amphotericin B
naturalproductmech:mibig-b80aecf6de MINTED SEEDED antiviralcytotoxic
Structure
| Standard InChIKey | APKFDSVGJQXUKY-UPWJBAEMSA-N |
|---|---|
| SMILES | C[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@@H](C[C@H]2[C@@H]([C@H](C[C@](O2)(C[C@H](C[C@H]([C@@H](CC[C@H](C[C@H](CC(=O)O[C@H]([C@@H]([C@@H]1O)C)C)O)O)O)O)O)O)O)C(=O)O)OC3C(C(C(C(O3)C)O)N)O |
| Stereochemistry | undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers |
| Cross-references | pubchem:5386092 |
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 other, 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 nodosus NCBITaxon:40318 |
SOURCE_ASSERTION | mibig:BGC0000016 | PMID:15563836 |
Occurrences 0
None cited.
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000016 | Streptomyces nodosus NCBITaxon:40318 |
CLUSTER_UNSTATED | genbank:AY636001.1 |
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 18
| Assay | Result | Reference |
|---|---|---|
| MDR-1 | ACTIVE | pubchem.aid:377 |
| NCI AIDS Antiviral Assay | ACTIVE | pubchem.aid:179 |
| NCI Yeast Anticancer Drug Screen. Data for the CLN2oe strain | ACTIVE | pubchem.aid:163 |
| NCI Yeast Anticancer Drug Screen. Data for the bub3 strain | ACTIVE | pubchem.aid:167 |
| NCI Yeast Anticancer Drug Screen. Data for the cln2 rad14 strain | ACTIVE | pubchem.aid:165 |
| NCI Yeast Anticancer Drug Screen. Data for the mec2-1 strain | ACTIVE | pubchem.aid:157 |
| NCI Yeast Anticancer Drug Screen. Data for the mgt1 strain | ACTIVE | pubchem.aid:153 |
| NCI Yeast Anticancer Drug Screen. Data for the mlh1 rad18 strain | ACTIVE | pubchem.aid:175 |
| NCI Yeast Anticancer Drug Screen. Data for the mlh1 strain | ACTIVE | pubchem.aid:171 |
| NCI Yeast Anticancer Drug Screen. Data for the rad14 strain | ACTIVE | pubchem.aid:159 |
| NCI Yeast Anticancer Drug Screen. Data for the rad18 strain | ACTIVE | pubchem.aid:177 |
| NCI Yeast Anticancer Drug Screen. Data for the rad50 strain | ACTIVE | pubchem.aid:155 |
| NCI Yeast Anticancer Drug Screen. Data for the rad50EPP+ strain | ACTIVE | pubchem.aid:151 |
| NCI Yeast Anticancer Drug Screen. Data for the rad52 strain | ACTIVE | pubchem.aid:147 |
| NCI Yeast Anticancer Drug Screen. Data for the sgs1 mgt1 strain | ACTIVE | pubchem.aid:161 |
| NCI Yeast Anticancer Drug Screen. Data for the sgs1 strain | ACTIVE | pubchem.aid:173 |
| NCI Yeast Anticancer Drug Screen. Data for the wt1 strain | ACTIVE | pubchem.aid:149 |
| NCI Yeast Anticancer Drug Screen. Data for the wt2 strain | ACTIVE | pubchem.aid:169 |
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000016 | MIBIG | 4 |
This page is generated from data/natural_products/polyketides/amphotericin-b.yaml, which is generated from the committed inventories. Neither is edited by hand.