Falcarinol

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Structural formula
Structural formula of (-) - falcarinol
Structural formula of (-) - falcarinol
General
Surname Falcarinol
other names
  • (3 R , 9 Z ) -Heptadeca-1,9-dien-4,6-diyne-3-ol ( IUPAC )
  • Carotid toxin
  • Panaxynol
Molecular formula C 17 H 24 O
Brief description

oily liquid

External identifiers / databases
CAS number
  • 21852-80-2 [(-) - falcarinol]
  • 81203-57-8 [(+) - falcarinol]
PubChem 5281149
Wikidata Q413192
properties
Molar mass 244.37 g mol −1
Physical state

liquid

boiling point

115 ° C (2.6 Pa )

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Falcarinol is a naturally occurring unsaturated alcohol . It is a chiral alcohol with two carbon triple and two double bonds .

Meaning and effect

The substance that is effective against pests ( pesticide ) is contained, for example, in carrots , red ginseng ( Panax ginseng ), Saposhnikovia divaricata and common ivy and protects the roots of plants from various fungal diseases such as the Mycocentrospora leaf spots caused by Mycocentrospora acerina .

Common ivy contains the natural substance falcarinol.

In a feeding experiment on rats, falcarinol showed a cancer-preventive effect in low doses; in addition, antibacterial , fungicidal and pain-relieving properties as well as inhibition of platelet aggregation were demonstrated. It is poisonous in larger quantities.

Falcarinol can cause allergic reactions and inflammatory skin irritation . For example, when cutting ivy , which has large amounts of natural toxins and the like. a. Contains falcarinol, light protective measures are therefore recommended.

Web links

Commons : Falcarinol  - Collection of Images, Videos and Audio Files

Individual evidence

  1. a b c d Entry on Falcarinol. In: Römpp Online . Georg Thieme Verlag, accessed on February 22, 2014.
  2. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  3. Morten Kobæk-Larsen, Lars P. Christensen, Werner Vach, Jelmera Ritskes-Hoitinga, Kirsten Brandt: Inhibitory Effects of Feeding with Carrots or (-) - Falcarinol on Development of Azoxymethane-Induced Preneoplastic Lesions in the Rat Colon. In: Journal of Agricultural and Food Chemistry . 53, 2005, pp. 1823-1827, doi : 10.1021 / jf048519s .
  4. ^ S. Machado, E. Silva, A. Massa: Occupational allergic contact dermatitis from falcarinol. In: Contact Dermatitis . 47, 2002, pp. 109-125, doi : 10.1034 / j.1600-0536.2002.470210_5.x .