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Epigoitrin

Alias: Epigoitrin; (R)-Goitrin; (R) Goitrin; BA-51-090278; BA 51-090278; BA 51 090278; BA 51090278; BA51090278
Cat No.:V20628 Purity: ≥98%
Epigoitrin ((R)-Goitrin; BA-51-090278) is anaturally occurring alkaloid isolated from Isatis indigotica withantiviral, anticancer, and antithyroidactivities.
Epigoitrin
Epigoitrin Chemical Structure CAS No.: 1072-93-1
Product category: Influenza Virus
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
25mg
50mg
100mg
250mg
Other Sizes

Other Forms of Epigoitrin:

  • epi-Progoitrin
  • Goitrin ((S)-Goitrin; L-5-Vinyl-2-thioxazolidone)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description

Epigoitrin ( (R)-Goitrin; BA-51-090278) is a naturally occurring alkaloid isolated from Isatis indigotica with antiviral, anticancer, and antithyroid activities. Epigoitrin reduces susceptibility to influenza virus via mitochondrial antiviral signaling.

Product Application
Overview
Epigoitrin, also known as (R)-Goitrin, is a naturally occurring alkaloid isolated from the medicinal plant Isatis indigotica. Supplied at high purity (≥98%), Epigoitrin is offered by InvivoChem exclusively for research use. It has attracted scientific interest due to its broad biological activity, including antiviral, anticancer, and antithyroid effects observed in experimental models.
Traditionally associated with herbal medicine research, Epigoitrin has gained modern relevance as a small-molecule tool for studying host–virus interactions and immune signaling pathways. Its activity against viral infections, particularly the influenza virus, makes it a useful compound for virology and immunology research.

Biological Activity and Mechanism
One of the most studied properties of Epigoitrin is its ability to reduce cellular susceptibility to influenza virus infection. Research suggests that this effect is mediated through modulation of mitochondrial antiviral signaling (MAVS), a key component of the innate immune response to viral RNA. By influencing this pathway, Epigoitrin provides researchers with a means to investigate early antiviral defense mechanisms at the mitochondrial level.
In addition to its antiviral effects, Epigoitrin has demonstrated anticancer activity in preclinical studies. These effects are thought to involve regulation of cell proliferation and apoptosis, supporting its use in cancer biology and cellular stress research. Its antithyroid activity further highlights its diverse biological profile, making it relevant for endocrine-related exploratory studies.

Research Applications
Epigoitrin is commonly used in influenza virus research, innate immunity studies, and investigations focused on mitochondrial signaling pathways. It is also applied in oncology research to examine apoptosis-related mechanisms and cellular responses to bioactive plant-derived alkaloids.
The compound is suitable for in vitro studies and mechanistic pathway analysis where natural-product pharmacology is of interest. Each InvivoChem shipment includes a Certificate of Analysis, Safety Data Sheet, and detailed instructions for use to ensure consistency and reproducibility in laboratory workflows.
Epigoitrin is provided strictly for research purposes only and is not intended for human or clinical use. InvivoChem does not sell this product to patients. For availability, documentation, or technical questions, our scientific support team is available to assist with your research needs.
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Biological Activity I Assay Protocols (From Reference)
References

[1]. Epigoitrin, an Alkaloid From Isatis indigotica, Reduces H1N1 Infection in Stress-Induced Susceptible Model in vivo and in vitro. Front Pharmacol. 2019 Feb 7;10:78.

[2]. Antiviral activities against influenza virus (FM1) of bioactive fractions and representative compounds extracted from Banlangen (Radix Isatidis). J Tradit Chin Med. 2016 Jun;36(3):369-76.

Additional Infomation
(R)-Goitrin is a 5-vinyl-1,3-oxazolidine-2-thione with the R configuration. It is a component of the traditional Chinese medicine Isatis indigotica root. It possesses antiviral activity and is also a plant metabolite. It is the enantiomer of (S)-goitrin. Goitrin has been reported to be present in cabbage, Sophora flavescens, and other organisms with relevant data.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H7NOS
Molecular Weight
129.17
Exact Mass
129.024
Elemental Analysis
C, 46.49; H, 5.46; N, 10.84; O, 12.39; S, 24.82
CAS #
1072-93-1
Related CAS #
Goitrin;500-12-9
PubChem CID
3032313
Appearance
White to yellow solid powder
Density
1.2±0.1 g/cm3
Boiling Point
150.6±43.0 °C at 760 mmHg
Melting Point
50ºC
Flash Point
44.9±28.2 °C
Vapour Pressure
3.8±0.3 mmHg at 25°C
Index of Refraction
1.570
LogP
0.38
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Heavy Atom Count
8
Complexity
124
Defined Atom Stereocenter Count
1
SMILES
S=C1N([H])C([H])([H])[C@@]([H])(C([H])=C([H])[H])O1
InChi Key
UZQVYLOFLQICCT-SCSAIBSYSA-N
InChi Code
InChI=1S/C5H7NOS/c1-2-4-3-6-5(8)7-4/h2,4H,1,3H2,(H,6,8)/t4-/m1/s1
Chemical Name
2-Oxazolidinethione, 5-vinyl-, (R)-
Synonyms
Epigoitrin; (R)-Goitrin; (R) Goitrin; BA-51-090278; BA 51-090278; BA 51 090278; BA 51090278; BA51090278
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 : ~50 mg/mL (~387.06 mM)
Ethanol : ~3.33 mg/mL (~25.78 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (19.35 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 (19.35 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
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 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (19.35 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..


Solubility in Formulation 4: 10% DMSO+40% PEG300+5% Tween-80+45% Saline: ≥ 2.5 mg/mL (19.35 mM)

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 7.7417 mL 38.7087 mL 77.4174 mL
5 mM 1.5483 mL 7.7417 mL 15.4835 mL
10 mM 0.7742 mL 3.8709 mL 7.7417 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.

Biological Data
  • Epigoitrin attenuated the morbidity and mortality caused by influenza infection in stressed mice.[1]. Front Pharmacol. 2019 Feb 7;10:78.
  • Epigoitrin protected against pneumonia caused by influenza infection in stressed mice. [1]. Front Pharmacol. 2019 Feb 7;10:78.
  • Epigoitrin improved MAVS antiviral signaling after influenza infection in stressed mice.[1] .Front Pharmacol. 2019 Feb 7;10:78.
  • Epigoitrin reduced H1N1 viral expression in corticosterone-loaded A549 cell. [1]. Front Pharmacol. 2019 Feb 7;10:78.
  • Epigoitrin inhibited H1N1 replication and promoted IFN-β generation after influenza infection in stress cell model.[1]. Front Pharmacol. 2019 Feb 7;10:78.
  • MFN2 was involved in the regulation of IFN-β production by epigoitrin in stress cell model. [1]. Front Pharmacol. 2019 Feb 7;10:78.
  • Schematic diagram of the mechanism of Epigoitrin-induced attenuation of H1N1 pathogenesis in the susceptible model.[1]. Front Pharmacol. 2019 Feb 7;10:78.
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