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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2)transporters (2) Show 4 proteins XML

enzymes (2)transporters (2) Show 4 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:36 UTC

HMDB ID

HMDB0014379

Secondary Accession Numbers

HMDB14379

Metabolite Identification

Common Name

Reboxetine

Description

Reboxetine is an antidepressant drug used in the treatment of clinical depression, panic disorder and ADD/ADHD. Its mesylate (i.e. methanesulfonate) salt is sold under tradenames including Edronax, Norebox, Prolift, Solvex, Davedax or Vestra. Reboxetine has two chiral centers, but it only exists as two enantiomers, (R,R)-(-)- and (S,S)-(+)-reboxetine.

Structure

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

HMDB0014379
     RDKit          3D
Reboxetine
 46 48  0  0  0  0  0  0  0  0999 V2000
    4.6172    0.3101   -2.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2240    0.1137   -2.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2328   -0.0183   -1.6086 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1574   -1.0036   -0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1586   -1.9635   -0.6108 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1153   -2.9540    0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0944   -2.9965    1.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0997   -2.0190    1.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1141   -1.0174    0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1573   -0.0847    0.2143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9766    0.1602    0.9533 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9978    1.4704    1.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6236    2.6566    1.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639    3.8610    1.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0825    3.8958    3.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4554    2.7309    3.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4067    1.5612    2.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2576   -0.0292    0.1241 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3417   -1.4801   -0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419   -1.7394   -1.0954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2004   -0.9358   -2.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2517    0.5108   -1.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2741    0.8223   -0.9472 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0216    1.3328   -2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6724    0.2846   -0.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3629   -0.3899   -2.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9757    1.0285   -3.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2670   -0.7205   -3.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9779   -1.9691   -1.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8857   -3.7072    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0498   -3.7704    1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3219   -2.1008    1.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0490   -0.6245    1.7370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2965    2.6554    0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3777    4.7997    1.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1304    4.8031    3.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868    2.7528    4.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7125    0.6344    3.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1204    0.2322    0.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5392   -2.0289    0.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3960   -1.8946   -0.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6023   -2.7286   -1.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9381   -1.1168   -3.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1666   -1.1508   -2.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2825    0.7030   -1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1339    1.1243   -2.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  9  4  1  0
 17 12  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
 11 33  1  1
 13 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  1
 19 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END

234
  Mrv0541 02231214322D          

 24 26  0  0  1  0            999 V2000
    5.2224   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.2688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.0313    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5080   -0.2063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7935   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0796   -0.7013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  9  1  0  0  0  0
  6  2  1  1  0  0  0
  2 13  1  0  0  0  0
  3 16  1  0  0  0  0
  3 22  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5 24  1  6  0  0  0
  6 10  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 11 14  1  0  0  0  0
 12 15  2  0  0  0  0
 13 16  1  0  0  0  0
 13 18  2  0  0  0  0
 14 17  2  0  0  0  0
 15 17  1  0  0  0  0
 16 19  2  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 21  2  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014379

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]1(CNCCO1)[C@@H](OC1=CC=CC=C1OCC)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H23NO3/c1-2-21-16-10-6-7-11-17(16)23-19(15-8-4-3-5-9-15)18-14-20-12-13-22-18/h3-11,18-20H,2,12-14H2,1H3/t18-,19-/m0/s1

> <INCHI_KEY>
CBQGYUDMJHNJBX-OALUTQOASA-N

> <FORMULA>
C19H23NO3

> <MOLECULAR_WEIGHT>
313.3908

> <EXACT_MASS>
313.167793607

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
34.173117635979416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-[(S)-2-ethoxyphenoxy(phenyl)methyl]morpholine

> <ALOGPS_LOGP>
3.06

> <JCHEM_LOGP>
3.27581463

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.910514199220149

> <JCHEM_POLAR_SURFACE_AREA>
39.72

> <JCHEM_REFRACTIVITY>
89.48490000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
reboxetine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014379
     RDKit          3D
Reboxetine
 46 48  0  0  0  0  0  0  0  0999 V2000
    4.6172    0.3101   -2.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2240    0.1137   -2.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2328   -0.0183   -1.6086 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1574   -1.0036   -0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1586   -1.9635   -0.6108 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1153   -2.9540    0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0944   -2.9965    1.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0997   -2.0190    1.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1141   -1.0174    0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1573   -0.0847    0.2143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9766    0.1602    0.9533 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9978    1.4704    1.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6236    2.6566    1.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639    3.8610    1.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0825    3.8958    3.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4554    2.7309    3.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4067    1.5612    2.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2576   -0.0292    0.1241 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3417   -1.4801   -0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419   -1.7394   -1.0954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2004   -0.9358   -2.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2517    0.5108   -1.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2741    0.8223   -0.9472 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0216    1.3328   -2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6724    0.2846   -0.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3629   -0.3899   -2.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9757    1.0285   -3.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2670   -0.7205   -3.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9779   -1.9691   -1.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8857   -3.7072    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0498   -3.7704    1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3219   -2.1008    1.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0490   -0.6245    1.7370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2965    2.6554    0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3777    4.7997    1.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1304    4.8031    3.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868    2.7528    4.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7125    0.6344    3.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1204    0.2322    0.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5392   -2.0289    0.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3960   -1.8946   -0.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6023   -2.7286   -1.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9381   -1.1168   -3.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1666   -1.1508   -2.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2825    0.7030   -1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1339    1.1243   -2.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  9  4  1  0
 17 12  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
 11 33  1  1
 13 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  1
 19 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 234                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       9.748  -2.695   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       7.081   0.385   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       4.414   1.925   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       7.081  -4.235   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       8.415  -1.925   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.415  -0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081  -2.695   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.415  -5.005   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.748  -4.235   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.748   0.385   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.748   1.925   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.082  -0.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081   1.925   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.082   2.695   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.416   0.385   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.748   2.695   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.416   1.925   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.415   2.695   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.748   4.235   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.415   4.235   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.081   5.005   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.080   2.695   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.080   4.235   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0       9.482  -1.309   0.000  0.00  0.00           H+0
CONECT    1    5    9                                                       
CONECT    2    6   13                                                       
CONECT    3   16   22                                                       
CONECT    4    7    8                                                       
CONECT    5    1    6    7   24                                             
CONECT    6    2    5   10                                                  
CONECT    7    4    5                                                       
CONECT    8    4    9                                                       
CONECT    9    1    8                                                       
CONECT   10    6   11   12                                                  
CONECT   11   10   14                                                       
CONECT   12   10   15                                                       
CONECT   13    2   16   18                                                  
CONECT   14   11   17                                                       
CONECT   15   12   17                                                       
CONECT   16    3   13   19                                                  
CONECT   17   14   15                                                       
CONECT   18   13   20                                                       
CONECT   19   16   21                                                       
CONECT   20   18   21                                                       
CONECT   21   19   20                                                       
CONECT   22    3   23                                                       
CONECT   23   22                                                            
CONECT   24    5                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0014379
HETATM    1  C1  UNL     1       4.617   0.310  -2.031  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.224   0.114  -2.564  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.233  -0.018  -1.609  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.157  -1.004  -0.641  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.159  -1.963  -0.611  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.115  -2.954   0.335  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.094  -2.997   1.241  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.100  -2.019   1.189  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.114  -1.017   0.258  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.157  -0.085   0.214  1.00  0.00           O  
HETATM   11  C9  UNL     1      -0.977   0.160   0.953  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.998   1.470   1.647  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.624   2.657   1.049  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.664   3.861   1.749  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.082   3.896   3.068  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.455   2.731   3.673  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.407   1.561   2.962  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.258  -0.029   0.124  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.342  -1.480  -0.210  1.00  0.00           C  
HETATM   20  N1  UNL     1      -3.442  -1.739  -1.095  1.00  0.00           N  
HETATM   21  C18 UNL     1      -3.200  -0.936  -2.304  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.252   0.511  -1.849  1.00  0.00           C  
HETATM   23  O3  UNL     1      -2.274   0.822  -0.947  1.00  0.00           O  
HETATM   24  H1  UNL     1       5.022   1.333  -2.296  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.672   0.285  -0.916  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.363  -0.390  -2.447  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.976   1.028  -3.175  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.267  -0.720  -3.294  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.978  -1.969  -1.305  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.886  -3.707   0.372  1.00  0.00           H  
HETATM   31  H8  UNL     1       2.050  -3.770   1.990  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.322  -2.101   1.925  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.049  -0.625   1.737  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.297   2.655   0.031  1.00  0.00           H  
HETATM   35  H12 UNL     1      -0.378   4.800   1.307  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.130   4.803   3.651  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.787   2.753   4.714  1.00  0.00           H  
HETATM   38  H15 UNL     1      -1.712   0.634   3.472  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.120   0.232   0.784  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.539  -2.029   0.752  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.396  -1.895  -0.614  1.00  0.00           H  
HETATM   42  H19 UNL     1      -3.602  -2.729  -1.304  1.00  0.00           H  
HETATM   43  H20 UNL     1      -3.938  -1.117  -3.082  1.00  0.00           H  
HETATM   44  H21 UNL     1      -2.167  -1.151  -2.642  1.00  0.00           H  
HETATM   45  H22 UNL     1      -4.283   0.703  -1.486  1.00  0.00           H  
HETATM   46  H23 UNL     1      -3.134   1.124  -2.778  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4
CONECT    4    5    5    9
CONECT    5    6   29
CONECT    6    7    7   30
CONECT    7    8   31
CONECT    8    9    9   32
CONECT    9   10
CONECT   10   11
CONECT   11   12   18   33
CONECT   12   13   13   17
CONECT   13   14   34
CONECT   14   15   15   35
CONECT   15   16   36
CONECT   16   17   17   37
CONECT   17   38
CONECT   18   19   23   39
CONECT   19   20   40   41
CONECT   20   21   42
CONECT   21   22   43   44
CONECT   22   23   45   46
END

HMDB0014379
     RDKit          3D
Reboxetine
 46 48  0  0  0  0  0  0  0  0999 V2000
    4.6172    0.3101   -2.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2240    0.1137   -2.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2328   -0.0183   -1.6086 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1574   -1.0036   -0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1586   -1.9635   -0.6108 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1153   -2.9540    0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0944   -2.9965    1.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0997   -2.0190    1.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1141   -1.0174    0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1573   -0.0847    0.2143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9766    0.1602    0.9533 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9978    1.4704    1.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6236    2.6566    1.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639    3.8610    1.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0825    3.8958    3.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4554    2.7309    3.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4067    1.5612    2.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2576   -0.0292    0.1241 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3417   -1.4801   -0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419   -1.7394   -1.0954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2004   -0.9358   -2.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2517    0.5108   -1.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2741    0.8223   -0.9472 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0216    1.3328   -2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6724    0.2846   -0.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3629   -0.3899   -2.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9757    1.0285   -3.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2670   -0.7205   -3.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9779   -1.9691   -1.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8857   -3.7072    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0498   -3.7704    1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3219   -2.1008    1.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0490   -0.6245    1.7370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2965    2.6554    0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3777    4.7997    1.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1304    4.8031    3.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868    2.7528    4.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7125    0.6344    3.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1204    0.2322    0.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5392   -2.0289    0.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3960   -1.8946   -0.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6023   -2.7286   -1.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9381   -1.1168   -3.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1666   -1.1508   -2.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2825    0.7030   -1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1339    1.1243   -2.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  9  4  1  0
 17 12  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
 11 33  1  1
 13 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  1
 19 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(SS)-Reboxetine	HMDB
Reboxetine mesylate	HMDB
2-((2-Ethoxyphenoxy)benzyl)morpholine methanesulfonate	HMDB
Vestra	HMDB
(+)-(2S)-2-((S)-(2-Ethoxyphenoxy)phenylmethyl)morpholine	HMDB
Reboxetine	MeSH

Chemical Formula

C₁₉H₂₃NO₃

Average Molecular Weight

313.3908

Monoisotopic Molecular Weight

313.167793607

IUPAC Name

(2S)-2-[(S)-2-ethoxyphenoxy(phenyl)methyl]morpholine

Traditional Name

reboxetine

CAS Registry Number

98769-81-4

SMILES

[H][C@]1(CNCCO1)[C@@H](OC1=CC=CC=C1OCC)C1=CC=CC=C1

InChI Identifier

InChI=1S/C19H23NO3/c1-2-21-16-10-6-7-11-17(16)23-19(15-8-4-3-5-9-15)18-14-20-12-13-22-18/h3-11,18-20H,2,12-14H2,1H3/t18-,19-/m0/s1

InChI Key

CBQGYUDMJHNJBX-OALUTQOASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Aralkylamine
Monocyclic benzene moiety
Morpholine
Oxazinane
Dialkyl ether
Secondary aliphatic amine
Ether
Oxacycle
Secondary amine
Organoheterocyclic compound
Azacycle
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	170 - 171 °C (mesylate salt)	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.022 g/L	Not Available
LogP	3.1	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	174.0	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.022 g/L	ALOGPS
logP	3.06	ALOGPS
logP	3.28	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	7.91	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	39.72 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	89.48 m³·mol⁻¹	ChemAxon
Polarizability	34.17 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	174.274	31661259
DarkChem	[M-H]-	174.472	31661259
DeepCCS	[M+H]+	172.35	30932474
DeepCCS	[M-H]-	169.992	30932474
DeepCCS	[M-2H]-	203.582	30932474
DeepCCS	[M+Na]+	178.81	30932474
AllCCS	[M+H]+	176.0	32859911
AllCCS	[M+H-H2O]+	172.6	32859911
AllCCS	[M+NH4]+	179.1	32859911
AllCCS	[M+Na]+	180.0	32859911
AllCCS	[M-H]-	179.6	32859911
AllCCS	[M+Na-2H]-	179.3	32859911
AllCCS	[M+HCOO]-	179.1	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.	4.82 minutes	32390414
Predicted by Siyang on May 30, 2022	12.1966 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.75 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	40.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1799.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	258.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	185.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	183.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	116.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	457.0 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	450.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	248.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1003.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	457.0 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	1300.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	330.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	332.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	291.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	243.6 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	7.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Reboxetine	[H][C@]1(CNCCO1)[C@@H](OC1=CC=CC=C1OCC)C1=CC=CC=C1	2982.2	Standard polar	33892256
Reboxetine	[H][C@]1(CNCCO1)[C@@H](OC1=CC=CC=C1OCC)C1=CC=CC=C1	2431.1	Standard non polar	33892256
Reboxetine	[H][C@]1(CNCCO1)[C@@H](OC1=CC=CC=C1OCC)C1=CC=CC=C1	2372.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Reboxetine,1TMS,isomer #1	CCOC1=CC=CC=C1O[C@@H](C1=CC=CC=C1)[C@@H]1CN([Si](C)(C)C)CCO1	2462.4	Semi standard non polar	33892256
Reboxetine,1TMS,isomer #1	CCOC1=CC=CC=C1O[C@@H](C1=CC=CC=C1)[C@@H]1CN([Si](C)(C)C)CCO1	2438.0	Standard non polar	33892256
Reboxetine,1TMS,isomer #1	CCOC1=CC=CC=C1O[C@@H](C1=CC=CC=C1)[C@@H]1CN([Si](C)(C)C)CCO1	3361.9	Standard polar	33892256
Reboxetine,1TBDMS,isomer #1	CCOC1=CC=CC=C1O[C@@H](C1=CC=CC=C1)[C@@H]1CN([Si](C)(C)C(C)(C)C)CCO1	2689.3	Semi standard non polar	33892256
Reboxetine,1TBDMS,isomer #1	CCOC1=CC=CC=C1O[C@@H](C1=CC=CC=C1)[C@@H]1CN([Si](C)(C)C(C)(C)C)CCO1	2620.6	Standard non polar	33892256
Reboxetine,1TBDMS,isomer #1	CCOC1=CC=CC=C1O[C@@H](C1=CC=CC=C1)[C@@H]1CN([Si](C)(C)C(C)(C)C)CCO1	3477.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Reboxetine GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-9510000000-c419747ac13882d22181	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Reboxetine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Reboxetine 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 - Reboxetine 10V, Positive-QTOF	splash10-03di-0129000000-8a66fcd9f27a2e8d1e29	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Reboxetine 20V, Positive-QTOF	splash10-0h6r-1391000000-293a0b61cefb20d06e3d	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Reboxetine 40V, Positive-QTOF	splash10-05r3-9500000000-725ea11aada64c859bc4	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Reboxetine 10V, Negative-QTOF	splash10-03di-1249000000-0355482034f887fdfb23	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Reboxetine 20V, Negative-QTOF	splash10-03el-2693000000-66480f21ca5998c6d03c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Reboxetine 40V, Negative-QTOF	splash10-0a4l-7900000000-b34a81b04900dc0e1282	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Reboxetine 10V, Positive-QTOF	splash10-03di-0709000000-49770d96ddc33f490da6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Reboxetine 20V, Positive-QTOF	splash10-01tc-6912000000-89667ca9f247b109629a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Reboxetine 40V, Positive-QTOF	splash10-002f-9600000000-500dfce79cc2fe29db26	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Reboxetine 10V, Negative-QTOF	splash10-03di-0319000000-650b49e0d4835471204c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Reboxetine 20V, Negative-QTOF	splash10-0a4i-0900000000-0085228a23971030ec0a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Reboxetine 40V, Negative-QTOF	splash10-0a4i-4911000000-5c78e43b439b2c360e21	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

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	Taking drug identified by DrugBank entry DB00234	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00234	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB12395

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

59268

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Reboxetine

METLIN ID

Not Available

PubChem Compound

65856

PDB ID

Not Available

ChEBI ID

402799

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

Kasper S, el Giamal N, Hilger E: Reboxetine: the first selective noradrenaline re-uptake inhibitor. Expert Opin Pharmacother. 2000 May;1(4):771-82. [PubMed:11249515 ]
Edwards DM, Pellizzoni C, Breuel HP, Berardi A, Castelli MG, Frigerio E, Poggesi I, Rocchetti M, Dubini A, Strolin Benedetti M: Pharmacokinetics of reboxetine in healthy volunteers. Single oral doses, linearity and plasma protein binding. Biopharm Drug Dispos. 1995 Aug;16(6):443-60. [PubMed:7579027 ]
Wienkers LC, Allievi C, Hauer MJ, Wynalda MA: Cytochrome P-450-mediated metabolism of the individual enantiomers of the antidepressant agent reboxetine in human liver microsomes. Drug Metab Dispos. 1999 Nov;27(11):1334-40. [PubMed:10534319 ]
Fleishaker JC: Clinical pharmacokinetics of reboxetine, a selective norepinephrine reuptake inhibitor for the treatment of patients with depression. Clin Pharmacokinet. 2000 Dec;39(6):413-27. [PubMed:11192474 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Weiss J, Dormann SM, Martin-Facklam M, Kerpen CJ, Ketabi-Kiyanvash N, Haefeli WE: Inhibition of P-glycoprotein by newer antidepressants. J Pharmacol Exp Ther. 2003 Apr;305(1):197-204. [PubMed:12649369 ]

Enzyme Details

2. Sodium-dependent noradrenaline transporter

General function:: Involved in neurotransmitter:sodium symporter activity
Specific function:: Amine transporter. Terminates the action of noradrenaline by its high affinity sodium-dependent reuptake into presynaptic terminals.
Gene Name:: SLC6A2
Uniprot ID:: P23975
Molecular weight:: 69331.42

References

Rauhut AS, Mullins SN, Dwoskin LP, Bardo MT: Reboxetine: attenuation of intravenous nicotine self-administration in rats. J Pharmacol Exp Ther. 2002 Nov;303(2):664-72. [PubMed:12388649 ]
Wilson AA, Johnson DP, Mozley D, Hussey D, Ginovart N, Nobrega J, Garcia A, Meyer J, Houle S: Synthesis and in vivo evaluation of novel radiotracers for the in vivo imaging of the norepinephrine transporter. Nucl Med Biol. 2003 Feb;30(2):85-92. [PubMed:12623106 ]
Lin KS, Ding YS, Kim SW, Kil KE: Synthesis, enantiomeric resolution, F-18 labeling and biodistribution of reboxetine analogs: promising radioligands for imaging the norepinephrine transporter with positron emission tomography. Nucl Med Biol. 2005 May;32(4):415-22. [PubMed:15878511 ]
Spivak B, Strous RD, Shaked G, Shabash E, Kotler M, Weizman A: Reboxetine versus fluvoxamine in the treatment of motor vehicle accident-related posttraumatic stress disorder: a double-blind, fixed-dosage, controlled trial. J Clin Psychopharmacol. 2006 Apr;26(2):152-6. [PubMed:16633143 ]
Mitchell HA, Ahern TH, Liles LC, Javors MA, Weinshenker D: The effects of norepinephrine transporter inactivation on locomotor activity in mice. Biol Psychiatry. 2006 Nov 15;60(10):1046-52. Epub 2006 Aug 7. [PubMed:16893531 ]
Kasper S, el Giamal N, Hilger E: Reboxetine: the first selective noradrenaline re-uptake inhibitor. Expert Opin Pharmacother. 2000 May;1(4):771-82. [PubMed:11249515 ]

Showing metabocard for Reboxetine (HMDB0014379)

MOL for HMDB0014379 (Reboxetine)

3D MOL for HMDB0014379 (Reboxetine)

3D SDF for HMDB0014379 (Reboxetine)

3D-SDF for HMDB0014379 (Reboxetine)

PDB for HMDB0014379 (Reboxetine)

3D PDB for HMDB0014379 (Reboxetine)

SMILES for HMDB0014379 (Reboxetine)

INCHI for HMDB0014379 (Reboxetine)

Structure for HMDB0014379 (Reboxetine)

3D Structure for HMDB0014379 (Reboxetine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

Transporters

References

References