framycetin
CHEBI:7508 EXACT SEEDED antibacterial
A tetracyclic antibacterial agent derived from neomycin, being a glycoside ester of neamine and neobiosamine B.
Structure
| Standard InChIKey | PGBHMTALBVVCIT-VCIWKGPPSA-N |
|---|---|
| SMILES | C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CN)O)O)N)O[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O[C@@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CN)O)O)N)O)O)N |
| Stereochemistry | fully defined |
| Cross-references | pubchem:8378 |
Filing pathway
Carbohydrates — 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 saccharide, 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 |
|---|---|---|---|
| Streptomyces fradiae NCBITaxon:1906 |
SOURCE_ASSERTION | mibig:BGC0000711 | PMID:15827636 |
Occurrences 18
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 |
|---|---|---|
| Streptomyces albus NCBITaxon:1888 |
LOTUS | DOI:10.1002/JOBM.3630170504 |
| Streptomyces rimosus NCBITaxon:1927 |
LOTUS | DOI:10.1016/0006-291X(84)91367-6 |
| Streptomyces fradiae NCBITaxon:1906 |
LOTUS | DOI:10.1007/S00253-018-09597-8 |
| Streptomyces fradiae NCBITaxon:1906 |
LOTUS | DOI:10.1007/S10059-009-0008-0 |
| Streptomyces fradiae NCBITaxon:1906 |
LOTUS | DOI:10.1007/S11427-017-9120-8 |
| Streptomyces fradiae NCBITaxon:1906 |
LOTUS | DOI:10.1007/S12223-011-0082-5 |
| Streptomyces fradiae NCBITaxon:1906 |
LOTUS | DOI:10.1016/J.JBIOTEC.2013.03.015 |
| Streptomyces fradiae NCBITaxon:1906 |
LOTUS | DOI:10.1016/S0021-9673(00)94512-6 |
| Streptomyces fradiae NCBITaxon:1906 |
LOTUS | DOI:10.1039/B501199J |
| Streptomyces fradiae NCBITaxon:1906 |
LOTUS | DOI:10.1039/C39870000012 |
| Streptomyces fradiae NCBITaxon:1906 |
LOTUS | DOI:10.1042/BJ1220397 |
| Streptomyces fradiae NCBITaxon:1906 |
LOTUS | DOI:10.1099/00221287-121-2-477 |
| Streptomyces fradiae NCBITaxon:1906 |
LOTUS | DOI:10.1128/AM.13.2.190-193.1965 |
| Streptomyces fradiae NCBITaxon:1906 |
LOTUS | DOI:10.1128/AM.15.4.744-749.1967 |
| Streptomyces fradiae NCBITaxon:1906 |
LOTUS | DOI:10.1155/2014/674286 |
| Streptomyces fradiae NCBITaxon:1906 |
LOTUS | DOI:10.3390/MD12042079 |
| Streptomyces fradiae NCBITaxon:1906 |
LOTUS | DOI:10.7164/ANTIBIOTICS.37.77 |
| Streptomyces fradiae NCBITaxon:1906 |
LOTUS | DOI:10.7164/ANTIBIOTICS.45.984 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000711 | Streptomyces fradiae NCBITaxon:1906 |
CLUSTER_UNSTATED | genbank:AJ843080.1 |
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.
Bioactivities 2
| Assay | Result | Reference |
|---|---|---|
| DSSTox (FDAMDD) FDA Maximum (Recommended) Daily Dose Database | ACTIVE | pubchem.aid:1195 |
| Rat CaS receptor (Calcium-sensing receptor) | ACTIVE | PMID:7816802 |
Elsewhere in the fleet
- AntibioticMech — CHEBI:7508 (same structure, same inchikey)
Open questions 1
name-disagreement — ChEBI calls this structure 'framycetin' and MIBiG calls it 'neomycin'. They share a Standard InChIKey, so if the names denote different compounds then one upstream record has the wrong structure. Check which.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000711 | MIBIG | 5 |
| CHEBI:7508 | CHEBI | 3-star |
This page is generated from data/natural_products/carbohydrates/framycetin.yaml, which is generated from the committed inventories. Neither is edited by hand.