tyrocidine A
CHEBI:29701 EXACT SEEDED antibacterial
A homodetic cyclic decapeptide consisting of D-Phe, L-Pro, L-Phe, D-Phe, L-Asn, L-Gln, L-Tyr, L-Val, L-Orn, and L-Leu residues coupled in sequence and cyclised head-to-tail.
Structure
| Standard InChIKey | GSXRBRIWJGAPDU-BBVRJQLQSA-N |
|---|---|
| SMILES | CC(C)C[C@H]1C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CCCN)C(C)C)CC3=CC=C(C=C3)O)CCC(=O)N)CC(=O)N)CC4=CC=CC=C4)CC5=CC=CC=C5)CC6=CC=CC=C6 |
| Stereochemistry | fully defined |
| Cross-references | pubchem:16129635 |
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, 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 |
|---|---|---|---|
| Brevibacillus brevis NBRC 100599 NCBITaxon:358681 |
SOURCE_ASSERTION | mibig:BGC0000452 | PMID:29594558 |
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 |
|---|---|---|
| Brevibacillus brevis NCBITaxon:1393 |
LOTUS | DOI:10.1007/S11274-018-2437-4 |
| Brevibacillus brevis NCBITaxon:1393 |
LOTUS | DOI:10.1021/JA01632A015 |
| Brevibacillus brevis NCBITaxon:1393 |
CHEBI | PMID:4320358 |
| Phalces brevis NCBITaxon:2815668 |
LOTUS | DOI:10.1021/JA01632A015 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000452 | Brevibacillus brevis NBRC 100599 NCBITaxon:358681 |
CLUSTER_UNSTATED | genbank:AP008955.1 |
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 1
| Assay | Result | Reference |
|---|---|---|
| USP28 deubiquitinase inhibition: Primary qHTS | ACTIVE | pubchem.aid:1645857 |
Elsewhere in the fleet
- AntibioticMech — CHEBI:29701 (same structure, same inchikey)
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000452 | MIBIG | 5 |
| CHEBI:29701 | CHEBI | 3-star |
This page is generated from data/natural_products/amino_acids_and_peptides/tyrocidine-a.yaml, which is generated from the committed inventories. Neither is edited by hand.