decarbamoylsaxitoxin
CHEBI:133919 EXACT SEEDED
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.
Structure
| Standard InChIKey | VRRIYZJUSNMZMP-PJPYAQQDSA-N |
|---|---|
| SMILES | C1CN2C(=N[C@H]([C@H]3[C@]2(C1(O)O)N=C(N3)N)CO)N |
| Stereochemistry | fully defined |
| Cross-references | pubchem:24941628 |
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.
| Taxon | Basis | Cluster | Evidence |
|---|---|---|---|
| Cylindrospermopsis raciborskii T3 NCBITaxon:398006 |
SOURCE_ASSERTION | mibig:BGC0000188 | PMID:18487408 |
Occurrences 17
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.
| Taxon | Source | Reference |
|---|---|---|
| Anabaena NCBITaxon:1163 |
LOTUS | DOI:10.1021/ES001575Z |
| Anabaena NCBITaxon:1163 |
LOTUS | DOI:10.1080/00021369.1983.10865612 |
| Aphanizomenon NCBITaxon:1175 |
LOTUS | DOI:10.1021/ES001575Z |
| Aphanizomenon NCBITaxon:1175 |
LOTUS | DOI:10.1080/00021369.1983.10865612 |
| Pao turgidus NCBITaxon:1220761 |
CHEBI | PMID:17996918 |
| Lyngbya NCBITaxon:28073 |
LOTUS | DOI:10.1021/ES001575Z |
| Lyngbya NCBITaxon:28073 |
LOTUS | DOI:10.1080/00021369.1983.10865612 |
| Alexandrium tamarense NCBITaxon:2926 |
CHEBI | PMID:16544882 |
| Aulacomya ater NCBITaxon:373637 |
CHEBI | PMID:15019474 |
| Acanthocardia tuberculata NCBITaxon:385555 |
CHEBI | PMID:16192070 |
| Gymnodinium catenatum NCBITaxon:39447 |
CHEBI | PMID:12924931 |
| Microseira wollei NCBITaxon:467598 |
CHEBI | PMID:22960450 |
| Aphanizomenon gracile NCBITaxon:54296 |
CHEBI | PMID:20048055 |
| Apis cerana NCBITaxon:7461 |
CHEBI | MTBLS379 |
| Cylindrospermopsis NCBITaxon:77021 |
LOTUS | DOI:10.1021/ES001575Z |
| Cylindrospermopsis NCBITaxon:77021 |
LOTUS | DOI:10.1080/00021369.1983.10865612 |
| Cylindrospermopsis raciborskii NCBITaxon:77022 |
CHEBI | PMID:12740803 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| 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 concept | Source | Version |
|---|---|---|
| BGC0000188 | MIBIG | 5 |
| CHEBI:133919 | CHEBI | 3-star |
This page is generated from data/natural_products/alkaloids/decarbamoylsaxitoxin.yaml, which is generated from the committed inventories. Neither is edited by hand.