fidaxomicin
CHEBI:68590
·resolve ·ANTIBACTERIAL
·EXACT
SEEDED
An 18-membered macrolide that is a fermentation product obtained from the Actinomycete Dactylosporangium aurantiacum. A narrow spectrum antibiotic used for treatment of Clostridium difficile-related infections. — ChEBI
Machine-generated and unreviewed. Identity, structure and
cross-references come straight from ChEBI's and CARD's own data; no curator has
signed off on this record yet.
Classification
macrocyclic antibioticARO:3001318
Strictly broader compounds or drug classes this molecule belongs to.
Chemical structure
Computed structure properties
| Molecular formula | C52H74Cl2O18 |
|---|
| Charge | 0 |
|---|
| Average mass | 1058.052 Da |
|---|
| Monoisotopic mass | 1056.42522 Da |
|---|
| Source | ChEBI |
|---|
| InChIKey | ZVGNESXIJDCBKN-KFGPIHIUSA-N |
|---|
SMILES
CCc1c(Cl)c(O)c(Cl)c(O)c1C(=O)O[C@H]1[C@H](O)[C@H](OC)[C@H](OC/C2=C\C=C\C[C@H](O)/C(C)=C/[C@H](CC)[C@@H](O[C@@H]3OC(C)(C)[C@@H](OC(=O)C(C)C)[C@H](O)[C@@H]3O)/C(C)=C/C(C)=C/CC([C@@H](C)O)OC2=O)O[C@@H]1C
InChI
InChI=1S/C52H74Cl2O18/c1-13-30-22-26(6)33(56)18-16-15-17-31(23-66-51-45(65-12)42(61)44(29(9)67-51)69-49(64)35-32(14-2)36(53)39(58)37(54)38(35)57)48(63)68-34(28(8)55)20-19-25(5)21-27(7)43(30)70-50-41(60)40(59)46(52(10,11)72-50)71-47(62)24(3)4/h15-17,19,21-22,24,28-30,33-34,40-46,50-51,55-61H,13-14,18,20,23H2,1-12H3/b16-15+,25-19+,26-22+,27-21+,31-17+/t28-,29-,30+,33+,34?,40-,41+,42+,43+,44-,45+,46+,50-,51-/m1/s1
Also called
- Dificid (BRAND_NAME)— chebi
- Lipiarmicin (EXACT_SYNONYM)— chebi
- Lipiarmycin (EXACT_SYNONYM)— chebi
- OPT 80 (EXACT_SYNONYM)— chebi
- OPT-80 (EXACT_SYNONYM)— chebi
- PAR 101 (EXACT_SYNONYM)— chebi
- PAR-101 (EXACT_SYNONYM)— chebi
- Tiacumicin B (EXACT_SYNONYM)— chebi
Cross-references
Equivalent identifiers for this same structure in other resources.
Activity roles
Every antimicrobial role a source asserts for this compound — the
unreduced evidence behind its antimicrobial_class.
Source concepts
Every upstream concept that resolved to this record. The merge is
the product: this is what shows ChEBI and CARD are describing the same structure.
Upstream concepts merged into this record
| Source | Native ID | Label | Minted CURIE | Version |
|---|
| ARO |
ARO:3001319 |
fidaxomicin |
antibioticmech:aro-1169c528a5 |
2026-08-30 |
| CHEBI |
CHEBI:68590 |
fidaxomicin |
antibioticmech:chebi-ff9b90ceb4 |
2026-08-30 |
Molecular targets
The molecular entity or process this compound acts on. Each target
carries evidence — this is a mechanistic claim, not a classification.
antibiotic sensitive RNA polymerase switch region PROTEIN_COMPLEX DIRECT_BINDING_TARGET
ARO:3003439
CARD/ARO database assertion; target organism, strain, and assay are not specified. The RNA polymerase switch region is asserted as the target site. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).
- ARO:3003439 (CARD/ARO asserts targeted_by_antibiotic ARO:3001319 (fidaxomicin); database assertion, not a primary citation.)
Mechanism summary
- Mode of action
- NUCLEIC_ACID_SYNTHESIS_INHIBITION host shared target — Assigned from ChEBI role CHEBI:37416 (EC 2.7.7.6 (RNA polymerase) inhibitor). ChEBI asserts the role on the compound. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.
Curation history
-
SEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, CHEBI)
-
RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
Provenance
Seeded by scripts/seed_from_sources.py from the committed
inventories in data/raw/.
View the record.