Structure via PubChem · Public domain (PubChem)
ساکسیتوکسین
Sign in to saveSaxitoxin (STX) is a potent neurotoxin and the best-known paralytic shellfish toxin. Ingestion of saxitoxin by humans, usually by consumption of shellfish contaminated by toxic algal blooms, is responsible for the illness known as paralytic shellfish poisoning (PSP).
Chemical data
- Formula
- C10H17N7O4
- Molecular weight
- 299.29 g/mol
- IUPAC name
- [(3aS,4R,10aS)-2,6-diamino-10,10-dihydroxy-3a,4,8,9-tetrahydro-3H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate
- SMILES
- C1CN2C(=N[C@H]([C@H]3[C@]2(C1(O)O)N=C(N3)N)COC(=O)N)N
- InChIKey
- RPQXVSUAYFXFJA-HGRQIUPRSA-N
- XLogP
- -4.6
- Polar surface area
- 185 Ų
- H-bond donors
- 6
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
2,197 papers- Saxitoxin.Angewandte Chemie (International ed. in English) · 2014
- Biosynthesis of Saxitoxin in Marine Dinoflagellates: An Omics Perspective.Marine drugs · 2020
- Saxitoxin: A Comprehensive Review of Its History, Structure, Toxicology, Biosynthesis, Detection, and Preventive Implications.Marine drugs · 2025
- Scalable total synthesis of saxitoxin and related natural products.Nature · 2025
- Saxitoxin, a toxic marine natural product that targets a multitude of receptors.Natural product reports · 2006
via PubMed
Wikidata facts
- Subclass of
- heterocyclic compound
- Has part
- hydrogen
- Mass
- 299.134202
Show 8 more facts
- Commons category
- Saxitoxin
- chemical formula
- C₁₀H₁₇N₇O₄
- found in taxon
- Planktothrix
- isomeric SMILES
- C1CN2C(=N[C@H]([C@H]3[C@]2(C1(O)O)N=C(N3)N)COC(=O)N)N
- canonical SMILES
- C1CN2C(=NC(C3C2(C1(O)O)N=C(N3)N)COC(=O)N)N
- subject has role
- neurotoxin
- MCN code
- 3002.90.93
- has characteristic
- natural product
via Wikidata · CC0