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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:48:47 UTC

Update Date

2022-03-07 02:57:14 UTC

HMDB ID

HMDB0041935

Secondary Accession Numbers

HMDB41935

Metabolite Identification

Common Name

Moprolol

Description

Moprolol is a beta-adrenergic antagonist, or beta blocker, typically prescribed to treat hypertension, high blood pressure, angina pectoris, arrhythmias, anxiety, and glaucoma. Moprolol was prominent in both literature and clinical trials up until the 1990s. At this point, moprolol was pulled from the market. This could have been for a number of reasons, including FDA recalls and ineffective formulations. Through some clinical trials, it was seen that moprolol was not as effective for treating blood pressure as originally thought (Wikipedia).

Structure

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

HMDB0041935
     RDKit          3D
Moprolol
 38 38  0  0  0  0  0  0  0  0999 V2000
    3.4125   -2.5887    2.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6133   -1.8345    1.1136 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1780   -0.7257    0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4590   -0.3177    0.7099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9941    0.7886    0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2226    1.5139   -0.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9296    1.1203   -1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3732    0.0231   -0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1317   -0.3834   -0.5896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0611   -0.2582   -1.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8328    0.9670   -0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1507    2.0980   -1.1571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2099    1.0158   -1.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0236   -0.1190   -1.0386 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3973   -0.1829    0.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2374    0.9638    0.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1925   -1.4565    0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8040   -3.3252    2.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8634   -1.8927    2.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2460   -3.0321    1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0626   -0.9151    1.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0068    1.0968    0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6274    2.3774   -1.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3654    1.7144   -1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0363   -0.3503   -2.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386   -1.1236   -0.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8586    0.9811    0.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7646    2.8738   -1.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6911    1.9505   -1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0876    1.0304   -2.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9036   -0.0693   -1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193   -0.2501    1.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6460    0.6845    1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1203    1.1474    0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6668    1.8995    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5482   -1.8943   -0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0848   -1.2917    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5915   -2.2351    1.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  8  3  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
M  END

      
  Mrv1652305081817312D          

 17 17  0  0  0  0            999 V2000
    6.4302    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    1.2374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  6  2  0  0  0  0
 13  7  2  0  0  0  0
 13 12  1  0  0  0  0
 14  8  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16  3  1  0  0  0  0
 16 12  1  0  0  0  0
 17  9  1  0  0  0  0
 17 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041935

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC=C1OCC(O)CNC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H21NO3/c1-10(2)14-8-11(15)9-17-13-7-5-4-6-12(13)16-3/h4-7,10-11,14-15H,8-9H2,1-3H3

> <INCHI_KEY>
LFTFGCDECFPSQD-UHFFFAOYSA-N

> <FORMULA>
C13H21NO3

> <MOLECULAR_WEIGHT>
239.3107

> <EXACT_MASS>
239.152143543

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
27.0758988875931

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(2-methoxyphenoxy)-3-[(propan-2-yl)amino]propan-2-ol

> <ALOGPS_LOGP>
1.43

> <JCHEM_LOGP>
1.4365479069999996

> <ALOGPS_LOGS>
-2.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.08778991385486

> <JCHEM_PKA_STRONGEST_BASIC>
9.666165703991066

> <JCHEM_POLAR_SURFACE_AREA>
50.72

> <JCHEM_REFRACTIVITY>
66.83870000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.70e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(isopropylamino)-3-(2-methoxyphenoxy)propan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041935
     RDKit          3D
Moprolol
 38 38  0  0  0  0  0  0  0  0999 V2000
    3.4125   -2.5887    2.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6133   -1.8345    1.1136 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1780   -0.7257    0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4590   -0.3177    0.7099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9941    0.7886    0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2226    1.5139   -0.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9296    1.1203   -1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3732    0.0231   -0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1317   -0.3834   -0.5896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0611   -0.2582   -1.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8328    0.9670   -0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1507    2.0980   -1.1571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2099    1.0158   -1.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0236   -0.1190   -1.0386 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3973   -0.1829    0.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2374    0.9638    0.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1925   -1.4565    0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8040   -3.3252    2.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8634   -1.8927    2.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2460   -3.0321    1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0626   -0.9151    1.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0068    1.0968    0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6274    2.3774   -1.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3654    1.7144   -1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0363   -0.3503   -2.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386   -1.1236   -0.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8586    0.9811    0.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7646    2.8738   -1.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6911    1.9505   -1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0876    1.0304   -2.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9036   -0.0693   -1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193   -0.2501    1.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6460    0.6845    1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1203    1.1474    0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6668    1.8995    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5482   -1.8943   -0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0848   -1.2917    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5915   -2.2351    1.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  8  3  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
M  END

HEADER    PROTEIN                                 08-MAY-18   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAY-18         0                                  
HETATM    1  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       9.336   2.310   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   16                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4   12                                                       
CONECT    7    5   13                                                       
CONECT    8   11   14                                                       
CONECT    9   11   17                                                       
CONECT   10    1    2   14                                                  
CONECT   11    8    9   15                                                  
CONECT   12    6   13   16                                                  
CONECT   13    7   12   17                                                  
CONECT   14    8   10                                                       
CONECT   15   11                                                            
CONECT   16    3   12                                                       
CONECT   17    9   13                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0041935
HETATM    1  C1  UNL     1       3.413  -2.589   2.015  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.613  -1.834   1.114  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.178  -0.726   0.499  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.459  -0.318   0.710  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.994   0.789   0.086  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.223   1.514  -0.781  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.930   1.120  -1.008  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.373   0.023  -0.398  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.132  -0.383  -0.590  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.061  -0.258  -1.143  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.833   0.967  -0.770  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.151   2.098  -1.157  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.210   1.016  -1.373  1.00  0.00           C  
HETATM   14  N1  UNL     1      -3.024  -0.119  -1.039  1.00  0.00           N  
HETATM   15  C11 UNL     1      -3.397  -0.183   0.347  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.237   0.964   0.810  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.193  -1.456   0.554  1.00  0.00           C  
HETATM   18  H1  UNL     1       2.804  -3.325   2.579  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.863  -1.893   2.757  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.246  -3.032   1.457  1.00  0.00           H  
HETATM   21  H4  UNL     1       5.063  -0.915   1.410  1.00  0.00           H  
HETATM   22  H5  UNL     1       6.007   1.097   0.264  1.00  0.00           H  
HETATM   23  H6  UNL     1       4.627   2.377  -1.273  1.00  0.00           H  
HETATM   24  H7  UNL     1       2.365   1.714  -1.712  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.036  -0.350  -2.268  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.739  -1.124  -0.798  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.859   0.981   0.343  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.765   2.874  -1.347  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.691   1.951  -1.072  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.088   1.030  -2.476  1.00  0.00           H  
HETATM   31  H14 UNL     1      -3.904  -0.069  -1.595  1.00  0.00           H  
HETATM   32  H15 UNL     1      -2.519  -0.250   1.019  1.00  0.00           H  
HETATM   33  H16 UNL     1      -4.646   0.685   1.819  1.00  0.00           H  
HETATM   34  H17 UNL     1      -5.120   1.147   0.168  1.00  0.00           H  
HETATM   35  H18 UNL     1      -3.667   1.899   0.969  1.00  0.00           H  
HETATM   36  H19 UNL     1      -4.548  -1.894  -0.391  1.00  0.00           H  
HETATM   37  H20 UNL     1      -5.085  -1.292   1.202  1.00  0.00           H  
HETATM   38  H21 UNL     1      -3.592  -2.235   1.067  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   21
CONECT    5    6    6   22
CONECT    6    7   23
CONECT    7    8    8   24
CONECT    8    9
CONECT    9   10
CONECT   10   11   25   26
CONECT   11   12   13   27
CONECT   12   28
CONECT   13   14   29   30
CONECT   14   15   31
CONECT   15   16   17   32
CONECT   16   33   34   35
CONECT   17   36   37   38
END

HMDB0041935
     RDKit          3D
Moprolol
 38 38  0  0  0  0  0  0  0  0999 V2000
    3.4125   -2.5887    2.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6133   -1.8345    1.1136 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1780   -0.7257    0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4590   -0.3177    0.7099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9941    0.7886    0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2226    1.5139   -0.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9296    1.1203   -1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3732    0.0231   -0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1317   -0.3834   -0.5896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0611   -0.2582   -1.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8328    0.9670   -0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1507    2.0980   -1.1571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2099    1.0158   -1.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0236   -0.1190   -1.0386 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3973   -0.1829    0.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2374    0.9638    0.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1925   -1.4565    0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8040   -3.3252    2.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8634   -1.8927    2.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2460   -3.0321    1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0626   -0.9151    1.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0068    1.0968    0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6274    2.3774   -1.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3654    1.7144   -1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0363   -0.3503   -2.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386   -1.1236   -0.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8586    0.9811    0.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7646    2.8738   -1.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6911    1.9505   -1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0876    1.0304   -2.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9036   -0.0693   -1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193   -0.2501    1.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6460    0.6845    1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1203    1.1474    0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6668    1.8995    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5482   -1.8943   -0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0848   -1.2917    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5915   -2.2351    1.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  8  3  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
DL-Moprolol	HMDB
Moprolol	MeSH

Chemical Formula

C₁₃H₂₁NO₃

Average Molecular Weight

239.3107

Monoisotopic Molecular Weight

239.152143543

IUPAC Name

1-(2-methoxyphenoxy)-3-[(propan-2-yl)amino]propan-2-ol

Traditional Name

1-(isopropylamino)-3-(2-methoxyphenoxy)propan-2-ol

CAS Registry Number

5741-22-0

SMILES

COC1=CC=CC=C1OCC(O)CNC(C)C

InChI Identifier

InChI=1S/C13H21NO3/c1-10(2)14-8-11(15)9-17-13-7-5-4-6-12(13)16-3/h4-7,10-11,14-15H,8-9H2,1-3H3

InChI Key

LFTFGCDECFPSQD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Anisole
Methoxybenzene
Phenoxy compound
Alkyl aryl ether
Monocyclic benzene moiety
Secondary alcohol
1,2-aminoalcohol
Secondary amine
Ether
Secondary aliphatic amine
Organopnictogen compound
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organonitrogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0041935)

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	2.10	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.7 g/L	ALOGPS
logP	1.43	ALOGPS
logP	1.44	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	14.09	ChemAxon
pKa (Strongest Basic)	9.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	50.72 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	66.84 m³·mol⁻¹	ChemAxon
Polarizability	27.08 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	157.205	31661259
DarkChem	[M-H]-	156.32	31661259
DeepCCS	[M+H]+	154.318	30932474
DeepCCS	[M-H]-	151.96	30932474
DeepCCS	[M-2H]-	185.865	30932474
DeepCCS	[M+Na]+	160.754	30932474
AllCCS	[M+H]+	158.4	32859911
AllCCS	[M+H-H2O]+	154.9	32859911
AllCCS	[M+NH4]+	161.7	32859911
AllCCS	[M+Na]+	162.6	32859911
AllCCS	[M-H]-	158.9	32859911
AllCCS	[M+Na-2H]-	159.6	32859911
AllCCS	[M+HCOO]-	160.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Moprolol	COC1=CC=CC=C1OCC(O)CNC(C)C	2487.4	Standard polar	33892256
Moprolol	COC1=CC=CC=C1OCC(O)CNC(C)C	1801.3	Standard non polar	33892256
Moprolol	COC1=CC=CC=C1OCC(O)CNC(C)C	1811.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Moprolol,1TMS,isomer #1	COC1=CC=CC=C1OCC(CNC(C)C)O[Si](C)(C)C	1843.5	Semi standard non polar	33892256
Moprolol,1TMS,isomer #2	COC1=CC=CC=C1OCC(O)CN(C(C)C)[Si](C)(C)C	1993.1	Semi standard non polar	33892256
Moprolol,2TMS,isomer #1	COC1=CC=CC=C1OCC(CN(C(C)C)[Si](C)(C)C)O[Si](C)(C)C	2049.7	Semi standard non polar	33892256
Moprolol,2TMS,isomer #1	COC1=CC=CC=C1OCC(CN(C(C)C)[Si](C)(C)C)O[Si](C)(C)C	2059.4	Standard non polar	33892256
Moprolol,1TBDMS,isomer #1	COC1=CC=CC=C1OCC(CNC(C)C)O[Si](C)(C)C(C)(C)C	2066.2	Semi standard non polar	33892256
Moprolol,1TBDMS,isomer #2	COC1=CC=CC=C1OCC(O)CN(C(C)C)[Si](C)(C)C(C)(C)C	2250.8	Semi standard non polar	33892256
Moprolol,2TBDMS,isomer #1	COC1=CC=CC=C1OCC(CN(C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2515.7	Semi standard non polar	33892256
Moprolol,2TBDMS,isomer #1	COC1=CC=CC=C1OCC(CN(C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2490.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Moprolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9310000000-87d01eaf6e0fd37bd5a7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moprolol GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9130000000-627c437a9c3a9d00a81e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moprolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moprolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moprolol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moprolol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moprolol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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 - Moprolol 10V, Positive-QTOF	splash10-0006-1590000000-3a51394e7d52b00c298e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moprolol 20V, Positive-QTOF	splash10-00di-7920000000-d12b59adbcd13c2743a8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moprolol 40V, Positive-QTOF	splash10-0ab9-9200000000-13764f26d7f7373f397f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moprolol 10V, Negative-QTOF	splash10-0079-1690000000-c8d529e99b56f7ff11cc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moprolol 20V, Negative-QTOF	splash10-05fr-1900000000-b9edb62dce6b8ec176b6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moprolol 40V, Negative-QTOF	splash10-0a4i-6900000000-8a5e7a954c65d02d0cdd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moprolol 10V, Negative-QTOF	splash10-01w0-1930000000-4fd04a71e0618d9cf59c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moprolol 20V, Negative-QTOF	splash10-0udi-4900000000-37a14a5c470c2c7d655a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moprolol 40V, Negative-QTOF	splash10-0a4i-9500000000-ab86a4019be38b3a9c8b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moprolol 10V, Positive-QTOF	splash10-0006-2390000000-44349cf8de7e3ec208dc	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moprolol 20V, Positive-QTOF	splash10-00xr-9400000000-b89dbe46eb69a5797ed1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moprolol 40V, Positive-QTOF	splash10-0603-9200000000-63ce19356f987f6aed0a	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

64348

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Moprolol (HMDB0041935)

MOL for HMDB0041935 (Moprolol)

3D MOL for HMDB0041935 (Moprolol)

3D SDF for HMDB0041935 (Moprolol)

3D-SDF for HMDB0041935 (Moprolol)

PDB for HMDB0041935 (Moprolol)

3D PDB for HMDB0041935 (Moprolol)

SMILES for HMDB0041935 (Moprolol)

INCHI for HMDB0041935 (Moprolol)

Structure for HMDB0041935 (Moprolol)

3D Structure for HMDB0041935 (Moprolol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra