Auraptene

Auraptene
Names
	IUPAC name 7-((E)-3, 7-Dimethylocta-2, 6-dienyloxy)-2H-chromen-2-one
	Other names Aurapten; 7-Geranyloxycoumarin
Identifiers
CAS Number	495-02-3 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:134355 ;
ChEMBL	ChEMBL307341 ;
ChemSpider	1267148 ;
PubChem CID	1550607;
UNII	F79I1ZEL2E ;
CompTox Dashboard (EPA)	DTXSID80897576 ;
	InChI 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+ Key: RSDDHGSKLOSQFK-RVDMUPIBSA-N ; 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;
	SMILES O=C/2Oc1cc(OC\C=C(/C)CC\C=C(/C)C)ccc1\C=C\2;
Properties
Chemical formula	C19H22O3
Molar mass	298.376 g/mol
	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

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

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.

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[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.

Auraptene

See also

References