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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-04 18:58:12 UTC

Update Date

2021-09-14 15:45:49 UTC

HMDB ID

HMDB0060766

Secondary Accession Numbers

HMDB60766

Metabolite Identification

Common Name

4-Hydroxyatomoxetine

Description

4-Hydroxyatomoxetine is a metabolite of atomoxetine. Atomoxetine is a drug approved for the treatment of attention-deficit hyperactivity disorder (ADHD). It is a selective norepinephrine reuptake inhibitor or NRI, not to be confused with selective serotonin and norepinephrine reuptake inhibitors or selective serotonin reuptake inhibitors, both of which are currently the most prescribed form of antidepressants. (Wikipedia)

Structure

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

HMDB0060766
     RDKit          3D
4-Hydroxyatomoxetine
 41 42  0  0  0  0  0  0  0  0999 V2000
   -2.6847    2.9837    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9199    1.6739   -0.4143 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9534    0.7043    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6282    0.5054    1.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6246    0.0166    0.2810 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6402   -0.1945    0.8024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8405    0.3175    0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9816    1.2251   -0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2415    1.7491   -0.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3383    1.3550   -0.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6197    1.8559   -0.4694 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2244    0.4489    0.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9759   -0.0502    1.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8677   -1.0261    2.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1588   -1.2188   -0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437   -1.1352   -1.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2335   -2.2638   -2.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1397   -3.4800   -1.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5612   -3.5764   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0764   -2.4531    0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7059    3.3407   -0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5076    3.6654   -0.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6411    2.9590    1.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8198    1.6490   -0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6988    1.0345    1.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3855   -0.2266    0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2692    1.4961    1.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6962   -0.1438    2.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5655    0.7892   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1760    1.5940   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647    2.4599   -1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2230    1.3829   -1.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1161    0.1595    1.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2980   -0.5230    3.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4052   -1.9611    1.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8566   -1.2784    2.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8368   -0.2062   -2.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6874   -2.1774   -3.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5216   -4.3644   -2.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4850   -4.5387    0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6245   -2.5479    1.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
  5 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13  7  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  8 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
M  END


  Mrv0541 07041311582D          

 20 21  0  0  0  0            999 V2000
    5.0013   -2.0625    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
    2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 13  1  1  0  0  0  0
 13 12  2  0  0  0  0
 14  6  2  0  0  0  0
 14  7  1  0  0  0  0
 15  8  2  0  0  0  0
 15 12  1  0  0  0  0
 16  9  2  0  0  0  0
 16 13  1  0  0  0  0
 17 10  1  0  0  0  0
 17 14  1  0  0  0  0
 18  2  1  0  0  0  0
 18 11  1  0  0  0  0
 19 15  1  0  0  0  0
 20 16  1  0  0  0  0
 17 20  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0060766

> <DATABASE_NAME>
hmdb

> <SMILES>
CNCC[C@@H](OC1=CC=C(O)C=C1C)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H21NO2/c1-13-12-15(19)8-9-16(13)20-17(10-11-18-2)14-6-4-3-5-7-14/h3-9,12,17-19H,10-11H2,1-2H3/t17-/m1/s1

> <INCHI_KEY>
PPXQPRLGNSJNJM-QGZVFWFLSA-N

> <FORMULA>
C17H21NO2

> <MOLECULAR_WEIGHT>
271.3541

> <EXACT_MASS>
271.157228921

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
30.829965773082197

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-4-[(1R)-3-(methylamino)-1-phenylpropoxy]phenol

> <ALOGPS_LOGP>
3.23

> <JCHEM_LOGP>
3.0250323393794387

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.235285825680931

> <JCHEM_PKA_STRONGEST_BASIC>
9.602684220948415

> <JCHEM_POLAR_SURFACE_AREA>
41.489999999999995

> <JCHEM_REFRACTIVITY>
81.4159

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.21e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-4-[(1R)-3-(methylamino)-1-phenylpropoxy]phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060766
     RDKit          3D
4-Hydroxyatomoxetine
 41 42  0  0  0  0  0  0  0  0999 V2000
   -2.6847    2.9837    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9199    1.6739   -0.4143 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9534    0.7043    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6282    0.5054    1.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6246    0.0166    0.2810 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6402   -0.1945    0.8024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8405    0.3175    0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9816    1.2251   -0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2415    1.7491   -0.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3383    1.3550   -0.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6197    1.8559   -0.4694 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2244    0.4489    0.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9759   -0.0502    1.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8677   -1.0261    2.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1588   -1.2188   -0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437   -1.1352   -1.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2335   -2.2638   -2.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1397   -3.4800   -1.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5612   -3.5764   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0764   -2.4531    0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7059    3.3407   -0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5076    3.6654   -0.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6411    2.9590    1.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8198    1.6490   -0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6988    1.0345    1.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3855   -0.2266    0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2692    1.4961    1.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6962   -0.1438    2.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5655    0.7892   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1760    1.5940   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647    2.4599   -1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2230    1.3829   -1.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1161    0.1595    1.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2980   -0.5230    3.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4052   -1.9611    1.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8566   -1.2784    2.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8368   -0.2062   -2.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6874   -2.1774   -3.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5216   -4.3644   -2.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4850   -4.5387    0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6245   -2.5479    1.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
  5 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13  7  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  8 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
M  END

HEADER    PROTEIN                                 04-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUL-13         0                                  
HETATM    1  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335 -10.780   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       1.334  -5.390   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       6.668   0.770   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   18                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   14                                                       
CONECT    7    5   14                                                       
CONECT    8    9   15                                                       
CONECT    9    8   16                                                       
CONECT   10   11   17                                                       
CONECT   11   10   18                                                       
CONECT   12   13   15                                                       
CONECT   13    1   12   16                                                  
CONECT   14    6    7   17                                                  
CONECT   15    8   12   19                                                  
CONECT   16    9   13   20                                                  
CONECT   17   10   14   20                                                  
CONECT   18    2   11                                                       
CONECT   19   15                                                            
CONECT   20   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0060766
HETATM    1  C1  UNL     1      -2.685   2.984   0.153  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.920   1.674  -0.414  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.953   0.704   0.647  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.628   0.505   1.301  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.625   0.017   0.281  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.640  -0.195   0.802  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.840   0.317   0.476  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.982   1.225  -0.546  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.241   1.749  -0.874  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.338   1.355  -0.172  1.00  0.00           C  
HETATM   11  O2  UNL     1       5.620   1.856  -0.469  1.00  0.00           O  
HETATM   12  C9  UNL     1       4.224   0.449   0.854  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.976  -0.050   1.156  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.868  -1.026   2.266  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.159  -1.219  -0.403  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.744  -1.135  -1.647  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.233  -2.264  -2.274  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.140  -3.480  -1.660  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.561  -3.576  -0.425  1.00  0.00           C  
HETATM   20  C17 UNL     1      -1.076  -2.453   0.194  1.00  0.00           C  
HETATM   21  H1  UNL     1      -1.706   3.341  -0.226  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.508   3.665  -0.149  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.641   2.959   1.280  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.820   1.649  -0.943  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.699   1.034   1.426  1.00  0.00           H  
HETATM   26  H6  UNL     1      -3.385  -0.227   0.227  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.269   1.496   1.645  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.696  -0.144   2.180  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.566   0.789  -0.508  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.176   1.594  -1.153  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.365   2.460  -1.672  1.00  0.00           H  
HETATM   32  H12 UNL     1       6.223   1.383  -1.148  1.00  0.00           H  
HETATM   33  H13 UNL     1       5.116   0.160   1.389  1.00  0.00           H  
HETATM   34  H14 UNL     1       2.298  -0.523   3.074  1.00  0.00           H  
HETATM   35  H15 UNL     1       2.405  -1.961   1.929  1.00  0.00           H  
HETATM   36  H16 UNL     1       3.857  -1.278   2.689  1.00  0.00           H  
HETATM   37  H17 UNL     1      -1.837  -0.206  -2.165  1.00  0.00           H  
HETATM   38  H18 UNL     1      -2.687  -2.177  -3.248  1.00  0.00           H  
HETATM   39  H19 UNL     1      -2.522  -4.364  -2.147  1.00  0.00           H  
HETATM   40  H20 UNL     1      -1.485  -4.539   0.065  1.00  0.00           H  
HETATM   41  H21 UNL     1      -0.624  -2.548   1.165  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   15   29
CONECT    6    7
CONECT    7    8    8   13
CONECT    8    9   30
CONECT    9   10   10   31
CONECT   10   11   12
CONECT   11   32
CONECT   12   13   13   33
CONECT   13   14
CONECT   14   34   35   36
CONECT   15   16   16   20
CONECT   16   17   37
CONECT   17   18   18   38
CONECT   18   19   39
CONECT   19   20   20   40
CONECT   20   41
END

HMDB0060766
     RDKit          3D
4-Hydroxyatomoxetine
 41 42  0  0  0  0  0  0  0  0999 V2000
   -2.6847    2.9837    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9199    1.6739   -0.4143 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9534    0.7043    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6282    0.5054    1.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6246    0.0166    0.2810 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6402   -0.1945    0.8024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8405    0.3175    0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9816    1.2251   -0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2415    1.7491   -0.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3383    1.3550   -0.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6197    1.8559   -0.4694 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2244    0.4489    0.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9759   -0.0502    1.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8677   -1.0261    2.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1588   -1.2188   -0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437   -1.1352   -1.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2335   -2.2638   -2.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1397   -3.4800   -1.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5612   -3.5764   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0764   -2.4531    0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7059    3.3407   -0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5076    3.6654   -0.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6411    2.9590    1.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8198    1.6490   -0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6988    1.0345    1.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3855   -0.2266    0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2692    1.4961    1.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6962   -0.1438    2.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5655    0.7892   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1760    1.5940   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647    2.4599   -1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2230    1.3829   -1.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1161    0.1595    1.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2980   -0.5230    3.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4052   -1.9611    1.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8566   -1.2784    2.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8368   -0.2062   -2.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6874   -2.1774   -3.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5216   -4.3644   -2.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4850   -4.5387    0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6245   -2.5479    1.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
  5 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13  7  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  8 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Hydroxyatomoxetine	MeSH

Chemical Formula

C₁₇H₂₁NO₂

Average Molecular Weight

271.3541

Monoisotopic Molecular Weight

271.157228921

IUPAC Name

3-methyl-4-[(1R)-3-(methylamino)-1-phenylpropoxy]phenol

Traditional Name

3-methyl-4-[(1R)-3-(methylamino)-1-phenylpropoxy]phenol

CAS Registry Number

Not Available

SMILES

CNCC[C@@H](OC1=CC=C(O)C=C1C)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H21NO2/c1-13-12-15(19)8-9-16(13)20-17(10-11-18-2)14-6-4-3-5-7-14/h3-9,12,17-19H,10-11H2,1-2H3/t17-/m1/s1

InChI Key

PPXQPRLGNSJNJM-QGZVFWFLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-alkoxyphenols. These are phenols that carry an alkoxy group at the 4-position of the benzene ring.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

4-alkoxyphenol
Phenoxy compound
M-cresol
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Toluene
Monocyclic benzene moiety
Secondary aliphatic amine
Ether
Secondary amine
Organonitrogen compound
Organopnictogen compound
Amine
Organic nitrogen compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0060766)
Liver (HMDB: HMDB0060766)

Biofluid or Excreta

Non-excretory biofluid

Blood (HMDB: HMDB0060766)

Excreta

Urine (HMDB: HMDB0060766)

Cellular substructure

Cytoplasm (HMDB: HMDB0060766)
Membrane (HMDB: HMDB0060766)

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	0.032 g/L	ALOGPS
logP	3.23	ALOGPS
logP	3.03	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	10.24	ChemAxon
pKa (Strongest Basic)	9.6	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	41.49 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	81.42 m³·mol⁻¹	ChemAxon
Polarizability	30.83 Å³	ChemAxon
Number of Rings	2	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]+	166.325	31661259
DarkChem	[M-H]-	166.113	31661259
DeepCCS	[M+H]+	167.237	30932474
DeepCCS	[M-H]-	164.879	30932474
DeepCCS	[M-2H]-	197.765	30932474
DeepCCS	[M+Na]+	173.33	30932474
AllCCS	[M+H]+	165.2	32859911
AllCCS	[M+H-H2O]+	161.5	32859911
AllCCS	[M+NH4]+	168.6	32859911
AllCCS	[M+Na]+	169.6	32859911
AllCCS	[M-H]-	169.9	32859911
AllCCS	[M+Na-2H]-	169.8	32859911
AllCCS	[M+HCOO]-	169.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxyatomoxetine	CNCC[C@@H](OC1=CC=C(O)C=C1C)C1=CC=CC=C1	2970.0	Standard polar	33892256
4-Hydroxyatomoxetine	CNCC[C@@H](OC1=CC=C(O)C=C1C)C1=CC=CC=C1	2265.1	Standard non polar	33892256
4-Hydroxyatomoxetine	CNCC[C@@H](OC1=CC=C(O)C=C1C)C1=CC=CC=C1	2283.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxyatomoxetine,1TMS,isomer #1	CNCC[C@@H](OC1=CC=C(O[Si](C)(C)C)C=C1C)C1=CC=CC=C1	2267.8	Semi standard non polar	33892256
4-Hydroxyatomoxetine,1TMS,isomer #2	CC1=CC(O)=CC=C1O[C@H](CCN(C)[Si](C)(C)C)C1=CC=CC=C1	2465.9	Semi standard non polar	33892256
4-Hydroxyatomoxetine,2TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC=C1O[C@H](CCN(C)[Si](C)(C)C)C1=CC=CC=C1	2449.7	Semi standard non polar	33892256
4-Hydroxyatomoxetine,2TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC=C1O[C@H](CCN(C)[Si](C)(C)C)C1=CC=CC=C1	2377.9	Standard non polar	33892256
4-Hydroxyatomoxetine,2TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC=C1O[C@H](CCN(C)[Si](C)(C)C)C1=CC=CC=C1	2737.9	Standard polar	33892256
4-Hydroxyatomoxetine,1TBDMS,isomer #1	CNCC[C@@H](OC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1C)C1=CC=CC=C1	2526.6	Semi standard non polar	33892256
4-Hydroxyatomoxetine,1TBDMS,isomer #2	CC1=CC(O)=CC=C1O[C@H](CCN(C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2703.6	Semi standard non polar	33892256
4-Hydroxyatomoxetine,2TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1O[C@H](CCN(C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2944.4	Semi standard non polar	33892256
4-Hydroxyatomoxetine,2TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1O[C@H](CCN(C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2780.0	Standard non polar	33892256
4-Hydroxyatomoxetine,2TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1O[C@H](CCN(C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2959.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxyatomoxetine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9530000000-c91182dc695179fddf87	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxyatomoxetine GC-MS (1 TMS) - 70eV, Positive	splash10-0007-9712000000-26f4f405844467d4e33c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxyatomoxetine 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 - 4-Hydroxyatomoxetine 10V, Positive-QTOF	splash10-00dl-0090000000-6a31a9d45a4a0420f036	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyatomoxetine 20V, Positive-QTOF	splash10-0006-6590000000-cc86d73690da7728b83f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyatomoxetine 40V, Positive-QTOF	splash10-05mo-9500000000-52d95723071aefeb5966	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyatomoxetine 10V, Negative-QTOF	splash10-00di-0090000000-dad7f2558aa04b5b8faa	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyatomoxetine 20V, Negative-QTOF	splash10-00di-2190000000-8842b58e374bde444f0a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyatomoxetine 40V, Negative-QTOF	splash10-00di-8910000000-c606afd0465b22e0a13f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyatomoxetine 10V, Positive-QTOF	splash10-006y-6940000000-d37c22170369cb4bade5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyatomoxetine 20V, Positive-QTOF	splash10-066u-2900000000-bcd1f93eddac0bfa4238	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyatomoxetine 40V, Positive-QTOF	splash10-05mo-6900000000-be9da27c127bb15d553f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyatomoxetine 10V, Negative-QTOF	splash10-00di-0930000000-3ec2b8cb73ba720b9fee	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyatomoxetine 20V, Negative-QTOF	splash10-00di-0900000000-5eccc1769b0a5349e296	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyatomoxetine 40V, Negative-QTOF	splash10-00di-5900000000-7472b4adf0ab7dd4fad6	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

9816910

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

Not Available

Showing metabocard for 4-Hydroxyatomoxetine (HMDB0060766)

MOL for HMDB0060766 (4-Hydroxyatomoxetine)

3D MOL for HMDB0060766 (4-Hydroxyatomoxetine)

3D SDF for HMDB0060766 (4-Hydroxyatomoxetine)

3D-SDF for HMDB0060766 (4-Hydroxyatomoxetine)

PDB for HMDB0060766 (4-Hydroxyatomoxetine)

3D PDB for HMDB0060766 (4-Hydroxyatomoxetine)

SMILES for HMDB0060766 (4-Hydroxyatomoxetine)

INCHI for HMDB0060766 (4-Hydroxyatomoxetine)

Structure for HMDB0060766 (4-Hydroxyatomoxetine)

3D Structure for HMDB0060766 (4-Hydroxyatomoxetine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra