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ichthyothereol
Sign in to saveIchthyothereol is a toxic polyyne compound found in the leaves and flowers of several plants in South and Central America. These plant sources and their extracts are known for their toxic effects on fish, and have long been used by various native tribes in the lower Amazon basin for fishing. The name of the genus Ichthyothere, the members of which contain noticeable amounts of the natural product in their leaves, literally translates as fish poison. It is so toxic, fish will jump out of the water if Ichthyothere terminalis leaves are used as bait. This chemical is also found in the leaves and
In the Vinony graph
Vinony's link graph records 4 inbound references to ichthyothereol, and connects out to South America, Central America and digital object identifier.
It sits within the topics Conjugated enynes, Convulsants and Plant toxins.
Vinony links it to 5 Wikipedia language editions.
Chemical data
- Formula
- C14H14O2
- Molecular weight
- 214.26 g/mol
- IUPAC name
- (2S,3R)-2-[(E)-non-1-en-3,5,7-triynyl]oxan-3-ol
- SMILES
- CC#CC#CC#C/C=C/[C@H]1[C@@H](CCCO1)O
- InChIKey
- WFJPISZWZQHNLX-GELOPOQCSA-N
- XLogP
- 2
- Polar surface area
- 29.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Has part
- hydrogen
- Mass
- 214.099379688
Show 3 more facts
- isomeric SMILES
- CC#CC#CC#C/C=C/[C@H]1[C@@H](CCCO1)O
- chemical formula
- C₁₄H₁₄O₂
- canonical SMILES
- OC1CCCOC1C=CC#CC#CC#CC
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Ichthyothereol is a toxic polyyne compound found in the leaves and flowers of several plants in South and Central America. These plant sources and their extracts are known for their toxic effects on fish, and have long been used by various native tribes in the lower Amazon basin for fishing. The name of the genus Ichthyothere, the members of which contain noticeable amounts of the natural product in their leaves, literally translates as fish poison. It is so toxic, fish will jump out of the water if Ichthyothere terminalis leaves are used as bait. This chemical is also found in the leaves and flowers of Dahlia coccinea. The actual chemical was isolated by several different groups and its full chemical structure determined in 1965. The first total synthesis was published in 2001.
It is also toxic to mice and dogs, producing convulsant effects that are similar to those of picrotoxin.
Excerpted from Wikipedia’s “ichthyothereol” article, available under the CC BY-SA 4.0 licence.