Showing metabocard for pseudooxynicotine (MMDBc0054648)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 23:22:33 UTC
Update Date2022-08-27 01:44:08 UTC
Metabolite IDMMDBc0054648
Metabolite Identification
Common Namepseudooxynicotine
DescriptionPseudooxynicotine belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. Pseudooxynicotine 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 pseudooxynicotine a potential biomarker for the consumption of these foods. Pseudooxynicotine 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 a significant number of articles have been published on Pseudooxynicotine.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9aa91bdbb8>


  Mrv0541 02231219002D          

 13 13  0  0  0  0            999 V2000
    5.0073  -10.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4198  -11.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0073  -12.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1823  -12.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699  -11.6077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1823  -10.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4198  -10.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0073   -9.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4198   -8.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0073   -8.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4198   -7.3209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0073   -6.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2448  -10.1788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  5  2  0  0  0  0
  6  1  1  0  0  0  0
  7  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13  7  2  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f9aa91bdbb8>

HMDB0001240
     RDKit          3D
Pseudooxynicotine
 27 27  0  0  0  0  0  0  0  0999 V2000
   -3.7852    0.6412   -0.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5571    0.7500   -1.2073 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0354   -0.5117   -1.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712   -1.4071   -0.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4893   -0.8628    0.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7351   -0.5936   -0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7538   -0.8974   -1.7053 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9190    0.0241    0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0726    0.2824   -0.5486 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1490    0.8626    0.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1217    1.1991    1.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9724    0.9279    2.0908 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9080    0.3655    1.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4220   -0.1323   -0.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6587    0.4301    0.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2943    1.6496   -0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8406    1.3372   -0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9243   -1.0388   -2.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2953   -0.2943   -2.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4817   -1.7044   -0.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2640   -2.3723   -1.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8492    0.0570    0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2925   -1.6197    1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0843    0.0153   -1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0632    1.0654   -0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9678    1.6523    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0136    0.1746    2.0665 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 13 27  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f9aa91bdbb8>


  Mrv0541 02231219002D          

 13 13  0  0  0  0            999 V2000
    5.0073  -10.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4198  -11.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0073  -12.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1823  -12.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699  -11.6077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1823  -10.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4198  -10.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0073   -9.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4198   -8.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0073   -8.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4198   -7.3209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0073   -6.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2448  -10.1788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  5  2  0  0  0  0
  6  1  1  0  0  0  0
  7  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13  7  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054648

> <DATABASE_NAME>
MIME

> <SMILES>
CNCCCC(=O)C1=CC=CN=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N2O/c1-11-6-3-5-10(13)9-4-2-7-12-8-9/h2,4,7-8,11H,3,5-6H2,1H3

> <INCHI_KEY>
SGDIDUFQYHRMPR-UHFFFAOYSA-N

> <FORMULA>
C10H14N2O

> <MOLECULAR_WEIGHT>
178.231

> <EXACT_MASS>
178.11061308

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
20.19533049172019

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(methylamino)-1-(pyridin-3-yl)butan-1-one

> <ALOGPS_LOGP>
0.36

> <JCHEM_LOGP>
0.34734540000000025

> <ALOGPS_LOGS>
-1.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.844110312826558

> <JCHEM_PKA_STRONGEST_BASIC>
10.276879573131845

> <JCHEM_POLAR_SURFACE_AREA>
41.99

> <JCHEM_REFRACTIVITY>
51.8926

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.20e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pseudooxynicotine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f9aa91bdbb8>

HMDB0001240
     RDKit          3D
Pseudooxynicotine
 27 27  0  0  0  0  0  0  0  0999 V2000
   -3.7852    0.6412   -0.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5571    0.7500   -1.2073 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0354   -0.5117   -1.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712   -1.4071   -0.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4893   -0.8628    0.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7351   -0.5936   -0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7538   -0.8974   -1.7053 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9190    0.0241    0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0726    0.2824   -0.5486 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1490    0.8626    0.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1217    1.1991    1.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9724    0.9279    2.0908 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9080    0.3655    1.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4220   -0.1323   -0.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6587    0.4301    0.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2943    1.6496   -0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8406    1.3372   -0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9243   -1.0388   -2.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2953   -0.2943   -2.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4817   -1.7044   -0.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2640   -2.3723   -1.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8492    0.0570    0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2925   -1.6197    1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0843    0.0153   -1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0632    1.0654   -0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9678    1.6523    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0136    0.1746    2.0665 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 13 27  1  0
M  END
Download

PDB for #<Metabolite:0x00007f9aa91bdbb8>

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       9.347 -20.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.117 -21.668   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.347 -23.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.807 -23.001   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       7.037 -21.668   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       7.807 -20.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.117 -19.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.347 -17.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.117 -16.333   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.347 -14.999   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      10.117 -13.666   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       9.347 -12.332   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      11.657 -19.000   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    1    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    7                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for #<Metabolite:0x00007f9aa91bdbb8>

COMPND    HMDB0001240
HETATM    1  C1  UNL     1      -3.785   0.641  -0.483  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.557   0.750  -1.207  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.035  -0.512  -1.683  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.571  -1.407  -0.581  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.489  -0.863   0.286  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.735  -0.594  -0.491  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.754  -0.897  -1.705  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.919   0.024   0.154  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.073   0.282  -0.549  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.149   0.863   0.104  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.122   1.199   1.444  1.00  0.00           C  
HETATM   12  N2  UNL     1       2.972   0.928   2.091  1.00  0.00           N  
HETATM   13  C10 UNL     1       1.908   0.366   1.488  1.00  0.00           C  
HETATM   14  H1  UNL     1      -4.422  -0.132  -0.916  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.659   0.430   0.593  1.00  0.00           H  
HETATM   16  H3  UNL     1      -4.294   1.650  -0.524  1.00  0.00           H  
HETATM   17  H4  UNL     1      -1.841   1.337  -0.735  1.00  0.00           H  
HETATM   18  H5  UNL     1      -2.924  -1.039  -2.152  1.00  0.00           H  
HETATM   19  H6  UNL     1      -1.295  -0.294  -2.467  1.00  0.00           H  
HETATM   20  H7  UNL     1      -2.482  -1.704  -0.003  1.00  0.00           H  
HETATM   21  H8  UNL     1      -1.264  -2.372  -1.083  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.849   0.057   0.811  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.293  -1.620   1.092  1.00  0.00           H  
HETATM   24  H11 UNL     1       3.084   0.015  -1.595  1.00  0.00           H  
HETATM   25  H12 UNL     1       5.063   1.065  -0.457  1.00  0.00           H  
HETATM   26  H13 UNL     1       4.968   1.652   1.946  1.00  0.00           H  
HETATM   27  H14 UNL     1       1.014   0.175   2.067  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6   22   23
CONECT    6    7    7    8
CONECT    8    9    9   13
CONECT    9   10   24
CONECT   10   11   11   25
CONECT   11   12   26
CONECT   12   13   13
CONECT   13   27
END
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SMILES for #<Metabolite:0x00007f9aa91bdbb8>

CNCCCC(=O)C1=CC=CN=C1
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INCHI for #<Metabolite:0x00007f9aa91bdbb8>

InChI=1S/C10H14N2O/c1-11-6-3-5-10(13)9-4-2-7-12-8-9/h2,4,7-8,11H,3,5-6H2,1H3
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Synonyms
ValueSource
4-(Methylamino)-1-(3-pyridinyl)-1-butanoneChEBI
4-(Methylamino)-1-(3-pyridyl)-1-butanoneChEBI
4-(Methylamino)-1-(pyridin-3-yl)butan-1-oneKegg
Molecular FormulaC10H14N2O
Average Mass178.231
Monoisotopic Mass178.11061308
IUPAC Name4-(methylamino)-1-(pyridin-3-yl)butan-1-one
Traditional Namepseudooxynicotine
CAS Registry NumberNot Available
SMILES
CNCCCC(=O)C1=CC=CN=C1
InChI Identifier
InChI=1S/C10H14N2O/c1-11-6-3-5-10(13)9-4-2-7-12-8-9/h2,4,7-8,11H,3,5-6H2,1H3
InChI KeySGDIDUFQYHRMPR-UHFFFAOYSA-N