rifamycin SV
CHEBI:29673 EXACT SEEDED antibacterialantimycobacterial
A member of the class of rifamycins that exhibits antibiotic and antitubercular properties.
Structure
| Standard InChIKey | HJYYPODYNSCCOU-ODRIEIDWSA-N |
|---|---|
| SMILES | C[C@H]1/C=C/C=C(\C(=O)NC2=CC(=C3C(=C2O)C(=C(C4=C3C(=O)[C@](O4)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]1O)C)O)C)OC(=O)C)C)OC)C)C)O)O)/C |
| Stereochemistry | fully defined |
| Cross-references | pubchem:6324616 |
Filing pathway
Polyketides — 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 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 |
|---|---|---|---|
| Amycolatopsis mediterranei S699 NCBITaxon:713604 |
SOURCE_ASSERTION | mibig:BGC0000136 | PMID:9512878 |
| Salinispora arenicola CNS-205 NCBITaxon:391037 |
SOURCE_ASSERTION | mibig:BGC0000137 | PMID:16517661 |
Occurrences 4
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 arenicola NCBITaxon:168697 |
LOTUS | DOI:10.1021/NP0604580 |
| Amycolatopsis mediterranei NCBITaxon:33910 |
LOTUS | DOI:10.1016/S1074-5521(98)90141-7 |
| Amycolatopsis mediterranei NCBITaxon:33910 |
LOTUS | DOI:10.1111/LAM.12332 |
| Amycolatopsis mediterranei NCBITaxon:33910 |
CHEBI | PMID:25256628 |
Biosynthetic gene clusters 2
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000136 | Amycolatopsis mediterranei S699 NCBITaxon:713604 |
CLUSTER_UNSTATED | genbank:AF040570.3 |
| mibig:BGC0000137 | 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.
Bioactivities 7
| Assay | Result | Reference |
|---|---|---|
| RNAP-Inhibition Assay from Article 10.1021/acschembio.6b01133: "Affinity Selection-Mass Spectrometry Identifies a Novel Antibacterial RNA Polymerase Inhibitor." | IC50 0.02 uM | PMID:28323406 |
| RNAP-Inhibition Assay from Article 10.1021/acschembio.6b01133: "Affinity Selection-Mass Spectrometry Identifies a Novel Antibacterial RNA Polymerase Inhibitor." | IC50 0.03 uM | PMID:28323406 |
| RNAP-Inhibition Assay from Article 10.1021/acschembio.6b01133: "Affinity Selection-Mass Spectrometry Identifies a Novel Antibacterial RNA Polymerase Inhibitor." | IC50 70 uM | PMID:28323406 |
| RNAP-Inhibition Assay from Article 10.1021/acschembio.6b01133: "Affinity Selection-Mass Spectrometry Identifies a Novel Antibacterial RNA Polymerase Inhibitor." | IC50 80 uM | PMID:28323406 |
| RNAP-Inhibition Assay from Article 10.1021/acschembio.6b01133: "Affinity Selection-Mass Spectrometry Identifies a Novel Antibacterial RNA Polymerase Inhibitor." | IC50 100 uM | PMID:28323406 |
| Human OATP1A2 (SLCO family of organic anion transporting polypeptides) | ACTIVE | PMID:12085361 |
| Human OATP1B1 (SLCO family of organic anion transporting polypeptides) | ACTIVE | PMID:12085361 |
Elsewhere in the fleet
- AntibioticMech — CHEBI:29673 (same structure, same inchikey)
Open questions 1
shared-structure — This structure is reported by more than one MIBiG entry: BGC0000136, BGC0000137. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000136 | MIBIG | 5 |
| BGC0000137 | MIBIG | 3 |
| CHEBI:29673 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/rifamycin-sv.yaml, which is generated from the committed inventories. Neither is edited by hand.