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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:45:30 UTC
Update Date2019-01-11 19:43:25 UTC
HMDB IDHMDB0031795
Secondary Accession Numbers
  • HMDB31795
Metabolite Identification
Common NameIprodione
DescriptionIprodione is an Agricultural and horticultural fungicid
Structure
Data?1547235804
Synonyms
ValueSource
3-(3,5-Dichlorophenyl)-1-(1-methylethyl)carbamoylhydantoinChEBI
3-(3,5-Dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamideChEBI
3-(3,5-Dichlorophenyl)-N-(1-methylethyl)-2,4-dioxoimidazolidine-1-carboxamideChEBI
3-(3,5-Dichlorophenyl)-N-isopropyl-2,4-dioxoimidazolidine-1-carboxamideChEBI
3-(3,5-Dichlorophenyl)hydantoin-1-carboxylic acid isopropylamideChEBI
RovralChEBI
RovrolChEBI
3-(3,5-Dichlorophenyl)hydantoin-1-carboxylate isopropylamideGenerator
'rovral' HNHMDB
1-Isopropyl carbamoyl-3-(3,5-dichlorophenyl)-hydantoinHMDB
1-Isopropylcarbamoyl-3-(3,5-dichlorophenyl)hydantoinHMDB
3-(3,5-Dichlorophenyl)-1-(1-methylethyl)carbamoylhydantionHMDB
3-(3,5-Dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide, 9ciHMDB
AnforHMDB
Cda rovalHMDB
GlycophenHMDB
Glycophen anphorHMDB
GlycopheneHMDB
IpcdphHMDB
IprodialHMDB
IprodineHMDB
KidanHMDB
PromidioneHMDB
Roval dustHMDB
Roval floHMDB
Roval greenHMDB
Roval WPHMDB
Rovral 50WPHMDB
Rovral floHMDB
Rovral PMHMDB
Turbair rovalHMDB
VerisanHMDB
Chemical FormulaC13H13Cl2N3O3
Average Molecular Weight330.167
Monoisotopic Molecular Weight329.033396711
IUPAC Name3-(3,5-dichlorophenyl)-2,4-dioxo-N-(propan-2-yl)imidazolidine-1-carboxamide
Traditional Nameiprodione
CAS Registry Number36734-19-7
SMILES
CC(C)NC(=O)N1CC(=O)N(C1=O)C1=CC(Cl)=CC(Cl)=C1
InChI Identifier
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)
InChI KeyONUFESLQCSAYKA-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenylhydantoins. These are heterocyclic aromatic compounds containing an imiazolidinedione moiety substituted by a phenyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzolidines
Sub ClassImidazolidines
Direct ParentPhenylhydantoins
Alternative Parents
Substituents
  • 3-phenylhydantoin
  • Phenylimidazolidine
  • Alpha-amino acid or derivatives
  • 1,3-dichlorobenzene
  • Chlorobenzene
  • Halobenzene
  • N-acyl urea
  • Ureide
  • Aryl chloride
  • Aryl halide
  • Monocyclic benzene moiety
  • Benzenoid
  • Dicarboximide
  • Urea
  • Carbonic acid derivative
  • Isourea
  • Azacycle
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidamide
  • Organic 1,3-dipolar compound
  • Carboximidic acid derivative
  • Carboxylic acid derivative
  • Organooxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organohalogen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Organochloride
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Environmental role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point136 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.014 mg/mL at 25 °CNot Available
LogP3.00Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.062 g/LALOGPS
logP2.23ALOGPS
logP2.29ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)12.69ChemAxon
pKa (Strongest Basic)-5.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area69.72 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity77.64 m³·mol⁻¹ChemAxon
Polarizability31.6 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-090c-9536000000-06f1737b4135ea75b9beView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03xr-3449000000-5aaa9c29bcdf12721b52View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0909-6449000000-93c62a4c93a722068735View in MoNA
GC-MSGC-MS Spectrum - GC-EI-Q (Non-derivatized)splash10-06xx-9324000000-0dd814320ba1009acaadView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-090c-9536000000-06f1737b4135ea75b9beView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03xr-3449000000-5aaa9c29bcdf12721b52View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0909-6449000000-93c62a4c93a722068735View in MoNA
GC-MSGC-MS Spectrum - GC-EI-Q (Non-derivatized)splash10-06xx-9324000000-0dd814320ba1009acaadView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9422000000-0970414fa7e968c29285View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0006-0092000000-4b4d473c67a3a8cccd2fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0006-0090000000-54d8e606127d65ea07efView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0006-2790000000-20c0ccf936d926ac3dd0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-074i-3920000000-9a112f182e8ef68c4463View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-05fr-3900000000-8ba80bc4c8fb842ccb6cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-05g0-3900000000-e96c493811b30e20da25View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004l-2289000000-265b800d8827ffc0fb61View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004r-2489000000-40ad23800eb71e5fd181View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052o-9710000000-e04ea522523a5c1a0c8cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0091000000-43b6544cf1420a7637bbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-1190000000-8f4ddd64f4d662cfcfc5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9580000000-f6efa975fce17d93f4c3View in MoNA
MSMass Spectrum (Electron Ionization)splash10-052f-9201000000-50900fd593eeaef0b3d0View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008468
KNApSAcK IDNot Available
Chemspider ID34418
KEGG Compound IDC11208
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkIprodione
METLIN IDNot Available
PubChem Compound37517
PDB IDNot Available
ChEBI ID28909
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .