trichothecin

CHEBI:69621 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A trichothecene mycototoxin isolated from the endophytic fungus Trichothecium sp. and it exhibits anti-cancer properties. — 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

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:55517

Chemical structure

Computed structure properties
Molecular formula	C19H24O5
Charge	0
Average mass	332.396 Da
Monoisotopic mass	332.16237 Da
Source	ChEBI
InChIKey	LJWZOKOFCBPNAG-HULHSAFCSA-N

SMILES

[H][C@@]12C=C(C)C(=O)C[C@]1(C)[C@@]1(C)[C@H](OC(=O)/C=C\C)C[C@@]([H])(O2)[C@@]12CO2

InChI

InChI=1S/C19H24O5/c1-5-6-16(21)24-14-8-15-19(10-22-19)18(14,4)17(3)9-12(20)11(2)7-13(17)23-15/h5-7,13-15H,8-10H2,1-4H3/b6-5-/t13-,14-,15-,17+,18-,19+/m1/s1

Also called

8-oxo-12,13-epoxytrichothec-9-en-4β-yl (2Z)-but-2-enoate (EXACT_SYNONYM)— chebi
(4β)-12,13-epoxy-4-[[(2Z)-1-oxo-2-butenyl]oxy]trichothec-9-en-8-one (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.

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.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:69621`	trichothecin	`antibioticmech:chebi-3f0d477746`	2026-08-30

Mechanism summary

Mode of action: PROTEIN_SYNTHESIS_INHIBITION host shared target — Assigned from ChEBI role CHEBI:48001 (protein synthesis 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.

Resistance mechanisms

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

ANTIBIOTIC_EFFLUX 1

ANTIBIOTIC_EFFLUX
Determinant	ARO ID	Organism	Gene families	Evidence
Laboratory PDR5-associated trichothecin resistance Context-dependent association in FY1679-28C and YALA-B1/YALA-G4 derivatives. Efflux is the authors' interpretation of the genetic comparisons, not a direct transport measurement. This is not a species-wide phenotype. Experimental allele, protein and genome unresolved; no standardized MIC or clinical category inferred.	—	Saccharomyces cerevisiae `NCBITaxon:4932` PDR5	—	PMID:27245696 (DOI:10.1186/s12864-016-2718-y; Results and native Figure 1a-b. Figure 1c is DON-only; the hypersensitivity screen is not imported as resistant alleles.) https://www.uniprot.org/uniprotkb/P33302/entry (Reference-only UniProtKB:P33302, entry version 235, sequence version 1, release 2026_03; PDR5 in S288c (NCBITaxon:559292). Not an exact experimental derivative or resistance allele.) Comparative growth susceptibility

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (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
CURATED_RESISTANCE_EVIDENCE 2026-10-13 · codex · LLM-assisted
Added a qualified laboratory yeast PDR5 association from inspected primary results. UniProt remains reference-only; no experimental allele, protein, genome or numeric AST assigned. Preserved existing owners and left whole-record review open.

Provenance

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

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