targets estrogen receptors (ERalpha and ERbeta), acting as a non-steroidal estrogenic compound. It binds to these receptors with high affinity, mimicking the effects of natural estrogens. Activation of estrogen receptors by zearalanone leads to the regulation of estrogen-responsive genes, which can result in various physiological effects, including reproductive toxicity and endocrine disruption. The compound's estrogenic activity is well-characterized and has been studied extensively in the context of mycotoxin toxicology. Zearalanone is a valuable tool for studying estrogen receptor signaling and the effects of environmental estrogens.
ln Vitro
In vitro studies have demonstrated that Zearalanone binds to estrogen receptors with high affinity and activates estrogen-responsive gene expression. The compound's estrogenic activity has been characterized using cell-based reporter assays, where it stimulates the expression of reporter genes under the control of estrogen response elements. Zearalanone has also been shown to stimulate the proliferation of estrogen-responsive cancer cell lines, such as MCF-7 breast cancer cells. The compound's in vitro activity is well-documented and serves as a basis for its use as a research tool in endocrinology and toxicology.
ln Vivo
In vivo studies have demonstrated that Zearalanone produces estrogenic effects in animals, including reproductive toxicity, alterations in estrous cycle, and effects on fertility. The compound has been shown to cause hyperestrogenism in pigs, cattle, and other animals, leading to reproductive disorders such as vulvovaginitis, infertility, and reduced litter size. In rodents, zearalanone has been shown to affect reproductive development and function. These in vivo effects are attributed to the compound's ability to bind to estrogen receptors and activate estrogen signaling pathways. Zearalanone is studied extensively in the context of mycotoxin toxicology and food safety.
Enzyme Assay
The in vitro receptor binding assay for Zearalanone typically involves measuring the compound's affinity for estrogen receptors using radioligand binding techniques. Membrane preparations or cell lysates containing ERalpha or ERbeta are incubated with a radiolabeled estrogen (such as ^3H-estradiol) and varying concentrations of Zearalanone. Nonspecific binding is determined in the presence of excess unlabeled diethylstilbestrol or other estrogen receptor ligands. The compound's affinity (Ki value) for the receptors is calculated from competition binding experiments. These assays are standard for characterizing the estrogenic activity of compounds.
Cell Assay
Cellular assays for Zearalanone are typically conducted using estrogen-responsive cell lines, such as MCF-7 breast cancer cells. Cells are cultured in estrogen-free medium and treated with varying concentrations of Zearalanone. Cell proliferation is measured using MTT or other cell viability assays. Estrogen receptor activation is assessed using reporter gene assays, where cells are transfected with a reporter plasmid containing estrogen response elements linked to a luciferase or other reporter gene. These cell-based assays confirm the compound's estrogenic activity and provide information about its potency and efficacy.
Animal Protocol
In vivo animal studies for Zearalanone are conducted in rodents, pigs, and other animals. The compound is administered orally or by injection, and its effects on reproductive function, hormone levels, and tissue histology are assessed. In female animals, the estrous cycle is monitored, and ovarian and uterine weights are measured. In male animals, testicular weight and spermatogenesis are assessed. Hormone levels, including estradiol, progesterone, and testosterone, are measured in blood samples. These studies confirm the compound's estrogenic effects and help to characterize its toxicity profile.
ADME/Pharmacokinetics
Zearalanone has a molecular weight of approximately 320.38 and a molecular formula of C18H24O5. The compound is a white to off-white crystalline solid. It is soluble in organic solvents such as methanol, ethanol, and DMSO, but has limited solubility in water. Zearalanone is relatively stable under normal storage conditions but should be protected from light and moisture. The compound is metabolized in the liver and excreted primarily in urine and feces. Detailed pharmacokinetic parameters are available from toxicological studies on zearalenone and its metabolites.
Toxicity/Toxicokinetics
Toxicological data for Zearalanone are well-characterized due to its importance as a mycotoxin. The compound exhibits estrogenic toxicity, causing reproductive disorders in animals at relatively low doses. Chronic exposure to zearalanone can lead to reproductive toxicity, endocrine disruption, and potential carcinogenic effects. The compound is classified as a potential endocrine disruptor and is regulated in food and feed in many countries. The toxicological profile of zearalanone is similar to that of zearalenone, and both compounds are studied extensively in the context of food safety and mycotoxin toxicology.
References

[1]. Triacsin Concentration levels of zearalenone and its metabolites in urine, muscle tissue, and liversamples of pigs fed with mycotoxin-contaminated oats. J Agric Food Chem. 2002 Apr 24;50(9):2494-501.

Additional Infomation
Zearalenone belongs to the resorcinol class of compounds, which is a macrocyclic lactone. It has been reported that pomegranates contain zearalenone, and relevant data are available for reference.
Zearalanone is a non-steroidal estrogenic mycotoxin produced by Fusarium species. It is used primarily as a research tool in the study of estrogen receptor signaling and as a reference standard for the analysis of mycotoxins in food and feed. The compound has a molecular formula of C18H24O5 and a molecular weight of approximately 320.38. Zearalanone exhibits estrogenic activity and can cause reproductive disorders in animals. It is not approved for clinical use and is available for research purposes only. The compound is regulated in food and feed due to its potential health effects.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C₁₈H₂₄O₅
Molecular Weight
320.38
Exact Mass
320.162
CAS #
5975-78-0
PubChem CID
108003
Appearance
White to off-white solid powder
Density
1.1±0.1 g/cm3
Boiling Point
576.8±50.0 °C at 760 mmHg
Melting Point
184-186ºC
Flash Point
209.2±23.6 °C
Vapour Pressure
0.0±1.7 mmHg at 25°C
Index of Refraction
1.526
LogP
3.45
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
0
Heavy Atom Count
23
Complexity
408
Defined Atom Stereocenter Count
1
SMILES
C[C@H]1CCCC(=O)CCCCCC2=C(C(=CC(=C2)O)O)C(=O)O1
InChi Key
APJDQUGPCJRQRJ-LBPRGKRZSA-N
InChi Code
InChI=1S/C18H24O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h10-12,20-21H,2-9H2,1H3/t12-/m0/s1
Chemical Name
(4S)-16,18-dihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-triene-2,8-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

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 (~312.13 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.80 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 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 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to 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: ≥ 2.5 mg/mL (7.80 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 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.1213 mL 15.6065 mL 31.2129 mL
5 mM 0.6243 mL 3.1213 mL 6.2426 mL
10 mM 0.3121 mL 1.5606 mL 3.1213 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