(E)-Naringenin chalcone
Based on 1 Customer Validation
(E)-Naringenin chalcone is an orally active anti-allergic agent. (E)-Naringenin chalcone also has antioxidant, anti-inflammatory activities. (E)-Naringenin chalcone can improve adipocyte functions. (E)-Naringenin chalcone inhibits histamine release from rat peritoneal mast cell.
For research use only. We do not sell to patients.
- Purity: 98.87%
- CAS No.: 25515-46-2
- Formula: C15H12O5
- Molecular Weight:272.26
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Storage:
4°C, sealed storage, away from moisture and light
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)
Biological Activity
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Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| MCF7 | IC50 |
>10 μM
Compound: 2b
|
Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by MTT assay
Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by MTT assay
|
[PMID: 26690274] |
| MDA-MB-231 | IC50 |
>10 μM
Compound: 2b
|
Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viability after 72 hrs by MTT assay
Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viability after 72 hrs by MTT assay
|
[PMID: 26690274] |
| RBL-1 | IC50 |
100 μM
Compound: 6
|
Inhibition of 5-lipoxygenase in rat RBL1 cells
Inhibition of 5-lipoxygenase in rat RBL1 cells
|
10.1007/s00044-013-0745-7 |
| RBL-1 | IC50 |
100 μM
Compound: 7
|
In vitro inhibition against 5-lipoxygenase in RBL-1 cells was determined
In vitro inhibition against 5-lipoxygenase in RBL-1 cells was determined
|
[PMID: 8254620] |
(E)-Naringenin chalcone (25-125 μg/mL, 10 min) inhibits histamine release from rat peritoneal mast cells, with an IC50 value of 68 μg/mL[1].
(E)-Naringenin chalcone (25-50 μM, 8 days) improves adipocyte (3T3-L1) functions by enhancing adiponectin production[2].
(E)-Naringenin chalcone (25-100 μM, 24 h) stimulates the activity of PPARγ in NIH-3T3 cells[2].
(E)-Naringenin chalcone (0-200 μM 24 h) inhibits the production of TNF-alpha, MCP-1, and nitric oxide (NO) by LPS-stimulated RAW 264 macrophages[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:3T3-L1 adipocytes
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Concentration:25-100 μM
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Incubation Time:8 days
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Result:Increased adiponectin mRNA levels up to 8.0-fold in a dose-dependent manner.
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Cell Line:RAW 264 macrophages
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Concentration:0,25, 50, 100, 200 μM
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Incubation Time:24 h
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Result:Suppressed the degradation of IκB-α.
(E)-Naringenin chalcone (0.8 mg/kg, oral administration) suppresses allergic asthma by inhibiting the type-2 function of CD4 T cells in allergic airway inflammatory mice[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Mouse type I allergic model[1]
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Dosage:0.8 mg/kg
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Administration:Oral administration
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Result:Inhibited the ear-swelling response, with the inhibitory ratio of 46.7%.
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Animal Model:Allergic airway inflammation induced in mice[3]
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Dosage:0.8 mg/kg
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Administration:Oral administration, daily
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Result:Decreased cell numbers of the infiltrating leukocyte and eosinophils.
Decreased Muc5ac and gob-5 expression in the lungs.
Chemical Information
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CAS No. 25515-46-2
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Appearance Solid
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Molecular Weight 272.26
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Formula C15H12O5
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Color Light yellow to yellow
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SMILES
OC(C=C1)=CC=C1/C=C/C(C2=C(C=C(O)C=C2O)O)=O
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, sealed storage, away from moisture and light
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)
Solvent & Solubility
DMSO : 50 mg/mL (183.65 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (274 KB)
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SDS (394 KB)
- English - EN (394 KB)
- Français - FR (394 KB)
- Deutsch - DE (394 KB)
- Norwegian - NO (394 KB)
- Español - ES (394 KB)
- Swedish - SV (394 KB)
- Italian - IT (394 KB)
- Korean - KR (394 KB)
- Portuguese - PT (394 KB)
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Handling Instructions (2659 KB)
References
[1]. Taichi Yamamoto, et al. Anti-allergic activity of naringenin chalcone from a tomato skin extract. Biosci Biotechnol Biochem. 2004 Aug;68(8):1706-11. [Content Brief]
[2]. Taro Horiba, et al. Naringenin chalcone improves adipocyte functions by enhancing adiponectin production. Mol Cell Endocrinol. 2010 Jul 29;323(2):208-14. [Content Brief]
[3]. Chiaki Iwamura, et al. Naringenin chalcone suppresses allergic asthma by inhibiting the type-2 function of CD4 T cells. Allergol Int. 2010 Mar;59(1):67-73. [Content Brief]
[4]. Shizuka Hirai, et al. Inhibitory effect of naringenin chalcone on inflammatory changes in the interaction between adipocytes and macrophages. Life Sci. 2007 Sep 29;81(16):1272-9. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.6730 mL | 18.3648 mL | 36.7296 mL | 91.8240 mL |
| 5 mM | 0.7346 mL | 3.6730 mL | 7.3459 mL | 18.3648 mL | |
| 10 mM | 0.3673 mL | 1.8365 mL | 3.6730 mL | 9.1824 mL | |
| 15 mM | 0.2449 mL | 1.2243 mL | 2.4486 mL | 6.1216 mL | |
| 20 mM | 0.1836 mL | 0.9182 mL | 1.8365 mL | 4.5912 mL | |
| 25 mM | 0.1469 mL | 0.7346 mL | 1.4692 mL | 3.6730 mL | |
| 30 mM | 0.1224 mL | 0.6122 mL | 1.2243 mL | 3.0608 mL | |
| 40 mM | 0.0918 mL | 0.4591 mL | 0.9182 mL | 2.2956 mL | |
| 50 mM | 0.0735 mL | 0.3673 mL | 0.7346 mL | 1.8365 mL | |
| 60 mM | 0.0612 mL | 0.3061 mL | 0.6122 mL | 1.5304 mL | |
| 80 mM | 0.0459 mL | 0.2296 mL | 0.4591 mL | 1.1478 mL | |
| 100 mM | 0.0367 mL | 0.1836 mL | 0.3673 mL | 0.9182 mL |