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

2012-09-13 11:49:43 UTC

Update Date

2021-09-14 15:46:31 UTC

HMDB ID

HMDB0041953

Secondary Accession Numbers

HMDB41953

Metabolite Identification

Common Name

Nnal-N-oxide

Description

Nnal-N-oxide belongs to the class of organic compounds known as pyridinium derivatives. Pyridinium derivatives are compounds containing a pyridinium ring, which is the cationic form of pyridine. Nnal-N-oxide has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make nnal-N-oxide a potential biomarker for the consumption of these foods. Nnal-N-oxide is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Nnal-N-oxide.

Structure

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

HMDB0041953
     RDKit          3D
Nnal-N-oxide
 31 31  0  0  0  0  0  0  0  0999 V2000
   -4.4622    0.1391   -1.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6213   -0.2913   -0.1781 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2438    0.1144   -0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4006   -0.5202   -1.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0344   -0.0773   -0.9830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -0.4475    0.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6414   -1.7989    0.5994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477    0.0413    0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0396   -0.6977   -0.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3684   -0.2692   -0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6249    0.9405    0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6479    1.6681    0.9324 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.9594    2.8906    1.5359 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.3747    1.2392    0.9351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1805   -1.1391    0.7734 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1143   -0.8082    1.9849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3993    0.6135   -0.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9721    0.8637   -1.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7846   -0.7976   -1.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2010    1.2088   -0.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8935   -0.1655    0.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7630   -0.0810   -2.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4961   -1.6120   -1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6594   -0.5273   -1.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0406    1.0229   -1.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1083    0.1285    1.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1619   -2.3508   -0.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8088   -1.6581   -0.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1600   -0.8472   -0.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6382    1.3664    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5918    1.8517    1.4086 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
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  2 15  1  0
 15 16  2  0
 14  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 14 31  1  0
M  CHG  2  12   1  13  -1
M  END


  Mrv1652304062013082D          

 16 16  0  0  0  0            999 V2000
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   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
    2.1434   -1.2375    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
   -0.7145   -2.0625    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 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
    5.0013   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 N   0  0  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
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  3  1  0  0  0  0
  7  2  1  0  0  0  0
  9  4  1  0  0  0  0
  9  8  2  0  0  0  0
 10  5  1  0  0  0  0
 10  9  1  0  0  0  0
 12  1  1  0  0  0  0
 12  6  1  0  0  0  0
 12 11  1  0  0  0  0
 13  7  2  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  2  0  0  0  0
 16 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041953

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(CCCC(O)C1=CN(=O)=CC=C1)N=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H15N3O3/c1-12(11-15)6-3-5-10(14)9-4-2-7-13(16)8-9/h2,4,7-8,10,14H,3,5-6H2,1H3

> <INCHI_KEY>
DKBKTKUNVONEGX-UHFFFAOYSA-N

> <FORMULA>
C10H15N3O3

> <MOLECULAR_WEIGHT>
225.2444

> <EXACT_MASS>
225.111341361

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
23.08838874436889

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-one

> <ALOGPS_LOGP>
-0.33

> <JCHEM_LOGP>
-0.7677549470000002

> <ALOGPS_LOGS>
-2.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.047057883159045

> <JCHEM_PKA_STRONGEST_BASIC>
3.412130016123283

> <JCHEM_POLAR_SURFACE_AREA>
78.36

> <JCHEM_REFRACTIVITY>
61.6682

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041953
     RDKit          3D
Nnal-N-oxide
 31 31  0  0  0  0  0  0  0  0999 V2000
   -4.4622    0.1391   -1.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6213   -0.2913   -0.1781 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2438    0.1144   -0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4006   -0.5202   -1.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0344   -0.0773   -0.9830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -0.4475    0.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6414   -1.7989    0.5994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477    0.0413    0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0396   -0.6977   -0.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3684   -0.2692   -0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6249    0.9405    0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6479    1.6681    0.9324 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.9594    2.8906    1.5359 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.3747    1.2392    0.9351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1805   -1.1391    0.7734 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1143   -0.8082    1.9849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3993    0.6135   -0.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9721    0.8637   -1.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7846   -0.7976   -1.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2010    1.2088   -0.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8935   -0.1655    0.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7630   -0.0810   -2.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4961   -1.6120   -1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6594   -0.5273   -1.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0406    1.0229   -1.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1083    0.1285    1.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1619   -2.3508   -0.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8088   -1.6581   -0.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1600   -0.8472   -0.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6382    1.3664    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5918    1.8517    1.4086 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
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  2 15  1  0
 15 16  2  0
 14  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 14 31  1  0
M  CHG  2  12   1  13  -1
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       9.336  -2.310   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       8.002  -1.540   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      -1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      10.669  -1.540   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -2.667  -1.540   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2    4    7                                                       
CONECT    3    5    6                                                       
CONECT    4    2    9                                                       
CONECT    5    3   10                                                       
CONECT    6    3   12                                                       
CONECT    7    2   13                                                       
CONECT    8    9   13                                                       
CONECT    9    4    8   10                                                  
CONECT   10    5    9   14                                                  
CONECT   11   12   15                                                       
CONECT   12    1    6   11                                                  
CONECT   13    7    8   16                                                  
CONECT   14   10                                                            
CONECT   15   11                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0041953
HETATM    1  C1  UNL     1      -4.462   0.139  -1.278  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.621  -0.291  -0.178  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.244   0.114  -0.040  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.401  -0.520  -1.135  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.034  -0.077  -0.983  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.625  -0.447   0.341  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.641  -1.799   0.599  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.048   0.041   0.348  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.040  -0.698  -0.237  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.368  -0.269  -0.250  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.625   0.941   0.358  1.00  0.00           C  
HETATM   12  N2  UNL     1       3.648   1.668   0.932  1.00  0.00           N1+
HETATM   13  O2  UNL     1       3.959   2.891   1.536  1.00  0.00           O1-
HETATM   14  C10 UNL     1       2.375   1.239   0.935  1.00  0.00           C  
HETATM   15  N3  UNL     1      -4.181  -1.139   0.773  1.00  0.00           N  
HETATM   16  O3  UNL     1      -4.114  -0.808   1.985  1.00  0.00           O  
HETATM   17  H1  UNL     1      -5.399   0.614  -0.881  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.972   0.864  -1.943  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.785  -0.798  -1.804  1.00  0.00           H  
HETATM   20  H4  UNL     1      -2.201   1.209  -0.227  1.00  0.00           H  
HETATM   21  H5  UNL     1      -1.893  -0.165   0.963  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.763  -0.081  -2.088  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.496  -1.612  -1.169  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.659  -0.527  -1.781  1.00  0.00           H  
HETATM   25  H9  UNL     1       0.041   1.023  -1.100  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.108   0.128   1.150  1.00  0.00           H  
HETATM   27  H11 UNL     1       0.162  -2.351  -0.069  1.00  0.00           H  
HETATM   28  H12 UNL     1       2.809  -1.658  -0.716  1.00  0.00           H  
HETATM   29  H13 UNL     1       5.160  -0.847  -0.707  1.00  0.00           H  
HETATM   30  H14 UNL     1       5.638   1.366   0.402  1.00  0.00           H  
HETATM   31  H15 UNL     1       1.592   1.852   1.409  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   15
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7    8   26
CONECT    7   27
CONECT    8    9    9   14
CONECT    9   10   28
CONECT   10   11   11   29
CONECT   11   12   30
CONECT   12   13   14   14
CONECT   14   31
CONECT   15   16   16
END

HMDB0041953
     RDKit          3D
Nnal-N-oxide
 31 31  0  0  0  0  0  0  0  0999 V2000
   -4.4622    0.1391   -1.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6213   -0.2913   -0.1781 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2438    0.1144   -0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4006   -0.5202   -1.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0344   -0.0773   -0.9830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -0.4475    0.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6414   -1.7989    0.5994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477    0.0413    0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0396   -0.6977   -0.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3684   -0.2692   -0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6249    0.9405    0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6479    1.6681    0.9324 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.9594    2.8906    1.5359 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.3747    1.2392    0.9351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1805   -1.1391    0.7734 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1143   -0.8082    1.9849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3993    0.6135   -0.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9721    0.8637   -1.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7846   -0.7976   -1.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2010    1.2088   -0.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8935   -0.1655    0.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7630   -0.0810   -2.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4961   -1.6120   -1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6594   -0.5273   -1.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0406    1.0229   -1.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1083    0.1285    1.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1619   -2.3508   -0.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8088   -1.6581   -0.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1600   -0.8472   -0.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6382    1.3664    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5918    1.8517    1.4086 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
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  2 15  1  0
 15 16  2  0
 14  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 14 31  1  0
M  CHG  2  12   1  13  -1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-(Methylnitrosamino)-1-(3-pyridyl-N-oxide)-1-butanol	HMDB
3-(4-(Methylnitrosoamino)-1-hydroxybutyl)pyridine N-oxide	HMDB
NNAL-N-oxide	KEGG

Chemical Formula

C₁₀H₁₅N₃O₃

Average Molecular Weight

225.2444

Monoisotopic Molecular Weight

225.111341361

IUPAC Name

3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-one

Traditional Name

3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-one

CAS Registry Number

85352-99-4

SMILES

CN(CCCC(O)C1=CN(=O)=CC=C1)N=O

InChI Identifier

InChI=1S/C10H15N3O3/c1-12(11-15)6-3-5-10(14)9-4-2-7-13(16)8-9/h2,4,7-8,10,14H,3,5-6H2,1H3

InChI Key

DKBKTKUNVONEGX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridinium derivatives. Pyridinium derivatives are compounds containing a pyridinium ring, which is the cationic form of pyridine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridinium derivatives

Direct Parent

Pyridinium derivatives

Alternative Parents

Substituents

Pyridinium
Heteroaromatic compound
Secondary alcohol
Organic n-nitroso compound
Azacycle
Organic nitroso compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Aromatic alcohol
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyridinium ion (CHEBI:82589 )

Ontology

Not Available

Endogenous (HMDB: HMDB0041953)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

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
Water Solubility	1.18 g/L	ALOGPS
logP	-0.33	ALOGPS
logP	-0.77	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	14.05	ChemAxon
pKa (Strongest Basic)	3.41	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	78.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	61.67 m³·mol⁻¹	ChemAxon
Polarizability	23.09 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	152.045	31661259
DarkChem	[M-H]-	147.551	31661259
DeepCCS	[M+H]+	147.148	30932474
DeepCCS	[M-H]-	144.79	30932474
DeepCCS	[M-2H]-	179.497	30932474
DeepCCS	[M+Na]+	155.144	30932474
AllCCS	[M+H]+	151.1	32859911
AllCCS	[M+H-H2O]+	147.3	32859911
AllCCS	[M+NH4]+	154.7	32859911
AllCCS	[M+Na]+	155.7	32859911
AllCCS	[M-H]-	152.4	32859911
AllCCS	[M+Na-2H]-	152.8	32859911
AllCCS	[M+HCOO]-	153.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nnal-N-oxide	CN(CCCC(O)C1=CN(=O)=CC=C1)N=O	3065.0	Standard polar	33892256
Nnal-N-oxide	CN(CCCC(O)C1=CN(=O)=CC=C1)N=O	2011.7	Standard non polar	33892256
Nnal-N-oxide	CN(CCCC(O)C1=CN(=O)=CC=C1)N=O	2563.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nnal-N-oxide,1TMS,isomer #1	CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([O-])=C1)N=O	2044.9	Semi standard non polar	33892256
Nnal-N-oxide,1TBDMS,isomer #1	CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([O-])=C1)N=O	2316.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nnal-N-oxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-5910000000-c7233ed4256f9d48b065	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nnal-N-oxide GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9150000000-1230ff1a515ad5244d7b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nnal-N-oxide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nnal-N-oxide 10V, Positive-QTOF	splash10-0a6r-0390000000-d20c5e71dd43cb08a0e5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nnal-N-oxide 20V, Positive-QTOF	splash10-05tb-2910000000-258208db61ba008ed2fe	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nnal-N-oxide 40V, Positive-QTOF	splash10-000f-9700000000-2ed32a676db00812568b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nnal-N-oxide 10V, Negative-QTOF	splash10-05fr-1090000000-7a9daddb552319be4299	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nnal-N-oxide 20V, Negative-QTOF	splash10-0a4i-5190000000-e1ac44be5e40920a2c36	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nnal-N-oxide 40V, Negative-QTOF	splash10-0a6r-9300000000-fb3d86aac4c8c2349d04	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nnal-N-oxide 10V, Negative-QTOF	splash10-00di-0090000000-8fc6cfdc55ac455944d7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nnal-N-oxide 20V, Negative-QTOF	splash10-05fr-3970000000-b0e95c69d1215ff339ce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nnal-N-oxide 40V, Negative-QTOF	splash10-0092-9700000000-ee9391e6d3773bfd4696	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nnal-N-oxide 10V, Positive-QTOF	splash10-00os-0970000000-49efc90261d69c64400a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nnal-N-oxide 20V, Positive-QTOF	splash10-00mk-0910000000-b7d3e40f37493d28ffc0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nnal-N-oxide 40V, Positive-QTOF	splash10-000t-5900000000-acddfaffabf59c90fcd1	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

FDB111685

KNApSAcK ID

Not Available

Chemspider ID

132320

KEGG Compound ID

C19603

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

150097

PDB ID

Not Available

ChEBI ID

82589

Food Biomarker Ontology

Not Available

VMH ID

M00930

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 Nnal-N-oxide (HMDB0041953)

MOL for HMDB0041953 (Nnal-N-oxide)

3D MOL for HMDB0041953 (Nnal-N-oxide)

3D SDF for HMDB0041953 (Nnal-N-oxide)

3D-SDF for HMDB0041953 (Nnal-N-oxide)

PDB for HMDB0041953 (Nnal-N-oxide)

3D PDB for HMDB0041953 (Nnal-N-oxide)

SMILES for HMDB0041953 (Nnal-N-oxide)

INCHI for HMDB0041953 (Nnal-N-oxide)

Structure for HMDB0041953 (Nnal-N-oxide)

3D Structure for HMDB0041953 (Nnal-N-oxide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra