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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:51:58 UTC

HMDB ID

HMDB0015405

Secondary Accession Numbers

HMDB15405

Metabolite Identification

Common Name

Fenoterol

Description

Fenoterol is only found in individuals that have used or taken this drug. It is an adrenergic beta-2 agonist that is used as a bronchodilator and tocolytic. [PubChem]Beta(2)-receptor stimulation by fenoterol in the lung causes relaxation of bronchial smooth muscle, bronchodilation, and increased bronchial airflow.

Structure

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

HMDB0259478
     RDKit          3D
R,R-Fenoterol
 43 44  0  0  0  0  0  0  0  0999 V2000
    1.3707    0.1522   -1.8067 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950   -0.7742   -0.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3486   -1.5855   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4392   -0.6659    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6181   -0.2836    1.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6374    0.5757    1.7203 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835    1.0550    0.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5151    1.9180    1.0636 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3305    0.6916   -0.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2980   -0.1724   -0.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0176   -1.6665   -0.8256 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2887   -1.1148   -0.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6865   -0.4767    0.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6974   -1.4244    1.3676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0397    0.1307    0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1789    1.4920    0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4428    2.0242   -0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5774    3.3937   -0.2026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5734    1.2230    0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4554   -0.1402    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5895   -0.9681    0.2440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1860   -0.6669    0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7608   -0.3609   -2.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1499    0.8738   -1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4700    0.7544   -2.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9142   -0.1374    0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0503   -2.2881    0.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6069   -2.1652   -1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9327   -0.6822    2.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8067    0.8957    2.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6470    2.1987    2.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9811    1.0544   -1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1881   -0.4503   -1.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2035   -2.5142   -1.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894   -1.9766   -1.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4222   -0.4559   -1.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953    0.3284    0.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1980   -2.2450    1.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2953    2.1477    0.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6012    3.7698   -1.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5915    1.6284   -0.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9554   -1.3535   -0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1008   -1.7389    0.3983 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
  7  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 10  4  1  0
 22 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 22 43  1  0
M  END

1288
  Mrv0541 02231215222D          

 22 23  0  0  1  0            999 V2000
    2.3645   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.3001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -3.3001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    3.3001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  2 17  1  0  0  0  0
  3 18  1  0  0  0  0
  4 21  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  7 11  1  0  0  0  0
  8  9  1  0  0  0  0
  9 12  1  0  0  0  0
 11 13  2  0  0  0  0
 11 14  1  0  0  0  0
 12 15  2  0  0  0  0
 12 16  1  0  0  0  0
 13 19  1  0  0  0  0
 14 20  2  0  0  0  0
 15 18  1  0  0  0  0
 16 17  2  0  0  0  0
 17 22  1  0  0  0  0
 18 22  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015405

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CC1=CC=C(O)C=C1)NCC(O)C1=CC(O)=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H21NO4/c1-11(6-12-2-4-14(19)5-3-12)18-10-17(22)13-7-15(20)9-16(21)8-13/h2-5,7-9,11,17-22H,6,10H2,1H3

> <INCHI_KEY>
LSLYOANBFKQKPT-UHFFFAOYSA-N

> <FORMULA>
C17H21NO4

> <MOLECULAR_WEIGHT>
303.3529

> <EXACT_MASS>
303.147058165

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
31.751678012565648

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(1-hydroxy-2-{[1-(4-hydroxyphenyl)propan-2-yl]amino}ethyl)benzene-1,3-diol

> <ALOGPS_LOGP>
1.36

> <JCHEM_LOGP>
1.4733138523817904

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.236044478004423

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.845503395735152

> <JCHEM_PKA_STRONGEST_BASIC>
9.631407912741809

> <JCHEM_POLAR_SURFACE_AREA>
92.95

> <JCHEM_REFRACTIVITY>
84.9976

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fenoterol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259478
     RDKit          3D
R,R-Fenoterol
 43 44  0  0  0  0  0  0  0  0999 V2000
    1.3707    0.1522   -1.8067 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950   -0.7742   -0.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3486   -1.5855   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4392   -0.6659    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6181   -0.2836    1.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6374    0.5757    1.7203 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835    1.0550    0.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5151    1.9180    1.0636 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3305    0.6916   -0.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2980   -0.1724   -0.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0176   -1.6665   -0.8256 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2887   -1.1148   -0.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6865   -0.4767    0.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6974   -1.4244    1.3676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0397    0.1307    0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1789    1.4920    0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4428    2.0242   -0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5774    3.3937   -0.2026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5734    1.2230    0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4554   -0.1402    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5895   -0.9681    0.2440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1860   -0.6669    0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7608   -0.3609   -2.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1499    0.8738   -1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4700    0.7544   -2.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9142   -0.1374    0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0503   -2.2881    0.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6069   -2.1652   -1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9327   -0.6822    2.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8067    0.8957    2.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6470    2.1987    2.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9811    1.0544   -1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1881   -0.4503   -1.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2035   -2.5142   -1.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894   -1.9766   -1.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4222   -0.4559   -1.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953    0.3284    0.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1980   -2.2450    1.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2953    2.1477    0.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6012    3.7698   -1.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5915    1.6284   -0.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9554   -1.3535   -0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1008   -1.7389    0.3983 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
  7  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 10  4  1  0
 22 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 22 43  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1288                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       4.414  -0.770   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.080  -6.160   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       8.415  -6.160   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.750   6.160   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       7.081   0.770   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       8.415   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.415   3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.081  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.748  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.748   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.748   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.748  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.082   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.748   5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.081  -3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.414  -3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.414  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.081  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.416   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.082   6.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.416   5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.748  -6.160   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   21                                                            
CONECT    5    6    8                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6   11                                                       
CONECT    8    5    9                                                       
CONECT    9    1    8   12                                                  
CONECT   10    6                                                            
CONECT   11    7   13   14                                                  
CONECT   12    9   15   16                                                  
CONECT   13   11   19                                                       
CONECT   14   11   20                                                       
CONECT   15   12   18                                                       
CONECT   16   12   17                                                       
CONECT   17    2   16   22                                                  
CONECT   18    3   15   22                                                  
CONECT   19   13   21                                                       
CONECT   20   14   21                                                       
CONECT   21    4   19   20                                                  
CONECT   22   17   18                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0015405
HETATM    1  C1  UNL     1       1.484  -2.072   1.157  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.627  -1.418   0.095  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.434  -1.413  -1.188  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.703  -0.669  -1.079  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.875  -1.263  -0.680  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.064  -0.587  -0.577  1.00  0.00           C  
HETATM    7  C7  UNL     1       5.112   0.747  -0.880  1.00  0.00           C  
HETATM    8  O1  UNL     1       6.320   1.463  -0.781  1.00  0.00           O  
HETATM    9  C8  UNL     1       3.961   1.381  -1.283  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.754   0.674  -1.383  1.00  0.00           C  
HETATM   11  N1  UNL     1       0.232  -0.097   0.420  1.00  0.00           N  
HETATM   12  C10 UNL     1      -0.570   0.091   1.568  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.968  -0.419   1.534  1.00  0.00           C  
HETATM   14  O2  UNL     1      -2.063  -1.789   1.311  1.00  0.00           O  
HETATM   15  C12 UNL     1      -2.896   0.376   0.696  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.174  -0.112   0.472  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.092   0.576  -0.287  1.00  0.00           C  
HETATM   18  O3  UNL     1      -6.363   0.030  -0.474  1.00  0.00           O  
HETATM   19  C15 UNL     1      -4.758   1.783  -0.852  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.488   2.302  -0.649  1.00  0.00           C  
HETATM   21  O4  UNL     1      -3.173   3.523  -1.229  1.00  0.00           O  
HETATM   22  C17 UNL     1      -2.591   1.588   0.117  1.00  0.00           C  
HETATM   23  H1  UNL     1       1.840  -3.076   0.817  1.00  0.00           H  
HETATM   24  H2  UNL     1       2.414  -1.470   1.315  1.00  0.00           H  
HETATM   25  H3  UNL     1       0.989  -2.125   2.146  1.00  0.00           H  
HETATM   26  H4  UNL     1      -0.262  -2.056  -0.052  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.618  -2.498  -1.427  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.800  -1.056  -2.048  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.837  -2.328  -0.439  1.00  0.00           H  
HETATM   30  H8  UNL     1       5.991  -1.071  -0.259  1.00  0.00           H  
HETATM   31  H9  UNL     1       6.577   1.922   0.094  1.00  0.00           H  
HETATM   32  H10 UNL     1       4.031   2.432  -1.514  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.901   1.251  -1.708  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.055   0.506  -0.383  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.008  -0.374   2.434  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.634   1.176   1.885  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.368  -0.287   2.590  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.691  -2.012   0.581  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.475  -1.055   0.898  1.00  0.00           H  
HETATM   40  H18 UNL     1      -6.634  -0.843  -0.078  1.00  0.00           H  
HETATM   41  H19 UNL     1      -5.505   2.291  -1.440  1.00  0.00           H  
HETATM   42  H20 UNL     1      -2.273   3.952  -1.120  1.00  0.00           H  
HETATM   43  H21 UNL     1      -1.630   2.022   0.255  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   11   26
CONECT    3    4   27   28
CONECT    4    5    5   10
CONECT    5    6   29
CONECT    6    7    7   30
CONECT    7    8    9
CONECT    8   31
CONECT    9   10   10   32
CONECT   10   33
CONECT   11   12   34
CONECT   12   13   35   36
CONECT   13   14   15   37
CONECT   14   38
CONECT   15   16   16   22
CONECT   16   17   39
CONECT   17   18   19   19
CONECT   18   40
CONECT   19   20   41
CONECT   20   21   22   22
CONECT   21   42
CONECT   22   43
END

HMDB0259478
     RDKit          3D
R,R-Fenoterol
 43 44  0  0  0  0  0  0  0  0999 V2000
    1.3707    0.1522   -1.8067 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950   -0.7742   -0.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3486   -1.5855   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4392   -0.6659    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6181   -0.2836    1.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6374    0.5757    1.7203 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835    1.0550    0.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5151    1.9180    1.0636 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3305    0.6916   -0.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2980   -0.1724   -0.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0176   -1.6665   -0.8256 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2887   -1.1148   -0.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6865   -0.4767    0.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6974   -1.4244    1.3676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0397    0.1307    0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1789    1.4920    0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4428    2.0242   -0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5774    3.3937   -0.2026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5734    1.2230    0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4554   -0.1402    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5895   -0.9681    0.2440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1860   -0.6669    0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7608   -0.3609   -2.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1499    0.8738   -1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4700    0.7544   -2.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9142   -0.1374    0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0503   -2.2881    0.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6069   -2.1652   -1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9327   -0.6822    2.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8067    0.8957    2.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6470    2.1987    2.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9811    1.0544   -1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1881   -0.4503   -1.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2035   -2.5142   -1.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894   -1.9766   -1.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4222   -0.4559   -1.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953    0.3284    0.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1980   -2.2450    1.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2953    2.1477    0.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6012    3.7698   -1.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5915    1.6284   -0.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9554   -1.3535   -0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1008   -1.7389    0.3983 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
  7  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 10  4  1  0
 22 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 22 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(3,5-Dihydroxyphenyl)-1-hydroxy-2-((4-hydroxyphenyl)isopropylamino)ethane	ChEBI
1-(p-Hydroxyphenyl)-2-((beta-hydroxy-beta-(3',5'-dihydroxyphenyl))ethyl)aminopropane	ChEBI
3,5-Dihydroxy-alpha-(((p-hydroxy-alpha-methylphenethyl)amino)methyl)benzyl alcohol	ChEBI
5-{1-hydroxy-2-[2-(4-hydroxy-phenyl)-1-methyl-ethylamino]-ethyl}-benzene-1,3-diol	ChEBI
Fenoterolum	ChEBI
Phenoterol	ChEBI
1-(p-Hydroxyphenyl)-2-((b-hydroxy-b-(3',5'-dihydroxyphenyl))ethyl)aminopropane	Generator
1-(p-Hydroxyphenyl)-2-((β-hydroxy-β-(3',5'-dihydroxyphenyl))ethyl)aminopropane	Generator
3,5-Dihydroxy-a-(((p-hydroxy-a-methylphenethyl)amino)methyl)benzyl alcohol	Generator
3,5-Dihydroxy-α-(((p-hydroxy-α-methylphenethyl)amino)methyl)benzyl alcohol	Generator
Hydrochloride, fenoterol	MeSH, HMDB
P Hydroxyphenyl orciprenaline	MeSH, HMDB
P Hydroxyphenylorciprenaline	MeSH, HMDB
Berotek	MeSH, HMDB
Fenoterol hydrochloride	MeSH, HMDB
P-Hydroxyphenylorciprenaline	MeSH, HMDB
Partusisten	MeSH, HMDB
P-Hydroxyphenyl-orciprenaline	MeSH, HMDB
Berotec	MeSH, HMDB
Fenoterol hydrobromide	MeSH, HMDB

Chemical Formula

C₁₇H₂₁NO₄

Average Molecular Weight

303.3529

Monoisotopic Molecular Weight

303.147058165

IUPAC Name

5-(1-hydroxy-2-{[1-(4-hydroxyphenyl)propan-2-yl]amino}ethyl)benzene-1,3-diol

Traditional Name

fenoterol

CAS Registry Number

13392-18-2

SMILES

CC(CC1=CC=C(O)C=C1)NCC(O)C1=CC(O)=CC(O)=C1

InChI Identifier

InChI=1S/C17H21NO4/c1-11(6-12-2-4-14(19)5-3-12)18-10-17(22)13-7-15(20)9-16(21)8-13/h2-5,7-9,11,17-22H,6,10H2,1H3

InChI Key

LSLYOANBFKQKPT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Amphetamines and derivatives

Alternative Parents

Substituents

Amphetamine or derivatives
Phenylpropane
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
1,2-aminoalcohol
Secondary alcohol
Secondary aliphatic amine
Secondary amine
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Amine
Aromatic alcohol
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

secondary alcohol (CHEBI:149226 )
secondary amino compound (CHEBI:149226 )
resorcinols (CHEBI:149226 )

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: HMDB0015405)

Source

Exogenous

Exogenous (HMDB: HMDB0015405)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.16 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	170.001	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000832

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	1.36	ALOGPS
logP	1.47	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	8.85	ChemAxon
pKa (Strongest Basic)	9.63	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	92.95 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	85 m³·mol⁻¹	ChemAxon
Polarizability	31.75 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	171.74	31661259
DarkChem	[M-H]-	174.479	31661259
DeepCCS	[M+H]+	174.145	30932474
DeepCCS	[M-H]-	171.787	30932474
DeepCCS	[M-2H]-	204.673	30932474
DeepCCS	[M+Na]+	180.238	30932474
AllCCS	[M+H]+	174.9	32859911
AllCCS	[M+H-H2O]+	171.5	32859911
AllCCS	[M+NH4]+	178.0	32859911
AllCCS	[M+Na]+	178.9	32859911
AllCCS	[M-H]-	174.1	32859911
AllCCS	[M+Na-2H]-	174.2	32859911
AllCCS	[M+HCOO]-	174.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fenoterol	CC(CC1=CC=C(O)C=C1)NCC(O)C1=CC(O)=CC(O)=C1	4565.2	Standard polar	33892256
Fenoterol	CC(CC1=CC=C(O)C=C1)NCC(O)C1=CC(O)=CC(O)=C1	2811.3	Standard non polar	33892256
Fenoterol	CC(CC1=CC=C(O)C=C1)NCC(O)C1=CC(O)=CC(O)=C1	3102.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fenoterol,1TMS,isomer #1	CC(CC1=CC=C(O[Si](C)(C)C)C=C1)NCC(O)C1=CC(O)=CC(O)=C1	2936.1	Semi standard non polar	33892256
Fenoterol,1TMS,isomer #2	CC(CC1=CC=C(O)C=C1)NCC(O[Si](C)(C)C)C1=CC(O)=CC(O)=C1	2953.6	Semi standard non polar	33892256
Fenoterol,1TMS,isomer #3	CC(CC1=CC=C(O)C=C1)NCC(O)C1=CC(O)=CC(O[Si](C)(C)C)=C1	2899.7	Semi standard non polar	33892256
Fenoterol,1TMS,isomer #4	CC(CC1=CC=C(O)C=C1)N(CC(O)C1=CC(O)=CC(O)=C1)[Si](C)(C)C	3049.2	Semi standard non polar	33892256
Fenoterol,2TMS,isomer #1	CC(CC1=CC=C(O[Si](C)(C)C)C=C1)NCC(O[Si](C)(C)C)C1=CC(O)=CC(O)=C1	2929.8	Semi standard non polar	33892256
Fenoterol,2TMS,isomer #2	CC(CC1=CC=C(O[Si](C)(C)C)C=C1)NCC(O)C1=CC(O)=CC(O[Si](C)(C)C)=C1	2870.3	Semi standard non polar	33892256
Fenoterol,2TMS,isomer #3	CC(CC1=CC=C(O[Si](C)(C)C)C=C1)N(CC(O)C1=CC(O)=CC(O)=C1)[Si](C)(C)C	3008.4	Semi standard non polar	33892256
Fenoterol,2TMS,isomer #4	CC(CC1=CC=C(O)C=C1)NCC(O[Si](C)(C)C)C1=CC(O)=CC(O[Si](C)(C)C)=C1	2890.6	Semi standard non polar	33892256
Fenoterol,2TMS,isomer #5	CC(CC1=CC=C(O)C=C1)N(CC(O[Si](C)(C)C)C1=CC(O)=CC(O)=C1)[Si](C)(C)C	3038.6	Semi standard non polar	33892256
Fenoterol,2TMS,isomer #6	CC(CC1=CC=C(O)C=C1)NCC(O)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1	2835.7	Semi standard non polar	33892256
Fenoterol,2TMS,isomer #7	CC(CC1=CC=C(O)C=C1)N(CC(O)C1=CC(O)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C	3004.2	Semi standard non polar	33892256
Fenoterol,3TMS,isomer #1	CC(CC1=CC=C(O[Si](C)(C)C)C=C1)NCC(O[Si](C)(C)C)C1=CC(O)=CC(O[Si](C)(C)C)=C1	2782.6	Semi standard non polar	33892256
Fenoterol,3TMS,isomer #2	CC(CC1=CC=C(O[Si](C)(C)C)C=C1)N(CC(O[Si](C)(C)C)C1=CC(O)=CC(O)=C1)[Si](C)(C)C	2986.0	Semi standard non polar	33892256
Fenoterol,3TMS,isomer #3	CC(CC1=CC=C(O[Si](C)(C)C)C=C1)NCC(O)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1	2813.3	Semi standard non polar	33892256
Fenoterol,3TMS,isomer #4	CC(CC1=CC=C(O[Si](C)(C)C)C=C1)N(CC(O)C1=CC(O)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C	2944.3	Semi standard non polar	33892256
Fenoterol,3TMS,isomer #5	CC(CC1=CC=C(O)C=C1)NCC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1	2762.0	Semi standard non polar	33892256
Fenoterol,3TMS,isomer #6	CC(CC1=CC=C(O)C=C1)N(CC(O[Si](C)(C)C)C1=CC(O)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C	2959.4	Semi standard non polar	33892256
Fenoterol,3TMS,isomer #7	CC(CC1=CC=C(O)C=C1)N(CC(O)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C	2940.6	Semi standard non polar	33892256
Fenoterol,4TMS,isomer #1	CC(CC1=CC=C(O[Si](C)(C)C)C=C1)NCC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1	2708.2	Semi standard non polar	33892256
Fenoterol,4TMS,isomer #2	CC(CC1=CC=C(O[Si](C)(C)C)C=C1)N(CC(O[Si](C)(C)C)C1=CC(O)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C	2939.6	Semi standard non polar	33892256
Fenoterol,4TMS,isomer #3	CC(CC1=CC=C(O[Si](C)(C)C)C=C1)N(CC(O)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C	2955.9	Semi standard non polar	33892256
Fenoterol,4TMS,isomer #4	CC(CC1=CC=C(O)C=C1)N(CC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C	2933.0	Semi standard non polar	33892256
Fenoterol,5TMS,isomer #1	CC(CC1=CC=C(O[Si](C)(C)C)C=C1)N(CC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C	2930.6	Semi standard non polar	33892256
Fenoterol,5TMS,isomer #1	CC(CC1=CC=C(O[Si](C)(C)C)C=C1)N(CC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C	2690.7	Standard non polar	33892256
Fenoterol,5TMS,isomer #1	CC(CC1=CC=C(O[Si](C)(C)C)C=C1)N(CC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C	2896.1	Standard polar	33892256
Fenoterol,1TBDMS,isomer #1	CC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)NCC(O)C1=CC(O)=CC(O)=C1	3199.7	Semi standard non polar	33892256
Fenoterol,1TBDMS,isomer #2	CC(CC1=CC=C(O)C=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(O)=C1	3213.2	Semi standard non polar	33892256
Fenoterol,1TBDMS,isomer #3	CC(CC1=CC=C(O)C=C1)NCC(O)C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1	3170.8	Semi standard non polar	33892256
Fenoterol,1TBDMS,isomer #4	CC(CC1=CC=C(O)C=C1)N(CC(O)C1=CC(O)=CC(O)=C1)[Si](C)(C)C(C)(C)C	3325.1	Semi standard non polar	33892256
Fenoterol,2TBDMS,isomer #1	CC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(O)=C1	3432.5	Semi standard non polar	33892256
Fenoterol,2TBDMS,isomer #2	CC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)NCC(O)C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1	3395.6	Semi standard non polar	33892256
Fenoterol,2TBDMS,isomer #3	CC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(CC(O)C1=CC(O)=CC(O)=C1)[Si](C)(C)C(C)(C)C	3553.3	Semi standard non polar	33892256
Fenoterol,2TBDMS,isomer #4	CC(CC1=CC=C(O)C=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1	3375.4	Semi standard non polar	33892256
Fenoterol,2TBDMS,isomer #5	CC(CC1=CC=C(O)C=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(O)=C1)[Si](C)(C)C(C)(C)C	3575.8	Semi standard non polar	33892256
Fenoterol,2TBDMS,isomer #6	CC(CC1=CC=C(O)C=C1)NCC(O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1	3356.4	Semi standard non polar	33892256
Fenoterol,2TBDMS,isomer #7	CC(CC1=CC=C(O)C=C1)N(CC(O)C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3514.4	Semi standard non polar	33892256
Fenoterol,3TBDMS,isomer #1	CC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1	3535.7	Semi standard non polar	33892256
Fenoterol,3TBDMS,isomer #2	CC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(O)=C1)[Si](C)(C)C(C)(C)C	3736.5	Semi standard non polar	33892256
Fenoterol,3TBDMS,isomer #3	CC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)NCC(O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1	3573.2	Semi standard non polar	33892256
Fenoterol,3TBDMS,isomer #4	CC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(CC(O)C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3706.8	Semi standard non polar	33892256
Fenoterol,3TBDMS,isomer #5	CC(CC1=CC=C(O)C=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1	3450.3	Semi standard non polar	33892256
Fenoterol,3TBDMS,isomer #6	CC(CC1=CC=C(O)C=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3692.9	Semi standard non polar	33892256
Fenoterol,3TBDMS,isomer #7	CC(CC1=CC=C(O)C=C1)N(CC(O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3643.6	Semi standard non polar	33892256
Fenoterol,4TBDMS,isomer #1	CC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1	3708.5	Semi standard non polar	33892256
Fenoterol,4TBDMS,isomer #2	CC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3900.2	Semi standard non polar	33892256
Fenoterol,4TBDMS,isomer #3	CC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(CC(O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3909.9	Semi standard non polar	33892256
Fenoterol,4TBDMS,isomer #4	CC(CC1=CC=C(O)C=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3816.6	Semi standard non polar	33892256
Fenoterol,5TBDMS,isomer #1	CC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	4060.5	Semi standard non polar	33892256
Fenoterol,5TBDMS,isomer #1	CC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3562.5	Standard non polar	33892256
Fenoterol,5TBDMS,isomer #1	CC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3299.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-2900000000-41b22ffada47796cccca	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (4 TMS) - 70eV, Positive	splash10-0a6r-2308190000-c77fb2b4e7b9cdb8c20c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_4_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenoterol GC-MS (TMS_4_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenoterol LC-ESI-QTOF , positive-QTOF	splash10-0udi-0009000000-7c86ed90b231db502424	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenoterol LC-ESI-QTOF , positive-QTOF	splash10-000i-0900000000-cbe10ada4ea45a1c990b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenoterol LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0900000000-d901c2f8d4959edd3fb8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenoterol LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0900000000-5c754c51c284fa4a611f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenoterol LC-ESI-QTOF , positive-QTOF	splash10-0a4i-3900000000-8521f3088ff1f180cc5b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenoterol 30V, Positive-QTOF	splash10-0a4i-0900000000-d901c2f8d4959edd3fb8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenoterol 10V, Positive-QTOF	splash10-0udi-0009000000-7c86ed90b231db502424	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenoterol 40V, Positive-QTOF	splash10-0a4i-0900000000-5c754c51c284fa4a611f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenoterol 20V, Positive-QTOF	splash10-000i-0900000000-cbe10ada4ea45a1c990b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenoterol 50V, Positive-QTOF	splash10-0a4i-3900000000-07c5fc22f00b2eb285fc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenoterol 50V, Positive-QTOF	splash10-0a4i-3900000000-8521f3088ff1f180cc5b	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenoterol 10V, Positive-QTOF	splash10-0f79-0396000000-086dc7a4d7ce6130ea44	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenoterol 20V, Positive-QTOF	splash10-000i-0941000000-3e1c6336cef4d0812fa7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenoterol 40V, Positive-QTOF	splash10-000i-2900000000-c1e1077ebcff871d7568	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenoterol 10V, Negative-QTOF	splash10-0udi-0329000000-1d8f4d1c3466e313d320	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenoterol 20V, Negative-QTOF	splash10-0udi-0944000000-78a68ffe7e65149f857a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenoterol 40V, Negative-QTOF	splash10-0a4r-1900000000-f1eff58653fde12c7c63	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenoterol 10V, Positive-QTOF	splash10-0udr-0359000000-a74a466a51ff249dcc80	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenoterol 20V, Positive-QTOF	splash10-0f79-0950000000-fa3b4e5c68ec8caf3df1	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenoterol 40V, Positive-QTOF	splash10-0a4i-2900000000-7a5064ebeb8dcb66c260	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenoterol 10V, Negative-QTOF	splash10-0udi-0009000000-23dcc9fd2d300d862c7e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenoterol 20V, Negative-QTOF	splash10-0udr-1914000000-3d48028210bc42e01a53	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenoterol 40V, Negative-QTOF	splash10-0pdr-2910000000-a1355743fc4c80bcc1dc	2021-10-11	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 DB01288	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01288	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01288

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3226

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fenoterol

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

149226

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. Beta-1 adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. This receptor binds epinephrine and norepinephrine with approximately equal affinity
Gene Name:: ADRB1
Uniprot ID:: P08588
Molecular weight:: 51322.1

References

Hoffmann C, Leitz MR, Oberdorf-Maass S, Lohse MJ, Klotz KN: Comparative pharmacology of human beta-adrenergic receptor subtypes--characterization of stably transfected receptors in CHO cells. Naunyn Schmiedebergs Arch Pharmacol. 2004 Feb;369(2):151-9. Epub 2004 Jan 17. [PubMed:14730417 ]

Enzyme Details

2. Beta-2 adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. The beta-2-adrenergic receptor binds epinephrine with an approximately 30-fold greater affinity than it does norepinephrine
Gene Name:: ADRB2
Uniprot ID:: P07550
Molecular weight:: 46458.3

References

de Vries B, Roffel AF, Zaagsma J, Meurs H: Effect of fenoterol-induced constitutive beta(2)-adrenoceptor activity on contractile receptor function in airway smooth muscle. Eur J Pharmacol. 2001 Nov 23;431(3):353-9. [PubMed:11730729 ]
Boterman M, Smits SR, Meurs H, Zaagsma J: Protein kinase C potentiates homologous desensitization of the beta2-adrenoceptor in bovine tracheal smooth muscle. Eur J Pharmacol. 2006 Jan 4;529(1-3):151-6. Epub 2005 Dec 1. [PubMed:16324695 ]
Marone G, Ambrosio G, Bonaduce D, Genovese A, Triggiani M, Condorelli M: Inhibition of IgE-mediated histamine release from human basophils and mast cells by fenoterol. Int Arch Allergy Appl Immunol. 1984;74(4):356-61. [PubMed:6203844 ]
Coqueret O, Demarquay D, Lagente V: Role of cyclic AMP in the modulation of IgE production by the beta 2-adrenoceptor agonist, fenoterol. Eur Respir J. 1996 Feb;9(2):220-5. [PubMed:8777955 ]
Bouillon T, Meineke I, Port R, Hildebrandt R, Gunther K, Gundert-Remy U: Concentration-effect relationship of the positive chronotropic and hypokalaemic effects of fenoterol in healthy women of childbearing age. Eur J Clin Pharmacol. 1996;51(2):153-60. [PubMed:8911881 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

3. Beta-3 adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. Beta-3 is involved in the regulation of lipolysis and thermogenesis
Gene Name:: ADRB3
Uniprot ID:: P13945
Molecular weight:: 43518.6

References

Hoffmann C, Leitz MR, Oberdorf-Maass S, Lohse MJ, Klotz KN: Comparative pharmacology of human beta-adrenergic receptor subtypes--characterization of stably transfected receptors in CHO cells. Naunyn Schmiedebergs Arch Pharmacol. 2004 Feb;369(2):151-9. Epub 2004 Jan 17. [PubMed:14730417 ]

Showing metabocard for Fenoterol (HMDB0015405)

MOL for HMDB0015405 (Fenoterol)

3D MOL for HMDB0015405 (Fenoterol)

3D SDF for HMDB0015405 (Fenoterol)

3D-SDF for HMDB0015405 (Fenoterol)

PDB for HMDB0015405 (Fenoterol)

3D PDB for HMDB0015405 (Fenoterol)

SMILES for HMDB0015405 (Fenoterol)

INCHI for HMDB0015405 (Fenoterol)

Structure for HMDB0015405 (Fenoterol)

3D Structure for HMDB0015405 (Fenoterol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References