neosaxitoxin
CHEBI:167561 EXACT SEEDED
What these status tags mean
Curation status describes a workflow state. SEEDED means the record entered through the source-seeding workflow; it does not imply that no later curation occurred. PROPOSED marks an addition awaiting review; REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record. These are workflow decisions, not independently verified human review. Agent-assisted contributions may appear in the record history.
Grounding describes the identifier mapping: EXACT uses an ontology identity asserted by the source; MINTED keeps a local identifier when no defensible ontology identity is available; REVIEW_NEEDED flags an exact structure whose ontology identity needs adjudication. The grounding note retains any unresolved alternatives. These tags do not establish the strength of producer or activity evidence.
A pyrrolopurine that is saxitoxin carrying a hydroxy substituent on the nitrogen atom at position 5. It is a sodium channel blocker that is undergoing clinical trials as a prolonged-duration local anesthetic.
Structure
| Standard InChIKey | PPEKGEBBBBNZKS-HGRQIUPRSA-N |
|---|---|
| SMILES | C1CN2C(=N)N([C@H]([C@H]3[C@]2(C1(O)O)N=C(N3)N)COC(=O)N)O |
| Stereochemistry | fully defined |
| Cross-references | pubchem:104753 |
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 19
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 |
|---|---|---|
| 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 |
| Aphanizomenon NCBITaxon:1175 |
LOTUS | DOI:10.1016/0041-0101(86)90120-0 |
| Aphanizomenon NCBITaxon:1175 |
LOTUS | DOI:10.1021/JA00489A060 |
| Aphanizomenon flos-aquae NCBITaxon:1176 |
LOTUS | DOI:10.1016/S0040-4039(00)80500-6 |
| Aphanizomenon flos-aquae NCBITaxon:1176 |
LOTUS | DOI:10.1021/JA00333A062 |
| Aphanizomenon flos-aquae NCBITaxon:1176 |
LOTUS | DOI:10.1039/C39890001421 |
| Aphanizomenon sp. NH-5 NCBITaxon:190592 |
CHEBI | PMID:19331657 |
| Gonyaulax tamarensis NCBITaxon:2926 |
LOTUS | DOI:10.1021/JA00333A062 |
| Gonyaulax tamarensis NCBITaxon:2926 |
LOTUS | DOI:10.1248/JHS1956.30.5_328 |
| Heteroscytonema crispum NCBITaxon:439476 |
CHEBI | PMID:30296060 |
| Mytilus californianus NCBITaxon:6549 |
LOTUS | DOI:10.1016/0041-0101(85)90159-X |
| Mytilus californianus NCBITaxon:6549 |
LOTUS | DOI:10.1016/0198-0254(85)94069-5 |
| Carcinoscorpius rotundicauda NCBITaxon:6848 |
LOTUS | DOI:10.2331/SUISAN.53.261 |
| Cylindrospermopsis NCBITaxon:77021 |
LOTUS | DOI:10.1016/0041-0101(86)90120-0 |
| Cylindrospermopsis NCBITaxon:77021 |
LOTUS | DOI:10.1021/JA00489A060 |
| Zosimus aeneus NCBITaxon:903796 |
LOTUS | DOI:10.1016/0041-0101(84)90171-5 |
| Zosimus aeneus NCBITaxon:903796 |
LOTUS | DOI:10.1016/S0021-9673(01)88193-0 |
| Cylindrospermopsis raciborskii T3 NCBITaxon:398006 |
CHEBI | PMID:18487408 |
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.
Mechanism & Biosynthesis Overview
Explore across X-Mech
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000188 | MIBIG | 5 |
| CHEBI:167561 | CHEBI | 3-star |
This page is generated from data/natural_products/alkaloids/neosaxitoxin.yaml, which is generated from the committed inventories. Neither is edited by hand.