NaturalProductMech

HC toxin

CHEBI:48028 EXACT SEEDED

A homodetic cyclic tetrapeptide made up from L-alanyl, D-alanyl, L-prolyl and 2-amino-8-oxo-9,10-epoxydecanoyl residues.

Structure

Standard InChIKeyGNYCTMYOHGBSBI-KVUCBBCISA-N
SMILESC[C@@H]1C(=O)N[C@H](C(=O)N2CCC[C@@H]2C(=O)N[C@H](C(=O)N1)C)CCCCCC(=O)C3CO3
Stereochemistry undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers
Cross-referencespubchem:107864

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.

TaxonBasisClusterEvidence
Alternaria jesenskae
NCBITaxon:378183
SOURCE_ASSERTION mibig:BGC0001166 PMID:23865912

Occurrences 1

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
Alternaria jesenskae
NCBITaxon:378183
LOTUS DOI:10.1186/1471-2180-13-165

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0001166 Alternaria jesenskae
NCBITaxon:378183
CLUSTER_UNSTATED genbank:KC862269.1

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 1

name-disagreement — ChEBI calls this structure 'HC toxin' and MIBiG calls it 'HC-toxin'. They share a Standard InChIKey, so if the names denote different compounds then one upstream record has the wrong structure. Check which.

Provenance

Source conceptSourceVersion
BGC0001166MIBIG5
CHEBI:48028CHEBI3-star

This page is generated from data/natural_products/amino_acids_and_peptides/hc-toxin.yaml, which is generated from the committed inventories. Neither is edited by hand.