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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:30 UTC

Update Date

2022-03-07 02:53:07 UTC

HMDB ID

HMDB0031795

Secondary Accession Numbers

HMDB31795

Metabolite 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 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0031795
     RDKit          3D
Iprodione
 34 35  0  0  0  0  0  0  0  0999 V2000
   -4.8359   -0.8767    0.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2055   -0.5289   -0.5408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1082    0.4995   -1.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9115    0.0354   -0.2449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6930   -0.5595   -0.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7254   -1.6274   -1.3198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4551    0.0187   -0.3538 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2486    1.2619    0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0840    1.0676    1.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4470    1.5795    2.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8136    0.1962    0.1549 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2277    0.0317    0.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0849    1.1144    0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4545    0.9509    0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5411    2.3183   -0.0693 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9901   -0.3026    0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1689   -1.4130    0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8983   -3.0084    0.4525 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8220   -1.2147    0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8500   -0.4330   -0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1122   -1.2684   -1.5825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7891   -1.4262    0.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1211   -1.4134    1.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0966    0.1043    1.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1308   -1.4670   -1.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4966    1.0551   -1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3908    1.2432   -0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0048    0.0622   -1.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9123    0.9297    0.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2514    2.0745   -0.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0386    1.3996    1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6867    2.1076   -0.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0619   -0.4253    0.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1724   -2.0857    0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 11 20  1  0
 20 21  2  0
 20  7  1  0
 19 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  8 30  1  0
  8 31  1  0
 13 32  1  0
 16 33  1  0
 19 34  1  0
M  END

  Mrv1652307282022222D          

 21 22  0  0  0  0            999 V2000
   -2.5159    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5984   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3409   -0.3304    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9384   -0.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -0.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134    0.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    1.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6909    1.9796    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4534   -0.6596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2884   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5359    0.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834   -1.0721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2884   -1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4534   -1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -1.9796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0209   -0.3304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6084   -1.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0209   -1.8146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2584    0.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8459   -0.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3409   -1.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 17  1  0  0  0  0
 16 20  1  0  0  0  0
 17 18  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031795

> <DATABASE_NAME>
hmdb

> <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

> <FORMULA>
C13H13Cl2N3O3

> <MOLECULAR_WEIGHT>
330.167

> <EXACT_MASS>
329.033396711

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
31.405226628718655

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
2.2916252163333333

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.936222785374266

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.713637870689327

> <JCHEM_PKA_STRONGEST_BASIC>
-5.918818990286171

> <JCHEM_POLAR_SURFACE_AREA>
69.72

> <JCHEM_REFRACTIVITY>
77.63669999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
iprodione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031795
     RDKit          3D
Iprodione
 34 35  0  0  0  0  0  0  0  0999 V2000
   -4.8359   -0.8767    0.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2055   -0.5289   -0.5408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1082    0.4995   -1.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9115    0.0354   -0.2449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6930   -0.5595   -0.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7254   -1.6274   -1.3198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4551    0.0187   -0.3538 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2486    1.2619    0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0840    1.0676    1.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4470    1.5795    2.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8136    0.1962    0.1549 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2277    0.0317    0.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0849    1.1144    0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4545    0.9509    0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5411    2.3183   -0.0693 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9901   -0.3026    0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1689   -1.4130    0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8983   -3.0084    0.4525 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8220   -1.2147    0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8500   -0.4330   -0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1122   -1.2684   -1.5825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7891   -1.4262    0.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1211   -1.4134    1.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0966    0.1043    1.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1308   -1.4670   -1.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4966    1.0551   -1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3908    1.2432   -0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0048    0.0622   -1.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9123    0.9297    0.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2514    2.0745   -0.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0386    1.3996    1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6867    2.1076   -0.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0619   -0.4253    0.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1724   -2.0857    0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 11 20  1  0
 20 21  2  0
 20  7  1  0
 19 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  8 30  1  0
  8 31  1  0
 13 32  1  0
 16 33  1  0
 19 34  1  0
M  END

HEADER    PROTEIN                                 28-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-JUL-20         0                                  
HETATM    1  C   UNK     0      -4.696   1.539   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.850  -0.001   0.000  0.00  0.00           C+0
HETATM    3 Cl   UNK     0      -6.236  -0.617   0.000  0.00  0.00          Cl+0
HETATM    4  C   UNK     0      -3.618  -0.923   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.078  -0.309   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.078   1.231   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.310   2.155   0.000  0.00  0.00           C+0
HETATM    8 Cl   UNK     0      -3.156   3.695   0.000  0.00  0.00          Cl+0
HETATM    9  N   UNK     0      -0.846  -1.231   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.538  -0.769   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.000   0.769   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       1.462  -2.001   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       0.538  -3.233   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.846  -2.771   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.078  -3.695   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       3.772  -0.617   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.002  -2.001   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.772  -3.387   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.082   0.615   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.312  -0.617   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.236  -2.001   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    1    6    8                                                  
CONECT    8    7                                                            
CONECT    9    5   10   14                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14    9   13   15                                                  
CONECT   15   14                                                            
CONECT   16   17   20                                                       
CONECT   17   12   16   18                                                  
CONECT   18   17                                                            
CONECT   19   20                                                            
CONECT   20   16   19   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0031795
HETATM    1  C1  UNL     1      -4.836  -0.877   0.813  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.206  -0.529  -0.541  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.108   0.499  -1.180  1.00  0.00           C  
HETATM    4  N1  UNL     1      -2.912   0.035  -0.245  1.00  0.00           N  
HETATM    5  C4  UNL     1      -1.693  -0.560  -0.661  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.725  -1.627  -1.320  1.00  0.00           O  
HETATM    7  N2  UNL     1      -0.455   0.019  -0.354  1.00  0.00           N  
HETATM    8  C5  UNL     1      -0.249   1.262   0.405  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.084   1.068   1.031  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.447   1.579   2.102  1.00  0.00           O  
HETATM   11  N3  UNL     1       1.814   0.196   0.155  1.00  0.00           N  
HETATM   12  C7  UNL     1       3.228   0.032   0.165  1.00  0.00           C  
HETATM   13  C8  UNL     1       4.085   1.114   0.057  1.00  0.00           C  
HETATM   14  C9  UNL     1       5.455   0.951   0.068  1.00  0.00           C  
HETATM   15 CL1  UNL     1       6.541   2.318  -0.069  1.00  0.00          CL  
HETATM   16  C10 UNL     1       5.990  -0.303   0.188  1.00  0.00           C  
HETATM   17  C11 UNL     1       5.169  -1.413   0.300  1.00  0.00           C  
HETATM   18 CL2  UNL     1       5.898  -3.008   0.453  1.00  0.00          CL  
HETATM   19  C12 UNL     1       3.822  -1.215   0.285  1.00  0.00           C  
HETATM   20  C13 UNL     1       0.850  -0.433  -0.682  1.00  0.00           C  
HETATM   21  O3  UNL     1       1.112  -1.268  -1.582  1.00  0.00           O  
HETATM   22  H1  UNL     1      -5.789  -1.426   0.649  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.121  -1.413   1.438  1.00  0.00           H  
HETATM   24  H3  UNL     1      -5.097   0.104   1.278  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.131  -1.467  -1.125  1.00  0.00           H  
HETATM   26  H5  UNL     1      -4.497   1.055  -1.915  1.00  0.00           H  
HETATM   27  H6  UNL     1      -5.391   1.243  -0.390  1.00  0.00           H  
HETATM   28  H7  UNL     1      -6.005   0.062  -1.631  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.912   0.930   0.308  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.251   2.075  -0.362  1.00  0.00           H  
HETATM   31  H10 UNL     1      -1.039   1.400   1.141  1.00  0.00           H  
HETATM   32  H11 UNL     1       3.687   2.108  -0.039  1.00  0.00           H  
HETATM   33  H12 UNL     1       7.062  -0.425   0.197  1.00  0.00           H  
HETATM   34  H13 UNL     1       3.172  -2.086   0.373  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4   25
CONECT    3   26   27   28
CONECT    4    5   29
CONECT    5    6    6    7
CONECT    7    8   20
CONECT    8    9   30   31
CONECT    9   10   10   11
CONECT   11   12   20
CONECT   12   13   13   19
CONECT   13   14   32
CONECT   14   15   16   16
CONECT   16   17   33
CONECT   17   18   19   19
CONECT   19   34
CONECT   20   21   21
END

HMDB0031795
     RDKit          3D
Iprodione
 34 35  0  0  0  0  0  0  0  0999 V2000
   -4.8359   -0.8767    0.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2055   -0.5289   -0.5408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1082    0.4995   -1.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9115    0.0354   -0.2449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6930   -0.5595   -0.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7254   -1.6274   -1.3198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4551    0.0187   -0.3538 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2486    1.2619    0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0840    1.0676    1.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4470    1.5795    2.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8136    0.1962    0.1549 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2277    0.0317    0.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0849    1.1144    0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4545    0.9509    0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5411    2.3183   -0.0693 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9901   -0.3026    0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1689   -1.4130    0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8983   -3.0084    0.4525 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8220   -1.2147    0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8500   -0.4330   -0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1122   -1.2684   -1.5825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7891   -1.4262    0.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1211   -1.4134    1.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0966    0.1043    1.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1308   -1.4670   -1.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4966    1.0551   -1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3908    1.2432   -0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0048    0.0622   -1.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9123    0.9297    0.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2514    2.0745   -0.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0386    1.3996    1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6867    2.1076   -0.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0619   -0.4253    0.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1724   -2.0857    0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 11 20  1  0
 20 21  2  0
 20  7  1  0
 19 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  8 30  1  0
  8 31  1  0
 13 32  1  0
 16 33  1  0
 19 34  1  0
M  END

View in JSmol View Stereo Labels

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

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0031795)
Cell membrane (HMDB: HMDB0031795)

Source

Endogenous

Endogenous (HMDB: HMDB0031795)

Exogenous

Food

Food (HMDB: HMDB0031795)

Synthetic

Synthetic (HMDB: HMDB0031795)

Exogenous (HMDB: HMDB0031795)

Process

Not Available

Role

Industrial application

Agriculture

Pesticide

Environmental role

Environmental contaminant (HMDB: HMDB0031795)

Physical Properties

State

Solid

Experimental Molecular 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	3.00	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.062 g/L	ALOGPS
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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	177.297	30932474
DeepCCS	[M-H]-	174.939	30932474
DeepCCS	[M-2H]-	207.825	30932474
DeepCCS	[M+Na]+	183.39	30932474
AllCCS	[M+H]+	168.8	32859911
AllCCS	[M+H-H2O]+	165.8	32859911
AllCCS	[M+NH4]+	171.5	32859911
AllCCS	[M+Na]+	172.3	32859911
AllCCS	[M-H]-	169.6	32859911
AllCCS	[M+Na-2H]-	169.5	32859911
AllCCS	[M+HCOO]-	169.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Iprodione	CC(C)NC(=O)N1CC(=O)N(C1=O)C1=CC(Cl)=CC(Cl)=C1	3698.0	Standard polar	33892256
Iprodione	CC(C)NC(=O)N1CC(=O)N(C1=O)C1=CC(Cl)=CC(Cl)=C1	2685.1	Standard non polar	33892256
Iprodione	CC(C)NC(=O)N1CC(=O)N(C1=O)C1=CC(Cl)=CC(Cl)=C1	2425.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Iprodione,1TMS,isomer #1	CC(C)N(C(=O)N1CC(=O)N(C2=CC(Cl)=CC(Cl)=C2)C1=O)[Si](C)(C)C	2516.0	Semi standard non polar	33892256
Iprodione,1TMS,isomer #1	CC(C)N(C(=O)N1CC(=O)N(C2=CC(Cl)=CC(Cl)=C2)C1=O)[Si](C)(C)C	2539.3	Standard non polar	33892256
Iprodione,1TBDMS,isomer #1	CC(C)N(C(=O)N1CC(=O)N(C2=CC(Cl)=CC(Cl)=C2)C1=O)[Si](C)(C)C(C)(C)C	2745.3	Semi standard non polar	33892256
Iprodione,1TBDMS,isomer #1	CC(C)N(C(=O)N1CC(=O)N(C2=CC(Cl)=CC(Cl)=C2)C1=O)[Si](C)(C)C(C)(C)C	2749.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Iprodione EI-B (Non-derivatized)	splash10-090c-9536000000-06f1737b4135ea75b9be	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Iprodione EI-B (Non-derivatized)	splash10-03xr-3449000000-5aaa9c29bcdf12721b52	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Iprodione EI-B (Non-derivatized)	splash10-0909-6449000000-93c62a4c93a722068735	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Iprodione GC-EI-Q (Non-derivatized)	splash10-06xx-9324000000-0dd814320ba1009acaad	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Iprodione EI-B (Non-derivatized)	splash10-090c-9536000000-06f1737b4135ea75b9be	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Iprodione EI-B (Non-derivatized)	splash10-03xr-3449000000-5aaa9c29bcdf12721b52	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Iprodione EI-B (Non-derivatized)	splash10-0909-6449000000-93c62a4c93a722068735	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Iprodione GC-EI-Q (Non-derivatized)	splash10-06xx-9324000000-0dd814320ba1009acaad	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iprodione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9422000000-0970414fa7e968c29285	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iprodione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-052f-9201000000-50900fd593eeaef0b3d0	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

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

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB 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

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1313701

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Iprodione (HMDB0031795)

MOL for HMDB0031795 (Iprodione)

3D MOL for HMDB0031795 (Iprodione)

3D SDF for HMDB0031795 (Iprodione)

3D-SDF for HMDB0031795 (Iprodione)

PDB for HMDB0031795 (Iprodione)

3D PDB for HMDB0031795 (Iprodione)

SMILES for HMDB0031795 (Iprodione)

INCHI for HMDB0031795 (Iprodione)

Structure for HMDB0031795 (Iprodione)

3D Structure for HMDB0031795 (Iprodione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra