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cis-Resveratrol (cis-resveratrol)

Alias: cis-Resveratrol; cis-resveratrol; (Z)-resveratrol; 61434-67-1; Cis resveratrol; Resveratrol, (Z)-; 5-[(Z)-2-(4-hydroxyphenyl)vinyl]benzene-1,3-diol; 5-[(Z)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol; cis-3,4',5-trihydroxystilbene; (Z)-Resveratrol;
Cat No.:V52991 Purity: ≥98%
cis-Resveratrol has significant antiviral effect.
cis-Resveratrol (cis-resveratrol)
cis-Resveratrol (cis-resveratrol) Chemical Structure CAS No.: 61434-67-1
Product category: Enterovirus
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
50mg
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Other Forms of cis-Resveratrol (cis-resveratrol):

  • Resveratrol (SRT501; RM1812)
Official Supplier of:
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Top Publications Citing lnvivochem Products
InvivoChem's cis-Resveratrol (cis-resveratrol) has been cited by 1 publication
Product Description
cis-Resveratrol has significant antiviral effect. cis-Resveratrol inhibits enteroviruses with IC50s of 12.2 µM and 37.6 µM for CVB3 and EV71, respectively.
Biological Activity I Assay Protocols (From Reference)
Targets
Antiviral; enteroviruse
ln Vitro
Three new compounds, (3S)-dihydrobonducellin 8-O-β-D-glucopyranoside (1), 3',5'-dimethoxy-jezonolid (2), and latisilinoid (3), along with 16 known compounds, were isolated from the twigs of Caesalpinia latisiliqua (Leguminosae). The known compounds were identified as flavonoids, stilbenes, and phenolics as determined by extensive spectroscopic methods, including 1D and 2D NMR. All the isolated compounds were evaluated for their antiviral activity in HRV1B-, CVB3-, and EV71-infected cells. Among the tested compounds, three flavonoids (4-6) and two stilbenes (12 and 14) exhibited significant antiviral activity. This is the first phytochemical investigation of C. latisiliqua twigs.[1]
Enzyme Assay
Antiviral assay[1]
Antiviral activity was assayed by employing the SRB method using CPE reduction, as recently reported. To evaluate the activity, 3 × 104 cells per well of HeLa or Vero cells were seeded using MEM supplemented with 10% FBS and 0.01% antibiotic–antimycotic solution onto a 96-well culture plate and incubated for 24 h. After the medium was removed and cells were washed with 100 μL of phosphate buffered saline, the diluted virus suspension (0.09 ml), containing a 50% cell culture infective dose (CCID50) of the virus, was added to HeLa or Vero cells to produce the 50% CPE within 48 h after infection. Next, MEM containing 10 μM of the compounds (0.01 ml) was added and the culture plates were incubated at 37 °C in 5% CO2 for 2 days until 50% CPE was achieved. The 96-well plates were washed once with 200 μL of PBS. Ice-cold 70% acetone in water (100 μL) was added to each well and incubated for 30 min at −20 °C. After removing the 70% acetone, plates were dried in a drying oven at 55 °C for 30 min. Next, 0.4% (w/v) SRB in 1% acetic acid solution (100 μL) was added to each well and left for 30 min at room temperature. The SRB solution was then removed and the plates were washed five times with 1% acetic acid in water before oven-drying at 55 °C. Bound SRB was then solubilised with 10 mM unbuffered Tris-base solution (100 μL). After 30 min, the absorbance was read at 540 nm using a VersaMax microplate reader with a reference absorbance at 620 nm. The antiviral activity of each test compounds in HRV1B-, CVB3-, and EV71-infected cells was calculated as a percentage of the corresponding untreated control.
Cell Assay
Cell culture[1]
The HRV1B, CVB3, and EV71 were obtained from the Division of Vaccine Research of the Korea Centers for Disease Control and Prevention and were propagated at 37 °C in Vero and 32 °C in HeLa cells. HRV1B was expanded in HeLa cells, while CVB3 and EV71 were expanded in Vero cells. These cells were maintained in minimum essential medium (MEM) supplemented with 10% fetal bovine serum (FBS) and 0.01% antibiotic–antimycotic solution. The cells were incubated in MEM supplemented with 10% FBS and 0.01% antibiotic–antimycotic solution in a humidified atmosphere of 5% CO2 at 37 °C. Cells were detached using trypsin-EDTA. Five subsequent cycles of subculturing were performed before the cells were incubated with isolated compounds.
References

[1]. Chemical components from the twigs of Caesalpinia latisiliqua and their antiviral activity. J Nat Med. 2020 Jan;74(1):26-33.

Additional Infomation
Cis-resveratrol is the cis-stereoisomer of resveratrol.
(Z)-resveratrol has been reported in Malus, Botrytis cinerea, and other organisms with data available.
A stilbene and non-flavonoid polyphenol produced by various plants including grapes and blueberries. It has anti-oxidant, anti-inflammatory, cardioprotective, anti-mutagenic, and anti-carcinogenic properties. It also inhibits platelet aggregation and the activity of several DNA HELICASES in vitro.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C14H12O3
Molecular Weight
228.24
Exact Mass
228.078
Elemental Analysis
C, 73.67; H, 5.30; O, 21.03
CAS #
61434-67-1
Related CAS #
Resveratrol;501-36-0
PubChem CID
1548910
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
449.1±14.0 °C at 760 mmHg
Melting Point
167-170ºC (dec)
Flash Point
222.3±14.7 °C
Vapour Pressure
0.0±1.1 mmHg at 25°C
Index of Refraction
1.763
LogP
3.14
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
2
Heavy Atom Count
17
Complexity
246
Defined Atom Stereocenter Count
0
SMILES
C1=CC(=CC=C1/C=C\C2=CC(=CC(=C2)O)O)O
InChi Key
LUKBXSAWLPMMSZ-UPHRSURJSA-N
InChi Code
InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1-
Chemical Name
5[(1Z)-2-(4-hydroxyphenyl)ethenyl]-1,3-benzenediol
Synonyms
cis-Resveratrol; cis-resveratrol; (Z)-resveratrol; 61434-67-1; Cis resveratrol; Resveratrol, (Z)-; 5-[(Z)-2-(4-hydroxyphenyl)vinyl]benzene-1,3-diol; 5-[(Z)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol; cis-3,4',5-trihydroxystilbene; (Z)-Resveratrol;
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

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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 : 125 mg/mL (547.67 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (9.11 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 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 20.8 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: ≥ 2.08 mg/mL (9.11 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 20.8 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: ≥ 2.08 mg/mL (9.11 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 20.8 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 4.3814 mL 21.9068 mL 43.8135 mL
5 mM 0.8763 mL 4.3814 mL 8.7627 mL
10 mM 0.4381 mL 2.1907 mL 4.3814 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.

Calculator

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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

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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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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