NaturalProductMech

saxitoxin

CHEBI:34970 EXACT SEEDED

An alkaloid isolated from the marine dinoflagellates and cyanobacteria that causes paralytic shellfish poisoning.

Structure

Standard InChIKeyRPQXVSUAYFXFJA-HGRQIUPRSA-N
SMILESC1CN2C(=N[C@H]([C@H]3[C@]2(C1(O)O)N=C(N3)N)COC(=O)N)N
Stereochemistryfully defined
Cross-referencespubchem:37165, chembl:CHEMBL501134

Filing pathway

Alkaloids — computed by NPClassifier npclassifier.gnps2.org@2026-09-07, which is why it is pinned rather than recomputed. The gene cluster's asserted class is other, from MIBiG.

Producer organisms 1

A claim that this taxon makes the compound. The basis says what the evidence addressed — a knockout and a database assertion are not the same claim.

TaxonBasisClusterEvidence
Cylindrospermopsis raciborskii T3
NCBITaxon:398006
SOURCE_ASSERTION mibig:BGC0000188 PMID:18487408

Occurrences 25

Somebody found the compound in this organism and cited it. That is not a claim that the organism makes it, and nothing here promotes one to the other.

TaxonSourceReference
Saxidomus nuttalli
NCBITaxon:1129274
LOTUS DOI:10.1016/0041-0101(85)90159-X
Saxidomus nuttalli
NCBITaxon:1129274
LOTUS DOI:10.1016/0198-0254(85)94069-5
Anabaena
NCBITaxon:1163
LOTUS DOI:10.1016/0041-0101(86)90120-0
Anabaena
NCBITaxon:1163
LOTUS DOI:10.1021/JA00838A045
Aphanizomenon
NCBITaxon:1175
LOTUS DOI:10.1021/JA00838A045
Aphanizomenon flos-aquae
NCBITaxon:1176
LOTUS DOI:10.1016/0041-0101(86)90120-0
Aphanizomenon flos-aquae
NCBITaxon:1176
LOTUS DOI:10.1016/S0040-4039(00)80500-6
Lingulodinium polyedra
NCBITaxon:160621
LOTUS DOI:10.1016/0041-0101(90)90150-6
Takifugu radiatus
NCBITaxon:176186
LOTUS DOI:10.1016/0041-0101(84)90082-5
Takifugu poecilonotus
NCBITaxon:176188
LOTUS DOI:10.1016/0041-0101(84)90082-5
Takifugu vermicularis
NCBITaxon:177060
LOTUS DOI:10.1016/0041-0101(84)90082-5
Gonyaulax
NCBITaxon:2912
LOTUS DOI:10.1351/PAC198254101973
Gonyaulax catenella
NCBITaxon:2925
LOTUS DOI:10.1016/0041-0101(85)90031-5
Gonyaulax catenella
NCBITaxon:2925
LOTUS DOI:10.1016/0041-0101(90)90132-Q
Gonyaulax catenella
NCBITaxon:2925
LOTUS DOI:10.1021/BI00868A011
Gonyaulax tamarensis
NCBITaxon:2926
LOTUS DOI:10.1016/0041-0101(90)90132-Q
Gonyaulax tamarensis
NCBITaxon:2926
LOTUS DOI:10.1248/JHS1956.30.5_328
Saxidomus gigantea
NCBITaxon:410349
LOTUS DOI:10.1021/JF60198A016
Planktothrix
NCBITaxon:54304
LOTUS DOI:10.1016/0041-0101(86)90120-0
Planktothrix
NCBITaxon:54304
LOTUS DOI:10.1021/JA00838A045
Carcinoscorpius rotundicauda
NCBITaxon:6848
LOTUS DOI:10.1016/0041-0101(88)90064-5
Carcinoscorpius rotundicauda
NCBITaxon:6848
LOTUS DOI:10.2331/SUISAN.53.261
Pyrodinium bahamense
NCBITaxon:73915
LOTUS DOI:10.1016/0041-0101(84)90082-5
Cylindrospermopsis
NCBITaxon:77021
LOTUS DOI:10.1016/0041-0101(86)90120-0
Cylindrospermopsis
NCBITaxon:77021
LOTUS DOI:10.1021/JA00838A045

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0000188 Cylindrospermopsis raciborskii T3
NCBITaxon:398006
CLUSTER_UNSTATED genbank:DQ787200.1

A locus claim and a taxon claim are different questions. Heterologous expression settles the first and leaves the second where the isolation report left it.

Provenance

Source conceptSourceVersion
BGC0000188MIBIG5
CHEBI:34970CHEBI3-star

This page is generated from data/natural_products/alkaloids/saxitoxin.yaml, which is generated from the committed inventories. Neither is edited by hand.