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Isotheaflavin

CAS# 31701-93-6

Isotheaflavin

Catalog No. BCX1053----Order now to get a substantial discount!

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Chemical structure

Isotheaflavin

3D structure

Chemical Properties of Isotheaflavin

Cas No. 31701-93-6 SDF Download SDF
PubChem ID 154729469.0 Appearance Powder
Formula C29H24O12 M.Wt 564.5
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3,4,6-trihydroxy-8-[(2R,3S)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]-1-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]benzo[7]annulen-5-one
SMILES C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC4=C(C(=C(C=C4C5C(CC6=C(C=C(C=C6O5)O)O)O)O)O)C(=O)C(=C3)O)O
Standard InChIKey IPMYMEWFZKHGAX-XDPYCTQPSA-N
Standard InChI InChI=1S/C29H24O12/c30-11-3-17(32)15-8-21(36)28(40-23(15)5-11)10-1-13-14(7-20(35)27(39)25(13)26(38)19(34)2-10)29-22(37)9-16-18(33)4-12(31)6-24(16)41-29/h1-7,21-22,28-33,35-37,39H,8-9H2,(H,34,38)/t21-,22+,28+,29+/m0/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 Isotheaflavin

Black tea

Isotheaflavin Dilution Calculator

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Isotheaflavin Molarity Calculator

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Preparing Stock Solutions of Isotheaflavin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.7715 mL 8.8574 mL 17.7148 mL 35.4296 mL 44.287 mL
5 mM 0.3543 mL 1.7715 mL 3.543 mL 7.0859 mL 8.8574 mL
10 mM 0.1771 mL 0.8857 mL 1.7715 mL 3.543 mL 4.4287 mL
50 mM 0.0354 mL 0.1771 mL 0.3543 mL 0.7086 mL 0.8857 mL
100 mM 0.0177 mL 0.0886 mL 0.1771 mL 0.3543 mL 0.4429 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 Isotheaflavin

Promising inhibitors against main protease of SARS CoV-2 from medicinal plants: In silico identification.[Pubmed:36651513]

Acta Pharm. 2021 Dec 30;72(2):159-169.

Some compounds reported as active against SARS CoV were selected, and docking studies were performed using the main protease of SARS CoV-2 as the receptor. The docked complex analysis shows that the ligands selectively bind with the target residues and binding affinity of amentoflavone (-10.1 kcal mol(-1)), Isotheaflavin-3'-gallate (-9.8 kcal mol(-1)), tomentin A and D (-8.0 and -8.8 kcal mol(-1)), theaflavin-3,3'-digallate (-8.6 kcal mol(-1)), papyriflavonol A (-8.4 kcal mol(-1)), iguesterin (-8.0 kcal mol(-1)) and savinin (-8.3 kcal mol(-1)) were ranked above the binding affinity of the reference, co-crystal ligand, ML188, a furan-2-carboxamide-based compound. To pinpoint the drug-like compound among the top-ranked compounds, the Lipinski's rule of five and pharmacokinetic properties of all the selected compounds were evaluated. The results detailed that savinin exhibits high gastrointestinal absorption and can penetrate through the blood-brain barrier. Also, modifying these natural scaffolds with excellent binding affinity may lead to discovering of anti-SARS CoV agents with promising safety profiles.

Elucidation of the inhibitory activity of plant-derived SARS-CoV inhibitors and their potential as SARS-CoV-2 inhibitors.[Pubmed:34121618]

J Biomol Struct Dyn. 2022;40(20):9992-10004.

Several drugs are now being tested as possible therapies due to the necessity of treating SARS-CoV-2 infection. Although approved vaccines bring much hope, a vaccination program covering the entire global population will take a very long time, making the development of effective antiviral drugs an effective solution for the immediate treatment of this dangerous infection. Previous studies found that three natural compounds, namely, tannic acid, 3-Isotheaflavin-3-gallate and theaflavin-3,3-digallate, are effective proteinase (3CL(pro)) inhibitors of SARS-CoV (IC(50) <10 microM). Based on this information and due to the high sequence identity between SARS-CoV and SARS-CoV-2 3CL(pro), these three compounds could be candidate inhibitors of SARS-CoV-2 3CL(pro). This paper explores the structural and energetic features that guided the molecular recognition of these three compounds for dimeric SARS-CoV-2 and SARS-CoV 3CL(pro), the functional state of this enzyme, using docking and MD simulations with the molecular mechanics-generalized-born surface area (MMGBSA) approach. Energetic analysis demonstrated that the three compounds reached good affinities in both systems in the following order: tannic acid > 3-Isotheaflavin-3-gallate > theaflavin-3,3-digallate. This tendency is in line with that experimentally reported between these ligands and SARS-CoV 3CL(pro). Therefore, tannic acid may have clinical usefulness against COVID-19 by acting as a potent inhibitor of SARS-CoV-2 3CL(pro).Communicated by Ramaswamy H. Sarma.

Inhibition of SARS-CoV 3C-like Protease Activity by Theaflavin-3,3'-digallate (TF3).[Pubmed:15937562]

Evid Based Complement Alternat Med. 2005 Jun;2(2):209-215.

SARS-CoV is the causative agent of severe acute respiratory syndrome (SARS). The virally encoded 3C-like protease (3CL(Pro)) has been presumed critical for the viral replication of SARS-CoV in infected host cells. In this study, we screened a natural product library consisting of 720 compounds for inhibitory activity against 3CL(Pro). Two compounds in the library were found to be inhibitive: tannic acid (IC(50) = 3 microM) and 3-Isotheaflavin-3-gallate (TF2B) (IC(50) = 7 microM). These two compounds belong to a group of natural polyphenols found in tea. We further investigated the 3CL(Pro)-inhibitory activity of extracts from several different types of teas, including green tea, oolong tea, Puer tea and black tea. Our results indicated that extracts from Puer and black tea were more potent than that from green or oolong teas in their inhibitory activities against 3CL(Pro). Several other known compositions in teas were also evaluated for their activities in inhibiting 3CL(Pro). We found that caffeine, (-)-epigallocatechin gallte (EGCg), epicatechin (EC), theophylline (TP), catechin (C), epicatechin gallate (ECg) and epigallocatechin (EGC) did not inhibit 3CL(Pro) activity. Only theaflavin-3,3'-digallate (TF3) was found to be a 3CL(Pro) inhibitor. This study has resulted in the identification of new compounds that are effective 3CL(Pro) inhibitors.

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