53254-99-2

Usage

Chemical compound

2-(3,4,5-trihydroxyphenoxy)benzene-1,3,5-triol, also known as phloroglucinol

Occurrence

Naturally occurring organic compound found in tree bark and some fruits

Type of compound

Polyphenol compound

Structure

Contains three hydroxyl groups

Properties

Strong antioxidant properties

Health benefits

Potential ability to reduce inflammation and oxidative stress, as well as potential anticancer and antiviral properties

Pharmaceutical use

Used in the synthesis of some antispasmodic drugs

Research status

Ongoing to explore its various potential health applications and to better understand its mechanisms of action.

InChI:InChI=1/C12H10O7/c13-5-1-9(16)12(10(17)2-5)19-6-3-7(14)11(18)8(15)4-6/h1-4,13-18H

Upstream product

• 58235-51-1 2,4,6,3',4',5'-hexamethoxydiphenyl ether 
• 56318-98-0 bifuhalol hexaacetate 
• 1131-40-4 2-bromo-1,3,5-trimethoxybenzene 
• 642-71-7 3,4,5-trimethoxyphenol 
• 24313-88-0 3,4,5-Trimethoxyaniline 
• 20491-92-3 2,4,6-trimethoxyphenol 
• 2675-79-8 1-bromo-3,4,5-trimethoxybenzene 
• 830-79-5 2,4,6-trimethoxybenzaldehyde 

Relevant academic research and scientific papers

Investigation of the mechanism of action of pyrogallol-phloroglucinol transhydroxylase by using putative intermediates

Pyrogallol-phloroglucinol transhydroxylase from Pelobacter acidigallici, a molybdopterin-containing enzyme, catalyzes a key reaction in the anaerobic degradation of aromatic compounds. In vitro, the enzymatic reaction requires 1,2,3,5-tetrahydroxy-benzene as a cocatalyst and the trans-hydroxylation occurs without exchange with hydroxy groups from water. To test our previous proposal that the transfer of the hydroxy group occurs via 2,4,6,3′,4′, 5′-hexahydroxydiphenyl ether as an intermediate, we synthesized this compound and investigated its properties. We also describe the synthesis and characterization of 3,4,5,3′,4′,5′-hexahydroxydiphenyl ether. Both compounds could substitute for the cocatalyst in vitro. This indicates that the diphenyl ethers can intrude into the active site and initiate the catalytic cycle. Recently, the X-ray crystal structure of the transhydroxylase (TH) was published[16] and it supports the proposed mechanism of hydroxy-group transfer.

Antibiotics from Algae, 38. - Base-Catalyzed Reactions of Multiple Hydroxylated Diphenyl Ethers

Diphenyl ethers are in general difficult to cleave.Under certain conditions in a weak alkaline aqueous solution multiple hydroxylated diphenyl ethers are brought to reaction.It is shown at 33 model substances which substitution pattern must be present in