geldanamycin
CHEBI:5292 EXACT SEEDED antiviral
An ansamycin consisting of a 19-membered macrocyle incorporating a benzoquinone ring and a lactam functionality. It shows antimicrobial activity against many Gram-positive and some Gram-negative bacteria.
Structure
| Standard InChIKey | QTQAWLPCGQOSGP-KSRBKZBZSA-N |
|---|---|
| SMILES | C[C@H]1C[C@@H]([C@@H]([C@H](/C=C(/[C@@H]([C@H](/C=C\C=C(\C(=O)NC2=CC(=O)C(=C(C1)C2=O)OC)/C)OC)OC(=O)N)\C)C)O)OC |
| Stereochemistry | fully defined |
| Cross-references | pubchem:5288382 |
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 |
|---|---|---|---|
| Streptomyces hygroscopicus subsp. duamyceticus NCBITaxon:285527 |
SOURCE_ASSERTION | mibig:BGC0000067 | PMID:18600054 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
SOURCE_ASSERTION | mibig:BGC0000068 | PMID:18214443 |
Occurrences 4
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 |
|---|---|---|
| Humicola fuscoatra NCBITaxon:112175 |
LOTUS | DOI:10.1021/NP400889X |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1007/S00203-007-0346-2 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1021/NP4000679 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1021/NP50047A016 |
Biosynthetic gene clusters 2
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000067 | Streptomyces hygroscopicus subsp. duamyceticus NCBITaxon:285527 |
CLUSTER_UNSTATED | genbank:DQ249341.1 |
| mibig:BGC0000068 | Streptomyces hygroscopicus NCBITaxon:1912 |
CLUSTER_UNSTATED | genbank:DQ914285.1 |
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:5292 (same structure, same inchikey)
Open questions 1
shared-structure — This structure is reported by more than one MIBiG entry: BGC0000067, BGC0000068. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000067 | MIBIG | 5 |
| BGC0000068 | MIBIG | 5 |
| CHEBI:5292 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/geldanamycin.yaml, which is generated from the committed inventories. Neither is edited by hand.