6468-93-5

Basic information

• Product Name: 5,7-DIHYDROXY-3-PHENYLCOUMARIN
• Synonyms: 5,7-DIHYDROXY-3-PHENYLCOUMARIN
• CAS NO: 6468-93-5
• Molecular Formula: C₁₅H₁₀O₄
• Molecular Weight: 254.2375
• Mol File: 6468-93-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 562.3 °C at 760 mmHg
• Flash Point: 221.4 °C
• Appearance: /
• Density: 1.443 g/cm³
• Vapor Pressure: 3.01E-13mmHg at 25°C
• Refractive Index: 1.698
• CAS DataBase Reference: 5,7-DIHYDROXY-3-PHENYLCOUMARIN(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-DIHYDROXY-3-PHENYLCOUMARIN(6468-93-5)
• EPA Substance Registry System: 5,7-DIHYDROXY-3-PHENYLCOUMARIN(6468-93-5)

Safety Data

• Hazardous Substances Data: 6468-93-5(Hazardous Substances Data)

Usage

General Description

5,7-dihydroxy-3-phenylcoumarin, also known as esculetin, is a natural phenolic compound found in various plants such as citrus fruits and Artemisia. It has been studied for its potential therapeutic properties, including anti-inflammatory, anti-oxidant, and anti-cancer effects. Esculetin is known to inhibit the activity of certain enzymes and signaling pathways involved in inflammation and cell proliferation, which may contribute to its potential health benefits. Additionally, it has been explored for its ability to protect against DNA damage and oxidative stress. Overall, 5,7-dihydroxy-3-phenylcoumarin shows promise as a bioactive compound with potential applications in medicine and food preservation.

InChI:InChI=1/C15H10O4/c16-10-6-13(17)12-8-11(9-4-2-1-3-5-9)15(18)19-14(12)7-10/h1-8,16-17H

Upstream product

• 108-73-6 3,5-dihydroxyphenol 
• 5841-70-3 phenyl(formyl)acetonitrile 
• 20043-66-7 5,7-diacetoxy-3-phenyl-coumarin 
• 487-70-7 2,4,6-trihydroxybenzaldehyde 
• 114-70-5 sodium phenylacetate 
• 103-82-2 phenylacetic acid 
• 95-01-2 2,4-Dihydroxybenzaldehyde 

Downstream Products

• 20043-68-9 5,7-dimethoxy-3-phenyl-2H-1-benzopyran-2-one 

Relevant articles and documents

Antibacterial Activity and Molecular Docking Studies of a Selected Series of Hydroxy-3-arylcoumarins

Antibiotic resistance is one of the main public health concerns of this century. This resistance is also associated with oxidative stress, which could contribute to the selection of resistant bacterial strains. Bearing this in mind, and considering that f

Synthesis, antioxidant and antichagasic properties of a selected series of hydroxy-3-arylcoumarins

Oxidative stress is involved in several parasitic diseases such as Chagas. Agents able to selectively modulate biochemical processes involved in the disease represent promising multifunctional agents for the delay or abolishment of the progression of this

Design and discovery of tyrosinase inhibitors based on a coumarin scaffold

In this manuscript we report the synthesis, pharmacological evaluation and docking studies of a selected series of 3-aryl and 3-heteroarylcoumarins with the aim of finding structural features for the tyrosinase inhibitory activity. The synthesized compounds were evaluated as mushroom tyrosinase inhibitors. Compound 12b showed the lowest IC50(0.19 μM) of the series, being approximately 100 times more active than kojic acid, used as a reference compound. The kinetic studies of tyrosinase inhibition revealed that 12b acts as a competitive inhibitor of mushroom tyrosinase with l-DOPA as the substrate. Furthermore, the absence of cytotoxicity in B16F10 melanoma cells was determined for this compound. The antioxidant profile of all the derivatives was evaluated by measuring radical scavenging capacity (ABTS and DPPH assays). Docking experiments were carried out on mushroom tyrosinase structures to better understand the structure-activity relationships.