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Xanthone information


Xanthone
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
9H-Xanthen-9-one
Other names
9-Oxoxanthene
Diphenyline ketone oxide
Identifiers
CAS Number
  • 90-47-1 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
140443
ChEBI
  • CHEBI:37647 checkY
ChEMBL
  • ChEMBL186784 checkY
ChemSpider
  • 6753 checkY
ECHA InfoCard 100.001.816 Edit this at Wikidata
EC Number
  • 201-997-7
Gmelin Reference
166003
PubChem CID
  • 7020
UNII
  • 9749WEV0CA checkY
CompTox Dashboard (EPA)
  • DTXSID6021795 Edit this at Wikidata
InChI
  • InChI=1S/C13H8O2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H checkY
    Key: JNELGWHKGNBSMD-UHFFFAOYSA-N checkY
  • InChI=1/C13H8O2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H
    Key: JNELGWHKGNBSMD-UHFFFAOYAA
SMILES
  • O=C1c2ccccc2Oc3ccccc31
Properties
Chemical formula
C13H8O2
Molar mass 196.205 g·mol−1
Appearance white solid
Melting point 174 °C (345 °F; 447 K)
Solubility in water
Sl. sol. in hot water
Magnetic susceptibility (χ)
-108.1·10−6 cm3/mol
Hazards
GHS labelling:[1]
Pictograms
GHS06: Toxic
Signal word
Danger
Hazard statements
H301
Precautionary statements
P264, P270, P301+P310, P321, P330, P405, P501
Related compounds
Related compounds
xanthene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Xanthone is an organic compound with the molecular formula C13H8O2. It is a white solid.

In 1939, xanthone was introduced as an insecticide and it currently finds uses as ovicide for codling moth eggs and as a larvicide.[2] Xanthone is also used in the preparation of xanthydrol, which is used in the determination of urea levels in the blood.[3] It can also be used as a photocatalyst.[4]

  1. ^ "Xanthone". pubchem.ncbi.nlm.nih.gov.
  2. ^ Steiner, L. F. and S. A. Summerland. 1943. Xanthone as an ovicide and larvicide for the codling moth. Journal of Economic Entomology 36, 435-439.
  3. ^ Bowden, R. S. T. (1962). "The Estimation of Blood Urea by the Xanthydrol Reaction". Journal of Small Animal Practice. 3 (4): 217–218. doi:10.1111/j.1748-5827.1962.tb04191.x.
  4. ^ Romero, Nathan A.; Nicewicz, David A. (10 June 2016). "Organic Photoredox Catalysis". Chemical Reviews. 116 (17): 10075–10166. doi:10.1021/acs.chemrev.6b00057. PMID 27285582.

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Xanthone

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Xanthone is an organic compound with the molecular formula C13H8O2. It is a white solid. In 1939, xanthone was introduced as an insecticide and it currently...

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Xanthonoid

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A xanthonoid is a chemical natural phenolic compound formed from the xanthone backbone. Many members of the Clusiaceae contain xanthonoids. Xanthonoid...

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Exodermis

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for xanthones is formed by Benzophenone synthase (BPS) and through a series of oxidation and condensation reactions, xanthones are produced. Xanthone messenger...

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Mangifera indica

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the stone (seed). Mangiferin (a pharmacologically active hydroxylated xanthone C-glycoside) is extracted from mango at high concentrations from the young...

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Fluorone

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including fluorescein, erythrosine and rhodamine. It is an isomer of xanthone, sometimes referred to as an isoxanthone. Xanthene Shi, Jianmin; Zhang...

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Soursop

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ammonium group. The plant also contains lichexanthone, a compound in the xanthone class. The Memorial Sloan-Kettering Cancer Center cautions, "alkaloids...

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Mangostin

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mangosteen tree (Garcinia mangostana). It is a yellow crystalline solid with a xanthone core structure. The rind of partially ripe mangosteen fruit yields mangostin...

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Mango

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(Mangifera indica L.) cultivars for their contents of flavonol O – and xanthone C-glycosides, anthocyanins, and pectin". J Agric Food Chem. 53 (5): 1563–70...

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Xanthene

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Photochemistry. 18: 315–94. doi:10.1002/9780470133491.ch4. ISBN 9780470133491. Xanthone Xanthydrol International Union of Pure and Applied Chemistry (2014). Nomenclature...

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Penicillium sacculum

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anamorph species of fungus in the genus Penicillium which produces the xanthone 1-hydroxy-3-methoxy-6-sulfo-8-methylxanthone. Penicillium sacculum was...

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Mangosteen

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of the mangosteen exocarp comprises an array of polyphenols, including xanthones and tannins that assure astringency which discourages infestation by insects...

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Xanthydrol

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bloodstream. Xanthydrol can be produced by the reduction of xanthone. Xanthene Xanthone Goldberg; Wragg (1957). "972. Spasmolytics derived from xanthen"...

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Salicylic acid

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salicylate: 2 HOC6H4CO2H → C6H5O2C6H4OH + CO2 + H2O Further heating gives xanthone. Salicylic acid as its conjugate base is a chelating agent, with an affinity...

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Xanthine

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in outer space. DMPX Murchison meteorite Theobromine poisoning Xanthene Xanthone Xanthydrol Kidney stone disease Merck Index, 11th Edition, 9968. "Xanthine...

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XanGo

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juice. The authors proposed that chronic exposure to alpha-mangostin, a xanthone, could be toxic to mitochondrial function, leading to impairment of cellular...

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Carbaryl

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butoxide, Sesamex) Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone Metaflumizone Metabolites Oxon Malaoxon Paraoxon TCPy Biopesticides Bacillus...

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Pest control

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butoxide, Sesamex) Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone Metaflumizone Metabolites Oxon Malaoxon Paraoxon TCPy Biopesticides Bacillus...

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Permethrin

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butoxide, Sesamex) Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone Metaflumizone Metabolites Oxon Malaoxon Paraoxon TCPy Biopesticides Bacillus...

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Chromone

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than cromolyn; however, production was discontinued in the US in 2008. Xanthone with a second aromatic ring. Coumarin – a structural isomer Furanochromones...

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Fluorescein

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blue Xanthene, aromatic heterocyclic structure present in fluorescein Xanthone Xanthydrol Gessner, Thomas; Mayer, Udo (2000). "Triarylmethane and Diarylmethane...

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Psorospermum febrifugum

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some 6mm in diameter and bright red when mature. This plant contains xanthones like sporospermin. inflorescence fruits Kupchan, S. M.; Streelman, D....

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Imiprothrin

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butoxide, Sesamex) Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone Metaflumizone Metabolites Oxon Malaoxon Paraoxon TCPy Biopesticides Bacillus...

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Phenyl salicylate

Last Update:

dehydration and decarboxylation. Heating phenyl salicylate in turn gives xanthone. 2 C6H5O2C6H4OH → 2 C6H5OH + O[C6H4]2CO + CO2 In this conversion, phenol...

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Boric acid

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butoxide, Sesamex) Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone Metaflumizone Metabolites Oxon Malaoxon Paraoxon TCPy Biopesticides Bacillus...

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Mangiferin

Last Update:

Okada, M.; Ishida, T.; Tanigawa, K. (2001). "Antidiabetic Activity of a Xanthone Compound, Mangiferin". Phytomedicine. 8 (2): 85–87. doi:10.1078/0944-7113-00009...

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DDT

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butoxide, Sesamex) Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone Metaflumizone Metabolites Oxon Malaoxon Paraoxon TCPy Biopesticides Bacillus...

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Hypericum androsaemum

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black color not found in any other Hypericum species, which is caused by a xanthone present only in Hypericum androsaemum. Another unique characteristic of...

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Bandera News Philippines

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an airtime lease agreement by 5K Broadcasting Network, Inc. (formerly Xanthone Plus Broadcasting Services) of Dr. Ramel Y. Uy. They are formerly affiliated...

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Aflatoxin B1

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methylation by S-adenosyl methionine (SAM) of the two hydroxyl groups on the xanthone part of demethysterigmatocystin by two different methyltransferases, OmtB...

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Buellia lichexanthonica

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The lichen has a thin (0.1–0.2 mm), dull yellow thallus covered with xanthone crystals. Its ascomata are round and black, about 0.2–0.5 mm in diameter...

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