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.
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
Equivalent identifiers for this same structure in other resources.
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 known routes by which microbes
resist this compound, grounded in ARO where CARD models them. Grouped by mechanism
type — expand a group to see its determinants.
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.