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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:35 UTC

HMDB ID

HMDB0014366

Secondary Accession Numbers

HMDB14366

Metabolite Identification

Common Name

Isoetharine

Description

Isoetharine, also known as etyprenalinum or bronkometer, belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. Isoetharine is a drug which is used for the treatment of asthma, wheezing, and chronic asthmatic bronchitis. It can be called the "granddaughter of adrenalin" in the line of β2 agonists that gave quick relief for bronchospasm and asthma. All of the early β2 agonist catecholamines used for bronchospasm had strong side effects, with increase in heart rate as the most common and most problematic. Isoetharine is a very strong basic compound (based on its pKa). Thus they see a continued specialty role in treatment of severe shortness of breath that does not improve in the first five minutes of salbutamol treatment. Orciprenaline in turn was replaced by salbutamol (albuterol). With isoetarine this effect tended to be transient and usually went away within a matter of minutes after the end of the treatment. Epinephrine (adrenalin) was the first of these, and next came isoprenaline (isoproterenol). It generally gave sharp relief of shortness of breath, starting within two to five minutes after the patient began breathing the nebulized mist.

Structure

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

HMDB0014366
     RDKit          3D
Isoetharine
 38 38  0  0  0  0  0  0  0  0999 V2000
   -1.4068    3.4319   -0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7597    2.0536    0.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6675    1.0653    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0641   -0.1948    0.8010 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9747   -1.0293    0.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4051   -0.5892    0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0215   -2.3141    1.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2134    0.9783   -0.8789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6352    2.1882   -1.3761 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435    0.1748   -0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5475    0.7175    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6873   -0.0116    0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7500   -1.3278   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785   -2.1050    0.1233 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6571   -1.9015   -0.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7107   -3.2262   -1.1207 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283   -1.1387   -0.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3426    4.0460   -0.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2631    3.5235   -1.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6399    3.9439    0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5500    1.7116   -0.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2949    2.1860    1.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0446    1.4554    1.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7817   -0.4634    1.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005   -1.4340   -0.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7589    0.0877    0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6576   -0.2890   -0.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0356   -1.5214    0.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7895   -2.9966    0.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3634   -1.9894    2.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0270   -2.7598    1.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2914    0.4464   -1.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7878    2.1283   -2.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4865    1.7691    0.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5482    0.4573    0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6859   -1.6898    0.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5207   -3.7747   -0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6706   -1.6087   -1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  3  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
M  END

221
  Mrv0541 02231214312D          

 17 17  0  0  1  0            999 V2000
    2.8075    0.9529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -1.9347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -2.7597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    1.7779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    0.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    0.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    3.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -1.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2 15  1  0  0  0  0
  3 17  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
  8 12  1  0  0  0  0
  9 13  2  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  2  0  0  0  0
 15 17  2  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014366

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(NC(C)C)C(O)C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H21NO3/c1-4-10(14-8(2)3)13(17)9-5-6-11(15)12(16)7-9/h5-8,10,13-17H,4H2,1-3H3

> <INCHI_KEY>
HUYWAWARQUIQLE-UHFFFAOYSA-N

> <FORMULA>
C13H21NO3

> <MOLECULAR_WEIGHT>
239.3107

> <EXACT_MASS>
239.152143543

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
26.386918103258996

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.63

> <JCHEM_LOGP>
1.0474800607789256

> <ALOGPS_LOGS>
-1.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.644229308321894

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.005785133925038

> <JCHEM_PKA_STRONGEST_BASIC>
9.011070484304096

> <JCHEM_POLAR_SURFACE_AREA>
72.72

> <JCHEM_REFRACTIVITY>
67.3405

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.18e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isoetharine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014366
     RDKit          3D
Isoetharine
 38 38  0  0  0  0  0  0  0  0999 V2000
   -1.4068    3.4319   -0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7597    2.0536    0.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6675    1.0653    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0641   -0.1948    0.8010 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9747   -1.0293    0.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4051   -0.5892    0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0215   -2.3141    1.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2134    0.9783   -0.8789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6352    2.1882   -1.3761 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435    0.1748   -0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5475    0.7175    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6873   -0.0116    0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7500   -1.3278   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785   -2.1050    0.1233 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6571   -1.9015   -0.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7107   -3.2262   -1.1207 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283   -1.1387   -0.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3426    4.0460   -0.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2631    3.5235   -1.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6399    3.9439    0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5500    1.7116   -0.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2949    2.1860    1.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0446    1.4554    1.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7817   -0.4634    1.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005   -1.4340   -0.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7589    0.0877    0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6576   -0.2890   -0.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0356   -1.5214    0.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7895   -2.9966    0.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3634   -1.9894    2.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0270   -2.7598    1.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2914    0.4464   -1.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7878    2.1283   -2.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4865    1.7691    0.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5482    0.4573    0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6859   -1.6898    0.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5207   -3.7747   -0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6706   -1.6087   -1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  3  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 221                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       5.241   1.779   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.907  -3.611   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       6.574  -5.151   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       7.908   3.319   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       7.908   1.779   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.574   1.009   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.242   1.009   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.242   4.089   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.574  -0.531   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.576   1.779   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.242   5.629   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.576   3.319   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.241  -1.301   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.908  -1.301   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.241  -2.841   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.908  -2.841   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.574  -3.611   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2   15                                                            
CONECT    3   17                                                            
CONECT    4    5    8                                                       
CONECT    5    4    6    7                                                  
CONECT    6    1    5    9                                                  
CONECT    7    5   10                                                       
CONECT    8    4   11   12                                                  
CONECT    9    6   13   14                                                  
CONECT   10    7                                                            
CONECT   11    8                                                            
CONECT   12    8                                                            
CONECT   13    9   15                                                       
CONECT   14    9   16                                                       
CONECT   15    2   13   17                                                  
CONECT   16   14   17                                                       
CONECT   17    3   15   16                                                  
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0014366
HETATM    1  C1  UNL     1      -1.407   3.432  -0.197  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.760   2.054   0.285  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.667   1.065   0.336  1.00  0.00           C  
HETATM    4  N1  UNL     1      -1.064  -0.195   0.801  1.00  0.00           N  
HETATM    5  C4  UNL     1      -1.975  -1.029   0.196  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.405  -0.589   0.053  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.021  -2.314   1.057  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.213   0.978  -0.879  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.635   2.188  -1.376  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.443   0.175  -0.612  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.547   0.718   0.013  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.687  -0.012   0.265  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.750  -1.328  -0.110  1.00  0.00           C  
HETATM   14  O2  UNL     1       4.878  -2.105   0.123  1.00  0.00           O  
HETATM   15  C12 UNL     1       2.657  -1.902  -0.740  1.00  0.00           C  
HETATM   16  O3  UNL     1       2.711  -3.226  -1.121  1.00  0.00           O  
HETATM   17  C13 UNL     1       1.528  -1.139  -0.977  1.00  0.00           C  
HETATM   18  H1  UNL     1      -2.343   4.046  -0.006  1.00  0.00           H  
HETATM   19  H2  UNL     1      -1.263   3.524  -1.276  1.00  0.00           H  
HETATM   20  H3  UNL     1      -0.640   3.944   0.418  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.550   1.712  -0.428  1.00  0.00           H  
HETATM   22  H5  UNL     1      -2.295   2.186   1.249  1.00  0.00           H  
HETATM   23  H6  UNL     1       0.045   1.455   1.140  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.782  -0.463   1.750  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.701  -1.434  -0.806  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.759   0.088   0.831  1.00  0.00           H  
HETATM   27  H10 UNL     1      -3.658  -0.289  -0.992  1.00  0.00           H  
HETATM   28  H11 UNL     1      -4.036  -1.521   0.189  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.789  -2.997   0.665  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.363  -1.989   2.060  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.027  -2.760   1.135  1.00  0.00           H  
HETATM   32  H15 UNL     1      -0.291   0.446  -1.712  1.00  0.00           H  
HETATM   33  H16 UNL     1       0.788   2.128  -2.355  1.00  0.00           H  
HETATM   34  H17 UNL     1       2.486   1.769   0.307  1.00  0.00           H  
HETATM   35  H18 UNL     1       4.548   0.457   0.766  1.00  0.00           H  
HETATM   36  H19 UNL     1       5.686  -1.690   0.586  1.00  0.00           H  
HETATM   37  H20 UNL     1       3.521  -3.775  -0.950  1.00  0.00           H  
HETATM   38  H21 UNL     1       0.671  -1.609  -1.476  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4    8   23
CONECT    4    5   24
CONECT    5    6    7   25
CONECT    6   26   27   28
CONECT    7   29   30   31
CONECT    8    9   10   32
CONECT    9   33
CONECT   10   11   11   17
CONECT   11   12   34
CONECT   12   13   13   35
CONECT   13   14   15
CONECT   14   36
CONECT   15   16   17   17
CONECT   16   37
CONECT   17   38
END

HMDB0014366
     RDKit          3D
Isoetharine
 38 38  0  0  0  0  0  0  0  0999 V2000
   -1.4068    3.4319   -0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7597    2.0536    0.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6675    1.0653    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0641   -0.1948    0.8010 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9747   -1.0293    0.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4051   -0.5892    0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0215   -2.3141    1.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2134    0.9783   -0.8789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6352    2.1882   -1.3761 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435    0.1748   -0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5475    0.7175    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6873   -0.0116    0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7500   -1.3278   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785   -2.1050    0.1233 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6571   -1.9015   -0.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7107   -3.2262   -1.1207 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283   -1.1387   -0.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3426    4.0460   -0.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2631    3.5235   -1.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6399    3.9439    0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5500    1.7116   -0.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2949    2.1860    1.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0446    1.4554    1.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7817   -0.4634    1.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005   -1.4340   -0.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7589    0.0877    0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6576   -0.2890   -0.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0356   -1.5214    0.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7895   -2.9966    0.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3634   -1.9894    2.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0270   -2.7598    1.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2914    0.4464   -1.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7878    2.1283   -2.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4865    1.7691    0.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5482    0.4573    0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6859   -1.6898    0.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5207   -3.7747   -0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6706   -1.6087   -1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  3  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Isoetarine	Kegg
Mesylate, isoetharine	HMDB
Etyprenalinum	HMDB
Isoetarin	HMDB
Isoetharine mesylate	HMDB
Bronkometer	HMDB

Chemical Formula

C₁₃H₂₁NO₃

Average Molecular Weight

239.3107

Monoisotopic Molecular Weight

239.152143543

IUPAC Name

4-{1-hydroxy-2-[(propan-2-yl)amino]butyl}benzene-1,2-diol

Traditional Name

isoetharine

CAS Registry Number

530-08-5

SMILES

CCC(NC(C)C)C(O)C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C13H21NO3/c1-4-10(14-8(2)3)13(17)9-5-6-11(15)12(16)7-9/h5-8,10,13-17H,4H2,1-3H3

InChI Key

HUYWAWARQUIQLE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Catechol
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
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Organopnictogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

catecholamine (CHEBI:6005 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014366)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	3.18 g/L	Not Available
LogP	2.2	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.18 g/L	ALOGPS
logP	0.63	ALOGPS
logP	1.05	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	10.01	ChemAxon
pKa (Strongest Basic)	9.01	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	5	ChemAxon
Refractivity	67.34 m³·mol⁻¹	ChemAxon
Polarizability	26.39 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]+	158.606	31661259
DarkChem	[M-H]-	155.371	31661259
DeepCCS	[M+H]+	162.107	30932474
DeepCCS	[M-H]-	159.749	30932474
DeepCCS	[M-2H]-	192.635	30932474
DeepCCS	[M+Na]+	168.2	30932474
AllCCS	[M+H]+	158.8	32859911
AllCCS	[M+H-H2O]+	155.2	32859911
AllCCS	[M+NH4]+	162.2	32859911
AllCCS	[M+Na]+	163.1	32859911
AllCCS	[M-H]-	159.4	32859911
AllCCS	[M+Na-2H]-	160.1	32859911
AllCCS	[M+HCOO]-	160.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isoetharine	CCC(NC(C)C)C(O)C1=CC(O)=C(O)C=C1	3422.8	Standard polar	33892256
Isoetharine	CCC(NC(C)C)C(O)C1=CC(O)=C(O)C=C1	1886.1	Standard non polar	33892256
Isoetharine	CCC(NC(C)C)C(O)C1=CC(O)=C(O)C=C1	2006.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isoetharine,1TMS,isomer #1	CCC(NC(C)C)C(O[Si](C)(C)C)C1=CC=C(O)C(O)=C1	1970.8	Semi standard non polar	33892256
Isoetharine,1TMS,isomer #2	CCC(NC(C)C)C(O)C1=CC=C(O)C(O[Si](C)(C)C)=C1	1973.2	Semi standard non polar	33892256
Isoetharine,1TMS,isomer #3	CCC(NC(C)C)C(O)C1=CC=C(O[Si](C)(C)C)C(O)=C1	1969.3	Semi standard non polar	33892256
Isoetharine,1TMS,isomer #4	CCC(C(O)C1=CC=C(O)C(O)=C1)N(C(C)C)[Si](C)(C)C	2193.5	Semi standard non polar	33892256
Isoetharine,2TMS,isomer #1	CCC(NC(C)C)C(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O)=C1	1899.0	Semi standard non polar	33892256
Isoetharine,2TMS,isomer #2	CCC(NC(C)C)C(O[Si](C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C)=C1	1898.8	Semi standard non polar	33892256
Isoetharine,2TMS,isomer #3	CCC(C(O[Si](C)(C)C)C1=CC=C(O)C(O)=C1)N(C(C)C)[Si](C)(C)C	2182.1	Semi standard non polar	33892256
Isoetharine,2TMS,isomer #4	CCC(NC(C)C)C(O)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2022.5	Semi standard non polar	33892256
Isoetharine,2TMS,isomer #5	CCC(C(O)C1=CC=C(O)C(O[Si](C)(C)C)=C1)N(C(C)C)[Si](C)(C)C	2121.2	Semi standard non polar	33892256
Isoetharine,2TMS,isomer #6	CCC(C(O)C1=CC=C(O[Si](C)(C)C)C(O)=C1)N(C(C)C)[Si](C)(C)C	2130.3	Semi standard non polar	33892256
Isoetharine,3TMS,isomer #1	CCC(NC(C)C)C(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	1968.2	Semi standard non polar	33892256
Isoetharine,3TMS,isomer #2	CCC(C(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O)=C1)N(C(C)C)[Si](C)(C)C	2178.2	Semi standard non polar	33892256
Isoetharine,3TMS,isomer #3	CCC(C(O[Si](C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C)=C1)N(C(C)C)[Si](C)(C)C	2174.3	Semi standard non polar	33892256
Isoetharine,3TMS,isomer #4	CCC(C(O)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)N(C(C)C)[Si](C)(C)C	2181.6	Semi standard non polar	33892256
Isoetharine,4TMS,isomer #1	CCC(C(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)N(C(C)C)[Si](C)(C)C	2254.2	Semi standard non polar	33892256
Isoetharine,4TMS,isomer #1	CCC(C(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)N(C(C)C)[Si](C)(C)C	2133.3	Standard non polar	33892256
Isoetharine,4TMS,isomer #1	CCC(C(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)N(C(C)C)[Si](C)(C)C	2156.6	Standard polar	33892256
Isoetharine,1TBDMS,isomer #1	CCC(NC(C)C)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O)=C1	2203.6	Semi standard non polar	33892256
Isoetharine,1TBDMS,isomer #2	CCC(NC(C)C)C(O)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	2229.9	Semi standard non polar	33892256
Isoetharine,1TBDMS,isomer #3	CCC(NC(C)C)C(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	2234.4	Semi standard non polar	33892256
Isoetharine,1TBDMS,isomer #4	CCC(C(O)C1=CC=C(O)C(O)=C1)N(C(C)C)[Si](C)(C)C(C)(C)C	2431.4	Semi standard non polar	33892256
Isoetharine,2TBDMS,isomer #1	CCC(NC(C)C)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	2397.5	Semi standard non polar	33892256
Isoetharine,2TBDMS,isomer #2	CCC(NC(C)C)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	2400.1	Semi standard non polar	33892256
Isoetharine,2TBDMS,isomer #3	CCC(C(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O)=C1)N(C(C)C)[Si](C)(C)C(C)(C)C	2654.2	Semi standard non polar	33892256
Isoetharine,2TBDMS,isomer #4	CCC(NC(C)C)C(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	2530.3	Semi standard non polar	33892256
Isoetharine,2TBDMS,isomer #5	CCC(C(O)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)N(C(C)C)[Si](C)(C)C(C)(C)C	2618.0	Semi standard non polar	33892256
Isoetharine,2TBDMS,isomer #6	CCC(C(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)N(C(C)C)[Si](C)(C)C(C)(C)C	2638.3	Semi standard non polar	33892256
Isoetharine,3TBDMS,isomer #1	CCC(NC(C)C)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	2644.5	Semi standard non polar	33892256
Isoetharine,3TBDMS,isomer #2	CCC(C(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)N(C(C)C)[Si](C)(C)C(C)(C)C	2823.3	Semi standard non polar	33892256
Isoetharine,3TBDMS,isomer #3	CCC(C(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)N(C(C)C)[Si](C)(C)C(C)(C)C	2813.4	Semi standard non polar	33892256
Isoetharine,3TBDMS,isomer #4	CCC(C(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)N(C(C)C)[Si](C)(C)C(C)(C)C	2882.9	Semi standard non polar	33892256
Isoetharine,4TBDMS,isomer #1	CCC(C(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)N(C(C)C)[Si](C)(C)C(C)(C)C	3053.7	Semi standard non polar	33892256
Isoetharine,4TBDMS,isomer #1	CCC(C(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)N(C(C)C)[Si](C)(C)C(C)(C)C	2876.4	Standard non polar	33892256
Isoetharine,4TBDMS,isomer #1	CCC(C(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)N(C(C)C)[Si](C)(C)C(C)(C)C	2589.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isoetharine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pi9-8910000000-2dec3cb38f1785532521	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoetharine GC-MS (3 TMS) - 70eV, Positive	splash10-001l-3691400000-c6578f4b0c80ccb45b36	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoetharine 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 - Isoetharine 10V, Positive-QTOF	splash10-00dl-0290000000-fc1a6304dd95aed2f163	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoetharine 20V, Positive-QTOF	splash10-00e9-1950000000-fc1d8b52614f35e926ef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoetharine 40V, Positive-QTOF	splash10-0a4l-9500000000-b9bf58e7a8a585cf7af9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoetharine 10V, Negative-QTOF	splash10-000i-0190000000-d5704f9094a81975e6fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoetharine 20V, Negative-QTOF	splash10-0079-1590000000-d7aed48ac13d87b1fec2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoetharine 40V, Negative-QTOF	splash10-0a4i-8910000000-93d0bfe1f914510a4da8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoetharine 10V, Negative-QTOF	splash10-000i-0190000000-2baf6ac5f4effe13ceb6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoetharine 20V, Negative-QTOF	splash10-0079-0940000000-3483e975160749dead57	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoetharine 40V, Negative-QTOF	splash10-05g0-5910000000-b841b41a417e004cc14f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoetharine 10V, Positive-QTOF	splash10-00dl-0190000000-bef509235248803f4ed6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoetharine 20V, Positive-QTOF	splash10-001i-1910000000-e7afceba0ab25786ac49	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoetharine 40V, Positive-QTOF	splash10-03k9-2900000000-ea75a06c48e46921c190	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

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

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 DB00221	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00221	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00221

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3630

KEGG Compound ID

C07053

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Isoetarine

METLIN ID

Not Available

PubChem Compound

3762

PDB ID

Not Available

ChEBI ID

775164

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

Emerman CL, Cydulka RK, Effron D, Lukens TW, Gershman H, Boehm SP: A randomized, controlled comparison of isoetharine and albuterol in the treatment of acute asthma. Ann Emerg Med. 1991 Oct;20(10):1090-3. [PubMed:1928879 ]

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

Rodrigues LL, Oliveira MC, Pelegrini-da-Silva A, de Arruda Veiga MC, Parada CA, Tambeli CH: Peripheral sympathetic component of the temporomandibular joint inflammatory pain in rats. J Pain. 2006 Dec;7(12):929-36. [PubMed:17157779 ]
Horinouchi T, Morishima S, Tanaka T, Suzuki F, Tanaka Y, Koike K, Miwa S, Muramatsu I: Different changes of plasma membrane beta-adrenoceptors in rat heart after chronic administration of propranolol, atenolol and bevantolol. Life Sci. 2007 Jul 12;81(5):399-404. Epub 2007 Jun 16. [PubMed:17628611 ]
Terra SG, McGorray SP, Wu R, McNamara DM, Cavallari LH, Walker JR, Wallace MR, Johnson BD, Bairey Merz CN, Sopko G, Pepine CJ, Johnson JA: Association between beta-adrenergic receptor polymorphisms and their G-protein-coupled receptors with body mass index and obesity in women: a report from the NHLBI-sponsored WISE study. Int J Obes (Lond). 2005 Jul;29(7):746-54. [PubMed:15917856 ]
Burniston JG, Tan LB, Goldspink DF: Relative myotoxic and haemodynamic effects of the beta-agonists fenoterol and clenbuterol measured in conscious unrestrained rats. Exp Physiol. 2006 Nov;91(6):1041-9. Epub 2006 Sep 14. [PubMed:16973691 ]
Muszkat M: Interethnic differences in drug response: the contribution of genetic variability in beta adrenergic receptor and cytochrome P4502C9. Clin Pharmacol Ther. 2007 Aug;82(2):215-8. Epub 2007 Feb 28. [PubMed:17329986 ]

Showing metabocard for Isoetharine (HMDB0014366)

MOL for HMDB0014366 (Isoetharine)

3D MOL for HMDB0014366 (Isoetharine)

3D SDF for HMDB0014366 (Isoetharine)

3D-SDF for HMDB0014366 (Isoetharine)

PDB for HMDB0014366 (Isoetharine)

3D PDB for HMDB0014366 (Isoetharine)

SMILES for HMDB0014366 (Isoetharine)

INCHI for HMDB0014366 (Isoetharine)

Structure for HMDB0014366 (Isoetharine)

3D Structure for HMDB0014366 (Isoetharine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References