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CAS 4678-45-9

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Grayanotoxin III

Description:
Grayanotoxin III is a toxic compound primarily found in certain species of rhododendrons and azaleas, particularly in the leaves and nectar. It belongs to a class of compounds known as grayanotoxins, which are known for their neurotoxic effects. The chemical structure of Grayanotoxin III features a complex polycyclic framework, which contributes to its biological activity. This toxin acts by interfering with sodium ion channels in nerve cells, leading to prolonged depolarization and potential disruption of normal nerve function. Symptoms of grayanotoxin poisoning can include nausea, vomiting, bradycardia, and in severe cases, cardiovascular collapse. The substance is lipophilic, allowing it to easily cross cell membranes, which enhances its toxicity. Grayanotoxin III is of particular interest in toxicology and pharmacology due to its effects on the nervous system and its potential implications for human and animal health when ingested. Caution is advised when handling plants containing this toxin, as even small amounts can lead to significant health risks.
Formula:C20H34O6
InChI:InChI=1/C20H34O6/c1-16(2)13(21)7-12-18(4,25)11-6-5-10-15(23)19(11,9-17(10,3)24)8-14(22)20(12,16)26/h10-15,21-26H,5-9H2,1-4H3/t10?,11-,12-,13-,14+,15?,17+,18+,19-,20-/m0/s1
InChI key:InChIKey=BWMFRQKICHXLSH-FIRPSQKQSA-N
SMILES:O[C@H]1[C@@]23[C@]([C@@](C)(O)[C@]4([C@](O)([C@H](O)C2)C(C)(C)[C@@H](O)C4)[H])(CC[C@]1([C@](C)(O)C3)[H])[H]
Synonyms:
  • (1beta,3alpha,5alpha,6alpha,8beta,9alpha,10alpha,13beta,14S)-grayanotoxane-3,5,6,10,14,16-hexol
  • (3Beta,6Beta)-Grayanotoxane-3,5,6,10,14,16-Hexol
  • (3beta,6beta,14R)-Grayanotoxane-3,5,6,10,14,16-hexol
  • (3β,6β,14R)-Grayanotoxane-3,5,6,10,14,16-hexol
  • 7,9a-Methano-9aH-cyclopenta(b)heptalene-2,4,8,11,11a,12(1H)-hexol, dodecahydro-1,1,4,8-tetramethyl-, (2S,3as,4R,4ar,7R,8R,9as,11R,11aR,12R)-
  • Andromedol
  • Brn 2059374
  • Deacetylandromedotoxin
  • Deacylasebotoxin I
  • Fda 1962
  • See more synonyms
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