pentalenolactone
CHEBI:70816 EXACT SEEDED antimicrobial unspecified
A sesquiterpene lactone that is isolated from several Streptomyces species and exhibits antibiotic activity.
Structure
| Standard InChIKey | NUPNVWUYFVEAIT-UJJBCWTCSA-N |
|---|---|
| SMILES | [H][C@@]12COC(=O)[C@]3(CO3)[C@@]11C=C(C)[C@@H](C)[C@@]1([H])C=C2C(O)=O |
| Stereochemistry | fully defined |
| Cross-references | pubchem:24199350, npatlas:NPA014531 |
Filing pathway
Terpenoids — 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 terpene, 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 arenae NCBITaxon:29301 |
SOURCE_ASSERTION | mibig:BGC0000653 | DOI:10.1016/s0040-4039(01)88256-3 |
| Streptomyces avermitilis MA-4680 = NBRC 14893 NCBITaxon:227882 |
SOURCE_ASSERTION | mibig:BGC0000678 | DOI:10.1016/s0040-4039(01)88256-3 |
Occurrences 11
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 NCBITaxon:1883 |
LOTUS | DOI:10.1016/S0040-4039(01)95484-X |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.1021/JA00167A059 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.7164/ANTIBIOTICS.38.1114 |
| Streptomyces avermitilis NCBITaxon:33903 |
LOTUS | DOI:10.1021/BI060419N |
| Streptomyces avermitilis NCBITaxon:33903 |
LOTUS | DOI:10.1021/BI900766W |
| Streptomyces avermitilis NCBITaxon:33903 |
LOTUS | DOI:10.1038/JA.2010.135 |
| Streptomyces collinus NCBITaxon:42684 |
LOTUS | DOI:10.1007/S10295-015-1685-7 |
| Streptomyces arenae NCBITaxon:29301 |
LOTUS | DOI:10.1007/BF01692859 |
| Streptomyces arenae NCBITaxon:29301 |
LOTUS | DOI:10.1016/0378-1097(91)90494-U |
| Streptomyces arenae NCBITaxon:29301 |
LOTUS | DOI:10.1128/JB.171.12.6696-6702.1989 |
| Streptomyces arenae NCBITaxon:29301 |
LOTUS | DOI:10.7164/ANTIBIOTICS.39.266 |
Biosynthetic gene clusters 2
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000653 | Streptomyces arenae NCBITaxon:29301 |
CLUSTER_UNSTATED | genbank:HQ292065.1 |
| mibig:BGC0000678 | Streptomyces avermitilis MA-4680 = NBRC 14893 NCBITaxon:227882 |
CLUSTER_UNSTATED | genbank:BA000030.3 |
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:70816 (same structure, same inchikey)
Open questions 1
shared-structure — This structure is reported by more than one MIBiG entry: BGC0000653, BGC0000678. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000653 | MIBIG | 5 |
| BGC0000678 | MIBIG | 5 |
| CHEBI:70816 | CHEBI | 3-star |
This page is generated from data/natural_products/terpenoids/pentalenolactone.yaml, which is generated from the committed inventories. Neither is edited by hand.