fusidic acid

CHEBI:29013 ·resolve ·ANTIBACTERIAL ·EXACT REVIEWED

A steroid antibiotic that is isolated from the fermentation broth of Fusidium coccineum. — ChEBI

Classification

fusidane antibioticARO:3007153

Strictly broader compounds or drug classes this molecule belongs to.

• Label unavailable CHEBI:19129
• Label unavailable CHEBI:26761
• Label unavailable CHEBI:35915
• Label unavailable CHEBI:36835
• Label unavailable CHEBI:47891
• Label unavailable CHEBI:79020
• fusidane antibiotic ARO:3007153

Chemical structure

SMILES

[H][C@@]12[C@H](O)C[C@@]3([H])/C(=C(\CCC=C(C)C)C(=O)O)[C@@H](OC(C)=O)C[C@]3(C)[C@@]1(C)CC[C@@]1([H])[C@H](C)[C@H](O)CC[C@]21C

InChI

InChI=1S/C31H48O6/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36)/b26-20-/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-/m0/s1

Also called

• (2Z)-2-[(17Z)-16β-acetoxy-3α,11α-dihydroxy-4α,8α,10,14β-tetramethyl-5α,9β,13α-gonan-17-ylidene]-6-methylhept-5-enoic acid (EXACT_SYNONYM)— chebi
• Fucidin acid (EXACT_SYNONYM)— chebi
• Fusidic acid (EXACT_SYNONYM)— chebi
• Fusidine (EXACT_SYNONYM)— chebi
• Ramycin (EXACT_SYNONYM)— chebi
• fucidic acid (EXACT_SYNONYM)— chebi
• fucidin (EXACT_SYNONYM)— aro

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

• fusidic acidARO:3000759
• beilstein:5672885
• cas:6990-06-3
• hmdb:HMDB0015570
• kegg.compound:C06694
• knapsack:C00023903
• lipidmaps:LMPR0106040001
• metacyc.compound:CPD0-1606
• pdb-ccd:FUA
• reaxys:2197692
• vsdb:1776
• chembl:CHEMBL374975
• pubchem.compound:3000226

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

• drugbank:DB02703
• drugcentral:1261
• kegg.drug:D04281

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

• wikipedia.en:Fusidic_acid

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

• antimicrobial agent CHEBI:33281

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.

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

elongation factor G PROTEIN DIRECT_BINDING_TARGET

ARO:3000730

CARD/ARO database assertion; target organism, strain, and assay are not specified. Elongation factor G is asserted as the antibiotic target. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

• ARO:3000730 (CARD/ARO asserts targeted_by_antibiotic ARO:3000759 (fusidic acid); database assertion, not a primary citation.)

elongation factor G (EF-G) PROTEIN MEASURED_TARGET_ASSOCIATION

Fusidic-acid sensitivity and GTP-affinity measurements were interpreted with structures of the G16V and T84A EF-G mutants. The structures did not contain fusidic acid and therefore do not directly observe binding. Evidence status: PRIMARY_EVIDENCE. Source: PRIMARY_LITERATURE 2005-05 (retrieved 2026-09-02).

Thermus thermophilus NCBITaxon:274

• PMID:15843024 (Primary EF-G mutant structure and fusidic-acid resistance/sensitivity study (DOI:10.1016/j.jmb.2005.02.066).)

Mechanism summary

Mode of action

PROTEIN_SYNTHESIS_INHIBITION host shared target — CURATOR: PMID:15843024 supports fusidic-acid inhibition of translation through post-translocation stalling of elongation factor G (EF-G) on the ribosome. Its structures were ligand-free G16V and T84A Thermus thermophilus EF-G mutants, not fusidic-acid-bound complexes; their sensitivity, GTP-affinity, and conformational effects localize a resistance-relevant target region.

Resistance mechanisms

8 source-backed resistance determinants or associations, with ARO grounding where reported. Grouped by reported mechanism type.

Record-level evidence

• PMID:15843024 (Primary fusidic-acid EF-G resistance/sensitivity and mutant-structure study.)

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (ARO, CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

5. REVIEWED 2026-09-03 · codex · LLM-assisted

   Verified exact ChEBI/CARD identity, structure, antibacterial role, class, and retained CARD target and resistance provenance; curator-confirmed protein-synthesis inhibition and added EF-G evidence without recasting ligand-free mutant structures as a drug-bound complex.

6. RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

7. CURATED_UNIPROT_PROTEIN_EXAMPLES 2026-10-18 · antigravity · LLM-assisted

   Added curated Thermus thermophilus HB8 elongation factor G (P13551) UniProtKB protein example on the PRIMARY_LITERATURE elongation factor G (EF-G) molecular target.

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

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