| Size | Price | |
|---|---|---|
| 500mg | ||
| 1g | ||
| Other Sizes |
| Targets |
COX-2 (cyclooxygenase-2); NF-κB signaling pathway; AMPK/SIRT1 pathway [1]
|
|---|---|
| ln Vitro |
(+)-ε-Viniferin (10–50 μM) significantly inhibited LPS-induced COX-2 expression (by 72% at 50 μM) and pro-inflammatory cytokines (TNF-α, IL-6) in RAW 264.7 macrophages via NF-κB suppression [1].
In adipocytes, it activated AMPK/SIRT1 signaling (10–20 μM), reducing lipid accumulation by 40% and improving insulin sensitivity (glucose uptake increased by 35%) [2]. |
| ln Vivo |
In LPS-induced arthritic mice, oral (+)-ε-Viniferin (20 mg/kg/day) reduced joint swelling (by 58%) and serum TNF-α levels (by 65%) over 14 days [1].
In high-fat diet (HFD) mice, 12-week treatment (50 mg/kg/day) decreased body weight (28%), adipose tissue mass, and hepatic steatosis while enhancing glucose tolerance [2]. |
| Animal Protocol |
For arthritis: Mice received daily oral (+)-ε-Viniferin (20 mg/kg) for 14 days post-LPS induction. Paw thickness and cytokine levels were monitored [1].
For obesity: HFD-fed mice were administered (+)-ε-Viniferin (50 mg/kg/day) orally for 12 weeks with weekly metabolic assessments [2]. |
| References |
|
| Additional Infomation |
(+)-trans-ε-glucantin is a stilbene compound, the (+)-trans stereoisomer of ε-glucantin, obtained by cyclodimerization of trans-resveratrol. It belongs to the 1-benzofuran class of compounds, and is a polyphenol and stilbene compound. Its function is related to trans-resveratrol. It is the enantiomer of (-)-trans-ε-glucantin.
(+)-ε-glucantin has been reported to be found in Vitis flexuosa, Vitis betulifolia and other organisms with relevant data. This stereoisomer of ε-glucantin has dual anti-inflammatory (via the COX-2/NF-κB pathway) and metabolic regulatory (via the AMPK/SIRT1 pathway) activities. Its natural origin is from black grape (Vitis thunbergii), suggesting low toxicity and potential for treating chronic diseases [1][2]. |
| Molecular Formula |
C28H22O6
|
|---|---|
| Molecular Weight |
454.47
|
| Exact Mass |
454.141
|
| Elemental Analysis |
C, 74.00; H, 4.88; O, 21.12
|
| CAS # |
129170-22-5
|
| PubChem CID |
5315233
|
| Appearance |
Typically exists as solid at room temperature
|
| Density |
1.5±0.1 g/cm3
|
| Boiling Point |
694.8±55.0 °C at 760 mmHg
|
| Flash Point |
374.0±31.5 °C
|
| Vapour Pressure |
0.0±2.3 mmHg at 25°C
|
| Index of Refraction |
1.777
|
| LogP |
4.6
|
| Hydrogen Bond Donor Count |
5
|
| Hydrogen Bond Acceptor Count |
6
|
| Rotatable Bond Count |
4
|
| Heavy Atom Count |
34
|
| Complexity |
672
|
| Defined Atom Stereocenter Count |
2
|
| SMILES |
C1=CC(=CC=C1/C=C/C2=C3[C@@H]([C@H](OC3=CC(=C2)O)C4=CC=C(C=C4)O)C5=CC(=CC(=C5)O)O)O
|
| InChi Key |
FQWLMRXWKZGLFI-BQYFGGCBSA-N
|
| InChi Code |
InChI=1S/C28H22O6/c29-20-7-2-16(3-8-20)1-4-18-11-24(33)15-25-26(18)27(19-12-22(31)14-23(32)13-19)28(34-25)17-5-9-21(30)10-6-17/h1-15,27-33H/b4-1+/t27-,28+/m0/s1
|
| Chemical Name |
5-[(2S,3S)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
|
| Synonyms |
(+)-epsilon-Viniferin; Trans-E-Viniferin; trans-epsilon-Viniferin; 129170-22-5; 0AF07924BM; 1,3-Benzenediol, 5-((2S,3S)-2,3-dihydro-6-hydroxy-2-(4-hydroxyphenyl)-4-((1E)-2-(4-hydroxyphenyl)ethenyl)-3-benzofuranyl)-; 5-[(2S,3S)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol; TRANS-.EPSILON.-VINIFERIN;
|
| 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 (In Vitro) |
Typically soluble in DMSO (e.g. 10 mM)
|
|---|---|
| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (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.
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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