Decarbamoylsaxitoxin (original) (raw)
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) |
dbo:thumbnail | wiki-commons:Special:FilePath/Decarbamoylsaxitoxin.svg?width=300 |
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dbo:wikiPageRevisionID | 1064790986 (xsd:integer) |
dbo:wikiPageWikiLink | dbr:Saxitoxin dbr:Epimer dbc:Voltage-gated_sodium_channel_blockers dbc:Geminal_diols dbr:Geminal_diol dbr:Enzyme dbr:Gonyautoxin dbr:Mucosa dbr:Paralytic_shellfish_poisoning dbr:Guanidine dbr:Hygroscopy dbc:Guanidine_alkaloids dbr:Dinoflagellate dbc:Marine_neurotoxins dbr:Neosaxitoxin dbr:Neurotoxin dbr:Sodium_channel dbr:Littleneck_clam dbr:Neuromuscular_transmission dbr:File:STX_DEREK.png dbr:File:STX_numbered.png dbr:Gonyaulax_tamarensis |
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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dbp:imagesizel | 150 (xsd:integer) |
dbp:imagesizer | 150 (xsd:integer) |
dbp:iupacname | -26 (xsd:integer) |
dbp:wikiPageUsesTemplate | dbt:Chembox dbt:Chembox_Identifiers dbt:Chembox_Properties dbt:Update_inline dbt:Cascite dbt:Fdacite |
dcterms:subject | dbc:Voltage-gated_sodium_channel_blockers dbc:Geminal_diols dbc:Guanidine_alkaloids dbc:Marine_neurotoxins |
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) |
owl:sameAs | yago-res:Decarbamoylsaxitoxin wikidata:Decarbamoylsaxitoxin https://global.dbpedia.org/id/2YtzG |
prov:wasDerivedFrom | wikipedia-en:Decarbamoylsaxitoxin?oldid=1064790986&ns=0 |
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 |
foaf:isPrimaryTopicOf | wikipedia-en:Decarbamoylsaxitoxin |
is dbo:wikiPageRedirects of | dbr:C9H16N6O3 |
is dbo:wikiPageWikiLink of | dbr:Saxitoxin dbr:Leukoma_staminea dbr:Gonyautoxin dbr:C9H16N6O3 dbr:Spondylus dbr:Saxidomus_gigantea |
is foaf:primaryTopic of | wikipedia-en:Decarbamoylsaxitoxin |