3566-98-1

Basic information

• Product Name: 5,6,8-Trihydroxy-2-methyl-4H-naphtho[2,3-b]pyran-4-one
• Synonyms: 5,6,8-Trihydroxy-2-methyl-4H-naphtho[2,3-b]pyran-4-one;Norrubrofusarin
• CAS NO: 3566-98-1
• Molecular Weight: 0
• Mol File: 3566-98-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5,6,8-Trihydroxy-2-methyl-4H-naphtho[2,3-b]pyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6,8-Trihydroxy-2-methyl-4H-naphtho[2,3-b]pyran-4-one(3566-98-1)
• EPA Substance Registry System: 5,6,8-Trihydroxy-2-methyl-4H-naphtho[2,3-b]pyran-4-one(3566-98-1)

Safety Data

• Hazardous Substances Data: 3566-98-1(Hazardous Substances Data)

Upstream product

• 17276-15-2 rubrofusarin B 
• 3567-00-8 rubrofusarin 
• 13586-04-4 3,6,8-trimethoxy-1-naphthol 
• 3566-99-2 flavasperone 
• 10034-85-2 hydrogen iodide 
• 108-24-7 acetic anhydride 

Downstream Products

• 3692-07-7 ustilaginoidin A 
• 3692-07-7 isoustilaginoidin A 
• 3692-07-7 ustilaginoidin A 

Relevant articles and documents

Estrogenic and anti-estrogenic activities of Cassia tora phenolic constituents

Through an estrogenic activity bioassay-guided fractionation of the 70% ethanolic extract of Cassia tora seeds two new phenolic triglucosides, torachrysone 8-O-[β-D-glucopyranosyl(1→3)-O-β-D- glucopyranosyl(1→6)-O-β-D-glucopyranoside] (1) and toralactone 9-O-[β-D-glucopyranosyl-(1→3)-O-β-D-glucopyranosyl-(1→6) -O-β-D-glucopyranoside] (2), along with seven known compounds were isolated. The structures of the new compounds were elucidated on the basis of spectroscopic and chemical evidence. The estrogenic activity of the fractions and the isolated compounds were investigated using the estrogen-dependent proliferation of MCF-7 cells. In addition, the yeast two hybrid assay expressing estrogen receptor α(ERα) and β (ERβ) and the ERα competitor screening assay (ligand binding screen) were used to verify the binding affinities of the isolated compounds to ER. Furthermore, a naringinase pre-treatment of the 70% alcoholic extract of Cassia tora seeds resulted in a significant increase in its estrogenic activity. From the naringinase pre-treated extract six compounds were isolated, among which 6-hydroxymusizin and aurantio-obtusin showed the most potent estrogenic activity, while torachrysone, rubrofusarin and toralactone showed a significant anti-estrogenic activity. Finally, the structure requirements responsible for the estrogenic activity of the isolated compounds were studied by investigating the activity of several synthetic compounds and chemically modifying the isolated compounds. The basic nucleus 1,3,8-trihyroxynaphthalene (T3HN) was found to play a principal role in the binding affinity of these compounds to ER.

Methods of inhibiting phosphatase activity and treatment of disorders associated therewith using naphthopyrones and derivatives thereof

The present invention relates to organic molecules capable of inhibiting protein tyrosine phosphatase activity. The invention further relates to the use of such molecules to modulate or regulate signal transduction by inhibiting protein tyrosine phosphatase activity. Finally, the invention relates to the use of such molecules to treat various disease states including diabetes mellitus.