Veratridine

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Structural formula
Structural formula of veratridine
General
Surname Veratridine
other names
  • 3-veratroylveracevin
  • Veracevin treason
  • 4 β , 12,14,16 β , 17,20-hexahydroxy-4 α , 9-epoxycevan 3- β -yl-3,4-dimethoxybenzoate
Molecular formula C 36 H 51 NO 11
Brief description

yellow, amorphous powder

External identifiers / databases
CAS number 71-62-5
EC number 200-758-4
ECHA InfoCard 100,000,690
PubChem 6280
ChemSpider 5290571
Wikidata Q721202
properties
Molar mass 673.79 g mol −1
Physical state

firmly

Melting point

167–184 ° C (decomposition)

solubility
safety instructions
GHS labeling of hazardous substances
06 - Toxic or very toxic 08 - Dangerous to health

danger

H and P phrases H: 300-310-315-319-330-335-361-373-412
P: 260-264-273-280-284-301 + 310
Toxicological data

1.35 mg kg −1 ( LD 50 ,  mouse ,  ip )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Veratridine is a chemical compound from the group of steroid alkaloids and the main component of the alkaloid mixture called " veratrine " (veratrum alkaloid ). Veratridine acts as a neurotoxin by inhibiting the self-inactivation of sodium channels after depolarization .

Occurrence

White Germer ( Veratrum album )

The alkaloid is obtained from the seeds of Schoenocaulon officinale or from the rhizomes of Veratrum album .

use

Veratridine is used as a natural insecticide against thrips in citrus fruits and avocado . In the European Union and in Switzerland it is not approved as a crop protection agent.

Individual evidence

  1. ↑ Amé Pictet : The plant alkaloids and their chemical constitution . Berlin 1891, p. 263.
  2. ↑ a b Robert Krieger (Ed.): Hayes' Handbook of Pesticide Toxicology, Volume 1 . Elsevier, 1999, ISBN 978-0-12-374367-1 , pp. 142 ( limited preview in Google Book search).
  3. ↑ a b c d data sheet Veratridine, ≥90% (HPLC), powder from Sigma-Aldrich , accessed on October 16, 2013 ( PDF ).
  4. ^ Proceedings of the Society for Experimental Biology and Medicine. Vol. 76, pp. 847, 1951.
  5. ↑ Sigma Aldrich: Veratridin product information
  6. ↑ Ernst Lautenbach: Hager's Handbook of Pharmaceutical Practice: Drugs LZ . Springer, Berlin, Heidelberg, New York 1997, ISBN 3-540-61619-5 , pp. 749 ( limited preview in Google Book search).
  7. ^ W. Ulbricht: Effects of veratridine on sodium currents and fluxes . In: Reviews of Physiology, Biochemistry and Pharmacology . tape 133 , January 1998, pp. 1-54 , PMID 9600010 .
  8. ^ Directorate-General for Health and Food Safety of the European Commission: EU pesticide database ; Entry in the national directory of plant protection products in Switzerland ; Retrieved June 20, 2016.