propiconazole

CHEBI:8489 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

The cyclic ketal obtained by formal condensation of 1-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone with pentane-1,2-diol. A triazole fungicide, it is used commercially as a diastereoisomeric mixture on soft fruit (including apricots, peaches, nectarines, plums and prunes), nuts (including peanuts, pecans and almonds), mushrooms, and grasses grown for seeds. — 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

triazole antifungalARO:3007499

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:23697 CHEBI:23697
CHEBI:35727 CHEBI:35727
CHEBI:59779 CHEBI:59779
CHEBI:87067 CHEBI:87067
CHEBI:87100 CHEBI:87100
ARO:3007499 ARO:3007499

Chemical structure

Computed structure properties
Molecular formula	C15H17Cl2N3O2
Charge	0
Average mass	342.226 Da
Monoisotopic mass	341.06978 Da
Source	ChEBI
InChIKey	STJLVHWMYQXCPB-UHFFFAOYSA-N

SMILES

CCCC1COC(Cn2cncn2)(c2ccc(Cl)cc2Cl)O1

InChI

InChI=1S/C15H17Cl2N3O2/c1-2-3-12-7-21-15(22-12,8-20-10-18-9-19-20)13-5-4-11(16)6-14(13)17/h4-6,9-10,12H,2-3,7-8H2,1H3

Also called

1-{[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl}-1H-1,2,4-triazole (EXACT_SYNONYM)— chebi
(±)-1-[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl-methyl]-1H-1,2,4-triazole (EXACT_SYNONYM)— chebi
Propiconazole (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3009182
cas:60207-90-1
cas:75881-82-2
kegg.compound:C11121
metacyc.compound:CPD-14540
patent:DE2551560
patent:US4079062
pesticides:propiconazole
ppdb:551
reaxys:841361
wikipedia.en:Propiconazole
chembl:CHEMBL560579
pubchem.compound:43234

Activity roles

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

CHEBI:24127 CHEBI:24127
CHEBI:35718 CHEBI:35718
CHEBI:77884 CHEBI:77884
CHEBI:86328 CHEBI:86328

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:3009182`	propiconazole	`antibioticmech:aro-6fc190f3f3`	2026-08-30
CHEBI	`CHEBI:8489`	propiconazole	`antibioticmech:chebi-3a4cdfdad5`	2026-08-30

Mechanism summary

Mode of action: ERGOSTEROL_PATHWAY_INHIBITION host shared target — Assigned from ChEBI role CHEBI:75282 (ergosterol biosynthesis inhibitor), CHEBI:77884 (EC 1.14.13.70 (sterol 14α-demethylase) 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

6 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 5

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Blumeria graminis f. sp. hordei Cyp51 with mutations associated with resistance to propiconazole	ARO:3009524	not organism-specific	—	ARO:3009524 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009182 (propiconazole); database assertion, not a primary citation.)
Colletotrichum truncatum cyp51a with mutations associated with resistance to propiconazole	ARO:3009215	not organism-specific	—	ARO:3009215 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009182 (propiconazole); database assertion, not a primary citation.)
Mycosphaerella fijiensis Cyp51a with mutations conferring resistance to propiconazole	ARO:3009406	not organism-specific	—	ARO:3009406 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009182 (propiconazole); database assertion, not a primary citation.)
Phaeosphaeria nodorum Cyp51 with mutations conferring resistance to propiconazole	ARO:3009529	not organism-specific	—	ARO:3009529 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009182 (propiconazole); database assertion, not a primary citation.)
Zymoseptoria tritici Cyp51 with mutations conferring resistance to propiconazole	ARO:3009402	not organism-specific	—	ARO:3009402 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009182 (propiconazole); database assertion, not a primary citation.)

UNKNOWN 1

UNKNOWN
Determinant	ARO ID	Organism	Gene families	Evidence
CYP51Bdelta (deletion) associated with resistance to propiconazole This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Colletotrichum gloeosporioides `NCBITaxon:690256` strain JS67 `NCBITaxon:1213859` `UniProtKB:L2FD62` `PHIPO:0000682`	—	PMID:32569396 (PHI-base primary-literature antimicrobial interaction PHIG:733; joined to this record by exact ChEBI identifier.) Cell growth assay

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, 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
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-02 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-03 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-03 · 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.