cystothiazole A
CHEBI:65716 EXACT SEEDED antifungalcytotoxic
An organonitrogen heterocyclic antibiotic that is 2,4'-bi-1,3-thiazole substituted by an isopropyl group at position 2' and a 3,5,7-trimethoxy-4-methyl-7-oxohepta-1,5-dien-1-yl group at position 4 (the 2E,4R,5S,6E stereoisomer). It is isolated from the culture broth of myxobacterium, Cystobacter fuscus, and exhibits antifungal and cytotoxic activity.
Structure
| Standard InChIKey | LRTJMINIVSPVMX-ZVJWTWILSA-N |
|---|---|
| SMILES | CO[C@@H](\C=C\C1=CSC(=N1)C1=CSC(=N1)C(C)C)[C@@H](C)C(\OC)=C/C(=O)OC |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA07000, pubchem:5470965 |
Filing pathway
Unclassified — 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 nrps, 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 |
|---|---|---|---|
| Cystobacter fuscus NCBITaxon:43 |
SOURCE_ASSERTION | mibig:BGC0000982 | PMID:16041144 |
Occurrences 5
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 |
|---|---|---|
| Cystobacter fuscus NCBITaxon:43 |
LOTUS | DOI:10.1016/S0040-4020(98)00694-2 |
| Cystobacter fuscus NCBITaxon:43 |
LOTUS | DOI:10.1271/BBB.68.390 |
| Cystobacter fuscus NCBITaxon:43 |
LOTUS | DOI:10.1271/BBB.69.1372 |
| Cystobacter fuscus NCBITaxon:43 |
LOTUS | DOI:10.7164/ANTIBIOTICS.51.275 |
| Cystobacter fuscus NCBITaxon:43 |
CHEBI | PMID:9589062 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000982 | Cystobacter fuscus NCBITaxon:43 |
CLUSTER_UNSTATED | genbank:AY834753.1 |
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.
Bioactivities 19
| Assay | Result | Reference |
|---|---|---|
| NCI human tumor cell line growth inhibition assay. Data for the A549/ATCC Non-Small Cell Lung cell line | ACTIVE | pubchem.aid:19 |
| NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell line | ACTIVE | pubchem.aid:139 |
| NCI human tumor cell line growth inhibition assay. Data for the HCT-116 Colon cell line | ACTIVE | pubchem.aid:79 |
| NCI human tumor cell line growth inhibition assay. Data for the HCT-15 Colon cell line | ACTIVE | pubchem.aid:71 |
| NCI human tumor cell line growth inhibition assay. Data for the HT29 Colon cell line | ACTIVE | pubchem.aid:65 |
| NCI human tumor cell line growth inhibition assay. Data for the IGROV1 Ovarian cell line | ACTIVE | pubchem.aid:101 |
| NCI human tumor cell line growth inhibition assay. Data for the LOX IMVI Melanoma cell line | ACTIVE | pubchem.aid:23 |
| NCI human tumor cell line growth inhibition assay. Data for the MCF7 Breast cell line | ACTIVE | pubchem.aid:83 |
| NCI human tumor cell line growth inhibition assay. Data for the MOLT-4 Leukemia cell line | ACTIVE | pubchem.aid:123 |
| NCI human tumor cell line growth inhibition assay. Data for the NCI-H460 Non-Small Cell Lung cell line | ACTIVE | pubchem.aid:7 |
| NCI human tumor cell line growth inhibition assay. Data for the OVCAR-3 Ovarian cell line | ACTIVE | pubchem.aid:99 |
| NCI human tumor cell line growth inhibition assay. Data for the OVCAR-4 Ovarian cell line | ACTIVE | pubchem.aid:105 |
| NCI human tumor cell line growth inhibition assay. Data for the PC-3 Prostate cell line | ACTIVE | pubchem.aid:41 |
| NCI human tumor cell line growth inhibition assay. Data for the RPMI-8226 Leukemia cell line | ACTIVE | pubchem.aid:113 |
| NCI human tumor cell line growth inhibition assay. Data for the SF-295 Central Nervous System cell line | ACTIVE | pubchem.aid:47 |
| NCI human tumor cell line growth inhibition assay. Data for the SK-MEL-5 Melanoma cell line | ACTIVE | pubchem.aid:37 |
| NCI human tumor cell line growth inhibition assay. Data for the SR Leukemia cell line | ACTIVE | pubchem.aid:115 |
| NCI human tumor cell line growth inhibition assay. Data for the U251 Central Nervous System cell line | ACTIVE | pubchem.aid:59 |
| NCI human tumor cell line growth inhibition assay. Data for the UACC-62 Melanoma cell line | ACTIVE | pubchem.aid:31 |
Elsewhere in the fleet
- AntibioticMech — CHEBI:65716 (same structure, same inchikey)
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000982 | MIBIG | 5 |
| CHEBI:65716 | CHEBI | 3-star |
This page is generated from data/natural_products/unclassified/cystothiazole-a.yaml, which is generated from the committed inventories. Neither is edited by hand.