naphthalene-1,3,6,8-tetrol
CHEBI:18365 EXACT SEEDED
A naphthalenetetrol that is naphthalene substituted by hydroxy groups at positions 1, 3, 6 and 8.
Structure
| Standard InChIKey | BCMKHWMDTMUUSI-UHFFFAOYSA-N |
|---|---|
| SMILES | C1=C2C=C(C=C(C2=C(C=C1O)O)O)O |
| Stereochemistry | fully defined |
| Cross-references | pubchem:440202 |
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 4
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 |
|---|---|---|---|
| Nodulisporium sp. ATCC74245 NCBITaxon:96454 |
SOURCE_ASSERTION | mibig:BGC0001257 | PMID:10628853 |
| Glarea lozoyensis NCBITaxon:101852 |
SOURCE_ASSERTION | mibig:BGC0001258 | PMID:12589439 |
| Daldinia eschscholzii IFB-TL01 NCBITaxon:1169046 |
SOURCE_ASSERTION | mibig:BGC0001906 | DOI:10.1039/c8sc03697g |
| Pyricularia oryzae 70-15 NCBITaxon:242507 |
SOURCE_ASSERTION | mibig:BGC0002154 | PMID:8905089 |
Occurrences 7
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 |
|---|---|---|
| Pyricularia oryzae NCBITaxon:1274781 |
LOTUS | DOI:10.1146/ANNUREV.MICRO.50.1.491 |
| Streptomyces griseus NCBITaxon:1911 |
LOTUS | DOI:10.1074/JBC.M110357200 |
| Hypoxylon NCBITaxon:42308 |
LOTUS | DOI:10.1007/S004380051133 |
| Aspergillus flavus NCBITaxon:5059 |
LOTUS | DOI:10.1271/BBB.63.820 |
| Aspergillus fumigatus NCBITaxon:746128 |
LOTUS | DOI:10.1080/13693780802307720 |
| Nodulisporium NCBITaxon:96453 |
LOTUS | DOI:10.1007/S004380051133 |
| Glarea lozoyensis NCBITaxon:101852 |
LOTUS | DOI:10.1007/S00438-002-0780-4 |
Biosynthetic gene clusters 4
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0001257 | Nodulisporium sp. ATCC74245 NCBITaxon:96454 |
CLUSTER_UNSTATED | genbank:AF151533.1 |
| mibig:BGC0001258 | Glarea lozoyensis NCBITaxon:101852 |
CLUSTER_UNSTATED | genbank:AF549411.1 |
| mibig:BGC0001906 | Daldinia eschscholzii IFB-TL01 NCBITaxon:1169046 |
CLUSTER_UNSTATED | genbank:KV884627.1 |
| mibig:BGC0002154 | Pyricularia oryzae 70-15 NCBITaxon:242507 |
CLUSTER_UNSTATED | genbank:CM001232.1 |
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 'naphthalene-1,3,6,8-tetrol' and MIBiG calls it '1,3,5,8-tetrahydroxynapthalene', '1,3,6,8-tetrahydroxynaphthalene'. 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: BGC0001257, BGC0001258, BGC0001906, BGC0002154. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0001257 | MIBIG | 3 |
| BGC0001258 | MIBIG | 3 |
| BGC0001906 | MIBIG | 2 |
| BGC0002154 | MIBIG | 2 |
| CHEBI:18365 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/naphthalene-1-3-6-8-tetrol.yaml, which is generated from the committed inventories. Neither is edited by hand.