decarbamoylsaxitoxin (CHEBI:133919)

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ChEBI Name	decarbamoylsaxitoxin

ChEBI ID	CHEBI:133919

Definition	A pyrrolopurine that is 2,6-diiminodecahydropyrrolo[1,2-c]purine carrying an additional hydroxymethyl substituent at position 4 as well as two hydroxy substituents at position 10. A toxin that is isolated from marine dinoflagellates and cyanobacteria and is known to cause paralytic shellfish poisoning.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

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Formula

C9H16N6O3

Net Charge

Average Mass

256.262

Monoisotopic Mass

256.12839

InChI

InChI=1S/C9H16N6O3/c10-6-13-5-4(3-16)12-7(11)15-2-1-8(17,18)9(5,15)14-6/h4-5,16-18H,1-3H2,(H2,11,12)(H3,10,13,14)/t4-,5-,9-/m0/s1

InChIKey

VRRIYZJUSNMZMP-PJPYAQQDSA-N

SMILES

N1C(N2[C@@]3([C@]([C@@H]1CO)(NC(N3)=N)[H])C(CC2)(O)O)=N

Metabolite of Species	Details
Pao turgidus (NCBI:txid1220761)	See: PubMed
Alexandrium tamarense (NCBI:txid2926)	See: PubMed
Aulacomya ater (NCBI:txid373637)	See: PubMed
Acanthocardia tuberculata (NCBI:txid385555)	See: PubMed
Gymnodinium catenatum (NCBI:txid39447)	See: PubMed
Microseira wollei (NCBI:txid467598)	See: PubMed
Aphanizomenon gracile (NCBI:txid54296)	See: PubMed
Apis cerana (NCBI:txid7461)	See: MetaboLights Study
Cylindrospermopsis raciborskii (NCBI:txid77022)	See: PubMed

Roles Classification
Biological Role(s):	marine metabolite Any metabolite produced during a metabolic reaction in marine macro- and microorganisms. (via paralytic shellfish toxin ) neurotoxin A poison that interferes with the functions of the nervous system. (via paralytic shellfish toxin ) toxin Poisonous substance produced by a biological organism such as a microbe, animal or plant. (via paralytic shellfish toxin ) bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria. xenobiotic A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid ) sodium channel blocker An agent that inhibits sodium influx through cell membranes. (via paralytic shellfish toxin )

ChEBI Ontology
Outgoing	decarbamoylsaxitoxin (CHEBI:133919) has role bacterial metabolite (CHEBI:76969) decarbamoylsaxitoxin (CHEBI:133919) has role marine metabolite (CHEBI:76507) decarbamoylsaxitoxin (CHEBI:133919) has role neurotoxin (CHEBI:50910) decarbamoylsaxitoxin (CHEBI:133919) has role toxin (CHEBI:27026) decarbamoylsaxitoxin (CHEBI:133919) has role xenobiotic (CHEBI:35703) decarbamoylsaxitoxin (CHEBI:133919) is a alkaloid (CHEBI:22315) decarbamoylsaxitoxin (CHEBI:133919) is a guanidines (CHEBI:24436) decarbamoylsaxitoxin (CHEBI:133919) is a ketone hydrate (CHEBI:63734) decarbamoylsaxitoxin (CHEBI:133919) is a paralytic shellfish toxin (CHEBI:167564) decarbamoylsaxitoxin (CHEBI:133919) is a primary alcohol (CHEBI:15734) decarbamoylsaxitoxin (CHEBI:133919) is a pyrrolopurine (CHEBI:136861)

IUPAC Name

(3aS,4R,10aS)-2,6-diamino-4-(hydroxymethyl)-3a,4,8,9-tetrahydro-1H,8H-pyrrolo[1,2-c]purine-10,10-diol

Synonyms	Sources
4-(hydroxymethyl)-2,6-diimino-decahydropyrrolo[1,2-c]purine-10,10-diol	HMDB
Dcstx-saxitoxin	ChemIDplus
Decarbamylsaxitoxin	ChemIDplus

Last Modified

20 April 2017