Structure via PubChem · Public domain (PubChem)
panaxynol
Sign in to saveAlso 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.
In the Vinony graph
Within Vinony's link graph, panaxynol is referenced by 369 other articles, and connects out to International Standard Book Number, enzyme and carrot.
Vinony files it under Alkene derivatives, Chembox image size set and Conjugated diynes.
Its subject is documented across 14 Wikipedia language editions.
Chemical data
- Formula
- C17H24O
- Molecular weight
- 244.37 g/mol
- IUPAC name
- (3R,9Z)-heptadeca-1,9-dien-4,6-diyn-3-ol
- SMILES
- CCCCCCC/C=C\CC#CC#C[C@@H](C=C)O
- InChIKey
- UGJAEDFOKNAMQD-QXPKXGMISA-N
- XLogP
- 5.5
- Polar surface area
- 20.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Has part
- hydrogen
- Mass
- 244.182715
Show 5 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
- has characteristic
- bitterness
via Wikidata · CC0
~2 min read
Encyclopedic overview
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.
Excerpted from Wikipedia’s “panaxynol” article, available under the CC BY-SA 4.0 licence.