Auraptene

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Auraptene
250px
Names
IUPAC name
7-((E)-3, 7-Dimethylocta-2, 6-dienyloxy)-2H-chromen-2-one
Other names
Aurapten
7-Geranyloxycoumarin
Identifiers
495-02-3 N
ChEMBL ChEMBL307341 YesY
ChemSpider 1267148 YesY
Jmol 3D model Interactive image
PubChem 1550607
  • InChI=1S/C19H22O3/c1-14(2)5-4-6-15(3)11-12-21-17-9-7-16-8-10-19(20)22-18(16)13-17/h5,7-11,13H,4,6,12H2,1-3H3/b15-11+ YesY
    Key: RSDDHGSKLOSQFK-RVDMUPIBSA-N YesY
  • InChI=1/C19H22O3/c1-14(2)5-4-6-15(3)11-12-21-17-9-7-16-8-10-19(20)22-18(16)13-17/h5,7-11,13H,4,6,12H2,1-3H3/b15-11+
    Key: RSDDHGSKLOSQFK-RVDMUPIBBL
  • O=C/2Oc1cc(OC\C=C(/C)CC\C=C(/C)C)ccc1\C=C\2
Properties
C19H22O3
Molar mass 298.376 g/mol
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Auraptene is a natural bioactive monoterpene coumarin ether. It was first isolated from members of the genus Citrus.

Auraptene has shown a remarkable effect in the prevention of degenerative diseases. Many studies have reported the effect of auraptene as a chemopreventative agent against cancers of liver, skin, tongue, esophagus, and colon in rodent models.[1] The effect in humans is not yet known.

References

  1. Curini, M., Carvotto, G., Epifano, F. and Giannone, G. "Chemistry and Biological Activity of Natural and Synthetic Prenyloxycoumarins"(2006). Current Medicinal Chemistry, 13, 199-222.