yingweiwo

Taxifolin 7-rhamnoside

Cat No.:V34425 Purity: ≥98%
Taxifolin 7-O-rhamnoside (Taxifolin 7-O-α-L-rhamnoside) is a natural flavonoid extracted from Digonum sibiricum.
Taxifolin 7-rhamnoside
Taxifolin 7-rhamnoside Chemical Structure CAS No.: 137592-12-2
Product category: Natural Products
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
25mg
50mg
100mg
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Product Description
Taxifolin 7-O-rhamnoside (Taxifolin 7-O-α-L-rhamnoside) is a natural flavonoid extracted from Digonum sibiricum.
Taxifolin 7-rhamnoside (CAS 137592-12-2), also known as TR or Taxifolin 7-O-α-L-rhamnoside, is a flavonoid isolated from Hypericum japonicum and other plants. It is a naturally occurring dihydroflavonol glycoside with a molecular formula of C21H22O11 and a molecular weight of approximately 450.39 g/mol. The compound shows antibacterial activity against clinical isolates of methicillin-resistant Staphylococcus aureus (MRSA). It is used in research on antibacterial agents and natural product chemistry.
Biological Activity I Assay Protocols (From Reference)
Targets
Taxifolin 7-rhamnoside targets bacterial cells, particularly MRSA, through mechanisms that result in antibacterial activity. As a flavonoid, it may exert its effects through multiple mechanisms including disruption of bacterial cell membranes, inhibition of bacterial enzymes, or interference with bacterial metabolism. The rhamnoside moiety may contribute to its specific activity and selectivity. Its antibacterial activity against clinical isolates of MRSA suggests potential for studying antibiotic resistance mechanisms and developing new antibacterial agents. The compound's flavonoid structure is characteristic of many plant-derived antibacterial compounds.
ln Vitro
In vitro, Taxifolin 7-rhamnoside has demonstrated antibacterial activity against clinical isolates of methicillin-resistant Staphylococcus aureus (MRSA). The compound's activity is typically assessed using standard antimicrobial susceptibility testing methods. As a flavonoid glycoside, it may also exhibit antioxidant and anti-inflammatory activities, although these are less extensively documented for this specific compound. Its antibacterial activity against MRSA makes it a compound of interest for studying drug-resistant bacterial infections. The compound's in vitro activity is concentration-dependent, with effective concentrations determined by MIC assays.
ln Vivo
In vivo studies of Taxifolin 7-rhamnoside are not extensively documented. As a compound with antibacterial activity against MRSA, it may have potential for studying infection models. However, comprehensive in vivo efficacy and safety data are limited. The compound is primarily used in in vitro research on antibacterial agents and natural product chemistry. Its flavonoid structure suggests potential for antioxidant and anti-inflammatory effects that could be explored in animal models. Further research is needed to fully characterize its in vivo biological activity and therapeutic potential. The compound is intended for research use only and not for human therapeutic applications.
Enzyme Assay
For in vitro biochemical assays, Taxifolin 7-rhamnoside is evaluated for its antibacterial activity. Minimum inhibitory concentration (MIC) is determined using broth microdilution or agar dilution methods against bacterial strains, including MRSA clinical isolates. The compound's purity and identity are confirmed by HPLC, NMR, and MS. Antioxidant activity can be assessed using DPPH, ABTS, or FRAP assays. Enzyme inhibition studies can be performed to evaluate effects on bacterial targets. These cell-free and cell-based assays help characterize the compound's antibacterial activity and mechanism of action.
Cell Assay
In vitro cellular assays for Taxifolin 7-rhamnoside are performed using bacterial cultures. Bacteria including MRSA clinical isolates are cultured in appropriate media and treated with the compound at various concentrations. Bacterial growth is monitored by measuring optical density or by colony counting. Minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) are determined. For mechanistic studies, bacterial membrane integrity can be assessed using fluorescent dyes or by measuring leakage of cellular contents. Bacterial enzyme activities can be measured to identify specific targets. Cytotoxicity against mammalian cells is assessed to determine selectivity. These cellular assays help validate the compound's antibacterial activity and characterize its mechanism of action.
Animal Protocol
In vivo animal experiments with Taxifolin 7-rhamnoside are limited, as the compound is primarily used as a research tool for antibacterial studies. If used in animal studies, typical approaches would involve administration via oral gavage, intraperitoneal injection, or topical application. Infection models using MRSA or other bacteria could be used to assess antibacterial efficacy. Efficacy endpoints would include bacterial load reduction in infected tissues and survival. The compound's safety and tolerability would be monitored through body weight, clinical signs, and histopathology. Researchers should consult the primary literature for any available in vivo data.
ADME/Pharmacokinetics
Pharmacokinetic properties of Taxifolin 7-rhamnoside have been partially characterized. The compound has a molecular weight of 450.39 and is soluble in DMSO (100 mg/mL). For oral administration in vivo, it can be prepared as a homogeneous suspension in CMC-Na at ≥5 mg/mL. As a flavonoid glycoside, it is expected to have moderate oral bioavailability. The compound may be hydrolyzed by intestinal enzymes to release the aglycone. Detailed PK parameters such as half-life, Cmax, Tmax, AUC, and protein binding are not extensively documented. The compound should be stored under recommended conditions to maintain stability.
Toxicity/Toxicokinetics
The toxicological profile of Taxifolin 7-rhamnoside is not extensively characterized. As a natural flavonoid from Hypericum japonicum, it is generally considered to have a favorable safety profile, but comprehensive toxicity studies are limited. The compound is intended for research use only and not for human therapeutic applications. Its effects at high concentrations and potential interactions with other drugs or compounds have not been fully investigated. Researchers should follow standard laboratory safety practices when handling Taxifolin 7-rhamnoside. The compound's antibacterial activity suggests selectivity for bacterial over mammalian cells, but cytotoxicity should be assessed for specific applications.
Additional Infomation
According to reports, Hypericum japonicum contains taxonomic 7-O-rhamnoside, and there is relevant data.
Taxifolin 7-rhamnoside is a valuable research tool for studying antibacterial agents, particularly against methicillin-resistant Staphylococcus aureus (MRSA). Its activity against clinical isolates of MRSA makes it useful for investigating antibiotic resistance mechanisms and developing new strategies to combat drug-resistant bacterial infections. The compound is also relevant for natural product chemistry research as a flavonoid glycoside from Hypericum japonicum. Its structure makes it an interesting model for studying structure-activity relationships in flavonoid antibacterial agents. Taxifolin 7-rhamnoside can be employed in studies on bacterial membrane disruption, enzyme inhibition, and the development of combination therapies for resistant infections.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C21H22O11
Molecular Weight
450.3928
Exact Mass
450.116
CAS #
137592-12-2
PubChem CID
24721355
Appearance
Off-white to light yellow solid
Density
1.7±0.1 g/cm3
Boiling Point
832.5±65.0 °C at 760 mmHg
Flash Point
293.9±27.8 °C
Vapour Pressure
0.0±3.2 mmHg at 25°C
Index of Refraction
1.719
LogP
1.14
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])([C@@]([H])([C@]([H])([C@]1([H])C([H])([H])[H])O[H])O[H])O[H])OC1=C([H])C(=C2C([C@@]([H])([C@@]([H])(C3C([H])=C([H])C(=C(C=3[H])O[H])O[H])OC2=C1[H])O[H])=O)O[H]
InChi Key
HNGAZJABJOAMSW-FHXNIQKESA-N
InChi Code
InChI=1S/C21H22O11/c1-7-15(25)17(27)19(29)21(30-7)31-9-5-12(24)14-13(6-9)32-20(18(28)16(14)26)8-2-3-10(22)11(23)4-8/h2-7,15,17-25,27-29H,1H3/t7-,15-,17+,18-,19+,20+,21-/m0/s1
Chemical Name
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one
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: This product requires protection from light (avoid light exposure) during transportation and storage.
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 : ~70 mg/mL (~155.42 mM)
H2O : ~14.29 mg/mL (~31.73 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (4.62 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 (4.62 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.

View More

Solubility in Formulation 3: ≥ 2.08 mg/mL (4.62 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 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

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
/

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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.)
+
+
+

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.

Contact Us