NaturalProductMech

N-[(5S)-5-ammonio-5-carboxylatopentanoyl]-L-cysteinyl-D-valinate

CHEBI:58572 EXACT SEEDED

Conjugate base of N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine.

Structure

Standard InChIKeyBYEIJZFKOAXBBV-ATZCPNFKSA-M
SMILESCC(C)[C@@H](NC(=O)[C@H](CS)NC(=O)CCC[C@H]([NH3+])C([O-])=O)C([O-])=O
Stereochemistryfully defined

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
Penicillium chrysogenum
NCBITaxon:5076
SOURCE_ASSERTION mibig:BGC0000405 PMID:1368505

Occurrences 0

None cited.

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0000405 Penicillium chrysogenum
NCBITaxon:5076
CLUSTER_DEMONSTRATED genbank:EF601124.1

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 'N-[(5S)-5-ammonio-5-carboxylatopentanoyl]-L-cysteinyl-D-valinate' and MIBiG calls it 'δ-(L-α-aminoadipyl)-L-cysteine-D-valine'. 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
BGC0000405MIBIG5
CHEBI:58572CHEBI3-star

This page is generated from data/natural_products/amino_acids_and_peptides/n-5s-5-ammonio-5-carboxylatopentanoyl-l-cysteinyl-d-valinate.yaml, which is generated from the committed inventories. Neither is edited by hand.