NaturalProductMech

asperphenamate

CHEBI:145105 EXACT SEEDED

A carboxylic ester resulting from the formal condensation of the carboxy group of N-benzoyl-L-phenylalanine with the hydroxy group of N-benzoyl-L-phenylalaninol. A metabolite found in several Pencillium and Aspergillus species, as well as in plants as a product of endophytic fungi.

Structure

Standard InChIKeyCVULDJMCSSACEO-VMPREFPWSA-N
SMILESC1=CC=C(C=C1)C[C@@H](COC(=O)[C@H](CC2=CC=CC=C2)NC(=O)C3=CC=CC=C3)NC(=O)C4=CC=CC=C4
Stereochemistryfully defined

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 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.

TaxonBasisClusterEvidence
Aspergillus terreus NIH2624
NCBITaxon:341663
SOURCE_ASSERTION mibig:BGC0001517 DOI:10.1016/j.taap.2012.05.018

Occurrences 18

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.

TaxonSourceReference
Penicillium spathulatum
NCBITaxon:1263194
LOTUS DOI:10.1055/S-0042-111393
Penicillium spathulatum
NCBITaxon:1263194
LOTUS DOI:10.1055/S-0042-111394
Penicillium spathulatum
NCBITaxon:1263194
CHEBI PMID:27399232
Melastoma malabathricum
NCBITaxon:128733
LOTUS DOI:10.1007/S11418-010-0431-8
Croton hieronymi
NCBITaxon:2896018
LOTUS DOI:10.1016/S0031-9422(03)00202-4
Ficus mucuso
NCBITaxon:309328
CHEBI PMID:21139276
Anaphalis subumbellata
NCBITaxon:3749087
LOTUS DOI:10.1021/NP50025A017
Sapium rigidifolium
NCBITaxon:3877711
LOTUS DOI:10.1016/0031-9422(93)85112-5
Piptadenia gonoacantha
NCBITaxon:397634
CHEBI PMID:21562684
Aspergillus flavipes
NCBITaxon:41900
LOTUS DOI:10.1016/0014-5793(68)80090-0
Aspergillus flavipes
NCBITaxon:41900
CHEBI PMID:875642
Leucas aspera
NCBITaxon:483811
LOTUS DOI:10.1021/NP058118M
Penicillium brevicompactum
NCBITaxon:5074
LOTUS DOI:10.1016/0031-9422(82)85217-5
Penicillium brevicompactum
NCBITaxon:5074
CHEBI PMID:16345939
Penicillium megasporum
NCBITaxon:69778
LOTUS DOI:10.1016/0031-9422(89)80145-1
Artemisia anomala
NCBITaxon:714449
LOTUS DOI:10.1016/S0031-9422(00)83589-X
Grangea maderaspatana
NCBITaxon:72940
LOTUS DOI:10.1016/S0031-9422(99)00388-X
Begonia nantoensis
NCBITaxon:78253
LOTUS DOI:10.1002/CHIN.200434239

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0001517 Aspergillus terreus NIH2624
NCBITaxon:341663
CLUSTER_UNSTATED genbank:NT_165937.1

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.

Provenance

Source conceptSourceVersion
BGC0001517MIBIG3
CHEBI:145105CHEBI3-star

This page is generated from data/natural_products/unclassified/asperphenamate.yaml, which is generated from the committed inventories. Neither is edited by hand.