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CAS 35523-89-8

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Saxitoxin

Description:
Saxitoxin is a potent neurotoxin produced by certain species of dinoflagellates, particularly those in the genus Gonyaulax, and is known for its role in harmful algal blooms. It is classified as a sodium channel blocker, which means it inhibits the influx of sodium ions into nerve cells, leading to paralysis and potentially fatal respiratory failure. Saxitoxin is a water-soluble compound with a complex structure that includes a polycyclic framework and multiple functional groups, contributing to its high toxicity. It is primarily associated with shellfish poisoning, particularly in humans who consume contaminated seafood. The substance is characterized by its high potency, with lethal doses being extremely low, making it one of the most toxic natural substances known. Saxitoxin's effects can manifest rapidly, with symptoms including numbness, tingling, and muscle weakness. Due to its toxicity, it is subject to strict regulatory measures in seafood safety and monitoring.
Formula:C10H17N7O4
InChI:InChI=1S/C10H17N7O4/c11-6-15-5-4(3-21-8(13)18)14-7(12)17-2-1-9(19,20)10(5,17)16-6/h4-5,19-20H,1-3H2,(H2,12,14)(H2,13,18)(H3,11,15,16)/t4-,5-,10-/m0/s1
InChI key:InChIKey=RPQXVSUAYFXFJA-HGRQIUPRSA-N
SMILES:O[C@]1(O)[C@]23[C@]([C@H](COC(N)=O)N=C(N)N2CC1)(N=C(N)N3)[H]
Synonyms:
  • (+)-Saxitoxin
  • (3aS,4R,10aS)-2,6-Diamino-4-[[(aminocarbonyl)oxy]methyl]-3a,4,8,9-tetrahydro-1H,10H-pyrrolo[1,2-c]purine-10,10-diol
  • 1H,10H-Pyrrolo[1,2-c]purine-10,10-diol, 2,6-diamino-4-[[(aminocarbonyl)oxy]methyl]-3a,4,8,9-tetrahydro-, [3aS-(3aα,4α,10aR*)]-
  • STX
  • Saxidomus giganteus poison
  • Saxitoxin hydrate
  • 1H,10H-Pyrrolo(1,2-c)purine-10,10-diol, 2,6-diamino-4-(((amino-carbonyl)oxy)methyl)-3a,4,8,9-tetrahydro-, (3aS-(3a-alpha,4-alpha,10aR*))
  • 1H,10H-Pyrrolo(1,2-c)purine-10,10-diol, 2,6-diamino-4-(((aminocarbonyl)oxy)methyl)-3a,4,8,9-tetrahydro-, (3aS,4R,10aS)-
  • [(3aS,4R,10aS)-2,6-diamino-10,10-dihydroxy-3a,4,9,10-tetrahydro-3H,8H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate
  • Mytilus californianus poison
  • See more synonyms
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