Compound: SAXITOXIN
SMILES: O=C(OC[C@@H]1N=C(N2CCC([C@@]32[C@H]1NC(N)=N3)(O)O)N)N
InChIKey: RPQXVSUAYFXFJA-HGRQIUPRSA-N
Synonyms: SAXITOXIN, 35523-89-8, Saxitoxin hydrate, Gonyaulax catenella poison, Saxidomus giganteus poison, Mytilus californianus poison, Q0638E899B, DTXSID3074313, CHEBI:34970, 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)-, Gonyaulax Toxin, [(3aS,4R,10aS)-2,6-diamino-10,10-dihydroxy-3a,4,8,9-tetrahydro-1H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate, [(3aS,4R,10aS)-2,6-diamino-10,10-dihydroxy-3a,4,8,9-tetrahydro-3H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate, 1H,10H-Pyrrolo(1,2-c)purine-10,10-diol, 2,6-diamino-4-(((aminocarbonyl)oxy)methyl)-3a,4,8,9-tetrahydro-, (3aS-(3aalpha,4alpha,10aR*))-, Mitilotoxin, Saxitonin, Toxin, Gonyaulax, ((3aS,4R,10aS)-2,6-diamino-10,10-dihydroxy-3a,4,8,9-tetrahydro-1H-pyrrolo(1,2-c)purin-4-yl)methyl carbamate, ((3aS,4R,10aS)-2,6-diamino-10,10-dihydroxy-3a,4,8,9-tetrahydro-3H-pyrrolo(1,2-c)purin-4-yl)methyl carbamate, RefChem:884632, DTXCID2039045, ((10,10-dihydroxy-2,6-diimino-decahydropyrrolo(1,2-c)purin-4-yl)methoxy)carboximidic acid, 632-220-3, Saxitoxin-t, [(3aS,4R,10aS)-10,10-dihydroxy-2,6-diiminooctahydro-1H,8H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate, Saxitoxin-3H, (+)-Saxitoxin, Saxitoxin (8CI), SAXITOXIN [MI], SAXITOXIN (HYDRATE), SCHEMBL49687, CHEMBL501134, GTPL2625, SCHEMBL13028580, SCHEMBL22829661, SCHEMBL27586434, SCHEMBL29368675, UNII-Q0638E899B, RPQXVSUAYFXFJA-HGRQIUPRSA-N, BDBM190233, US9174999, Table 1, Compound 1, 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-, labeled with tritium, (3aS-(3aalpha,4alpha,10aR*))-, Q412694, Saxitoxin in acetic acid (determination in mussel), BCR(R) certified Reference Material, [(R,7aS,7bS)-2-amino-7,7-dihydroxy--imino-H,H,H,1H,5H,6H,7H,7bH-pyrrolo[1,2-c]purin--yl]methyl carbamate
Theoretical properties:
molecular_formula: C10H17N7O4
molecular_weight: 299.29 g/mol
exact_mass: 299.13420205 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 3
heavy_atom_count: 21
topological_polar_surface_area: 185 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Saxitoxin is an alkaloid isolated from the marine dinoflagellates and cyanobacteria that causes paralytic shellfish poisoning. It has a role as a toxin, a sodium channel blocker, a neurotoxin, a marine metabolite and a cyanotoxin. It is a pyrrolopurine, a paralytic shellfish toxin, an alkaloid, a carbamate ester, a member of guanidines and a ketone hydrate. It is a conjugate base of a saxitoxin(2+).
chebi: An alkaloid isolated from the marine dinoflagellates and cyanobacteria that causes paralytic shellfish poisoning.
chembl: SAXITOXIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Saxitoxin (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).
The term saxitoxin originates from the genus name of the butter clam (Saxidomus) from which it was first isolated. But the term saxitoxin can also refer to the entire suite of more than 50 structurally related neurotoxins (known collectively as "saxitoxins") produced by protists, algae and cyanobacteria which includes saxitoxin itself (STX), neosaxitoxin (NSTX), gonyautoxins (GTX) and decarbamoylsaxitoxin (dcSTX).
Saxitoxin has a large environmental and economic impact, as its presence in bivalve shellfish such as mussels, clams, oysters and scallops frequently leads to bans on commercial and recreational shellfish harvesting in many temperate coastal waters around the world including the Northeastern and Western United States, Western Europe, East Asia, Australia, New Zealand, and South Africa. In the United States, paralytic shellfish poisoning has occurred in California, Oregon, Washington, Alaska, and New England.