Compound: Neosaxitoxin
SMILES: O=C(OC[C@@H]1N(O)C(=N)N2CCC([C@@]32[C@H]1NC(=N)N3)(O)O)N
InChIKey: PPEKGEBBBBNZKS-HGRQIUPRSA-N
Synonyms: Neosaxitoxin, NeoSTX, 6YRL8BWD9H, 64296-20-4, CHEBI:167561, DTXSID70880098, (3aS,4R,10aS)-2-amino-4-(((aminocarbonyl)oxy)methyl)-3a,4,5,6,8,9-hexahydro-5-hydroxy-6-imino-1H,10H-pyrrolo(1,2-c)purine-10,10-diol, 1H,10H-Pyrrolo(1,2-c)purine-10,10-diol, 2-amino-4-(((aminocarbonyl)oxy)methyl)-3a,4,5,6,8,9-hexahydro-5-hydroxy-6-imino-, (3aS,4R,10aS)-, ((3aS,4R,10aS)-5,10,10-Trihydroxy-2,6-diiminooctahydro-1H,8H-pyrrolo(1,2-c)purin-4-yl)methyl carbamate, [(3aS,4R,10aS)-5,10,10-Trihydroxy-2,6-diiminooctahydro-1H,8H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate, RefChem:165395, DTXCID401529215, ((4R,10aS,10bS)-2-amino-5,10,10-trihydroxy-6-imino-3H,4H,5H,6H,8H,9H,10H,10bH-pyrrolo(1,2-c)purin-4-yl)methyl carbamate, neosaxitoxina, Neosaxitoxin solution, NSTX, Certified calibration solution for neosaxitoxin (0.5ml/Ampoule), orb2814829, CHEMBL4297307, SCHEMBL16626847, DB12989, Q6040896, [(3aS,4R,10aS)-2-Amino-5,10,10-trihydroxy-6-imino-3a,4,5,6,9,10-hexahydro-1H,8H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate, [(3aS,4R,10aS)-2-amino-5,10,10-trihydroxy-6-imino-3a,4,5,6,9,10-hexahydro-3H,8H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate, 1H,10H-PYRROLO(1,2-C)PURINE-10,10-DIOL, 2-AMINO-4-(((AMINOCARBONYL)OXY)METHYL)-3A,4,5,6,8,9-HEXAHYDRO-5-HYDROXY-6-IMINO-, (3AS-(3A.ALPHA.,4.ALPHA.,10AR*))-, 1H,10H-Pyrrolo(1,2-c)purine-10,10-diol, 2-amino-4-((aminocarbonyl)oxy)methyl-3a,4,5,6,8,9-hexahydro-5-hydroxy-6-imino-, (3aS,4R,10aS)-, 1H,10H-Pyrrolo(1,2-c)purine-10,10-diol, 2-amino-4-((aminocarbonyl)oxy)methyl-3a,4,5,6,8,9-hexahydro-5-hydroxy-6-imino-, (3aS-(3aalpha,4alpha,10aR*))-
Theoretical properties:
molecular_formula: C10H17N7O5
molecular_weight: 315.29 g/mol
exact_mass: 315.12911667 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 7
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 3
heavy_atom_count: 22
topological_polar_surface_area: 194 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Neosaxitoxin is a pyrrolopurine that is saxitoxin carrying a hydroxy substituent on the nitrogen atom at position 5. It is a sodium channel blocker that is undergoing clinical trials as a prolonged-duration local anesthetic. It has a role as a toxin, a local anaesthetic, a voltage-gated sodium channel blocker, a neurotoxin, an anti-inflammatory agent, a marine metabolite and a cyanotoxin. It is a pyrrolopurine, a paralytic shellfish toxin, an alkaloid, a carbamate ester, a member of guanidines, a member of hydroxylamines and a ketone hydrate. It is functionally related to a saxitoxin.
chebi: A pyrrolopurine that is saxitoxin carrying a hydroxy substituent on the nitrogen atom at position 5. It is a sodium channel blocker that is undergoing clinical trials as a prolonged-duration local anesthetic.
chembl: NEOSAXITOXIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 1.0.
wikipedia: Neosaxitoxin (NSTX) is included, as other saxitoxin-analogs, in a broad group of natural neurotoxic alkaloids, commonly known as the paralytic shellfish toxins (PSTs). The parent compound of PSTs, saxitoxin (STX), is a tricyclic perhydropurine alkaloid, which can be substituted at various positions, leading to more than 30 naturally occurring STX analogues. All of them are related imidazoline guanidinium derivatives.