Isosilybin

Base Information

• Chemical Name: Isosilybin
• CAS No.: 72581-71-6
• Molecular Formula: C₂₅H₂₂O₁₀
• Molecular Weight: 482.444
• European Community (EC) Number: 683-238-3
• Nikkaji Number: J458.501A
• Wikidata: Q103818912
• Metabolomics Workbench ID: 45987
• Mol file: 72581-71-6.mol

Synonyms:isosilybin

Chemical Property of Isosilybin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.684
• Boiling Point: 793 °C at 760 mmHg
• PKA: 7.39±0.60(Predicted)
• Flash Point: 274.4 °C
• PSA: 155.14000
• Density: 1.527 g/cm³
• LogP: 2.36270
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 482.12129689
• Heavy Atom Count: 35
• Complexity: 750

Purity/Quality:

98%,99%, ^*data from raw suppliers

Isosilybin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O
• 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: Useful in the treatment of liver disease. Isosilybin is useful in the treatment of liver disease

Technology Process of Isosilybin

There total 1 articles about Isosilybin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

coniferol (458-35-5) + taxifolin (480-18-2,17654-26-1,5117-01-1) → isosilybin (42110-65-6,72581-71-6,142796-21-2,142796-22-3) + silybin (22888-70-6,36804-17-8,87725-91-5,142796-20-1,142797-34-0)

Guidance literature:

With silver(l) oxide; In acetone; benzene; at 55 ℃; for 40h; Yield given;

upstream raw materials:

coniferol

taxifolin

Refernces