maytansine
CHEBI:6701 EXACT SEEDED antimicrobial unspecified
An organic heterotetracyclic compound and 19-membered macrocyclic lactam antibiotic originally isolated from the Ethiopian shrub Maytenus serrata but also found in other Maytenus species. It exhibits cytotoxicity against many tumour cell lines.
Structure
| Standard InChIKey | WKPWGQKGSOKKOO-RSFHAFMBSA-N |
|---|---|
| SMILES | C[C@@H]1[C@@H]2C[C@]([C@@H](/C=C/C=C(/CC3=CC(=C(C(=C3)OC)Cl)N(C(=O)C[C@@H]([C@]4([C@H]1O4)C)OC(=O)[C@H](C)N(C)C(=O)C)C)\C)OC)(NC(=O)O2)O |
| Stereochemistry | fully defined |
| Cross-references | pubchem:5281828 |
Filing pathway
Polyketides — 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 pks, 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 |
|---|---|---|---|
| Actinosynnema pretiosum subsp. auranticum NCBITaxon:42198 |
SOURCE_ASSERTION | mibig:BGC0000020 | PMID:12060743 |
Occurrences 6
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 |
|---|---|---|
| Putterlickia verrucosa NCBITaxon:123460 |
LOTUS | DOI:10.1016/S0031-9422(02)00550-2 |
| Gymnosporia serrata NCBITaxon:1696185 |
LOTUS | DOI:10.1021/NP9803732 |
| Gymnosporia emarginata NCBITaxon:1789567 |
LOTUS | DOI:10.1021/NP50068A021 |
| Maytenus phyllanthoides NCBITaxon:3846545 |
LOTUS | DOI:10.1021/NP50015A018 |
| Gymnosporia diversifolia NCBITaxon:490239 |
LOTUS | DOI:10.1016/S0031-9422(00)85505-3 |
| Gymnosporia diversifolia NCBITaxon:490239 |
LOTUS | DOI:10.1021/NP50022A032 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000020 | Actinosynnema pretiosum subsp. auranticum NCBITaxon:42198 |
CLUSTER_UNSTATED | genbank:AF453501.1 |
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.
Elsewhere in the fleet
- AntibioticMech — CHEBI:6701 (same structure, same inchikey)
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000020 | MIBIG | 3 |
| CHEBI:6701 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/maytansine.yaml, which is generated from the committed inventories. Neither is edited by hand.