Cannabis Compound Database: Showing Compound Card for Iprodione (CDB006250)

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Record Information

Version

1.0

Created at

2020-07-28 20:22:49 UTC

Updated at

2020-12-07 19:12:21 UTC

CannabisDB ID

CDB006250

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Iprodione

Description

Iprodione, 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

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
3-(3,5-Dichlorophenyl)-1-(1-methylethyl)carbamoylhydantoin	ChEBI
3-(3,5-Dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide	ChEBI
3-(3,5-Dichlorophenyl)-N-(1-methylethyl)-2,4-dioxoimidazolidine-1-carboxamide	ChEBI
3-(3,5-Dichlorophenyl)-N-isopropyl-2,4-dioxoimidazolidine-1-carboxamide	ChEBI
3-(3,5-Dichlorophenyl)hydantoin-1-carboxylic acid isopropylamide	ChEBI
Rovral	ChEBI
Rovrol	ChEBI
3-(3,5-Dichlorophenyl)hydantoin-1-carboxylate isopropylamide	Generator
'rovral' HN	HMDB
1-Isopropyl carbamoyl-3-(3,5-dichlorophenyl)-hydantoin	HMDB
1-Isopropylcarbamoyl-3-(3,5-dichlorophenyl)hydantoin	HMDB
3-(3,5-Dichlorophenyl)-1-(1-methylethyl)carbamoylhydantion	HMDB
3-(3,5-Dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide, 9ci	HMDB
Anfor	HMDB
Cda roval	HMDB
Glycophen	HMDB
Glycophen anphor	HMDB
Glycophene	HMDB
Ipcdph	HMDB
Iprodial	HMDB
Iprodine	HMDB
Kidan	HMDB
Promidione	HMDB
Roval dust	HMDB
Roval flo	HMDB
Roval green	HMDB
Roval WP	HMDB
Rovral 50WP	HMDB
Rovral flo	HMDB
Rovral PM	HMDB
Turbair roval	HMDB
Verisan	HMDB

Chemical Formula

C₁₃H₁₃Cl₂N₃O₃

Average Molecular Weight

330.167

Monoisotopic Molecular Weight

329.033396711

IUPAC Name

3-(3,5-dichlorophenyl)-2,4-dioxo-N-(propan-2-yl)imidazolidine-1-carboxamide

Traditional Name

iprodione

CAS Registry Number

36734-19-7

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 Key

ONUFESLQCSAYKA-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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Imidazolidines

Direct Parent

Phenylhydantoins

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 Framework

Aromatic heteromonocyclic compounds

External Descriptors

ureas (CHEBI:28909 )
benzenes (CHEBI:28909 )
imidazole fungicide (CHEBI:28909 )
imidazolidine-2,4-dione (CHEBI:28909 )
dichlorophenyl dicarboximide fungicide (CHEBI:28909 )
Dicarboximide fungicides (C11208 )

Ontology

Industrial application:

Household products:

Pesticide:

Environmental role:

Environmental contaminant

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	136°C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.014 mg/mL at 25°C	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.23	ALOGPS
logP	2.29	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	10.71	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.72 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.64 m³·mol⁻¹	ChemAxon
Polarizability	31.41 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-052f-9201000000-50900fd593eeaef0b3d0	2014-09-20	View Spectrum
GC-MS	Iprodione, non-derivatized, GC-MS Spectrum	splash10-090c-9536000000-06f1737b4135ea75b9be	Spectrum
GC-MS	Iprodione, non-derivatized, GC-MS Spectrum	splash10-03xr-3449000000-5aaa9c29bcdf12721b52	Spectrum
GC-MS	Iprodione, non-derivatized, GC-MS Spectrum	splash10-0909-6449000000-93c62a4c93a722068735	Spectrum
GC-MS	Iprodione, non-derivatized, GC-MS Spectrum	splash10-06xx-9324000000-0dd814320ba1009acaad	Spectrum
GC-MS	Iprodione, non-derivatized, GC-MS Spectrum	splash10-090c-9536000000-06f1737b4135ea75b9be	Spectrum
GC-MS	Iprodione, non-derivatized, GC-MS Spectrum	splash10-03xr-3449000000-5aaa9c29bcdf12721b52	Spectrum
GC-MS	Iprodione, non-derivatized, GC-MS Spectrum	splash10-0909-6449000000-93c62a4c93a722068735	Spectrum
GC-MS	Iprodione, non-derivatized, GC-MS Spectrum	splash10-06xx-9324000000-0dd814320ba1009acaad	Spectrum
Predicted GC-MS	Iprodione, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9422000000-0970414fa7e968c29285	Spectrum
Predicted GC-MS	Iprodione, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0006-0092000000-4b4d473c67a3a8cccd2f	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0006-0090000000-54d8e606127d65ea07ef	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0006-2790000000-20c0ccf936d926ac3dd0	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-074i-3920000000-9a112f182e8ef68c4463	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-05fr-3900000000-8ba80bc4c8fb842ccb6c	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-05g0-3900000000-e96c493811b30e20da25	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-074i-3920000000-3374af0302f366265b63	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-05fr-3900000000-0969da27be5f095f0da7	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-05g0-3900000000-2b29fcc67846838043e1	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0006-2790000000-ca2f4c10d9e3adde7d2f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0006-0090000000-b8d8c275f28190f9579e	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0006-0092000000-dc121f42d6567d90dd93	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0091000000-43b6544cf1420a7637bb	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-1190000000-8f4ddd64f4d662cfcfc5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9580000000-f6efa975fce17d93f4c3	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004l-2289000000-265b800d8827ffc0fb61	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004r-2489000000-40ad23800eb71e5fd181	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052o-9710000000-e04ea522523a5c1a0c8c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001l-0049000000-92aa660f29a7d0def85a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-1290000000-f21eead293051338a6ff	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-4930000000-4fb9ece327dd2065001b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-1900000000-6bbf791e67715fc6bf26	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002f-9455000000-422a5b3d85c26bdb271f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000x-9210000000-e8ba3830daf0fea34bb8	2021-09-22	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.40 MHz, CDCl₃, experimental)		Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0031795

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB008468

KNApSAcK ID

Not Available

Chemspider ID

34418

KEGG Compound ID

C11208

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Iprodione

METLIN ID

Not Available

PubChem Compound

37517

PDB ID

Not Available

ChEBI ID

28909

References

General References

Moulins JR, Blais M, Montsion K, Tully J, Mohan W, Gagnon M, McRitchie T, Kwong K, Snider N, Blais DR: Multiresidue Method of Analysis of Pesticides in Medical Cannabis. J AOAC Int. 2018 Nov 1;101(6):1948-1960. doi: 10.5740/jaoacint.17-0495. Epub 2018 May 29. [PubMed:29843862 ]

Showing Compound Card for Iprodione (CDB006250)

Structure for CDB006250 (Iprodione)