Gonyautoxin-5

• CAT Number: T000014
• CAS Number: 64296-25-9
• Molecular Formula: C10H17N7O7S
• Molecular Weight: 379.35
• Purity: ≥95%
• Synonyms: Gonyautoxin 5
• Storage: 2-8°C
• IUPAC Name: [(3aS,4R,10aS)-2,6-diamino-10,10-dihydroxy-3a,4,8,9-tetrahydro-1H-pyrrolo[1,2-c]purin-4-yl]methoxycarbonylsulfamic acid
• InChI: InChI=1S/C10H17N7O7S/c11-6-14-5-4(3-24-8(18)16-25(21,22)23)13-7(12)17-2-1-9(19,20)10(5,17)15-6/h4-5,19-20H,1-3H2,(H2,12,13)(H,16,18)(H3,11,14,15)(H,21,22,23)/t4-,5-,10-/m0/s1
• InChIKey: JKKCSFJSULZNDN-HGRQIUPRSA-N
• SMILES: C1CN2C(=N[C@H]([C@H]3[C@]2(C1(O)O)NC(=N3)N)COC(=O)NS(=O)(=O)O)N

Gonyautoxin-5 (Cat No.:T000014) is a potent neurotoxin belonging to the saxitoxin family, produced by certain marine dinoflagellates and freshwater cyanobacteria. It acts by blocking voltage-gated sodium channels in nerve and muscle cells, inhibiting action potential propagation and leading to paralysis. GTX-5 is a water-soluble, tetrahydropurine alkaloid with lower toxicity than saxitoxin but still contributes to paralytic shellfish poisoning (PSP) in humans. It is studied in toxicology, marine biology, and pharmacology for its ion channel specificity and potential therapeutic applications in pain management and neuromuscular disorders under tightly controlled conditions.

Reference

1: Selwood AI, Waugh C, Harwood DT, Rhodes LL, Reeve J, Sim J, Munday R. Acute Toxicities of the Saxitoxin Congeners Gonyautoxin 5, Gonyautoxin 6, Decarbamoyl Gonyautoxin 2&3, Decarbamoyl Neosaxitoxin, C-1&2 and C-3&4 to Mice by Various Routes of Administration. Toxins (Basel). 2017 Feb 21;9(2). pii: E73. doi: 10.3390/toxins9020073. PubMed PMID: 28230783; PubMed Central PMCID: PMC5331452.
2: Watanabe R, Suzuki T, Oshima Y. Development of quantitative NMR method with internal standard for the standard solutions of paralytic shellfish toxins and characterisation of gonyautoxin-5 and gonyautoxin-6. Toxicon. 2010 Sep 15;56(4):589-95. doi: 10.1016/j.toxicon.2010.06.002. Epub 2010 Jun 9. PubMed PMID: 20538011.