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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-08-28 21:37:59 UTC

Update Date

2021-09-26 22:48:54 UTC

HMDB ID

HMDB0242266

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide

Description

(+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide belongs to the class of organic compounds known as nicotinamides. These are heterocyclic aromatic compounds containing a pyridine ring substituted at position 3 by a carboxamide group. Based on a literature review very few articles have been published on (+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). (+/-)-(e)-4-ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide 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

HMDB0242266
     RDKit          3D
(+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide
 40 40  0  0  0  0  0  0  0  0999 V2000
   -1.7469    4.8399   -0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1585    3.5090    0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7377    2.4918   -0.6502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9567    1.1634   -0.4132 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1209    0.2422   -0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4466   -1.1548   -0.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5716   -1.4901    0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8466   -2.9135    0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7885   -3.0942    1.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4223   -3.5764   -0.7410 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.8832   -4.5357   -1.2899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146   -3.0692   -1.2056 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.1199    0.6342   -1.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3047    0.2373   -0.7030 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125    0.5125   -1.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7369    1.1349   -2.2812 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7999    0.1270   -0.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7659   -0.5458    0.7455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9742   -0.8766    1.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2013   -0.5624    0.8224 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2051    0.0916   -0.3473 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0529    0.4206   -0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7227    5.1111    0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966    5.5885   -0.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6916    4.7905   -1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2746    3.4415    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7524    3.3572    1.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7258   -1.8993   -0.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2845   -0.7611    0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8734   -3.3954    0.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1849   -2.1127    1.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2717   -3.5692    2.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6832   -3.6740    1.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1911    0.1835   -2.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1687    1.7280   -1.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1672   -0.2654    0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8349   -0.8139    1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9253   -1.4083    2.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1076   -0.8453    1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0874    0.9585   -1.9197 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  2  3
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 22 40  1  0
M  CHG  2  10   1  12  -1
M  END


  Mrv1652308282123482D          

 22 22  0  0  0  0            999 V2000
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 N   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 C   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 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 N   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    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  4  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 16  5  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
M  CHG  2  20   1  22  -1
M  END
> <DATABASE_ID>
HMDB0242266

> <DATABASE_NAME>
hmdb

> <SMILES>
CCON=C(CNC(=O)C1=CN=CC=C1)C=CC(C)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H18N4O4/c1-3-22-17-13(7-6-11(2)18(20)21)10-16-14(19)12-5-4-8-15-9-12/h4-9,11H,3,10H2,1-2H3,(H,16,19)

> <INCHI_KEY>
BSMGQVOYPQZEOC-UHFFFAOYSA-N

> <FORMULA>
C14H18N4O4

> <MOLECULAR_WEIGHT>
306.322

> <EXACT_MASS>
306.132805076

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
31.204738195706142

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-(ethoxyimino)-5-nitrohex-3-en-1-yl]pyridine-3-carboxamide

> <ALOGPS_LOGP>
1.77

> <JCHEM_LOGP>
1.2078906246666665

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.822536810619226

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.186023490740963

> <JCHEM_PKA_STRONGEST_BASIC>
3.6793895443961944

> <JCHEM_POLAR_SURFACE_AREA>
106.72

> <JCHEM_REFRACTIVITY>
80.40129999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[2-(ethoxyimino)-5-nitrohex-3-en-1-yl]pyridine-3-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242266
     RDKit          3D
(+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide
 40 40  0  0  0  0  0  0  0  0999 V2000
   -1.7469    4.8399   -0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1585    3.5090    0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7377    2.4918   -0.6502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9567    1.1634   -0.4132 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1209    0.2422   -0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4466   -1.1548   -0.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5716   -1.4901    0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8466   -2.9135    0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7885   -3.0942    1.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4223   -3.5764   -0.7410 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.8832   -4.5357   -1.2899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146   -3.0692   -1.2056 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.1199    0.6342   -1.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3047    0.2373   -0.7030 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125    0.5125   -1.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7369    1.1349   -2.2812 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7999    0.1270   -0.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7659   -0.5458    0.7455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9742   -0.8766    1.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2013   -0.5624    0.8224 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2051    0.0916   -0.3473 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0529    0.4206   -0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7227    5.1111    0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966    5.5885   -0.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6916    4.7905   -1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2746    3.4415    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7524    3.3572    1.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7258   -1.8993   -0.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2845   -0.7611    0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8734   -3.3954    0.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1849   -2.1127    1.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2717   -3.5692    2.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6832   -3.6740    1.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1911    0.1835   -2.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1687    1.7280   -1.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1672   -0.2654    0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8349   -0.8139    1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9253   -1.4083    2.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1076   -0.8453    1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0874    0.9585   -1.9197 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  2  3
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 22 40  1  0
M  CHG  2  10   1  12  -1
M  END

HEADER    PROTEIN                                 28-AUG-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-AUG-21         0                                  
HETATM    1  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.001   6.930   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      -2.667   6.160   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.000   4.620   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.667  -0.000   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       1.334  11.550   0.000  0.00  0.00           N+1
HETATM   21  O   UNK     0       1.334  13.090   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.667  10.780   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    5   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0242266
HETATM    1  C1  UNL     1      -1.747   4.840  -0.352  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.159   3.509   0.234  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.738   2.492  -0.650  1.00  0.00           O  
HETATM    4  N1  UNL     1      -1.957   1.163  -0.413  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.121   0.242  -0.759  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.447  -1.155  -0.460  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.572  -1.490   0.152  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.847  -2.913   0.427  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.789  -3.094   1.608  1.00  0.00           C  
HETATM   10  N2  UNL     1      -3.422  -3.576  -0.741  1.00  0.00           N1+
HETATM   11  O2  UNL     1      -2.883  -4.536  -1.290  1.00  0.00           O  
HETATM   12  O3  UNL     1      -4.615  -3.069  -1.206  1.00  0.00           O1-
HETATM   13  C8  UNL     1       0.120   0.634  -1.436  1.00  0.00           C  
HETATM   14  N3  UNL     1       1.305   0.237  -0.703  1.00  0.00           N  
HETATM   15  C9  UNL     1       2.612   0.513  -1.170  1.00  0.00           C  
HETATM   16  O4  UNL     1       2.737   1.135  -2.281  1.00  0.00           O  
HETATM   17  C10 UNL     1       3.800   0.127  -0.457  1.00  0.00           C  
HETATM   18  C11 UNL     1       3.766  -0.546   0.745  1.00  0.00           C  
HETATM   19  C12 UNL     1       4.974  -0.877   1.361  1.00  0.00           C  
HETATM   20  C13 UNL     1       6.201  -0.562   0.822  1.00  0.00           C  
HETATM   21  N4  UNL     1       6.205   0.092  -0.347  1.00  0.00           N  
HETATM   22  C14 UNL     1       5.053   0.421  -0.958  1.00  0.00           C  
HETATM   23  H1  UNL     1      -0.723   5.111   0.010  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.497   5.589  -0.010  1.00  0.00           H  
HETATM   25  H3  UNL     1      -1.692   4.791  -1.455  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.275   3.441   0.304  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.752   3.357   1.253  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.726  -1.899  -0.763  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.285  -0.761   0.452  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.873  -3.395   0.685  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.185  -2.113   1.968  1.00  0.00           H  
HETATM   32  H10 UNL     1      -3.272  -3.569   2.449  1.00  0.00           H  
HETATM   33  H11 UNL     1      -4.683  -3.674   1.288  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.191   0.184  -2.465  1.00  0.00           H  
HETATM   35  H13 UNL     1       0.169   1.728  -1.566  1.00  0.00           H  
HETATM   36  H14 UNL     1       1.167  -0.265   0.194  1.00  0.00           H  
HETATM   37  H15 UNL     1       2.835  -0.814   1.207  1.00  0.00           H  
HETATM   38  H16 UNL     1       4.925  -1.408   2.311  1.00  0.00           H  
HETATM   39  H17 UNL     1       7.108  -0.845   1.346  1.00  0.00           H  
HETATM   40  H18 UNL     1       5.087   0.959  -1.920  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4
CONECT    4    5    5
CONECT    5    6   13
CONECT    6    7    7   28
CONECT    7    8   29
CONECT    8    9   10   30
CONECT    9   31   32   33
CONECT   10   11   11   12
CONECT   13   14   34   35
CONECT   14   15   36
CONECT   15   16   16   17
CONECT   17   18   18   22
CONECT   18   19   37
CONECT   19   20   20   38
CONECT   20   21   39
CONECT   21   22   22
CONECT   22   40
END

HMDB0242266
     RDKit          3D
(+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide
 40 40  0  0  0  0  0  0  0  0999 V2000
   -1.7469    4.8399   -0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1585    3.5090    0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7377    2.4918   -0.6502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9567    1.1634   -0.4132 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1209    0.2422   -0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4466   -1.1548   -0.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5716   -1.4901    0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8466   -2.9135    0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7885   -3.0942    1.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4223   -3.5764   -0.7410 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.8832   -4.5357   -1.2899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146   -3.0692   -1.2056 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.1199    0.6342   -1.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3047    0.2373   -0.7030 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125    0.5125   -1.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7369    1.1349   -2.2812 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7999    0.1270   -0.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7659   -0.5458    0.7455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9742   -0.8766    1.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2013   -0.5624    0.8224 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2051    0.0916   -0.3473 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0529    0.4206   -0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7227    5.1111    0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966    5.5885   -0.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6916    4.7905   -1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2746    3.4415    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7524    3.3572    1.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7258   -1.8993   -0.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2845   -0.7611    0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8734   -3.3954    0.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1849   -2.1127    1.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2717   -3.5692    2.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6832   -3.6740    1.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1911    0.1835   -2.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1687    1.7280   -1.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1672   -0.2654    0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8349   -0.8139    1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9253   -1.4083    2.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1076   -0.8453    1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0874    0.9585   -1.9197 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  2  3
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 22 40  1  0
M  CHG  2  10   1  12  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₈N₄O₄

Average Molecular Weight

306.322

Monoisotopic Molecular Weight

306.132805076

IUPAC Name

N-[2-(ethoxyimino)-5-nitrohex-3-en-1-yl]pyridine-3-carboxamide

Traditional Name

N-[2-(ethoxyimino)-5-nitrohex-3-en-1-yl]pyridine-3-carboxamide

CAS Registry Number

Not Available

SMILES

CCON=C(CNC(=O)C1=CN=CC=C1)C=CC(C)[N+]([O-])=O

InChI Identifier

InChI=1S/C14H18N4O4/c1-3-22-17-13(7-6-11(2)18(20)21)10-16-14(19)12-5-4-8-15-9-12/h4-9,11H,3,10H2,1-2H3,(H,16,19)

InChI Key

BSMGQVOYPQZEOC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nicotinamides. These are heterocyclic aromatic compounds containing a pyridine ring substituted at position 3 by a carboxamide group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridinecarboxylic acids and derivatives

Direct Parent

Nicotinamides

Alternative Parents

Substituents

Nicotinamide
Heteroaromatic compound
Organic nitro compound
Secondary carboxylic acid amide
Oxime ether
C-nitro compound
Carboxamide group
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxoazanium
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic zwitterion
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	1.77	ALOGPS
logP	1.21	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	9.19	ChemAxon
pKa (Strongest Basic)	3.68	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	106.72 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	80.4 m³·mol⁻¹	ChemAxon
Polarizability	31.2 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]+	162.643	30932474
DeepCCS	[M-H]-	159.891	30932474
DeepCCS	[M-2H]-	194.781	30932474
DeepCCS	[M+Na]+	170.93	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide	CCON=C(CNC(=O)C1=CN=CC=C1)C=CC(C)[N+]([O-])=O	3644.8	Standard polar	33892256
(+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide	CCON=C(CNC(=O)C1=CN=CC=C1)C=CC(C)[N+]([O-])=O	2482.2	Standard non polar	33892256
(+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide	CCON=C(CNC(=O)C1=CN=CC=C1)C=CC(C)[N+]([O-])=O	2608.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide,1TMS,isomer #1	CCON=C(C=CC(C)[N+](=O)[O-])CN(C(=O)C1=CC=CN=C1)[Si](C)(C)C	2481.6	Semi standard non polar	33892256
(+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide,1TMS,isomer #1	CCON=C(C=CC(C)[N+](=O)[O-])CN(C(=O)C1=CC=CN=C1)[Si](C)(C)C	2144.3	Standard non polar	33892256
(+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide,1TMS,isomer #1	CCON=C(C=CC(C)[N+](=O)[O-])CN(C(=O)C1=CC=CN=C1)[Si](C)(C)C	3509.0	Standard polar	33892256
(+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide,1TBDMS,isomer #1	CCON=C(C=CC(C)[N+](=O)[O-])CN(C(=O)C1=CC=CN=C1)[Si](C)(C)C(C)(C)C	2697.5	Semi standard non polar	33892256
(+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide,1TBDMS,isomer #1	CCON=C(C=CC(C)[N+](=O)[O-])CN(C(=O)C1=CC=CN=C1)[Si](C)(C)C(C)(C)C	2324.6	Standard non polar	33892256
(+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide,1TBDMS,isomer #1	CCON=C(C=CC(C)[N+](=O)[O-])CN(C(=O)C1=CC=CN=C1)[Si](C)(C)C(C)(C)C	3542.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-6890000000-c780814607f3c31b629b	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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

Not Available

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

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 (+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide (HMDB0242266)

MOL for HMDB0242266 ((+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide)

3D MOL for HMDB0242266 ((+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide)

3D SDF for HMDB0242266 ((+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide)

3D-SDF for HMDB0242266 ((+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide)

PDB for HMDB0242266 ((+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide)

3D PDB for HMDB0242266 ((+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide)

SMILES for HMDB0242266 ((+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide)

INCHI for HMDB0242266 ((+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide)

Structure for HMDB0242266 ((+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide)

3D Structure for HMDB0242266 ((+/-)-(e)-4-Ethyl-2-[(z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra