epoxiconazole

antibioticmech:aro-e63825b7e1 ·ANTIFUNGAL ·MINTED SEEDED

Epoxiconazole was introduced in 1990 as a broad-spectrum fungicide with long-lasting activity. Even though epoxiconazole is produced and commercialized as a racemic compound, not surprisingly, a recent publication indicates that the optically pure (2S,3R) enantiomer of epoxiconazole is much more active against pathogenic fungi than its (2R,3S)-enantiomer, whereas the plant growth regulatory activity mainly rests in the (2R,3S)-enantiomer. — PMID:29507067

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

triazole antifungalARO:3007499

Strictly broader compounds or drug classes this molecule belongs to.

triazole antifungal ARO:3007499

Chemical structure

Computed structure properties
Molecular formula	C17H13ClFN3O
Charge	0
Average mass	329.8 Da
Monoisotopic mass	329.0731179 Da
Source	PubChem · retrieved 2026-08-29
InChIKey	ZMYFCFLJBGAQRS-IAGOWNOFSA-N

SMILES

C1=CC=C(C(=C1)[C@@H]2[C@@](O2)(CN3C=NC=N3)C4=CC=C(C=C4)F)Cl

InChI

InChI=1S/C17H13ClFN3O/c18-15-4-2-1-3-14(15)16-17(23-16,9-22-11-20-10-21-22)12-5-7-13(19)8-6-12/h1-8,10-11,16H,9H2/t16-,17-/m1/s1

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:3009191`	epoxiconazole	`antibioticmech:aro-e63825b7e1`	2026-08-30

Resistance mechanisms

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

ANTIBIOTIC_TARGET_ALTERATION 8

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Blumeria graminis f. sp. hordei cyp51 with mutations associated with resistance to epoxiconazole	ARO:3009522	not organism-specific	—	ARO:3009522 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009191 (epoxiconazole); database assertion, not a primary citation.)
Magnaporthe grisea Cyp51A with mutations associated with resistance to epoxiconazole	ARO:3009516	not organism-specific	—	ARO:3009516 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009191 (epoxiconazole); database assertion, not a primary citation.)
Phakospora pachyrhizi Cyp51 with mutations conferring resistance to epoxiconazole	ARO:3009530	not organism-specific	—	ARO:3009530 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009191 (epoxiconazole); database assertion, not a primary citation.)
Puccinia triticina Cyp51 with mutations conferring resistance to epoxiconazole	ARO:3009534	not organism-specific	—	ARO:3009534 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009191 (epoxiconazole); database assertion, not a primary citation.)
Pyricularia graminis-tritici Cyp51A with mutations associated with resistance to epoxiconazole	ARO:3009517	not organism-specific	—	ARO:3009517 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009191 (epoxiconazole); database assertion, not a primary citation.)
Pyricularia pennisetigena Cyp51A with mutations associated with resistance to epoxiconazole	ARO:3009518	not organism-specific	—	ARO:3009518 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009191 (epoxiconazole); database assertion, not a primary citation.)
Ramularia collo-cygni Cyp51 with mutations conferring resistance to epoxiconazole	ARO:3009540	not organism-specific	—	ARO:3009540 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009191 (epoxiconazole); database assertion, not a primary citation.)
Zymoseptoria tritici Cyp51 with mutations conferring resistance to epoxiconazole	ARO:3009400	not organism-specific	—	ARO:3009400 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009191 (epoxiconazole); database assertion, not a primary citation.)

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

Provenance

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

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