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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2018-04-04 18:02:26 UTC

Update Date

2023-02-21 17:33:48 UTC

HMDB ID

HMDB0240264

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Hydroxypseudooxynicotine

Description

6-hydroxypseudooxynicotine 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. 6-hydroxypseudooxynicotine 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 6-hydroxypseudooxynicotine.

Structure

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

HMDB0240264
     RDKit          3D
6-Hydroxypseudooxynicotine
 28 28  0  0  0  0  0  0  0  0999 V2000
   -3.3989    1.4694   -0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7750    0.1935   -0.1069 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8289   -0.3359    0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5241   -0.7487    0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5655   -1.2876    1.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952   -1.7111    0.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8199   -2.9402    0.2718 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8190   -0.8296    0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8037    0.5150    0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8721    1.3562    0.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932    0.8137   -0.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1116    1.5676   -0.6055 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0288   -0.5230   -0.5734 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9853   -1.3086   -0.2909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4849    1.8934   -0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3014    1.4696   -1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2308    2.1846   -0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1031   -0.4863   -0.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6460    0.4098    1.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2806   -1.2858    1.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0014    0.1333   -0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397   -1.4922   -0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0118   -2.1265    1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3407   -0.4973    1.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9405    0.9708    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8604    2.4281    0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1766    2.5434   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0265   -2.3757   -0.5271 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
 11 13  1  0
 13 14  2  0
 14  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 14 28  1  0
M  END


  Mrv1652304041820122D          

 14 14  0  0  0  0            999 V2000
   -2.8775    0.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5907    0.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1593   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8725   -0.7000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1618    0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4473    1.7771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4473    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7328    0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0184    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6961    0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4105    0.9521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1251    0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5882   -0.2896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3027   -0.7020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  2  0  0  0  0
  2 13  2  0  0  0  0
 13  4  1  0  0  0  0
  4  3  2  0  0  0  0
  3  5  1  0  0  0  0
  5  7  1  0  0  0  0
  7  6  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240264

> <DATABASE_NAME>
hmdb

> <SMILES>
CNCCCC(=O)C1=CC=C(O)N=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N2O2/c1-11-6-2-3-9(13)8-4-5-10(14)12-7-8/h4-5,7,11H,2-3,6H2,1H3,(H,12,14)

> <INCHI_KEY>
UMLOUOBDBGOHHR-UHFFFAOYSA-N

> <FORMULA>
C10H14N2O2

> <MOLECULAR_WEIGHT>
194.2304

> <EXACT_MASS>
194.105527702

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
20.89205232267404

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(6-hydroxypyridin-3-yl)-4-(methylamino)butan-1-one

> <ALOGPS_LOGP>
0.08

> <JCHEM_LOGP>
-0.1325712079600473

> <ALOGPS_LOGS>
-1.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
16.511299748853745

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.507685909627437

> <JCHEM_PKA_STRONGEST_BASIC>
10.357876581353834

> <JCHEM_POLAR_SURFACE_AREA>
62.22

> <JCHEM_REFRACTIVITY>
54.187000000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.09e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxypseudooxynicotine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240264
     RDKit          3D
6-Hydroxypseudooxynicotine
 28 28  0  0  0  0  0  0  0  0999 V2000
   -3.3989    1.4694   -0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7750    0.1935   -0.1069 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8289   -0.3359    0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5241   -0.7487    0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5655   -1.2876    1.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952   -1.7111    0.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8199   -2.9402    0.2718 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8190   -0.8296    0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8037    0.5150    0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8721    1.3562    0.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932    0.8137   -0.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1116    1.5676   -0.6055 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0288   -0.5230   -0.5734 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9853   -1.3086   -0.2909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4849    1.8934   -0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3014    1.4696   -1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2308    2.1846   -0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1031   -0.4863   -0.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6460    0.4098    1.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2806   -1.2858    1.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0014    0.1333   -0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397   -1.4922   -0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0118   -2.1265    1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3407   -0.4973    1.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9405    0.9708    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8604    2.4281    0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1766    2.5434   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0265   -2.3757   -0.5271 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
 11 13  1  0
 13 14  2  0
 14  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 14 28  1  0
M  END

HEADER    PROTEIN                                 04-APR-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-APR-18         0                                  
HETATM    1  C   UNK     0      -5.371   1.773   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.703   0.999   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.031  -0.533   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -5.362  -1.307   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -4.035   1.007   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.702   3.317   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.702   1.777   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.368   1.007   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.034   1.777   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.299   1.007   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.633   1.777   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       3.967   1.007   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.698  -0.541   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -8.032  -1.310   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1   13                                                       
CONECT    3    4    5                                                       
CONECT    4   13    3                                                       
CONECT    5    1    3    7                                                  
CONECT    6    7                                                            
CONECT    7    5    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    2    4   14                                                  
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0240264
HETATM    1  C1  UNL     1      -3.399   1.469  -0.657  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.775   0.193  -0.107  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.829  -0.336   0.825  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.524  -0.749   0.180  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.566  -1.288   1.215  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.695  -1.711   0.590  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.820  -2.940   0.272  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.819  -0.830   0.304  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.804   0.515   0.588  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.872   1.356   0.306  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.993   0.814  -0.283  1.00  0.00           C  
HETATM   12  O2  UNL     1       5.112   1.568  -0.605  1.00  0.00           O  
HETATM   13  N2  UNL     1       4.029  -0.523  -0.573  1.00  0.00           N  
HETATM   14  C10 UNL     1       2.985  -1.309  -0.291  1.00  0.00           C  
HETATM   15  H1  UNL     1      -2.485   1.893  -0.231  1.00  0.00           H  
HETATM   16  H2  UNL     1      -3.301   1.470  -1.768  1.00  0.00           H  
HETATM   17  H3  UNL     1      -4.231   2.185  -0.425  1.00  0.00           H  
HETATM   18  H4  UNL     1      -4.103  -0.486  -0.826  1.00  0.00           H  
HETATM   19  H5  UNL     1      -2.646   0.410   1.607  1.00  0.00           H  
HETATM   20  H6  UNL     1      -3.281  -1.286   1.222  1.00  0.00           H  
HETATM   21  H7  UNL     1      -1.001   0.133  -0.268  1.00  0.00           H  
HETATM   22  H8  UNL     1      -1.640  -1.492  -0.619  1.00  0.00           H  
HETATM   23  H9  UNL     1      -1.012  -2.126   1.790  1.00  0.00           H  
HETATM   24  H10 UNL     1      -0.341  -0.497   1.963  1.00  0.00           H  
HETATM   25  H11 UNL     1       0.940   0.971   1.051  1.00  0.00           H  
HETATM   26  H12 UNL     1       2.860   2.428   0.531  1.00  0.00           H  
HETATM   27  H13 UNL     1       5.177   2.543  -0.371  1.00  0.00           H  
HETATM   28  H14 UNL     1       3.027  -2.376  -0.527  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   18
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6   23   24
CONECT    6    7    7    8
CONECT    8    9    9   14
CONECT    9   10   25
CONECT   10   11   11   26
CONECT   11   12   13
CONECT   12   27
CONECT   13   14   14
CONECT   14   28
END

HMDB0240264
     RDKit          3D
6-Hydroxypseudooxynicotine
 28 28  0  0  0  0  0  0  0  0999 V2000
   -3.3989    1.4694   -0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7750    0.1935   -0.1069 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8289   -0.3359    0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5241   -0.7487    0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5655   -1.2876    1.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952   -1.7111    0.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8199   -2.9402    0.2718 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8190   -0.8296    0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8037    0.5150    0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8721    1.3562    0.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932    0.8137   -0.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1116    1.5676   -0.6055 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0288   -0.5230   -0.5734 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9853   -1.3086   -0.2909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4849    1.8934   -0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3014    1.4696   -1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2308    2.1846   -0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1031   -0.4863   -0.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6460    0.4098    1.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2806   -1.2858    1.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0014    0.1333   -0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397   -1.4922   -0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0118   -2.1265    1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3407   -0.4973    1.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9405    0.9708    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8604    2.4281    0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1766    2.5434   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0265   -2.3757   -0.5271 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
 11 13  1  0
 13 14  2  0
 14  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 14 28  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-(6-Hydroxypyrid-3-yl)-4-(methylamino)butan-1-one	ChEBI
1-(6-Hydroxypyridin-3-yl)-4-(methylamino)butan-1-one	ChEBI
5-[4-(Methylamino)-1-oxobutyl]-2(1H)-pyridinone	HMDB

Chemical Formula

C₁₀H₁₄N₂O₂

Average Molecular Weight

194.2304

Monoisotopic Molecular Weight

194.105527702

IUPAC Name

1-(6-hydroxypyridin-3-yl)-4-(methylamino)butan-1-one

Traditional Name

6-hydroxypseudooxynicotine

CAS Registry Number

7424-35-3

SMILES

CNCCCC(=O)C1=CC=C(O)N=C1

InChI Identifier

InChI=1S/C10H14N2O2/c1-11-6-2-3-9(13)8-4-5-10(14)12-7-8/h4-5,7,11H,2-3,6H2,1H3,(H,12,14)

InChI Key

UMLOUOBDBGOHHR-UHFFFAOYSA-N

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl alkyl ketones

Alternative Parents

Substituents

Aryl alkyl ketone
Dihydropyridine
Pyridinone
Gamma-aminoketone
Hydropyridine
Pyridine
Heteroaromatic compound
Vinylogous amide
Lactam
Azacycle
Secondary amine
Secondary aliphatic amine
Organoheterocyclic compound
Amine
Hydrocarbon derivative
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

monohydroxypyridine (CHEBI:37754 )
secondary amino compound (CHEBI:37754 )
aromatic ketone (CHEBI:37754 )

Ontology

Not Available

Exogenous (HMDB: HMDB0240264)

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	0.08	ALOGPS
logP	-0.13	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	9.51	ChemAxon
pKa (Strongest Basic)	10.36	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.22 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	54.19 m³·mol⁻¹	ChemAxon
Polarizability	20.89 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
DarkChem	[M+H]+	146.761	31661259
DarkChem	[M-H]-	143.418	31661259
DeepCCS	[M+H]+	144.834	30932474
DeepCCS	[M-H]-	141.075	30932474
DeepCCS	[M-2H]-	178.461	30932474
DeepCCS	[M+Na]+	154.0	30932474
AllCCS	[M+H]+	143.3	32859911
AllCCS	[M+H-H2O]+	139.2	32859911
AllCCS	[M+NH4]+	147.1	32859911
AllCCS	[M+Na]+	148.2	32859911
AllCCS	[M-H]-	146.6	32859911
AllCCS	[M+Na-2H]-	147.4	32859911
AllCCS	[M+HCOO]-	148.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.12 minutes	32390414
Predicted by Siyang on May 30, 2022	9.0835 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.66 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	433.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	247.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	89.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	163.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	53.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	244.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	269.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	723.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	602.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	47.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	722.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	164.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	190.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	656.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	426.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	182.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxypseudooxynicotine	CNCCCC(=O)C1=CC=C(O)N=C1	2579.2	Standard polar	33892256
6-Hydroxypseudooxynicotine	CNCCCC(=O)C1=CC=C(O)N=C1	1935.4	Standard non polar	33892256
6-Hydroxypseudooxynicotine	CNCCCC(=O)C1=CC=C(O)N=C1	1858.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxypseudooxynicotine,1TMS,isomer #1	CNCCCC(=O)C1=CC=C(O[Si](C)(C)C)N=C1	1847.0	Semi standard non polar	33892256
6-Hydroxypseudooxynicotine,1TMS,isomer #2	CN(CCCC(=O)C1=CC=C(O)N=C1)[Si](C)(C)C	2112.1	Semi standard non polar	33892256
6-Hydroxypseudooxynicotine,2TMS,isomer #1	CN(CCCC(=O)C1=CC=C(O[Si](C)(C)C)N=C1)[Si](C)(C)C	2086.3	Semi standard non polar	33892256
6-Hydroxypseudooxynicotine,2TMS,isomer #1	CN(CCCC(=O)C1=CC=C(O[Si](C)(C)C)N=C1)[Si](C)(C)C	2111.0	Standard non polar	33892256
6-Hydroxypseudooxynicotine,2TMS,isomer #1	CN(CCCC(=O)C1=CC=C(O[Si](C)(C)C)N=C1)[Si](C)(C)C	2325.5	Standard polar	33892256
6-Hydroxypseudooxynicotine,1TBDMS,isomer #1	CNCCCC(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)N=C1	2119.1	Semi standard non polar	33892256
6-Hydroxypseudooxynicotine,1TBDMS,isomer #2	CN(CCCC(=O)C1=CC=C(O)N=C1)[Si](C)(C)C(C)(C)C	2365.9	Semi standard non polar	33892256
6-Hydroxypseudooxynicotine,2TBDMS,isomer #1	CN(CCCC(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)N=C1)[Si](C)(C)C(C)(C)C	2565.5	Semi standard non polar	33892256
6-Hydroxypseudooxynicotine,2TBDMS,isomer #1	CN(CCCC(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)N=C1)[Si](C)(C)C(C)(C)C	2604.9	Standard non polar	33892256
6-Hydroxypseudooxynicotine,2TBDMS,isomer #1	CN(CCCC(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)N=C1)[Si](C)(C)C(C)(C)C	2536.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxypseudooxynicotine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 6V, Positive-QTOF	splash10-03dj-0900000000-64130df397243cf9959a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 6V, Positive-QTOF	splash10-03dj-0900000000-c72a5d867e77d3ada3f6	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 10V, Positive-QTOF	splash10-01ot-0900000000-ef89e797f9fe4e5d8ed9	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 20V, Positive-QTOF	splash10-00di-2900000000-f1d08bbbc745f63afdc0	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 40V, Positive-QTOF	splash10-006x-9500000000-4f3733e89e397dd40664	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 10V, Negative-QTOF	splash10-0006-2900000000-947c489f64a468441121	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 20V, Negative-QTOF	splash10-0006-2900000000-62c0e75742ecef67894f	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 40V, Negative-QTOF	splash10-0006-9400000000-313e706ec87e5be90cc1	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 10V, Positive-QTOF	splash10-03di-0900000000-27d5fc2b926d1a682ed8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 20V, Positive-QTOF	splash10-03di-3900000000-9aa43f36f713f62f3bdc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 40V, Positive-QTOF	splash10-00dj-7900000000-529fa1c6ec9395a1c40d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 10V, Negative-QTOF	splash10-0006-0900000000-0f7012502cdae946e705	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 20V, Negative-QTOF	splash10-0006-7900000000-a5ce839f9639a963ef22	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 40V, Negative-QTOF	splash10-0006-9200000000-33816e6ad5367e88e801	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

388576

KEGG Compound ID

C01297

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439476

PDB ID

Not Available

ChEBI ID

37754

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 6-Hydroxypseudooxynicotine (HMDB0240264)

MOL for HMDB0240264 (6-Hydroxypseudooxynicotine)

3D MOL for HMDB0240264 (6-Hydroxypseudooxynicotine)

3D SDF for HMDB0240264 (6-Hydroxypseudooxynicotine)

3D-SDF for HMDB0240264 (6-Hydroxypseudooxynicotine)

PDB for HMDB0240264 (6-Hydroxypseudooxynicotine)

3D PDB for HMDB0240264 (6-Hydroxypseudooxynicotine)

SMILES for HMDB0240264 (6-Hydroxypseudooxynicotine)

INCHI for HMDB0240264 (6-Hydroxypseudooxynicotine)

Structure for HMDB0240264 (6-Hydroxypseudooxynicotine)

3D Structure for HMDB0240264 (6-Hydroxypseudooxynicotine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra