Epigoitrin

CAS# 1072-93-1

Epigoitrin

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Quality Control of Epigoitrin

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Chemical structure

Epigoitrin

3D structure

Chemical Properties of Epigoitrin

Cas No. 1072-93-1 SDF Download SDF
PubChem ID 3032313 Appearance Yellow cryst.
Formula C5H7NOS M.Wt 129.18
Type of Compound Miscellaneous Storage Desiccate at -20°C
Synonyms Goitrine
Solubility DMSO : 8.33 mg/mL (64.48 mM; Need ultrasonic)
Chemical Name (5R)-5-ethenyl-1,3-oxazolidine-2-thione
SMILES C=CC1CNC(=S)O1
Standard InChIKey UZQVYLOFLQICCT-SCSAIBSYSA-N
Standard InChI InChI=1S/C5H7NOS/c1-2-4-3-6-5(8)7-4/h2,4H,1,3H2,(H,6,8)/t4-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Epigoitrin

The root of Strobilanthes cusia (Nees) Ktze

Biological Activity of Epigoitrin

DescriptionEpigoitrin and fructopyrano-(1→4)-glucopyranose(FG) from the traditional Chinese medicine Isatidis radix, exhibit in vitro cooperation, they have in vitro anti-virus activity.
TargetsInfluenza virus
In vitro

The in vitro anti-virus effects and dose-effect relationship of epigoitrin and fructopyrano-(1→4)-glucopyranose based on [Reference: WebLink]

Chinese Journal of New Drugs, 2013(9).

To investigate the in vitro anti-virus effects and dose-effect relationship of Epigoitrin and fructopyrano-(1→4)-glucopyranose(FG) from the traditional Chinese medicine Isatidis radix.
METHODS AND RESULTS:
Inhibitory effect of the target components on influenza virus neuraminidase(NA) was determined by fluorescent enzyme immunoassay.The 50% inhibitory concentration(IC50) was used as an indicator to research the relationship between Epigoitrin and FG by equivalent curve analysis.The effective concentrations of Epigoitrin and FG for in vitro anti-virus activity were determined.In the negative samples,the concentration range of target composition was gradually increased to obtain the key efficacy("incremental").Results: The equivalent point of Epigoitrin and FG samples was located below the equivalent line,and the IC50,mix value was less than IC50,add.For anti-influenza A virus activity of the incremental samples of Epigoitrin and FG,the effective concentrations were as follows: the lowest,optimum,and highest concentrations of Epigoitrin were 82.5,225.0 and 289.7 μg·mL-1;those of FG were 138.2,450.0 and 618.9 μg·mL-1.
CONCLUSIONS:
The equivalent curve analysis shows that Epigoitrin and FG exhibit cooperation.We have,for the first time,revealed the effective concentration range for in vitro anti-virus activity of Epigoitrin and FG from Isatidis radix.

Protocol of Epigoitrin

Structure Identification
J Ethnopharmacol. 2014 Nov 18;157:55-61.

In vitro antioxidant and anti-inflammatory activities of Radix Isatidis extract and bioaccessibility of six bioactive compounds after simulated gastro-intestinal digestion.[Pubmed: 25256688]

Radix Isatidis called "Ban-Lan-Gen" is one of the most commonly-used traditional Chinese medicines for antiviral, anti-inflammatory, antioxidant and antipyretic purposes. Investigate the bioaccessibility of uridine, Epigoitrin, adenosine, clemastanin B, indigoticoside A and isolariciresinol as well as the antioxidant and anti-inflammatory activities during an in vitro gastro-intestinal digestion of the Radix Isatidis extract (RIE).
METHODS AND RESULTS:
High performance liquid chromatography (HPLC) technique was adopted to determine the bioaccessibility of six bioactive compounds in RIE. Antioxidant activities of RIE in different digestive stages were determined by 1,1-Diphenyl-2-picrylhydrazyl (DPPH), superoxide anion and hydroxyl radical scavenging abilities. Anti-inflammatory activity was assayed by the inhibitions of inflammatory cytokines such as nitrous oxide (NO), prostaglandin E2 (PGE2) and tumor necrosis factor α(TNF-α) producted by lipopolysaccharide (LPS) stimulated RAW264.7 cells. The bioaccessibility of uridine, Epigoitrin, adenosine, clemastanin B, indigoticoside A and isolariciresinol were 15.38%, 18.28%, 24.01%, 6.50%, 8.65% and 17.78%, respectively. Also, the digestion products still possessed certain antioxidant activities. The antioxidant activity was highly correlated with lignans (clemastanin B, indigoticoside A and isolariciresino). The anti-inflammation activity of the three samples decreased in the order: IN sample (the solution that had diffused into the dialysis tubing)>Nondigested sample (RIE solution)>Gastric sample (post-gastric digestion)>OUT sample (material that remained in the gastro-intestinal tract).
CONCLUSIONS:
Results obtained in this research reveal the amount of bioactive compounds from RIE that could be available for absorption in vivo. The antioxidant activity decreased significantly but the anti-inflammatory activity was enhanced in serum-available fraction after gastro-intestinal digestion in vitro. This study could provide a scientific basis for a deeper pharmacological activity study of Radix Isatidis and a simple method for pharmacodynamic material basis research.

Zhongguo Zhong Yao Za Zhi. 2008 Sep;33(18):2074-6.

[Content determination of epigoitrin in Radix Isatidis and its preparation by RP-HPLC].[Pubmed: 19160787]

To establish an HPLC method for the content determination of Epigoitrin in Radix Isatidis and its preparation, and to provide valuable data for quality control of Radix Isatidis and its preparation.
METHODS AND RESULTS:
The samples were separated on a ZORBAX SB-C18 (4. 6 mm x 150 mm, 5 microm) column with the mobile phase of acetonitrile-water-phosphoric acid-triethylamine (8.50 : 90.72 : 0.73 : 0.05) in the flow rate of 0.7 mL x min(-1). The detection wavelength was set at 245 nm. Column temperature was 30 degrees C. The linear range of Epigoitrin was 0.0204-0.3060 microg (r = 0.9998), and the average recovery was 98.99% with the RSD was 1.31% (n = 9).
CONCLUSIONS:
The method for quantitation of Epigoitrin in Radix Isatidis and its preparation was accurate and reliable, which can be used to evaluate the quality of Radix Isatidis and its preparation.

Epigoitrin Dilution Calculator

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Epigoitrin Molarity Calculator

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Preparing Stock Solutions of Epigoitrin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 7.7411 mL 38.7057 mL 77.4114 mL 154.8227 mL 193.5284 mL
5 mM 1.5482 mL 7.7411 mL 15.4823 mL 30.9645 mL 38.7057 mL
10 mM 0.7741 mL 3.8706 mL 7.7411 mL 15.4823 mL 19.3528 mL
50 mM 0.1548 mL 0.7741 mL 1.5482 mL 3.0965 mL 3.8706 mL
100 mM 0.0774 mL 0.3871 mL 0.7741 mL 1.5482 mL 1.9353 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Epigoitrin

In vitro antioxidant and anti-inflammatory activities of Radix Isatidis extract and bioaccessibility of six bioactive compounds after simulated gastro-intestinal digestion.[Pubmed:25256688]

J Ethnopharmacol. 2014 Nov 18;157:55-61.

ETHNOPHARMACOLOGICAL RELEVANCE: Radix Isatidis called "Ban-Lan-Gen" is one of the most commonly-used traditional Chinese medicines for antiviral, anti-inflammatory, antioxidant and antipyretic purposes. Investigate the bioaccessibility of uridine, Epigoitrin, adenosine, clemastanin B, indigoticoside A and isolariciresinol as well as the antioxidant and anti-inflammatory activities during an in vitro gastro-intestinal digestion of the Radix Isatidis extract (RIE). MATERIALS AND METHODS: High performance liquid chromatography (HPLC) technique was adopted to determine the bioaccessibility of six bioactive compounds in RIE. Antioxidant activities of RIE in different digestive stages were determined by 1,1-Diphenyl-2-picrylhydrazyl (DPPH), superoxide anion and hydroxyl radical scavenging abilities. Anti-inflammatory activity was assayed by the inhibitions of inflammatory cytokines such as nitrous oxide (NO), prostaglandin E2 (PGE2) and tumor necrosis factor alpha(TNF-alpha) producted by lipopolysaccharide (LPS) stimulated RAW264.7 cells. RESULTS: The bioaccessibility of uridine, Epigoitrin, adenosine, clemastanin B, indigoticoside A and isolariciresinol were 15.38%, 18.28%, 24.01%, 6.50%, 8.65% and 17.78%, respectively. Also, the digestion products still possessed certain antioxidant activities. The antioxidant activity was highly correlated with lignans (clemastanin B, indigoticoside A and isolariciresino). The anti-inflammation activity of the three samples decreased in the order: IN sample (the solution that had diffused into the dialysis tubing)>Nondigested sample (RIE solution)>Gastric sample (post-gastric digestion)>OUT sample (material that remained in the gastro-intestinal tract). CONCLUSIONS: Results obtained in this research reveal the amount of bioactive compounds from RIE that could be available for absorption in vivo. The antioxidant activity decreased significantly but the anti-inflammatory activity was enhanced in serum-available fraction after gastro-intestinal digestion in vitro. This study could provide a scientific basis for a deeper pharmacological activity study of Radix Isatidis and a simple method for pharmacodynamic material basis research.

[Content determination of epigoitrin in Radix Isatidis and its preparation by RP-HPLC].[Pubmed:19160787]

Zhongguo Zhong Yao Za Zhi. 2008 Sep;33(18):2074-6.

OBJECTIVE: To establish an HPLC method for the content determination of Epigoitrin in Radix Isatidis and its preparation, and to provide valuable data for quality control of Radix Isatidis and its preparation. METHOD: The samples were separated on a ZORBAX SB-C18 (4. 6 mm x 150 mm, 5 microm) column with the mobile phase of acetonitrile-water-phosphoric acid-triethylamine (8.50 : 90.72 : 0.73 : 0.05) in the flow rate of 0.7 mL x min(-1). The detection wavelength was set at 245 nm. Column temperature was 30 degrees C. RESULT: The linear range of Epigoitrin was 0.0204-0.3060 microg (r = 0.9998), and the average recovery was 98.99% with the RSD was 1.31% (n = 9). CONCLUSION: The method for quantitation of Epigoitrin in Radix Isatidis and its preparation was accurate and reliable, which can be used to evaluate the quality of Radix Isatidis and its preparation.

[Accumulation law of epigoitrin in roots of Isatis indigotica of different breed types].[Pubmed:23901642]

Zhong Yao Cai. 2013 Feb;36(2):199-201.

OBJECTIVE: To study the distribution law of Epigoitrin in roots of Isatis indigotica of different breed types and provide a scientific basis for screening of high-quality Isatis indigotica breed. METHODS: Determined the contents of Epigoitrin in tap root and lateral root of Chinese-cabbage-leaf Isatis, cabbage-leaf Isatis, mustard-leaf Isatis and tetraploid Isatis by HPLC. Also, compared the contents of epigoitin in xylem and phloem of Isatis indigotica. RESULTS: Contents of Epigoitrin in the tap root and lateral root of Isatis indigotica of the different breed types were significant different. In four breed types of Isatis indigotica, contents of Epigoitrin in the tap root and phloem were higher than those in the lateral root and xylem, respectively. CONCLUSION: Contents of Epigoitrin in the lateral root of Isatis indigotica are higher than those of tap root and Epigoitrin distributes mainly in phloem.

Description

Epigoitrin is a natural alkaloid from Isatis indigotica, with antiviral activities. Epigoitrin reduces susceptibility to influenza virus via mitochondrial antiviral signaling.

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