sanglifehrin A
naturalproductmech:mibig-472be7e9b4 MINTED SEEDED enzyme inhibitor
Structure
| Standard InChIKey | ONJZYZYZIKTIEG-CFBQITSMSA-N |
|---|---|
| SMILES | CC[C@H]1C[C@H](C)[C@@]2(NC1=O)O[C@@H](C[C@H](O)[C@@H](C)CC\C=C\C=C(/C)[C@@H]1C\C=C\C=C\[C@H](O)[C@H](C)[C@@H](O)[C@@H](CCC(C)=O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC3=CC(O)=CC=C3)C(=O)N3CCC[C@H](N3)C(=O)O1)[C@H](C)[C@H](O)[C@@H]2C |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA014131, pubchem:5388925 |
Filing pathway
Amino acids and peptides — 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 |
|---|---|---|---|
| Streptomyces flaveolus NCBITaxon:67297 |
SOURCE_ASSERTION | mibig:BGC0001042 | PMID:21416665 |
Occurrences 2
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:10.7164/ANTIBIOTICS.52.466 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.7164/ANTIBIOTICS.52.474 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0001042 | Streptomyces flaveolus NCBITaxon:67297 |
CLUSTER_UNSTATED | genbank:FJ809786.1 |
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.
Causal graph — bioactivity 2 nodes, 1 edges
Sanglifehrin A binds human cyclophilin A in the PDB 1YND co-crystal structure.
| Subject | Predicate | Object | Evidence |
|---|---|---|---|
| sanglifehrin A | binds | human cyclophilin A | DOI:10.1074/jbc.M501623200 |
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Bioactivities 2
| Assay | Result | Reference |
|---|---|---|
| Experimentally measured binding affinity data (IC50) for protein-ligand complexes derived from PDB | IC50 0.0036 uM | PMID:15772070 |
| Experimentally measured binding affinity data derived from PDB | ACTIVE | PMID:15772070 |
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0001042 | MIBIG | 5 |
This page is generated from data/natural_products/amino_acids_and_peptides/sanglifehrin-a.yaml, which is generated from the committed inventories. Neither is edited by hand.