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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-18 08:35:03 UTC

Update Date

2022-03-07 02:49:11 UTC

HMDB ID

HMDB0001924

Secondary Accession Numbers

HMDB01924

Metabolite Identification

Common Name

Atenolol

Description

Atenolol is a so-called beta1-selective (or 'cardioselective') drug. That means that it exerts greater blocking activity on myocardial beta1-receptors than on beta2 ones in the lung. The beta2 receptors are responsible to keep the bronchial system open. If these receptors are blocked, bronchospasm with serious lack of oxygen in the body can result. However, due to its cardioselective properties, the risk of bronchospastic reactions if using atenolol is reduced compared to nonselective drugs as propranolol. Nonetheless, this reaction may also be encountered with atenolol, particularly with high doses. Extreme caution should be exerted if atenolol is given to asthma patients, who are particularly at risk; the dose should be as low as possible. If an asthma attack occurs, the inhalation of a beta2-mimetic antiasthmatic, such as hexoprenalin or salbutamol, will usually suppress the symptoms. Atenolol (trade name Tenormin) can be used to treat cardiovascular diseases such as hypertension, coronary heart disease, arrhythmias, and treatment of myocardial infarction after the acute event. Patients with compensated congestive heart failure may be treated with atenolol as a co medication (usually together with an ACE inhibitor, a diuretic and a digitalis-glycoside, if indicated). In patients with congestive heart failure, it reduces the need for and the consumption of oxygen of the heart muscle. It is very important to start with low doses, as atenolol reduces also the muscular power of the heart, which is an undesired effect in congestive heart failure.

Structure

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

HMDB0243660
     RDKit          3D
(R)-(+)-Atenolol
 41 41  0  0  0  0  0  0  0  0999 V2000
   -5.7561    1.3397   -0.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1425    0.2650    0.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5597   -1.1296   -0.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7185    0.3154    0.2965 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1726    0.0507   -0.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6430    0.1556   -0.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3292    1.4458   -0.6304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1017   -0.8417    0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1633   -0.6811    0.2131 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270   -0.5209    0.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2433   -1.3110    1.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5936   -1.1035    1.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2496   -0.1163    0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6817    0.2203    0.7896 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4814   -0.2204   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8562    0.1978   -0.5107 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9534   -0.9615   -1.2298 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618    0.6872   -0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416    0.4821   -0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9885    2.0357   -0.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3157    0.9500   -1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4836    1.9431    0.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5601    0.3729    1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6644   -1.2985    0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4106   -1.2602   -1.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0030   -1.8441    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2705    1.0966    0.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4333   -0.9565   -1.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5082    0.8450   -1.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2736   -0.1448   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8397    1.9555   -1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4470   -1.8825   -0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7503   -0.6348    0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7364   -2.0826    1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1901   -1.7311    2.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8154    1.3194    0.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0974   -0.2545    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4541   -0.1450   -1.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2614    0.8662    0.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0126    1.4718   -0.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5511    1.1049   -1.0077 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 13 18  1  0
 18 19  2  0
 19 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
M  END

335
  Mrv1652305271900032D          

 19 19  0  0  1  0            999 V2000
    4.5080   -0.5404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.7597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.0154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    3.9972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.9347    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
    3.7935    0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    3.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 12  1  0  0  0  0
  2  7  1  0  0  0  0
  3 19  2  0  0  0  0
  4  6  1  0  0  0  0
  4  8  1  0  0  0  0
  5 19  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 13 16  2  0  0  0  0
 13 17  1  0  0  0  0
 13 18  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  2  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001924

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)NCC(O)COC1=CC=C(CC(N)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18)

> <INCHI_KEY>
METKIMKYRPQLGS-UHFFFAOYSA-N

> <FORMULA>
C14H22N2O3

> <MOLECULAR_WEIGHT>
266.3361

> <EXACT_MASS>
266.16304258

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
29.98303657467303

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenyl)acetamide

> <ALOGPS_LOGP>
0.57

> <JCHEM_LOGP>
0.4250248483333329

> <ALOGPS_LOGS>
-2.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.950096479624762

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.078504032517476

> <JCHEM_PKA_STRONGEST_BASIC>
9.666166243081456

> <JCHEM_POLAR_SURFACE_AREA>
84.58

> <JCHEM_REFRACTIVITY>
73.5053

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
atenolol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0243660
     RDKit          3D
(R)-(+)-Atenolol
 41 41  0  0  0  0  0  0  0  0999 V2000
   -5.7561    1.3397   -0.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1425    0.2650    0.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5597   -1.1296   -0.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7185    0.3154    0.2965 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1726    0.0507   -0.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6430    0.1556   -0.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3292    1.4458   -0.6304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1017   -0.8417    0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1633   -0.6811    0.2131 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270   -0.5209    0.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2433   -1.3110    1.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5936   -1.1035    1.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2496   -0.1163    0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6817    0.2203    0.7896 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4814   -0.2204   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8562    0.1978   -0.5107 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9534   -0.9615   -1.2298 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618    0.6872   -0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416    0.4821   -0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9885    2.0357   -0.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3157    0.9500   -1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4836    1.9431    0.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5601    0.3729    1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6644   -1.2985    0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4106   -1.2602   -1.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0030   -1.8441    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2705    1.0966    0.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4333   -0.9565   -1.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5082    0.8450   -1.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2736   -0.1448   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8397    1.9555   -1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4470   -1.8825   -0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7503   -0.6348    0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7364   -2.0826    1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1901   -1.7311    2.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8154    1.3194    0.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0974   -0.2545    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4541   -0.1450   -1.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2614    0.8662    0.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0126    1.4718   -0.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5511    1.1049   -1.0077 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 13 18  1  0
 18 19  2  0
 19 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 335                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0       8.415  -1.009   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       8.415  -4.089   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      11.082   5.151   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       5.748  -5.629   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       9.748   7.461   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.748  -4.089   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081  -3.319   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.414  -6.399   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.081  -1.779   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414  -7.939   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.080  -5.629   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.415   0.531   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.415   3.611   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.748   1.301   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.081   1.301   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.748   2.841   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.081   2.841   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.415   5.151   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.748   5.921   0.000  0.00  0.00           C+0
CONECT    1    9   12                                                       
CONECT    2    7                                                            
CONECT    3   19                                                            
CONECT    4    6    8                                                       
CONECT    5   19                                                            
CONECT    6    4    7                                                       
CONECT    7    2    6    9                                                  
CONECT    8    4   10   11                                                  
CONECT    9    1    7                                                       
CONECT   10    8                                                            
CONECT   11    8                                                            
CONECT   12    1   14   15                                                  
CONECT   13   16   17   18                                                  
CONECT   14   12   16                                                       
CONECT   15   12   17                                                       
CONECT   16   13   14                                                       
CONECT   17   13   15                                                       
CONECT   18   13   19                                                       
CONECT   19    3    5   18                                                  
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0001924
HETATM    1  C1  UNL     1      -5.502   1.520   1.105  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.448   0.835   0.216  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.077   0.390  -1.073  1.00  0.00           C  
HETATM    4  N1  UNL     1      -3.915  -0.256   1.000  1.00  0.00           N  
HETATM    5  C4  UNL     1      -2.514  -0.487   0.835  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.238  -1.018  -0.531  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.844  -2.218  -0.811  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.735  -1.235  -0.629  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.055  -0.047  -0.310  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.300   0.032  -0.306  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.083  -1.046  -0.611  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.466  -1.042  -0.628  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.111   0.123  -0.316  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.574   0.221  -0.310  1.00  0.00           C  
HETATM   15  C12 UNL     1       6.047   0.164   1.098  1.00  0.00           C  
HETATM   16  N2  UNL     1       7.424   0.378   1.350  1.00  0.00           N  
HETATM   17  O3  UNL     1       5.238  -0.066   2.054  1.00  0.00           O  
HETATM   18  C13 UNL     1       3.365   1.239   0.001  1.00  0.00           C  
HETATM   19  C14 UNL     1       1.987   1.213   0.009  1.00  0.00           C  
HETATM   20  H1  UNL     1      -6.510   1.291   0.652  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.543   1.067   2.112  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.335   2.616   1.154  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.672   1.599  -0.033  1.00  0.00           H  
HETATM   24  H5  UNL     1      -4.642   0.964  -1.930  1.00  0.00           H  
HETATM   25  H6  UNL     1      -5.042  -0.682  -1.249  1.00  0.00           H  
HETATM   26  H7  UNL     1      -6.155   0.696  -1.046  1.00  0.00           H  
HETATM   27  H8  UNL     1      -4.478  -1.092   0.865  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.907   0.431   1.041  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.204  -1.233   1.616  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.501  -0.245  -1.302  1.00  0.00           H  
HETATM   31  H12 UNL     1      -3.041  -2.376  -1.769  1.00  0.00           H  
HETATM   32  H13 UNL     1      -0.480  -1.445  -1.704  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.415  -2.021   0.065  1.00  0.00           H  
HETATM   34  H15 UNL     1       1.580  -2.001  -0.863  1.00  0.00           H  
HETATM   35  H16 UNL     1       4.020  -1.923  -0.876  1.00  0.00           H  
HETATM   36  H17 UNL     1       5.971  -0.658  -0.879  1.00  0.00           H  
HETATM   37  H18 UNL     1       5.892   1.175  -0.821  1.00  0.00           H  
HETATM   38  H19 UNL     1       8.117   0.191   0.624  1.00  0.00           H  
HETATM   39  H20 UNL     1       7.750   0.737   2.282  1.00  0.00           H  
HETATM   40  H21 UNL     1       3.917   2.144   0.239  1.00  0.00           H  
HETATM   41  H22 UNL     1       1.409   2.065   0.259  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4   23
CONECT    3   24   25   26
CONECT    4    5   27
CONECT    5    6   28   29
CONECT    6    7    8   30
CONECT    7   31
CONECT    8    9   32   33
CONECT    9   10
CONECT   10   11   11   19
CONECT   11   12   34
CONECT   12   13   13   35
CONECT   13   14   18
CONECT   14   15   36   37
CONECT   15   16   17   17
CONECT   16   38   39
CONECT   18   19   19   40
CONECT   19   41
END

HMDB0243660
     RDKit          3D
(R)-(+)-Atenolol
 41 41  0  0  0  0  0  0  0  0999 V2000
   -5.7561    1.3397   -0.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1425    0.2650    0.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5597   -1.1296   -0.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7185    0.3154    0.2965 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1726    0.0507   -0.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6430    0.1556   -0.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3292    1.4458   -0.6304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1017   -0.8417    0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1633   -0.6811    0.2131 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270   -0.5209    0.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2433   -1.3110    1.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5936   -1.1035    1.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2496   -0.1163    0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6817    0.2203    0.7896 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4814   -0.2204   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8562    0.1978   -0.5107 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9534   -0.9615   -1.2298 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618    0.6872   -0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416    0.4821   -0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9885    2.0357   -0.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3157    0.9500   -1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4836    1.9431    0.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5601    0.3729    1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6644   -1.2985    0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4106   -1.2602   -1.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0030   -1.8441    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2705    1.0966    0.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4333   -0.9565   -1.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5082    0.8450   -1.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2736   -0.1448   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8397    1.9555   -1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4470   -1.8825   -0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7503   -0.6348    0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7364   -2.0826    1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1901   -1.7311    2.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8154    1.3194    0.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0974   -0.2545    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4541   -0.1450   -1.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2614    0.8662    0.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0126    1.4718   -0.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5511    1.1049   -1.0077 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 13 18  1  0
 18 19  2  0
 19 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-p-Carbamoylmethylphenoxy-3-isopropylamino-2-propanol	ChEBI
2-(p-(2-Hydroxy-3-(isopropylamino)propoxy)phenyl)acetamide	ChEBI
4-(2-Hydroxy-3-((1-methylethyl)amino)propoxy)benzeneacetamide	ChEBI
Atenololum	ChEBI
Tenormin	Kegg
Tenormine	MeSH
Aircrit	HMDB
Alinor	HMDB
Altol	HMDB
Anselol	HMDB
Antipressan	HMDB
apo-Atenolol	HMDB
Atcardil	HMDB
Atecard	HMDB
Atehexal	HMDB
Atenblock	HMDB
Atendol	HMDB
Atenet	HMDB
Ateni	HMDB
Atenil	HMDB
Atenol 1a pharma	HMDB
Atenol acis	HMDB
Atenol al	HMDB
Atenol atid	HMDB
Atenol cophar	HMDB
Atenol CT	HMDB
Atenol fecofar	HMDB
Atenol gador	HMDB
Atenol genericon	HMDB
Atenol GNR	HMDB
Atenol heumann	HMDB
Atenol MSD	HMDB
Atenol NM pharma	HMDB
Atenol nordic	HMDB
Atenol PB	HMDB
Atenol quesada	HMDB
Atenol stada	HMDB
Atenol tika	HMDB
Atenol trom	HMDB
Atenol von CT	HMDB
Atenol-mepha	HMDB
Atenol-ratiopharm	HMDB
Atenol-wolff	HMDB
Atenolin	HMDB
Atenomel	HMDB
Atereal	HMDB
Aterol	HMDB
Betablok	HMDB
Betacard	HMDB
Betasyn	HMDB
Betatop ge	HMDB
Blocotenol	HMDB
Blokium	HMDB
Cardaxen	HMDB
Cardiopress	HMDB
Corotenol	HMDB
Cuxanorm	HMDB
Duraatenolol	HMDB
Duratenol	HMDB
Evitocor	HMDB
Farnormin	HMDB
felo-Bits	HMDB
Hipres	HMDB
Hypoten	HMDB
Ibinolo	HMDB
Internolol	HMDB
Jenatenol	HMDB
Juvental	HMDB
lo-Ten	HMDB
Loten	HMDB
Lotenal	HMDB
Myocord	HMDB
Normalol	HMDB
Normiten	HMDB
Noten	HMDB
Oraday	HMDB
Ormidol	HMDB
Panapres	HMDB
Plenacor	HMDB
Premorine	HMDB
Prenolol	HMDB
Prenormine	HMDB
Prinorm	HMDB
Scheinpharm atenol	HMDB
Seles beta	HMDB
Selobloc	HMDB
Serten	HMDB
Servitenol	HMDB
Stermin	HMDB
Tenidon	HMDB
Tenobloc	HMDB
Tenoblock	HMDB
Tenolol	HMDB
Tenoprin	HMDB
Tenoretic	HMDB
Tensimin	HMDB
Tredol	HMDB
Unibloc	HMDB
Uniloc	HMDB
Vascoten	HMDB
Vericordin	HMDB
Wesipin	HMDB
Xaten	HMDB

Chemical Formula

C₁₄H₂₂N₂O₃

Average Molecular Weight

266.3361

Monoisotopic Molecular Weight

266.16304258

IUPAC Name

2-(4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenyl)acetamide

Traditional Name

atenolol

CAS Registry Number

29122-68-7

SMILES

CC(C)NCC(O)COC1=CC=C(CC(N)=O)C=C1

InChI Identifier

InChI=1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18)

InChI Key

METKIMKYRPQLGS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylacetamides

Direct Parent

Phenylacetamides

Alternative Parents

Substituents

Phenylacetamide
Phenoxy compound
Phenol ether
Alkyl aryl ether
1,2-aminoalcohol
Amino acid or derivatives
Carboxamide group
Secondary alcohol
Primary carboxylic acid amide
Carboxylic acid derivative
Secondary amine
Secondary aliphatic amine
Ether
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Organic oxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid amide (CHEBI:2904 )
ethanolamines (CHEBI:2904 )
propanolamine (CHEBI:2904 )

Ontology

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 15651086)

Excreta

Biofluid or Excreta

Feces (PMID: 25037050)
Urine (PMID: 32966057)

Cellular substructure

Cytoplasm (HMDB: HMDB0001924)
Extracellular (HMDB: HMDB0001924)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001924)
Gastrointestinal (HMDB: HMDB0001924)

Source

Exogenous

Exogenous (HMDB: HMDB0001924)

Environmental

Wastewater (HMDB: HMDB0001924)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Atenolol Action Pathway (HMDB: HMDB0001924)
Atenolol Action Pathway (PathBank: SMP0000298)

Role

Industrial application

Antihypertensive agent (HMDB: HMDB0001924)
Sympatholytic agent (HMDB: HMDB0001924)

Pharmaceutical industry

Antihypertensive (HMDB: HMDB0001924)
Anti-arrhythmia drug (HMDB: HMDB0001924)

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

Beta-blocker (HMDB: HMDB0001924)

Environmental role

Environmental contaminant (HMDB: HMDB0001924)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	147 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	13.3 mg/mL at 25 °C	Not Available
LogP	0.16	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	159.5	30932474
[M+H]+	Not Available	158.962	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000777

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.43 g/L	ALOGPS
logP	0.57	ALOGPS
logP	0.43	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	14.08	ChemAxon
pKa (Strongest Basic)	9.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	84.58 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	73.51 m³·mol⁻¹	ChemAxon
Polarizability	29.98 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]+	163.568	31661259
DarkChem	[M-H]-	161.404	31661259
AllCCS	[M+H]+	164.254	32859911
AllCCS	[M-H]-	165.969	32859911
DeepCCS	[M+H]+	165.819	30932474
DeepCCS	[M-H]-	163.461	30932474
DeepCCS	[M-2H]-	196.347	30932474
DeepCCS	[M+Na]+	171.912	30932474
AllCCS	[M+H]+	164.3	32859911
AllCCS	[M+H-H2O]+	161.0	32859911
AllCCS	[M+NH4]+	167.3	32859911
AllCCS	[M+Na]+	168.1	32859911
AllCCS	[M-H]-	166.0	32859911
AllCCS	[M+Na-2H]-	166.6	32859911
AllCCS	[M+HCOO]-	167.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Atenolol	CC(C)NCC(O)COC1=CC=C(CC(N)=O)C=C1	3618.1	Standard polar	33892256
Atenolol	CC(C)NCC(O)COC1=CC=C(CC(N)=O)C=C1	2209.6	Standard non polar	33892256
Atenolol	CC(C)NCC(O)COC1=CC=C(CC(N)=O)C=C1	2307.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Atenolol,1TMS,isomer #1	CC(C)NCC(COC1=CC=C(CC(N)=O)C=C1)O[Si](C)(C)C	2406.4	Semi standard non polar	33892256
Atenolol,1TMS,isomer #2	CC(C)NCC(O)COC1=CC=C(CC(=O)N[Si](C)(C)C)C=C1	2460.4	Semi standard non polar	33892256
Atenolol,1TMS,isomer #3	CC(C)N(CC(O)COC1=CC=C(CC(N)=O)C=C1)[Si](C)(C)C	2516.8	Semi standard non polar	33892256
Atenolol,2TMS,isomer #1	CC(C)NCC(COC1=CC=C(CC(=O)N[Si](C)(C)C)C=C1)O[Si](C)(C)C	2437.3	Semi standard non polar	33892256
Atenolol,2TMS,isomer #1	CC(C)NCC(COC1=CC=C(CC(=O)N[Si](C)(C)C)C=C1)O[Si](C)(C)C	2403.4	Standard non polar	33892256
Atenolol,2TMS,isomer #1	CC(C)NCC(COC1=CC=C(CC(=O)N[Si](C)(C)C)C=C1)O[Si](C)(C)C	2851.2	Standard polar	33892256
Atenolol,2TMS,isomer #2	CC(C)N(CC(COC1=CC=C(CC(N)=O)C=C1)O[Si](C)(C)C)[Si](C)(C)C	2564.6	Semi standard non polar	33892256
Atenolol,2TMS,isomer #2	CC(C)N(CC(COC1=CC=C(CC(N)=O)C=C1)O[Si](C)(C)C)[Si](C)(C)C	2374.4	Standard non polar	33892256
Atenolol,2TMS,isomer #2	CC(C)N(CC(COC1=CC=C(CC(N)=O)C=C1)O[Si](C)(C)C)[Si](C)(C)C	3130.9	Standard polar	33892256
Atenolol,2TMS,isomer #3	CC(C)N(CC(O)COC1=CC=C(CC(=O)N[Si](C)(C)C)C=C1)[Si](C)(C)C	2556.4	Semi standard non polar	33892256
Atenolol,2TMS,isomer #3	CC(C)N(CC(O)COC1=CC=C(CC(=O)N[Si](C)(C)C)C=C1)[Si](C)(C)C	2523.2	Standard non polar	33892256
Atenolol,2TMS,isomer #3	CC(C)N(CC(O)COC1=CC=C(CC(=O)N[Si](C)(C)C)C=C1)[Si](C)(C)C	2968.8	Standard polar	33892256
Atenolol,2TMS,isomer #4	CC(C)NCC(O)COC1=CC=C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1	2526.1	Semi standard non polar	33892256
Atenolol,2TMS,isomer #4	CC(C)NCC(O)COC1=CC=C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1	2478.5	Standard non polar	33892256
Atenolol,2TMS,isomer #4	CC(C)NCC(O)COC1=CC=C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1	2958.4	Standard polar	33892256
Atenolol,3TMS,isomer #1	CC(C)N(CC(COC1=CC=C(CC(=O)N[Si](C)(C)C)C=C1)O[Si](C)(C)C)[Si](C)(C)C	2578.3	Semi standard non polar	33892256
Atenolol,3TMS,isomer #1	CC(C)N(CC(COC1=CC=C(CC(=O)N[Si](C)(C)C)C=C1)O[Si](C)(C)C)[Si](C)(C)C	2523.2	Standard non polar	33892256
Atenolol,3TMS,isomer #1	CC(C)N(CC(COC1=CC=C(CC(=O)N[Si](C)(C)C)C=C1)O[Si](C)(C)C)[Si](C)(C)C	2776.2	Standard polar	33892256
Atenolol,3TMS,isomer #2	CC(C)NCC(COC1=CC=C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1)O[Si](C)(C)C	2474.2	Semi standard non polar	33892256
Atenolol,3TMS,isomer #2	CC(C)NCC(COC1=CC=C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1)O[Si](C)(C)C	2509.0	Standard non polar	33892256
Atenolol,3TMS,isomer #2	CC(C)NCC(COC1=CC=C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1)O[Si](C)(C)C	2721.9	Standard polar	33892256
Atenolol,3TMS,isomer #3	CC(C)N(CC(O)COC1=CC=C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1)[Si](C)(C)C	2628.3	Semi standard non polar	33892256
Atenolol,3TMS,isomer #3	CC(C)N(CC(O)COC1=CC=C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1)[Si](C)(C)C	2629.4	Standard non polar	33892256
Atenolol,3TMS,isomer #3	CC(C)N(CC(O)COC1=CC=C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1)[Si](C)(C)C	2834.0	Standard polar	33892256
Atenolol,4TMS,isomer #1	CC(C)N(CC(COC1=CC=C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1)O[Si](C)(C)C)[Si](C)(C)C	2660.8	Semi standard non polar	33892256
Atenolol,4TMS,isomer #1	CC(C)N(CC(COC1=CC=C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1)O[Si](C)(C)C)[Si](C)(C)C	2634.0	Standard non polar	33892256
Atenolol,4TMS,isomer #1	CC(C)N(CC(COC1=CC=C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1)O[Si](C)(C)C)[Si](C)(C)C	2653.3	Standard polar	33892256
Atenolol,1TBDMS,isomer #1	CC(C)NCC(COC1=CC=C(CC(N)=O)C=C1)O[Si](C)(C)C(C)(C)C	2650.6	Semi standard non polar	33892256
Atenolol,1TBDMS,isomer #2	CC(C)NCC(O)COC1=CC=C(CC(=O)N[Si](C)(C)C(C)(C)C)C=C1	2668.9	Semi standard non polar	33892256
Atenolol,1TBDMS,isomer #3	CC(C)N(CC(O)COC1=CC=C(CC(N)=O)C=C1)[Si](C)(C)C(C)(C)C	2755.5	Semi standard non polar	33892256
Atenolol,2TBDMS,isomer #1	CC(C)NCC(COC1=CC=C(CC(=O)N[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	2851.3	Semi standard non polar	33892256
Atenolol,2TBDMS,isomer #1	CC(C)NCC(COC1=CC=C(CC(=O)N[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	2815.7	Standard non polar	33892256
Atenolol,2TBDMS,isomer #1	CC(C)NCC(COC1=CC=C(CC(=O)N[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	3021.0	Standard polar	33892256
Atenolol,2TBDMS,isomer #2	CC(C)N(CC(COC1=CC=C(CC(N)=O)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3031.9	Semi standard non polar	33892256
Atenolol,2TBDMS,isomer #2	CC(C)N(CC(COC1=CC=C(CC(N)=O)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2808.1	Standard non polar	33892256
Atenolol,2TBDMS,isomer #2	CC(C)N(CC(COC1=CC=C(CC(N)=O)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3243.4	Standard polar	33892256
Atenolol,2TBDMS,isomer #3	CC(C)N(CC(O)COC1=CC=C(CC(=O)N[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3030.5	Semi standard non polar	33892256
Atenolol,2TBDMS,isomer #3	CC(C)N(CC(O)COC1=CC=C(CC(=O)N[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2919.1	Standard non polar	33892256
Atenolol,2TBDMS,isomer #3	CC(C)N(CC(O)COC1=CC=C(CC(=O)N[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3113.2	Standard polar	33892256
Atenolol,2TBDMS,isomer #4	CC(C)NCC(O)COC1=CC=C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2988.3	Semi standard non polar	33892256
Atenolol,2TBDMS,isomer #4	CC(C)NCC(O)COC1=CC=C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2882.7	Standard non polar	33892256
Atenolol,2TBDMS,isomer #4	CC(C)NCC(O)COC1=CC=C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3063.7	Standard polar	33892256
Atenolol,3TBDMS,isomer #1	CC(C)N(CC(COC1=CC=C(CC(=O)N[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3247.7	Semi standard non polar	33892256
Atenolol,3TBDMS,isomer #1	CC(C)N(CC(COC1=CC=C(CC(=O)N[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3082.6	Standard non polar	33892256
Atenolol,3TBDMS,isomer #1	CC(C)N(CC(COC1=CC=C(CC(=O)N[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3035.3	Standard polar	33892256
Atenolol,3TBDMS,isomer #2	CC(C)NCC(COC1=CC=C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	3152.8	Semi standard non polar	33892256
Atenolol,3TBDMS,isomer #2	CC(C)NCC(COC1=CC=C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	3080.1	Standard non polar	33892256
Atenolol,3TBDMS,isomer #2	CC(C)NCC(COC1=CC=C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	2955.6	Standard polar	33892256
Atenolol,3TBDMS,isomer #3	CC(C)N(CC(O)COC1=CC=C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3304.0	Semi standard non polar	33892256
Atenolol,3TBDMS,isomer #3	CC(C)N(CC(O)COC1=CC=C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3177.8	Standard non polar	33892256
Atenolol,3TBDMS,isomer #3	CC(C)N(CC(O)COC1=CC=C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3039.3	Standard polar	33892256
Atenolol,4TBDMS,isomer #1	CC(C)N(CC(COC1=CC=C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3533.5	Semi standard non polar	33892256
Atenolol,4TBDMS,isomer #1	CC(C)N(CC(COC1=CC=C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3333.9	Standard non polar	33892256
Atenolol,4TBDMS,isomer #1	CC(C)N(CC(COC1=CC=C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2979.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Atenolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kmi-8920000000-75c70fad839dc47116bf	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atenolol GC-MS (1 TMS) - 70eV, Positive	splash10-05fr-9451000000-8069c1e0c4bc41c41dc5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atenolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atenolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atenolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00e9-9000000000-6a38697da7945fdb1908	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0uy0-0950000000-e882b8032954e2a624cf	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0076-4920000000-3c7f23b7695e5c4dcc4c	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0aos-9800000000-93a18f0e030605aa10aa	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol LC-ESI-qTof , Positive-QTOF	splash10-0002-3910000000-43ae37638a8827ea76f1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol LC-ESI-QTOF , positive-QTOF	splash10-01b9-6980000000-3a2af9caa0ddc645756a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol LC-ESI-QTOF , positive-QTOF	splash10-014i-0290000000-0e1f60f7eeef06627206	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol LC-ESI-QTOF , positive-QTOF	splash10-0002-0900000000-dda902f75e8d8e525d4f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol LC-ESI-QTOF , positive-QTOF	splash10-0002-0900000000-32b90aea04b68bdedbef	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol LC-ESI-QTOF , positive-QTOF	splash10-0002-0900000000-f333c3bfc9bd6c0593d4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol LC-ESI-ITFT , positive-QTOF	splash10-004l-0890000000-5c0a8df3cdde41f290f2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol LC-ESI-ITFT , positive-QTOF	splash10-014i-0090000000-58fd12e8cca5ee837799	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol LC-ESI-ITFT , positive-QTOF	splash10-014i-0090000000-271732f56fff3c9ecf87	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol LC-ESI-ITFT , positive-QTOF	splash10-014l-3960000000-ee2e8e341081d16f5fdb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol LC-ESI-ITFT , positive-QTOF	splash10-006t-3900000000-ff916216d2f4fc373c18	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol LC-ESI-ITFT , positive-QTOF	splash10-007k-3900000000-7ce05e231c161678a1d9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol LC-ESI-ITFT , positive-QTOF	splash10-0a5a-4900000000-4d9ba2cbcfaa9a4fd7fc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol LC-ESI-ITFT , positive-QTOF	splash10-014i-0090000000-326ded7fdf97f0b34fc5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol LC-ESI-ITFT , positive-QTOF	splash10-014i-0090000000-bb7e0317c8b0c0a5abbc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atenolol LC-ESI-ITFT , positive-QTOF	splash10-014l-3960000000-7c774d4cb55b5368392a	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atenolol 10V, Positive-QTOF	splash10-0gb9-1190000000-9c46f6de428fd9c85b0c	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atenolol 20V, Positive-QTOF	splash10-00di-5490000000-d3676c10983a2bf51eb7	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atenolol 40V, Positive-QTOF	splash10-05fr-9400000000-f879d668e69afad6eb16	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atenolol 10V, Negative-QTOF	splash10-014i-1590000000-21fbf983e89a88c8fda0	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atenolol 20V, Negative-QTOF	splash10-0zfr-2910000000-55258981df3fe8b9c9ed	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atenolol 40V, Negative-QTOF	splash10-0006-9500000000-fc86b722c900f0c12c6f	2017-07-26	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Atenolol Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	3.75 (0.037-7.5) uM	Adult (>18 years old)	Both	Normal	15651086	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00335

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022742

KNApSAcK ID

Not Available

Chemspider ID

2162

KEGG Compound ID

C13235

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Atenolol

METLIN ID

1128

PubChem Compound

2249

PDB ID

Not Available

ChEBI ID

2904

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

Enzyme Details

2. 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

Showing metabocard for Atenolol (HMDB0001924)

MOL for HMDB0001924 (Atenolol)

3D MOL for HMDB0001924 (Atenolol)

3D SDF for HMDB0001924 (Atenolol)

3D-SDF for HMDB0001924 (Atenolol)

PDB for HMDB0001924 (Atenolol)

3D PDB for HMDB0001924 (Atenolol)

SMILES for HMDB0001924 (Atenolol)

INCHI for HMDB0001924 (Atenolol)

Structure for HMDB0001924 (Atenolol)

3D Structure for HMDB0001924 (Atenolol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes