| Size | Price | Stock | Qty |
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| 5mg |
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| 10mg |
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| 25mg |
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| 50mg |
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| 100mg |
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| Targets |
Naringenin chalcone targets multiple pathways. It inhibits the production of proinflammatory cytokines such as TNF-α and MCP-1. It suppresses asthmatic symptoms by inhibiting Th2 cytokine production from CD4 T cells. The compound also inhibits human placental CYP19A1 activity with an IC₅₀ of 2.6 μmol/L. Additionally, it has been shown to induce apoptosis.
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| ln Vitro |
In vitro, naringenin chalcone exhibits anticancer activity against glioblastoma. It inhibits the production of MCP-1 and NO. The compound has anti-inflammatory and anti-allergic properties, and demonstrates an IC₅₀ of 68 μg/mL in certain assays. It improves adipocyte functions by enhancing adiponectin production and has been shown to inhibit CYP19A1 activity with an IC₅₀ of 2.6 μmol/L.
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| ln Vivo |
In vivo, naringenin chalcone has demonstrated anti-inflammatory and antiallergic activity in mouse models. It suppresses asthmatic symptoms by inhibiting Th2 cytokine production. The compound can be taken orally and has shown effectiveness in various pharmacological models. Its insulin-sensitizing effects have been observed through activation of adiponectin-related pathways.
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| Enzyme Assay |
For in vitro enzyme/receptor binding assays, naringenin chalcone can be evaluated for CYP19A1 inhibitory activity. Microsomal preparations containing CYP19A1 are incubated with the substrate and varying concentrations of the compound. Enzyme activity is measured by quantifying the conversion of substrate to product using HPLC or fluorescence-based detection. IC₅₀ values are calculated from dose-response curves.
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| Cell Assay |
For in vitro cell-based assays, naringenin chalcone is typically tested on CD4 T cells, adipocytes, or macrophages. Cells are treated with the compound at various concentrations (typically 1-100 μM) for 24-48 hours. Cytokine production (e.g., IL-4, IL-5, IL-13, TNF-α, MCP-1) is measured by ELISA. Adiponectin production can be quantified in adipocyte cultures. Apoptosis can be assessed using flow cytometry.
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| Animal Protocol |
For in vivo animal experiments, naringenin chalcone is typically administered orally to mouse models of asthma or inflammation. In asthma models, mice are sensitized and challenged with allergen, and the compound is given before or after challenge. Airway inflammation is assessed by bronchoalveolar lavage fluid analysis, cytokine measurement, and histopathological examination of lung tissues.
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| ADME/Pharmacokinetics |
Pharmacokinetic data for naringenin chalcone are limited. As a flavonoid, it is expected to have moderate oral bioavailability and may undergo extensive first-pass metabolism. The compound is spontaneously metabolized into naringenin by chalcone isomerase. Standard pharmacokinetic studies would involve oral administration to rodents followed by plasma collection and LC-MS/MS analysis.
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| Toxicity/Toxicokinetics |
Toxicological data for naringenin chalcone are limited. As a naturally occurring flavonoid found in tomatoes, it is generally considered to have low toxicity at dietary intake levels. However, comprehensive toxicological studies at pharmacological doses have not been extensively reported. The compound is classified as a research-grade reagent and is not for human therapeutic use.
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| References |
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| Additional Infomation |
2',4,4',6'-Tetrahydroxychalcone is a chalcone compound with the structure trans-chalcone, where hydroxyl groups are substituted at the 2', 4', 4', and 6' positions. It possesses metabolic, anti-allergic, and anti-inflammatory effects. It is a polyphenol belonging to the (E)-2'-hydroxychalcone class, and its function is related to that of trans-chalcone. Naringin chalcone has been reported to be found in hops, Sichuan poplar, and some other organisms with relevant data.
Naringenin chalcone is a research-use only compound and has not been approved for clinical applications. It is also known as (E)-naringenin chalcone. The compound is a tomato flavonoid with unique anti-allergic activity not present in its flavanone isomer, naringenin. Its molecular formula is C₁₅H₁₂O₅. It is available from various research chemical suppliers. |
| Molecular Formula |
C15H12O5
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|---|---|
| Molecular Weight |
272.2528
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| Exact Mass |
272.068
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| Elemental Analysis |
C, 66.17; H, 4.44; O, 29.38
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| CAS # |
73692-50-9
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| PubChem CID |
5280960
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| Appearance |
Light yellow to orange solid powder
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| Density |
1.5±0.1 g/cm3
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| Boiling Point |
538.7±50.0 °C at 760 mmHg
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| Melting Point |
173-174 ºC
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| Flash Point |
293.6±26.6 °C
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| Vapour Pressure |
0.0±1.5 mmHg at 25°C
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| Index of Refraction |
1.748
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| LogP |
3.13
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| Hydrogen Bond Donor Count |
4
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| Hydrogen Bond Acceptor Count |
5
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| Rotatable Bond Count |
3
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| Heavy Atom Count |
20
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| Complexity |
347
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| Defined Atom Stereocenter Count |
0
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| SMILES |
O([H])C1C([H])=C(C([H])=C(C=1C(/C(/[H])=C(\[H])/C1C([H])=C([H])C(=C([H])C=1[H])O[H])=O)O[H])O[H]
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| InChi Key |
YQHMWTPYORBCMF-ZZXKWVIFSA-N
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| InChi Code |
InChI=1S/C15H12O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-8,16-17,19-20H/b6-3+
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| Chemical Name |
(E)-3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
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| Synonyms |
Naringenin Chalcone; 2',4,4',6' Tetrahydroxychalcone; 2',4,4',6'-Tetrahydroxychalcone
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| HS Tariff Code |
2934.99.9001
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| 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)
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| Solubility (In Vitro) |
DMSO : ~50 mg/mL (~183.65 mM)
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (7.64 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 (7.64 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. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.6731 mL | 18.3655 mL | 36.7309 mL | |
| 5 mM | 0.7346 mL | 3.6731 mL | 7.3462 mL | |
| 10 mM | 0.3673 mL | 1.8365 mL | 3.6731 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.
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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