- Hesperetin
-
- $10.00 / 1ASSAYS
-
2026-01-22
- CAS:520-33-2
- Min. Order: 1ASSAYS
- Purity: 99%
- Supply Ability: 1 ton
- Hesperetin
-
- $0.00 / 1kg
-
2026-01-22
- CAS:520-33-2
- Min. Order: 1kg
- Purity: 90%，95%，98%
- Supply Ability: 500kg
- Hesperetin
-
- $10.00 / 1kg
-
2026-01-22
- CAS:520-33-2
- Min. Order: 1kg
- Purity: 90%,95%,98%HPLC
- Supply Ability: 10000
|
| | Hesperetin Basic information |
| Product Name: | Hesperetin | | Synonyms: | 4'-METHOXY-3',5,7-TRIHYDROXYFLAVANONE;(+/-)-3',5,7-TRIHYDROXY-4'-METHOXYFLAVANONE;3',5,7-TRIHYDROXY-4'-METHOXYFLAVANONE;3',5,7-TRIHYDROXY-4-METHOXYFLAVANONE;2,3-DIHYDRO-5,7-DIHYDROXY-2S-(3-HYDROXY-4-METHOXPHENYL)-4H-1-BENZOPYRAN-4-ONE;5,7,3'-TRIHYDROXY-4'-METHOXYFLAVANONE;HESPERETINE;(+/-)-HESPERETIN | | CAS: | 520-33-2 | | MF: | C16H14O6 | | MW: | 302.28 | | EINECS: | 208-290-2 | | Product Categories: | natural product;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Biochemistry;Flavonoids;Natural Plant Extract;Inhibitors;CITRIMORE;Flavanones | | Mol File: | 520-33-2.mol |  |
| | Hesperetin Chemical Properties |
| Melting point | 230-232°C | | Boiling point | 363.32°C (rough estimate) | | density | 1.2514 (rough estimate) | | refractive index | -4 ° (C=1.8, EtOH) | | storage temp. | Inert atmosphere,Room Temperature | | solubility | DMSO (Slightly), Methanol (Slightly) | | pka | 7.49±0.40(Predicted) | | form | Solid | | color | White to Pale Yellow | | Water Solubility | Soluble in water (partly), dilute alkalis, and ethanol (50 mg/ml). | | Merck | 14,4670 | | BRN | 309850 | | Cosmetics Ingredients Functions | ANTIOXIDANT
SKIN CONDITIONING | | InChIKey | AIONOLUJZLIMTK-AWEZNQCLSA-N | | LogP | 2.90 | | CAS DataBase Reference | 520-33-2(CAS DataBase Reference) |
| | Hesperetin Usage And Synthesis |
| Description | Hesperetin is a flavonoid that has been found in citrus fruits and has diverse biological activities. It reduces ApoB protein levels, ACAT2 expression, and LDL degradation in HepG2 cells when used at a concentrations ranging from 10 to 200 μM. Hesperetin inhibits IgG-induced β-hexosaminidase release from RBL-2H3 cells (IC50 = 0.099 mg/ml). It inhibits LPS-induced nitric oxide (NO) production and reduces levels of inducible nitric oxide synthase (iNOS), IL-6, and IL-1β in BV-2 microglial cells. Hesperetin (5 mg/kg) inhibits passive cutaneous anaphylaxis in mice. It reduces body weight loss, colon shortening, and ulcer severity in a mouse model of TNBS-induced ulcerative colitis. Hesperetin reduces cortical and hippocampal neuronal apoptosis and increases time spent in the target quadrant in the Morris water maze in a mouse model of LPS-induced neuronal inflammation. | | Chemical Properties | Beige to Light Brown Crystalline Solid | | Uses | The aglucon of Hesperidin (H281185), a flavanone found in citrus fruits. | | Uses | antiallergic | | Uses | (±)-Hesperetin is an antioxidant flavonoid. Induces G1-phase cell cycle arrest. Anti-inflammatory. (±)-Hesperetin suppresses NF-κB activation. Reduces cholesterol biosynthesis. Inhibits lipid peroxidation. Neuroprotective against neuronal oxidative damage. | | Definition | ChEBI: Hesperetin is a trihydroxyflavanone having the three hydroxy gropus located at the 3'-, 5- and 7-positions and an additional methoxy substituent at the 4'-position. It has a role as an antioxidant, an antineoplastic agent and a plant metabolite. It is a monomethoxyflavanone, a trihydroxyflavanone, a member of 3'-hydroxyflavanones and a member of 4'-methoxyflavanones. It is a conjugate acid of a hesperetin(1-). | | Synthesis | Generic method: compound 2 was synthesized by the method reported in the literature. The raw material (S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy )benzodihydropyran-4-one (3.5 g, 5.7 mmol) was mixed with 10 mL of concentrated sulfuric acid in 280 mL of anhydrous methanol and the reaction was stirred at 60 °C for 7.5 hours. Upon completion of the reaction, 1.2 L of ethyl acetate was added to the reaction mixture and extracted at 20 °C. Subsequently, the organic phase was washed with 420 mL of water and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give a light yellow powdery crude product. The crude product was dissolved in 70 mL of acetone and then slowly added dropwise (over 60 minutes) to a pre-stirred 700 mL solution consisting of water and acetic acid mixed at 150:1 by volume, maintaining the temperature at 95°C. After dropwise addition, the mixed slurry was cooled to 45°C, the product was collected by filtration and dried under vacuum. | | Purification Methods | Crystallise it from EtOAc or ethanol. The natural S(-) form crystallises from EtOH and has m 216-218o and [] D -37.6o (c 2, EtOH). Note that C2 is chiral. [Beilstein 18 II 204, 18 III/IV 3215, 18/5 V 214.] | | References | [1] Journal of Medicinal Chemistry, 2011, vol. 54, # 1, p. 95 - 106
[2] Medicinal Chemistry Research, 2011, vol. 20, # 8, p. 1200 - 1205
[3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 23, p. 7194 - 7197
[4] Patent: CN105693682, 2016, A. Location in patent: Paragraph 0024; 0025
[5] Journal of Chemical Research, 2014, vol. 38, # 7, p. 396 - 398 |
| | Hesperetin Preparation Products And Raw materials |
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