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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-02-16 09:05:30 UTC

Update Date

2022-03-07 02:49:10 UTC

HMDB ID

HMDB0001849

Secondary Accession Numbers

HMDB01849

Metabolite Identification

Common Name

Propranolol

Description

Propranolol is a widely used non-cardioselective beta-adrenergic antagonist. Propranolol is used in the treatment or prevention of many disorders including acute myocardial infarction, arrhythmias, angina pectoris, hypertension, hypertensive emergencies, hyperthyroidism, migraine, pheochromocytoma, menopause, and anxiety. --PubChem; Propranolol is a highly lipophilic drug achieving high concentrations in the brain. The duration of action of a single oral dose is longer than the half-life indicates and may be up to 12 hours, if the single dose is high enough (e.g. 80 mg). Effective plasma concentrations are between 10-100 ng/mL. -- Wikipedia ; It was the first successful beta blocker developed. Propranolol is commonly marketed by Wyeth under the trade name Inderal.

Structure

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

HMDB0001849
     RDKit          3D
Propranolol
 40 41  0  0  0  0  0  0  0  0999 V2000
    5.2942    0.8591    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6340   -0.4524   -0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3401   -1.2816   -1.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2421   -0.4330   -0.5248 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4741    0.0896    0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0004   -0.0012    0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8254   -1.3878   -0.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1033    0.3869    1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2098    0.1213    1.0438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1239    0.5425    0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9222    1.4767   -0.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9300    1.8564   -1.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1672    1.2870   -1.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4196    0.3562   -0.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6969   -0.2092   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9085   -1.1394    0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9303   -1.5236    1.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6889   -0.9404    1.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4202   -0.0005    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2174    0.6571    0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6811    1.5341    0.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6889    1.3355   -0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7436   -1.0378    0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6379   -2.0493   -1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6116   -0.5913   -2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2176   -1.7610   -0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    0.0261   -1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6264   -0.5177    1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7415    1.1269    0.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8420    0.6226   -0.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110   -1.5821    0.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1862    1.5027    1.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4404   -0.0580    2.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9959    1.9721   -0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7532    2.5906   -2.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9444    1.5810   -2.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4309    0.1227   -1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9003   -1.5896    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1062   -2.2631    2.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8871   -1.2281    1.8517 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  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 10  1  0
 19 14  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
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
M  END

571
  Mrv1652305271900272D          

 19 20  0  0  1  0            999 V2000
    4.5080    0.6045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.0455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.8706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.8706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9600    1.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    3.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9600    3.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7075    1.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7075    2.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  1 10  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
 10 11  1  0  0  0  0
 10 13  2  0  0  0  0
 11 12  1  0  0  0  0
 11 14  2  0  0  0  0
 12 15  1  0  0  0  0
 12 17  2  0  0  0  0
 13 16  1  0  0  0  0
 14 18  1  0  0  0  0
 15 16  2  0  0  0  0
 17 19  1  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001849

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)NCC(O)COC1=CC=CC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3

> <INCHI_KEY>
AQHHHDLHHXJYJD-UHFFFAOYSA-N

> <FORMULA>
C16H21NO2

> <MOLECULAR_WEIGHT>
259.3434

> <EXACT_MASS>
259.157228921

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
29.98376793487401

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(naphthalen-1-yloxy)-3-[(propan-2-yl)amino]propan-2-ol

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
2.5836959293333335

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.087930079742037

> <JCHEM_PKA_STRONGEST_BASIC>
9.666166403559243

> <JCHEM_POLAR_SURFACE_AREA>
41.49

> <JCHEM_REFRACTIVITY>
76.82570000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.94e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
propranolol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001849
     RDKit          3D
Propranolol
 40 41  0  0  0  0  0  0  0  0999 V2000
    5.2942    0.8591    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6340   -0.4524   -0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3401   -1.2816   -1.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2421   -0.4330   -0.5248 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4741    0.0896    0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0004   -0.0012    0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8254   -1.3878   -0.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1033    0.3869    1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2098    0.1213    1.0438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1239    0.5425    0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9222    1.4767   -0.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9300    1.8564   -1.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1672    1.2870   -1.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4196    0.3562   -0.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6969   -0.2092   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9085   -1.1394    0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9303   -1.5236    1.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6889   -0.9404    1.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4202   -0.0005    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2174    0.6571    0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6811    1.5341    0.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6889    1.3355   -0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7436   -1.0378    0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6379   -2.0493   -1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6116   -0.5913   -2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2176   -1.7610   -0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    0.0261   -1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6264   -0.5177    1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7415    1.1269    0.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8420    0.6226   -0.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110   -1.5821    0.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1862    1.5027    1.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4404   -0.0580    2.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9959    1.9721   -0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7532    2.5906   -2.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9444    1.5810   -2.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4309    0.1227   -1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9003   -1.5896    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1062   -2.2631    2.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8871   -1.2281    1.8517 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  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 10  1  0
 19 14  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
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 571                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0       8.415   1.128   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       8.415  -1.952   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       5.748  -3.492   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       7.081  -1.182   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.748  -1.952   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.414  -4.262   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081   0.358   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.080  -3.492   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.414  -5.802   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.415   2.668   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.748   3.438   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.748   4.978   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081   3.438   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.125   2.615   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.415   5.748   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.081   4.978   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.125   5.802   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.521   3.406   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.521   5.011   0.000  0.00  0.00           C+0
CONECT    1    7   10                                                       
CONECT    2    4                                                            
CONECT    3    5    6                                                       
CONECT    4    2    5    7                                                  
CONECT    5    3    4                                                       
CONECT    6    3    8    9                                                  
CONECT    7    1    4                                                       
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    1   11   13                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11   15   17                                                  
CONECT   13   10   16                                                       
CONECT   14   11   18                                                       
CONECT   15   12   16                                                       
CONECT   16   13   15                                                       
CONECT   17   12   19                                                       
CONECT   18   14   19                                                       
CONECT   19   17   18                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0256836
HETATM    1  C1  UNL     1      -5.325   1.357  -0.789  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.512   0.097  -0.465  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.113  -0.647   0.680  1.00  0.00           C  
HETATM    4  N1  UNL     1      -3.130   0.400  -0.251  1.00  0.00           N  
HETATM    5  C4  UNL     1      -2.503  -0.535   0.623  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.037  -0.275   0.880  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.886   0.964   1.435  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.273  -0.559  -0.366  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.060  -0.536  -0.336  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.134   0.193  -0.123  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.128   1.522   0.214  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.326   2.227   0.426  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.525   1.614   0.304  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.560   0.298  -0.029  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.813  -0.297  -0.148  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.877  -1.633  -0.487  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.697  -2.314  -0.693  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.447  -1.733  -0.579  1.00  0.00           C  
HETATM   19  C16 UNL     1       3.400  -0.406  -0.241  1.00  0.00           C  
HETATM   20  H1  UNL     1      -6.407   1.068  -0.793  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.114   2.170  -0.087  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.060   1.706  -1.809  1.00  0.00           H  
HETATM   23  H4  UNL     1      -4.571  -0.585  -1.354  1.00  0.00           H  
HETATM   24  H5  UNL     1      -6.189  -0.893   0.473  1.00  0.00           H  
HETATM   25  H6  UNL     1      -5.032  -0.088   1.643  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.602  -1.621   0.806  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.098   1.381   0.138  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.646  -1.556   0.166  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.076  -0.571   1.586  1.00  0.00           H  
HETATM   30  H11 UNL     1      -0.753  -1.047   1.693  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.169   1.636   0.735  1.00  0.00           H  
HETATM   32  H13 UNL     1      -0.646  -1.537  -0.755  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.652   0.193  -1.130  1.00  0.00           H  
HETATM   34  H15 UNL     1       1.232   2.078   0.319  1.00  0.00           H  
HETATM   35  H16 UNL     1       3.288   3.273   0.695  1.00  0.00           H  
HETATM   36  H17 UNL     1       5.427   2.186   0.478  1.00  0.00           H  
HETATM   37  H18 UNL     1       6.730   0.226   0.011  1.00  0.00           H  
HETATM   38  H19 UNL     1       6.850  -2.115  -0.583  1.00  0.00           H  
HETATM   39  H20 UNL     1       4.769  -3.353  -0.955  1.00  0.00           H  
HETATM   40  H21 UNL     1       2.531  -2.289  -0.745  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   36
CONECT   14   15   15   19
CONECT   15   16   37
CONECT   16   17   17   38
CONECT   17   18   39
CONECT   18   19   19   40
END

HMDB0001849
     RDKit          3D
Propranolol
 40 41  0  0  0  0  0  0  0  0999 V2000
    5.2942    0.8591    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6340   -0.4524   -0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3401   -1.2816   -1.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2421   -0.4330   -0.5248 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4741    0.0896    0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0004   -0.0012    0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8254   -1.3878   -0.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1033    0.3869    1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2098    0.1213    1.0438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1239    0.5425    0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9222    1.4767   -0.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9300    1.8564   -1.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1672    1.2870   -1.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4196    0.3562   -0.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6969   -0.2092   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9085   -1.1394    0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9303   -1.5236    1.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6889   -0.9404    1.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4202   -0.0005    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2174    0.6571    0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6811    1.5341    0.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6889    1.3355   -0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7436   -1.0378    0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6379   -2.0493   -1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6116   -0.5913   -2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2176   -1.7610   -0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    0.0261   -1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6264   -0.5177    1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7415    1.1269    0.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8420    0.6226   -0.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110   -1.5821    0.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1862    1.5027    1.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4404   -0.0580    2.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9959    1.9721   -0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7532    2.5906   -2.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9444    1.5810   -2.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4309    0.1227   -1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9003   -1.5896    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1062   -2.2631    2.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8871   -1.2281    1.8517 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  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 10  1  0
 19 14  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
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-((1-Methylethyl)amino)-3-(1-naphthalenyloxy)-2-propanol	ChEBI
1-(Isopropylamino)-3-(1-naphthyloxy)propan-2-ol	ChEBI
beta-Propranolol	ChEBI
Propanalol	ChEBI
Propanolol	ChEBI
Propranololo	ChEBI
Propranololum	ChEBI
b-Propranolol	Generator
Β-propranolol	Generator
Dociton	HMDB, MeSH
Euprovasin	HMDB
Propanix	HMDB
Betadren	MeSH, HMDB
Inderal	MeSH, HMDB
Obsidan	MeSH, HMDB
Obzidan	MeSH, HMDB
Propranolol hydrochloride	MeSH, HMDB
Anapriline	MeSH, HMDB
Rexigen	MeSH, HMDB
Avlocardyl	MeSH, HMDB
Dexpropranolol	MeSH, HMDB
Hydrochloride, propranolol	MeSH, HMDB
Anaprilin	MeSH, HMDB

Chemical Formula

C₁₆H₂₁NO₂

Average Molecular Weight

259.3434

Monoisotopic Molecular Weight

259.157228921

IUPAC Name

1-(naphthalen-1-yloxy)-3-[(propan-2-yl)amino]propan-2-ol

Traditional Name

propranolol

CAS Registry Number

525-66-6

SMILES

CC(C)NCC(O)COC1=CC=CC2=CC=CC=C12

InChI Identifier

InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3

InChI Key

AQHHHDLHHXJYJD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Naphthalene
Alkyl aryl ether
1,2-aminoalcohol
Secondary alcohol
Secondary aliphatic amine
Ether
Secondary amine
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic oxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

secondary amine (CHEBI:8499 )
propanolamine (CHEBI:8499 )
naphthalenes (CHEBI:8499 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Cellular substructure

Membrane (HMDB: HMDB0001849)
Cell membrane (HMDB: HMDB0001849)

Organ

Liver (HMDB: HMDB0001849)

Excreta

Biofluid or Excreta

Urine (PMID: 19309105)

Source

Exogenous

Exogenous (HMDB: HMDB0001849)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Propranolol Action Pathway (HMDB: HMDB0001849)
Propranolol Action Pathway (PathBank: SMP0000307)

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0001849)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	96 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.062 mg/L at 25 °C	Not Available
LogP	3.48	AVDEEF,A (1997)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	162.7	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.079 g/L	ALOGPS
logP	3.03	ALOGPS
logP	2.58	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	14.09	ChemAxon
pKa (Strongest Basic)	9.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	41.49 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	76.83 m³·mol⁻¹	ChemAxon
Polarizability	29.98 Å³	ChemAxon
Number of Rings	2	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]+	161.337	31661259
DarkChem	[M-H]-	157.229	31661259
AllCCS	[M+H]+	163.028	32859911
AllCCS	[M-H]-	166.576	32859911
DeepCCS	[M-2H]-	189.941	30932474
DeepCCS	[M+Na]+	165.103	30932474
AllCCS	[M+H]+	163.0	32859911
AllCCS	[M+H-H2O]+	159.6	32859911
AllCCS	[M+NH4]+	166.2	32859911
AllCCS	[M+Na]+	167.2	32859911
AllCCS	[M-H]-	166.6	32859911
AllCCS	[M+Na-2H]-	166.7	32859911
AllCCS	[M+HCOO]-	167.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Propranolol	CC(C)NCC(O)COC1=CC=CC2=CC=CC=C12	2924.4	Standard polar	33892256
Propranolol	CC(C)NCC(O)COC1=CC=CC2=CC=CC=C12	2128.5	Standard non polar	33892256
Propranolol	CC(C)NCC(O)COC1=CC=CC2=CC=CC=C12	2138.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Propranolol,1TMS,isomer #1	CC(C)NCC(COC1=CC=CC2=CC=CC=C12)O[Si](C)(C)C	2145.2	Semi standard non polar	33892256
Propranolol,1TMS,isomer #2	CC(C)N(CC(O)COC1=CC=CC2=CC=CC=C12)[Si](C)(C)C	2327.1	Semi standard non polar	33892256
Propranolol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=CC2=CC=CC=C12)O[Si](C)(C)C)[Si](C)(C)C	2375.7	Semi standard non polar	33892256
Propranolol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=CC2=CC=CC=C12)O[Si](C)(C)C)[Si](C)(C)C	2397.2	Standard non polar	33892256
Propranolol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=CC2=CC=CC=C12)O[Si](C)(C)C)[Si](C)(C)C	2745.0	Standard polar	33892256
Propranolol,1TBDMS,isomer #1	CC(C)NCC(COC1=CC=CC2=CC=CC=C12)O[Si](C)(C)C(C)(C)C	2395.0	Semi standard non polar	33892256
Propranolol,1TBDMS,isomer #2	CC(C)N(CC(O)COC1=CC=CC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2609.3	Semi standard non polar	33892256
Propranolol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=CC2=CC=CC=C12)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2849.7	Semi standard non polar	33892256
Propranolol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=CC2=CC=CC=C12)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2809.8	Standard non polar	33892256
Propranolol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=CC2=CC=CC=C12)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2922.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Propranolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00r6-9610000000-d6d87b61c182e2ab976e	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propranolol GC-MS (1 TMS) - 70eV, Positive	splash10-006x-5900000000-e799ecbefa830180bc01	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propranolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propranolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propranolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propranolol 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-03di-0090000000-f8c39664b694f5784865	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-05fr-9000000000-84923a2dc3053801527a	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0fk9-2932000000-fa245a17a643ef33a0b2	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOF	splash10-03di-0090000000-ee9d9c871e322202a948	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOF	splash10-03di-0290000000-9f3f72a6b6b792659137	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOF	splash10-0avi-5900000000-95293e6a5f843d0cc282	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOF	splash10-0ab9-9700000000-6b5b9e9743cb3f7bca58	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOF	splash10-0adi-9700000000-f5825268222d45a4ce95	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive-QTOF	splash10-0159-1900000000-9872255282c6a95633aa	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive-QTOF	splash10-00di-9500000000-122203085c028de6cbe4	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive-QTOF	splash10-0aor-0900000000-39e75b6ae19b4763a0bf	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive-QTOF	splash10-004i-0900000000-b75e7bf7aa20ce854157	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive-QTOF	splash10-00di-9200000000-2f102916e2fe0f6c1f4b	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol LC-ESI-QTOF , positive-QTOF	splash10-0c00-9650000000-c4a4f189be72c438d080	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol LC-ESI-ITFT , positive-QTOF	splash10-0159-0910000000-d7db5bab374a7cf02fd3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol LC-ESI-ITFT , positive-QTOF	splash10-03di-0090000000-057a63162f5e674c4ce6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol LC-ESI-ITFT , positive-QTOF	splash10-03di-0190000000-87c354c205b94f5f06e1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol LC-ESI-ITFT , positive-QTOF	splash10-0cl0-4930000000-1eecec66280a12a94b9d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propranolol LC-ESI-ITFT , positive-QTOF	splash10-0ab9-4900000000-ddd58df17ce1f65a7559	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propranolol 10V, Positive-QTOF	splash10-03di-1290000000-2d6ddc1435f3b48e7189	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propranolol 20V, Positive-QTOF	splash10-0g4i-9580000000-2e146983ce2a20302923	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propranolol 40V, Positive-QTOF	splash10-05fv-9400000000-1ee35eae3a4de309c80f	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propranolol 10V, Negative-QTOF	splash10-0a4l-1690000000-4f37e99073c51d06c419	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propranolol 20V, Negative-QTOF	splash10-0006-0900000000-aacf3eb3805a8fb72454	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propranolol 40V, Negative-QTOF	splash10-0006-1900000000-b607646c7ffdb9665d12	2017-07-26	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Liver

Pathways

Name	SMPDB/PathBank	KEGG
Propranolol 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
Urine	Detected and Quantified	0.0026 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	19309105	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00571

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022707

KNApSAcK ID

Not Available

Chemspider ID

4777

KEGG Compound ID

C07407

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Propranolol

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

8499

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

Obach RS: Nonspecific binding to microsomes: impact on scale-up of in vitro intrinsic clearance to hepatic clearance as assessed through examination of warfarin, imipramine, and propranolol. Drug Metab Dispos. 1997 Dec;25(12):1359-69. [PubMed:9394025 ]
Lu C, Li P, Gallegos R, Uttamsingh V, Xia CQ, Miwa GT, Balani SK, Gan LS: Comparison of intrinsic clearance in liver microsomes and hepatocytes from rats and humans: evaluation of free fraction and uptake in hepatocytes. Drug Metab Dispos. 2006 Sep;34(9):1600-5. Epub 2006 Jun 21. [PubMed:16790553 ]

Only showing the first 10 proteins. There are 12 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Adenine phosphoribosyltransferase

General function:: Involved in adenine phosphoribosyltransferase activity
Specific function:: Catalyzes a salvage reaction resulting in the formation of AMP, that is energically less costly than de novo synthesis.
Gene Name:: APRT
Uniprot ID:: P07741
Molecular weight:: 19607.535

Enzyme Details

2. AMP deaminase 3

General function:: Involved in deaminase activity
Specific function:: AMP deaminase plays a critical role in energy metabolism.
Gene Name:: AMPD3
Uniprot ID:: Q01432
Molecular weight:: 89727.485

Enzyme Details

3. AMP deaminase 2

General function:: Involved in deaminase activity
Specific function:: AMP deaminase plays a critical role in energy metabolism.
Gene Name:: AMPD2
Uniprot ID:: Q01433
Molecular weight:: 100686.95

Enzyme Details

4. Adenosine kinase

General function:: Involved in adenosine kinase activity
Specific function:: ATP dependent phosphorylation of adenosine and other related nucleoside analogs to monophosphate derivatives. Serves as a potential regulator of concentrations of extracellular adenosine and intracellular adenine nucleotides.
Gene Name:: ADK
Uniprot ID:: P55263
Molecular weight:: 38702.93

Enzyme Details

5. AMP deaminase 1

General function:: Involved in deaminase activity
Specific function:: AMP deaminase plays a critical role in energy metabolism.
Gene Name:: AMPD1
Uniprot ID:: P23109
Molecular weight:: 90218.455

Enzyme Details

6. 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

7. Cytochrome P450 1A2

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

Enzyme Details

8. 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

Enzyme Details

9. 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

Enzyme Details

10. 5-hydroxytryptamine receptor 1B

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. The activity of this receptor is mediated by G proteins that inhibit adenylate cyclase activity
Gene Name:: HTR1B
Uniprot ID:: P28222
Molecular weight:: 43567.5

Only showing the first 10 proteins. There are 12 proteins in total.

Show all enzymes and transporters

Showing metabocard for Propranolol (HMDB0001849)

MOL for HMDB0001849 (Propranolol)

3D MOL for HMDB0001849 (Propranolol)

3D SDF for HMDB0001849 (Propranolol)

3D-SDF for HMDB0001849 (Propranolol)

PDB for HMDB0001849 (Propranolol)

3D PDB for HMDB0001849 (Propranolol)

SMILES for HMDB0001849 (Propranolol)

INCHI for HMDB0001849 (Propranolol)

Structure for HMDB0001849 (Propranolol)

3D Structure for HMDB0001849 (Propranolol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes