We Offer Worldwide Shipping
Login Wishlist

Genistin

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-G1004

  • Specification : 98%

  • CAS number : 529-59-9

  • Formula : C21H20O10

  • Molecular Weight : 432.38

  • PUBCHEM ID : 5281377

  • Volume : 20mg

In stock

Quantity
Checkout Bulk Order?

Catalogue Number

BF-G1004

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

432.38

Appearance

White crystalline powder

Botanical Source

Pueraria montana var. lobata,Solanum lyratum,Spatholobus suberectus,Trifolium pratense,Belamcanda chinensis

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

C1=CC(=CC=C1C2=COC3=CC(=CC(=C3C2=O)O)OC4C(C(C(C(O4)CO)O)O)O)O

Synonyms

7-(b-D-Glucopyranosyloxy)-5-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one/5-Hydroxy-3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-4H-chromen-4-on/Genisteol 7-monoglucoside/Genistin/5-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl-β-D-glucopyranoside/4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-5-hydroxy-3-(4-hydroxyphenyl)-/4',5,7-trihydroxyisoflavone-7-D-glucoside/Diadzin/4',5,7-Trihydroxyisoflavone 7-glucoside/GLUCOSYL-7-GENISTEIN/Genistein-7-glucoside/genistein 7-O-beta-D-glucoside/Genistein 7-O-β-D-glucoside/Genistein, 7-O-β-D-glucoside/genistein 7-O-glucoside/5-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl β-D-glucopyranoside/Genistein 7-O-b-D-Glucoside/Soybean Extract/5-Hydroxy-3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-4H-chromen-4-one/Genistein-7-O-β-D-glucopyranoside/Genistine/Genistein glucoside/Genistoside/Genistein, 7-β-D-glucopyranoside/5-Hydroxy-3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-4H-chromen-4-one/4H-1-Benzopyran-4-one, 7- (β-D-glucopyranosyloxy)-5-hydroxy-3-(4-hydroxyphenyl)-/Genistein-7-O-glucoside/Genistein 7-glucoside

IUPAC Name

5-hydroxy-3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Density

1.6±0.1 g/cm3

Solubility

DMSO

Flash Point

280.7±26.4 °C

Boiling Point

788.9±60.0 °C at 760 mmHg

Melting Point

254ºC

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:529-59-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

31720546

Abstract

Genistin and its aglycone genistein of isoflavone are naturally occurring in plants. The aim of this study is to develop an experimental animal model of enterohepatic circulation to investigate the metabolic biotransformation of genistin and genistein in rats. A paired-rat model was developed in which the drug was administered intravenously to the donor rat whose bile duct was cannulated into the duodenum of the untreated recipient rat. The blood sample was collected from the jugular vein of the donor and recipient rats after genistin administration. The results demonstrate that genistein was detected in both the donor and recipient rats after genistein administration (50 mg/kg, iv) in the donor rat, which suggested that the enterohepatic circulation of genistein occurred. The same phenomenon happened again in the biotransformation after genistin administration (50 mg/kg, iv) in the donor rat. Genistein was detected in the recipient rat’s blood sample after treatment with β-glucuronidase, which suggested that enzymatic hydrolysis occurred in the transformation of genistin into genistein. In conclusion, the research revealed the metabolic pathway of the glucuronidation of genistin into genistein.

Copyright © 2019 American Chemical Society.

Title

Enterohepatic Circulation and Pharmacokinetics of Genistin and Genistein in Rats.

Author

Yang YY1, Tsai TH1,2,3,4.

Publish date

2019 Oct 24

PMID

30049985

Abstract

Genistin, an isoflavone belonging to the phytoestrogen family, has been reported to possess various therapeutic effects. In the present study, the genistin metabolites in rats were investigated by UHPLC-LTQ-Orbitrap mass spectrometer in both positive and negative ion modes. Firstly, the data sets were obtained based on data-dependent acquisition method and then 10 metabolite templates were established based on the previous reports. Then diagnostic product ions (DPIs) and neutral loss fragments (NLFs) were proposed to efficiently screen and ascertain the major-to-trace genistin metabolites. Meanwhile, the calculated Clog P values were used to identify the positional isomers with different retention times. Consequently, a total of 64 metabolites, including prototype drug, were positively or putatively characterized. Among them, 40 metabolites were found according to the templates of genistin and genistein, which was the same as the previous research method. After using other metabolite templates, 24 metabolites were added. The results demonstrated that genistin mainly underwent methylation, hydrogenation, hydroxylation, glucosylation, glucuronidation, sulfonation, acetylation, ring-cleavage and their composite reactions in vivo biotransformation. In conclusion, the research not only revealed the genistein metabolites and metabolic pathways in vivo comprehensively, but also proposed a method based on multiple metabolite templates to screen and identify metabolites of other natural compounds.

KEYWORDS

UHPLC-LTQ-Orbitrap mass spectrometer; genistin; metabolic profiling; multiple metabolite templates

Title

A Comprehensive Screening and Identification of Genistin Metabolites in Rats Based on Multiple Metabolite Templates Combined with UHPLC-HRMS Analysis.

Author

Liang Y1, Zhao W2, Wang C3, Wang Z4, Wang Z5, Zhang J6.

Publish date

2018 Jul 26


Description :

Genistin is the major isoflavonoid of soybeans and soy products.