Quassin

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Quassin
(+)-Quassin
Names
IUPAC name
2,12-dimethoxypicrasa-2,12-diene-1,11,16-trione
Other names
(3aS,6aR,7aS,8S,11aS,11bS,11cS) -1,3a,4,5,6a,7,7a,8,11,11a,11b,11c-dodecahydro-2,10-dimethoxy-3,8,11a,11c- tetramethyldibenzo[de,g]chromene-1,5,11-trione
Identifiers
76-78-8 N
ChEMBL ChEMBL517016 YesY
ChemSpider 59014 YesY
EC number 200-985-9
Jmol-3D images Image
PubChem 65571
Properties
C22H28O6
Molar mass 388.45 g·mol−1
Appearance White crystalline substance
Melting point 200 to 222 °C (392 to 432 °F; 473 to 495 K)
Boiling point 586 °C (1,087 °F; 859 K)
Insoluble
Vapor pressure 13 mmHg (@25 °C)
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N verify (what isYesY/N?)
Infobox references

Quassin is a white bitter, crystalline substance extracted from the quassia tree. It is one of the most bitter substances found in nature with a bitter threshold of 0.08 ppm and it is 50 times more bitter than quinine.[1]

Quassin is used as a medicine in traditional Chinese medicine.

Extracts of the Bitter tree (or bitter wood) (Quassia amara L. or Picrasma excelsa) are also used as additives in soft drinks.[1]

Although its skeleton possesses 20 carbon atoms, quassin is not a diterpene but rather a triterpene lactone, which derives from euphol by loss of 10 carbon atoms including C4.

References[edit]

  1. ^ a b Scientific Committee on Food Opinion of the Scientific Committee on Food on quassin (expressed on 2 July 2002). SCF/CS/FLAV/FLAVOUR/29 Final