metconazole

CHEBI:81773 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A member of the class of cyclopentanols carrying 1,2,4-triazol-1-ylmethyl and 4-chlorobenzyl and geminal dimethyl substituents at positions 1, 2 and 5 respectively. Used to control a range of fungal infections including alternaria, rusts, fusarium and septoria diseases. — 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:23495 CHEBI:23495
CHEBI:26878 CHEBI:26878
CHEBI:35727 CHEBI:35727
CHEBI:83403 CHEBI:83403
CHEBI:87067 CHEBI:87067
CHEBI:87100 CHEBI:87100
ARO:3007499 ARO:3007499

Chemical structure

Computed structure properties
Molecular formula	C17H22ClN3O
Charge	0
Average mass	319.836 Da
Monoisotopic mass	319.14514 Da
Source	ChEBI
InChIKey	XWPZUHJBOLQNMN-UHFFFAOYSA-N

SMILES

CC1(C)CCC(Cc2ccc(Cl)cc2)C1(O)Cn1cncn1

InChI

InChI=1S/C17H22ClN3O/c1-16(2)8-7-14(9-13-3-5-15(18)6-4-13)17(16,22)10-21-12-19-11-20-21/h3-6,11-12,14,22H,7-10H2,1-2H3

Also called

5-(4-chlorobenzyl)-2,2-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3009302
cas:125116-23-6
kegg.compound:C18476
patent:US2011070278
patent:WO2011037968
pesticides:metconazole
ppdb:451
reaxys:8333708
chembl:CHEMBL1883512
pubchem.compound:86210

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:3009302`	metconazole	`antibioticmech:aro-aa9d0683ae`	2026-08-30
CHEBI	`CHEBI:81773`	metconazole	`antibioticmech:chebi-ba4eb6ff77`	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
Aspergillus flavus Cyp51c with mutations conferring resistance to metconazole	ARO:3009491	not organism-specific	—	ARO:3009491 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009302 (metconazole); database assertion, not a primary citation.)
Colletotrichum truncatum cyp51a with mutations associated with resistance to metconazole	ARO:3009214	not organism-specific	—	ARO:3009214 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009302 (metconazole); database assertion, not a primary citation.)
Fusarium graminearum Cyp51A with mutations associated with resistance to metconazole	ARO:3009520	not organism-specific	—	ARO:3009520 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009302 (metconazole); database assertion, not a primary citation.)
Phakospora pachyrhizi Cyp51 with mutations conferring resistance to metconazole	ARO:3009531	not organism-specific	—	ARO:3009531 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009302 (metconazole); database assertion, not a primary citation.)
Pyrenopeziza brassicae Cyp51 with mutations conferring resistance to metconazole	ARO:3009536	not organism-specific	—	ARO:3009536 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009302 (metconazole); database assertion, not a primary citation.)

ANTIBIOTIC_EFFLUX 1

ANTIBIOTIC_EFFLUX
Determinant	ARO ID	Organism	Gene families	Evidence
Zymoseptoria tritici mfs1 with mutations conferring resistance to metconazole	ARO:3009460	not organism-specific	—	ARO:3009460 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009302 (metconazole); database assertion, not a primary citation.)

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

Provenance

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