99420-08-3

Basic information

• Product Name: 9H-Xanthen-9-one, 3,4,5,6-tetrahydroxy-
• Synonyms: Xanthen-9-one, 3,4,5,6-tetrahydroxy-;3,4,5,6-Tetrahydroxyxanthone hydrate;3,4,5,6-Tetrahydroxy-9H-xanthen-9-one
• CAS NO: 99420-08-3
• Molecular Formula: C13H8O6
• Molecular Weight: 260.203
• Mol File: 99420-08-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: >340 °C (decomp)
• Boiling Point: 487.8±45.0 °C (760 mmHg)
• Density: 1.766±0.06 g/cm3 (20 °C, 760 mmHg)
• CAS DataBase Reference: 9H-Xanthen-9-one, 3,4,5,6-tetrahydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 9H-Xanthen-9-one, 3,4,5,6-tetrahydroxy-(99420-08-3)
• EPA Substance Registry System: 9H-Xanthen-9-one, 3,4,5,6-tetrahydroxy-(99420-08-3)

Safety Data

• Hazardous Substances Data: 99420-08-3(Hazardous Substances Data)

Upstream product

• 2103-64-2 gallein 
• 87-66-1 2-hydroxyresorcinol 
• 75440-84-5 exifone 
• 145354-00-3 (2-hydroxy-3,4-dimethoxyphenyl) (2',3',4'-trimethoxyphenyl)methanone 
• 7169-07-5 3,4,5-(trimethoxy)benzoyl chloride 
• 573-11-5 2,3,4-Trimethoxy-benzoic acid 
• 109248-52-4 3,4,5,6-tetramethoxy-xanthen-9-one 

Relevant articles and documents

Synthesis, SAR and biological evaluation of natural and non-natural hydroxylated and prenylated xanthones as antitumor agents

In order to explore the detailed structure-activity relationship (SAR) around xanthone scaffold bearing hydroxyl and prenyl moieties, twenty-nine natural and non-natural hydroxylated and prenylated xanthones have been synthesized and evaluated for their in vitro anti-proliferative activities against five human cancer cell lines, including HepG2 (hepatocelluar carcinoma), HCT-116 (colon carcinoma), A549 (lung carcinoma), BGC823 (gastric carcinoma) and MDAMB- 231 (breast carcinoma). The SAR analysis revealed that the anti-proliferative activity of the xanthones is substantially influenced by the position and number of attached hydroxyl and prenyl groups, and the presence of hydroxyl group ortho to the carbonyl function of xanthone scaffold contributes significantly to their cytotoxicity. The new prenylated xanthone 20 with a relatively simple structure, namely 1,3,8-trihydroxy-2-prenylxanthone, was found to exhibit potent antitumor activities comparable to mangostin against all the five cancer cell lines. Further mechanistic studies suggested that compound 20 induces apoptosis and causes cell cycle arrest at S phase in HepG2 cells. These results have highlighted compound 20 as a new potential lead candidate for future development of novel potent broad-spectrum antitumor agents.

Synthesis of a stable mimic for the ring closed form of gallein, featuring a novel one pot boron tribromide mediated intramolecular cyclisation process

Treatment of 9-{2-[1-(1,3-dioxalan-2-yl)ethyl]phenyl}-3,4,5,6-tetrabenzyloxy-9H-xanthen-9-o l 14 with excess boron tribromide at -78°C, and warming to room temperature, provides a facile route to 3,4,5,6-tetrahydroxy-spiro(1H-indene-1,9-[9H]-xanthene-3-(2