iprodione

CHEBI:28909 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

An imidazolidine-2,4-dione in which the nitrogen at position 1 is substituted by an N-(isopropyl)carboxamide group while that at position 3 is substituted by a 3,5-dichlorophenyl group. A contact fungicide, it blocks the growth of the fungal mycelium and inhibits the germination of fungal spores. It is used on fruit and vegetable crops affected by various fungal diseases. It is also used as a nematicide. — 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

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:22712 CHEBI:22712
CHEBI:24628 CHEBI:24628
CHEBI:47857 CHEBI:47857
CHEBI:87068 CHEBI:87068
CHEBI:87197 CHEBI:87197

Chemical structure

Computed structure properties
Molecular formula	C13H13Cl2N3O3
Charge	0
Average mass	330.171 Da
Monoisotopic mass	329.0334 Da
Source	ChEBI
InChIKey	ONUFESLQCSAYKA-UHFFFAOYSA-N

SMILES

CC(C)NC(=O)N1CC(=O)N(c2cc(Cl)cc(Cl)c2)C1=O

InChI

InChI=1S/C13H13Cl2N3O3/c1-7(2)16-12(20)17-6-11(19)18(13(17)21)10-4-8(14)3-9(15)5-10/h3-5,7H,6H2,1-2H3,(H,16,20)

Also called

Rovral (BRAND_NAME)— chebi
3-(3,5-dichlorophenyl)-2,4-dioxo-N-(propan-2-yl)-imidazolidine-1-carboxamide (EXACT_SYNONYM)— chebi
3-(3,5-dichlorophenyl)-1-(1-methylethyl)carbamoylhydantoin (EXACT_SYNONYM)— chebi
3-(3,5-dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide (EXACT_SYNONYM)— chebi
3-(3,5-dichlorophenyl)-N-(1-methylethyl)-2,4-dioxoimidazolidine-1-carboxamide (EXACT_SYNONYM)— chebi
3-(3,5-dichlorophenyl)-N-isopropyl-2,4-dioxoimidazolidine-1-carboxamide (EXACT_SYNONYM)— chebi
3-(3,5-dichlorophenyl)hydantoin-1-carboxylic acid isopropylamide (EXACT_SYNONYM)— chebi
Iprodione (EXACT_SYNONYM)— chebi
Rovrol (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:36734-19-7
hmdb:HMDB0031795
kegg.compound:C11208
patent:CN103053579
patent:CN103392726
patent:DE2149923
patent:US3755350
pesticides:iprodione
ppdb:403
reaxys:895003
umbbd.compound:c0635
wikipedia.en:Iprodione

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: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
CHEBI	`CHEBI:28909`	iprodione	`antibioticmech:chebi-c230774277`	2026-08-30

Resistance mechanisms

15 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 15

UNKNOWN
Determinant	ARO ID	Organism	Gene families	Evidence
Bos1(18.3 (55bp) duplication 835 + 838stop) (amino acid insertion and mutation) [Not assayed] associated with resistance to iprodione This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Botrytis cinerea `NCBITaxon:40559` strain Bt6-4 `NCBITaxon:332648` `UniProtKB:A0A384J5Y1` `PHIPO:0000389`	—	PMID:30686204 (PHI-base primary-literature antimicrobial interaction PHIG:4721; joined to this record by exact ChEBI identifier.) Cell growth assay
Bos1(E253D) (amino acid mutation) [Not assayed] associated with resistance to iprodione This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Botrytis cinerea `NCBITaxon:40559` strain Bt3-4 `NCBITaxon:332648` `UniProtKB:A0A384J5Y1` `PHIPO:0000389`	—	PMID:30686204 (PHI-base primary-literature antimicrobial interaction PHIG:4721; joined to this record by exact ChEBI identifier.) Cell growth assay
Bos1(G415D) (amino acid mutation) [Not assayed] associated with resistance to iprodione This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Botrytis cinerea `NCBITaxon:40559` strain Yc-6 `NCBITaxon:332648` `UniProtKB:A0A384J5Y1` `PHIPO:0000389`	—	PMID:30686204 (PHI-base primary-literature antimicrobial interaction PHIG:4721; joined to this record by exact ChEBI identifier.) Cell growth assay
Bos1(Q846stop) (nonsense mutation) [Not assayed] associated with resistance to iprodione This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Botrytis cinerea `NCBITaxon:40559` strain Nj5-10 `NCBITaxon:332648` `UniProtKB:A0A384J5Y1` `PHIPO:0000389`	—	PMID:30686204 (PHI-base primary-literature antimicrobial interaction PHIG:4721; joined to this record by exact ChEBI identifier.) Cell growth assay
Hog1::Hyg (disruption) [Not assayed] associated with resistance to iprodione This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Zymoseptoria tritici `NCBITaxon:1047171` strain IPO323 `NCBITaxon:336722` `UniProtKB:Q1KTF2` Mycgr3T76502 `PHIPO:0000389`	—	PMID:17073308 (PHI-base primary-literature antimicrobial interaction PHIG:9481; joined to this record by exact ChEBI identifier.) Cell growth assay
Hog1delta (deletion) associated with resistance to iprodione This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Sclerotinia sclerotiorum `NCBITaxon:5180` strain Scl02-05 `NCBITaxon:665079` `UniProtKB:A7EQI8` `PHIPO:0000389`	—	PMID:38374637 (PHI-base primary-literature antimicrobial interaction PHIG:10483; joined to this record by exact ChEBI identifier.) Macroscopic observation (qualitative observation)
Shk1delta (deletion) associated with resistance to iprodione This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Sclerotinia sclerotiorum `NCBITaxon:5180` strain Scl02-05 `NCBITaxon:665079` `UniProtKB:A7F519` `PHIPO:0000389`	—	PMID:38374637 (PHI-base primary-literature antimicrobial interaction PHIG:7818; joined to this record by exact ChEBI identifier.) Macroscopic observation (qualitative observation)
bos1(A493T) (amino acid mutation) [Not assayed] associated with resistance to iprodione This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Botrytis cinerea `NCBITaxon:40559` strain B05.10 `NCBITaxon:332648` `UniProtKB:A0A384J5Y1` `PHIPO:0000389`	—	PMID:22912706 (PHI-base primary-literature antimicrobial interaction PHIG:4721; joined to this record by exact ChEBI identifier.) Cell growth assay
bos1(G278D) (amino acid mutation) [Not assayed] associated with resistance to iprodione This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Botrytis cinerea `NCBITaxon:40559` strain B05.10 `NCBITaxon:332648` `UniProtKB:A0A384J5Y1` `PHIPO:0000389`	—	PMID:22912706 (PHI-base primary-literature antimicrobial interaction PHIG:4721; joined to this record by exact ChEBI identifier.) Cell growth assay
bos1(G415D) (amino acid mutation) [Not assayed] associated with resistance to iprodione This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Botrytis cinerea `NCBITaxon:40559` strain B05.10 `NCBITaxon:332648` `UniProtKB:A0A384J5Y1` `PHIPO:0000389`	—	PMID:22912706 (PHI-base primary-literature antimicrobial interaction PHIG:4721; joined to this record by exact ChEBI identifier.) Cell growth assay
bos1(I365S E529A) (amino acid mutation) [Not assayed] associated with resistance to iprodione This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Botrytis cinerea `NCBITaxon:40559` strain B05.10 `NCBITaxon:332648` `UniProtKB:A0A384J5Y1` `PHIPO:0000389`	—	PMID:22912706 (PHI-base primary-literature antimicrobial interaction PHIG:4721; joined to this record by exact ChEBI identifier.) Cell growth assay
bos1(I365S M427T) (amino acid mutation) [Not assayed] associated with resistance to iprodione This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Botrytis cinerea `NCBITaxon:40559` strain B05.10 `NCBITaxon:332648` `UniProtKB:A0A384J5Y1` `PHIPO:0000389`	—	PMID:22912706 (PHI-base primary-literature antimicrobial interaction PHIG:4721; joined to this record by exact ChEBI identifier.) Cell growth assay
bos1(I365S T581P) (amino acid mutation) [Not assayed] associated with resistance to iprodione This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Botrytis cinerea `NCBITaxon:40559` strain B05.10 `NCBITaxon:332648` `UniProtKB:A0A384J5Y1` `PHIPO:0000389`	—	PMID:22912706 (PHI-base primary-literature antimicrobial interaction PHIG:4721; joined to this record by exact ChEBI identifier.) Cell growth assay
bos1(I365S V239F) (amino acid mutation) [Not assayed] associated with resistance to iprodione This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Botrytis cinerea `NCBITaxon:40559` strain B05.10 `NCBITaxon:332648` `UniProtKB:A0A384J5Y1` `PHIPO:0000389`	—	PMID:22912706 (PHI-base primary-literature antimicrobial interaction PHIG:4721; joined to this record by exact ChEBI identifier.) Cell growth assay
bos1(I365S) (amino acid mutation) [Not assayed] associated with resistance to iprodione This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Botrytis cinerea `NCBITaxon:40559` strain B05.10 `NCBITaxon:332648` `UniProtKB:A0A384J5Y1` `PHIPO:0000389`	—	PMID:22912706 (PHI-base primary-literature antimicrobial interaction PHIG:4721; 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 (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 2026-09-02 · 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.