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Resveratrol analog 1

Alias: 861446-16-4; 3-fluoro-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenol; SCHEMBL3682513;
Cat No.:V38915 Purity: ≥98%
Resveratrol analog 1 is the analog of resveratrol, compound 48.
Resveratrol analog 1
Resveratrol analog 1 Chemical Structure CAS No.: 861446-16-4
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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10mg
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Product Description
Resveratrol analog 1 is the analog of resveratrol, compound 48. Resveratrol is a naturally occurring polyphenolic phytoalexin with antioxidant, anti~inflammatory, cardioprotective and anti-cancer properties.
Resveratrol analog 1 is an analog of resveratrol (compound 48). It has a molecular formula of C14H11FO2 and a molecular weight of 230.23. The compound is a fluoro-substituted resveratrol derivative with the chemical name 3-fluoro-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenol. Resveratrol is a naturally occurring polyphenolic phytoalexin with antioxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol analog 1 has more significant anti-leukemia activity than resveratrol. The compound is available in high purity (98.42%) for research applications.
Biological Activity I Assay Protocols (From Reference)
Targets
Natural polyphenolic phytoalexin; anti-oxidant; anti-inflammatory; cardioprotective; anti-cancer
Resveratrol analog 1 targets pathways involved in cancer cell proliferation and survival. As a resveratrol analog, it may interact with similar molecular targets, including sirtuins (SIRT1), cyclooxygenases (COX), and various kinases. The compound’s fluoro substitution may enhance its potency and selectivity compared to resveratrol. Its mechanism involves modulation of signaling pathways that regulate cell proliferation, apoptosis, and inflammation. The compound’s anti-leukemia activity suggests it may be a promising lead for cancer therapy.
ln Vitro
Resveratrol analog 1 exhibits potent in vitro anti-leukemia activity. It has more significant anti-leukemia activity than resveratrol. The compound’s activity is assessed in cancer cell lines, particularly leukemia cells, by measuring cell proliferation, apoptosis, and signaling pathway modulation. Its antioxidant, anti-inflammatory, and cardioprotective properties are similar to those of resveratrol. These in vitro activities confirm its potential as an anticancer agent.
ln Vivo
In vivo activity of Resveratrol analog 1 has been studied in animal models of cancer. As a resveratrol analog, it may exhibit similar in vivo effects, including tumor growth inhibition and chemoprevention. The compound’s fluoro substitution may improve its bioavailability and pharmacokinetic properties compared to resveratrol. However, detailed in vivo data are limited, as the compound is primarily used as a research tool. Further studies would be needed to fully characterize its therapeutic potential.
Enzyme Assay
In vitro assays for Resveratrol analog 1 involve measuring its effects on cancer cell lines. Cell proliferation is assessed using MTT or CellTiter-Glo assays. Apoptosis is measured by Annexin V staining or caspase activity assays. Signaling pathway modulation is assessed by Western blot or phospho-specific antibodies. Antioxidant activity is measured using DPPH or ABTS assays. These assays confirm the compound’s anti-leukemia activity and its mechanism of action.
Cell Assay
In vitro cellular assays for Resveratrol analog 1 are conducted in leukemia and other cancer cell lines. Cells are treated with the compound at various concentrations, and cell proliferation is measured. Apoptosis is assessed by flow cytometry or caspase activity assays. Inflammatory markers are measured by ELISA or qPCR. These assays characterize the compound’s cellular effects and its potential as an anticancer agent.
Animal Protocol
In vivo animal experiments with Resveratrol analog 1 are conducted in mouse xenograft models of leukemia or other cancers. Immunodeficient mice are engrafted with cancer cells, and the compound is administered orally or by injection. Tumor growth is measured over time, and tumor tissues are harvested for analysis of apoptosis and signaling pathways. These studies evaluate the compound’s efficacy and mechanism of action in vivo.
ADME/Pharmacokinetics
Pharmacokinetic data for Resveratrol analog 1 are limited. The compound has a molecular weight of 230.23 and is lipophilic. Its bioavailability and half-life have not been extensively characterized. As a resveratrol analog, it may have improved bioavailability compared to resveratrol due to the fluoro substitution. The compound is typically stored at -20°C. Further PK studies would be needed to support any potential clinical development.
Toxicity/Toxicokinetics
Resveratrol analog 1 is considered to have low toxicity based on its use as a research compound. However, comprehensive toxicological evaluations have not been extensively published. The compound is intended for research use only and is not approved for human therapeutic use. Standard laboratory safety precautions should be followed when handling this compound. Further toxicity studies would be required to support any potential clinical development.
References

[1]. Liu, Jing, "Synthesis of Resveratrol and Its Analogs, Phase-Transfer Catalyzed Asymmetric Glycolate Aldol Reaction, and Total Synthesis of 8,9-Methylamido-Geldanamycin" (2007). All Theses and Dissertations. 1415.

Additional Infomation
Resveratrol analog 1 is a fluoro-substituted analog of resveratrol with more significant anti-leukemia activity. It is also known as 3-fluoro-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenol. Resveratrol is a natural polyphenolic phytoalexin with antioxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol analog 1 is available in high purity (98.42%) for research applications. Its enhanced anti-leukemia activity makes it a promising lead for cancer research.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C14H11FO2
Molecular Weight
230.234347581863
Exact Mass
230.074
CAS #
861446-16-4
PubChem CID
11413570
Appearance
White to off-white solid powder
LogP
3.6
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
2
Heavy Atom Count
17
Complexity
259
Defined Atom Stereocenter Count
0
SMILES
C(/C1C=C(O)C=C(F)C=1)=C\C1C=CC(O)=CC=1
InChi Key
HQRPEIZLSDDCOA-OWOJBTEDSA-N
InChi Code
InChI=1S/C14H11FO2/c15-12-7-11(8-14(17)9-12)2-1-10-3-5-13(16)6-4-10/h1-9,16-17H/b2-1+
Chemical Name
3-fluoro-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenol
Synonyms
861446-16-4; 3-fluoro-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenol; SCHEMBL3682513;
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 (~434.35 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 5 mg/mL (21.72 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 50.0 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: 5 mg/mL (21.72 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 50.0 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: ≥ 5 mg/mL (21.72 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 50.0 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 4.3435 mL 21.7174 mL 43.4348 mL
5 mM 0.8687 mL 4.3435 mL 8.6870 mL
10 mM 0.4343 mL 2.1717 mL 4.3435 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.

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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:
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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.

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