trinactin
naturalproductmech:mibig-b9a7d2946a MINTED SEEDED cytotoxicenzyme inhibitor
Structure
| Standard InChIKey | DFQMKYUSAALDDY-MQEBUAKTSA-N |
|---|---|
| SMILES | CC[C@@H]1C[C@H]2CC[C@H](O2)[C@@H](C(=O)O[C@H](C[C@@H]3CC[C@@H](O3)[C@H](C(=O)O[C@@H](C[C@H]4CC[C@H](O4)[C@@H](C(=O)O[C@H](C[C@@H]5CC[C@@H](O5)[C@H](C(=O)O1)C)CC)C)CC)C)C)C |
| Stereochemistry | fully defined |
| Cross-references | pubchem:169021 |
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 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 griseus subsp. griseus NCBITaxon:67263 |
SOURCE_ASSERTION | mibig:BGC0000243 | PMID:10858335 |
| Streptomyces griseus subsp. griseus NCBITaxon:67263 |
SOURCE_ASSERTION | mibig:BGC0000244 | PMID:10858335 |
Occurrences 4
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:10.1002/HLCA.19620450227 |
| Streptomyces globisporus NCBITaxon:1908 |
LOTUS | DOI:10.1007/BF02884062 |
| Streptomyces griseus NCBITaxon:1911 |
LOTUS | DOI:10.1039/P19880001719 |
| Streptomyces araujoniae NCBITaxon:544311 |
LOTUS | DOI:10.1094/PHYTO-11-13-0327-R |
Biosynthetic gene clusters 2
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000243 | Streptomyces griseus subsp. griseus NCBITaxon:67263 |
CLUSTER_UNSTATED | genbank:AF263011.1 |
| mibig:BGC0000244 | Streptomyces griseus subsp. griseus NCBITaxon:67263 |
CLUSTER_UNSTATED | genbank:AF263012.1 |
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 |
|---|---|---|
| Constitutive androstane receptor (CAR) small molecule agonists, cell-based qHTS assay in HepG2 cells | 4.8517 uM | pubchem.aid:2202728 |
| Constitutive androstane receptor (CAR) small molecule agonists, cell-based qHTS assay in HepG2 cells | 4.8517 uM | pubchem.aid:2202728 |
| GF-AFC viability counterscreen for inhibitors of alpha-synuclein gene (SNCA) expression | 0.0063 uM | pubchem.aid:1671193 |
| P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen | 0.9677 uM | PMID:31515284 |
| Primary fluorescence-based thiol-reactive (MSTI) qHTS assay for identification of artifact compounds. | 8.899 uM | pubchem.aid:1845221 |
| Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an RCH-ACV wild type WT cells (2C) | 0.0136 uM | pubchem.aid:1645877 |
| Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an RCH-ACV wild type WT cells (2C) | 0.0136 uM | pubchem.aid:1645877 |
| Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an isogenic RCH-ACV NSD2 p.E1099K mutant (9B) | 0.0108 uM | pubchem.aid:1645876 |
| Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an isogenic RCH-ACV NSD2 p.E1099K mutant (9B) | 0.0108 uM | pubchem.aid:1645876 |
| Primary qHTS to identify anti-liver cancer compounds using libraries of approved drugs and bioactive compounds | 0.2818 uM | pubchem.aid:2202548 |
| Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) drug resistant MV4-11 cells | 0.0137 uM | pubchem.aid:1963824 |
| Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) drug resistant MV4-11 cells | 0.0137 uM | pubchem.aid:1963824 |
| Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) naive MV4-11 cells | 0.0122 uM | pubchem.aid:1963823 |
| Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) naive MV4-11 cells | 0.0122 uM | pubchem.aid:1963823 |
| Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening | ACTIVE | PMID:31498718 |
| P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen | ACTIVE | PMID:31515284 |
| Primary qHTS to identify gynecologic anti-cancer compounds using libraries of approved drugs and bioactive compounds | ACTIVE | pubchem.aid:1345084 |
| Primary qHTS to identify gynecologic anti-cancer compounds using libraries of approved drugs and bioactive compounds | ACTIVE | pubchem.aid:1345084 |
| Primary qHTS to identify gynecologic anti-cancer compounds using libraries of approved drugs and bioactive compounds | ACTIVE | pubchem.aid:1345084 |
| Primary qHTS to identify gynecologic anti-cancer compounds using libraries of approved drugs and bioactive compounds | ACTIVE | pubchem.aid:1345084 |
| Primary qHTS to identify gynecologic anti-cancer compounds using libraries of approved drugs and bioactive compounds | ACTIVE | pubchem.aid:1345084 |
| Primary qHTS to identify gynecologic anti-cancer compounds using libraries of approved drugs and bioactive compounds | ACTIVE | pubchem.aid:1345084 |
| Primary qHTS to identify gynecologic anti-cancer compounds using libraries of approved drugs and bioactive compounds | ACTIVE | pubchem.aid:1345084 |
| Primary qHTS to identify gynecologic anti-cancer compounds using libraries of approved drugs and bioactive compounds | ACTIVE | pubchem.aid:1345084 |
| Primary qHTS to identify gynecologic anti-cancer compounds using libraries of approved drugs and bioactive compounds | ACTIVE | pubchem.aid:1345084 |
Open questions 1
shared-structure — This structure is reported by more than one MIBiG entry: BGC0000243, BGC0000244. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000243 | MIBIG | 4 |
| BGC0000244 | MIBIG | 4 |
This page is generated from data/natural_products/polyketides/trinactin.yaml, which is generated from the committed inventories. Neither is edited by hand.