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Quercetin-3-OD-glucosyl]-(1-2)-L-rhamnoside (Quercetin-3-O-glucosyl-(1-2)-L-rhamnoside)

Alias: Quercetin-3-O-D-glucosyl]-(1-2)-L-rhamnoside
Cat No.:V64579 Purity: ≥98%
Quercetin-3-OD-glucosyl]-(1-2)-L-rhamnoside is a major antioxidant in Shuxuenin (a traditional Chinese medicine).
Quercetin-3-OD-glucosyl]-(1-2)-L-rhamnoside (Quercetin-3-O-glucosyl-(1-2)-L-rhamnoside)
Quercetin-3-OD-glucosyl]-(1-2)-L-rhamnoside (Quercetin-3-O-glucosyl-(1-2)-L-rhamnoside) Chemical Structure CAS No.: 143016-74-4
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
Other Sizes
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Product Description
Quercetin-3-OD-glucosyl]-(1-2)-L-rhamnoside is a major antioxidant in Shuxuenin (a traditional Chinese medicine).
Quercetin-3-O-glucosyl-(1-2)-L-rhamnoside (CAS 143016-74-4) is a quercetin O-glycoside that consists of quercetin substituted by a beta-D-glucopyranosyl-(1->2)-rhamnopyranosyl moiety at position 3 via a glycosidic linkage. Its molecular formula is C₂₇H₃₀O₁₆ with a molecular weight of 610.52. This compound is the main antioxidant in Shuxuening, an herbal medicine injection. It is a high-purity biochemical reagent (≥98%) used in research.
Biological Activity I Assay Protocols (From Reference)
Targets
Quercetin-3-O-glucosyl-(1-2)-L-rhamnoside does not have a defined biological target but exhibits antioxidant activity. As a quercetin glycoside, it is expected to have similar biological activities to quercetin, including antioxidant, anti-inflammatory, and anticancer properties. The compound is the main antioxidant in Shuxuening, an herbal medicine injection. Its antioxidant activity is attributed to the quercetin aglycone.
ln Vitro
In vitro, quercetin-3-O-glucosyl-(1-2)-L-rhamnoside exhibits antioxidant activity. It is the main antioxidant in Shuxuening, an herbal medicine injection. The compound's antioxidant activity is likely due to the quercetin moiety, which can scavenge free radicals and chelate metal ions. It is used as a high-purity biochemical reagent for research purposes.
ln Vivo
Quercetin-3-O-glucosyl-(1-2)-L-rhamnoside is not a pharmacologically approved drug. It is a natural compound found in plants and is the main antioxidant in Shuxuening, an herbal medicine injection. The compound has not been evaluated in clinical trials and is not approved for therapeutic use. It is used as a research reagent for studying antioxidant activity and herbal medicine formulations.
Enzyme Assay
In vitro assays for quercetin-3-O-glucosyl-(1-2)-L-rhamnoside typically involve antioxidant activity measurements. A standard protocol involves preparing a solution of the compound in an appropriate solvent (e.g., DMSO or ethanol) and testing its ability to scavenge DPPH or ABTS radicals. The reduction in absorbance is measured spectrophotometrically. IC₅₀ values are calculated from dose-response curves. The compound is also used as a reference standard for HPLC analysis.
Cell Assay
In vitro cell culture experiments with quercetin-3-O-glucosyl-(1-2)-L-rhamnoside are not standard, as it is primarily an analytical standard and antioxidant research compound. When studying its effects, cells are treated with the compound at concentrations ranging from 1-100 µM, and oxidative stress markers or cell viability are measured. The compound is used to study the antioxidant activity of herbal medicine formulations.
Animal Protocol
In vivo animal studies with quercetin-3-O-glucosyl-(1-2)-L-rhamnoside are not well documented, as it is primarily a research compound. If conducted, typical protocols for antioxidant studies would involve administering the compound to animal models of oxidative stress. However, such studies are not standard for this compound.
ADME/Pharmacokinetics
Pharmacokinetic properties of quercetin-3-O-glucosyl-(1-2)-L-rhamnoside are not characterized, as it is not a drug substance. Based on its physicochemical properties (molecular weight 610.52), the compound would be expected to have limited oral bioavailability due to its glycosidic structure. However, the compound is not intended for human exposure and has not been evaluated in formal pharmacokinetic studies.
Toxicity/Toxicokinetics
Quercetin-3-O-glucosyl-(1-2)-L-rhamnoside 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.
References

[1]. A powerful on line ABTS +-CE-DAD method to screen and quantify major antioxidants for quality control of Shuxuening Injection. Sci Rep. 2018 Apr 3;8(1):5441.

Additional Infomation
Quercetin 3-O-β-D-glucopyranosyl-(1->2)-rhamnoside is a quercetin O-glycoside, formed by the glycosidic bond between quercetin and the β-D-glucopyranosyl-(1->2)-rhamnosyl moiety at the 3-position. It was isolated from Ginkgo biloba leaves and possesses antioxidant activity. It is both a metabolite and an antioxidant. It is a disaccharide derivative and also a quercetin O-glycoside.
It has been reported that Ginkgo biloba contains quercetin 3-O-β-D-glucopyranosyl-(1->2)-rhamnoside, and relevant data are available for reference.
Quercetin-3-O-glucosyl-(1-2)-L-rhamnoside is a quercetin O-glycoside that is the main antioxidant in Shuxuening, an herbal medicine injection. It exhibits antioxidant activity. The compound is used as a high-purity biochemical reagent for research purposes. It 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
C27H30O16
Molecular Weight
610.52
Exact Mass
610.153
CAS #
143016-74-4
PubChem CID
10167806
Appearance
White to yellow solid
Density
1.8±0.1 g/cm3
Boiling Point
987.1±65.0 °C at 760 mmHg
Flash Point
326.7±27.8 °C
Vapour Pressure
0.0±0.3 mmHg at 25°C
Index of Refraction
1.765
LogP
-0.36
Hydrogen Bond Donor Count
10
Hydrogen Bond Acceptor Count
16
Rotatable Bond Count
6
Heavy Atom Count
43
Complexity
1020
Defined Atom Stereocenter Count
10
SMILES
O([C@@H]1[C@@H]([C@H]([C@H](C)O[C@H]1OC1=C(C2C=CC(O)=C(C=2)O)OC2C(C1=O)=C(O)C=C(O)C=2)O)O)[C@]1([C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)[H]
InChi Key
DFNXNCCYQRPZMD-ZDOVWLMSSA-N
InChi Code
InChI=1S/C27H30O16/c1-8-17(33)21(37)25(43-26-22(38)20(36)18(34)15(7-28)41-26)27(39-8)42-24-19(35)16-13(32)5-10(29)6-14(16)40-23(24)9-2-3-11(30)12(31)4-9/h2-6,8,15,17-18,20-22,25-34,36-38H,7H2,1H3/t8-,15+,17-,18+,20-,21+,22+,25+,26-,27-/m0/s1
Chemical Name
3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
Synonyms
Quercetin-3-O-D-glucosyl]-(1-2)-L-rhamnoside
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: 100 mg/mL (163.79 mM)
H2O: 14.29 mg/mL (23.41 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2.5 mg/mL (4.09 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.
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 (4.09 mM) 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; with ultrasonication.
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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.6379 mL 8.1897 mL 16.3795 mL
5 mM 0.3276 mL 1.6379 mL 3.2759 mL
10 mM 0.1638 mL 0.8190 mL 1.6379 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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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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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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