Structure
ChemicalBook > CAS DataBase List > Isosilybin

Isosilybin

Structure
Product Name
Isosilybin
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
Formula Weight
482.44
MOL File
72581-71-6.mol
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Isosilybin Property

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL89231
Product name
Isosilybin (A + B mixture)
Purity
phyproof? Reference Substance
Packaging
10MG
Price
$732
Updated
2024/03/01
Cayman Chemical
Product number
24913
Product name
Isosilybin
Purity
≥95%
Packaging
1mg
Price
$242
Updated
2024/03/01
Cayman Chemical
Product number
24913
Product name
Isosilybin
Purity
≥95%
Packaging
5mg
Price
$1087
Updated
2024/03/01
Cayman Chemical
Product number
24913
Product name
Isosilybin
Purity
≥95%
Packaging
10mg
Price
$2052
Updated
2024/03/01
TRC
Product number
I901000
Product name
Isosilybin
Packaging
1mg
Price
$235
Updated
2021/12/16
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Isosilybin Chemical Properties,Usage,Production

Structure

Only silybins and isosilybins contain the 1,4-dioxane ring system in their structure during Silymarin’s primary constituents. Silybin and isosilybin have the same trans conformation of C-2, C-3, C-7′ and C-8′. Silybin is considered the major and most active component of silymarin.

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

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View Lastest Price from Isosilybin manufacturers

Shanghai Standard Technology Co., Ltd.
Product
Isosilybin 72581-71-6
Price
US $0.00/mg
Min. Order
20mg
Purity
≥98%(HPLC)
Supply Ability
100 g
Release date
2020-08-12
Zhuozhou Wenxi import and Export Co., Ltd
Product
Isosilybin 72581-71-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27
Career Henan Chemical Co
Product
Isosilybin 72581-71-6
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2019-12-31

72581-71-6, IsosilybinRelated Search:


  • 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