tyrvalin
CHEBI:167319 EXACT SEEDED
A member of the class of pyrazinones that is pyrazin-2(1H)-one substituted by an isopropyl and (4-hydroxyphenyl)methyl groups at positions 3 and 6, respectively. It is a natural product found in Staphylococcus aureus.
Structure
| Standard InChIKey | OVNQNQOVBVQZCE-UHFFFAOYSA-N |
|---|---|
| SMILES | OC1=CC=C(CC(N2)=CN=C(C(C)C)C2=O)C=C1 |
| Stereochemistry | fully defined |
| Cross-references | pubchem:49838500 |
Filing pathway
Unclassified — 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 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 |
|---|---|---|---|
| Streptococcus mutans NCBITaxon:1309 |
BGC_CHARACTERIZED | mibig:BGC0002287 | PMID:31413323 |
| Staphylococcus aureus subsp. aureus str. JKD6008 NCBITaxon:546342 |
SOURCE_ASSERTION | mibig:BGC0000308 | PMID:23302043 |
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 |
|---|---|---|
| Staphylococcus aureus NCBITaxon:1280 |
LOTUS | DOI:10.1126/SCIENCE.1188888 |
| Staphylococcus aureus NCBITaxon:1280 |
CHEBI | PMID:20851341 |
Biosynthetic gene clusters 2
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0002287 | Streptococcus mutans NCBITaxon:1309 |
CLUSTER_DEMONSTRATED | genbank:MK144293.1 |
| mibig:BGC0000308 | Staphylococcus aureus subsp. aureus str. JKD6008 NCBITaxon:546342 |
CLUSTER_UNSTATED | genbank:CP002120.1 |
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.
Open questions 2
name-disagreement — ChEBI calls this structure 'tyrvalin' and MIBiG calls it 'aureusimine A'. They share a Standard InChIKey, so if the names denote different compounds then one upstream record has the wrong structure. Check which.
shared-structure — This structure is reported by more than one MIBiG entry: BGC0000308, BGC0002287. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0002287 | MIBIG | 2 |
| BGC0000308 | MIBIG | 5 |
| CHEBI:167319 | CHEBI | 3-star |
This page is generated from data/natural_products/unclassified/tyrvalin.yaml, which is generated from the committed inventories. Neither is edited by hand.