cycloheximide
naturalproductmech:mibig-ab5ddd856a MINTED SEEDED cytotoxicenzyme inhibitor
Structure
| Standard InChIKey | YPHMISFOHDHNIV-GAIPPQHRSA-N |
|---|---|
| SMILES | [H][C@@](O)(CC1CC(=O)NC(=O)C1)[C@@]1([H])C[C@@H](C)C[C@H](C)C1=O |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA012393, pubchem:6197 |
Filing pathway
Alkaloids — 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 sp. YIM 56141 NCBITaxon:1211968 |
BGC_CHARACTERIZED | mibig:BGC0000175 | PMID:24815182 |
Occurrences 3
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:10.1021/NP900163F |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.1021/OL501179W |
| Streptomyces griseus NCBITaxon:1911 |
LOTUS | DOI:10.1126/SCIENCE.108.2808.437-A |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000175 | Streptomyces sp. YIM 56141 NCBITaxon:1211968 |
CLUSTER_DEMONSTRATED | genbank:JX014302.1 |
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 25
| Assay | Result | Reference |
|---|---|---|
| 7124-01: Inhibition of CD40 signaling in B cell lineage | EC50 0.393 uM | pubchem.aid:1259332 |
| 7124-02: inhibition of TNFa signaling in B cell lineage, counterscreen | EC50 0.199 uM | pubchem.aid:1259334 |
| 7124-04: Celltiter Glo, Cytotoxicity assay | EC50 20 uM | pubchem.aid:1259333 |
| A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HEK293 cells - 40 hour | 19.4938 uM | pubchem.aid:1224871 |
| A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HEK293 cells - 40 hour | 3.0107 uM | pubchem.aid:1224871 |
| A High-Content qHTS Against Drug Library for the Identification of Small Molecules that Inhibit DYT1 Early Onset Primary Dystonia-Associated Cell Pathology | 7.0795 uM | pubchem.aid:1645839 |
| A High-Content qHTS Against Drug Library for the Identification of Small Molecules that Inhibit DYT1 Early Onset Primary Dystonia-Associated Cell Pathology | 7.0795 uM | pubchem.aid:1645839 |
| A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. | 0.4611 uM | pubchem.aid:624296 |
| Anti-Malarial Hsp90 Inhibitors Measured in Microorganism System Using Plate Reader - 2121-01_Inhibitor_Dose_CherryPick_Activity | EC50 0.195 uM | pubchem.aid:540268 |
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: AML-191 cell line | 0.7422 uM | pubchem.aid:2202236 |
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: AML-194 cell line | 0.8327 uM | pubchem.aid:2202237 |
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: HNT-34 cell line | 0.2633 uM | pubchem.aid:2202234 |
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: MV-4-11 cell line | 0.5254 uM | pubchem.aid:2202233 |
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: OCI-AML3 cell line | 1.6616 uM | pubchem.aid:2202232 |
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: SET-2 cell line | 0.2955 uM | pubchem.aid:2202231 |
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: UCSD-AML1 cell line | 0.2633 uM | pubchem.aid:2202235 |
| CMV-Luciferase Counterscreen for Inhibitors of ATXN expression | 2.8184 uM | PMID:35787375 |
| CMV-Luciferase Counterscreen for Inhibitors of ATXN expression | 2.8184 uM | PMID:35787375 |
| Caspase-3/7 induction in CHO-K1 cells by small molecules, qHTS cell viability counter screen | 0.0242 uM | pubchem.aid:1346979 |
| Caspase-3/7 induction in CHO-K1 cells by small molecules, qHTS cell viability counter screen | 0.0686 uM | pubchem.aid:1346979 |
| Caspase-3/7 induction in CHO-K1 cells by small molecules, qHTS cell viability counter screen | 0.1883 uM | pubchem.aid:1346979 |
| Caspase-3/7 induction in HepG2 cells by small molecules, qHTS cell viability counter screen | 0.1212 uM | pubchem.aid:1346981 |
| Caspase-3/7 induction in HepG2 cells by small molecules, qHTS cell viability counter screen | 1.7229 uM | pubchem.aid:1346981 |
| Caspase-3/7 induction in HepG2 cells by small molecules, qHTS cell viability counter screen | 0.7498 uM | pubchem.aid:1346981 |
| Cell Viability - LYMP1-002 - Assay at 16 hr | 1.2589 uM | pubchem.aid:948 |
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000175 | MIBIG | 5 |
This page is generated from data/natural_products/alkaloids/cycloheximide.yaml, which is generated from the committed inventories. Neither is edited by hand.