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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:50:29 UTC

Update Date

2022-03-07 02:53:23 UTC

HMDB ID

HMDB0032560

Secondary Accession Numbers

HMDB32560

Metabolite Identification

Common Name

Dinoseb acetate

Description

Dinoseb acetate, also known as dnbpa, jmaf or aretit, belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. Based on a literature review very few articles have been published on Dinoseb acetate.

Structure

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

HMDB0032560
     RDKit          3D
Dinoseb acetate
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.7695   -0.2272    0.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2794   -0.2876    0.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4628   -0.2196   -0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422   -1.4699   -1.2137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0232   -0.4931   -0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3996   -1.7504    0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559   -2.0783    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441   -3.3955    0.5720 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.3336   -3.7221    0.5928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1790   -4.3097    0.8756 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.7159   -1.1798   -0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3011    0.0753   -0.5673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2791    1.0316   -0.9432 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.0404    1.9031   -1.7526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5271    0.9871   -0.3782 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.9268    0.3967   -0.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5724    1.7108   -0.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8303    2.6562    0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5613    4.0889   -0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3310    2.2066    1.1573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3227   -0.9481    1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9737   -0.3916   -0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1796    0.7854    0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9958   -1.0693    1.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0656    0.7169    1.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7341    0.6401   -0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304   -1.8038   -1.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2367   -2.2234   -0.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6845   -1.1927   -1.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3815   -2.4564    0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7584   -1.4734   -0.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4893    4.7207   -0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0033    4.4246    0.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0604    4.3478   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
 11 31  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
M  CHG  4   8   1  10  -1  13   1  15  -1
M  END


  Mrv0541 05061306332D          

 20 20  0  0  0  0            999 V2000
    0.3527    1.1016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3527    0.2766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0672   -0.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0672   -0.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3527   -1.3734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3617   -0.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3617   -0.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1586    0.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3721    0.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0171    2.4819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2306    1.6850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0275    1.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420   -0.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5389   -0.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4962   -0.1359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7817    0.2766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7817    1.1016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0672   -2.6109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3527   -2.1984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3617   -2.6109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 11  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  2  0  0  0  0
  3  4  2  0  0  0  0
  3 16  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 19  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  2  0  0  0  0
 18 19  2  0  0  0  0
 19 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032560

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)C1=C(OC(C)=O)C(=CC(=C1)N(=O)=O)N(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H14N2O6/c1-4-7(2)10-5-9(13(16)17)6-11(14(18)19)12(10)20-8(3)15/h5-7H,4H2,1-3H3

> <INCHI_KEY>
RDJTWDKSYLLHRW-UHFFFAOYSA-N

> <FORMULA>
C12H14N2O6

> <MOLECULAR_WEIGHT>
282.2494

> <EXACT_MASS>
282.08518619

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
26.378659011114625

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(butan-2-yl)-4,6-dinitrophenyl acetate

> <ALOGPS_LOGP>
2.95

> <JCHEM_LOGP>
3.150052984666667

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.15121854445788

> <JCHEM_POLAR_SURFACE_AREA>
117.94

> <JCHEM_REFRACTIVITY>
70.63159999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dinoseb acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032560
     RDKit          3D
Dinoseb acetate
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.7695   -0.2272    0.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2794   -0.2876    0.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4628   -0.2196   -0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422   -1.4699   -1.2137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0232   -0.4931   -0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3996   -1.7504    0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559   -2.0783    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441   -3.3955    0.5720 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.3336   -3.7221    0.5928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1790   -4.3097    0.8756 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.7159   -1.1798   -0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3011    0.0753   -0.5673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2791    1.0316   -0.9432 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.0404    1.9031   -1.7526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5271    0.9871   -0.3782 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.9268    0.3967   -0.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5724    1.7108   -0.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8303    2.6562    0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5613    4.0889   -0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3310    2.2066    1.1573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3227   -0.9481    1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9737   -0.3916   -0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1796    0.7854    0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9958   -1.0693    1.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0656    0.7169    1.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7341    0.6401   -0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304   -1.8038   -1.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2367   -2.2234   -0.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6845   -1.1927   -1.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3815   -2.4564    0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7584   -1.4734   -0.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4893    4.7207   -0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0033    4.4246    0.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0604    4.3478   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
 11 31  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
M  CHG  4   8   1  10  -1  13   1  15  -1
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  O   UNK     0       0.658   2.056   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.658   0.516   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.992  -0.254   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.992  -1.794   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.658  -2.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.675  -1.794   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.675  -0.254   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.163   0.145   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.561   1.633   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.032   4.633   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.430   3.145   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.918   2.747   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.252  -0.944   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.739  -0.545   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.660  -0.254   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       3.326   0.516   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       3.326   2.056   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.992  -4.874   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       0.658  -4.104   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0      -0.675  -4.874   0.000  0.00  0.00           O+0
CONECT    1    2   11                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    2    6    8                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8                                                            
CONECT   10   11                                                            
CONECT   11    1   10   12                                                  
CONECT   12   11                                                            
CONECT   13    8   14                                                       
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16    3   15   17                                                  
CONECT   17   16                                                            
CONECT   18   19                                                            
CONECT   19    5   18   20                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0032560
HETATM    1  C1  UNL     1       3.769  -0.227   0.616  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.279  -0.288   0.913  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.463  -0.220  -0.387  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.942  -1.470  -1.214  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.023  -0.493  -0.168  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.400  -1.750   0.210  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.756  -2.078   0.190  1.00  0.00           C  
HETATM    8  N1  UNL     1      -2.144  -3.395   0.572  1.00  0.00           N1+
HETATM    9  O1  UNL     1      -3.334  -3.722   0.593  1.00  0.00           O  
HETATM   10  O2  UNL     1      -1.179  -4.310   0.876  1.00  0.00           O1-
HETATM   11  C8  UNL     1      -2.716  -1.180  -0.193  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.301   0.075  -0.567  1.00  0.00           C  
HETATM   13  N2  UNL     1      -3.279   1.032  -0.943  1.00  0.00           N1+
HETATM   14  O3  UNL     1      -3.040   1.903  -1.753  1.00  0.00           O  
HETATM   15  O4  UNL     1      -4.527   0.987  -0.378  1.00  0.00           O1-
HETATM   16  C10 UNL     1      -0.927   0.397  -0.548  1.00  0.00           C  
HETATM   17  O5  UNL     1      -0.572   1.711  -0.944  1.00  0.00           O  
HETATM   18  C11 UNL     1      -0.830   2.656   0.081  1.00  0.00           C  
HETATM   19  C12 UNL     1      -0.561   4.089  -0.017  1.00  0.00           C  
HETATM   20  O6  UNL     1      -1.331   2.207   1.157  1.00  0.00           O  
HETATM   21  H1  UNL     1       4.323  -0.948   1.223  1.00  0.00           H  
HETATM   22  H2  UNL     1       3.974  -0.392  -0.471  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.180   0.785   0.873  1.00  0.00           H  
HETATM   24  H4  UNL     1       1.996  -1.069   1.590  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.066   0.717   1.479  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.734   0.640  -0.981  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.030  -1.804  -1.734  1.00  0.00           H  
HETATM   28  H8  UNL     1       2.237  -2.223  -0.480  1.00  0.00           H  
HETATM   29  H9  UNL     1       2.685  -1.193  -1.962  1.00  0.00           H  
HETATM   30  H10 UNL     1       0.381  -2.456   0.503  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.758  -1.473  -0.181  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.489   4.721  -0.055  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.003   4.425   0.905  1.00  0.00           H  
HETATM   34  H14 UNL     1       0.060   4.348  -0.897  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4    5   26
CONECT    4   27   28   29
CONECT    5    6    6   16
CONECT    6    7   30
CONECT    7    8   11   11
CONECT    8    9    9   10
CONECT   11   12   31
CONECT   12   13   16   16
CONECT   13   14   14   15
CONECT   16   17
CONECT   17   18
CONECT   18   19   20   20
CONECT   19   32   33   34
END

HMDB0032560
     RDKit          3D
Dinoseb acetate
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.7695   -0.2272    0.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2794   -0.2876    0.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4628   -0.2196   -0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422   -1.4699   -1.2137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0232   -0.4931   -0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3996   -1.7504    0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559   -2.0783    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441   -3.3955    0.5720 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.3336   -3.7221    0.5928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1790   -4.3097    0.8756 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.7159   -1.1798   -0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3011    0.0753   -0.5673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2791    1.0316   -0.9432 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.0404    1.9031   -1.7526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5271    0.9871   -0.3782 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.9268    0.3967   -0.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5724    1.7108   -0.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8303    2.6562    0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5613    4.0889   -0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3310    2.2066    1.1573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3227   -0.9481    1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9737   -0.3916   -0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1796    0.7854    0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9958   -1.0693    1.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0656    0.7169    1.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7341    0.6401   -0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304   -1.8038   -1.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2367   -2.2234   -0.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6845   -1.1927   -1.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3815   -2.4564    0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7584   -1.4734   -0.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4893    4.7207   -0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0033    4.4246    0.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0604    4.3478   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
 11 31  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
M  CHG  4   8   1  10  -1  13   1  15  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dinoseb acetic acid	Generator
2,4-Dinitro-6-S-butylfenylester kyseliny octove	HMDB
2,4-Dinitro-6-sek.butyl-phenylacetat	HMDB
2-(1-Methylpropyl)-4,6-dinitrophenyl acetate	HMDB
2-(2-Hydroxy-3,5-dinitrophenyl)butane acetate	HMDB
2-Sec-butyl-4,6-dinitrophenol acetate (ester)	HMDB
2-Sec-butyl-4,6-dinitrophenyl acetate	HMDB
2-Sec-butyl-4,6-dinitrophenylacetate	HMDB
2-Sek.Butyl-4,6-dinitrofenylester kyseliny octove	HMDB
4,6-Dinitro-2-S-butylphenyl acetate	HMDB
6-Sec-butyl-2,4-dinitrophenylacetate	HMDB
Acetic acid, (2,4-dinitro-6-S-butylphenyl) ester	HMDB
Acetic acid, (4,6-dinitro-2-S-butylphenyl) ester	HMDB
Acetic acid, 2-(sec-butyl)-4,6-dinitrophenyl ester	HMDB
beta-(2-Hydroxy-3,5-dinitrophenyl)butane acetate	HMDB
Dinoseb acetate, ansi, bsi, iso, wssa	HMDB
Dinoseb-acetate	HMDB
Dinosebe acetate	HMDB
DNBPA, jmaf	HMDB
O-Acetyl-2-sec-butyl-4,6-dinitrophenol	HMDB
Phenol, 2-(1-methylpropyl)-4,6-dinitro-, acetate	HMDB
Phenol, 2-(1-methylpropyl)-4,6-dinitro-, acetate (ester)	HMDB
Phenol, 2-sec-butyl-4,6-dinitro-, acetate	HMDB
Phenol, 2-sec-butyl-4,6-dinitro-, acetate (ester)	HMDB
Phenol, 2-sec-butyl-4,6-dinitro-, acetate (ester) (8ci)	HMDB
Aretit	HMDB

Chemical Formula

C₁₂H₁₄N₂O₆

Average Molecular Weight

282.2494

Monoisotopic Molecular Weight

282.08518619

IUPAC Name

2-(butan-2-yl)-4,6-dinitrophenyl acetate

Traditional Name

dinoseb acetate

CAS Registry Number

2813-95-8

SMILES

CCC(C)C1=C(OC(C)=O)C(=CC(=C1)N(=O)=O)N(=O)=O

InChI Identifier

InChI=1S/C12H14N2O6/c1-4-7(2)10-5-9(13(16)17)6-11(14(18)19)12(10)20-8(3)15/h5-7H,4H2,1-3H3

InChI Key

RDJTWDKSYLLHRW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol esters

Sub Class

Not Available

Direct Parent

Phenol esters

Alternative Parents

Substituents

Phenol ester
Nitrobenzene
Phenylpropane
Phenoxy compound
Nitroaromatic compound
Monocyclic benzene moiety
Carboxylic acid ester
C-nitro compound
Organic nitro compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxoazanium
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic 1,3-dipolar compound
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:82240 )
benzoate ester (CHEBI:82240 )
Nitrophenol herbicides (C19119 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0032560)

Cellular substructure

Membrane (HMDB: HMDB0032560)

Source

Endogenous

Endogenous (HMDB: HMDB0032560)

Exogenous

Food

Food (HMDB: HMDB0032560)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	26 - 27 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.2 mg/mL at 25 °C	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	2.95	ALOGPS
logP	3.15	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	117.94 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	70.63 m³·mol⁻¹	ChemAxon
Polarizability	26.38 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	166.044	31661259
DarkChem	[M-H]-	164.726	31661259
DeepCCS	[M+H]+	166.978	30932474
DeepCCS	[M-H]-	164.62	30932474
DeepCCS	[M-2H]-	197.506	30932474
DeepCCS	[M+Na]+	173.362	30932474
AllCCS	[M+H]+	161.8	32859911
AllCCS	[M+H-H2O]+	158.3	32859911
AllCCS	[M+NH4]+	165.0	32859911
AllCCS	[M+Na]+	165.9	32859911
AllCCS	[M-H]-	162.0	32859911
AllCCS	[M+Na-2H]-	161.9	32859911
AllCCS	[M+HCOO]-	161.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dinoseb acetate	CCC(C)C1=C(OC(C)=O)C(=CC(=C1)N(=O)=O)N(=O)=O	2940.7	Standard polar	33892256
Dinoseb acetate	CCC(C)C1=C(OC(C)=O)C(=CC(=C1)N(=O)=O)N(=O)=O	1992.9	Standard non polar	33892256
Dinoseb acetate	CCC(C)C1=C(OC(C)=O)C(=CC(=C1)N(=O)=O)N(=O)=O	1948.2	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 - Dinoseb acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ox-3190000000-b098545c3ff4adc005b2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dinoseb acetate 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 - Dinoseb acetate 10V, Positive-QTOF	splash10-001i-0090000000-a228d2dad11ecafa9cdb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dinoseb acetate 20V, Positive-QTOF	splash10-0a6r-0090000000-1d3386e561f426b64a17	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dinoseb acetate 40V, Positive-QTOF	splash10-0a4i-9060000000-ed3498127e8573322d17	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dinoseb acetate 10V, Negative-QTOF	splash10-001i-0090000000-5951be86c97941995a38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dinoseb acetate 20V, Negative-QTOF	splash10-001i-1090000000-05f818ceadd5e6e0adbe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dinoseb acetate 40V, Negative-QTOF	splash10-0a4i-9040000000-9c748b9a0fe902933d08	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dinoseb acetate 10V, Negative-QTOF	splash10-001i-0090000000-4750e3a05dba7e0bc074	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dinoseb acetate 20V, Negative-QTOF	splash10-001i-1090000000-53ae5e236e6d9f6d9b98	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dinoseb acetate 40V, Negative-QTOF	splash10-000b-9520000000-3c31f439cb4b56e11849	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dinoseb acetate 10V, Positive-QTOF	splash10-001i-0090000000-30a104bc02aa11a3034d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dinoseb acetate 20V, Positive-QTOF	splash10-0089-0090000000-d439c5d1a5828199815e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dinoseb acetate 40V, Positive-QTOF	splash10-004i-4920000000-f9836c8e31cb3023a885	2021-09-25	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

FDB010492

KNApSAcK ID

Not Available

Chemspider ID

16798

KEGG Compound ID

C19119

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

17776

PDB ID

Not Available

ChEBI ID

Not Available

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 Dinoseb acetate (HMDB0032560)

MOL for HMDB0032560 (Dinoseb acetate)

3D MOL for HMDB0032560 (Dinoseb acetate)

3D SDF for HMDB0032560 (Dinoseb acetate)

3D-SDF for HMDB0032560 (Dinoseb acetate)

PDB for HMDB0032560 (Dinoseb acetate)

3D PDB for HMDB0032560 (Dinoseb acetate)

SMILES for HMDB0032560 (Dinoseb acetate)

INCHI for HMDB0032560 (Dinoseb acetate)

Structure for HMDB0032560 (Dinoseb acetate)

3D Structure for HMDB0032560 (Dinoseb acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra