Xanthone

Xanthone Basic information
Product Name:Xanthone
Synonyms:9-OXOXANTHENE;BENZOPHENONE OXIDE;Genicide;Xanthene, 9-Oxo-;9-xanthenore;Xanthone, 99% (9-Xanthenone);XANTHONE;Dibenzo-gamma-pyrone
CAS:90-47-1
MF:C13H8O2
MW:196.2
EINECS:201-997-7
Product Categories:Inhibitors;Bioactive Small Molecules;Building Blocks;C13 to C14;Carbonyl Compounds;Cell Biology;Chemical Synthesis;Ketones;Nutrition Research;Organic Building Blocks;Phytochemicals by Plant (Food/Spice/Herb);s wort);X;Drug bulk
Mol File:90-47-1.mol
Xanthone Structure
Xanthone Chemical Properties
Melting point 172-174 °C(lit.)
Boiling point 349-350 °C730 mm Hg(lit.)
density 1.1607 (rough estimate)
refractive index 1.6000 (estimate)
Fp 350-351°C
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly, Heated)
form neat
color White to Light Purple
Water Solubility It is Soluble in water (partly), chloroform, hot Toluene, ether (slightly), and hot alcohol.
Merck 14,10062
BRN 140443
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyJNELGWHKGNBSMD-UHFFFAOYSA-N
CAS DataBase Reference90-47-1(CAS DataBase Reference)
NIST Chemistry ReferenceXanthone(90-47-1)
EPA Substance Registry System9H-Xanthen-9-one (90-47-1)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22
Safety Statements 24/25-62-45
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS ZD5711000
Hazard Note Irritant
TSCA Yes
HS Code 29329990
MSDS Information
ProviderLanguage
9-Xanthenone English
SigmaAldrich English
ACROS English
ALFA English
Xanthone Usage And Synthesis
DescriptionXanthone is a compound that has been shown to have a significant cytotoxicity against HL-60 cells and to inhibit the cyclase enzyme. It also inhibits the protein production of mcl-1, which is necessary for the development of cancer cells.
Chemical Propertiesoff-white powder
UsesXanthone is used predominantly as oxygenated polycyclic aromatic compounds, and as a vasorelaxant. It can be used as a fluorescent agent, as well as an intermediate in organic synthesis and chemical research.
UsesActs as an inhibitor of human cancer cell lines.
DefinitionA colorless crystalline organic compound found as a pigment in gentians and other flowers. It is used as an insecticide and in making dyestuffs.
ApplicationXanthone has antiinflammatory activity and can be used in treating infectious diseases such as tuberculosis, malaria, and leprosy. The biological properties of it are shown by its ability to scavenge anion radicals and to act as a fluorescence probe for coumarin derivatives.
DefinitionChEBI: The parent compound of the xanthone class consisting of xanthene bearing a single oxo substituent at position 9.
Synthesis Reference(s)The Journal of Organic Chemistry, 37, p. 4204, 1972 DOI: 10.1021/jo00798a059
Purification MethodsIt has also been recrystallised from n-hexane three times and sublimed in vacuo. [Saltiel J Am Chem Soc 108 2674 1986]. [Beilstein 17 H 354, 17 I 190, 17 II 378, 17 III/IV 5292, 17/10 V 430.]
isogentisin STERIGMATOCYSTIN TIMTEC-BB SBB010036 GENTISEIN 2,7-DIAMINO-9H-XANTHEN-9-ONE TIMTEC-BB SBB005911 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methylbut-2-enyl)-xanthone isomangiferin 9H-Xanthen-9-one, 1,3,7-trimethoxy- 3,5-Dimethoxy-1-(6-O-β-D-xylopyranosyl-β-D-glucopyranosyloxy)-xanthone AUSTOCYSTINB 1-HYDROXY-3,7-DIMETHOXYXANTHONE MACLURAXANTHONE 2-AMINO-9H-XANTHEN-9-ONE 3,6-DIMETHOXYXANTHONE MESUAXANTHONE-B XANTHONE-C-GLUCOSIDE, FROM MANGIFERA INDICA LEAVES,XANTHONE-C-GLUCOSIDE 3,6-bis[2-(dimethylamino)ethoxy]-9H-xanthen-9-one dihydrochloride

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