User:Jdanner22/sandbox/chem275
Chemical compound / From Wikipedia, the free encyclopedia
This is the sandbox for my Chem 275 Class Project!
Here is the page for my first toxin - Cicutoxin - where I added information to the Chembox.
The content for my other toxins will follow this.
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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 | |
Identifiers | |
3D model (JSmol) |
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ChEBI | |
ChEMBL | |
ChemSpider | |
KEGG | |
PubChem CID |
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UNII | |
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Properties | |
C17H22O2 | |
Molar mass | 258.361 g·mol−1 |
Appearance | Solid; Turns into yellow oily resin by air and light |
Odor | Strong carrot-like odor; When heated to decomposition it emits acrid smoke and irritating fumes |
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) |
2.8 mg/L | |
Solubility | Soluble in alcohol, chloroform, ether, hot water, alkali hydroxides; practically insoluble in petroleum ether |
log P | 4.55 |
Vapor pressure | 0.00000003 [mmHg] |
Henry's law constant (kH) |
1.41X10-7 atm-cu m/mol |
Chiral rotation ([α]D) |
-14.5 deg at 15 °C/D |
Hazards | |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
2.8 mg kg−1 (10.8 μmol kg−1) – for mice |
Related compounds | |
Related compounds |
Isocicutoxin Oenanthotoxin Falcarinol |
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]