Falcarindiol

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Falcarindiol
Names
Preferred IUPAC name
(3R,8S,9Z)-Heptadeca-1,9-diene-4,6-diyne-3,8-diol
Other names
cis-Heptadeca-1,9-diene-4,6-diyne-3,8-diol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
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  • InChI=1S/C17H24O2/c1-3-5-6-7-8-9-10-14-17(19)15-12-11-13-16(18)4-2/h4,10,14,16-19H,2-3,5-9H2,1H3/b14-10-/t16-,17+/m1/s1
    Key: QWCNQXNAFCBLLV-YWALDVPYSA-N
  • InChI=1/C17H24O2/c1-3-5-6-7-8-9-10-14-17(19)15-12-11-13-16(18)4-2/h4,10,14,16-19H,2-3,5-9H2,1H3/b14-10-/t16-,17+/m1/s1
    Key: QWCNQXNAFCBLLV-YWALDVPYBU
  • CCCCCCC/C=C\[C@H](O)C#CC#C[C@H](O)C=C
Properties
C17H24O2
Molar mass 260.377 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Falcarindiol is a polyyne found in carrot roots which has antifungal activity.[1][2] Falcarindiol is the main compound responsible for bitterness in carrots.[3] Falcarindiol and other falcarindiol-type polyacetylenes are also found in many other plants of the family Apiaceae, including some commonly used seasonings such as dill and parsley.[4]

A variety of bioactivities have been reported for falcaridiol and the falcarindiol-type polyacetylenes,[5][6][7] and because of potential health-promoting metabolic effects these compounds are studied as potential nutraceuticals.[8] Falcarindiol is the most-active among several polyynes found in Devil's club (Oplopanax horridus) that inhibit cell proliferation.[9]

See also

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References

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