ChemicalBook > Product Catalog >Biochemical Engineering >Chinese Herbs >Isosilybin

Isosilybin

Isosilybin Structure
CAS No.
72581-71-6
Chemical Name:
Isosilybin
Synonyms
Q-100795;Isosilybin;Isosilybinin;ISOSILIBININ;indissolubly;Isosilybin,ISB;ISOSILYBIN hplc;Diosmin Impurity 24;Isosilybin USP/EP/BP;Isosilybin(Mixture A&B)
CBNumber:
CB5359479
Molecular Formula:
C25H22O10
Molecular Weight:
482.44
MOL File:
72581-71-6.mol
Modify Date:
2024/4/16 13:02:56

Isosilybin Properties

Boiling point 793.0±60.0 °C(Predicted)
Density 1.527±0.06 g/cm3(Predicted)
storage temp. Store at -20° C
solubility DMF: 20 mg/ml; DMF:PBS (pH 7.2) (1:9): 0.5 mg/ml; DMSO: 10 mg/ml; Ethanol: 0.1 mg/ml
pka 7.39±0.60(Predicted)
form Solid
color White-light yellow

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312+P330-P501
NFPA 704
0
2 0

Isosilybin Chemical Properties,Uses,Production

Description

Isosilybin is a flavanolignan found in the extract of S. marianum fruits with antioxidant and anticancer activities. It inhibits lipid peroxidation in rat liver microsomes (IC50 = 32 μM) and reduces ADP/Fe3+-induced malondialdehyde (MDA) production and lactate dehydrogenase (LDH) release in rat hepatocytes. Isosilybin inhibits the production of reactive oxygen species (ROS), MDA and LDH release, and reduction in total antioxidant capacity induced by amyloid-β (25-35) (Aβ25-35) in HT-22 hippocampal cells. It also increases protein and mRNA expression of heme oxygenase-1 (HO-1), glutathione S-transferase (GST), and the aldo-keto reductases (AKCR) 1C1 and AKCR1C2 in HT-22 cells. In vivo, isosilybin (50 and 100 mg/kg) reduces tumor volume and increases tumor cell apoptosis in a DU145 prostate cancer mouse xenograft model. It also reduces expression of the tumor angiogenesis markers CD31, nestin, VEGF, VEGFR1, VEGFR2, phospho-Akt, and HIF-1α in tumor tissue without reducing blood vessel count in non-cancerous liver, lung, and kidney tissue in DU145 tumor-bearing mice.

Uses

Isosilybin is useful in the treatment of liver disease

Definition

The flavonolignan isosilybin is one of the components of the flavonoid complex extracted from the seeds of Silybum marianum (milk thistle), designated silymarin. Besides isosilybin, silymarin contains other flavonoids (congeners), such as silybin, 2,3-dehydrosilybin, silydianin, silychristin, isosilychristin, and taxifolin and ca. 20–30% is an undefined polymeric phenolic fraction. However, several recent studies have demonstrated that isosilybin is probably the most potent anticancer agent in silymarin. Isosilybin was shown to possess in vivo anti-proliferative, anti-angiogenic, pro-apoptotic, and cell-cycle modulatory properties. Moreover, isosilybin and especially isosilybin B inhibited the growth of advanced human prostate cancer cells in vivo without any toxic effects[1].

Definition

ChEBI: A flavonolignan isolated from Silybum marianum.

References

[1] Radek Ga?ák . “Preparative method for isosilybin isolation based on enzymatic kinetic resolution of silymarin mixture.” Process Biochemistry 48 1 (2013): Pages 184-189.

Isosilybin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 171)Suppliers
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CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Chengdu GLP biotechnology Co Ltd 028-87075086 13350802083 CHINA 1824 58 Inquiry
Chengdu Biopurify Phytochemicals Ltd. +8618080483897 China 3772 58 Inquiry
CONIER CHEM AND PHARMA LIMITED +8618523575427 China 49403 58 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29821 58 Inquiry
ANHUI WITOP BIOTECH CO., LTD +8615255079626 China 23555 58 Inquiry
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Hefei TNJ Chemical Industry Co.,Ltd. +86-0551-65418684 +8618949823763 China 25363 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 United States 19973 58 Inquiry
PNP Biotech Co. Ltd +8618516098983 China 1001 58 Inquiry
ISOSILIBININ ISOSILYBIN(PRIMARY STANDARD) Isosilybinin Isosilybin (Isosilybinin) (2R,3R)-2-[2,3-Dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-1,4-benzodioxin-6-yl]-2,3-dihydro-3,5,7-trihydroxy-4H-1-benzopyran-4-one ISOSILYBIN hplc Isosilybin (A+B) mixture -(2,3-Dihydro-2-(4-hydroxy-3-Methoxyphenyl)-3-(hydroxyMethyl)-1,4-benzodioxin-6-yl)-2,3-dihydro-3,5,7-trihydroxy-4H-1-benzopyran-4-one 2-(2,3-Dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-1,4-benzodioxin-6-yl)-2,3-dihydro-3,5,7-trihydroxy-4H-1-benzopyran-4-one Isosilybin 4H-1-Benzopyran-4-one,2-[2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-1,4-benzodioxin-6-yl]-2,3-dihydro-3,5,7-trihydroxy-,(2R,3R)- Q-100795 Isosilybin (Mixture of Diastereomers) Isosilybin,ISB Isosilybin USP/EP/BP indissolubly Isosilybin(Mixture A&B) Diosmin Impurity 24 (2R,3R)-3,5,7-Trihydroxy-2-(2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)chroman-4-one 72581-71-6 chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract Miscellaneous Natural Products Intermediates & Fine Chemicals Pharmaceuticals