Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 20:58:33 UTC

Update Date

2021-09-23 20:58:33 UTC

HMDB ID

HMDB0302826

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2,4-Dinitrophenylhydrazone

Description

2,4-dinitrophenylhydrazone is a member of the class of compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group. 2,4-dinitrophenylhydrazone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2,4-dinitrophenylhydrazone can be found in rice, which makes 2,4-dinitrophenylhydrazone a potential biomarker for the consumption of this food product. 2,4-Dinitrophenylhydrazine (DNPH, Brady's reagent, Borche's reagent) is the chemical compound C6H3(NO2)2NHNH2. Dinitrophenylhydrazine is a red to orange solid. It is a substituted hydrazine, and is often used to qualitatively test for carbonyl groups associated with aldehydes and ketones. The hydrazone derivatives can also be used as evidence toward the identity of the original compound. The melting point of the derivative is often used, with reference to a database of values, to determine the identity of a specific carbonyl compound. It is relatively sensitive to shock and friction; it is a shock explosive so care must be taken with its use. To reduce its explosive hazard, it is usually supplied wet .

Structure

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

HMDB0302826
     RDKit          3D
2,4-Dinitrophenylhydrazone
 29 29  0  0  0  0  0  0  0  0999 V2000
    5.7405   -0.4276   -0.6147 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7433   -1.1794   -0.6742 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.9683   -2.4858   -1.0316 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.4438   -0.7137   -0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3707   -1.5699   -0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1244   -1.1099   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9235    0.2325    0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4296    0.6516    0.4670 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4126   -0.2784    0.3676 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6391   -0.3121    0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3811   -1.6428    0.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3180   -1.7060    1.1838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4943    0.8734    0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7344    2.0226    0.0980 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9580    1.1117    0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7915    2.4533    0.6194 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.6604    3.2481    0.1025 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8609    3.0288    1.4089 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.2295    0.5921   -0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5061   -2.6049   -0.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2895   -1.8037   -0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6528    1.6148    0.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467   -1.7121   -0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610   -2.4497    0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8638   -1.3691    1.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2541    0.9378    0.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0933    0.8172   -0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8738    2.4596    0.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0441    1.3218    0.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  2  0
 19  4  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
 11 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  0
 19 29  1  0
M  CHG  4   2   1   3  -1  16   1  18  -1
M  END


  Mrv1533004241517572D          

 19 19  0  0  0  0            999 V2000
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 N   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    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
    1.4289   -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
    0.0000    0.0000    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    1.2375    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  3 18  1  0  0  0  0
 18 19  1  0  0  0  0
M  CHG  4  12   1  14  -1  15   1  17  -1
M  END
> <DATABASE_ID>
HMDB0302826

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC(CO)=NNC1=CC=C(C=C1[N+]([O-])=O)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H10N4O6/c14-4-6(5-15)10-11-8-2-1-7(12(16)17)3-9(8)13(18)19/h1-3,11,14-15H,4-5H2

> <INCHI_KEY>
QPDZOBBTPQNZPW-UHFFFAOYSA-N

> <FORMULA>
C9H10N4O6

> <MOLECULAR_WEIGHT>
270.201

> <EXACT_MASS>
270.060034058

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
23.988710390446123

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[2-(2,4-dinitrophenyl)hydrazin-1-ylidene]propane-1,3-diol

> <ALOGPS_LOGP>
0.97

> <JCHEM_LOGP>
1.1166166863333333

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.73084762966031

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.847399279900946

> <JCHEM_PKA_STRONGEST_BASIC>
1.7032340976452929

> <JCHEM_POLAR_SURFACE_AREA>
151.13

> <JCHEM_REFRACTIVITY>
63.97790000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[2-(2,4-dinitrophenyl)hydrazin-1-ylidene]propane-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302826
     RDKit          3D
2,4-Dinitrophenylhydrazone
 29 29  0  0  0  0  0  0  0  0999 V2000
    5.7405   -0.4276   -0.6147 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7433   -1.1794   -0.6742 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.9683   -2.4858   -1.0316 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.4438   -0.7137   -0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3707   -1.5699   -0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1244   -1.1099   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9235    0.2325    0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4296    0.6516    0.4670 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4126   -0.2784    0.3676 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6391   -0.3121    0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3811   -1.6428    0.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3180   -1.7060    1.1838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4943    0.8734    0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7344    2.0226    0.0980 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9580    1.1117    0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7915    2.4533    0.6194 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.6604    3.2481    0.1025 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8609    3.0288    1.4089 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.2295    0.5921   -0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5061   -2.6049   -0.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2895   -1.8037   -0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6528    1.6148    0.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467   -1.7121   -0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610   -2.4497    0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8638   -1.3691    1.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2541    0.9378    0.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0933    0.8172   -0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8738    2.4596    0.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0441    1.3218    0.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  2  0
 19  4  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
 11 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  0
 19 29  1  0
M  CHG  4   2   1   3  -1  16   1  18  -1
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       0.000   4.620   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -1.334   2.310   0.000  0.00  0.00           N+1
HETATM   13  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O-1
HETATM   15  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+1
HETATM   16  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.000  -3.080   0.000  0.00  0.00           O-1
HETATM   18  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    9   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    3   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0302826
HETATM    1  O1  UNL     1       5.740  -0.428  -0.615  1.00  0.00           O  
HETATM    2  N1  UNL     1       4.743  -1.179  -0.674  1.00  0.00           N1+
HETATM    3  O2  UNL     1       4.968  -2.486  -1.032  1.00  0.00           O1-
HETATM    4  C1  UNL     1       3.444  -0.714  -0.388  1.00  0.00           C  
HETATM    5  C2  UNL     1       2.371  -1.570  -0.458  1.00  0.00           C  
HETATM    6  C3  UNL     1       1.124  -1.110  -0.175  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.924   0.233   0.188  1.00  0.00           C  
HETATM    8  N2  UNL     1      -0.430   0.652   0.467  1.00  0.00           N  
HETATM    9  N3  UNL     1      -1.413  -0.278   0.368  1.00  0.00           N  
HETATM   10  C5  UNL     1      -2.639  -0.312   0.205  1.00  0.00           C  
HETATM   11  C6  UNL     1      -3.381  -1.643   0.153  1.00  0.00           C  
HETATM   12  O3  UNL     1      -4.318  -1.706   1.184  1.00  0.00           O  
HETATM   13  C7  UNL     1      -3.494   0.873   0.040  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.734   2.023   0.098  1.00  0.00           O  
HETATM   15  C8  UNL     1       1.958   1.112   0.269  1.00  0.00           C  
HETATM   16  N4  UNL     1       1.791   2.453   0.619  1.00  0.00           N1+
HETATM   17  O5  UNL     1       2.660   3.248   0.102  1.00  0.00           O  
HETATM   18  O6  UNL     1       0.861   3.029   1.409  1.00  0.00           O1-
HETATM   19  C9  UNL     1       3.229   0.592  -0.032  1.00  0.00           C  
HETATM   20  H1  UNL     1       2.506  -2.605  -0.735  1.00  0.00           H  
HETATM   21  H2  UNL     1       0.290  -1.804  -0.237  1.00  0.00           H  
HETATM   22  H3  UNL     1      -0.653   1.615   0.734  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.847  -1.712  -0.842  1.00  0.00           H  
HETATM   24  H5  UNL     1      -2.661  -2.450   0.287  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.864  -1.369   1.999  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.254   0.938   0.874  1.00  0.00           H  
HETATM   27  H8  UNL     1      -4.093   0.817  -0.907  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.874   2.460   0.971  1.00  0.00           H  
HETATM   29  H10 UNL     1       4.044   1.322   0.040  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5    5   19
CONECT    5    6   20
CONECT    6    7    7   21
CONECT    7    8   15
CONECT    8    9   22
CONECT    9   10   10
CONECT   10   11   13
CONECT   11   12   23   24
CONECT   12   25
CONECT   13   14   26   27
CONECT   14   28
CONECT   15   16   19   19
CONECT   16   17   17   18
CONECT   19   29
END

HMDB0302826
     RDKit          3D
2,4-Dinitrophenylhydrazone
 29 29  0  0  0  0  0  0  0  0999 V2000
    5.7405   -0.4276   -0.6147 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7433   -1.1794   -0.6742 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.9683   -2.4858   -1.0316 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.4438   -0.7137   -0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3707   -1.5699   -0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1244   -1.1099   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9235    0.2325    0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4296    0.6516    0.4670 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4126   -0.2784    0.3676 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6391   -0.3121    0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3811   -1.6428    0.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3180   -1.7060    1.1838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4943    0.8734    0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7344    2.0226    0.0980 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9580    1.1117    0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7915    2.4533    0.6194 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.6604    3.2481    0.1025 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8609    3.0288    1.4089 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.2295    0.5921   -0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5061   -2.6049   -0.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2895   -1.8037   -0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6528    1.6148    0.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467   -1.7121   -0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610   -2.4497    0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8638   -1.3691    1.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2541    0.9378    0.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0933    0.8172   -0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8738    2.4596    0.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0441    1.3218    0.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  2  0
 19  4  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
 11 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  0
 19 29  1  0
M  CHG  4   2   1   3  -1  16   1  18  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₉H₁₀N₄O₆

Average Molecular Weight

270.201

Monoisotopic Molecular Weight

270.060034058

IUPAC Name

2-[2-(2,4-dinitrophenyl)hydrazin-1-ylidene]propane-1,3-diol

Traditional Name

2-[2-(2,4-dinitrophenyl)hydrazin-1-ylidene]propane-1,3-diol

CAS Registry Number

Not Available

SMILES

OCC(CO)=NNC1=CC=C(C=C1[N+]([O-])=O)[N+]([O-])=O

InChI Identifier

InChI=1S/C9H10N4O6/c14-4-6(5-15)10-11-8-2-1-7(12(16)17)3-9(8)13(18)19/h1-3,11,14-15H,4-5H2

InChI Key

QPDZOBBTPQNZPW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Nitrobenzenes

Direct Parent

Nitrobenzenes

Alternative Parents

Substituents

Nitrobenzene
Nitroaromatic compound
Phenylhydrazine
C-nitro compound
Organic nitro compound
Hydrazone
Organic oxoazanium
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Alcohol
Organic zwitterion
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Cereal and cereal product

Cereal

Rice (FooDB: FOOD00125)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.97	ALOGPS
logP	1.12	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	9.85	ChemAxon
pKa (Strongest Basic)	1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	151.13 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	63.98 m³·mol⁻¹	ChemAxon
Polarizability	23.99 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
AllCCS	[M+H]+	156.896	32859911
AllCCS	[M+H-H2O]+	153.523	32859911
AllCCS	[M+Na]+	160.923	32859911
AllCCS	[M+NH4]+	160.024	32859911
AllCCS	[M-H]-	155.092	32859911
AllCCS	[M+Na-2H]-	154.993	32859911
AllCCS	[M+HCOO]-	154.986	32859911
DeepCCS	[M+H]+	163.063	30932474
DeepCCS	[M-H]-	159.535	30932474
DeepCCS	[M-2H]-	195.568	30932474
DeepCCS	[M+Na]+	171.663	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,4-Dinitrophenylhydrazone,3TMS,isomer #1	C[Si](C)(C)OCC(CO[Si](C)(C)C)=NN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C	2549.0	Semi standard non polar	33892256
2,4-Dinitrophenylhydrazone,3TMS,isomer #1	C[Si](C)(C)OCC(CO[Si](C)(C)C)=NN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C	2507.9	Standard non polar	33892256
2,4-Dinitrophenylhydrazone,3TMS,isomer #1	C[Si](C)(C)OCC(CO[Si](C)(C)C)=NN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C	3027.2	Standard polar	33892256
2,4-Dinitrophenylhydrazone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CO[Si](C)(C)C(C)(C)C)=NN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C	3274.5	Semi standard non polar	33892256
2,4-Dinitrophenylhydrazone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CO[Si](C)(C)C(C)(C)C)=NN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C	3131.1	Standard non polar	33892256
2,4-Dinitrophenylhydrazone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CO[Si](C)(C)C(C)(C)C)=NN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C	3183.9	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dinitrophenylhydrazone 10V, Positive-QTOF	splash10-00di-0090000000-398c9c1455767e9c4cfb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dinitrophenylhydrazone 20V, Positive-QTOF	splash10-00kb-0090000000-e217508aa26a3855adfc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dinitrophenylhydrazone 40V, Positive-QTOF	splash10-059j-9650000000-87cb2d9c77ce5d0002c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dinitrophenylhydrazone 10V, Negative-QTOF	splash10-014i-3090000000-65fe01cedbf5298cb66c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dinitrophenylhydrazone 20V, Negative-QTOF	splash10-014i-4090000000-de26c5884f436f62fce7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dinitrophenylhydrazone 40V, Negative-QTOF	splash10-05g0-9100000000-62ced08944757829e029	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB006384

KNApSAcK ID

Not Available

Chemspider ID

89269

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Not Available

Showing metabocard for 2,4-Dinitrophenylhydrazone (HMDB0302826)

MOL for HMDB0302826 (2,4-Dinitrophenylhydrazone)

3D MOL for HMDB0302826 (2,4-Dinitrophenylhydrazone)

3D SDF for HMDB0302826 (2,4-Dinitrophenylhydrazone)

3D-SDF for HMDB0302826 (2,4-Dinitrophenylhydrazone)

PDB for HMDB0302826 (2,4-Dinitrophenylhydrazone)

3D PDB for HMDB0302826 (2,4-Dinitrophenylhydrazone)

SMILES for HMDB0302826 (2,4-Dinitrophenylhydrazone)

INCHI for HMDB0302826 (2,4-Dinitrophenylhydrazone)

Structure for HMDB0302826 (2,4-Dinitrophenylhydrazone)

3D Structure for HMDB0302826 (2,4-Dinitrophenylhydrazone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra