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 Structure
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)
pka7.49±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
InChIKeyAIONOLUJZLIMTK-AWEZNQCLSA-N
LogP2.90
CAS DataBase Reference520-33-2(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 Information
ProviderLanguage
SigmaAldrich English
ALFA English
Hesperetin Usage And Synthesis
DescriptionHesperetin 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 PropertiesBeige to Light Brown Crystalline Solid
UsesThe aglucon of Hesperidin (H281185), a flavanone found in citrus fruits.
Usesantiallergic
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.
DefinitionChEBI: 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 MethodsCrystallise 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 ProductsBETA-PHENYLPROPIOPHENONE-->Neosperidin dihydrochalcone-->rac-Hesperetin 3’,7-Diacetate
(+/-)-HESPERETIN,HESPERETIN HESPERETIN LAURATE Hesperetin-7-O-rutinoside, tms- hesperetin,7-(6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranoside HESPERETIN DIHYDROCHALCONE(REAGENT / STANDARD GRADE) HESPERETIN DIHYDROCHALCONE HESPERETIN(PRIMARY STANDARD) HESPERETIN DIHYDROCHALCONE(RG) HESPERETIN-7-NEOHESPERIDOSIDE hplc,Neohesperidin,Hesperetin 7-neohesperidoside,HESPERETIN-7-NEOHESPERIDOSIDE,HESPERETIN-7-O-NEOHESPERIDOSIDE HESPERETIN CHALCONE(REAGENT / STANDARD GRADE) hesperetin 5-O-glucoside HESPERETIN(REAGENT / STANDARD GRADE) HESPERETIN, [3H(G)] HESPERETIN5-GLUCOSIDE HESPERETIN CHALCONE HESPERETIN CHALCONE(RG) HESPERETIN(RG) HESPERETIN7-GLUCOSIDE

Email:[email protected] [email protected]
Copyright © 2024 Mywellwork.com All rights reserved.