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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2021-09-14 15:47:32 UTC

HMDB ID

HMDB0015009

Secondary Accession Numbers

HMDB15009

Metabolite Identification

Common Name

Terbutaline

Description

Terbutaline is only found in individuals that have used or taken this drug. It is a selective beta-2 adrenergic agonist used as a bronchodilator and tocolytic. [PubChem]The pharmacologic effects of terbutaline are at least in part attributable to stimulation through beta-adrenergic receptors of intracellular adenyl cyclase, the enzyme that catalyzes the conversion of adenosine triphosphate (ATP) to cyclic- 3',5'- 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

HMDB0246738
     RDKit          3D
5-[(1R)-2-(Tert-butylamino)-1-hydroxyethyl]benzene-1,3-diol
 35 35  0  0  0  0  0  0  0  0999 V2000
   -2.7709    0.6081   -1.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7781   -0.2164   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0917   -1.0424   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0247    0.7882    1.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7624   -1.0985    0.2479 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4432   -0.8567    0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068   -0.2976   -0.5192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0610    0.9616   -0.8834 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8226   -0.1135   -0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6050    0.7010   -0.9395 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9239    0.9344   -0.6860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6428    1.7785   -1.5452 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5209    0.3318    0.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7648   -0.4908    1.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4071   -1.0703    2.3122 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4290   -0.7013    0.9343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751    1.6900   -1.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2324    0.1518   -2.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8513    0.6246   -1.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4198   -1.2201    0.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9455   -1.9340   -0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8511   -0.3632   -0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0881    1.0877    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4336    1.7022    0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7912    0.2891    2.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488   -2.0825    0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3147   -0.1986    1.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0587   -1.8220    0.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4134   -0.9942   -1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3696    1.6420   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1556    1.1899   -1.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6517    2.7783   -1.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5758    0.5379    0.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8521   -1.9570    2.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8840   -1.3381    1.5836 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
 14 15  1  0
 14 16  2  0
 16  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
M  END

871
  Mrv0541 02231215042D          

 16 16  0  0  1  0            999 V2000
    2.3645    0.7235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.1640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.1640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.5486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0955    2.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9205    1.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2 14  1  0  0  0  0
  3 15  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 12 15  1  0  0  0  0
 13 14  2  0  0  0  0
 14 16  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015009

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H19NO3/c1-12(2,3)13-7-11(16)8-4-9(14)6-10(15)5-8/h4-6,11,13-16H,7H2,1-3H3

> <INCHI_KEY>
XWTYSIMOBUGWOL-UHFFFAOYSA-N

> <FORMULA>
C12H19NO3

> <MOLECULAR_WEIGHT>
225.2842

> <EXACT_MASS>
225.136493479

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
24.77512823092836

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,3-diol

> <ALOGPS_LOGP>
0.55

> <JCHEM_LOGP>
0.44103740448867645

> <ALOGPS_LOGS>
-1.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.643105324934302

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.858719391629993

> <JCHEM_PKA_STRONGEST_BASIC>
9.757120586219695

> <JCHEM_POLAR_SURFACE_AREA>
72.72

> <JCHEM_REFRACTIVITY>
63.03590000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.84e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
terbutaline

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246738
     RDKit          3D
5-[(1R)-2-(Tert-butylamino)-1-hydroxyethyl]benzene-1,3-diol
 35 35  0  0  0  0  0  0  0  0999 V2000
   -2.7709    0.6081   -1.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7781   -0.2164   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0917   -1.0424   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0247    0.7882    1.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7624   -1.0985    0.2479 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4432   -0.8567    0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068   -0.2976   -0.5192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0610    0.9616   -0.8834 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8226   -0.1135   -0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6050    0.7010   -0.9395 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9239    0.9344   -0.6860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6428    1.7785   -1.5452 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5209    0.3318    0.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7648   -0.4908    1.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4071   -1.0703    2.3122 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4290   -0.7013    0.9343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751    1.6900   -1.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2324    0.1518   -2.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8513    0.6246   -1.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4198   -1.2201    0.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9455   -1.9340   -0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8511   -0.3632   -0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0881    1.0877    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4336    1.7022    0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7912    0.2891    2.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488   -2.0825    0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3147   -0.1986    1.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0587   -1.8220    0.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4134   -0.9942   -1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3696    1.6420   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1556    1.1899   -1.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6517    2.7783   -1.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5758    0.5379    0.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8521   -1.9570    2.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8840   -1.3381    1.5836 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
 14 15  1  0
 14 16  2  0
 16  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 871                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       4.414   1.351   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.080  -4.039   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       8.415  -4.039   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       7.081   2.891   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       8.415   3.661   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.081   1.351   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.748   0.581   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.748   4.431   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.645   4.994   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.185   2.327   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.748  -0.959   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.081  -1.729   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414  -1.729   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414  -3.269   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.081  -3.269   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.748  -4.039   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4    5    6                                                       
CONECT    5    4    8    9   10                                             
CONECT    6    4    7                                                       
CONECT    7    1    6   11                                                  
CONECT    8    5                                                            
CONECT    9    5                                                            
CONECT   10    5                                                            
CONECT   11    7   12   13                                                  
CONECT   12   11   15                                                       
CONECT   13   11   14                                                       
CONECT   14    2   13   16                                                  
CONECT   15    3   12   16                                                  
CONECT   16   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0015009
HETATM    1  C1  UNL     1      -2.921  -1.189   0.922  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.751   0.088   0.112  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.536   1.229   1.041  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.164   0.321  -0.485  1.00  0.00           C  
HETATM    5  N1  UNL     1      -1.858  -0.054  -0.974  1.00  0.00           N  
HETATM    6  C5  UNL     1      -0.511  -0.383  -0.727  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.342   0.649  -0.070  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.414   1.833  -0.813  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.764   0.159  -0.021  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.526   0.101  -1.153  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.847  -0.340  -1.131  1.00  0.00           C  
HETATM   12  O2  UNL     1       4.643  -0.411  -2.255  1.00  0.00           O  
HETATM   13  C10 UNL     1       4.371  -0.720   0.080  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.614  -0.671   1.254  1.00  0.00           C  
HETATM   15  O3  UNL     1       4.159  -1.060   2.476  1.00  0.00           O  
HETATM   16  C12 UNL     1       2.302  -0.224   1.182  1.00  0.00           C  
HETATM   17  H1  UNL     1      -2.891  -2.089   0.287  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.894  -1.095   1.448  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.136  -1.207   1.715  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.520   1.685   1.387  1.00  0.00           H  
HETATM   21  H5  UNL     1      -2.086   0.903   2.025  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.990   2.093   0.625  1.00  0.00           H  
HETATM   23  H7  UNL     1      -4.302  -0.323  -1.357  1.00  0.00           H  
HETATM   24  H8  UNL     1      -4.133   1.370  -0.851  1.00  0.00           H  
HETATM   25  H9  UNL     1      -4.933   0.272   0.285  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.258  -0.718  -1.672  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.369  -1.332  -0.156  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.007  -0.613  -1.717  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.004   0.859   0.939  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.217   1.652  -1.768  1.00  0.00           H  
HETATM   31  H15 UNL     1       2.134   0.395  -2.113  1.00  0.00           H  
HETATM   32  H16 UNL     1       5.196   0.402  -2.501  1.00  0.00           H  
HETATM   33  H17 UNL     1       5.377  -1.068   0.171  1.00  0.00           H  
HETATM   34  H18 UNL     1       4.612  -0.320   3.002  1.00  0.00           H  
HETATM   35  H19 UNL     1       1.738  -0.195   2.096  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4    5
CONECT    3   20   21   22
CONECT    4   23   24   25
CONECT    5    6   26
CONECT    6    7   27   28
CONECT    7    8    9   29
CONECT    8   30
CONECT    9   10   10   16
CONECT   10   11   31
CONECT   11   12   13   13
CONECT   12   32
CONECT   13   14   33
CONECT   14   15   16   16
CONECT   15   34
CONECT   16   35
END

HMDB0246738
     RDKit          3D
5-[(1R)-2-(Tert-butylamino)-1-hydroxyethyl]benzene-1,3-diol
 35 35  0  0  0  0  0  0  0  0999 V2000
   -2.7709    0.6081   -1.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7781   -0.2164   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0917   -1.0424   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0247    0.7882    1.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7624   -1.0985    0.2479 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4432   -0.8567    0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068   -0.2976   -0.5192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0610    0.9616   -0.8834 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8226   -0.1135   -0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6050    0.7010   -0.9395 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9239    0.9344   -0.6860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6428    1.7785   -1.5452 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5209    0.3318    0.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7648   -0.4908    1.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4071   -1.0703    2.3122 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4290   -0.7013    0.9343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751    1.6900   -1.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2324    0.1518   -2.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8513    0.6246   -1.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4198   -1.2201    0.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9455   -1.9340   -0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8511   -0.3632   -0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0881    1.0877    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4336    1.7022    0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7912    0.2891    2.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488   -2.0825    0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3147   -0.1986    1.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0587   -1.8220    0.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4134   -0.9942   -1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3696    1.6420   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1556    1.1899   -1.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6517    2.7783   -1.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5758    0.5379    0.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8521   -1.9570    2.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8840   -1.3381    1.5836 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
 14 15  1  0
 14 16  2  0
 16  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Terbutalina	ChEBI
Terbutalinum	ChEBI
Asthmasian	Kegg
Terbutalin	HMDB
Terbutaline sulfate	HMDB
Alpharma brand OF terbutaline sulfate	HMDB
Asthmoprotect	HMDB
AstraZeneca brand OF terbutaline sulfate	HMDB
Butalitab	HMDB
Kendrick brand OF terbutaline sulfate	HMDB
Terbul	HMDB
Terbutalin stada	HMDB
CT-Arzneimittel brand OF terbutaline sulfate	HMDB
AstraZeneca brand OF terbutaline	HMDB
Brethaire	HMDB
Brethine	HMDB
Hexal brand OF terbutaline sulfate	HMDB
Hoechst brand OF terbutaline sulfate	HMDB
Lagap brand OF terbutaline sulfate	HMDB
Lindopharm brand OF terbutaline sulfate	HMDB
Monovent	HMDB
Novartis brand OF terbutaline sulfate	HMDB
Stadapharm brand OF terbutaline sulfate	HMDB
Terbutalin al	HMDB
Terbutalin ratiopharm	HMDB
Terbutalin-ratiopharm	HMDB
Terbutaline astrazeneca brand	HMDB
CT Arzneimittel brand OF terbutaline sulfate	HMDB
Azupharma brand OF terbutaline sulfate	HMDB
Bricanyl	HMDB
Bricanyl sa	HMDB
Butaliret	HMDB
Contimit	HMDB
Dermapharm brand OF terbutaline sulfate	HMDB
Tedipulmo	HMDB
Terbasmin	HMDB
Pharma-stern brand OF terbutaline sulfate	HMDB
Ratiopharm brand OF terbutaline sulfate	HMDB
Terbutalin von CT	HMDB
Aliud brand OF terbutaline sulfate	HMDB
Arubendol	HMDB
Estedi brand OF terbutaline sulfate	HMDB
Fatol brand OF terbutaline sulfate	HMDB
Taziken	HMDB
Terbuturmant	HMDB

Chemical Formula

C₁₂H₁₉NO₃

Average Molecular Weight

225.2842

Monoisotopic Molecular Weight

225.136493479

IUPAC Name

5-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,3-diol

Traditional Name

terbutaline

CAS Registry Number

23031-25-6

SMILES

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

InChI Identifier

InChI=1S/C12H19NO3/c1-12(2,3)13-7-11(16)8-4-9(14)6-10(15)5-8/h4-6,11,13-16H,7H2,1-3H3

InChI Key

XWTYSIMOBUGWOL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Monocyclic benzene moiety
1,2-aminoalcohol
Secondary alcohol
Secondary amine
Secondary aliphatic amine
Aromatic alcohol
Alcohol
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Organopnictogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenylethanolamines (CHEBI:9449 )
resorcinols (CHEBI:9449 )

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

Cytoplasm (HMDB: HMDB0015009)
Membrane (HMDB: HMDB0015009)

Source

Exogenous

Exogenous (HMDB: HMDB0015009)

Endogenous

Endogenous (HMDB: HMDB0015009)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	119 - 122 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	5.84 g/L	Not Available
LogP	1.4	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	154.9	30932474
[M+H]+	Not Available	153.916	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000825

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.84 g/L	ALOGPS
logP	0.55	ALOGPS
logP	0.44	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	8.86	ChemAxon
pKa (Strongest Basic)	9.76	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	72.72 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	63.04 m³·mol⁻¹	ChemAxon
Polarizability	24.78 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	151.952	31661259
DarkChem	[M-H]-	149.341	31661259
DeepCCS	[M+H]+	153.868	30932474
DeepCCS	[M-H]-	151.51	30932474
DeepCCS	[M-2H]-	184.602	30932474
DeepCCS	[M+Na]+	159.961	30932474
AllCCS	[M+H]+	151.5	32859911
AllCCS	[M+H-H2O]+	147.8	32859911
AllCCS	[M+NH4]+	154.9	32859911
AllCCS	[M+Na]+	155.9	32859911
AllCCS	[M-H]-	154.1	32859911
AllCCS	[M+Na-2H]-	154.8	32859911
AllCCS	[M+HCOO]-	155.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Terbutaline	CC(C)(C)NCC(O)C1=CC(O)=CC(O)=C1	3374.9	Standard polar	33892256
Terbutaline	CC(C)(C)NCC(O)C1=CC(O)=CC(O)=C1	1946.6	Standard non polar	33892256
Terbutaline	CC(C)(C)NCC(O)C1=CC(O)=CC(O)=C1	2121.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Terbutaline,1TMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C)C1=CC(O)=CC(O)=C1	2062.1	Semi standard non polar	33892256
Terbutaline,1TMS,isomer #2	CC(C)(C)NCC(O)C1=CC(O)=CC(O[Si](C)(C)C)=C1	2056.3	Semi standard non polar	33892256
Terbutaline,1TMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(O)=CC(O)=C1)[Si](C)(C)C	2228.3	Semi standard non polar	33892256
Terbutaline,2TMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C)C1=CC(O)=CC(O[Si](C)(C)C)=C1	1959.3	Semi standard non polar	33892256
Terbutaline,2TMS,isomer #2	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC(O)=CC(O)=C1)[Si](C)(C)C	2246.6	Semi standard non polar	33892256
Terbutaline,2TMS,isomer #3	CC(C)(C)NCC(O)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1	1975.5	Semi standard non polar	33892256
Terbutaline,2TMS,isomer #4	CC(C)(C)N(CC(O)C1=CC(O)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C	2169.8	Semi standard non polar	33892256
Terbutaline,3TMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1	1876.8	Semi standard non polar	33892256
Terbutaline,3TMS,isomer #2	CC(C)(C)N(CC(O[Si](C)(C)C)C1=CC(O)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C	2180.7	Semi standard non polar	33892256
Terbutaline,3TMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)[Si](C)(C)C	2172.6	Semi standard non polar	33892256
Terbutaline,4TMS,isomer #1	CC(C)(C)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	2206.4	Semi standard non polar	33892256
Terbutaline,4TMS,isomer #1	CC(C)(C)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	2163.9	Standard non polar	33892256
Terbutaline,4TMS,isomer #1	CC(C)(C)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	2018.9	Standard polar	33892256
Terbutaline,1TBDMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(O)=C1	2318.1	Semi standard non polar	33892256
Terbutaline,1TBDMS,isomer #2	CC(C)(C)NCC(O)C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1	2282.5	Semi standard non polar	33892256
Terbutaline,1TBDMS,isomer #3	CC(C)(C)N(CC(O)C1=CC(O)=CC(O)=C1)[Si](C)(C)C(C)(C)C	2471.6	Semi standard non polar	33892256
Terbutaline,2TBDMS,isomer #1	CC(C)(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1	2408.9	Semi standard non polar	33892256
Terbutaline,2TBDMS,isomer #2	CC(C)(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(O)=C1)[Si](C)(C)C(C)(C)C	2711.1	Semi standard non polar	33892256
Terbutaline,2TBDMS,isomer #3	CC(C)(C)NCC(O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1	2460.7	Semi standard non polar	33892256
Terbutaline,2TBDMS,isomer #4	CC(C)(C)N(CC(O)C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	2673.3	Semi standard non polar	33892256
Terbutaline,3TBDMS,isomer #1	CC(C)(C)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	2599.1	Semi standard non polar	33892256
Terbutaline,3TBDMS,isomer #2	CC(C)(C)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	2880.7	Semi standard non polar	33892256
Terbutaline,3TBDMS,isomer #3	CC(C)(C)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	2894.8	Semi standard non polar	33892256
Terbutaline,4TBDMS,isomer #1	CC(C)(C)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	3089.4	Semi standard non polar	33892256
Terbutaline,4TBDMS,isomer #1	CC(C)(C)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	2896.8	Standard non polar	33892256
Terbutaline,4TBDMS,isomer #1	CC(C)(C)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	2457.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9600000000-883d61ad257dffc64a5d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (3 TMS) - 70eV, Positive	splash10-0a4i-4009200000-9ae8a659f4d6ab038c42	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TBDMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutaline GC-MS (TBDMS_3_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 - Terbutaline LC-ESI-QTOF , positive-QTOF	splash10-004i-0290000000-8c26dbc913131cf49bc4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline LC-ESI-QTOF , positive-QTOF	splash10-0udi-0900000000-3148282c5452a80b16c3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline LC-ESI-QTOF , positive-QTOF	splash10-0udi-0900000000-9122151a6e70e6f2b536	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline LC-ESI-QQ , positive-QTOF	splash10-004i-0090000000-aab7f309385309d8884b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline LC-ESI-QQ , positive-QTOF	splash10-0udi-0920000000-1e85cd2bf4a0358c22d7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline LC-ESI-QQ , positive-QTOF	splash10-0udi-0900000000-82b70479a4e38921e06b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline LC-ESI-QQ , positive-QTOF	splash10-0a4i-2900000000-aff994ffd107ef3b6e71	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline LC-ESI-QQ , positive-QTOF	splash10-0a6r-7900000000-cfe77aa0133facea1c75	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline LC-ESI-IT , positive-QTOF	splash10-0udi-0900000000-1a0ccd393797b19105a0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline LC-ESI-QTOF , positive-QTOF	splash10-004i-0190000000-f9271bb736a512dbdbab	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline LC-ESI-QTOF , positive-QTOF	splash10-0udi-0900000000-a70c8697ca7633839444	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline LC-ESI-QTOF , positive-QTOF	splash10-0a6r-1900000000-4a9c0ddb9af4ce93b4ae	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline LC-ESI-QTOF , positive-QTOF	splash10-0a6r-6900000000-0cc68c4a50196d6ffab6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline LC-ESI-QTOF , positive-QTOF	splash10-004i-9400000000-e1cec349ffb2fcd3ebe2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline 30V, Positive-QTOF	splash10-0a6r-1900000000-66b082864419c2ddb9d5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline 20V, Positive-QTOF	splash10-0udi-0900000000-a70c8697ca7633839444	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline 40V, Positive-QTOF	splash10-0a6r-6900000000-0cc68c4a50196d6ffab6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline 50V, Positive-QTOF	splash10-004i-9400000000-e1cec349ffb2fcd3ebe2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutaline 30V, Positive-QTOF	splash10-0a6r-1900000000-4a9c0ddb9af4ce93b4ae	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terbutaline 10V, Positive-QTOF	splash10-0a6r-0290000000-9796f2ff21f424e4e05e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terbutaline 20V, Positive-QTOF	splash10-0zg0-1940000000-233ca9ad582e2ad95cd5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terbutaline 40V, Positive-QTOF	splash10-0k9i-5900000000-92f8d44ebccabc74764f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terbutaline 10V, Negative-QTOF	splash10-00di-1190000000-b64eabaa2feb653f341a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terbutaline 20V, Negative-QTOF	splash10-05fr-4490000000-0e761dccb9282646875d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terbutaline 40V, Negative-QTOF	splash10-0abi-9800000000-c64d63f8e4a1c43cef38	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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 DB00871	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00871	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00871

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5210

KEGG Compound ID

C07129

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Terbutaline

METLIN ID

Not Available

PubChem Compound

5403

PDB ID

Not Available

ChEBI ID

9449

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

Hochhaus G, Mollmann H: Pharmacokinetic/pharmacodynamic characteristics of the beta-2-agonists terbutaline, salbutamol and fenoterol. Int J Clin Pharmacol Ther Toxicol. 1992 Sep;30(9):342-62. [PubMed:1358833 ]
Haahtela T, Jarvinen M, Kava T, Kiviranta K, Koskinen S, Lehtonen K, Nikander K, Persson T, Reinikainen K, Selroos O, et al.: Comparison of a beta 2-agonist, terbutaline, with an inhaled corticosteroid, budesonide, in newly detected asthma. N Engl J Med. 1991 Aug 8;325(6):388-92. [PubMed:2062329 ]
Rhodes MC, Seidler FJ, Abdel-Rahman A, Tate CA, Nyska A, Rincavage HL, Slotkin TA: Terbutaline is a developmental neurotoxicant: effects on neuroproteins and morphology in cerebellum, hippocampus, and somatosensory cortex. J Pharmacol Exp Ther. 2004 Feb;308(2):529-37. Epub 2003 Nov 10. [PubMed:14610225 ]

Enzymes

Enzyme Details

1. Cholinesterase

General function:: Involved in carboxylesterase activity
Specific function:: Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
Gene Name:: BCHE
Uniprot ID:: P06276
Molecular weight:: 68417.575

References

Kovarik Z, Simeon-Rudolf V: Interaction of human butyrylcholinesterase variants with bambuterol and terbutaline. J Enzyme Inhib Med Chem. 2004 Apr;19(2):113-7. [PubMed:15449725 ]

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

Schafers RF, Piest U, von Birgelen C, Jakubetz J, Daul AE, Philipp T, Brodde OE: Disodium cromoglycate does not prevent terbutaline-induced desensitization of beta 2-adrenoceptor-mediated cardiovascular in vivo functions in human volunteers. J Cardiovasc Pharmacol. 1999 May;33(5):822-7. [PubMed:10226872 ]
Ramer-Quinn DS, Swanson MA, Lee WT, Sanders VM: Cytokine production by naive and primary effector CD4+ T cells exposed to norepinephrine. Brain Behav Immun. 2000 Dec;14(4):239-55. [PubMed:11120594 ]
Zetterlund A, Hjemdahl P, Larsson K: beta2-Adrenoceptor desensitization in human alveolar macrophages induced by inhaled terbutaline in vivo is not counteracted by budesonide. Clin Sci (Lond). 2001 Apr;100(4):451-7. [PubMed:11256987 ]
Nakamura A, Johns EJ, Imaizumi A, Yanagawa Y, Kohsaka T: Activation of beta(2)-adrenoceptor prevents shiga toxin 2-induced TNF-alpha gene transcription. J Am Soc Nephrol. 2001 Nov;12(11):2288-99. [PubMed:11675405 ]
Chong LK, Suvarna K, Chess-Williams R, Peachell PT: Desensitization of beta2-adrenoceptor-mediated responses by short-acting beta2-adrenoceptor agonists in human lung mast cells. Br J Pharmacol. 2003 Feb;138(3):512-20. [PubMed:12569076 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Riether C, Kavelaars A, Wirth T, Pacheco-Lopez G, Doenlen R, Willemen H, Heijnen CJ, Schedlowski M, Engler H: Stimulation of beta(2)-adrenergic receptors inhibits calcineurin activity in CD4(+) T cells via PKA-AKAP interaction. Brain Behav Immun. 2011 Jan;25(1):59-66. doi: 10.1016/j.bbi.2010.07.248. Epub 2010 Jul 30. [PubMed:20674738 ]
Cooperberg BA, Breckenridge SM, Arbelaez AM, Cryer PE: Terbutaline and the prevention of nocturnal hypoglycemia in type 1 diabetes. Diabetes Care. 2008 Dec;31(12):2271-2. doi: 10.2337/dc08-0520. Epub 2008 Sep 9. [PubMed:18782903 ]
Hochhaus G, Mollmann H: Pharmacokinetic/pharmacodynamic characteristics of the beta-2-agonists terbutaline, salbutamol and fenoterol. Int J Clin Pharmacol Ther Toxicol. 1992 Sep;30(9):342-62. [PubMed:1358833 ]
Haahtela T, Jarvinen M, Kava T, Kiviranta K, Koskinen S, Lehtonen K, Nikander K, Persson T, Reinikainen K, Selroos O, et al.: Comparison of a beta 2-agonist, terbutaline, with an inhaled corticosteroid, budesonide, in newly detected asthma. N Engl J Med. 1991 Aug 8;325(6):388-92. [PubMed:2062329 ]

Showing metabocard for Terbutaline (HMDB0015009)

MOL for HMDB0015009 (Terbutaline)

3D MOL for HMDB0015009 (Terbutaline)

3D SDF for HMDB0015009 (Terbutaline)

3D-SDF for HMDB0015009 (Terbutaline)

PDB for HMDB0015009 (Terbutaline)

3D PDB for HMDB0015009 (Terbutaline)

SMILES for HMDB0015009 (Terbutaline)

INCHI for HMDB0015009 (Terbutaline)

Structure for HMDB0015009 (Terbutaline)

3D Structure for HMDB0015009 (Terbutaline)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References