CTBT

CHEBI:77693 ·resolve ·ANTIFUNGAL ·EXACT REVIEWED

An organic heterotricyclic compound that is tetrazolo[5,1-c][1,2,4]benzotriazine substituted at position 7 by a chloro group. An antifungal and chemosensitising agent that induces oxidative stress in yeast and filamentous fungi and enhances the cytotoxic activity of 5-fluorocytosine and azole antimycotics. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• Label unavailable CHEBI:26979
• Label unavailable CHEBI:36683

Chemical structure

SMILES

Clc1ccc2c(c1)nnc1nnnn12

InChI

InChI=1S/C7H3ClN6/c8-4-1-2-6-5(3-4)9-10-7-11-12-13-14(6)7/h1-3H

Also called

• 7-chlorotetrazolo[5,1-c][1,2,4]benzotriazine (EXACT_SYNONYM)— chebi
• 7-chlorotetrazolo[5,1-c]benzo[1.2.4]triazine (EXACT_SYNONYM)— chebi

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.

• reaxys:12163903

Patents and articles

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

• patent:EP1502918

Activity roles

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

• antifungal agent CHEBI:35718

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.

mitochondrial superoxide generation and fungal oxidative-stress response BIOLOGICAL_PROCESS DOWNSTREAM_AFFECTED_PROCESS

Genetic and transcriptomic screens, molecular-oxygen dependence, Yap1 localization, and mitochondrial MitoSOX oxidation established the oxidative-stress phenotype without identifying a direct binding target. Evidence status: PRIMARY_EVIDENCE. Source: PRIMARY_LITERATURE 2010-03 (retrieved 2026-09-02).

• PMID:20202201 (Primary CTBT yeast chemogenomic, transcriptomic, and superoxide study (DOI:10.1186/1471-2164-11-153).)

Mechanism summary

Mode of action

OXIDATIVE_DAMAGE host shared target — CURATOR: PMID:20202201 combined a Saccharomyces deletion screen, early transcriptomics, oxygen dependence, Yap1 nuclear accumulation, and mitochondrial MitoSOX oxidation. These results support intracellular superoxide production and oxidative stress as CTBT's antifungal-sensitizing mechanism, while no direct molecular binding target was identified.

Record-level evidence

• PMID:20202201 (Primary exact-CTBT fungal chemogenomic and oxidative-stress mechanism study.)

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 2026-09-03 · codex · LLM-assisted

   Verified exact ChEBI identity, structure, antifungal role, and filing class; added oxidative damage and the measured mitochondrial-superoxide/stress process while explicitly retaining the unresolved direct-target gap.

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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