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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:46:48 UTC

Update Date

2021-09-26 23:03:25 UTC

HMDB ID

HMDB0251421

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dinitrophenyl-lysine

Description

Dinitrophenyl-lysine, also known as Epsilon-DNP-lysine, belongs to the class of organic compounds known as dinitroanilines. These are organic compounds containing an aniline moiety, which is substituted at 2 positions by a nitro group. Based on a literature review a significant number of articles have been published on Dinitrophenyl-lysine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dinitrophenyl-lysine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dinitrophenyl-lysine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0251421
     RDKit          3D
Dinitrophenyl-lysine
 38 38  0  0  0  0  0  0  0  0999 V2000
   -5.2500   -1.4096    1.3984 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9999   -0.6429    1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2351   -1.1687    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411   -0.4620   -0.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -1.1001   -1.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701   -0.3805   -1.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831   -0.5385   -0.2974 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1601    0.0815   -0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6250    0.7699   -1.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8529    1.3603   -1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6604    1.2934   -0.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9564    1.9187   -0.2301 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.3142    2.5090   -1.2492 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7285    1.8349    0.8817 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.2188    0.6283    0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9522    0.0144    0.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5606   -0.6585    2.0732 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.4613   -1.1541    2.7831 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2875   -0.8062    2.4939 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.2665    0.7821    1.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4496    1.1790    0.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483    1.7011    1.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9357   -0.8494    1.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9803   -2.3078    1.8584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4613   -0.8047    2.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0416   -2.2640    0.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8873   -1.1006   -0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3293   -0.4749    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1799    0.6146   -0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8645   -1.1429   -2.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9701   -2.1474   -0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5902   -0.8011   -2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1726    0.6946   -1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5467   -1.1082    0.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9872    0.8262   -2.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2540    1.9037   -2.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8229    0.5510    1.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4902    2.6593    1.4629 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  2 20  1  0
 20 21  2  0
 20 22  1  0
 16  8  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 15 37  1  0
 22 38  1  0
M  CHG  4  12   1  14  -1  17   1  19  -1
M  END


  Mrv1652309112110472D          

 22 22  0  0  0  0            999 V2000
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    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
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.8875    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    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    1.6500    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
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
M  CHG  4   7   1   9  -1  10   1  12  -1
M  END
> <DATABASE_ID>
HMDB0251421

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CCCCNC1=C(C=C(C=C1)[N+]([O-])=O)[N+]([O-])=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H16N4O6/c13-9(12(17)18)3-1-2-6-14-10-5-4-8(15(19)20)7-11(10)16(21)22/h4-5,7,9,14H,1-3,6,13H2,(H,17,18)

> <INCHI_KEY>
OFKKPUNNTZKBSR-UHFFFAOYSA-N

> <FORMULA>
C12H16N4O6

> <MOLECULAR_WEIGHT>
312.282

> <EXACT_MASS>
312.106984251

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.990206721158778

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-amino-6-[(2,4-dinitrophenyl)amino]hexanoic acid

> <ALOGPS_LOGP>
-0.30

> <JCHEM_LOGP>
-0.3717826006858337

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.821849978751946

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.247752388444296

> <JCHEM_PKA_STRONGEST_BASIC>
9.526308578437899

> <JCHEM_POLAR_SURFACE_AREA>
161.63

> <JCHEM_REFRACTIVITY>
76.78349999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
epsilon-dnp-lysine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251421
     RDKit          3D
Dinitrophenyl-lysine
 38 38  0  0  0  0  0  0  0  0999 V2000
   -5.2500   -1.4096    1.3984 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9999   -0.6429    1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2351   -1.1687    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411   -0.4620   -0.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -1.1001   -1.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701   -0.3805   -1.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831   -0.5385   -0.2974 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1601    0.0815   -0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6250    0.7699   -1.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8529    1.3603   -1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6604    1.2934   -0.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9564    1.9187   -0.2301 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.3142    2.5090   -1.2492 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7285    1.8349    0.8817 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.2188    0.6283    0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9522    0.0144    0.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5606   -0.6585    2.0732 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.4613   -1.1541    2.7831 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2875   -0.8062    2.4939 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.2665    0.7821    1.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4496    1.1790    0.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483    1.7011    1.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9357   -0.8494    1.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9803   -2.3078    1.8584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4613   -0.8047    2.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0416   -2.2640    0.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8873   -1.1006   -0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3293   -0.4749    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1799    0.6146   -0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8645   -1.1429   -2.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9701   -2.1474   -0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5902   -0.8011   -2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1726    0.6946   -1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5467   -1.1082    0.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9872    0.8262   -2.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2540    1.9037   -2.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8229    0.5510    1.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4902    2.6593    1.4629 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  2 20  1  0
 20 21  2  0
 20 22  1  0
 16  8  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 15 37  1  0
 22 38  1  0
M  CHG  4  12   1  14  -1  17   1  19  -1
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -6.668   5.390   0.000  0.00  0.00           N+1
HETATM    8  O   UNK     0      -8.002   4.620   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -6.668   6.930   0.000  0.00  0.00           O-1
HETATM   10  N   UNK     0      -4.001   0.770   0.000  0.00  0.00           N+1
HETATM   11  O   UNK     0      -5.335   0.000   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O-1
HETATM   13  N   UNK     0      -1.334   2.310   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -0.000   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.002   3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668   0.770   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0       5.335   4.620   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    4   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    3   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   18                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0251421
HETATM    1  N1  UNL     1      -5.250  -1.410   1.398  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.000  -0.643   1.278  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.235  -1.169   0.106  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.941  -0.462  -0.108  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.229  -1.100  -1.300  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.070  -0.381  -1.507  1.00  0.00           C  
HETATM    7  N2  UNL     1       0.883  -0.539  -0.297  1.00  0.00           N  
HETATM    8  C6  UNL     1       2.160   0.082  -0.214  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.625   0.770  -1.349  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.853   1.360  -1.343  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.660   1.293  -0.227  1.00  0.00           C  
HETATM   12  N3  UNL     1       5.956   1.919  -0.230  1.00  0.00           N1+
HETATM   13  O1  UNL     1       6.314   2.509  -1.249  1.00  0.00           O  
HETATM   14  O2  UNL     1       6.729   1.835   0.882  1.00  0.00           O1-
HETATM   15  C10 UNL     1       4.219   0.628   0.879  1.00  0.00           C  
HETATM   16  C11 UNL     1       2.952   0.014   0.887  1.00  0.00           C  
HETATM   17  N4  UNL     1       2.561  -0.658   2.073  1.00  0.00           N1+
HETATM   18  O3  UNL     1       3.461  -1.154   2.783  1.00  0.00           O  
HETATM   19  O4  UNL     1       1.288  -0.806   2.494  1.00  0.00           O1-
HETATM   20  C12 UNL     1      -4.266   0.782   1.138  1.00  0.00           C  
HETATM   21  O5  UNL     1      -5.450   1.179   0.915  1.00  0.00           O  
HETATM   22  O6  UNL     1      -3.248   1.701   1.249  1.00  0.00           O  
HETATM   23  H1  UNL     1      -5.936  -0.849   1.936  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.980  -2.308   1.858  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.461  -0.805   2.233  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.042  -2.264   0.254  1.00  0.00           H  
HETATM   27  H5  UNL     1      -3.887  -1.101  -0.812  1.00  0.00           H  
HETATM   28  H6  UNL     1      -1.329  -0.475   0.793  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.180   0.615  -0.373  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.864  -1.143  -2.182  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.970  -2.147  -0.986  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.590  -0.801  -2.394  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.173   0.695  -1.660  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.547  -1.108   0.491  1.00  0.00           H  
HETATM   35  H13 UNL     1       1.987   0.826  -2.240  1.00  0.00           H  
HETATM   36  H14 UNL     1       4.254   1.904  -2.199  1.00  0.00           H  
HETATM   37  H15 UNL     1       4.823   0.551   1.781  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.490   2.659   1.463  1.00  0.00           H  
CONECT    1    2   23   24
CONECT    2    3   20   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   34
CONECT    8    9    9   16
CONECT    9   10   35
CONECT   10   11   11   36
CONECT   11   12   15
CONECT   12   13   13   14
CONECT   15   16   16   37
CONECT   16   17
CONECT   17   18   18   19
CONECT   20   21   21   22
CONECT   22   38
END

HMDB0251421
     RDKit          3D
Dinitrophenyl-lysine
 38 38  0  0  0  0  0  0  0  0999 V2000
   -5.2500   -1.4096    1.3984 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9999   -0.6429    1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2351   -1.1687    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411   -0.4620   -0.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -1.1001   -1.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701   -0.3805   -1.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831   -0.5385   -0.2974 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1601    0.0815   -0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6250    0.7699   -1.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8529    1.3603   -1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6604    1.2934   -0.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9564    1.9187   -0.2301 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.3142    2.5090   -1.2492 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7285    1.8349    0.8817 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.2188    0.6283    0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9522    0.0144    0.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5606   -0.6585    2.0732 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.4613   -1.1541    2.7831 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2875   -0.8062    2.4939 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.2665    0.7821    1.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4496    1.1790    0.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483    1.7011    1.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9357   -0.8494    1.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9803   -2.3078    1.8584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4613   -0.8047    2.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0416   -2.2640    0.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8873   -1.1006   -0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3293   -0.4749    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1799    0.6146   -0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8645   -1.1429   -2.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9701   -2.1474   -0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5902   -0.8011   -2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1726    0.6946   -1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5467   -1.1082    0.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9872    0.8262   -2.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2540    1.9037   -2.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8229    0.5510    1.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4902    2.6593    1.4629 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  2 20  1  0
 20 21  2  0
 20 22  1  0
 16  8  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 15 37  1  0
 22 38  1  0
M  CHG  4  12   1  14  -1  17   1  19  -1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
epsilon-2,4-Dinitrophenol lysine	ChEBI
epsilon-Dinitrophenylated-lysine	ChEBI
epsilon-Dinitrophenyllysine	ChEBI
Epsilon-DNP-Lysine	ChEBI
epsilon-Dinitrophenyllysine hydrochloride, (L-lys)-isomer	MeSH
epsilon-Dinitrophenyllysine monohydrochloride, (L-lys)-isomer	MeSH

Chemical Formula

C₁₂H₁₆N₄O₆

Average Molecular Weight

312.282

Monoisotopic Molecular Weight

312.106984251

IUPAC Name

2-amino-6-[(2,4-dinitrophenyl)amino]hexanoic acid

Traditional Name

epsilon-dnp-lysine

CAS Registry Number

Not Available

SMILES

NC(CCCCNC1=C(C=C(C=C1)[N+]([O-])=O)[N+]([O-])=O)C(O)=O

InChI Identifier

InChI=1S/C12H16N4O6/c13-9(12(17)18)3-1-2-6-14-10-5-4-8(15(19)20)7-11(10)16(21)22/h4-5,7,9,14H,1-3,6,13H2,(H,17,18)

InChI Key

OFKKPUNNTZKBSR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dinitroanilines. These are organic compounds containing an aniline moiety, which is substituted at 2 positions by a nitro group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Aniline and substituted anilines

Direct Parent

Dinitroanilines

Alternative Parents

Substituents

Dinitroaniline
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
D-alpha-amino acid
Nitrobenzene
Nitro fatty acid
Nitroaromatic compound
Medium-chain fatty acid
Phenylalkylamine
Secondary aliphatic/aromatic amine
Amino fatty acid
Fatty acyl
Fatty acid
Amino acid
Amino acid or derivatives
C-nitro compound
Organic nitro compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxoazanium
Allyl-type 1,3-dipolar organic compound
Secondary amine
Organopnictogen compound
Hydrocarbon derivative
Amine
Primary aliphatic amine
Organic oxygen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Organic nitrogen compound
Organic zwitterion
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

C-nitro compound (CHEBI:53078 )
lysine derivative (CHEBI:53078 )
non-proteinogenic alpha-amino acid (CHEBI:53078 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	-0.3	ALOGPS
logP	-0.37	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	1.25	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	161.63 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	76.78 m³·mol⁻¹	ChemAxon
Polarizability	29.99 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
DeepCCS	[M+H]+	166.794	30932474
DeepCCS	[M-H]-	162.967	30932474
DeepCCS	[M-2H]-	199.24	30932474
DeepCCS	[M+Na]+	175.533	30932474
AllCCS	[M+H]+	167.5	32859911
AllCCS	[M+H-H2O]+	164.6	32859911
AllCCS	[M+NH4]+	170.2	32859911
AllCCS	[M+Na]+	171.0	32859911
AllCCS	[M-H]-	168.4	32859911
AllCCS	[M+Na-2H]-	168.4	32859911
AllCCS	[M+HCOO]-	168.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dinitrophenyl-lysine	NC(CCCCNC1=C(C=C(C=C1)[N+]([O-])=O)[N+]([O-])=O)C(O)=O	3944.3	Standard polar	33892256
Dinitrophenyl-lysine	NC(CCCCNC1=C(C=C(C=C1)[N+]([O-])=O)[N+]([O-])=O)C(O)=O	2745.4	Standard non polar	33892256
Dinitrophenyl-lysine	NC(CCCCNC1=C(C=C(C=C1)[N+]([O-])=O)[N+]([O-])=O)C(O)=O	3012.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dinitrophenyl-lysine,2TMS,isomer #1	C[Si](C)(C)NC(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])C(=O)O[Si](C)(C)C	3003.5	Semi standard non polar	33892256
Dinitrophenyl-lysine,2TMS,isomer #1	C[Si](C)(C)NC(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])C(=O)O[Si](C)(C)C	2850.7	Standard non polar	33892256
Dinitrophenyl-lysine,2TMS,isomer #1	C[Si](C)(C)NC(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])C(=O)O[Si](C)(C)C	3628.1	Standard polar	33892256
Dinitrophenyl-lysine,2TMS,isomer #2	C[Si](C)(C)OC(=O)C(N)CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C	2892.7	Semi standard non polar	33892256
Dinitrophenyl-lysine,2TMS,isomer #2	C[Si](C)(C)OC(=O)C(N)CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C	2844.8	Standard non polar	33892256
Dinitrophenyl-lysine,2TMS,isomer #2	C[Si](C)(C)OC(=O)C(N)CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C	3809.2	Standard polar	33892256
Dinitrophenyl-lysine,2TMS,isomer #3	C[Si](C)(C)N(C(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])C(=O)O)[Si](C)(C)C	3120.3	Semi standard non polar	33892256
Dinitrophenyl-lysine,2TMS,isomer #3	C[Si](C)(C)N(C(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])C(=O)O)[Si](C)(C)C	2917.6	Standard non polar	33892256
Dinitrophenyl-lysine,2TMS,isomer #3	C[Si](C)(C)N(C(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])C(=O)O)[Si](C)(C)C	3843.1	Standard polar	33892256
Dinitrophenyl-lysine,2TMS,isomer #4	C[Si](C)(C)NC(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C)C(=O)O	2967.4	Semi standard non polar	33892256
Dinitrophenyl-lysine,2TMS,isomer #4	C[Si](C)(C)NC(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C)C(=O)O	2881.1	Standard non polar	33892256
Dinitrophenyl-lysine,2TMS,isomer #4	C[Si](C)(C)NC(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C)C(=O)O	3681.5	Standard polar	33892256
Dinitrophenyl-lysine,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])N([Si](C)(C)C)[Si](C)(C)C	3046.5	Semi standard non polar	33892256
Dinitrophenyl-lysine,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])N([Si](C)(C)C)[Si](C)(C)C	2955.4	Standard non polar	33892256
Dinitrophenyl-lysine,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])N([Si](C)(C)C)[Si](C)(C)C	3445.3	Standard polar	33892256
Dinitrophenyl-lysine,3TMS,isomer #2	C[Si](C)(C)NC(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C)C(=O)O[Si](C)(C)C	2913.2	Semi standard non polar	33892256
Dinitrophenyl-lysine,3TMS,isomer #2	C[Si](C)(C)NC(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C)C(=O)O[Si](C)(C)C	2876.3	Standard non polar	33892256
Dinitrophenyl-lysine,3TMS,isomer #2	C[Si](C)(C)NC(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C)C(=O)O[Si](C)(C)C	3303.9	Standard polar	33892256
Dinitrophenyl-lysine,3TMS,isomer #3	C[Si](C)(C)N(CCCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-]	3013.6	Semi standard non polar	33892256
Dinitrophenyl-lysine,3TMS,isomer #3	C[Si](C)(C)N(CCCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-]	2985.6	Standard non polar	33892256
Dinitrophenyl-lysine,3TMS,isomer #3	C[Si](C)(C)N(CCCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-]	3478.4	Standard polar	33892256
Dinitrophenyl-lysine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3001.7	Semi standard non polar	33892256
Dinitrophenyl-lysine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2994.7	Standard non polar	33892256
Dinitrophenyl-lysine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3160.9	Standard polar	33892256
Dinitrophenyl-lysine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])C(=O)O[Si](C)(C)C(C)(C)C	3504.1	Semi standard non polar	33892256
Dinitrophenyl-lysine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])C(=O)O[Si](C)(C)C(C)(C)C	3325.2	Standard non polar	33892256
Dinitrophenyl-lysine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])C(=O)O[Si](C)(C)C(C)(C)C	3658.5	Standard polar	33892256
Dinitrophenyl-lysine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C	3423.0	Semi standard non polar	33892256
Dinitrophenyl-lysine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C	3280.8	Standard non polar	33892256
Dinitrophenyl-lysine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C	3840.2	Standard polar	33892256
Dinitrophenyl-lysine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])C(=O)O)[Si](C)(C)C(C)(C)C	3614.2	Semi standard non polar	33892256
Dinitrophenyl-lysine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])C(=O)O)[Si](C)(C)C(C)(C)C	3348.1	Standard non polar	33892256
Dinitrophenyl-lysine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])C(=O)O)[Si](C)(C)C(C)(C)C	3786.3	Standard polar	33892256
Dinitrophenyl-lysine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C)C(=O)O	3482.4	Semi standard non polar	33892256
Dinitrophenyl-lysine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C)C(=O)O	3294.1	Standard non polar	33892256
Dinitrophenyl-lysine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C)C(=O)O	3718.7	Standard polar	33892256
Dinitrophenyl-lysine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3766.9	Semi standard non polar	33892256
Dinitrophenyl-lysine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3595.2	Standard non polar	33892256
Dinitrophenyl-lysine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCCCNC1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3524.7	Standard polar	33892256
Dinitrophenyl-lysine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3652.4	Semi standard non polar	33892256
Dinitrophenyl-lysine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3503.8	Standard non polar	33892256
Dinitrophenyl-lysine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3479.3	Standard polar	33892256
Dinitrophenyl-lysine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-]	3779.6	Semi standard non polar	33892256
Dinitrophenyl-lysine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-]	3557.5	Standard non polar	33892256
Dinitrophenyl-lysine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-]	3584.5	Standard polar	33892256
Dinitrophenyl-lysine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3943.8	Semi standard non polar	33892256
Dinitrophenyl-lysine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3750.9	Standard non polar	33892256
Dinitrophenyl-lysine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCCCN(C1=CC=C([N+](=O)[O-])C=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3390.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dinitrophenyl-lysine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-6090000000-49fe5124413fac0dc1fb	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dinitrophenyl-lysine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dinitrophenyl-lysine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dinitrophenyl-lysine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dinitrophenyl-lysine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dinitrophenyl-lysine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dinitrophenyl-lysine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dinitrophenyl-lysine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

77330

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85739

PDB ID

Not Available

ChEBI ID

53078

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Dinitrophenyl-lysine (HMDB0251421)

MOL for HMDB0251421 (Dinitrophenyl-lysine)

3D MOL for HMDB0251421 (Dinitrophenyl-lysine)

3D SDF for HMDB0251421 (Dinitrophenyl-lysine)

3D-SDF for HMDB0251421 (Dinitrophenyl-lysine)

PDB for HMDB0251421 (Dinitrophenyl-lysine)

3D PDB for HMDB0251421 (Dinitrophenyl-lysine)

SMILES for HMDB0251421 (Dinitrophenyl-lysine)

INCHI for HMDB0251421 (Dinitrophenyl-lysine)

Structure for HMDB0251421 (Dinitrophenyl-lysine)

3D Structure for HMDB0251421 (Dinitrophenyl-lysine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

NMR Spectra