Hesperetin
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
- Biochemistry
- Flavonoids
- Natural Plant Extract
- Inhibitors
- Chiral Reagents
- Intermediates & Fine Chemicals
- Pharmaceuticals
- 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)
- 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 Information
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/37/39-27-37
- WGK Germany
- 3
- HS Code
- 29329990
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
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-).
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.]
Hesperetin Preparation Products And Raw materials
Preparation Products
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Hesperetin(520-33-2)Related Product Information
- HESPERETIN-7-NEOHESPERIDOSIDE hplc,Neohesperidin,Hesperetin 7-neohesperidoside,HESPERETIN-7-NEOHESPERIDOSIDE,HESPERETIN-7-O-NEOHESPERIDOSIDE
- Paeoniflorin
- Quercetin dihydrate
- Naringin
- Resveratrol
- Ferulic Acid
- Citric acid
- Luteolin
- (+/-)-HESPERETIN,HESPERETIN
- hesperetin,7-(6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranoside
- HESPERETIN LAURATE
- 4'-METHOXYFLAVANONE
- HESPERETIN, [3H(G)]
- HESPERETIN DIHYDROCHALCONE
- hesperetin 5-O-glucoside
- 4'-METHOXYFLAVANONE
- HESPERETIN CHALCONE
- HESPERETIN DIHYDROCHALCONE(RG)