78860-40-9

Basic information

• Product Name: 2,5-dihydroxy-3,6-di(1H-indol-3-yl)cyclohexa-2,5-diene-1,4-dione
• Synonyms: 2,5-Cyclohexadiene-1,4-dione, 2,5-dihydroxy-3,6-di-1H-indol-3-yl-
• CAS NO: 78860-40-9
• Molecular Formula: C₂₂H₁₄N₂O₄
• Molecular Weight: 370.3576
• Mol File: 78860-40-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 760.7°C at 760 mmHg
• Flash Point: 413.8°C
• Density: 1.644g/cm³
• Vapor Pressure: 2.53E-24mmHg at 25°C
• Refractive Index: 1.887
• CAS DataBase Reference: 2,5-dihydroxy-3,6-di(1H-indol-3-yl)cyclohexa-2,5-diene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-dihydroxy-3,6-di(1H-indol-3-yl)cyclohexa-2,5-diene-1,4-dione(78860-40-9)
• EPA Substance Registry System: 2,5-dihydroxy-3,6-di(1H-indol-3-yl)cyclohexa-2,5-diene-1,4-dione(78860-40-9)

Safety Data

• Hazardous Substances Data: 78860-40-9(Hazardous Substances Data)

Usage

Molecular structure

2,5-dihydroxy-3,6-di(1H-indol-3-yl)cyclohexa-2,5-diene-1,4-dione has a complex structure that includes two hydroxyl groups (-OH) and two indole rings.

Derivative

It is a derivative of cyclohexa-2,5-diene-1,4-dione, which means it is a modified version of the parent compound with additional functional groups.

Biological activities

The compound is known for its potential biological activities, such as antioxidant, anticancer, and anti-inflammatory properties.

Anticancer properties

The compound has been studied for its potential to inhibit cancer cell growth and proliferation, making it a possible candidate for cancer treatment.

Anti-inflammatory properties

It may help reduce inflammation by modulating the production of inflammatory mediators, such as cytokines and prostaglandins.

Pharmaceutical research interest

Due to its unique structure and potential medicinal properties, 2,5-dihydroxy-3,6-di(1H-indol-3-yl)cyclohexa-2,5-diene-1,4-dione is a subject of interest in the field of pharmaceutical research for the development of new drugs.

Upstream product

• 392-12-1 Indole-3-pyruvic acid 
• 60924-75-6 asterriquinone dimethyl ether 
• 78708-37-9 asterriquinone B-3 
• 78860-36-3 2-[1-(1,1-Dimethyl-allyl)-1H-indol-3-yl]-3,6-dihydroxy-5-(1H-indol-3-yl)-[1,4]benzoquinone 
• 78723-19-0 asterriquinone D 

Downstream Products

• 78723-19-0 asterriquinone D 
• 771-50-6 1H-indole-3-carboxylic acid 

Relevant articles and documents

METHODS FOR PRODUCING D-TRYPTOPHAN AND SUBSTITUTED D-TRYPTOPHANS

Single-module nonribosomal peptide synthetases (NRPSs) and NRPS-like enzymes activate and transform carboxylic acids in both primary and secondary metabolism; and are of great interest due to their biocatalytic potentials. The single-module NRPS IvoA is essential for fungal pigment biosynthesis. As disclosed herein, we show that IvoA catalyzes ATP-dependent unidirectional stereoinversion of L-tryptophan to D-tryptophan with complete conversion. While the stereoinversion is catalyzed by the epimerization (E) domain, the terminal condensation (C) domain stereoselectively hydrolyzes D-tryptophanyl-S-phosphopantetheine thioester and thus represents a noncanonical C domain function. Using IvoA, we demonstrate a biocatalytic stereoinversion/deracemization route to access a variety of substituted D-tryptophan analogs in high enantiomeric excess.