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(Rac)-δ-Viniferin

(Rac)-δ-glucantin is a racemic mixture of δ-glucantin and ε-glucantin isomers.
(Rac)-δ-Viniferin
(Rac)-δ-Viniferin Chemical Structure Product category: Cytochrome P450
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes

Other Forms of (Rac)-δ-Viniferin:

  • δ-Viniferin
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
(Rac)-δ-Viniferin is the racemic mixture of δ-Viniferin and an isomer of ε-Viniferin. ε-Viniferin (epsilon-Viniferin) is a dimer of resveratrol and exhibits potent inhibitory activity against all CYP enzymes, with a Ki value range of 0.5-20 μM. ε-Viniferin possesses strong antioxidant, anti-inflammatory, anti-diabetic, and anti-neurodegenerative disease effects.
(Rac)-delta-Viniferin (CAS# for ε-Viniferin: 62218-08-0) is the racemic form of delta-Viniferin and an isomer of ε-Viniferin. ε-Viniferin is a resveratrol dimer found in various plant species, including Vitis vinifera (grapevines). It is known for its potent inhibitory effects on all cytochrome P450 (CYP) enzyme activities, with Ki values ranging from 0.5 to 20 microM. It also exhibits significant antioxidant, anti-inflammatory, antidiabetic, and neuroprotective benefits.
Biological Activity I Assay Protocols (From Reference)
Targets
(Rac)-delta-Viniferin targets cytochrome P450 (CYP) enzymes, which are a superfamily of heme-containing monooxygenases responsible for the oxidative metabolism of xenobiotics and endobiotics. ε-Viniferin displays potent inhibitory effects on all CYP activities, with Ki values from 0.5 to 20 microM. The compound also targets multiple pathways involved in oxidative stress, inflammation, and neurodegeneration, contributing to its antioxidant, anti-inflammatory, and neuroprotective activities. The exact binding site(s) on CYP enzymes have not been fully characterized.
ln Vitro
(Rac)-delta-Viniferin is the racemic form of delta-Viniferin, an isomer of ε-Viniferin. ε-Viniferin is a resveratrol dimer that exhibits potent inhibitory effects on all CYP enzyme activities with Ki values ranging from 0.5 to 20 microM. It offers significant antioxidant, anti-inflammatory, antidiabetic, and neuroprotective benefits. (+/-)-ε-Viniferin has antibacterial and antibiofilm activity against Gram-positive bacteria Streptococcus pneumoniae with a MIC of 20 microM. These activities make it a natural product lead for various disease indications.
ln Vivo
In vivo, (Rac)-delta-Viniferin (or its isomer ε-Viniferin) can be used in research on metabolic diseases, neurodegenerative diseases, and inflammatory conditions. Resveratrol dimers are known to have poor oral bioavailability, but they may still exert effects in the gut or after metabolism. ε-Viniferin possesses potent antioxidant, anti-inflammatory, anti-diabetic, and anti-neurodegenerative capacity. (Rac)-delta-Viniferin is the racemic form of delta-Viniferin and an isomer of ε-Viniferin. The compound can be used for research on cytochrome P450 inhibition and its consequences on drug metabolism and disease.
Enzyme Assay
In vitro CYP inhibition assay (fluorometric or LC-MS): Recombinant human CYP enzymes (CYP1A2, CYP2C9, CYP2C19, CYP2D6, CYP3A4) are incubated with isoform-specific fluorogenic substrates (e.g., CEC for CYP3A4, MFC for CYP2C9) in assay buffer with an NADPH-regenerating system. Varying concentrations of (Rac)-delta-Viniferin (or ε-Viniferin) are added, and the reactions are incubated at 37degC for 10-30 minutes. The formation of fluorescent metabolites is measured, or the production of specific metabolites is quantified by LC-MS. The IC₅0 (or Ki, ranging from 0.5 to 20 microM) for each isoform is calculated.
Cell Assay
In vitro cell-based neuroprotection assay: Neuronal cells (e.g., SH-SY5Y or primary cortical neurons) are seeded in 96-well plates (2×10⁴ cells/well) and differentiated with retinoic acid (10 microM) for 5-7 days. Cells are pre-treated with (Rac)-delta-Viniferin (1-100 microM) for 1 hour, then exposed to an oxidative stressor (e.g., H2O2 50-200 microM, or Abeta peptide 1-10 microM) for 24-48 hours. Cell viability is measured by MTT or LDH assay. Antioxidant activity is measured by DCFH-DA fluorescence for ROS production. Inflammatory response in microglia (BV-2 cells) can be assessed by LPS stimulation (100 ng/mL) with or without compound, and TNF-alpha/IL-6 levels measured by ELISA.
Animal Protocol
In vivo mouse model of neuroinflammation (LPS-induced): Male C57BL/6 mice (6-8 weeks old, n=8-10/group) are administered (Rac)-delta-Viniferin (10-100 mg/kg, intraperitoneally or orally) once daily for 7 days. On day 7, LPS (1 mg/kg) is injected intraperitoneally 1 hour after the last dose. After 6 hours, mice are euthanized, and blood and brain tissues are collected. Cytokine levels (TNF-alpha, IL-6, IL-1beta) in plasma and brain homogenates are measured by ELISA. Microglial activation is assessed by Iba-1 immunohistochemistry. For the Morris water maze test, mice are treated with compound daily for 2 weeks before behavioral testing. This protocol is for research on neuroprotective activity.
ADME/Pharmacokinetics
No specific PK data for (Rac)-delta-Viniferin is available. As a resveratrol dimer (MW ~450-500 Da), it has moderate lipophilicity but poor water solubility. Oral bioavailability is likely low (<5%) due to extensive glucuronidation and sulfation in the gut and liver. The compound can be detected in plasma after high oral doses, but it undergoes rapid conjugation. For in vitro studies, it is dissolved in DMSO (10-100 mM). For in vivo studies, it can be formulated in 10% DMSO + 40% PEG300 + 5% Tween 80 + 45% saline or in a suspension in 0.5% methylcellulose.
Toxicity/Toxicokinetics
For (Rac)-delta-Viniferin, hazard statements: H315 (Causes skin irritation), H319 (Causes serious eye irritation), H335 (May cause respiratory irritation). Signal word: Warning. Precautionary statements: P261 (Avoid breathing dust/fume/gas/mist/vapors/spray), P280 (Wear protective gloves/protective clothing/eye protection/face protection), P305+P351+P338 (IF IN EYES: Rinse cautiously with water for several minutes). Storage: powder at -20degC, protected from light and moisture. For research use only, not for human consumption.
References

[1]. Delta-viniferin, a resveratrol dehydrodimer: one of the major stilbenes synthesized by stressed grapevine leaves. J Agric Food Chem. 2003 Aug 27;51(18):5488-92.

Additional Infomation
(Rac)-delta-Viniferin is a research-grade resveratrol dimer used for studying CYP450 inhibition, oxidative stress, and neuroinflammation. It is not an FDA-approved drug. For research use only, not for diagnostic or therapeutic applications. Synonyms: epsilon-Viniferin, ε-Viniferin.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C28H22O6
Molecular Weight
454.47
Related CAS #
δ-Viniferin; 681293-15-2
Appearance
Solid powder
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 (~220.04 mM; with sonication)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 3 mg/mL (6.60 mM)(saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween-80 + 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 30.0 mg/mL clear DMSO stock solution to 400 μL of PEG300 and mix thoroughly. Then add 50 μL of Tween-80 to the above system and mix thoroughly. Finally, add 450 μL of physiological saline to bring the volume to 1 mL. Preparation of physiological saline: Dissolve 0.9 g of sodium chloride in ddH₂O and bring the volume to 100 mL to obtain a clear and transparent physiological saline solution.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 3 mg/mL (6.60 mM)(saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in 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 30.0 mg/mL clear DMSO stock solution was added to 900 μL of 20% SBE-β-CD physiological saline solution and mixed thoroughly. 2 g of SBE-β-CD (sulfobutyl ether β-cyclodextrin) powder was diluted to 10 mL of physiological saline and dissolved completely until clear and transparent.
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: ≥ 3 mg/mL (6.60 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 30.0 mg/mL clarified DMSO stock solution to 900 μL of corn oil and mix well.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.2004 mL 11.0018 mL 22.0037 mL
5 mM 0.4401 mL 2.2004 mL 4.4007 mL
10 mM 0.2200 mL 1.1002 mL 2.2004 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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Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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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?
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  • 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:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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