Hesperetin
- Product Name
- Hesperetin
- CAS No.
- 520-33-2
- Chemical Name
- Hesperetin
- Synonyms
- (S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone;2,3-DIHYDRO-5,7-DIHYDROXY-2S-(3-HYDROXY-4-METHOXPHENYL)-4H-1-BENZOPYRAN-4-ONE;4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)-;YSO2;NSC 57654;HESPERETIN;HESPERETINE;HESPERETIN(P);Hesperetin>Prestwick_908
- CBNumber
- CB4304735
- Molecular Formula
- C16H14O6
- Formula Weight
- 302.28
- MOL File
- 520-33-2.mol
Hesperetin Property
- 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)
- form
- Solid
- pka
- 7.49±0.40(Predicted)
- color
- White to Pale Yellow
- Water Solubility
- Soluble in water (partly), dilute alkalis, and ethanol (50 mg/ml).
- Merck
- 14,4670
- BRN
- 309850
- InChIKey
- AIONOLUJZLIMTK-AWEZNQCLSA-N
- LogP
- 2.90
- CAS DataBase Reference
- 520-33-2(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/37/39-27-37
- WGK Germany
- 3
- HS Code
- 29329990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- H0721
- Product name
- Hesperetin
- Purity
- >97.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $20
- Updated
- 2025/07/31
- Product number
- H0721
- Product name
- Hesperetin
- Purity
- >97.0%(HPLC)(T)
- Packaging
- 25g
- Price
- $52
- Updated
- 2025/07/31
- Product number
- 10006084
- Product name
- Hesperetin
- Packaging
- 25000mg
- Price
- $50
- Updated
- 2024/03/01
- Product number
- 10006084
- Product name
- Hesperetin
- Packaging
- 50000mg
- Price
- $94
- Updated
- 2024/03/01
- Product number
- 10006084
- Product name
- Hesperetin
- Packaging
- 100000mg
- Price
- $177
- Updated
- 2024/03/01
Hesperetin Chemical Properties,Usage,Production
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
520-26-3
520-33-2
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
Raw materials
Preparation Products
Hesperetin Suppliers
- Tel
- 18805194892
- 2727751293@qq.com
- Country
- China
- ProdList
- 170
- Advantage
- 58
- Tel
- 18210857532; 18210857532
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- 4006356688 18621169109
- Fax
- 86-21-61259102
- market03@meryer.com
- Country
- China
- ProdList
- 40228
- Advantage
- 62
- Tel
- 821-50328103-801 18930552037
- Fax
- 86-21-50328109
- 3bsc@sina.com
- Country
- China
- ProdList
- 15838
- Advantage
- 69
- Tel
- 400-0066400 13621662912
- Fax
- 021-55660885
- sales@jonln.com
- Country
- China
- ProdList
- 1995
- Advantage
- 65
- Tel
- +86-21-20908456
- Fax
- 021-58180499
- sales@BioChemBest.com
- Country
- China
- ProdList
- 6003
- Advantage
- 61
- Tel
- 400-6106006
- Fax
- 021-67582001/03/05
- saleschina@alfa-asia.com
- Country
- China
- ProdList
- 30123
- Advantage
- 84
- Tel
- +86 351 7031519
- Fax
- +86 351 7031519
- sales@RHFChem.com
- Country
- China
- ProdList
- 2338
- Advantage
- 56
- Tel
- 021-67121386
- Fax
- 021-67121385
- Sales-CN@TCIchemicals.com
- Country
- China
- ProdList
- 24529
- Advantage
- 81
- Tel
- 18515581800 18501085097
- Fax
- 010-89508210
- sales.bj@hwrkchemical.com
- Country
- China
- ProdList
- 9400
- Advantage
- 55
View Lastest Price from Hesperetin manufacturers
- Product
- Hesperetin 520-33-2
- Price
- US $10.00/ASSAYS
- Min. Order
- 1ASSAYS
- Purity
- 99%
- Supply Ability
- 1 ton
- Release date
- 2025-08-21
- Product
- Hesperetin 520-33-2
- Price
- US $0.00-0.00/kg
- Min. Order
- 0.10000000149011612kg
- Purity
- 95% test by HPLC
- Supply Ability
- 20tons
- Release date
- 2025-05-23
- Product
- Hesperetin 520-33-2
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 90%，95%，98%
- Supply Ability
- 500kg
- Release date
- 2025-04-10