miconazole

antibioticmech:aro-11ab0a98bf ·ANTIFUNGAL ·MINTED SEEDED

Miconazole is a type of imidazole antibiotic, particularly antifungal. It is used to treat oral and vaginal yeast infections, as well as mucosal thrush. — PMID:4919243

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

imidazole antibioticARO:3007500

Strictly broader compounds or drug classes this molecule belongs to.

imidazole antibiotic ARO:3007500

Chemical structure

Computed structure properties
Molecular formula	C18H14Cl4N2O
Charge	0
Average mass	416.1 Da
Monoisotopic mass	413.986024 Da
Source	PubChem · retrieved 2026-08-29
InChIKey	BYBLEWFAAKGYCD-UHFFFAOYSA-N

SMILES

C1=CC(=C(C=C1Cl)Cl)COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl

InChI

InChI=1S/C18H14Cl4N2O/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22/h1-8,11,18H,9-10H2

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.

Activity roles

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

antifungal agent CHEBI:35718
antifungal drug CHEBI:86327

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:3007518`	miconazole	`antibioticmech:aro-11ab0a98bf`	2026-08-30

Mechanism summary

Mode of action: ERGOSTEROL_PATHWAY_INHIBITION host shared target — Assigned from ChEBI role CHEBI:75282 (ergosterol biosynthesis 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.
Clinical status: APPROVED

Resistance mechanisms

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

ANTIBIOTIC_EFFLUX 7

ANTIBIOTIC_EFFLUX
Determinant	ARO ID	Organism	Gene families	Evidence
Candida albicans CDR1 with mutations conferring resistance to antifungals	ARO:3007553	not organism-specific	—	ARO:3007553 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007518 (miconazole); database assertion, not a primary citation.)
Candida tropicalis MDR1 with mutations conferring resistance to voriconazole	ARO:3009446	not organism-specific	—	ARO:3009446 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007518 (miconazole); database assertion, not a primary citation.)
Trichophyton rubrum mfs1 with mutations conferring resistance to miconazole	ARO:3009461	not organism-specific	—	ARO:3009461 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007518 (miconazole); database assertion, not a primary citation.)
Trychophyton rubrum Mdr1 with mutations associated with resistance to miconazole	ARO:3009251	not organism-specific	—	ARO:3009251 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007518 (miconazole); database assertion, not a primary citation.)
Trychophyton rubrum Mdr3 with mutations associated with resistance to miconazole	ARO:3009258	not organism-specific	—	ARO:3009258 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007518 (miconazole); database assertion, not a primary citation.)
Trychophyton rubrum Mfs1 with mutations conferring resistance to miconazole	ARO:3009264	not organism-specific	—	ARO:3009264 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007518 (miconazole); database assertion, not a primary citation.)
fungal MDR	ARO:3009425	not organism-specific	—	ARO:3009425 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007518 (miconazole); database assertion, not a primary citation.)

ANTIBIOTIC_TARGET_ALTERATION 1

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Aspergillus fumigatus Cyp51a with mutations conferring resistance to miconazole	ARO:3009501	not organism-specific	—	ARO:3009501 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007518 (miconazole); 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
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
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 (YAML).

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