lymphostin
CHEBI:157684 EXACT SEEDED
A member of the class of pyrroloquinolines that is pyrrolo[4,3,2-de]quinoline in which the hydrogens at positions 4, 6 and 8 are replaced by (1E)-1-methoxy-3-oxoprop-1-en-3-yl, acetylamino and amino groups, respectively. It is an alkaloid isolated from Streptomyces and Salinispora species, exhibits potent immunosuppressive activity, and inhibits Fyn and Lck protein kinases.
Structure
| Standard InChIKey | HQPIKMNKCMXJQC-ONEGZZNKSA-N |
|---|---|
| SMILES | CO\C=C\C(=O)C1=NC2=C3C(C=NC3=C(N)C=C2NC(C)=O)=C1 |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA09688 |
Filing pathway
Alkaloids — 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, pks, from MIBiG.
Producer organisms 2
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 |
|---|---|---|---|
| Salinispora tropica CNB-440 NCBITaxon:369723 |
BGC_CHARACTERIZED | mibig:BGC0001006 | PMID:17563368 |
| Salinispora arenicola CNS-205 NCBITaxon:391037 |
SOURCE_ASSERTION | mibig:BGC0001007 | PMID:19474814 |
Occurrences 6
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 |
|---|---|---|
| Salinispora tropica NCBITaxon:168695 |
LOTUS | DOI:10.1073/PNAS.0700962104 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.7164/ANTIBIOTICS.50.537 |
| Streptomyces sp. NCBITaxon:1931 |
CHEBI | PMID:9711243 |
| Salinispora pacifica NCBITaxon:351187 |
CHEBI | PMID:21815669 |
| Salinispora tropica CNB-440 NCBITaxon:369723 |
CHEBI | PMID:21815669 |
| Salinispora arenicola CNS-205 NCBITaxon:391037 |
CHEBI | PMID:21815669 |
Biosynthetic gene clusters 2
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0001006 | Salinispora tropica CNB-440 NCBITaxon:369723 |
CLUSTER_DEMONSTRATED | genbank:CP000667.1 |
| mibig:BGC0001007 | Salinispora arenicola CNS-205 NCBITaxon:391037 |
CLUSTER_UNSTATED | genbank:CP000850.1 |
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
shared-structure — This structure is reported by more than one MIBiG entry: BGC0001006, BGC0001007. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0001006 | MIBIG | 5 |
| BGC0001007 | MIBIG | 5 |
| CHEBI:157684 | CHEBI | 3-star |
This page is generated from data/natural_products/alkaloids/lymphostin.yaml, which is generated from the committed inventories. Neither is edited by hand.