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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:21 UTC

Update Date

2022-03-07 02:53:06 UTC

HMDB ID

HMDB0031768

Secondary Accession Numbers

HMDB31768

Metabolite Identification

Common Name

Iprobenfos

Description

Iprobenfos, also known as kitazin p or IBP, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Based on a literature review very few articles have been published on Iprobenfos.

Structure

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

HMDB0031768
     RDKit          3D
Iprobenfos
 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.0006    3.1509    0.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8490    1.9959   -0.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0032    2.6377   -0.9461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2285    1.1455    0.7916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1715   -0.1812    0.9272 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6407   -0.8924    2.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1474   -1.1939   -0.3615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2845   -1.9845   -0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4955   -3.0034    0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5666   -1.1903   -0.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    0.5955    1.3763 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0070   -0.6354    1.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1081   -0.4801    0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251    0.4311    0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2261    0.6354    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3868   -0.0614   -1.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3919   -0.9693   -1.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585   -1.1669   -0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4191    4.1343    0.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756    3.0542    1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0018    3.0801   -0.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2328    1.4130   -0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6069    3.5371   -1.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4584    1.9930   -1.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7479    3.0079   -0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1693   -2.5276   -1.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7626   -3.0150    1.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5263   -2.9143    1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4904   -4.0659    0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4360   -0.3398   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0296   -0.9709    0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3048   -1.8632   -1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4329   -0.6577    2.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521   -1.6819    1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0120    0.9812    1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9734    1.3479    0.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2501    0.0758   -1.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4870   -1.5351   -2.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -1.8862   -0.9783 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
  8 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
M  END


  Mrv0541 05061306072D          

 18 18  0  0  0  0            999 V2000
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  4  1  0  0  0  0
 13  8  2  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 14  2  0  0  0  0
 17 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 10  1  0  0  0  0
 18 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031768

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)OP(=O)(OC(C)C)SCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H21O3PS/c1-11(2)15-17(14,16-12(3)4)18-10-13-8-6-5-7-9-13/h5-9,11-12H,10H2,1-4H3

> <INCHI_KEY>
FCOAHACKGGIURQ-UHFFFAOYSA-N

> <FORMULA>
C13H21O3PS

> <MOLECULAR_WEIGHT>
288.343

> <EXACT_MASS>
288.09490174

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
30.644588164024384

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
bis(propan-2-yl) (benzylsulfanyl)phosphonate

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
3.879961504

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-8.211924907428484

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
77.54509999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
iprobenfos

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0031768
     RDKit          3D
Iprobenfos
 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.0006    3.1509    0.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8490    1.9959   -0.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0032    2.6377   -0.9461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2285    1.1455    0.7916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1715   -0.1812    0.9272 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6407   -0.8924    2.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1474   -1.1939   -0.3615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2845   -1.9845   -0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4955   -3.0034    0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5666   -1.1903   -0.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    0.5955    1.3763 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0070   -0.6354    1.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1081   -0.4801    0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251    0.4311    0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2261    0.6354    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3868   -0.0614   -1.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3919   -0.9693   -1.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585   -1.1669   -0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4191    4.1343    0.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756    3.0542    1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0018    3.0801   -0.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2328    1.4130   -0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6069    3.5371   -1.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4584    1.9930   -1.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7479    3.0079   -0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1693   -2.5276   -1.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7626   -3.0150    1.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5263   -2.9143    1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4904   -4.0659    0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4360   -0.3398   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0296   -0.9709    0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3048   -1.8632   -1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4329   -0.6577    2.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521   -1.6819    1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0120    0.9812    1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9734    1.3479    0.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2501    0.0758   -1.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4870   -1.5351   -2.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -1.8862   -0.9783 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
  8 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   8.827   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.850   7.494   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.310   7.494   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.540   6.160   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000   7.700   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.540   6.160   0.000  0.00  0.00           O+0
HETATM   17  P   UNK     0       0.000   6.160   0.000  0.00  0.00           P+0
HETATM   18  S   UNK     0       0.000   4.620   0.000  0.00  0.00           S+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   12                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   13                                                       
CONECT    9    7   13                                                       
CONECT   10   13   18                                                       
CONECT   11    1    2   15                                                  
CONECT   12    3    4   16                                                  
CONECT   13    8    9   10                                                  
CONECT   14   17                                                            
CONECT   15   11   17                                                       
CONECT   16   12   17                                                       
CONECT   17   14   15   16   18                                             
CONECT   18   10   17                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0031768
HETATM    1  C1  UNL     1      -1.001   3.151   0.336  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.849   1.996  -0.231  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.003   2.638  -0.946  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.228   1.146   0.792  1.00  0.00           O  
HETATM    5  P1  UNL     1      -1.172  -0.181   0.927  1.00  0.00           P  
HETATM    6  O2  UNL     1      -1.641  -0.892   2.214  1.00  0.00           O  
HETATM    7  O3  UNL     1      -1.147  -1.194  -0.361  1.00  0.00           O  
HETATM    8  C4  UNL     1      -2.285  -1.985  -0.504  1.00  0.00           C  
HETATM    9  C5  UNL     1      -2.495  -3.003   0.562  1.00  0.00           C  
HETATM   10  C6  UNL     1      -3.567  -1.190  -0.663  1.00  0.00           C  
HETATM   11  S1  UNL     1       0.714   0.596   1.376  1.00  0.00           S  
HETATM   12  C7  UNL     1       2.007  -0.635   1.456  1.00  0.00           C  
HETATM   13  C8  UNL     1       3.108  -0.480   0.504  1.00  0.00           C  
HETATM   14  C9  UNL     1       4.125   0.431   0.851  1.00  0.00           C  
HETATM   15  C10 UNL     1       5.226   0.635   0.077  1.00  0.00           C  
HETATM   16  C11 UNL     1       5.387  -0.061  -1.102  1.00  0.00           C  
HETATM   17  C12 UNL     1       4.392  -0.969  -1.468  1.00  0.00           C  
HETATM   18  C13 UNL     1       3.259  -1.167  -0.652  1.00  0.00           C  
HETATM   19  H1  UNL     1      -1.419   4.134   0.055  1.00  0.00           H  
HETATM   20  H2  UNL     1      -0.876   3.054   1.429  1.00  0.00           H  
HETATM   21  H3  UNL     1       0.002   3.080  -0.162  1.00  0.00           H  
HETATM   22  H4  UNL     1      -1.233   1.413  -0.945  1.00  0.00           H  
HETATM   23  H5  UNL     1      -2.607   3.537  -1.477  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.458   1.993  -1.703  1.00  0.00           H  
HETATM   25  H7  UNL     1      -3.748   3.008  -0.199  1.00  0.00           H  
HETATM   26  H8  UNL     1      -2.169  -2.528  -1.473  1.00  0.00           H  
HETATM   27  H9  UNL     1      -1.763  -3.015   1.377  1.00  0.00           H  
HETATM   28  H10 UNL     1      -3.526  -2.914   1.019  1.00  0.00           H  
HETATM   29  H11 UNL     1      -2.490  -4.066   0.170  1.00  0.00           H  
HETATM   30  H12 UNL     1      -3.436  -0.340  -1.333  1.00  0.00           H  
HETATM   31  H13 UNL     1      -4.030  -0.971   0.301  1.00  0.00           H  
HETATM   32  H14 UNL     1      -4.305  -1.863  -1.202  1.00  0.00           H  
HETATM   33  H15 UNL     1       2.433  -0.658   2.513  1.00  0.00           H  
HETATM   34  H16 UNL     1       1.552  -1.682   1.345  1.00  0.00           H  
HETATM   35  H17 UNL     1       4.012   0.981   1.780  1.00  0.00           H  
HETATM   36  H18 UNL     1       5.973   1.348   0.414  1.00  0.00           H  
HETATM   37  H19 UNL     1       6.250   0.076  -1.720  1.00  0.00           H  
HETATM   38  H20 UNL     1       4.487  -1.535  -2.376  1.00  0.00           H  
HETATM   39  H21 UNL     1       2.520  -1.886  -0.978  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    4   22
CONECT    3   23   24   25
CONECT    4    5
CONECT    5    6    6    7   11
CONECT    7    8
CONECT    8    9   10   26
CONECT    9   27   28   29
CONECT   10   30   31   32
CONECT   11   12
CONECT   12   13   33   34
CONECT   13   14   14   18
CONECT   14   15   35
CONECT   15   16   16   36
CONECT   16   17   37
CONECT   17   18   18   38
CONECT   18   39
END

HMDB0031768
     RDKit          3D
Iprobenfos
 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.0006    3.1509    0.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8490    1.9959   -0.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0032    2.6377   -0.9461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2285    1.1455    0.7916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1715   -0.1812    0.9272 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6407   -0.8924    2.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1474   -1.1939   -0.3615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2845   -1.9845   -0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4955   -3.0034    0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5666   -1.1903   -0.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    0.5955    1.3763 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0070   -0.6354    1.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1081   -0.4801    0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251    0.4311    0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2261    0.6354    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3868   -0.0614   -1.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3919   -0.9693   -1.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585   -1.1669   -0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4191    4.1343    0.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756    3.0542    1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0018    3.0801   -0.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2328    1.4130   -0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6069    3.5371   -1.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4584    1.9930   -1.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7479    3.0079   -0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1693   -2.5276   -1.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7626   -3.0150    1.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5263   -2.9143    1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4904   -4.0659    0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4360   -0.3398   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0296   -0.9709    0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3048   -1.8632   -1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4329   -0.6577    2.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521   -1.6819    1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0120    0.9812    1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9734    1.3479    0.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2501    0.0758   -1.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4870   -1.5351   -2.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -1.8862   -0.9783 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
  8 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Kitazin p	ChEBI
O,O-Bis(1-methylethyl) S-(phenylmethyl)phosphorothioate	ChEBI
O,O-Diisopropyl S-benzyl phosphorothioate	ChEBI
O,O-DIIsopropyl S-benzyl thiophosphate	ChEBI
Phosphorothioic acid, S-benzyl O,O-diisopropyl ester	ChEBI
S-Benzyl diisopropyl phosphorothioate	ChEBI
S-Benzyl O,O-diisopropyl phosphorothioate	ChEBI
S-Benzyl O,O-diisopropyl thiophosphate	ChEBI
IBP	Kegg
O,O-Bis(1-methylethyl) S-(phenylmethyl)phosphorothioic acid	Generator
O,O-Diisopropyl S-benzyl phosphorothioic acid	Generator
O,O-DIIsopropyl S-benzyl thiophosphoric acid	Generator
Phosphorothioate, S-benzyl O,O-diisopropyl ester	Generator
S-Benzyl diisopropyl phosphorothioic acid	Generator
S-Benzyl O,O-diisopropyl phosphorothioic acid	Generator
S-Benzyl O,O-diisopropyl thiophosphoric acid	Generator
Iprofenfos	HMDB
Kitazin L	HMDB
O,O-Bis(1-methylethyl) S-phenylmethyl phosphorothioate	HMDB
O,O-Bis(1-methylethyl) S-phenylmethyl phosphorothioate, 9ci	HMDB
O,O-DIIsopropyl S-benzyl phosphorothiolate	HMDB
O,O-DIIsopropyl-S-benzylester kyseliny thiofosforecne	HMDB
O,O-DIIsopropyl-S-benzylthiophosphate	HMDB
Ricid II	HMDB
Ricid p	HMDB
S-Benzyl diisopropylphosphorothiolate	HMDB
S-Benzyl O,O-diisopropyl phosphorothioate, 8ci	HMDB
S-Benzyl-O,o'-diisopropylphosphorothiolate	HMDB

Chemical Formula

C₁₃H₂₁O₃PS

Average Molecular Weight

288.343

Monoisotopic Molecular Weight

288.09490174

IUPAC Name

bis(propan-2-yl) (benzylsulfanyl)phosphonate

Traditional Name

iprobenfos

CAS Registry Number

26087-47-8

SMILES

CC(C)OP(=O)(OC(C)C)SCC1=CC=CC=C1

InChI Identifier

InChI=1S/C13H21O3PS/c1-11(2)15-17(14,16-12(3)4)18-10-13-8-6-5-7-9-13/h5-9,11-12H,10H2,1-4H3

InChI Key

FCOAHACKGGIURQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Sulfenyl compound
Organothiophosphorus compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organic thiophosphate (CHEBI:79737 )
Organophosphorus fungicides (C15230 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0031768)
Cell membrane (HMDB: HMDB0031768)

Source

Endogenous

Endogenous (HMDB: HMDB0031768)

Exogenous

Food

Food (HMDB: HMDB0031768)

Exogenous (HMDB: HMDB0031768)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.4 mg/mL at 20 °C	Not Available
LogP	3.34	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.31 g/L	ALOGPS
logP	2.76	ALOGPS
logP	3.88	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-8.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	77.55 m³·mol⁻¹	ChemAxon
Polarizability	30.64 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	167.365	31661259
DarkChem	[M-H]-	164.664	31661259
DeepCCS	[M+H]+	167.71	30932474
DeepCCS	[M-H]-	165.352	30932474
DeepCCS	[M-2H]-	198.238	30932474
DeepCCS	[M+Na]+	173.803	30932474
AllCCS	[M+H]+	166.3	32859911
AllCCS	[M+H-H2O]+	163.2	32859911
AllCCS	[M+NH4]+	169.2	32859911
AllCCS	[M+Na]+	170.0	32859911
AllCCS	[M-H]-	165.5	32859911
AllCCS	[M+Na-2H]-	166.1	32859911
AllCCS	[M+HCOO]-	167.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.73 minutes	32390414
Predicted by Siyang on May 30, 2022	13.2186 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.53 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	24.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2554.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	567.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	213.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	270.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	126.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	736.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	791.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	71.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1433.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	581.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1481.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	467.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	417.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	363.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	483.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Iprobenfos	CC(C)OP(=O)(OC(C)C)SCC1=CC=CC=C1	2563.1	Standard polar	33892256
Iprobenfos	CC(C)OP(=O)(OC(C)C)SCC1=CC=CC=C1	1830.4	Standard non polar	33892256
Iprobenfos	CC(C)OP(=O)(OC(C)C)SCC1=CC=CC=C1	1848.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Iprobenfos GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9240000000-05cdde724a5f17e5a1ca	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iprobenfos GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iprobenfos GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprobenfos 10V, Positive-QTOF	splash10-0kbb-2690000000-c8fecad2b510946b3043	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprobenfos 20V, Positive-QTOF	splash10-0a4i-1190000000-196c1f793390eaffef38	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprobenfos 40V, Positive-QTOF	splash10-0006-9200000000-7bf887779624c6e2a5e3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprobenfos 10V, Negative-QTOF	splash10-000b-0690000000-56feb99d89cdf2b3ee7c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprobenfos 20V, Negative-QTOF	splash10-00ea-1960000000-6571030797dbd11c5e29	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprobenfos 40V, Negative-QTOF	splash10-0fsr-0940000000-09868fec081088f35cc7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprobenfos 10V, Negative-QTOF	splash10-0a4i-0930000000-5c24cae99992dd6ac5bb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprobenfos 20V, Negative-QTOF	splash10-00di-0930000000-e93d841bcc8e0c24c5c9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprobenfos 40V, Negative-QTOF	splash10-0ab9-0900000000-187ebd551a11fb3c6543	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprobenfos 10V, Positive-QTOF	splash10-0a4j-0190000000-c0dcb172390b4ba25eea	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprobenfos 20V, Positive-QTOF	splash10-0006-9610000000-0325cb83fcdfa8f0b2a0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprobenfos 40V, Positive-QTOF	splash10-0006-9500000000-913aa31ef3c835eefc29	2021-09-23	Wishart Lab	View Spectrum

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

FDB008441

KNApSAcK ID

Not Available

Chemspider ID

30753

KEGG Compound ID

C15230

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

33294

PDB ID

Not Available

ChEBI ID

79737

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 Iprobenfos (HMDB0031768)

MOL for HMDB0031768 (Iprobenfos)

3D MOL for HMDB0031768 (Iprobenfos)

3D SDF for HMDB0031768 (Iprobenfos)

3D-SDF for HMDB0031768 (Iprobenfos)

PDB for HMDB0031768 (Iprobenfos)

3D PDB for HMDB0031768 (Iprobenfos)

SMILES for HMDB0031768 (Iprobenfos)

INCHI for HMDB0031768 (Iprobenfos)

Structure for HMDB0031768 (Iprobenfos)

3D Structure for HMDB0031768 (Iprobenfos)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra