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Cyanidin 3-xyloside

Cat No.:V84010 Purity: ≥98%
Cyanidin 3-xyloside
Cyanidin 3-xyloside Chemical Structure CAS No.: 29761-24-8
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
Official Supplier of:
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Product Description
Cyanidin 3-xyloside is an anthocyanin that can be isolated from the husk of Helianthus annuus.
Cyanidin 3-xyloside is a naturally occurring anthocyanin belonging to the class of anthocyanidin-3-O-glycosides. It consists of the anthocyanidin cyanidin linked to a xylose sugar molecule at the 3-position. The compound exhibits potent antioxidant and anti-inflammatory properties, contributing to potential health benefits including cardiovascular protection and anti-cancer effects. It has a molecular weight of 454.81 and a molecular formula of C20H19O10Cl. It is intended for research use only.
Product Application
Overview
Cyanidin 3xyloside is an anthocyanin compound belonging to the flavonoid family, a broad class of polyphenolic molecules noted for their antioxidant and signaling properties in biological systems. Anthocyanins are pigments responsible for red, purple, and blue hues in plants, and they interact with cellular pathways involved in inflammation, oxidative stress response, and metabolic regulation. Cyanidin 3xyloside’s structural features facilitate interaction with a range of biomolecules, making it a compelling reagent for mechanistic studies in molecular biology, pharmacology, and nutritional science.

Biological Context
Anthocyanins such as Cyanidin 3xyloside have been widely studied for their capacity to modulate reactive oxygen species (ROS) and support cellular defense systems. In research settings, these compounds are used to probe the effects of oxidative stress on cells and tissues, to investigate transcriptional responses in antioxidant pathways, and to explore how polyphenolic agents influence cell cycle regulation. Cyanidin 3xyloside exhibits characteristics that allow it to participate in redox chemistry and interact with signaling proteins, receptors, and enzymes that mediate stress responses.

Research Applications
Cyanidin 3xyloside is suited for in vitro studies focusing on antioxidant defense, inflammation markers, and gene expression modulation. It can be integrated into assays measuring intracellular ROS levels, lipid peroxidation, or enzyme activity influenced by redox balance. In cellular models, it supports investigation of pathways such as NRF2 signaling, which governs expression of cytoprotective enzymes. Researchers can also use this compound in combination with metabolic stressors to observe effects on cell viability, apoptosis, and mitochondrial function. In advanced studies, Cyanidin 3xyloside may serve as a reference standard in chromatographic profiling and mass spectrometry due to its distinctive fragmentation pattern.

Formulation and Handling
Its compatibility with standard solvents used in biological research enables flexible preparation for cell culture or biochemical assays. For in vivo preclinical models, careful formulation strategies may be employed to optimize bioavailability and delivery, depending on study design.

Usage Note
Cyanidin 3xyloside is supplied for research use only and is not intended for therapeutic or clinical application.
Contact InvivoChem to request a quote or receive expert guidance on incorporating Cyanidin 3xyloside into your research.
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Biological Activity I Assay Protocols (From Reference)
Targets
Cyanidin 3-xyloside does not have a single defined pharmacological target but acts through multiple mechanisms including antioxidant activity and anti-inflammatory pathways. Its mode of action involves potent antioxidant activity, where it scavenges free radicals and reduces oxidative stress in living organisms. As an anthocyanin, it may interact with various cellular signaling pathways involved in inflammation, cell survival, and cardiovascular function.
ln Vitro
In vitro studies demonstrate that Cyanidin 3-xyloside exhibits potent antioxidant and anti-inflammatory properties. It scavenges free radicals and reduces oxidative stress. Among anthocyanins, cyanidin 3-xyloside possesses radical scavenging activity, though the strength of this activity may be influenced by the sugar unit linked to the anthocyanidin. Detailed in vitro activity data, including IC50 values for antioxidant assays, are not extensively documented.
ln Vivo
In vivo activity of Cyanidin 3-xyloside is inferred from its antioxidant and anti-inflammatory properties. Its antioxidant properties make it a subject of interest for developing strategies targeting chronic diseases linked to oxidative stress, such as cardiovascular diseases and certain cancers. Detailed in vivo efficacy data from animal models are not extensively documented in the available literature.
Enzyme Assay
The in vitro antioxidant assay for Cyanidin 3-xyloside typically involves measuring its ability to scavenge free radicals using DPPH, ABTS, or FRAP assays. The compound is incubated with the radical-generating system, and the reduction in radical concentration is measured spectrophotometrically. Anti-inflammatory activity may be assessed by measuring inhibition of pro-inflammatory cytokine production in stimulated immune cells. Standard protocols include appropriate positive controls such as ascorbic acid or Trolox.
Cell Assay
In vitro cell-based assays for Cyanidin 3-xyloside are conducted using various cell lines to evaluate its antioxidant and anti-inflammatory effects. Cells are treated with the compound and exposed to oxidative stress or inflammatory stimuli. Oxidative stress markers such as reactive oxygen species, lipid peroxidation, and glutathione levels are measured. Inflammatory cytokine production is assessed by ELISA. Cell viability is evaluated using MTT or similar assays.
Animal Protocol
In vivo animal studies for Cyanidin 3-xyloside would typically be conducted using models of oxidative stress, inflammation, cardiovascular disease, or cancer. Animals would be administered the compound via oral or intraperitoneal routes, and efficacy would be evaluated by measuring oxidative stress markers, inflammatory markers, and disease-specific outcomes. However, detailed in vivo protocols and efficacy data are not available from the search results.
ADME/Pharmacokinetics
Pharmacokinetic properties of Cyanidin 3-xyloside include a molecular weight of 454.81 and a molecular formula of C20H19O10Cl. As a glycosylated anthocyanin, it may have limited oral bioavailability due to poor absorption and extensive metabolism. The compound is intended for research use only. Detailed pharmacokinetic parameters are not extensively documented in the available literature.
Toxicity/Toxicokinetics
Toxicity information for Cyanidin 3-xyloside is limited. As a naturally occurring anthocyanin found in foods, it is generally considered to have low toxicity. Standard safety precautions for handling research chemicals should be followed. The compound is designated for research use only and is not for human therapeutic applications. No detailed toxicity data are available from the search results.
References

[1].Mazza G, Gao L. Malonylated anthocyanins in purple sunflower seeds[J]. Phytochemistry, 1993, 35(1): 237-239.

Additional Infomation
Cyanidin 3-xyloside is a naturally occurring anthocyanin composed of cyanidin linked to xylose at the 3-position. It exhibits potent antioxidant and anti-inflammatory properties with potential cardiovascular and anti-cancer benefits. It has MW 454.81 and formula C20H19O10Cl. It is intended for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H19CLO10
Molecular Weight
454.81
Exact Mass
454.067
CAS #
29761-24-8
PubChem CID
71315022
Appearance
Typically exists as solid at room temperature
LogP
2.261
Hydrogen Bond Donor Count
7
Hydrogen Bond Acceptor Count
10
Rotatable Bond Count
3
Heavy Atom Count
31
Complexity
578
Defined Atom Stereocenter Count
2
SMILES
C1[C@H]([C@@H](C(C(O1)OC2=CC3=C(C=C(C=C3[O+]=C2C4=CC(=C(C=C4)O)O)O)O)O)O)O.[Cl-]
InChi Key
ORTBMTXABUAMJS-CRTITRSXSA-N
InChi Code
InChI=1S/C20H18O10.ClH/c21-9-4-12(23)10-6-16(30-20-18(27)17(26)14(25)7-28-20)19(29-15(10)5-9)8-1-2-11(22)13(24)3-8;/h1-6,14,17-18,20,25-27H,7H2,(H3-,21,22,23,24);1H/t14-,17+,18?,20?;/m1./s1
Chemical Name
(4S,5R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxyoxane-3,4,5-triol;chloride
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 Data
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
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*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 : PEG300Tween 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).
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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)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL 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).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1987 mL 10.9936 mL 21.9872 mL
5 mM 0.4397 mL 2.1987 mL 4.3974 mL
10 mM 0.2199 mL 1.0994 mL 2.1987 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.
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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.)
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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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