Decarbamoylsaxitoxin (original) (raw)

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Decarbamoylsaxitoxin, abbreviated as dcSTX, is a neurotoxin which is naturally produced in dinoflagellate. DcSTX is one of the many analogues of saxitoxin (STX). Saxitoxin is a tricyclic alkaloid compound, which has multiple structural related neurotoxins. One of those related neurotoxins is neosaxitoxin (NSTX) in which the nitrogen at position 2 is not bound to a hydrogen, but to a hydroxyl group. Another toxic analogue of saxitoxin is gonyautoxin (GTX). The difference between GTX and STX is that on the carbon at position 11, a hydrogensulfate is bound.

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dbo:abstract Decarbamoylsaxitoxin, abbreviated as dcSTX, is a neurotoxin which is naturally produced in dinoflagellate. DcSTX is one of the many analogues of saxitoxin (STX). Saxitoxin is a tricyclic alkaloid compound, which has multiple structural related neurotoxins. One of those related neurotoxins is neosaxitoxin (NSTX) in which the nitrogen at position 2 is not bound to a hydrogen, but to a hydroxyl group. Another toxic analogue of saxitoxin is gonyautoxin (GTX). The difference between GTX and STX is that on the carbon at position 11, a hydrogensulfate is bound. Between dcSTX, NSTX and GTX, dcSTX is the one which varies most from saxitoxin. In dcSTX there is a double bond between carbons 2 and 3, while there is a single bond in STX. This also results in that the double-bonded N to carbon number 3 in STX, is a single bound NH2 in dcSTX. Another difference between decarbamoylsaxitoxin and saxitoxin is that the amino-carbonyl-oxy-methyl group at position 1 in STX, is only a CH2OH group in dcSTX. Even though there are slight differences between all saxitoxin-related compounds, all those saxitoxins are neurotoxins which affect the sodium channels. When in contact with one of the saxitoxins it can cause a severe illness, which is known as paralytic shellfish poisoning (PSP). (en)
dbo:iupacName (3aS,4R,10aS)-2,6-diamino-4-(hydroxymethyl)-3a,4,8,9-tetrahydro-3H-pyrrolo[1,2-c]purine-10,10-diol (en)
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dbp:imagealt Skeletal structure (en)
dbp:imagealtl Ball-and-stick model (en)
dbp:imagealtr Space-filling model (en)
dbp:imagecaption Structure of dcSTX (en)
dbp:imagecaptionl Ball and stick model of dcSTX (en)
dbp:imagecaptionr Space filling molecule of dcSTX (en)
dbp:imagefile Decarbamoylsaxitoxin.svg (en)
dbp:imagefilel DcSTX ball and stick.png (en)
dbp:imagefiler DcSTX space filling molecule.png (en)
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rdf:type owl:Thing dul:ChemicalObject dbo:ChemicalSubstance wikidata:Q11173 dbo:ChemicalCompound
rdfs:comment Decarbamoylsaxitoxin, abbreviated as dcSTX, is a neurotoxin which is naturally produced in dinoflagellate. DcSTX is one of the many analogues of saxitoxin (STX). Saxitoxin is a tricyclic alkaloid compound, which has multiple structural related neurotoxins. One of those related neurotoxins is neosaxitoxin (NSTX) in which the nitrogen at position 2 is not bound to a hydrogen, but to a hydroxyl group. Another toxic analogue of saxitoxin is gonyautoxin (GTX). The difference between GTX and STX is that on the carbon at position 11, a hydrogensulfate is bound. (en)
rdfs:label Decarbamoylsaxitoxin (en)
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foaf:depiction wiki-commons:Special:FilePath/DcSTX_ball_and_stick.png wiki-commons:Special:FilePath/DcSTX_space_filling_molecule.png wiki-commons:Special:FilePath/Decarbamoylsaxitoxin.svg wiki-commons:Special:FilePath/STX_DEREK.png wiki-commons:Special:FilePath/STX_numbered.png
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