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

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

HMDB0015407

Secondary Accession Numbers

HMDB15407

Metabolite Identification

Common Name

Pirbuterol

Description

Pirbuterol is a beta-2 adrenergic bronchodilator. In vitro studies and in vivo pharmacologic studies have demonstrated that pirbuterol has a preferential effect on beta-2 Adrenergic receptors compared with isoproterenol. While it is recognized that beta-2 adrenergic receptors are the predominant receptors in bronchial smooth muscle, data indicate that there is a population of beta-2 receptors in the human heart, existing in a concentration between 10-50%. The precise function of these receptors has not been established. The pharmacologic effects of beta adrenergic agonist drugs, including pirbuterol, are at least in proof attributable to stimulation through beta adrenergic receptors of intracellular adenyl cyclase, the enzyme which catalyzes the conversion of adenosine triphosphate (AlP) to cyclic-3â€ ,5â€ -adenosine monophosphate (c-AMP). Increased c-AMP levels are associated with relaxation of bronchial smooth muscle and inhibition of release of mediators of immediate hypersensitivity from cells, especially from mast cells.

Structure

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

HMDB0015407
     RDKit          3D
Pirbuterol
 37 37  0  0  0  0  0  0  0  0999 V2000
   -4.2326    0.9498   -0.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0330    0.4003    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5091    1.5692    1.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6059   -0.6794    1.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1816   -0.2105   -0.6726 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857   -0.0695   -0.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1862   -0.7663    0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5649   -2.1122    0.4683 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3018   -0.7670    0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0101   -1.9725    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3605   -2.0289    0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0380   -0.8468    0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4088   -0.8935   -0.2007 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3590    0.3539    0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1029    1.6096   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585    2.7150    0.0107 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292    0.3477    0.2570 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8387    1.7252   -1.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7239    0.1085   -1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9483    1.3972    0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5503    1.2736    2.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130    1.9038    0.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758    2.4710    0.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6400   -1.6347    0.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6401   -0.4390    1.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941   -0.8060    2.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5610   -0.4568   -1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4624    0.9721   -0.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3413   -0.6067   -1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4151   -0.3313    1.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4944   -2.3395   -0.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4602   -2.8865    0.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8901   -2.9570    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9173   -1.7592   -0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8960    1.7209    0.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6290    1.5977   -1.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7360    3.4475    0.4911 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  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 14 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
 11 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
M  END

1291
  Mrv0541 02231215222D          

 17 17  0  0  1  0            999 V2000
    4.5080   -1.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    1.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -1.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.5404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.5404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2 16  1  0  0  0  0
  3 17  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5 12  2  0  0  0  0
  5 14  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  1  0  0  0  0
 13 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015407

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)NCC(O)C1=NC(CO)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H20N2O3/c1-12(2,3)13-6-11(17)8-4-5-10(16)9(7-15)14-8/h4-5,11,13,15-17H,6-7H2,1-3H3

> <INCHI_KEY>
VQDBNKDJNJQRDG-UHFFFAOYSA-N

> <FORMULA>
C12H20N2O3

> <MOLECULAR_WEIGHT>
240.2988

> <EXACT_MASS>
240.147392516

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
26.305948951201714

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)pyridin-3-ol

> <ALOGPS_LOGP>
0.38

> <JCHEM_LOGP>
-0.6583083456394601

> <ALOGPS_LOGS>
-1.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.49198886655686

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.786121278063614

> <JCHEM_PKA_STRONGEST_BASIC>
9.592459278959815

> <JCHEM_POLAR_SURFACE_AREA>
85.61

> <JCHEM_REFRACTIVITY>
64.74470000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pirbuterol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015407
     RDKit          3D
Pirbuterol
 37 37  0  0  0  0  0  0  0  0999 V2000
   -4.2326    0.9498   -0.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0330    0.4003    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5091    1.5692    1.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6059   -0.6794    1.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1816   -0.2105   -0.6726 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857   -0.0695   -0.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1862   -0.7663    0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5649   -2.1122    0.4683 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3018   -0.7670    0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0101   -1.9725    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3605   -2.0289    0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0380   -0.8468    0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4088   -0.8935   -0.2007 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3590    0.3539    0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1029    1.6096   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585    2.7150    0.0107 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292    0.3477    0.2570 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8387    1.7252   -1.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7239    0.1085   -1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9483    1.3972    0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5503    1.2736    2.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130    1.9038    0.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758    2.4710    0.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6400   -1.6347    0.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6401   -0.4390    1.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941   -0.8060    2.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5610   -0.4568   -1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4624    0.9721   -0.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3413   -0.6067   -1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4151   -0.3313    1.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4944   -2.3395   -0.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4602   -2.8865    0.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8901   -2.9570    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9173   -1.7592   -0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8960    1.7209    0.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6290    1.5977   -1.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7360    3.4475    0.4911 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  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 14 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
 11 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1291                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       8.415  -2.549   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      13.750   2.071   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      13.750  -2.549   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       5.748  -1.009   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      11.082  -1.009   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       4.414  -0.239   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081  -0.239   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.415  -1.009   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.080   0.531   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.644  -1.572   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.184   1.095   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.748  -0.239   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.748   1.301   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.416  -0.239   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.082   2.071   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.416   1.301   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.750  -1.009   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4    6    7                                                       
CONECT    5   12   14                                                       
CONECT    6    4    9   10   11                                             
CONECT    7    4    8                                                       
CONECT    8    1    7   12                                                  
CONECT    9    6                                                            
CONECT   10    6                                                            
CONECT   11    6                                                            
CONECT   12    5    8   13                                                  
CONECT   13   12   15                                                       
CONECT   14    5   16   17                                                  
CONECT   15   13   16                                                       
CONECT   16    2   14   15                                                  
CONECT   17    3   14                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0015407
HETATM    1  C1  UNL     1      -4.233   0.950  -0.552  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.033   0.400   0.238  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.509   1.569   1.020  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.606  -0.679   1.147  1.00  0.00           C  
HETATM    5  N1  UNL     1      -2.182  -0.210  -0.673  1.00  0.00           N  
HETATM    6  C5  UNL     1      -0.786  -0.069  -0.589  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.186  -0.766   0.625  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.565  -2.112   0.468  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.302  -0.767   0.400  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.010  -1.973   0.339  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.361  -2.029   0.143  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.038  -0.847   0.002  1.00  0.00           C  
HETATM   13  O2  UNL     1       5.409  -0.894  -0.201  1.00  0.00           O  
HETATM   14  C11 UNL     1       3.359   0.354   0.062  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.103   1.610  -0.091  1.00  0.00           C  
HETATM   16  O3  UNL     1       3.259   2.715   0.011  1.00  0.00           O  
HETATM   17  N2  UNL     1       2.029   0.348   0.257  1.00  0.00           N  
HETATM   18  H1  UNL     1      -3.839   1.725  -1.237  1.00  0.00           H  
HETATM   19  H2  UNL     1      -4.724   0.108  -1.103  1.00  0.00           H  
HETATM   20  H3  UNL     1      -4.948   1.397   0.155  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.550   1.274   2.100  1.00  0.00           H  
HETATM   22  H5  UNL     1      -1.513   1.904   0.760  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.176   2.471   0.973  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.640  -1.635   0.578  1.00  0.00           H  
HETATM   25  H8  UNL     1      -4.640  -0.439   1.443  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.994  -0.806   2.061  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.561  -0.457  -1.608  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.462   0.972  -0.701  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.341  -0.607  -1.484  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.415  -0.331   1.575  1.00  0.00           H  
HETATM   31  H14 UNL     1      -0.494  -2.339  -0.476  1.00  0.00           H  
HETATM   32  H15 UNL     1       1.460  -2.886   0.445  1.00  0.00           H  
HETATM   33  H16 UNL     1       3.890  -2.957   0.091  1.00  0.00           H  
HETATM   34  H17 UNL     1       5.917  -1.759  -0.246  1.00  0.00           H  
HETATM   35  H18 UNL     1       4.896   1.721   0.685  1.00  0.00           H  
HETATM   36  H19 UNL     1       4.629   1.598  -1.080  1.00  0.00           H  
HETATM   37  H20 UNL     1       3.736   3.448   0.491  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   12   33
CONECT   12   13   14
CONECT   13   34
CONECT   14   15   17   17
CONECT   15   16   35   36
CONECT   16   37
END

HMDB0015407
     RDKit          3D
Pirbuterol
 37 37  0  0  0  0  0  0  0  0999 V2000
   -4.2326    0.9498   -0.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0330    0.4003    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5091    1.5692    1.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6059   -0.6794    1.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1816   -0.2105   -0.6726 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857   -0.0695   -0.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1862   -0.7663    0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5649   -2.1122    0.4683 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3018   -0.7670    0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0101   -1.9725    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3605   -2.0289    0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0380   -0.8468    0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4088   -0.8935   -0.2007 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3590    0.3539    0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1029    1.6096   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585    2.7150    0.0107 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292    0.3477    0.2570 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8387    1.7252   -1.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7239    0.1085   -1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9483    1.3972    0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5503    1.2736    2.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130    1.9038    0.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758    2.4710    0.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6400   -1.6347    0.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6401   -0.4390    1.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941   -0.8060    2.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5610   -0.4568   -1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4624    0.9721   -0.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3413   -0.6067   -1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4151   -0.3313    1.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4944   -2.3395   -0.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4602   -2.8865    0.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8901   -2.9570    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9173   -1.7592   -0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8960    1.7209    0.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6290    1.5977   -1.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7360    3.4475    0.4911 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  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 14 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
 11 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3m Brand OF pirbuterol acetate	HMDB
2-Hydroxymethyl-3-hydroxy-6-(1-hydroxy-2-tert-butylamino ethyl)pyridine, dihydrochloride	HMDB
Pyrbuterol	HMDB
Maxair	HMDB
Pirbuterol acetate salt	HMDB
Pirbuterol sulfate	HMDB
Pirbuterol acetate	HMDB
Pirbuterol dihydrochloride	HMDB

Chemical Formula

C₁₂H₂₀N₂O₃

Average Molecular Weight

240.2988

Monoisotopic Molecular Weight

240.147392516

IUPAC Name

6-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)pyridin-3-ol

Traditional Name

pirbuterol

CAS Registry Number

38677-81-5

SMILES

CC(C)(C)NCC(O)C1=NC(CO)=C(O)C=C1

InChI Identifier

InChI=1S/C12H20N2O3/c1-12(2,3)13-6-11(17)8-4-5-10(16)9(7-15)14-8/h4-5,11,13,15-17H,6-7H2,1-3H3

InChI Key

VQDBNKDJNJQRDG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxypyridines. These are organic compounds containing a pyridine ring substituted at one or more positions by a hydroxyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Hydroxypyridines

Direct Parent

Hydroxypyridines

Alternative Parents

Substituents

Aralkylamine
Hydroxypyridine
Heteroaromatic compound
1,2-aminoalcohol
Secondary alcohol
Secondary aliphatic amine
Secondary amine
Azacycle
Aromatic alcohol
Alcohol
Organic oxygen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Amine
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyridines (CHEBI:8245 )

Ontology

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	6.22 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.22 g/L	ALOGPS
logP	0.38	ALOGPS
logP	-0.66	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	8.79	ChemAxon
pKa (Strongest Basic)	9.59	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	85.61 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	64.74 m³·mol⁻¹	ChemAxon
Polarizability	26.31 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	155.806	31661259
DarkChem	[M-H]-	155.893	31661259
DeepCCS	[M+H]+	164.23	30932474
DeepCCS	[M-H]-	161.872	30932474
DeepCCS	[M-2H]-	194.758	30932474
DeepCCS	[M+Na]+	170.323	30932474
AllCCS	[M+H]+	155.1	32859911
AllCCS	[M+H-H2O]+	151.4	32859911
AllCCS	[M+NH4]+	158.5	32859911
AllCCS	[M+Na]+	159.4	32859911
AllCCS	[M-H]-	158.5	32859911
AllCCS	[M+Na-2H]-	159.1	32859911
AllCCS	[M+HCOO]-	160.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.45 minutes	32390414
Predicted by Siyang on May 30, 2022	9.9491 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.17 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	324.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	428.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	229.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	68.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	154.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	42.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	285.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	252.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	733.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	574.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	41.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	770.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	156.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	183.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	502.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	680.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	242.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pirbuterol	CC(C)(C)NCC(O)C1=NC(CO)=C(O)C=C1	3041.7	Standard polar	33892256
Pirbuterol	CC(C)(C)NCC(O)C1=NC(CO)=C(O)C=C1	2039.9	Standard non polar	33892256
Pirbuterol	CC(C)(C)NCC(O)C1=NC(CO)=C(O)C=C1	2046.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pirbuterol,1TMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C)C1=CC=C(O)C(CO)=N1	2072.9	Semi standard non polar	33892256
Pirbuterol,1TMS,isomer #2	CC(C)(C)NCC(O)C1=CC=C(O)C(CO[Si](C)(C)C)=N1	2123.2	Semi standard non polar	33892256
Pirbuterol,1TMS,isomer #3	CC(C)(C)NCC(O)C1=CC=C(O[Si](C)(C)C)C(CO)=N1	2033.9	Semi standard non polar	33892256
Pirbuterol,1TMS,isomer #4	CC(C)(C)N(CC(O)C1=CC=C(O)C(CO)=N1)[Si](C)(C)C	2243.7	Semi standard non polar	33892256
Pirbuterol,2TMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(CO)=N1	1924.7	Semi standard non polar	33892256
Pirbuterol,2TMS,isomer #2	CC(C)(C)NCC(O[Si](C)(C)C)C1=CC=C(O)C(CO[Si](C)(C)C)=N1	2041.8	Semi standard non polar	33892256
Pirbuterol,2TMS,isomer #3	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC=C(O)C(CO)=N1)[Si](C)(C)C	2260.5	Semi standard non polar	33892256
Pirbuterol,2TMS,isomer #4	CC(C)(C)NCC(O)C1=CC=C(O[Si](C)(C)C)C(CO[Si](C)(C)C)=N1	2028.3	Semi standard non polar	33892256
Pirbuterol,2TMS,isomer #5	CC(C)(C)N(CC(O)C1=CC=C(O)C(CO[Si](C)(C)C)=N1)[Si](C)(C)C	2279.1	Semi standard non polar	33892256
Pirbuterol,2TMS,isomer #6	CC(C)(C)N(CC(O)C1=CC=C(O[Si](C)(C)C)C(CO)=N1)[Si](C)(C)C	2201.6	Semi standard non polar	33892256
Pirbuterol,3TMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(CO[Si](C)(C)C)=N1	1961.0	Semi standard non polar	33892256
Pirbuterol,3TMS,isomer #2	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(CO)=N1)[Si](C)(C)C	2212.2	Semi standard non polar	33892256
Pirbuterol,3TMS,isomer #3	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC=C(O)C(CO[Si](C)(C)C)=N1)[Si](C)(C)C	2280.1	Semi standard non polar	33892256
Pirbuterol,3TMS,isomer #4	CC(C)(C)N(CC(O)C1=CC=C(O[Si](C)(C)C)C(CO[Si](C)(C)C)=N1)[Si](C)(C)C	2255.5	Semi standard non polar	33892256
Pirbuterol,4TMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(CO[Si](C)(C)C)=N1)[Si](C)(C)C	2295.2	Semi standard non polar	33892256
Pirbuterol,4TMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(CO[Si](C)(C)C)=N1)[Si](C)(C)C	2269.6	Standard non polar	33892256
Pirbuterol,4TMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(CO[Si](C)(C)C)=N1)[Si](C)(C)C	2270.8	Standard polar	33892256
Pirbuterol,1TBDMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(CO)=N1	2300.9	Semi standard non polar	33892256
Pirbuterol,1TBDMS,isomer #2	CC(C)(C)NCC(O)C1=CC=C(O)C(CO[Si](C)(C)C(C)(C)C)=N1	2322.9	Semi standard non polar	33892256
Pirbuterol,1TBDMS,isomer #3	CC(C)(C)NCC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(CO)=N1	2267.2	Semi standard non polar	33892256
Pirbuterol,1TBDMS,isomer #4	CC(C)(C)N(CC(O)C1=CC=C(O)C(CO)=N1)[Si](C)(C)C(C)(C)C	2484.2	Semi standard non polar	33892256
Pirbuterol,2TBDMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(CO)=N1	2409.8	Semi standard non polar	33892256
Pirbuterol,2TBDMS,isomer #2	CC(C)(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(CO[Si](C)(C)C(C)(C)C)=N1	2493.6	Semi standard non polar	33892256
Pirbuterol,2TBDMS,isomer #3	CC(C)(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(CO)=N1)[Si](C)(C)C(C)(C)C	2738.9	Semi standard non polar	33892256
Pirbuterol,2TBDMS,isomer #4	CC(C)(C)NCC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)=N1	2516.7	Semi standard non polar	33892256
Pirbuterol,2TBDMS,isomer #5	CC(C)(C)N(CC(O)C1=CC=C(O)C(CO[Si](C)(C)C(C)(C)C)=N1)[Si](C)(C)C(C)(C)C	2754.2	Semi standard non polar	33892256
Pirbuterol,2TBDMS,isomer #6	CC(C)(C)N(CC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(CO)=N1)[Si](C)(C)C(C)(C)C	2699.5	Semi standard non polar	33892256
Pirbuterol,3TBDMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)=N1	2664.9	Semi standard non polar	33892256
Pirbuterol,3TBDMS,isomer #2	CC(C)(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(CO)=N1)[Si](C)(C)C(C)(C)C	2929.4	Semi standard non polar	33892256
Pirbuterol,3TBDMS,isomer #3	CC(C)(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(CO[Si](C)(C)C(C)(C)C)=N1)[Si](C)(C)C(C)(C)C	2969.8	Semi standard non polar	33892256
Pirbuterol,3TBDMS,isomer #4	CC(C)(C)N(CC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)=N1)[Si](C)(C)C(C)(C)C	2980.9	Semi standard non polar	33892256
Pirbuterol,4TBDMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)=N1)[Si](C)(C)C(C)(C)C	3167.5	Semi standard non polar	33892256
Pirbuterol,4TBDMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)=N1)[Si](C)(C)C(C)(C)C	2992.3	Standard non polar	33892256
Pirbuterol,4TBDMS,isomer #1	CC(C)(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)=N1)[Si](C)(C)C(C)(C)C	2680.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pirbuterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zn9-8930000000-28ba1967222e8cc4819f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirbuterol GC-MS (3 TMS) - 70eV, Positive	splash10-059w-6596400000-849ea0d48532e8377ab9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirbuterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirbuterol 10V, Positive-QTOF	splash10-00dl-0290000000-ab8a2373770f64a2230e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirbuterol 20V, Positive-QTOF	splash10-01bi-2960000000-9d3af801ef3d4675039c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirbuterol 40V, Positive-QTOF	splash10-05g0-9610000000-ea7d70a1ef526d598c8f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirbuterol 10V, Negative-QTOF	splash10-000i-1190000000-3b6cc63af98c032e2be4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirbuterol 20V, Negative-QTOF	splash10-00dr-6690000000-9c6bc55993f92e172353	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirbuterol 40V, Negative-QTOF	splash10-00dl-9500000000-9deb72d565449648c680	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirbuterol 10V, Positive-QTOF	splash10-0006-0290000000-ecd2bf5f75b39e8ea88e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirbuterol 20V, Positive-QTOF	splash10-066s-3910000000-9acc70057d44ac07022e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirbuterol 40V, Positive-QTOF	splash10-0a4i-9300000000-eea2f5657e650edf7f06	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirbuterol 10V, Negative-QTOF	splash10-0079-0090000000-912089ed17b08382a2fa	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirbuterol 20V, Negative-QTOF	splash10-000i-0590000000-cdc26d7f311524f56d9c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirbuterol 40V, Negative-QTOF	splash10-0006-8900000000-917c7ae7f45779331092	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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 DB01291	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01291	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01291

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4679

KEGG Compound ID

C07807

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pirbuterol

METLIN ID

Not Available

PubChem Compound

4845

PDB ID

Not Available

ChEBI ID

724172

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

van Zwieten PA: Receptor-mediated inotropic drugs. Eur Heart J. 1988 Jun;9 Suppl H:85-90. [PubMed:2901958 ]
Kenakin TP, Beek D: Relative efficacy of prenalterol and pirbuterol for beta-1 adrenoceptors: measurement of agonist affinity by alteration of receptor number. J Pharmacol Exp Ther. 1984 May;229(2):340-5. [PubMed:6143816 ]

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

Carie AE, Sebti SM: A chemical biology approach identifies a beta-2 adrenergic receptor agonist that causes human tumor regression by blocking the Raf-1/Mek-1/Erk1/2 pathway. Oncogene. 2007 May 31;26(26):3777-88. Epub 2007 Jan 29. [PubMed:17260025 ]
Leier CV, Nelson S, Huss P, Bianchine JR, Olukotun AY, Taylor CR, Salzburg DS: Intravenous pirbuterol. Clin Pharmacol Ther. 1982 Jan;31(1):89-94. [PubMed:7053311 ]
Hamdad N, Ming Z, Parent R, Lavallee M: Beta 2-adrenergic dilation of conductance coronary arteries involves flow-dependent NO formation in conscious dogs. Am J Physiol. 1996 Nov;271(5 Pt 2):H1926-37. [PubMed:8945911 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Pirbuterol (HMDB0015407)

MOL for HMDB0015407 (Pirbuterol)

3D MOL for HMDB0015407 (Pirbuterol)

3D SDF for HMDB0015407 (Pirbuterol)

3D-SDF for HMDB0015407 (Pirbuterol)

PDB for HMDB0015407 (Pirbuterol)

3D PDB for HMDB0015407 (Pirbuterol)

SMILES for HMDB0015407 (Pirbuterol)

INCHI for HMDB0015407 (Pirbuterol)

Structure for HMDB0015407 (Pirbuterol)

3D Structure for HMDB0015407 (Pirbuterol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References