19103-54-9

Basic information

• Product Name: salvigenin
• Synonyms: 5-Hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
• CAS NO: 19103-54-9
• Molecular Formula: C₁₈H₁₆O₆
• Molecular Weight: 328.32
• Product Categories: Tetra-substituted Flavones
• Mol File: 19103-54-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 188 °C
• Boiling Point: 535.9°Cat760mmHg
• Flash Point: 196.9°C
• Appearance: /
• Density: 1.314g/cm³
• Vapor Pressure: 4.26E-12mmHg at 25°C
• Refractive Index: 1.606
• PKA: 6.33±0.40(Predicted)
• CAS DataBase Reference: salvigenin(CAS DataBase Reference)
• NIST Chemistry Reference: salvigenin(19103-54-9)
• EPA Substance Registry System: salvigenin(19103-54-9)

Safety Data

• Hazardous Substances Data: 19103-54-9(Hazardous Substances Data)

Usage

Description

Salvigenin, also known as 3-(3,4-dihydroxyphenyl)-6-hydroxy-2,2-dimethylchromen-4-one, is a naturally occurring flavonoid compound found in various plants. It possesses antioxidant and anti-inflammatory properties, making it a potential candidate for pharmaceutical applications.

Uses

Used in Pharmaceutical Industry:
Salvigenin is used as a neuroprotective agent for the treatment of neurodegenerative diseases. It acts through oxidative stress on cells, providing protection and potentially slowing down the progression of these diseases.
Used in Antioxidant Applications:
Salvigenin is used as an antioxidant, helping to neutralize harmful free radicals in the body. Its antioxidant properties make it a valuable compound for maintaining overall health and potentially preventing various diseases associated with oxidative stress.
Used in Anti-Inflammatory Applications:
Due to its anti-inflammatory properties, salvigenin is used in the development of treatments for conditions characterized by inflammation, such as arthritis and other autoimmune disorders. It may help reduce inflammation and alleviate associated pain and discomfort.

InChI:InChI=1/C18H16O6/c1-21-11-6-4-10(5-7-11)13-8-12(19)16-14(24-13)9-15(22-2)18(23-3)17(16)20/h4-9,20H,1-3H3

Upstream product

• 529-53-3 scutellarein 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 186581-53-3 diazomethane 
• 6563-66-2 5,6,7-trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one 
• 29424-96-2 naringenin-4',7-dimethyl ether 
• 5128-44-9 5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one 
• 480-41-1 5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on 
• 67-56-1 methanol 
• 1390643-64-7 8-bromo-5-hydroxy-7,4'-dimethoxyflavone 
• 35095-48-8 6-bromo-5-hydroxy-7,4'-dimethoxyflavone 
• 1168-42-9 5,6,7,4'-tetramethoxyflavone 
• 2306-27-6 sinensetin 
• 481-53-8 tangeritin 

Downstream Products

• 2798-22-3 5,8-dihydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-4-benzopyrone 
• 35784-36-2 acetylsalvigenin 
• 1168-42-9 5,6,7,4'-tetramethoxyflavone 
• 2798-20-1 gardenin B 
• 481-53-8 tangeritin 
• 577-26-4 NSC₇₆₉₈₈ 
• 529-53-3 scutellarein 

Related news

Antitumor and immunomodulatory effects of salvigenin (cas 19103-54-9) on tumor bearing mice07/23/2019

Development of agents that specifically kill cancer cells and simultaneously elicit antitumor immune response is a step forward in cancer therapy. Immunostimulation can result in eliminating of the cancer cells; immunotherapy is a promising approach in balancing the immune response by Treg. In t...detailed

Relevant articles and documents

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Discovery of 4′-O-methylscutellarein as a potent SARS-CoV-2 main protease inhibitor

The coronavirus disease 2019 (COVID-19) pandemic, caused by severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2), has resulted in millions of deaths and seriously threatened public health and safety. Despite COVID-19 vaccines being readily popularized worldwide, targeted therapeutic agents for the treatment of this disease remain very limited. Here, we studied the inhibitory activity of the scutellarein and its methylated derivatives against SARS-CoV-2 main protease (Mpro) by the fluorescence resonance energy transfer (FRET) assay. Among all the methylated derivatives we studied, 4′-O-methylscutellarein exhibited the most promising enzyme inhibitory activity in vitro, with the half-maximal inhibitory concentration value (IC50) of 0.40 ± 0.03 μM. Additionally, the mechanism of action of the hits was further characterized through enzyme kinetic studies and molecular docking. Overall, our results implied that 4′-O-methylscutellarein could be a primary lead compound with clinical potential for the development of inhibitors against the SARS-CoV-2 Mpro.

Efficient synthesis of scutellarein

Scutellarein is a component of Scutellaria, recently known as a potent cytotoxic agent on human leukaemia cells. The aim of this study was the synthesis of scutellarein and its methylated derivative. The new features are the innovating method to afford flavones from flavanones and the A-ring regioselective bromination step that lead to the target molecule by a facile and high-yielding pathway.

Regioselective hydroxylation of 2-hydroxychalcones by dimethyldioxirane towards polymethoxylated flavonoids

The flavone nucleus is part of a large number of natural products and medicinal compounds. In this presentation the novel regioselective hydroxylation of hydroxyarenes with DMD is described. The results showed further that flavonoids with 5-hydroxy group were selectively oxyfunctionalized at the para-position C8 carbon atom by DMD. Finally, according to this methodology, the naturally occurring isosinensetin, tangeretin, sinensetin, nobiletin, natsudaidain, gardenin B, 3,3′,4′,5,6,7,8- heptamethoxyflavone, quercetin and its derivatives were synthesized.