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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:45:30 UTC
Update Date2022-03-07 02:53:07 UTC
HMDB IDHMDB0031795
Secondary Accession Numbers
  • HMDB31795
Metabolite Identification
Common NameIprodione
DescriptionIprodione, also known as rovral or glycophen anphor, belongs to the class of organic compounds known as phenylhydantoins. These are heterocyclic aromatic compounds containing an imiazolidinedione moiety substituted by a phenyl group. Based on a literature review a small amount of articles have been published on Iprodione.
Structure
Data?1563862172
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
Description 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
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point136 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.014 mg/mL at 25 °CNot Available
LogP3.00Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.062 g/LALOGPS
logP2.23ALOGPS
logP2.29ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)10.71ChemAxon
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
Polarizability31.41 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+177.29730932474
DeepCCS[M-H]-174.93930932474
DeepCCS[M-2H]-207.82530932474
DeepCCS[M+Na]+183.3930932474
AllCCS[M+H]+168.832859911
AllCCS[M+H-H2O]+165.832859911
AllCCS[M+NH4]+171.532859911
AllCCS[M+Na]+172.332859911
AllCCS[M-H]-169.632859911
AllCCS[M+Na-2H]-169.532859911
AllCCS[M+HCOO]-169.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
IprodioneCC(C)NC(=O)N1CC(=O)N(C1=O)C1=CC(Cl)=CC(Cl)=C13698.0Standard polar33892256
IprodioneCC(C)NC(=O)N1CC(=O)N(C1=O)C1=CC(Cl)=CC(Cl)=C12685.1Standard non polar33892256
IprodioneCC(C)NC(=O)N1CC(=O)N(C1=O)C1=CC(Cl)=CC(Cl)=C12425.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Iprodione,1TMS,isomer #1CC(C)N(C(=O)N1CC(=O)N(C2=CC(Cl)=CC(Cl)=C2)C1=O)[Si](C)(C)C2516.0Semi standard non polar33892256
Iprodione,1TMS,isomer #1CC(C)N(C(=O)N1CC(=O)N(C2=CC(Cl)=CC(Cl)=C2)C1=O)[Si](C)(C)C2539.3Standard non polar33892256
Iprodione,1TBDMS,isomer #1CC(C)N(C(=O)N1CC(=O)N(C2=CC(Cl)=CC(Cl)=C2)C1=O)[Si](C)(C)C(C)(C)C2745.3Semi standard non polar33892256
Iprodione,1TBDMS,isomer #1CC(C)N(C(=O)N1CC(=O)N(C2=CC(Cl)=CC(Cl)=C2)C1=O)[Si](C)(C)C(C)(C)C2749.3Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Iprodione EI-B (Non-derivatized)splash10-090c-9536000000-06f1737b4135ea75b9be2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Iprodione EI-B (Non-derivatized)splash10-03xr-3449000000-5aaa9c29bcdf12721b522017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Iprodione EI-B (Non-derivatized)splash10-0909-6449000000-93c62a4c93a7220687352017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Iprodione GC-EI-Q (Non-derivatized)splash10-06xx-9324000000-0dd814320ba1009acaad2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Iprodione EI-B (Non-derivatized)splash10-090c-9536000000-06f1737b4135ea75b9be2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Iprodione EI-B (Non-derivatized)splash10-03xr-3449000000-5aaa9c29bcdf12721b522018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Iprodione EI-B (Non-derivatized)splash10-0909-6449000000-93c62a4c93a7220687352018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Iprodione GC-EI-Q (Non-derivatized)splash10-06xx-9324000000-0dd814320ba1009acaad2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Iprodione GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9422000000-0970414fa7e968c292852017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Iprodione GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-052f-9201000000-50900fd593eeaef0b3d02014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Iprodione LC-ESI-QFT , positive-QTOFsplash10-0006-0092000000-4b4d473c67a3a8cccd2f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Iprodione LC-ESI-QFT , positive-QTOFsplash10-0006-0090000000-54d8e606127d65ea07ef2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Iprodione LC-ESI-QFT , positive-QTOFsplash10-0006-2790000000-20c0ccf936d926ac3dd02017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Iprodione LC-ESI-QFT , positive-QTOFsplash10-074i-3920000000-9a112f182e8ef68c44632017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Iprodione LC-ESI-QFT , positive-QTOFsplash10-05fr-3900000000-8ba80bc4c8fb842ccb6c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Iprodione LC-ESI-QFT , positive-QTOFsplash10-05g0-3900000000-e96c493811b30e20da252017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Iprodione 60V, Positive-QTOFsplash10-074i-3920000000-3374af0302f366265b632021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Iprodione 75V, Positive-QTOFsplash10-05fr-3900000000-0969da27be5f095f0da72021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Iprodione 90V, Positive-QTOFsplash10-05g0-3900000000-2b29fcc67846838043e12021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Iprodione 45V, Positive-QTOFsplash10-0006-2790000000-ca2f4c10d9e3adde7d2f2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Iprodione 30V, Positive-QTOFsplash10-0006-0090000000-b8d8c275f28190f9579e2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Iprodione 15V, Positive-QTOFsplash10-0006-0092000000-dc121f42d6567d90dd932021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iprodione 10V, Positive-QTOFsplash10-0006-0091000000-43b6544cf1420a7637bb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iprodione 20V, Positive-QTOFsplash10-0006-1190000000-8f4ddd64f4d662cfcfc52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iprodione 40V, Positive-QTOFsplash10-0a4l-9580000000-f6efa975fce17d93f4c32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iprodione 10V, Negative-QTOFsplash10-004l-2289000000-265b800d8827ffc0fb612016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iprodione 20V, Negative-QTOFsplash10-004r-2489000000-40ad23800eb71e5fd1812016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iprodione 40V, Negative-QTOFsplash10-052o-9710000000-e04ea522523a5c1a0c8c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iprodione 10V, Positive-QTOFsplash10-001l-0049000000-92aa660f29a7d0def85a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iprodione 20V, Positive-QTOFsplash10-0006-1290000000-f21eead293051338a6ff2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iprodione 40V, Positive-QTOFsplash10-000i-4930000000-4fb9ece327dd2065001b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iprodione 10V, Negative-QTOFsplash10-0006-1900000000-6bbf791e67715fc6bf262021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iprodione 20V, Negative-QTOFsplash10-002f-9455000000-422a5b3d85c26bdb271f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iprodione 40V, Negative-QTOFsplash10-000x-9210000000-e8ba3830daf0fea34bb82021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
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
FooDB 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
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1313701
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.. .