prochloraz
CHEBI:8434
·resolve ·ANTIFUNGAL
·EXACT
SEEDED
A member of the class of ureas that is 1H-imidazole-1-carboxamide substituted by a propyl and a 2-(2,4,6-trichlorophenoxy)ethyl group at the amino nitrogen atom. A fungicide active against a wide range of diseases affecting field crops, fruit, turf and vegetables. — 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
imidazole antibioticARO:3007500
Strictly broader compounds or drug classes this molecule belongs to.
Chemical structure
Computed structure properties
| Molecular formula | C15H16Cl3N3O2 |
|---|
| Charge | 0 |
|---|
| Average mass | 376.671 Da |
|---|
| Monoisotopic mass | 375.03081 Da |
|---|
| Source | ChEBI |
|---|
| InChIKey | TVLSRXXIMLFWEO-UHFFFAOYSA-N |
|---|
SMILES
CCCN(CCOc1c(Cl)cc(Cl)cc1Cl)C(=O)n1ccnc1
InChI
InChI=1S/C15H16Cl3N3O2/c1-2-4-20(15(22)21-5-3-19-10-21)6-7-23-14-12(17)8-11(16)9-13(14)18/h3,5,8-10H,2,4,6-7H2,1H3
Also called
- N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]-1H-imidazole-1-carboxamide (EXACT_SYNONYM)— chebi
Cross-references
Equivalent identifiers for this same structure in other resources.
Activity roles
Every antimicrobial role a source asserts for this compound — the
unreduced evidence behind its antimicrobial_class.
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:3009455 |
prochloraz |
antibioticmech:aro-980cd052ff |
2026-08-30 |
| CHEBI |
CHEBI:8434 |
prochloraz |
antibioticmech:chebi-d745c6a017 |
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
7 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.
UNKNOWN 3
UNKNOWN
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
CYP51Adelta (deletion) associated with resistance to prochloraz
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:L2FQR9
PHIPO:0000528 |
— |
- PMID:32569396 (PHI-base primary-literature antimicrobial interaction PHIG:734; joined to this record by exact ChEBI identifier.)
Cell growth assay |
FgCYP51A(D243N) (amino acid mutation) [Overexpression] associated with resistance to prochloraz
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Fusarium graminearum NCBITaxon:5518
strain 2021 NCBITaxon:229533
UniProtKB:I1RJR2 FGRAMPH1_01T14465
PHIPO:0000528 |
— |
- PMID:30497711 (PHI-base primary-literature antimicrobial interaction PHIG:7751; joined to this record by exact ChEBI identifier.)
Cell growth assay |
FgCYP51A(E103Q, V157L) (amino acid mutation) [Overexpression] associated with resistance to prochloraz
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Fusarium graminearum NCBITaxon:5518
strain BM50 NCBITaxon:229533
UniProtKB:I1RJR2 FGRAMPH1_01T14465
PHIPO:0000528 |
— |
- PMID:30497711 (PHI-base primary-literature antimicrobial interaction PHIG:7751; joined to this record by exact ChEBI identifier.)
Cell growth assay |
ANTIBIOTIC_EFFLUX 2
ANTIBIOTIC_EFFLUX
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
| Candida glabrata CDR1 with mutations conferring resistance to prochloraz |
ARO:3009456 |
not organism-specific |
— |
- ARO:3009456 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009455 (prochloraz); database assertion, not a primary citation.)
|
| Candida glabrata Yor1 with mutations conferring resistance to prochloraz |
ARO:3009467 |
not organism-specific |
— |
- ARO:3009467 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009455 (prochloraz); database assertion, not a primary citation.)
|
ANTIBIOTIC_TARGET_ALTERATION 2
ANTIBIOTIC_TARGET_ALTERATION
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
| Aspergillus flavus Cyp51c with mutations conferring resistance to prochloraz |
ARO:3009493 |
not organism-specific |
— |
- ARO:3009493 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009455 (prochloraz); database assertion, not a primary citation.)
|
| Candida glabrata ERG11 with mutations conferring resistance to prochloraz |
ARO:3009457 |
not organism-specific |
— |
- ARO:3009457 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009455 (prochloraz); 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
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RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
2026-09-02 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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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.