Back سيكوتوكسين Arabic سیکوتوکسین AZB Cikutoxin Czech Cicutoxin German Cicutoxina Spanish سیکوتوکسین Persian Kikutoksiini Finnish साइक्यूटाक्सिन Hindi Cikutoxin Hungarian シクトキシン Japanese
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| Names | |
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| Preferred IUPAC name
(8E,10E,12E,14R)-Heptadeca-8,10,12-triene-4,6-diyne-1,14-diol | |
| Other names
Cicutoxin
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| KEGG | |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C17H22O2 | |
| Molar mass | 258.361 g·mol−1 |
| Density | 1.025 g/mL |
| Melting point | 54 °C (129 °F; 327 K) (single enantiomer); 67 °C (racemic mixture) |
| Boiling point | 467.2 °C (873.0 °F; 740.3 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Cicutoxin is a naturally-occurring poisonous chemical compound produced by several plants from the family Apiaceae including water hemlock (Cicuta species) and water dropwort (Oenanthe crocata).[1] The compound contains polyene, polyyne, and alcohol functional groups and is a structural isomer of oenanthotoxin, also found in water dropwort. Both of these belong to the C17-polyacetylenes chemical class.[2]
It causes death by respiratory paralysis resulting from disruption of the central nervous system.[2] It is a potent, noncompetitive antagonist of the gamma-aminobutyric acid (GABA) receptor. In humans, cicutoxin rapidly produces symptoms of nausea, emesis and abdominal pain, typically within 60 minutes of ingestion. This can lead to tremors, seizures, and death.[1] LD50(mouse; i.p.) ~9 mg/kg[3]
- ^ a b Cite error: The named reference
Schepwas invoked but never defined (see the help page). - ^ a b Cite error: The named reference
Gungwas invoked but never defined (see the help page). - ^ Wink, Michael; Van Wyk, Ben-Erik (2008). Mind-Altering and Poisonous Plants of the World. Portland: Timber Press. p. 87. ISBN 9780881929522.