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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (7) Show 7 proteins XML

enzymes (7) Show 7 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

HMDB0015477

Secondary Accession Numbers

HMDB15477

Metabolite Identification

Common Name

Clenbuterol

Description

Clenbuterol is only found in individuals that have used or taken this drug. It is a substituted phenylaminoethanol that has beta-2 adrenomimetic properties at very low doses. It is used as a bronchodilator in asthma. [PubChem]Clenbuterol is a Beta(2) agonist similar in some structural respects to salbutamol. Agonism of the beta(2) receptor stimulates adenylyl cyclase activity which ultimately leads to downstream effects of smooth muscle relaxation in the bronchioles.

Structure

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

HMDB0015477
     RDKit          3D
Clenbuterol
 35 35  0  0  0  0  0  0  0  0999 V2000
   -4.2052    0.7604    0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0254   -0.2099   -0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4127   -1.1342   -1.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9175   -0.9828    1.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862    0.5654   -0.3398 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6186    0.0781    0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4212    1.0249   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1643    2.2918   -0.0121 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8083    0.5882   -0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5193    0.9745    0.8271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8266    0.5530    1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7545    1.0567    2.4577 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4724   -0.2767    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8104   -0.7062    0.3758 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7619   -0.6667   -0.9718 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5883   -1.7333   -2.1214 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4555   -0.2460   -1.1905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1755    0.2563    0.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0721    1.5134   -0.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0479    1.2714    1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5052   -1.1572   -1.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1011   -2.1733   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9253   -0.8279   -2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2281   -1.8366    1.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9528   -1.3525    1.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878   -0.3445    2.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8332    0.9414   -1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4784   -0.9545   -0.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4550    0.1022    1.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1659    1.0333   -1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172    2.2809    0.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0597    1.6297    1.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4984   -0.8363   -0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1932   -0.9292    1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9110   -0.5539   -2.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 14 33  1  0
 14 34  1  0
 17 35  1  0
M  END

1407
  Mrv0541 02231215282D          

 17 17  0  0  1  0            999 V2000
    5.2224    1.8794    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8794    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.0082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.8332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.7044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.5312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0  0  0  0
  2 16  1  0  0  0  0
  3  8  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5 17  1  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 13 16  1  0  0  0  0
 14 15  2  0  0  0  0
 15 17  1  0  0  0  0
 16 17  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015477

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)NCC(O)C1=CC(Cl)=C(N)C(Cl)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H18Cl2N2O/c1-12(2,3)16-6-10(17)7-4-8(13)11(15)9(14)5-7/h4-5,10,16-17H,6,15H2,1-3H3

> <INCHI_KEY>
STJMRWALKKWQGH-UHFFFAOYSA-N

> <FORMULA>
C12H18Cl2N2O

> <MOLECULAR_WEIGHT>
277.19

> <EXACT_MASS>
276.079618622

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.806207507816204

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(4-amino-3,5-dichlorophenyl)-2-(tert-butylamino)ethan-1-ol

> <ALOGPS_LOGP>
2.94

> <JCHEM_LOGP>
2.3343827499999996

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.838522049375044

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.06230490983889

> <JCHEM_PKA_STRONGEST_BASIC>
9.628065086799161

> <JCHEM_POLAR_SURFACE_AREA>
58.28

> <JCHEM_REFRACTIVITY>
73.38409999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.12e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
clenbuterol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015477
     RDKit          3D
Clenbuterol
 35 35  0  0  0  0  0  0  0  0999 V2000
   -4.2052    0.7604    0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0254   -0.2099   -0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4127   -1.1342   -1.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9175   -0.9828    1.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862    0.5654   -0.3398 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6186    0.0781    0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4212    1.0249   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1643    2.2918   -0.0121 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8083    0.5882   -0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5193    0.9745    0.8271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8266    0.5530    1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7545    1.0567    2.4577 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4724   -0.2767    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8104   -0.7062    0.3758 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7619   -0.6667   -0.9718 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5883   -1.7333   -2.1214 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4555   -0.2460   -1.1905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1755    0.2563    0.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0721    1.5134   -0.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0479    1.2714    1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5052   -1.1572   -1.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1011   -2.1733   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9253   -0.8279   -2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2281   -1.8366    1.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9528   -1.3525    1.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878   -0.3445    2.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8332    0.9414   -1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4784   -0.9545   -0.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4550    0.1022    1.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1659    1.0333   -1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172    2.2809    0.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0597    1.6297    1.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4984   -0.8363   -0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1932   -0.9292    1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9110   -0.5539   -2.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 14 33  1  0
 14 34  1  0
 17 35  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1407                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       9.748   3.508   0.000  0.00  0.00          Cl+0
HETATM    2 Cl   UNK     0       4.414   3.508   0.000  0.00  0.00          Cl+0
HETATM    3  O   UNK     0       8.415  -1.882   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       5.748  -3.422   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       7.081   5.048   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       4.414  -4.192   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.748  -1.882   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.081  -1.112   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.080  -4.962   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.184  -5.526   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.644  -2.858   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.081   0.428   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.748   1.198   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.415   1.198   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.415   2.738   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.748   2.738   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.081   3.508   0.000  0.00  0.00           C+0
CONECT    1   15                                                            
CONECT    2   16                                                            
CONECT    3    8                                                            
CONECT    4    6    7                                                       
CONECT    5   17                                                            
CONECT    6    4    9   10   11                                             
CONECT    7    4    8                                                       
CONECT    8    3    7   12                                                  
CONECT    9    6                                                            
CONECT   10    6                                                            
CONECT   11    6                                                            
CONECT   12    8   13   14                                                  
CONECT   13   12   16                                                       
CONECT   14   12   15                                                       
CONECT   15    1   14   17                                                  
CONECT   16    2   13   17                                                  
CONECT   17    5   15   16                                                  
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0015477
HETATM    1  C1  UNL     1      -4.205   0.760   0.158  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.025  -0.210  -0.023  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.413  -1.134  -1.170  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.917  -0.983   1.262  1.00  0.00           C  
HETATM    5  N1  UNL     1      -1.886   0.565  -0.340  1.00  0.00           N  
HETATM    6  C5  UNL     1      -0.619   0.078   0.095  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.421   1.025  -0.499  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.164   2.292  -0.012  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.808   0.588  -0.284  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.519   0.974   0.827  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.827   0.553   1.044  1.00  0.00           C  
HETATM   12 CL1  UNL     1       4.754   1.057   2.458  1.00  0.00          CL  
HETATM   13  C10 UNL     1       4.472  -0.277   0.148  1.00  0.00           C  
HETATM   14  N2  UNL     1       5.810  -0.706   0.376  1.00  0.00           N  
HETATM   15  C11 UNL     1       3.762  -0.667  -0.972  1.00  0.00           C  
HETATM   16 CL2  UNL     1       4.588  -1.733  -2.121  1.00  0.00          CL  
HETATM   17  C12 UNL     1       2.456  -0.246  -1.191  1.00  0.00           C  
HETATM   18  H1  UNL     1      -5.176   0.256   0.089  1.00  0.00           H  
HETATM   19  H2  UNL     1      -4.072   1.513  -0.636  1.00  0.00           H  
HETATM   20  H3  UNL     1      -4.048   1.271   1.117  1.00  0.00           H  
HETATM   21  H4  UNL     1      -4.505  -1.157  -1.308  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.101  -2.173  -0.906  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.925  -0.828  -2.129  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.228  -1.837   1.059  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.953  -1.353   1.512  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.588  -0.344   2.075  1.00  0.00           H  
HETATM   27  H10 UNL     1      -1.833   0.941  -1.277  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.478  -0.955  -0.303  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.455   0.102   1.191  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.166   1.033  -1.598  1.00  0.00           H  
HETATM   31  H14 UNL     1       0.017   2.281   0.979  1.00  0.00           H  
HETATM   32  H15 UNL     1       2.060   1.630   1.547  1.00  0.00           H  
HETATM   33  H16 UNL     1       6.498  -0.836  -0.420  1.00  0.00           H  
HETATM   34  H17 UNL     1       6.193  -0.929   1.322  1.00  0.00           H  
HETATM   35  H18 UNL     1       1.911  -0.554  -2.069  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4    5
CONECT    3   21   22   23
CONECT    4   24   25   26
CONECT    5    6   27
CONECT    6    7   28   29
CONECT    7    8    9   30
CONECT    8   31
CONECT    9   10   10   17
CONECT   10   11   32
CONECT   11   12   13   13
CONECT   13   14   15
CONECT   14   33   34
CONECT   15   16   17   17
CONECT   17   35
END

HMDB0015477
     RDKit          3D
Clenbuterol
 35 35  0  0  0  0  0  0  0  0999 V2000
   -4.2052    0.7604    0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0254   -0.2099   -0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4127   -1.1342   -1.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9175   -0.9828    1.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862    0.5654   -0.3398 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6186    0.0781    0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4212    1.0249   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1643    2.2918   -0.0121 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8083    0.5882   -0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5193    0.9745    0.8271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8266    0.5530    1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7545    1.0567    2.4577 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4724   -0.2767    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8104   -0.7062    0.3758 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7619   -0.6667   -0.9718 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5883   -1.7333   -2.1214 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4555   -0.2460   -1.1905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1755    0.2563    0.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0721    1.5134   -0.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0479    1.2714    1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5052   -1.1572   -1.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1011   -2.1733   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9253   -0.8279   -2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2281   -1.8366    1.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9528   -1.3525    1.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878   -0.3445    2.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8332    0.9414   -1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4784   -0.9545   -0.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4550    0.1022    1.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1659    1.0333   -1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172    2.2809    0.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0597    1.6297    1.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4984   -0.8363   -0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1932   -0.9292    1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9110   -0.5539   -2.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 14 33  1  0
 14 34  1  0
 17 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+-)-Clenbuterol	ChEBI
1-(4-Amino-3,5-dichloro-phenyl)-2-tert-butylamino-ethanol	ChEBI
4-Amino-3,5-dichloro-alpha-(((1,1-dimethylethyl)amino)methyl)benzenemethanol	ChEBI
4-Amino-alpha-((tert-butylamino)methyl)-3,5-dichlorobenzyl alcohol	ChEBI
Clenbuterolum	ChEBI
Contraspasmin	Kegg
Planipart	Kegg
4-Amino-3,5-dichloro-a-(((1,1-dimethylethyl)amino)methyl)benzenemethanol	Generator
4-Amino-3,5-dichloro-α-(((1,1-dimethylethyl)amino)methyl)benzenemethanol	Generator
4-Amino-a-((tert-butylamino)methyl)-3,5-dichlorobenzyl alcohol	Generator
4-Amino-α-((tert-butylamino)methyl)-3,5-dichlorobenzyl alcohol	Generator
NAB 365	HMDB
NAB-365	HMDB

Chemical Formula

C₁₂H₁₈Cl₂N₂O

Average Molecular Weight

277.19

Monoisotopic Molecular Weight

276.079618622

IUPAC Name

1-(4-amino-3,5-dichlorophenyl)-2-(tert-butylamino)ethan-1-ol

Traditional Name

clenbuterol

CAS Registry Number

37148-27-9

SMILES

CC(C)(C)NCC(O)C1=CC(Cl)=C(N)C(Cl)=C1

InChI Identifier

InChI=1S/C12H18Cl2N2O/c1-12(2,3)16-6-10(17)7-4-8(13)11(15)9(14)5-7/h4-5,10,16-17H,6,15H2,1-3H3

InChI Key

STJMRWALKKWQGH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Halobenzenes

Direct Parent

Dichlorobenzenes

Alternative Parents

Substituents

1,3-dichlorobenzene
Aniline or substituted anilines
Aralkylamine
Aryl chloride
Aryl halide
1,2-aminoalcohol
Secondary alcohol
Secondary aliphatic amine
Secondary amine
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic nitrogen compound
Aromatic alcohol
Alcohol
Organic oxygen compound
Amine
Organopnictogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

substituted aniline (CHEBI:174690 )
secondary amino compound (CHEBI:174690 )
dichlorobenzene (CHEBI:174690 )
primary arylamine (CHEBI:174690 )
ethanolamines (CHEBI:174690 )
amino alcohol (CHEBI:174690 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0015477)

Biofluid or Excreta

Blood (HMDB: HMDB0015477)
Urine (HMDB: HMDB0015477)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0015477)
Membrane (HMDB: HMDB0015477)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Bronchodilator (HMDB: HMDB0015477)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.11 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]+	CBM	165.6	30932474
[M+H]+	Not Available	164.445	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000868

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	2.94	ALOGPS
logP	2.33	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	14.06	ChemAxon
pKa (Strongest Basic)	9.63	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	58.28 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	73.38 m³·mol⁻¹	ChemAxon
Polarizability	28.81 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
DeepCCS	[M+H]+	167.742	30932474
DeepCCS	[M-H]-	165.384	30932474
DeepCCS	[M-2H]-	198.27	30932474
DeepCCS	[M+Na]+	173.835	30932474
AllCCS	[M+H]+	159.0	32859911
AllCCS	[M+H-H2O]+	155.7	32859911
AllCCS	[M+NH4]+	162.0	32859911
AllCCS	[M+Na]+	162.9	32859911
AllCCS	[M-H]-	162.3	32859911
AllCCS	[M+Na-2H]-	163.1	32859911
AllCCS	[M+HCOO]-	164.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Clenbuterol	CC(C)(C)NCC(O)C1=CC(Cl)=C(N)C(Cl)=C1	2867.5	Standard polar	33892256
Clenbuterol	CC(C)(C)NCC(O)C1=CC(Cl)=C(N)C(Cl)=C1	1980.8	Standard non polar	33892256
Clenbuterol	CC(C)(C)NCC(O)C1=CC(Cl)=C(N)C(Cl)=C1	2146.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Clenbuterol,1TMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C)C1=CC(Cl)=C(N)C(Cl)=C1	1960.9	Semi standard non polar	33892256
Clenbuterol,1TMS,isomer #2	CC(C)(C)NCC(O)C1=CC(Cl)=C(N[Si](C)(C)C)C(Cl)=C1	2133.4	Semi standard non polar	33892256
Clenbuterol,1TMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(Cl)=C(N)C(Cl)=C1)[Si](C)(C)C	2162.9	Semi standard non polar	33892256
Clenbuterol,2TMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C)C1=CC(Cl)=C(N[Si](C)(C)C)C(Cl)=C1	2079.7	Semi standard non polar	33892256
Clenbuterol,2TMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C)C1=CC(Cl)=C(N[Si](C)(C)C)C(Cl)=C1	2087.7	Standard non polar	33892256
Clenbuterol,2TMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C)C1=CC(Cl)=C(N[Si](C)(C)C)C(Cl)=C1	2347.5	Standard polar	33892256
Clenbuterol,2TMS,isomer #2	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC(Cl)=C(N)C(Cl)=C1)[Si](C)(C)C	2227.2	Semi standard non polar	33892256
Clenbuterol,2TMS,isomer #2	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC(Cl)=C(N)C(Cl)=C1)[Si](C)(C)C	2241.9	Standard non polar	33892256
Clenbuterol,2TMS,isomer #2	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC(Cl)=C(N)C(Cl)=C1)[Si](C)(C)C	2685.6	Standard polar	33892256
Clenbuterol,2TMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(Cl)=C(N[Si](C)(C)C)C(Cl)=C1)[Si](C)(C)C	2267.6	Semi standard non polar	33892256
Clenbuterol,2TMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(Cl)=C(N[Si](C)(C)C)C(Cl)=C1)[Si](C)(C)C	2234.7	Standard non polar	33892256
Clenbuterol,2TMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(Cl)=C(N[Si](C)(C)C)C(Cl)=C1)[Si](C)(C)C	2532.8	Standard polar	33892256
Clenbuterol,2TMS,isomer #4	CC(C)(C)NCC(O)C1=CC(Cl)=C(N([Si](C)(C)C)[Si](C)(C)C)C(Cl)=C1	2091.0	Semi standard non polar	33892256
Clenbuterol,2TMS,isomer #4	CC(C)(C)NCC(O)C1=CC(Cl)=C(N([Si](C)(C)C)[Si](C)(C)C)C(Cl)=C1	2172.7	Standard non polar	33892256
Clenbuterol,2TMS,isomer #4	CC(C)(C)NCC(O)C1=CC(Cl)=C(N([Si](C)(C)C)[Si](C)(C)C)C(Cl)=C1	2425.8	Standard polar	33892256
Clenbuterol,3TMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC(Cl)=C(N[Si](C)(C)C)C(Cl)=C1)[Si](C)(C)C	2309.5	Semi standard non polar	33892256
Clenbuterol,3TMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC(Cl)=C(N[Si](C)(C)C)C(Cl)=C1)[Si](C)(C)C	2261.0	Standard non polar	33892256
Clenbuterol,3TMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC(Cl)=C(N[Si](C)(C)C)C(Cl)=C1)[Si](C)(C)C	2335.9	Standard polar	33892256
Clenbuterol,3TMS,isomer #2	CC(C)(C)NCC(O[Si](C)(C)C)C1=CC(Cl)=C(N([Si](C)(C)C)[Si](C)(C)C)C(Cl)=C1	2078.8	Semi standard non polar	33892256
Clenbuterol,3TMS,isomer #2	CC(C)(C)NCC(O[Si](C)(C)C)C1=CC(Cl)=C(N([Si](C)(C)C)[Si](C)(C)C)C(Cl)=C1	2210.8	Standard non polar	33892256
Clenbuterol,3TMS,isomer #2	CC(C)(C)NCC(O[Si](C)(C)C)C1=CC(Cl)=C(N([Si](C)(C)C)[Si](C)(C)C)C(Cl)=C1	2192.3	Standard polar	33892256
Clenbuterol,3TMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(Cl)=C(N([Si](C)(C)C)[Si](C)(C)C)C(Cl)=C1)[Si](C)(C)C	2305.0	Semi standard non polar	33892256
Clenbuterol,3TMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(Cl)=C(N([Si](C)(C)C)[Si](C)(C)C)C(Cl)=C1)[Si](C)(C)C	2375.0	Standard non polar	33892256
Clenbuterol,3TMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(Cl)=C(N([Si](C)(C)C)[Si](C)(C)C)C(Cl)=C1)[Si](C)(C)C	2373.2	Standard polar	33892256
Clenbuterol,4TMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC(Cl)=C(N([Si](C)(C)C)[Si](C)(C)C)C(Cl)=C1)[Si](C)(C)C	2403.6	Semi standard non polar	33892256
Clenbuterol,4TMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC(Cl)=C(N([Si](C)(C)C)[Si](C)(C)C)C(Cl)=C1)[Si](C)(C)C	2377.5	Standard non polar	33892256
Clenbuterol,4TMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC(Cl)=C(N([Si](C)(C)C)[Si](C)(C)C)C(Cl)=C1)[Si](C)(C)C	2190.2	Standard polar	33892256
Clenbuterol,1TBDMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C(N)C(Cl)=C1	2195.1	Semi standard non polar	33892256
Clenbuterol,1TBDMS,isomer #2	CC(C)(C)NCC(O)C1=CC(Cl)=C(N[Si](C)(C)C(C)(C)C)C(Cl)=C1	2342.8	Semi standard non polar	33892256
Clenbuterol,1TBDMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(Cl)=C(N)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2417.0	Semi standard non polar	33892256
Clenbuterol,2TBDMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C(N[Si](C)(C)C(C)(C)C)C(Cl)=C1	2493.8	Semi standard non polar	33892256
Clenbuterol,2TBDMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C(N[Si](C)(C)C(C)(C)C)C(Cl)=C1	2533.3	Standard non polar	33892256
Clenbuterol,2TBDMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C(N[Si](C)(C)C(C)(C)C)C(Cl)=C1	2578.1	Standard polar	33892256
Clenbuterol,2TBDMS,isomer #2	CC(C)(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C(N)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2661.4	Semi standard non polar	33892256
Clenbuterol,2TBDMS,isomer #2	CC(C)(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C(N)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2650.2	Standard non polar	33892256
Clenbuterol,2TBDMS,isomer #2	CC(C)(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C(N)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2806.7	Standard polar	33892256
Clenbuterol,2TBDMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(Cl)=C(N[Si](C)(C)C(C)(C)C)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2726.0	Semi standard non polar	33892256
Clenbuterol,2TBDMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(Cl)=C(N[Si](C)(C)C(C)(C)C)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2666.8	Standard non polar	33892256
Clenbuterol,2TBDMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(Cl)=C(N[Si](C)(C)C(C)(C)C)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2707.0	Standard polar	33892256
Clenbuterol,2TBDMS,isomer #4	CC(C)(C)NCC(O)C1=CC(Cl)=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(Cl)=C1	2555.7	Semi standard non polar	33892256
Clenbuterol,2TBDMS,isomer #4	CC(C)(C)NCC(O)C1=CC(Cl)=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(Cl)=C1	2566.0	Standard non polar	33892256
Clenbuterol,2TBDMS,isomer #4	CC(C)(C)NCC(O)C1=CC(Cl)=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(Cl)=C1	2608.2	Standard polar	33892256
Clenbuterol,3TBDMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C(N[Si](C)(C)C(C)(C)C)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2957.4	Semi standard non polar	33892256
Clenbuterol,3TBDMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C(N[Si](C)(C)C(C)(C)C)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2862.6	Standard non polar	33892256
Clenbuterol,3TBDMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C(N[Si](C)(C)C(C)(C)C)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2645.7	Standard polar	33892256
Clenbuterol,3TBDMS,isomer #2	CC(C)(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(Cl)=C1	2746.5	Semi standard non polar	33892256
Clenbuterol,3TBDMS,isomer #2	CC(C)(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(Cl)=C1	2778.6	Standard non polar	33892256
Clenbuterol,3TBDMS,isomer #2	CC(C)(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(Cl)=C1	2518.7	Standard polar	33892256
Clenbuterol,3TBDMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(Cl)=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2996.6	Semi standard non polar	33892256
Clenbuterol,3TBDMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(Cl)=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2930.9	Standard non polar	33892256
Clenbuterol,3TBDMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(Cl)=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2630.8	Standard polar	33892256
Clenbuterol,4TBDMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(Cl)=C1)[Si](C)(C)C(C)(C)C	3236.3	Semi standard non polar	33892256
Clenbuterol,4TBDMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(Cl)=C1)[Si](C)(C)C(C)(C)C	3102.6	Standard non polar	33892256
Clenbuterol,4TBDMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2614.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Clenbuterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9420000000-6706d3b9f245093754ba	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clenbuterol GC-MS (1 TMS) - 70eV, Positive	splash10-03di-6090000000-db6af9c796c9356caa5b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clenbuterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clenbuterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clenbuterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clenbuterol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clenbuterol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clenbuterol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clenbuterol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clenbuterol GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol LC-ESI-QTOF , positive-QTOF	splash10-0zfr-0690000000-4ea9999e9adf3d869e7d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol LC-ESI-QFT , positive-QTOF	splash10-0pb9-0090000000-4787e85eeb46d25e48eb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol LC-ESI-QFT , positive-QTOF	splash10-0udi-0090000000-9081f080310110b928b2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol LC-ESI-QFT , positive-QTOF	splash10-0uyi-0970000000-180db1557f9de0905570	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol LC-ESI-QFT , positive-QTOF	splash10-0159-0900000000-5607a3961d5b1b526aca	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol LC-ESI-QFT , positive-QTOF	splash10-0159-0900000000-f99c3fbb74f4657c8588	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol LC-ESI-QFT , positive-QTOF	splash10-00lr-0900000000-1b8353b766cd0eb328a2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol LC-ESI-QFT , positive-QTOF	splash10-0f8c-1900000000-b34f6b0fe72dbe12dc7b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol LC-ESI-QFT , positive-QTOF	splash10-0zgl-4900000000-85c1e6d67f6eb7f4660c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol LC-ESI-QFT , positive-QTOF	splash10-0udi-9600000000-6d5ae5d64081ef26b128	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol 90V, Positive-QTOF	splash10-00lr-0900000000-6e69d6ed399695f44359	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol 75V, Positive-QTOF	splash10-0159-0900000000-e5a234f9afe1534bd83d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol 45V, Positive-QTOF	splash10-0uyi-0970000000-fab570c56d3251b69f18	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol 60V, Positive-QTOF	splash10-0159-0900000000-6f1e9c513bde422e7d37	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol -1V, Positive-QTOF	splash10-0zfr-0690000000-61d68dbf4b20023728b4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol 15V, Positive-QTOF	splash10-0pb9-0090000000-cc9ec95ef97dcc5c8bfd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Clenbuterol 30V, Positive-QTOF	splash10-0udi-0090000000-f200945f902162b6004c	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clenbuterol 10V, Positive-QTOF	splash10-0a6r-0090000000-acf898225ec20e842ace	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clenbuterol 20V, Positive-QTOF	splash10-0zg0-1290000000-aa684358fbffa4f3acfb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clenbuterol 40V, Positive-QTOF	splash10-0k9i-6960000000-debe05c32ecf29e7984a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clenbuterol 10V, Negative-QTOF	splash10-004i-1090000000-e97792f89d018fba93a2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clenbuterol 20V, Negative-QTOF	splash10-0adi-3290000000-864348c3a99c8de29569	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clenbuterol 40V, Negative-QTOF	splash10-0abi-6910000000-cf0a09b5733af5af5dd0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clenbuterol 10V, Positive-QTOF	splash10-0ufr-0090000000-13ede0532cedbde301dc	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clenbuterol 20V, Positive-QTOF	splash10-0udi-0090000000-8fd025197f960a2af4a7	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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 DB01407	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01407	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01407

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008487

KNApSAcK ID

Not Available

Chemspider ID

2681

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Clenbuterol

METLIN ID

Not Available

PubChem Compound

2783

PDB ID

Not Available

ChEBI ID

174690

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. Cytochrome P450 1A1

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP1A1
Uniprot ID:: P04798
Molecular weight:: 58164.815

References

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

Enzyme Details

2. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

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

Enzyme Details

3. 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

Baker JG: The selectivity of beta-adrenoceptor agonists at human beta1-, beta2- and beta3-adrenoceptors. Br J Pharmacol. 2010 Jul;160(5):1048-61. doi: 10.1111/j.1476-5381.2010.00754.x. [PubMed:20590599 ]

Enzyme Details

4. 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

Zhu Y, Culmsee C, Roth-Eichhorn S, Krieglstein J: Beta(2)-adrenoceptor stimulation enhances latent transforming growth factor-beta-binding protein-1 and transforming growth factor-beta1 expression in rat hippocampus after transient forebrain ischemia. Neuroscience. 2001;107(4):593-602. [PubMed:11720783 ]
Ryall JG, Gregorevic P, Plant DR, Sillence MN, Lynch GS: Beta 2-agonist fenoterol has greater effects on contractile function of rat skeletal muscles than clenbuterol. Am J Physiol Regul Integr Comp Physiol. 2002 Dec;283(6):R1386-94. Epub 2002 Sep 5. [PubMed:12388476 ]
Choo JJ, Horan MA, Little RA, Rothwell NJ: Anabolic effects of clenbuterol on skeletal muscle are mediated by beta 2-adrenoceptor activation. Am J Physiol. 1992 Jul;263(1 Pt 1):E50-6. [PubMed:1322047 ]
Sillence MN, Matthews ML, Spiers WG, Pegg GG, Lindsay DB: Effects of clenbuterol, ICI118551 and sotalol on the growth of cardiac and skeletal muscle and on beta 2-adrenoceptor density in female rats. Naunyn Schmiedebergs Arch Pharmacol. 1991 Oct;344(4):449-53. [PubMed:1685013 ]
Mazzanti G, Di Sotto A, Daniele C, Battinelli L, Brambilla G, Fiori M, Loizzo S, Loizzo A: A pharmacodynamic study on clenbuterol-induced toxicity: beta1- and beta2-adrenoceptors involvement in guinea-pig tachycardia in an in vitro model. Food Chem Toxicol. 2007 Sep;45(9):1694-9. Epub 2007 Mar 12. [PubMed:17449161 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

5. Tumor necrosis factor

General function:: Involved in tumor necrosis factor receptor binding
Specific function:: Cytokine that binds to TNFRSF1A/TNFR1 and TNFRSF1B/TNFBR. It is mainly secreted by macrophages and can induce cell death of certain tumor cell lines. It is potent pyrogen causing fever by direct action or by stimulation of interleukin-1 secretion and is implicated in the induction of cachexia, Under certain conditions it can stimulate cell proliferation and induce cell differentiation
Gene Name:: TNF
Uniprot ID:: P01375
Molecular weight:: 25644.1

References

Izeboud CA, Mocking JA, Monshouwer M, van Miert AS, Witkamp RF: Participation of beta-adrenergic receptors on macrophages in modulation of LPS-induced cytokine release. J Recept Signal Transduct Res. 1999 Jan-Jul;19(1-4):191-202. [PubMed:10071758 ]
Yoshimura T: [Modulation of cytokine production from human mononuclear cells by several agents]. Yakugaku Zasshi. 2000 Dec;120(12):1277-90. [PubMed:11193379 ]
Izeboud CA, Hoebe KH, Grootendorst AF, Nijmeijer SM, van Miert AS, Witkamp RR, Rodenburg RJ: Endotoxin-induced liver damage in rats is minimized by beta 2-adrenoceptor stimulation. Inflamm Res. 2004 Mar;53(3):93-9. Epub 2004 Feb 16. [PubMed:15021963 ]
Laan TT, Bull S, Pirie RS, Fink-Gremmels J: Evaluation of cytokine production by equine alveolar macrophages exposed to lipopolysaccharide, Aspergillus fumigatus, and a suspension of hay dust. Am J Vet Res. 2005 Sep;66(9):1584-9. [PubMed:16261833 ]
van den Hoven R, Duvigneau JC, Hartl RT, Gemeiner M: Clenbuterol affects the expression of messenger RNA for interleukin 10 in peripheral leukocytes from horses challenged intrabronchially with lipopolysaccharides. Vet Res Commun. 2006 Nov;30(8):921-8. [PubMed:17139543 ]

Enzyme Details

6. Beta-nerve growth factor

General function:: Involved in receptor binding
Specific function:: Nerve growth factor is important for the development and maintenance of the sympathetic and sensory nervous systems. It stimulates division and differentiation of sympathetic and embryonic sensory neurons
Gene Name:: NGF
Uniprot ID:: P01138
Molecular weight:: 26958.5

References

Culmsee C, Semkova I, Krieglstein J: NGF mediates the neuroprotective effect of the beta2-adrenoceptor agonist clenbuterol in vitro and in vivo: evidence from an NGF-antisense study. Neurochem Int. 1999 Jul;35(1):47-57. [PubMed:10403429 ]
Semkova I, Krieglstein J: Neuroprotection mediated via neurotrophic factors and induction of neurotrophic factors. Brain Res Brain Res Rev. 1999 Aug;30(2):176-88. [PubMed:10525174 ]
Puls I, Beck M, Giess R, Magnus T, Ochs G, Toyka KV: [Clenbuterol in amyotrophic lateral sclerosis. No indication for a positive effect]. Nervenarzt. 1999 Dec;70(12):1112-5. [PubMed:10637819 ]
Samina Riaz S, Tomlinson DR: Pharmacological modulation of nerve growth factor synthesis: a mechanistic comparison of vitamin D receptor and beta(2)-adrenoceptor agonists. Brain Res Mol Brain Res. 2000 Dec 28;85(1-2):179-88. [PubMed:11146120 ]
Riaz SS, Tomlinson DR: Clenbuterol stimulates neurotrophic support in streptozotocin-diabetic rats. Diabetes Obes Metab. 1999 Jan;1(1):43-51. [PubMed:11221812 ]

Enzyme Details

7. 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

Baker JG: The selectivity of beta-adrenoceptor agonists at human beta1-, beta2- and beta3-adrenoceptors. Br J Pharmacol. 2010 Jul;160(5):1048-61. doi: 10.1111/j.1476-5381.2010.00754.x. [PubMed:20590599 ]

Showing metabocard for Clenbuterol (HMDB0015477)

MOL for HMDB0015477 (Clenbuterol)

3D MOL for HMDB0015477 (Clenbuterol)

3D SDF for HMDB0015477 (Clenbuterol)

3D-SDF for HMDB0015477 (Clenbuterol)

PDB for HMDB0015477 (Clenbuterol)

3D PDB for HMDB0015477 (Clenbuterol)

SMILES for HMDB0015477 (Clenbuterol)

INCHI for HMDB0015477 (Clenbuterol)

Structure for HMDB0015477 (Clenbuterol)

3D Structure for HMDB0015477 (Clenbuterol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References