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Neoisoastilbin

Alias: Neoisoastilbin
Cat No.:V64571 Purity: ≥98%
Neoisoastilbin has bioactivities like antioxidant, antihyperuricemia, and anti~inflammatory properties.
Neoisoastilbin
Neoisoastilbin Chemical Structure CAS No.: 54141-72-9
Product category: Phenols
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
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Product Description
Neoisoastilbin has biological activities such as antioxidant, antihyperuricemia, and anti-inflammatory properties.
Neoisoastilbin (CAS 54141-72-9) is a flavonoid glycoside and an isomer of astilbin, differing in the configuration of its sugar moiety, which influences its bioavailability and biological activity. Its molecular formula is C₂₁H₂₂O₁₁ with a molecular weight of 450.39. Neoisoastilbin is a biochemical compound with antioxidant, anti-hyperuricemic, and anti-inflammatory activities. It has been studied for its potential therapeutic applications in inflammatory and autoimmune diseases.
Biological Activity I Assay Protocols (From Reference)
Targets
Neoisoastilbin does not have a defined biological target but exhibits multiple biological activities. It possesses antioxidant, anti-hyperuricemic, and anti-inflammatory properties. Neoisoastilbin inhibits RSL3-induced ferroptosis and can be used to study colorectal cancer. Its antioxidant and anti-inflammatory activities are evaluated by radical scavenging assay, reducing power determination, and lipopolysaccharide (LPS)-induced RAW264.7 cell assays.
ln Vitro
In vitro, neoisoastilbin exhibits antioxidant and anti-inflammatory activities. Its antioxidant activity is evaluated by radical scavenging assay (DPPH and ABTS) and reducing power determination. It possesses significant suppression effect on proinflammatory mediators production, such as nitric oxide (NO), tumor necrosis factor-α (TNF-α), and interleukin-6 (IL-6), in LPS-induced RAW264.7 cells. Neoisoastilbin also inhibits RSL3-induced ferroptosis.
ln Vivo
Neoisoastilbin is not a pharmacologically approved drug and does not have established in vivo therapeutic activity. It has been studied for its potential anti-inflammatory, antioxidant, and immunomodulatory effects, making it a valuable compound in the treatment of inflammatory and autoimmune diseases. The compound has not been evaluated in clinical trials. It is a research compound used to study inflammation and oxidative stress.
Enzyme Assay
In vitro assays for neoisoastilbin typically involve antioxidant and anti-inflammatory activity measurements. For antioxidant activity, a standard protocol involves incubating the compound with DPPH or ABTS radicals and measuring the reduction in absorbance spectrophotometrically. For anti-inflammatory activity, RAW264.7 macrophages are treated with lipopolysaccharide (LPS) in the presence of varying concentrations of neoisoastilbin (typically 1-100 µM). Nitric oxide production is measured by the Griess assay, and cytokine levels (TNF-α, IL-6) are measured by ELISA.
Cell Assay
In vitro cell culture experiments with neoisoastilbin typically involve RAW264.7 macrophages. Cells are cultured in appropriate media and treated with the compound at concentrations ranging from 1-100 µM for 24-48 hours. LPS (typically 1 µg/mL) is added to stimulate inflammation. Cell viability is assessed using MTT assays to ensure that observed effects are not due to cytotoxicity. Nitric oxide production is measured by the Griess assay, and cytokine levels are measured by ELISA.
Animal Protocol
In vivo animal studies with neoisoastilbin are not well documented, as it is primarily a research compound. If conducted, typical protocols for anti-inflammatory studies would involve administering the compound to animal models of inflammation (e.g., carrageenan-induced paw edema or colitis models). However, such studies are not standard for this compound.
ADME/Pharmacokinetics
Pharmacokinetic properties of neoisoastilbin are not characterized, as it is not a drug substance. Based on its physicochemical properties (molecular weight 450.39, soluble in DMSO at 55 mg/mL), the compound would be expected to have moderate oral bioavailability. The compound should be stored at low temperature, protected from direct sunlight.
Toxicity/Toxicokinetics
Neoisoastilbin may cause skin and eye irritation. Standard laboratory safety precautions should be followed when handling this compound, including the use of gloves, safety glasses, and working in a fume hood. The compound should be stored in a cool, dry place away from light and moisture. No acute toxicity data are available. The compound is not intended for drug, household, or other uses.
References

[1]. Antioxidant and Anti-Inflammatory Activities of Six Flavonoids from Smilax glabra Roxb. Molecules. 2020 Nov 13;25(22):5295.

Additional Infomation
Astilbin is a flavanone glycoside formed by the substitution of (+)-taxanthin at the 3-position by an α-L-rhamnosyl group via a glycosidic bond. It possesses free radical scavenging, anti-inflammatory, and plant metabolite activity. It is an α-L-rhamnosyl glycoside belonging to the 3'-hydroxyflavanone, tetrahydroxyflavanone, flavanone glycoside, monosaccharide derivative, and 4'-hydroxyflavanone classes. Functionally, it is related to (+)-taxanthin. It is the enantiomer of neoAstilbin. Astilbin has been reported in Neolitsea aurata, Hymenaea martiana, and other organisms with relevant data. Astilbin is a metabolite found or produced in Saccharomyces cerevisiae.
Neoisoastilbin is a flavonoid glycoside and an isomer of astilbin. It possesses antioxidant, anti-hyperuricemic, and anti-inflammatory activities. It is a valuable compound in the treatment of inflammatory and autoimmune diseases. Neoisoastilbin has not undergone clinical trials and is not approved as a pharmaceutical.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C21H22O11
Molecular Weight
450.39
Exact Mass
450.116
CAS #
54141-72-9
PubChem CID
119258
Appearance
Off-white to light yellow solid
Density
1.74g/cm3
Boiling Point
801.1ºC at 760mmHg
Melting Point
179 - 180 °C
Flash Point
282.9ºC
Index of Refraction
1.748
LogP
0.038
Hydrogen Bond Donor Count
7
Hydrogen Bond Acceptor Count
11
Rotatable Bond Count
3
Heavy Atom Count
32
Complexity
676
Defined Atom Stereocenter Count
7
SMILES
O1[C@@]([H])(C([H])([H])[H])[C@@]([H])([C@]([H])([C@]([H])([C@]1([H])O[C@@]1([H])C(C2=C(C([H])=C(C([H])=C2O[C@@]1([H])C1C([H])=C([H])C(=C(C=1[H])O[H])O[H])O[H])O[H])=O)O[H])O[H])O[H]
InChi Key
ZROGCCBNZBKLEL-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H22O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-26,28-29H,1H3
Chemical Name
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2,3-dihydrochromen-4-one
Synonyms
Neoisoastilbin
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.
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 (222.03 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.55 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 25.0 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: ≥ 2.5 mg/mL (5.55 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 25.0 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: ≥ 2.5 mg/mL (5.55 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 25.0 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 2.2203 mL 11.1015 mL 22.2030 mL
5 mM 0.4441 mL 2.2203 mL 4.4406 mL
10 mM 0.2220 mL 1.1101 mL 2.2203 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?
  • Enter 350.26 in the Molecular Weight (MW) box
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  • Enter 5 in the Volume box and choose the correct unit (mL)
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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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
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  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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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.

Biological Data
  • Molecules . 2020 Nov 13;25(22):5295.
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