ansamitocin P3
CHEBI:29515 EXACT SEEDED antimicrobial unspecified
A polyketide antibiotic that is isolated from Actinosynnema pretiosum and also exhibits antitumour activity.
Structure
| Standard InChIKey | OPQNCARIZFLNLF-JBHFWYGFSA-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(C)C)C)\C)OC)(NC(=O)O2)O |
| Stereochemistry | fully defined |
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 2
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 |
| Actinosynnema pretiosum subsp. pretiosum NCBITaxon:103721 |
SOURCE_ASSERTION | mibig:BGC0001511 | PMID:28881098 |
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 |
|---|---|---|
| Actinomyces NCBITaxon:1654 |
LOTUS | DOI:10.1007/BF01955435 |
| Thamnobryum sandei NCBITaxon:212398 |
LOTUS | DOI:10.1021/NP50059A005 |
| Isothecium subdiversiforme NCBITaxon:360305 |
LOTUS | DOI:10.1021/NP50059A005 |
| Thamnobryum subseriatum NCBITaxon:3699218 |
LOTUS | DOI:10.1021/NP50059A005 |
| Actinosynnema pretiosum NCBITaxon:42197 |
LOTUS | DOI:10.1021/NP50045A016 |
| Actinosynnema pretiosum NCBITaxon:42197 |
LOTUS | DOI:10.1080/00021369.1985.10866745 |
Biosynthetic gene clusters 2
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000020 | Actinosynnema pretiosum subsp. auranticum NCBITaxon:42198 |
CLUSTER_UNSTATED | genbank:AF453501.1 |
| mibig:BGC0001511 | Actinosynnema pretiosum subsp. pretiosum NCBITaxon:103721 |
CLUSTER_UNSTATED | genbank:KY489977.1 |
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:29515 (same structure, same inchikey)
Open questions 2
name-disagreement — ChEBI calls this structure 'ansamitocin P3' and MIBiG calls it 'ansamitocin P-3'. They share a Standard InChIKey, so if the names denote different compounds then one upstream record has the wrong structure. Check which.
shared-structure — This structure is reported by more than one MIBiG entry: BGC0000020, BGC0001511. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000020 | MIBIG | 3 |
| BGC0001511 | MIBIG | 5 |
| CHEBI:29515 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/ansamitocin-p3.yaml, which is generated from the committed inventories. Neither is edited by hand.