5-Fluorouracil

CHEBI:46345 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

5-Fluorouracil (5FU) is an antimetabolite typically used as a cancer treatment and is cytotoxic. It is a pyrimidine analogue inhibits thymidylate synthase which halts the DNA synthesis. Its cytotoxic effects on eukaryotic cells have also allowed the drug to be explored for fungal infection treatment as well. — PMID:20823283

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

pyrimidine antifungalARO:3007560

Strictly broader compounds or drug classes this molecule belongs to.

pyrimidine antifungal ARO:3007560

Chemical structure

Computed structure properties
Molecular formula	C4H3FN2O2
Charge	0
Average mass	130.078 Da
Monoisotopic mass	130.01786 Da
Source	ChEBI
InChIKey	GHASVSINZRGABV-UHFFFAOYSA-N

SMILES

O=c1ncc(F)c(=O)n1

InChI

InChI=1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)

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.

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:3009138`	5-Fluorouracil	`antibioticmech:aro-48b83a8ef7`	2026-08-30

Mechanism summary

Clinical status: APPROVED

Resistance mechanisms

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

OTHER 2

OTHER
Determinant	ARO ID	Organism	Gene families	Evidence
FUR1-associated 5-fluorouracil resistance in LL13-040-derived cohort Gene-level cohort association; not allele-specific causality or resistance of the parental strain. UniProtKB:P18562 (entry 192, sequence 2; S288c, NCBITaxon:559292; locus YHR128W) is reference-only. No tested-allele protein, strain TaxID, sample/genome ID, MIC or clinical category assigned.	—	Saccharomyces cerevisiae `NCBITaxon:4932` FUR1	FUR1	PMID:37856537 (Results sec003/sec005; Figures 2 and 4C. Cohort association.) UniProtKB:P18562 (FUR1 reference identity only; release 2026_03.) Relative colony-growth area under the curve
FUR1-associated 5-fluorouracil resistance in NC-02-derived cohort Gene-level cohort association; not allele-specific causality or resistance of the parental strain. UniProtKB:P18562 (entry 192, sequence 2; S288c, NCBITaxon:559292; locus YHR128W) is reference-only. No tested-allele protein, strain TaxID, sample/genome ID, MIC or clinical category assigned.	—	Saccharomyces cerevisiae `NCBITaxon:4932` FUR1	FUR1	PMID:37856537 (Results sec003/sec005; Figures 2 and 4C. Cohort association.) UniProtKB:P18562 (FUR1 reference identity only; release 2026_03.) Relative colony-growth area under the curve

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO)
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
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
CURATED_RESISTANCE_EVIDENCE 2026-10-08 · codex · LLM-assisted
Added two primary-supported FUR1 cohort associations; grounded species and reference-only UniProt context. No exact allele, experimental protein, genome, MIC or clinical call inferred.
CURATED_RESISTANCE_EVIDENCE 2026-10-08 · codex · LLM-assisted
Removed descriptive cohort labels from strain identifier fields after scope review. Retained cohort context in claim labels; gene associations and reference provenance unchanged.

Provenance

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

Explore across X-Mech: MediaIngredientMech (5-Fluorouracil) · CultureMech · NaturalProductMech · PathwayMech · TraitMech