harziphilone
CHEBI:66006 EXACT SEEDED antiviral
A member of the class of isochromanes that is 1,5,6,7-tetrahydro-8H-isochromen-8-one substituted by hydroxy groups at positions 6 and 7, a methyl group at position 7 and a penta-1,3-dien-1-yl moiety at position 3. Isolated from the fermentation broth of Trichoderma harzianum, it exhibits anti-HIV activity.
Structure
| Standard InChIKey | GFTDIFRKHSPLIX-VNLWOOSYSA-N |
|---|---|
| SMILES | C/C=C/C=C/C1=CC2=C(CO1)C(=O)[C@]([C@@H](C2)O)(C)O |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA007394, pubchem:6451027 |
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 |
|---|---|---|---|
| Trichoderma guizhouense NCBITaxon:1491466 |
SOURCE_ASSERTION | mibig:BGC0002206 | PMID:32985773 |
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 |
|---|---|---|
| Trichoderma harzianum NCBITaxon:5544 |
LOTUS | DOI:10.7164/ANTIBIOTICS.49.990 |
| Trichoderma harzianum NCBITaxon:5544 |
CHEBI | PMID:8968392 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0002206 | Trichoderma guizhouense NCBITaxon:1491466 |
CLUSTER_UNSTATED | genbank:LVVK01000021.1 |
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.
Elsewhere in the fleet
- AntibioticMech — CHEBI:66006 (same structure, same inchikey)
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0002206 | MIBIG | 2 |
| CHEBI:66006 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/harziphilone.yaml, which is generated from the committed inventories. Neither is edited by hand.