58911-04-9
Chemical Structure
Decarbamoylsaxitoxin
Synonym(s): DcSTX; DecarbamoylSTX
- CAS No.: 58911-04-9
- Formula:C9H16N6O3
- Molecular Weight:256.26
IUPAC Name: (3aS,4R,10aS)-2,6-diamino-4-(hydroxymethyl)-3a,4,8,9-tetrahydro-1H,10H-pyrrolo[1,2-c]purine-10,10-diol
InChIKey: VRRIYZJUSNMZMP-PJPYAQQDSA-N
SMILES: OC1([C@]23[C@](N=C(N3)N)([H])[C@@H](N=C(N2CC1)N)CO)O
Biological Activity: Decarbamoylsaxitoxin is a sodium channel inhibitor that blocks the influx of sodium ions through the membranes of excitable nerves and skeletal muscle cells, thereby preventing the formation of action potentials. Decarbamoylsaxitoxin is an acidic hydrolysis product of saxitoxin, and its toxic effects on mice are identical to those of saxitoxin. Decarbamoylsaxitoxin inhibits veratridine- and ouabain-induced swelling and lysis of mouse neuroblastoma cells by blocking Na+ channels. Decarbamoylsaxitoxin can be used in studies related to paralytic shellfish poisoning[1][2].
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Decarbamoylsaxitoxin | Decarbamoylsaxitoxin is a sodium channel inhibitor that blocks the influx of sodium ions through the membranes of excitable nerves and skeletal muscle cells, thereby preventing the formation of action potentials. Decarbamoylsaxitoxin is an acidic hydrolysis product of saxitoxin, and its toxic effects on mice are identical to those of saxitoxin. Decarbamoylsaxitoxin inhibits veratridine- and ouabain-induced swelling and lysis of mouse neuroblastoma cells by blocking Na+ channels. Decarbamoylsaxitoxin can be used in studies related to paralytic shellfish poisoning. | |||||||||||||||||||||
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- [1]. Ghazarossian VE,et al. A biologically active acid hydrolysis product of saxitoxin. Biochem Biophys Res Commun. 1976 Feb 9;68(3):776-80. [Content Brief]
- [2]. Jellett JF, et al. Toxicological evaluation of saxitoxin, neosaxitoxin, gonyautoxin II, gonyautoxin II plus III and decarbamoylsaxitoxin with the mouse neuroblastoma cell bioassay. Toxicol In Vitro. 1995;9(1):57-65. [Content Brief]
Keywords