herbimycin A
CHEBI:5674 EXACT SEEDED antimicrobial unspecified
A 19-membered macrocyle incorporating a benzoquinone ring and a lactam functionality. It is an ansamycin antibiotic that induces apoptosis and displays antitumour effects.
Structure
| Standard InChIKey | MCAHMSDENAOJFZ-BVXDHVRPSA-N |
|---|---|
| SMILES | CO[C@H]1C[C@H](C)[C@@H](OC)C2=CC(=O)C=C(NC(=O)\C(C)=C\C=C/[C@H](OC)[C@@H](OC(N)=O)\C(C)=C\[C@H](C)[C@H]1OC)C2=O |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA03301 |
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 |
|---|---|---|---|
| Streptomyces hygroscopicus NCBITaxon:1912 |
SOURCE_ASSERTION | mibig:BGC0000074 | PMID:16085885 |
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 |
|---|---|---|
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1007/S10529-006-9288-Z |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1016/S0040-4039(01)86578-3 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1021/NP400308W |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1021/NP50060A018 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.7164/ANTIBIOTICS.32.255 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.7164/ANTIBIOTICS.39.1630 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000074 | Streptomyces hygroscopicus NCBITaxon:1912 |
CLUSTER_UNSTATED | genbank:AY947889.1 |
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:5674 (same structure, same inchikey)
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000074 | MIBIG | 5 |
| CHEBI:5674 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/herbimycin-a.yaml, which is generated from the committed inventories. Neither is edited by hand.