CAS 82810-44-4

Gonyautoxin VI

Description:

Gonyautoxin VI (GTX VI) is a potent neurotoxin produced by certain species of dinoflagellates, particularly those in the genus Gonyaulax. It belongs to a class of compounds known as saxitoxins, which are known for their ability to block voltage-gated sodium channels in nerve cells, leading to paralysis and potentially fatal outcomes in affected organisms. GTX VI is characterized by its complex molecular structure, which includes multiple cyclic and acyclic components. It is soluble in polar solvents and exhibits high toxicity, making it a significant concern in marine environments, particularly in relation to harmful algal blooms. The presence of Gonyautoxin VI in seafood can pose serious health risks to humans, leading to conditions such as paralytic shellfish poisoning (PSP) when contaminated shellfish are consumed. Due to its toxicological properties, GTX VI is of interest in both environmental monitoring and pharmacological research, where understanding its mechanism of action can provide insights into sodium channel function and potential therapeutic applications.

Formula: C₁₀H₁₇N₇O₈S

InChI: InChI=1S/C10H17N7O8S/c11-6-13-5-4(3-25-8(18)15-26(22,23)24)17(21)7(12)16-2-1-9(19,20)10(5,16)14-6/h4-5,12,19-21H,1-3H2,(H,15,18)(H3,11,13,14)(H,22,23,24)/t4-,5-,10-/m0/s1

InChI key: InChIKey=ALRRPAKWGUBPBK-HGRQIUPRSA-N

SMILES: O[C@]1(O)[C@]23[C@]([C@H](COC(NS(=O)(=O)O)=O)N(O)C(=N)N2CC1)(N=C(N)N3)[H]

Synonyms:

• Carbamic acid, sulfo-, C-[[(3aS,4R,10aS)-2-amino-3a,4,5,6,9,10-hexahydro-5,10,10-trihydroxy-6-imino-1H,8H-pyrrolo[1,2-c]purin-4-yl]methyl] ester
• 1H,8H-Pyrrolo[1,2-c]purine, carbamic acid deriv.
• Toxin B 2 from Protogonyaulax
• Carbamic acid, N-sulfo-, C-[[(3aS,4R,10aS)-2-amino-3a,4,5,6,9,10-hexahydro-5,10,10-trihydroxy-6-imino-1H,8H-pyrrolo[1,2-c]purin-4-yl]methyl] ester
• Carbamic acid, sulfo-, C-[(2-amino-3a,4,5,6,9,10-hexahydro-5,10,10-trihydroxy-6-imino-1H,8H-pyrrolo[1,2-c]purin-4-yl)methyl] ester, [3aS-(3aα,4α,10aR*)]-