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Hesperetin

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-H2001

  • Specification : 98%

  • CAS number : 520-33-2

  • Formula : C16H14O6

  • Molecular Weight : 302.28

  • PUBCHEM ID : 72281

  • Volume : 20mg

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Catalogue Number

BF-H2001

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

302.28

Appearance

White crystalline powder

Botanical Source

Lobelia chinensis,Reynoutria japonica,Ampelopsis grossedentata,Artemisia sphaerocephala,Citrus sinensis

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=C(C=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)O)O)O

Synonyms

Hesperetin/(S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-on/3',5,7-Trihydroxy-4'-methoxy flavanone/5,7,3'-Trihydroxy-4'-methoxyflavanone/(2S)-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one/4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-/Hesperitin/5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one/(S)-2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone/HESPERETINE/5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one/(-)-(S)-hesperetin/4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)-/Cyanidanon 4'-methyl ether 1626/(-)-hesperetin/Eriodictyol 4'-monomethyl ether/3',5,7-TRIHYDROXY-4-METHOXYFLAVANONE/(S)-3',5,7-Trihydroxy-4'-methoxyflavanone/3',5,7-Trihydroxy-4'-methoxyflavanone/4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (S)-

IUPAC Name

(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one

Density

1.5±0.1 g/cm3

Solubility

Methanol

Flash Point

223.0±23.6 °C

Boiling Point

586.2±50.0 °C at 760 mmHg

Melting Point

230-232°C

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2932990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:520-33-2) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

31426346

Abstract

Daidzein is a common isoflavone, having multiple biological effects such as anti-inflammation, anti-allergy, and anti-aging. α-Tocopherol is the tocopherol isoform with the highest vitamin E activity including anti-allergic activity and anti-cancer activity. Hesperetin is a flavone, which shows potent anti-inflammatory effects. These compounds have shortcomings, i.e., water-insolubility and poor absorption after oral administration. The glycosylation of bioactive compounds can enhance their water-solubility, physicochemical stability, intestinal absorption, and biological half-life, and improve their bio- and pharmacological properties. They were transformed by cultured Nicotiana tabacum cells to 7-β-glucoside and 7-β-gentiobioside of daidzein, and 3′- and 7-β-glucosides, 3′,7-β-diglucoside, and 7-β-gentiobioside of hesperetin. Daidzein and α-tocopherol were glycosylated by galactosylation with β-glucosidase to give 4′- and 7-β-galactosides of daidzein, which were new compounds, and α-tocopherol 6-β-galactoside. These nine glycosides showed higher anti-allergic activity, i.e., inhibitory activity toward histamine release from rat peritoneal mast cells, than their respective aglycones. In addition, these glycosides showed higher tyrosinase inhibitory activity than the corresponding aglycones. Glycosylation of daidzein, α-tocopherol, and hesperetin greatly improved their biological activities.

KEYWORDS

anti-allergic activity; daidzein; hesperetin; tyrosinase inhibitory activity; α-tocopherol; β-glycoside

Title

Synthesis of Daidzein Glycosides, α-Tocopherol Glycosides, Hesperetin Glycosides by Bioconversion and Their Potential for Anti-Allergic Functional-Foods and Cosmetics.

Author

Fujitaka Y1, Hamada H2, Uesugi D1, Kuboki A3, Shimoda K4, Iwaki T5, Kiriake Y6, Saikawa T7.

Publish date

2019 Aug 16

PMID

31302287

Abstract

“Hesperetin is a natural flavanone compound, which mainly exists in lemons and oranges, and has potential antiviral and anticancer activities. In this study, hesperetin was used in a crayfish pathogen challenge to discover its effects on the innate immune system of invertebrates. The crayfish Procambarus clarkii was used as an experimental model and challenged with white spot syndrome virus (WSSV). Pathogen challenge experiments showed that hesperetin treatment significantly reduced the mortality caused by WSSV infection, while the VP28 copies of WSSV were also reduced. Quantitative reverse transcriptase polymerase chain reaction revealed that hesperetin increased the expression of several innate immune-related genes, including NF-kappaB and C-type lectin. Further analysis showed that hesperetin treatment plays a positive effects on three immune parameters like total hemocyte count, phenoloxidase and superoxide dismutase activity. Nevertheless, whether or not infected with WSSV, hesperetin treatment would significantly increase the hemocyte apoptosis rates in crayfish. These results indicated that hesperetin could regulate the innate immunity of crayfish, and delaying and reducing the mortality after WSSV challenge. Therefore, the present study provided novel insights into the potential therapeutic or preventive functions associated with hesperetin to regulate crayfish immunity and protect crayfish against WSSV infection, provide certain theoretical basis for production practice.
Copyright © 2019 Elsevier Ltd. All rights reserved.

KEYWORDS

Hesperetin; Innate immunity; Procambarus clarkii; WSSV

Title

Hesperetin protects crayfish Procambarus clarkii against white spot syndrome virus infection.

Author

Qian X1, Zhu F2.

Publish date

2019 Oct

PMID

31171200

Abstract

“A novel restricted access molecularly imprinted polymers (RAMIPs) fiber was developed for solid-phase microextraction (SPME) of hesperetin and its metabolites in livers of live rats in vivo. Hesperetin as the template, N-isopropylacrylamide as the functional monomer, ethylene glycol dimethyl acrylate as the crosslinker, 2,2-azobisisobutyonnitrile as initiator and bovine serum albumin as the restricted access material were applied in the preparation process. Scanning electron microscopy and Fourier transform infrared spectroscopy were applied to characterize the polymers. The adsorption experiments indicated that RAMIPs-SPME fibers performed high selective recognition property to hesperetin. The selectivity experiment indicated that the adsorption capacity and selectivity of RAMIPs-SPME fibers to hesperetin was higher than that of quercetin, luteolin and baicalein. Macromolecules elimination test showed RAMIPs-SPME fibers could eliminate 94.80%-98.96% of macromolecules, which indicated that RAMIPs-SPME fibers can be used to extract analytes directly from complex biological samples. Furthermore, RAMIPs-SPME sampling combined to ultra-performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS) was applied to capture and identify hesperetin and its metabolites in rat livers in vivo. Finally, hesperetin-7-O-glucuronide, hesperetin-3′-O-glucuronide, eriodictyol and homoeriodictyol were identified as the metabolites of hesperetin. In comparison with the MIPs fibers, commercial PDMS and DVB fibers, RAMIPs-SPME fibers possessed better exclusion effect to macromolecules and higher selectivity to hesperetin and its metabolites. The results demonstrated that the prepared RAMIPs-SPME fiber were proven to be effective tool for the selective adsorption and enrichment of hesperetin and its metabolites from the complex biological fluids.
Copyright © 2019 Elsevier B.V. All rights reserved.

KEYWORDS

Hesperetin; Metabolites; Restricted access molecularly imprinted polymers; Solid-phase microextraction; UPLC-MS/MS

Title

Preparation of restricted access molecularly imprinted polymers based fiber for selective solid-phase microextraction of hesperetin and its metabolites in vivo.

Author

Wang DD1, Gao D2, Huang YK1, Xu WJ1, Xia ZN3.

Publish date

2019 Sep 1


Description :

Hesperetin is a natural flavanone, and acts as a potent and broad-spectrum inhibitor against human UGT activity.