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Sophoricoside

$113

  • Brand : BIOFRON

  • Catalogue Number : BF-S3011

  • Specification : 98%

  • CAS number : 152-95-4

  • Formula : C21H20O10

  • Molecular Weight : 432.38

  • PUBCHEM ID : 5321398

  • Volume : 100mg

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Catalogue Number

BF-S3011

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

432.38

Appearance

White crystalline powder

Botanical Source

Sophora japonica,Ginkgo biloba

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

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

Synonyms

4-(5,7-Dihydroxy-4-oxo-4H-chromen-3-yl)phenyl β-D-glucopyranoside/Genistein-4'-glucoside/4H-1-Benzopyran-4-one, 3-[4-(β-D-glucopyranosyloxy)phenyl]-5,7-dihydroxy-/Genistein 4'-Glucoside/4'-(β-D-Glucopyranosyloxy)-5,7-dihydroxyisoflavone/4H-1-Benzopyran-4-one,3-[4-(/4',5,7-Trihydroxyisoflavone-4'-D-glucoside/Sophoricoside/3-[4-(b-D-Glucopyranosyloxy)phenyl]-5,7-dihydroxy-411-1-benzopyran-4-one

IUPAC Name

5,7-dihydroxy-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

Density

1.6±0.1 g/cm3

Solubility

Methanol; DMF

Flash Point

271.5±26.4 °C

Boiling Point

763.3±60.0 °C at 760 mmHg

Melting Point

285ºC

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#:152-95-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

30800407

Abstract

Sophoricoside, which is an isoflavone glycoside found in many plant species, has recently attracted attention because of its anti-fertility activity. One solvent-free form, two solvatomorphs and an amorphous phase of sophoricoside are reported for the first time. X-ray diffractometry, differential scanning calorimetry, thermal gravimetric analysis and Fourier-transform infrared spectroscopy were used to characterize the different forms. The results show that factors such as crystal symmetry, intermolecular arrangement, conformational flexibility, hydrogen-bonding interactions and solvent incorporation lead to different solid-state forms. An investigation of the transformations of the four forms showed that they can interconvert with each other under certain conditions. Amorphous phase and solvatomorphism were unstable but can improve the solubility of sophoricoside in water.

KEYWORDS

amorphous; crystal structure; solubility; solvatomorphism; sophoricoside.

Title

New Crystal Forms and Amorphous Phase of Sophoricoside: X-ray Structures and Characterization

Author

Cheng Xing 1 , Guo Shun Zhang 1 , Ning Bo Gong 1 , Guan Hua Du 2 , Yang Lu 1

Publish date

2019 Jan 23

PMID

24877640

Abstract

Sophoricoside (SOPH) is an isoflavone glycoside isolated from the fruits of Sophora japonica. Since its first isolation in 1961, there are rare findings about the effects of SOPH on reproductive system. In the present study, the pregnant mice administrated by different doses of SOPH were used to explore the effect of SOPH on embryo implantation, especially on the endometrial receptivity. The statistical results showed that the number of implanted embryos was gradually declining along the increasing dose of SOPH. When the administrated dose of SOPH was 600 mg/kg per day, great changes were observed in the exposed uterine morphology and up-regulated progesterone receptor (PR) and down-regulated estrogen receptor α (ERα), E-cadherin, matrix metalloproteinase-2 (MMP-2) and integrin β3 were also found in SOPH-exposed uterine. These findings demonstrated that SOPH exposure reduced the number of implanted embryos in a dose-dependent manner and failed the embryo implantation through altering the morphology of uterine and compromising the endometrial receptivity.

KEYWORDS

amorphous; crystal structure; solubility; solvatomorphism; sophoricoside.

Title

Sophoricoside Fails the Embryo Implantation by Compromising the Uterine Endometrial Receptivity at Implantation "Window" of Pregnant Mice

Author

Jianhong Zhou 1 , Chengquan Qu 1 , Qi Sun 1 , Lisha Wu 1 , Yanglu Liu 1 , Zhirong Yang 1 , Jie Zhang 2

Publish date

2014 Aug 5

PMID

29350757

Abstract

The dried fruit of Sophora japonica L. is a traditional Chinese herb tea rich in sophoricoside that is an isoflavone glycoside. The aim of current study was to investigate the hepatic protective effect of sophoricoside in high fructose (HF) diet fed mice. Healthy male mice were fed 30% fructose water and treated 80 and 160 mg/kg·bw sophoricoside continuously for 8 wk. Our data showed that administration of sophoricoside at 80 and 160 mg/kg·bw observably decreased the body weight and liver weight in HF-fed mice. It was found that the treatment of sophoricoside decreased the hepatic cholesterol and triglyceride levels, and serum low-density lipoprotein-cholesterol and apolipoprotein-B levels, and elevated the serum high-density lipoprotein-cholesterol and apolipoprotein-A1 levels. Moreover, the administration of sophoricoside decreased the HF-caused elevations of hepatic malonaldehyde, interleukin-1 and tumor necrosis factor-α levels, while increased the HF-induced decreases of hepatic superoxide dismutase and glutathione peroxidase activities. Meanwhile, serum aspartate aminotransferase, alanine aminotransferase, and alkaline phosphatase activities were reduced by treatment of sophoricoside in HF-fed mice. Histopathology of hematoxylin and eosin (H&E) and oil red O staining of liver tissues also confirmed the beneficial effects of sophoricoside against liver injury induced by HF-diet in mice. These findings indicated that sophoricoside may be a novel natural isoflavone for alleviating HF-induced liver injury.
Practical application: Fruit of Sophora japonica L. is a traditional herb tea and it recently becomes popular in China. Sophoricoside is an isoflavone glycoside (Genistein-4′-O-β-d-glucopyranoside) isolated from S. japonical L, and it possessed differential effects on the body health. The ingestion of sophoricoside or sophora fruit tea may be a novel strategy to prevent non-alcoholic fatty liver disease.

KEYWORDS

Sophoricoside; antioxidant; high fructose diet; hyperlipidemia; liver injury.

Title

Hepatoprotective Effects of Sophoricoside Against Fructose-Induced Liver Injury via Regulating Lipid Metabolism, Oxidation, and Inflammation in Mice

Author

Wenfeng Li 1 , Yalong Lu 2

Publish date

2018 Feb


Description :

Sophoricoside is an isoflavone glycoside isolated from Sophora japonica and has anti-inflammatory, anti-cancer and immunosuppressive effects.