Oenanthotoxin

Oenanthotoxin
Names
	Preferred IUPAC name (2E,8E,10E,14R)-Heptadeca-2,8,10-triene-4,6-diyne-1,14-diol
	Other names Enanthotoxin
Identifiers
CAS Number	20311-78-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:144406;
ChEMBL	ChEMBL550225 ;
ChemSpider	24616929 ;
KEGG	C20044 ;
PubChem CID	6436464;
UNII	4GD5A2RG2N ;
CompTox Dashboard (EPA)	DTXSID60897236 ;
	InChI InChI=1S/C17H22O2/c1-2-14-17(19)15-12-10-8-6-4-3-5-7-9-11-13-16-18/h4,6,8,10-11,13,17-19H,2,12,14-16H2,1H3/b6-4+,10-8+,13-11+/t17-/m1/s1 Key: UPXPHJXYZGEBCW-SRFVWEJJSA-N ; InChI=1/C17H22O2/c1-2-14-17(19)15-12-10-8-6-4-3-5-7-9-11-13-16-18/h4,6,8,10-11,13,17-19H,2,12,14-16H2,1H3/b6-4+,10-8+,13-11+/t17-/m1/s1 Key: UPXPHJXYZGEBCW-SRFVWEJJBP;
	SMILES CCC[C@@H](O)CC\C=C\C=C\C#CC#C\C=C\CO;
Properties
Chemical formula	C17H22O2
Molar mass	258.361 g·mol−1
Melting point	86 °C (187 °F; 359 K)
Hazards
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	0.58 mg/kg for mice
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Oenanthotoxin is a toxin extracted from hemlock water-dropwort (Oenanthe crocata) and other plants of the genus Oenanthe. It is a central nervous system poison, and acts as a noncompetitive antagonist of the neurotransmitter gamma-aminobutyric acid. A case has been made for the presence of this toxin in local Oenanthe species playing a causative role in euthanasia in ancient Sardinia. It was crystallized in 1949 by Clarke and co-workers. It is structurally closely related to the toxins cicutoxin and carotatoxin. Oenanthotoxin is a C17 polyacetylene isomer of cicutoxin.

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