panaxynol
Also known as (3R,9Z)-heptadeca-1,9-dien-4,6-diyn-3-ol, falcarinol, carotatoxin, (3R,9Z)-1,9-heptadecadiene-4,6-diyn-3-ol
Falcarinol (also known as carotatoxin or panaxynol) is a natural pesticide and fatty alcohol found in carrots (Daucus carota), Panax ginseng and ivy. In carrots, it occurs in a concentration of approximately 2 mg/kg. As a toxin, it protects roots from fungal diseases, such as liquorice rot that causes black spots on the roots during storage. The compound is sensitive to light and heat.
Wikidata facts
- Mass
- 244.182715
Show 4 more facts
- chemical formula
- C₁₇H₂₄O
- isomeric SMILES
- CCCCCCC/C=C\CC#CC#C[C@@H](C=C)O
- canonical SMILES
- CCCCCCCC=CCC#CC#CC(C=C)O
- Commons category
- Falcarinol
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Article
5 sectionsContents
- Chemistry
- Biological effects
- Biosynthesis
- See also
- References
Falcarinol (also known as carotatoxin or panaxynol) is a natural pesticide and fatty alcohol found in carrots (Daucus carota), Panax ginseng and ivy. In carrots, it occurs in a concentration of approximately 2 mg/kg. As a toxin, it protects roots from fungal diseases, such as liquorice rot that causes black spots on the roots during storage. The compound is sensitive to light and heat.
==Chemistry== Falcarinol is a polyyne with two carbon-carbon triple bonds and two double bonds. The double bond at the carbon 9 position has cis stereochemistry was introduced by the desaturation, which requires oxygen and NADPH (or NADH) cofactors and creates a bend in the molecule. It is structurally related to oenanthotoxin and cicutoxin.