linaclotide

CHEBI:68551 EXACT SEEDED

What these status tags mean

Curation status describes a workflow state. SEEDED means the record entered through the source-seeding workflow; it does not imply that no later curation occurred. PROPOSED marks an addition awaiting review; REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record. These are workflow decisions, not independently verified human review. Agent-assisted contributions may appear in the record history.

Grounding describes the identifier mapping: EXACT uses an ontology identity asserted by the source; MINTED keeps a local identifier when no defensible ontology identity is available; REVIEW_NEEDED flags an exact structure whose ontology identity needs adjudication. The grounding note retains any unresolved alternatives. These tags do not establish the strength of producer or activity evidence.

A fourteen-membered heterodetic cyclic peptide consisting of Cys, Cys, Glu, Tyr, Cys, Cys, Asn, Pro, Ala, Cys, Thr, Gly, Cys and Tyr residues joined in sequence and cyclised by three disulfide bonds: between Cys1 and Cys6, between Cys2 and Cys10, and between Cys5 and Cys13. Used for treatment of irritable bowel syndrome accompanied by constipation.

Structure

Standard InChIKey	KXGCNMMJRFDFNR-WDRJZQOASA-N
SMILES	C[C@H]1C(=O)N[C@H]2CSSC[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSC[C@H](NC(=O)CNC(=O)[C@@H](NC2=O)[C@@H](C)O)C(=O)N[C@@H](CC4=CC=C(C=C4)O)C(=O)O)C(=O)N[C@@H](CSSC[C@@H](C(=O)N3)N)C(=O)N[C@H](C(=O)N5CCC[C@H]5C(=O)N1)CC(=O)N)CC6=CC=C(C=C6)O)CCC(=O)O
Stereochemistry	fully defined
Cross-references	pubchem:16158208

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 ribosomal, 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
Escherichia coli NCBITaxon:562	SOURCE_ASSERTION	mibig:BGC0000621	PMID:2643580

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.

Taxon	Source	Reference
Escherichia coli NCBITaxon:562	LOTUS	DOI:10.1128/IAI.57.2.645-648.1989

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0000621	Escherichia coli NCBITaxon:562	CLUSTER_UNSTATED	genbank:M18346.1

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.

Mechanism & Biosynthesis Overview

Bioactivities 5

Entries preserve source qualifiers, targets and evidence. Repeated assay names or values are not independent replications; inspect source detail for differences.

Assay	Result	Target enzyme	Source detail
Primary qHTS for inhibitors of NSP2Pro chikungunya virus (CHIKV)	OTHER 3.0458 uM; INACTIVE	UniProtKB:Q8JUX6	pubchem.aid:1964107 assay Primary qHTS for inhibitors of NSP2Pro chikungunya virus (CHIKV) evidence reference pubchem.aid:1964107 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1964107, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call INACTIVE measurement type OTHER value 3.0458 units uM target enzyme UniProtKB:Q8JUX6
Primary qHTS for inhibitors of SARS-S pseudo-typed particle cell entry	OTHER 19.9526 uM; NOT_DETERMINED	UniProtKB:P59594	pubchem.aid:1479145 assay Primary qHTS for inhibitors of SARS-S pseudo-typed particle cell entry evidence reference pubchem.aid:1479145 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1479145, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. call NOT_DETERMINED measurement type OTHER value 19.9526 units uM target enzyme UniProtKB:P59594
Human Guanylyl cyclase-C (Receptor Guanylyl Cyclase (RGC) family)	ACTIVE	Not recorded	PMID:17694454 assay Human Guanylyl cyclase-C (Receptor Guanylyl Cyclase (RGC) family) evidence reference PMID:17694454 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1345486, deposited by IUPHAR-DB; assay type Other. Target accession NP_004954 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE
Human Guanylyl cyclase-C (Receptor Guanylyl Cyclase (RGC) family)	ACTIVE	Not recorded	PMID:20863829 assay Human Guanylyl cyclase-C (Receptor Guanylyl Cyclase (RGC) family) evidence reference PMID:20863829 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1345486, deposited by IUPHAR-DB; assay type Other. Target accession NP_004954 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE
Rat Guanylyl cyclase-C (Receptor Guanylyl Cyclase (RGC) family)	ACTIVE	Not recorded	PMID:20863829 assay Rat Guanylyl cyclase-C (Receptor Guanylyl Cyclase (RGC) family) evidence reference PMID:20863829 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1345496, deposited by IUPHAR-DB; assay type Other. Target accession NP_037302 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE

Explore across X-Mech

AntibioticMech (linaclotide) ↗ MediaIngredientMech (CHEBI:68551) ↗ TaxonMech: Escherichia coli (NCBITaxon:562) ↗ PathwayMech (mibig:BGC0000621) ↗

Provenance

Source concept	Source	Version
BGC0000621	MIBIG	3
CHEBI:68551	CHEBI	3-star

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