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enzymes (2)transporters (1) Show 3 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:00 UTC

HMDB ID

HMDB0015519

Secondary Accession Numbers

HMDB15519

Metabolite Identification

Common Name

Phendimetrazine

Description

Phendimetrazine, also known as hyrex or di-ap-trol, belongs to the class of organic compounds known as phenylmorpholines. These are aromatic compounds containing a morpholine ring and a benzene ring linked to each other through a CC or a CN bond. Based on a literature review very few articles have been published on Phendimetrazine.

Structure

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

HMDB0015519
     RDKit          3D
Phendimetrazine
 31 32  0  0  0  0  0  0  0  0999 V2000
   -0.8151    0.8472   -1.6766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8723    0.2921   -0.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0540   -0.8866   -0.1909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423   -0.3559   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9194    0.1425    1.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1991    0.6469    1.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0318    0.6512    0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5786    0.1564   -1.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2958   -0.3382   -1.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552   -1.6832    0.9109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4649   -1.9533    1.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2778   -0.6568    1.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2478   -0.0911   -0.0226 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1397    0.9989   -0.2154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2034    0.8982   -2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2690    1.8542   -1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3905    0.1525   -2.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342    1.0648    0.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0232   -1.4495   -1.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2816    0.1472    1.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5200    1.0273    2.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0268    1.0429    0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2755    0.1858   -1.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9773   -0.7157   -2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5060   -2.4412    2.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9686   -2.6315    0.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2963   -0.9012    1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7357    0.0385    1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9159    1.0912    0.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6162    0.9117   -1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5771    1.9547   -0.2061 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
  3 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13  2  1  0
  9  4  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
M  END

HMDB0015519
     RDKit          3D
Phendimetrazine
 31 32  0  0  0  0  0  0  0  0999 V2000
   -0.8151    0.8472   -1.6766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8723    0.2921   -0.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0540   -0.8866   -0.1909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423   -0.3559   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9194    0.1425    1.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1991    0.6469    1.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0318    0.6512    0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5786    0.1564   -1.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2958   -0.3382   -1.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552   -1.6832    0.9109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4649   -1.9533    1.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2778   -0.6568    1.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2478   -0.0911   -0.0226 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1397    0.9989   -0.2154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2034    0.8982   -2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2690    1.8542   -1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3905    0.1525   -2.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342    1.0648    0.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0232   -1.4495   -1.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2816    0.1472    1.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5200    1.0273    2.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0268    1.0429    0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2755    0.1858   -1.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9773   -0.7157   -2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5060   -2.4412    2.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9686   -2.6315    0.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2963   -0.9012    1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7357    0.0385    1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9159    1.0912    0.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6162    0.9117   -1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5771    1.9547   -0.2061 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
  3 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13  2  1  0
  9  4  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1579                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       8.415   1.155   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0       8.415  -1.925   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       7.081  -1.155   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.081   0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.748  -1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.748   0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.748  -1.925   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.748   1.155   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.415  -3.465   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414   0.385   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.748   2.695   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.080   1.155   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414   3.465   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.080   2.695   0.000  0.00  0.00           C+0
CONECT    1    4    6                                                       
CONECT    2    3    5    9                                                  
CONECT    3    2    4    7                                                  
CONECT    4    1    3    8                                                  
CONECT    5    2    6                                                       
CONECT    6    1    5                                                       
CONECT    7    3                                                            
CONECT    8    4   10   11                                                  
CONECT    9    2                                                            
CONECT   10    8   12                                                       
CONECT   11    8   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   14                                                       
CONECT   14   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

COMPND    HMDB0015519
HETATM    1  C1  UNL     1      -0.815   0.847  -1.677  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.872   0.292  -0.283  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.054  -0.887  -0.191  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.442  -0.356  -0.101  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.919   0.143   1.093  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.199   0.647   1.233  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.032   0.651   0.130  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.579   0.156  -1.083  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.296  -0.338  -1.182  1.00  0.00           C  
HETATM   10  O1  UNL     1      -0.155  -1.683   0.911  1.00  0.00           O  
HETATM   11  C10 UNL     1      -1.465  -1.953   1.199  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.278  -0.657   1.301  1.00  0.00           C  
HETATM   13  N1  UNL     1      -2.248  -0.091  -0.023  1.00  0.00           N  
HETATM   14  C12 UNL     1      -3.140   0.999  -0.215  1.00  0.00           C  
HETATM   15  H1  UNL     1       0.203   0.898  -2.055  1.00  0.00           H  
HETATM   16  H2  UNL     1      -1.269   1.854  -1.772  1.00  0.00           H  
HETATM   17  H3  UNL     1      -1.391   0.153  -2.337  1.00  0.00           H  
HETATM   18  H4  UNL     1      -0.534   1.065   0.408  1.00  0.00           H  
HETATM   19  H5  UNL     1      -0.023  -1.449  -1.150  1.00  0.00           H  
HETATM   20  H6  UNL     1       1.282   0.147   1.967  1.00  0.00           H  
HETATM   21  H7  UNL     1       3.520   1.027   2.202  1.00  0.00           H  
HETATM   22  H8  UNL     1       5.027   1.043   0.236  1.00  0.00           H  
HETATM   23  H9  UNL     1       4.276   0.186  -1.911  1.00  0.00           H  
HETATM   24  H10 UNL     1       1.977  -0.716  -2.144  1.00  0.00           H  
HETATM   25  H11 UNL     1      -1.506  -2.441   2.194  1.00  0.00           H  
HETATM   26  H12 UNL     1      -1.969  -2.632   0.488  1.00  0.00           H  
HETATM   27  H13 UNL     1      -3.296  -0.901   1.646  1.00  0.00           H  
HETATM   28  H14 UNL     1      -1.736   0.039   1.973  1.00  0.00           H  
HETATM   29  H15 UNL     1      -3.916   1.091   0.582  1.00  0.00           H  
HETATM   30  H16 UNL     1      -3.616   0.912  -1.233  1.00  0.00           H  
HETATM   31  H17 UNL     1      -2.577   1.955  -0.206  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   13   18
CONECT    3    4   10   19
CONECT    4    5    5    9
CONECT    5    6   20
CONECT    6    7    7   21
CONECT    7    8   22
CONECT    8    9    9   23
CONECT    9   24
CONECT   10   11
CONECT   11   12   25   26
CONECT   12   13   27   28
CONECT   13   14
CONECT   14   29   30   31
END

HMDB0015519
     RDKit          3D
Phendimetrazine
 31 32  0  0  0  0  0  0  0  0999 V2000
   -0.8151    0.8472   -1.6766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8723    0.2921   -0.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0540   -0.8866   -0.1909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423   -0.3559   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9194    0.1425    1.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1991    0.6469    1.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0318    0.6512    0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5786    0.1564   -1.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2958   -0.3382   -1.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552   -1.6832    0.9109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4649   -1.9533    1.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2778   -0.6568    1.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2478   -0.0911   -0.0226 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1397    0.9989   -0.2154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2034    0.8982   -2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2690    1.8542   -1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3905    0.1525   -2.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342    1.0648    0.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0232   -1.4495   -1.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2816    0.1472    1.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5200    1.0273    2.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0268    1.0429    0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2755    0.1858   -1.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9773   -0.7157   -2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5060   -2.4412    2.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9686   -2.6315    0.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2963   -0.9012    1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7357    0.0385    1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9159    1.0912    0.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6162    0.9117   -1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5771    1.9547   -0.2061 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
  3 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13  2  1  0
  9  4  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(+)-3,4-Dimethyl-2-phenylmorpholine	HMDB
(+)-Phendimetrazine	HMDB
(2S,3S)-3,4-Dimethyl-2-phenylmorpholine	HMDB
3,4-Dimethyl-2-phenylmorpholine	HMDB
3-Phenyl-2-methylmorpholine	HMDB
D-2-Phenyl-3,4-dimethylmorpholine	HMDB
Hyrex	HMDB
Phendimetrazine tartrate	HMDB
Di-ap-trol	HMDB
Prelu-2	HMDB
Trimstat	HMDB
Weightrol	HMDB
Phendimetrazine hydrochloride	HMDB
Phendimetrazine hydrochloride, (2S-trans)-isomer	HMDB
Phendimetrazine, (2R-cis)-isomer	HMDB
Obezine	HMDB
Phendimetrazine tartrate, (R-(r,r))-isomer	HMDB
Phendimetrazine, (2S-trans)-isomer	HMDB
Dyrexan	HMDB
Melfiat	HMDB
X-Trozine	HMDB
Phendimetrazine tartrate, (2S-trans(R-(r,r)))-isomer	HMDB
Phendimetrazine, trans(+-)-isomer	HMDB
Adipost	HMDB
Wehless	HMDB
Bontril	HMDB
Phendimetrazine	MeSH

Chemical Formula

C₁₂H₁₇NO

Average Molecular Weight

191.2695

Monoisotopic Molecular Weight

191.131014171

IUPAC Name

3,4-dimethyl-2-phenylmorpholine

Traditional Name

phendimetrazine

CAS Registry Number

634-03-7

SMILES

CC1C(OCCN1C)C1=CC=CC=C1

InChI Identifier

InChI=1S/C12H17NO/c1-10-12(14-9-8-13(10)2)11-6-4-3-5-7-11/h3-7,10,12H,8-9H2,1-2H3

InChI Key

MFOCDFTXLCYLKU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylmorpholines. These are aromatic compounds containing a morpholine ring and a benzene ring linked to each other through a CC or a CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxazinanes

Sub Class

Morpholines

Direct Parent

Phenylmorpholines

Alternative Parents

Substituents

Phenylmorpholine
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Dialkyl ether
Ether
Oxacycle
Azacycle
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organic nitrogen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015519)

Source

Exogenous

Exogenous (HMDB: HMDB0015519)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	134.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.43 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.43 g/L	ALOGPS
logP	2.01	ALOGPS
logP	2.17	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Basic)	7.28	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.47 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	57.76 m³·mol⁻¹	ChemAxon
Polarizability	21.99 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	144.196	31661259
DarkChem	[M-H]-	139.752	31661259
DeepCCS	[M+H]+	139.61	30932474
DeepCCS	[M-H]-	136.327	30932474
DeepCCS	[M-2H]-	173.264	30932474
DeepCCS	[M+Na]+	148.803	30932474
AllCCS	[M+H]+	142.5	32859911
AllCCS	[M+H-H2O]+	138.1	32859911
AllCCS	[M+NH4]+	146.6	32859911
AllCCS	[M+Na]+	147.8	32859911
AllCCS	[M-H]-	148.0	32859911
AllCCS	[M+Na-2H]-	148.5	32859911
AllCCS	[M+HCOO]-	149.2	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.	3.2 minutes	32390414
Predicted by Siyang on May 30, 2022	9.6673 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.89 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	56.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	947.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	265.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	129.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	65.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	272.5 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	329.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	432.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	728.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	161.4 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	804.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	195.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	255.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	349.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	357.8 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	22.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phendimetrazine	CC1C(OCCN1C)C1=CC=CC=C1	2036.1	Standard polar	33892256
Phendimetrazine	CC1C(OCCN1C)C1=CC=CC=C1	1423.2	Standard non polar	33892256
Phendimetrazine	CC1C(OCCN1C)C1=CC=CC=C1	1484.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Phendimetrazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00r6-8900000000-d4db6599fc2e135c0bf4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phendimetrazine 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 - Phendimetrazine 35V, Positive-QTOF	splash10-0007-0900000000-9b323309453c1521a237	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phendimetrazine 10V, Positive-QTOF	splash10-0006-0900000000-63fefd084876108da6ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phendimetrazine 20V, Positive-QTOF	splash10-00kf-1900000000-94f03e3354008fb370c5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phendimetrazine 40V, Positive-QTOF	splash10-0a5c-9200000000-7f4d324e8e208a6717f9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phendimetrazine 10V, Negative-QTOF	splash10-0006-1900000000-159dbd9bfb6baa619c87	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phendimetrazine 20V, Negative-QTOF	splash10-0006-4900000000-8c771afc7395bd5a2850	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phendimetrazine 40V, Negative-QTOF	splash10-0a4i-7900000000-3279b0122cfa44f77043	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phendimetrazine 10V, Positive-QTOF	splash10-0006-0900000000-c75934d65ac8f9ba6edc	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phendimetrazine 20V, Positive-QTOF	splash10-0006-5900000000-6a91a53820e288e0b63d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phendimetrazine 40V, Positive-QTOF	splash10-0006-9200000000-cce47b5d798496f23e27	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phendimetrazine 10V, Negative-QTOF	splash10-0006-1900000000-3a3d902120b3533a455a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phendimetrazine 20V, Negative-QTOF	splash10-0007-8900000000-93c57fadbb7560fb052e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phendimetrazine 40V, Negative-QTOF	splash10-004i-9400000000-8d57751192677c87a911	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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 DB01579	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01579	21059682	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

11950

KEGG Compound ID

C07904

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Phendimetrazine

METLIN ID

Not Available

PubChem Compound

12460

PDB ID

Not Available

ChEBI ID

674499

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

Enzymes

Enzyme Details

1. Alpha-1A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system. Its effect is mediated by G(q) and G(11) proteins
Gene Name:: ADRA1A
Uniprot ID:: P35348
Molecular weight:: 51486.0

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Bray GA: Drug Insight: appetite suppressants. Nat Clin Pract Gastroenterol Hepatol. 2005 Feb;2(2):89-95. [PubMed:16265126 ]
Bray GA: A concise review on the therapeutics of obesity. Nutrition. 2000 Oct;16(10):953-60. [PubMed:11054601 ]
Rothman RB, Baumann MH: Therapeutic potential of monoamine transporter substrates. Curr Top Med Chem. 2006;6(17):1845-59. [PubMed:17017961 ]

Enzyme Details

2. Alpha-1B adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system
Gene Name:: ADRA1B
Uniprot ID:: P35368
Molecular weight:: 56835.4

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Bray GA: Drug Insight: appetite suppressants. Nat Clin Pract Gastroenterol Hepatol. 2005 Feb;2(2):89-95. [PubMed:16265126 ]
Bray GA: A concise review on the therapeutics of obesity. Nutrition. 2000 Oct;16(10):953-60. [PubMed:11054601 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Rothman RB, Baumann MH: Therapeutic potential of monoamine transporter substrates. Curr Top Med Chem. 2006;6(17):1845-59. [PubMed:17017961 ]

Transporters

Enzyme Details

1. 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

Rothman RB, Baumann MH: Therapeutic potential of monoamine transporter substrates. Curr Top Med Chem. 2006;6(17):1845-59. [PubMed:17017961 ]

Showing metabocard for Phendimetrazine (HMDB0015519)

MOL for HMDB0015519 (Phendimetrazine)

3D MOL for HMDB0015519 (Phendimetrazine)

3D SDF for HMDB0015519 (Phendimetrazine)

3D-SDF for HMDB0015519 (Phendimetrazine)

PDB for HMDB0015519 (Phendimetrazine)

3D PDB for HMDB0015519 (Phendimetrazine)

SMILES for HMDB0015519 (Phendimetrazine)

INCHI for HMDB0015519 (Phendimetrazine)

Structure for HMDB0015519 (Phendimetrazine)

3D Structure for HMDB0015519 (Phendimetrazine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References

Transporters

References