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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:50:29 UTC

Update Date

2022-09-22 18:34:57 UTC

HMDB ID

HMDB0032559

Secondary Accession Numbers

HMDB32559

Metabolite Identification

Common Name

(±)-2-(1-Methylpropyl)-4,6-dinitrophenol

Description

(±)-2-(1-Methylpropyl)-4,6-dinitrophenol, also known as 2,4-dinitro-6-(1-methylpropyl)phenol or 2-sec-butyl-4,6-dinitrophenol, belongs to the class of organic compounds known as dinitrophenols. These are organic aromatic compounds containing a benzene that carries a single phenol group and exactly two nitro groups. Based on a literature review very few articles have been published on (±)-2-(1-Methylpropyl)-4,6-dinitrophenol.

Structure

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

HMDB0032559
     RDKit          3D
(±)-2-(1-Methylpropyl)-4,6-dinitrophenol
 29 29  0  0  0  0  0  0  0  0999 V2000
   -3.3086   -1.5698   -0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469   -1.0573   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268   -0.5087    0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1581    0.6217    1.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0765    0.0581    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2710    1.4021    0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684    1.8909    0.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177    3.2847   -0.0070 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.8682    3.7679   -0.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6634    4.1126    0.0595 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.6647    1.0620   -0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4465   -0.3366    0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6069   -1.1630   -0.0347 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.6187   -2.2773   -0.5511 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8401   -0.6973    0.4178 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.1780   -0.8042    0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9503   -2.1746    0.3527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1201   -0.9495   -0.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4114   -2.5846   -0.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3553   -1.7962    0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3323   -1.9695   -0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9862   -0.3533   -1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1282   -1.2471    1.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3654    1.3114    0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1565    0.1448    1.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8219    1.1025    2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592    2.1291    0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6793    1.4124   -0.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7272   -2.8113    0.2778 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
 16  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  6 27  1  0
 11 28  1  0
 17 29  1  0
M  CHG  4   8   1  10  -1  13   1  15  -1
M  END


  Mrv0541 05061306332D          

 17 17  0  0  0  0            999 V2000
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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
    2.1434   -0.4125    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
    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  2  0  0  0  0
 10  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15 11  2  0  0  0  0
 16 12  2  0  0  0  0
 17 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032559

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N2O5/c1-3-6(2)8-4-7(11(14)15)5-9(10(8)13)12(16)17/h4-6,13H,3H2,1-2H3

> <INCHI_KEY>
OWZPCEFYPSAJFR-UHFFFAOYSA-N

> <FORMULA>
C10H12N2O5

> <MOLECULAR_WEIGHT>
240.2127

> <EXACT_MASS>
240.074621504

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
22.234600637422268

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.37

> <JCHEM_LOGP>
3.239226688666667

> <ALOGPS_LOGS>
-3.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.57479351268786

> <JCHEM_PKA_STRONGEST_BASIC>
-7.547019960102564

> <JCHEM_POLAR_SURFACE_AREA>
111.87

> <JCHEM_REFRACTIVITY>
61.48010000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.91e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
caldon

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032559
     RDKit          3D
(±)-2-(1-Methylpropyl)-4,6-dinitrophenol
 29 29  0  0  0  0  0  0  0  0999 V2000
   -3.3086   -1.5698   -0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469   -1.0573   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268   -0.5087    0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1581    0.6217    1.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0765    0.0581    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2710    1.4021    0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684    1.8909    0.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177    3.2847   -0.0070 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.8682    3.7679   -0.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6634    4.1126    0.0595 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.6647    1.0620   -0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4465   -0.3366    0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6069   -1.1630   -0.0347 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.6187   -2.2773   -0.5511 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8401   -0.6973    0.4178 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.1780   -0.8042    0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9503   -2.1746    0.3527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1201   -0.9495   -0.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4114   -2.5846   -0.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3553   -1.7962    0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3323   -1.9695   -0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9862   -0.3533   -1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1282   -1.2471    1.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3654    1.3114    0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1565    0.1448    1.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8219    1.1025    2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592    2.1291    0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6793    1.4124   -0.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7272   -2.8113    0.2778 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
 16  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  6 27  1  0
 11 28  1  0
 17 29  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  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    6                                                            
CONECT    3    1    6                                                       
CONECT    4    7    8                                                       
CONECT    5    7    9                                                       
CONECT    6    2    3    8                                                  
CONECT    7    4    5   11                                                  
CONECT    8    4    6   10                                                  
CONECT    9    5   10   12                                                  
CONECT   10    8    9   13                                                  
CONECT   11    7   14   15                                                  
CONECT   12    9   16   17                                                  
CONECT   13   10                                                            
CONECT   14   11                                                            
CONECT   15   11                                                            
CONECT   16   12                                                            
CONECT   17   12                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0032559
HETATM    1  C1  UNL     1      -3.309  -1.570  -0.223  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.947  -1.057  -0.559  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.227  -0.509   0.670  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.158   0.622   1.155  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.076   0.058   0.344  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.271   1.402   0.239  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.568   1.891   0.062  1.00  0.00           C  
HETATM    8  N1  UNL     1       1.718   3.285  -0.007  1.00  0.00           N1+
HETATM    9  O1  UNL     1       2.868   3.768  -0.164  1.00  0.00           O  
HETATM   10  O2  UNL     1       0.663   4.113   0.059  1.00  0.00           O1-
HETATM   11  C8  UNL     1       2.665   1.062  -0.020  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.446  -0.337   0.088  1.00  0.00           C  
HETATM   13  N2  UNL     1       3.607  -1.163  -0.035  1.00  0.00           N1+
HETATM   14  O3  UNL     1       3.619  -2.277  -0.551  1.00  0.00           O  
HETATM   15  O4  UNL     1       4.840  -0.697   0.418  1.00  0.00           O1-
HETATM   16  C10 UNL     1       1.178  -0.804   0.265  1.00  0.00           C  
HETATM   17  O5  UNL     1       0.950  -2.175   0.353  1.00  0.00           O  
HETATM   18  H1  UNL     1      -4.120  -0.950  -0.608  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.411  -2.585  -0.722  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.355  -1.796   0.841  1.00  0.00           H  
HETATM   21  H4  UNL     1      -1.332  -1.969  -0.828  1.00  0.00           H  
HETATM   22  H5  UNL     1      -1.986  -0.353  -1.391  1.00  0.00           H  
HETATM   23  H6  UNL     1      -1.128  -1.247   1.471  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.365   1.311   0.315  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.156   0.145   1.337  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.822   1.103   2.072  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.559   2.129   0.284  1.00  0.00           H  
HETATM   28  H11 UNL     1       3.679   1.412  -0.139  1.00  0.00           H  
HETATM   29  H12 UNL     1       1.727  -2.811   0.278  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4    5   23
CONECT    4   24   25   26
CONECT    5    6    6   16
CONECT    6    7   27
CONECT    7    8   11   11
CONECT    8    9    9   10
CONECT   11   12   28
CONECT   12   13   16   16
CONECT   13   14   14   15
CONECT   16   17
CONECT   17   29
END

HMDB0032559
     RDKit          3D
(±)-2-(1-Methylpropyl)-4,6-dinitrophenol
 29 29  0  0  0  0  0  0  0  0999 V2000
   -3.3086   -1.5698   -0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469   -1.0573   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268   -0.5087    0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1581    0.6217    1.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0765    0.0581    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2710    1.4021    0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684    1.8909    0.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177    3.2847   -0.0070 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.8682    3.7679   -0.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6634    4.1126    0.0595 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.6647    1.0620   -0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4465   -0.3366    0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6069   -1.1630   -0.0347 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.6187   -2.2773   -0.5511 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8401   -0.6973    0.4178 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.1780   -0.8042    0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9503   -2.1746    0.3527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1201   -0.9495   -0.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4114   -2.5846   -0.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3553   -1.7962    0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3323   -1.9695   -0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9862   -0.3533   -1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1282   -1.2471    1.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3654    1.3114    0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1565    0.1448    1.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8219    1.1025    2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592    2.1291    0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6793    1.4124   -0.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7272   -2.8113    0.2778 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
 16  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  6 27  1  0
 11 28  1  0
 17 29  1  0
M  CHG  4   8   1  10  -1  13   1  15  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,4-Dinitro-6-(1-methylpropyl)phenol	Kegg
2,4-Dinitro-6-(1-methyl-propyl)phenol	HMDB
2,4-Dinitro-6-sec-butylphenol	HMDB
2-(1-Methylpropyl)-4,6-dinitro-phenol	HMDB
2-(1-Methylpropyl)-4,6-dinitrophenol	HMDB
2-Sec-butyl-4,6-dinitro-phenol	HMDB
2-Sec-butyl-4,6-dinitrophenol	HMDB
2-[1-Methylpropyl]-4,6-dinitrophenol	HMDB
4,6-Dinitro-2-(1-methyl-N-propyl)phenol	HMDB
4,6-Dinitro-2-(1-methyl-propyl)phenol	HMDB
4,6-Dinitro-2-sec-butylphenol	HMDB
4,6-Dinitro-O-sec-butylphenol	HMDB
6-Sec-butyl-2,4-dinitrophenol	HMDB
Aatox	HMDB
Basanite	HMDB
Blaartox	HMDB
Butaphene	HMDB
Caldon	HMDB
Desicoil	HMDB
Dibutox	HMDB
Dinitrall	HMDB
Dinitrax	HMDB
Dinitro-3	HMDB
Dinitro-O-sec-butylphenol	HMDB
Dinitro-ortho-sec-butyl phenol	HMDB
Dinoseb	HMDB
Hivertox	HMDB
Kiloseb	HMDB
Nitropone c	HMDB
Premerge 3	HMDB
Sparic	HMDB
Spurge	HMDB
Subitex	HMDB
Tubotox	HMDB
Viruzona	HMDB
DNBP	HMDB
Dinitrobutylphenol	HMDB
Dinoseb triethanolamine salt	HMDB
Dinoseb ammonium salt	HMDB
Dinoseb ethanolamine salt	HMDB
Dinoseb sodium salt	HMDB

Chemical Formula

C₁₀H₁₂N₂O₅

Average Molecular Weight

240.2127

Monoisotopic Molecular Weight

240.074621504

IUPAC Name

2-(butan-2-yl)-4,6-dinitrophenol

Traditional Name

caldon

CAS Registry Number

88-85-7

SMILES

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

InChI Identifier

InChI=1S/C10H12N2O5/c1-3-6(2)8-4-7(11(14)15)5-9(10(8)13)12(16)17/h4-6,13H,3H2,1-2H3

InChI Key

OWZPCEFYPSAJFR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dinitrophenols. These are organic aromatic compounds containing a benzene that carries a single phenol group and exactly two nitro groups.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Dinitrophenol
Nitrobenzene
Phenylpropane
Nitroaromatic compound
Monocyclic benzene moiety
C-nitro compound
Organic nitro compound
Organic oxoazanium
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dinitrophenol (CHEBI:83632 )
Nitrophenol herbicides (C14302 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0032559)

Cellular substructure

Membrane (HMDB: HMDB0032559)

Source

Endogenous

Endogenous (HMDB: HMDB0032559)

Exogenous

Food

Food (HMDB: HMDB0032559)

Synthetic

Synthetic (HMDB: HMDB0032559)

Environmental

Wastewater (HMDB: HMDB0032559)

Process

Not Available

Role

Environmental role

Air pollutant (HMDB: HMDB0032559)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	40 - 41 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.052 mg/mL at 25 °C	Not Available
LogP	3.56	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.19 g/L	ALOGPS
logP	3.37	ALOGPS
logP	3.24	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	4.57	ChemAxon
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	111.87 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	61.48 m³·mol⁻¹	ChemAxon
Polarizability	22.23 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]+	156.978	31661259
DarkChem	[M-H]-	155.019	31661259
DeepCCS	[M+H]+	158.402	30932474
DeepCCS	[M-H]-	156.044	30932474
DeepCCS	[M-2H]-	188.93	30932474
DeepCCS	[M+Na]+	164.495	30932474
AllCCS	[M+H]+	151.5	32859911
AllCCS	[M+H-H2O]+	147.7	32859911
AllCCS	[M+NH4]+	155.1	32859911
AllCCS	[M+Na]+	156.1	32859911
AllCCS	[M-H]-	150.0	32859911
AllCCS	[M+Na-2H]-	150.1	32859911
AllCCS	[M+HCOO]-	150.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(??)-2-(1-Methylpropyl)-4,6-dinitrophenol	CCC(C)C1=C(O)C(=CC(=C1)N(=O)=O)N(=O)=O	2719.4	Standard polar	33892256
(??)-2-(1-Methylpropyl)-4,6-dinitrophenol	CCC(C)C1=C(O)C(=CC(=C1)N(=O)=O)N(=O)=O	1723.3	Standard non polar	33892256
(??)-2-(1-Methylpropyl)-4,6-dinitrophenol	CCC(C)C1=C(O)C(=CC(=C1)N(=O)=O)N(=O)=O	1775.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(??)-2-(1-Methylpropyl)-4,6-dinitrophenol,1TMS,isomer #1	CCC(C)C1=CC([N+](=O)[O-])=CC([N+](=O)[O-])=C1O[Si](C)(C)C	1944.1	Semi standard non polar	33892256
(??)-2-(1-Methylpropyl)-4,6-dinitrophenol,1TBDMS,isomer #1	CCC(C)C1=CC([N+](=O)[O-])=CC([N+](=O)[O-])=C1O[Si](C)(C)C(C)(C)C	2202.1	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 - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dl-3960000000-6b0becf4bf020989735b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol GC-MS (1 TMS) - 70eV, Positive	splash10-00di-3190000000-ac131bf9774102ce34a7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-03di-8980000000-bb9934812e8ee744b661	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 - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol LC-ESI-ITFT , negative-QTOF	splash10-0006-0950000000-8f610c6ca6ff1d22298b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol LC-ESI-ITFT , negative-QTOF	splash10-000i-0090000000-bf0cfd1a0d7f228201de	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol LC-ESI-ITFT , negative-QTOF	splash10-000i-0090000000-161687259dcb3966cc81	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol LC-ESI-ITFT , negative-QTOF	splash10-000i-0390000000-f9f4bfde78b8e758cdf3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol LC-ESI-ITFT , negative-QTOF	splash10-0006-0920000000-a1e67bb6c4fc57c2fe87	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol LC-ESI-ITFT , negative-QTOF	splash10-0006-0910000000-292c58128b537d67030a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol LC-ESI-ITFT , negative-QTOF	splash10-001l-0900000000-f8e4148fc9e904fa2e4e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol LC-ESI-ITFT , negative-QTOF	splash10-000i-0090000000-bd2d9f56110eb56973ca	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol LC-ESI-ITFT , negative-QTOF	splash10-000i-0090000000-f4f033395fc8dbb10fdb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol LC-ESI-ITFT , negative-QTOF	splash10-000i-0390000000-515e5f3c61db958b4d4a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol LC-ESI-ITFT , negative-QTOF	splash10-0006-0920000000-34b27038238796b1d5bd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol LC-ESI-ITFT , negative-QTOF	splash10-0006-0910000000-2836c5f124a3a59d29ca	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol LC-ESI-ITFT , negative-QTOF	splash10-001i-0900000000-48d5607e19bf1383d4ac	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol LC-ESI-ITFT , negative-QTOF	splash10-0006-0930000000-ef4db394090021305f40	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol LC-ESI-QFT , negative-QTOF	splash10-000i-0390000000-04c9322e1446c50343a1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol 90V, Negative-QTOF	splash10-001i-0900000000-39ecd19b5bdb565fb22a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol 75V, Negative-QTOF	splash10-0a6r-0950000000-68ca0d0087a44d57d4d7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol 10V, Positive-QTOF	splash10-000i-0090000000-cf35e4ef3a0c09ee713e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol 45V, Negative-QTOF	splash10-000i-0390000000-08bec7260a0dfe2cbe48	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol 10V, Positive-QTOF	splash10-0006-0090000000-a1bfcc878714c1626483	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol 20V, Positive-QTOF	splash10-0159-0090000000-88ab2abdf7bb3af9e14c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol 40V, Positive-QTOF	splash10-0a4i-9230000000-02a36127044b161aae93	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol 10V, Negative-QTOF	splash10-000i-0090000000-96609411ef5b138e935d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol 20V, Negative-QTOF	splash10-000i-0090000000-2e3892fe01a09407f6b8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(1-Methylpropyl)-4,6-dinitrophenol 40V, Negative-QTOF	splash10-053r-5390000000-f01c35b43735ef795578	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details

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

FDB010491

KNApSAcK ID

Not Available

Chemspider ID

6684

KEGG Compound ID

C14302

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6950

PDB ID

Not Available

ChEBI ID

83632

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 (±)-2-(1-Methylpropyl)-4,6-dinitrophenol (HMDB0032559)

MOL for HMDB0032559 ((±)-2-(1-Methylpropyl)-4,6-dinitrophenol)

3D MOL for HMDB0032559 ((±)-2-(1-Methylpropyl)-4,6-dinitrophenol)

3D SDF for HMDB0032559 ((±)-2-(1-Methylpropyl)-4,6-dinitrophenol)

3D-SDF for HMDB0032559 ((±)-2-(1-Methylpropyl)-4,6-dinitrophenol)

PDB for HMDB0032559 ((±)-2-(1-Methylpropyl)-4,6-dinitrophenol)

3D PDB for HMDB0032559 ((±)-2-(1-Methylpropyl)-4,6-dinitrophenol)

SMILES for HMDB0032559 ((±)-2-(1-Methylpropyl)-4,6-dinitrophenol)

INCHI for HMDB0032559 ((±)-2-(1-Methylpropyl)-4,6-dinitrophenol)

Structure for HMDB0032559 ((±)-2-(1-Methylpropyl)-4,6-dinitrophenol)

3D Structure for HMDB0032559 ((±)-2-(1-Methylpropyl)-4,6-dinitrophenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra