soraphen A
CHEBI:9200 EXACT SEEDED enzyme inhibitor
A macrolide and an agent highly effective against plant-pathogenic fungi. It was extensively researched for agricultural use until it was discovered to be a teratogen.
Structure
| Standard InChIKey | WPMGNXPRKGXGBO-OFQQMTDKSA-N |
|---|---|
| SMILES | C[C@H]1/C=C/[C@H]([C@H](CCCC[C@H](OC(=O)[C@H]([C@@]2([C@@H]([C@H]([C@@H]([C@H]1O2)C)O)OC)O)C)C3=CC=CC=C3)OC)OC |
| Stereochemistry | fully defined |
| Cross-references | pubchem:5281897 |
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 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 |
|---|---|---|---|
| Sorangium cellulosum NCBITaxon:56 |
SOURCE_ASSERTION | mibig:BGC0000147 | PMID:12039053 |
Occurrences 6
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 |
|---|---|---|
| Sorangium cellulosum So ce56 NCBITaxon:448385 |
CHEBI | PMID:7916271 |
| Sorangium cellulosum NCBITaxon:56 |
LOTUS | DOI:10.1002/JLAC.1993199301161 |
| Sorangium cellulosum NCBITaxon:56 |
LOTUS | DOI:10.1016/S0378-1119(02)00396-7 |
| Sorangium cellulosum NCBITaxon:56 |
LOTUS | DOI:10.1016/S1389-1723(04)70202-9 |
| Sorangium cellulosum NCBITaxon:56 |
LOTUS | DOI:10.1039/A806112B |
| Sorangium cellulosum NCBITaxon:56 |
LOTUS | DOI:10.7164/ANTIBIOTICS.47.23 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000147 | Sorangium cellulosum NCBITaxon:56 |
CLUSTER_DEMONSTRATED | genbank:U24241.2 |
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.
Causal graph — bioactivity 2 nodes, 1 edges
Soraphen A binds the human acetyl-CoA carboxylase 2 biotin carboxylase domain captured in PDB 3JRX.
| Subject | Predicate | Object | Evidence |
|---|---|---|---|
| soraphen A | binds | human acetyl-CoA carboxylase 2 | DOI:10.1016/j.bbrc.2009.11.029 |
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Bioactivities 4
| Assay | Result | Reference |
|---|---|---|
| ACCase Enzymatic Assay from US Patent US11375716: "Acetyl-CoA carboxylase modulators" | IC50 0.0458 uM | pubchem.aid:1806637 |
| Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB | KD 0.0039 uM | pubchem.aid:977611 |
| Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB | KD 0.001 uM | PMID:19900410 |
| Experimentally measured binding affinity data derived from PDB | ACTIVE | pubchem.aid:1811 |
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000147 | MIBIG | 5 |
| CHEBI:9200 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/soraphen-a.yaml, which is generated from the committed inventories. Neither is edited by hand.