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cis-Miyabenol C

CAS# 168037-22-7

cis-Miyabenol C

2D Structure

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Quality Control of cis-Miyabenol C

3D structure

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cis-Miyabenol C

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Chemical Properties of cis-Miyabenol C

Cas No. 168037-22-7 SDF Download SDF
PubChem ID 6475924 Appearance Powder
Formula C42H32O9 M.Wt 680.7
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5-[(2R,3R)-6-hydroxy-4-[(2S,3S)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
SMILES C1=CC(=CC=C1C=CC2=CC(=CC3=C2C(C(O3)C4=CC=C(C=C4)O)C5=CC(=CC6=C5C(C(O6)C7=CC=C(C=C7)O)C8=CC(=CC(=C8)O)O)O)O)O
Standard InChIKey RKFYYCKIHVEWHX-YOBICRQBSA-N
Standard InChI InChI=1S/C42H32O9/c43-27-9-2-22(3-10-27)1-4-25-15-32(48)20-35-37(25)40(42(50-35)24-7-13-29(45)14-8-24)34-19-33(49)21-36-39(34)38(26-16-30(46)18-31(47)17-26)41(51-36)23-5-11-28(44)12-6-23/h1-21,38,40-49H/b4-1+/t38-,40+,41+,42-/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 cis-Miyabenol C

The herbs of Vitis vinifera

Biological Activity of cis-Miyabenol C

Description1. cis-Miyabenol C exhibits antioxidative activities and shows strong hyaluronidase inhibitory effects. 2. cis-Miyabenol C has ecdysteroid antagonist activity.

cis-Miyabenol C Dilution Calculator

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Preparing Stock Solutions of cis-Miyabenol C

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.4691 mL 7.3454 mL 14.6908 mL 29.3815 mL 36.7269 mL
5 mM 0.2938 mL 1.4691 mL 2.9382 mL 5.8763 mL 7.3454 mL
10 mM 0.1469 mL 0.7345 mL 1.4691 mL 2.9382 mL 3.6727 mL
50 mM 0.0294 mL 0.1469 mL 0.2938 mL 0.5876 mL 0.7345 mL
100 mM 0.0147 mL 0.0735 mL 0.1469 mL 0.2938 mL 0.3673 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 cis-Miyabenol C

Bioactive stilbenes from Vitis vinifera grapevine shoots extracts.[Pubmed:23929536]

J Sci Food Agric. 2014 Mar 30;94(5):951-4.

BACKGROUND: Viticultural residues from commercial viticultural activities represent a potentially important source of bioactive stilbenes such as resveratrol. The main aim of the present study was therefore to isolate, identify and perform biological assays against amyloid-beta peptide aggregation of original stilbenes from Vitis vinifera shoots. RESULTS: A new resveratrol oligomer, (Z)-cis-Miyabenol C (3), was isolated from Vitis vinifera grapevine shoots together with two newly reported oligostilbenes from Vitis vinifera shoots, vitisinol C (1) and (E)-cis-Miyabenol C (2), and six known compounds: piceatannol, resveratrol, (E)-epsilon-viniferin (trans-epsilon-viniferin), omega-viniferin, vitisinol C and (E)-miyabenol C. The structures of these resveratrol derivatives were established on the basis of detailed spectroscopic analysis including nuclear magnetic resonance experiments. All the newly reported compounds were tested for their anti-aggregative activity against amyloid-beta fibril formation. Vitisinol C was found to exert a significant activity against amyloid-beta aggregation. CONCLUSION: Vitis vinifera grapevine shoots are potentially interesting as a source of new bioactive stilbenes, such as vitisinol C.

Identification and ecdysteroid antagonist activity of three oligostilbenes from the seeds of Carex pendula (Cyperaceae).[Pubmed:11393519]

Phytochemistry. 2001 Jun;57(3):393-400.

Methanolic extracts of seeds of several (Carex species were found to antagonise the action of 20-hydroxyecdysone in the Drosophila melanogaster microplate-based B(II) cell bioassay. Bioassay-guided HPLC analysis of seeds of Carex pendula (drooping sedge) provided one previously unknown tetrastilbene (cis-miyabenol A) and two known oligostilbenes (kobophenol B and cis-Miyabenol C) as the biologically active compounds (EC50 values were 31, 37 and 19 microM, respectively, vs. 5 x 10(-8) M 20-hydroxyecdysone). The structures and relative stereochemistries of these compounds were deduced by comprehensive ID- and 2D-NMR experiments. These compounds are isolated from Carex pendula for the first time. In vitro experiments with dipteran and lepidopteran ecdysteroid receptor proteins demonstrate that the oligostilbenes are able to compete with radiolabelled ecdysteroid ([3H]ponasterone A) for occupancy of the ligand binding site. IC50/Ki values are similar to the EC50 values obtained in the B(II) bioassay.

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