NaturalProductMech

GPL-21

CHEBI:59646 EXACT SEEDED

A glycopeptidolipid antigen from clinically prominent members of the Mycobacterium avium serocomplex

Structure

Standard InChIKeyORFKHCALHZTTTL-LRUVWLFWSA-N
SMILESCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(CC(=O)N[C@H](CC1=CC=CC=C1)C(=O)N[C@H]([C@@H](C)OC2[C@@H]([C@@H]([C@@H]([C@@H](O2)C)O)O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O[C@H]4[C@@H]([C@H]([C@H]5[C@H](O4)CO[C@](O5)(C)C(=O)O)OC)O)O)C(=O)N[C@H](C)C(=O)N[C@@H](C)COC6[C@@H]([C@@H]([C@H]([C@@H](O6)C)OC)OC)O)O.O
Stereochemistry undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers
Cross-referencespubchem:46224591

Filing pathway

Fatty acids — 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
Mycobacterium avium
NCBITaxon:1764
SOURCE_ASSERTION mibig:BGC0000362 PMID:14523113

Occurrences 0

None cited.

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0000362 Mycobacterium avium
NCBITaxon:1764
CLUSTER_UNSTATED genbank:AF143772.2

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 'GPL-21' and MIBiG calls it 'glycopeptidolipid'. 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
BGC0000362MIBIG5
CHEBI:59646CHEBI3-star

This page is generated from data/natural_products/fatty_acids/gpl-21.yaml, which is generated from the committed inventories. Neither is edited by hand.