AntibioticMech

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emetine

CHEBI:4781 ·resolve ·ANTIPROTOZOAL ·EXACT REVIEWED

A pyridoisoquinoline comprising emetam having methoxy substituents at the 6'-, 7'-, 10- and 11-positions. It is an antiprotozoal agent and emetic. It inhibits SARS-CoV2, Zika and Ebola virus replication and displays antimalarial, antineoplastic and antiamoebic properties. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

Chemical structure

Computed structure properties
Molecular formulaC29H40N2O4
Charge0
Average mass480.649 Da
Monoisotopic mass480.29881 Da
SourceChEBI
InChIKeyAUVVAXYIELKVAI-CKBKHPSWSA-N

SMILES

[H][C@]1(C[C@@]2([H])NCCc3cc(OC)c(OC)cc32)C[C@@]2([H])c3cc(OC)c(OC)cc3CCN2C[C@@H]1CC

InChI

InChI=1S/C29H40N2O4/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24/h13-16,18,21,24-25,30H,6-12,17H2,1-5H3/t18-,21-,24+,25-/m0/s1

Also called

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.

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.

Patents and articles

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

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
SourceNative IDLabelMinted CURIEVersion
CHEBI CHEBI:4781 emetine antibioticmech:chebi-88251d020e 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.

eukaryotic 80S ribosome small-subunit E site PROTEIN_COMPLEX DIRECT_BINDING_TARGET

Single-particle cryo-EM resolved emetine in the small-subunit E site of the P. falciparum 80S ribosome at 3.2-angstrom resolution and showed steric interference with mRNA/tRNA translocation. Evidence status: PRIMARY_EVIDENCE. Source: PRIMARY_LITERATURE 2014-06 (retrieved 2026-09-02).

Plasmodium falciparum NCBITaxon:5833; strain 3D7

Mechanism summary

Mode of action
PROTEIN_SYNTHESIS_INHIBITION host shared target — CURATOR: PMID:24913268 determined a 3.2-angstrom cryo-EM structure of the Plasmodium falciparum 80S ribosome with bound emetine. Emetine occupies the small-subunit E site and sterically blocks the mRNA and tRNA movement required for translation elongation.

Record-level evidence

Curation history

  1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

    Seeded from data/raw/ inventories (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. REVIEWED 2026-09-02 · codex · LLM-assisted

    Verified exact ChEBI identity, structure, source-supported activity roles, and antiprotozoal filing class; curator-confirmed protein-synthesis inhibition and added the directly observed P. falciparum 80S ribosome target.

  5. RESEEDED_FROM_SOURCES 2026-09-10 · 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 (YAML).

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