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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3)transporters (1) Show 4 proteins XML

enzymes (3)transporters (1) Show 4 proteins

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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:00 UTC

HMDB ID

HMDB0015520

Secondary Accession Numbers

HMDB15520

Metabolite Identification

Common Name

Oxprenolol

Description

Oxprenolol is only found in individuals that have used or taken this drug. It is a non-selective beta blocker with some intrinsic sympathomimetic activity. It is used for the treatment of angina pectoris, abnormal heart rhythms, anxiety, and high blood pressure. Oxprenolol is a lipophilic beta blocker which passes the blood-brain barrier more easily than water-soluble beta blockers. As such, it is associated with a higher incidence of CNS-related side effects than beta blockers with more hydrophilic molecules such as atenolol, sotalol, and nadolol (Wikipedia ). Like other beta-adrenergic antagonists, oxprenolol competes with adrenergic neurotransmitters such as catecholamines for binding at sympathetic receptor sites. Like propranolol and timolol, oxprenolol binds at beta(1)-adrenergic receptors in the heart and vascular smooth muscle, inhibiting the effects of the catecholamines epinephrine and norepinephrine and decreasing heart rate, cardiac output, and systolic and diastolic blood pressure. It also blocks beta-2 adrenergic receptors located in bronchiole smooth muscle, causing vasoconstriction. By binding beta-2 receptors in the juxtaglomerular apparatus, oxprenolol inhibits the production of renin, thereby inhibiting angiotensin II and aldosterone production. Oxprenolol, therefore, inhibits the vasoconstriction and water retention due to angiotensin II and aldosterone, respectively.

Structure

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

HMDB0015520
     RDKit          3D
Oxprenolol
 42 42  0  0  0  0  0  0  0  0999 V2000
   -5.1650    3.3120   -0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5220    2.4118   -0.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5139    0.9953   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2081    0.5231   -0.1054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0248   -0.7938    0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0751   -1.6494    0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9199   -2.9555    0.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6418   -3.3985    1.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5659   -2.5284    0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6854   -1.2259    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7024   -0.3358    0.3258 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435   -0.3188    0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434   -1.1185   -0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2193   -2.4564   -0.5492 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9255   -0.8226   -0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0948    0.5943   -0.3678 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4048    1.0720   -0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4637    0.6205   -1.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3637    2.5999   -0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6954    3.0607    0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1716    4.3504   -0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0054    2.6843   -1.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0970    0.8319    0.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9532    0.3808   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1006   -1.2905    0.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8029   -3.5622    1.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4831   -4.4199    1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5890   -2.9214    1.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9801   -0.7105    1.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9950    0.7648    0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3063   -0.6889   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8402   -2.9683    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0388   -1.1160    0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6000   -1.4154   -0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5910    1.0517   -1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6958    0.7763    0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8956   -0.3725   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1029    0.7138   -2.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3199    1.3506   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3228    2.9776   -0.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7959    3.0236    0.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8794    2.9738   -1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 10  5  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
M  END

  Mrv1652305081817402D          

 19 19  0  0  0  0            999 V2000
 9998.4189 9999.0040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1330 9998.5910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8487 9999.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5624 9998.5910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2781 9999.0040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.9939 9998.5910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.7076 9999.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.9939 9997.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8487 9999.8291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9919 9999.8291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.277410000.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5629 9999.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.848410000.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7050 9998.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9906 9999.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2761 9998.5910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2761 9997.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9904 9997.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7050 9997.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  9  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 14  1  0  0  0  0
 15 10  1  0  0  0  0
  1 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015520

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H23NO3/c1-4-9-18-14-7-5-6-8-15(14)19-11-13(17)10-16-12(2)3/h4-8,12-13,16-17H,1,9-11H2,2-3H3

> <INCHI_KEY>
CEMAWMOMDPGJMB-UHFFFAOYSA-N

> <FORMULA>
C15H23NO3

> <MOLECULAR_WEIGHT>
265.348

> <EXACT_MASS>
265.167793607

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.31071170024805

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.44

> <JCHEM_LOGP>
2.1677977303333336

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.087789908095793

> <JCHEM_PKA_STRONGEST_BASIC>
9.66616570398442

> <JCHEM_POLAR_SURFACE_AREA>
50.72

> <JCHEM_REFRACTIVITY>
76.00140000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.80e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oxprenolol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015520
     RDKit          3D
Oxprenolol
 42 42  0  0  0  0  0  0  0  0999 V2000
   -5.1650    3.3120   -0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5220    2.4118   -0.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5139    0.9953   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2081    0.5231   -0.1054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0248   -0.7938    0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0751   -1.6494    0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9199   -2.9555    0.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6418   -3.3985    1.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5659   -2.5284    0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6854   -1.2259    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7024   -0.3358    0.3258 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435   -0.3188    0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434   -1.1185   -0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2193   -2.4564   -0.5492 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9255   -0.8226   -0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0948    0.5943   -0.3678 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4048    1.0720   -0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4637    0.6205   -1.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3637    2.5999   -0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6954    3.0607    0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1716    4.3504   -0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0054    2.6843   -1.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0970    0.8319    0.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9532    0.3808   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1006   -1.2905    0.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8029   -3.5622    1.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4831   -4.4199    1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5890   -2.9214    1.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9801   -0.7105    1.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9950    0.7648    0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3063   -0.6889   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8402   -2.9683    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0388   -1.1160    0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6000   -1.4154   -0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5910    1.0517   -1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6958    0.7763    0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8956   -0.3725   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1029    0.7138   -2.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3199    1.3506   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3228    2.9776   -0.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7959    3.0236    0.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8794    2.9738   -1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 10  5  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
M  END

HEADER    PROTEIN                                 08-MAY-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAY-18         0                                  
HETATM    1  O   UNK     0    8663.7158664.807   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8665.0488664.037   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8666.3848664.807   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8667.7168664.037   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0    8669.0528664.807   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0    8670.3898664.037   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8671.7218664.807   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8670.3898662.497   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    8666.3848666.348   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8661.0528666.348   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8659.7188667.118   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8658.3848666.348   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8657.0508667.118   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8662.3838664.037   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8661.0498664.807   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8659.7158664.037   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8659.7158662.497   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8661.0498661.727   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8662.3838662.497   0.000  0.00  0.00           C+0
CONECT    1    2   14                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    3                                                            
CONECT   10   11   15                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   15   19    1                                                  
CONECT   15   14   16   10                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0015520
HETATM    1  C1  UNL     1      -5.165   3.312  -0.048  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.522   2.412  -0.772  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.514   0.995  -0.340  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.208   0.523  -0.105  1.00  0.00           O  
HETATM    5  C4  UNL     1      -3.025  -0.794   0.308  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.075  -1.649   0.494  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.920  -2.955   0.903  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.642  -3.399   1.128  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.566  -2.528   0.939  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.685  -1.226   0.533  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.702  -0.336   0.326  1.00  0.00           O  
HETATM   12  C10 UNL     1       0.644  -0.319   0.365  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.443  -1.118  -0.606  1.00  0.00           C  
HETATM   14  O3  UNL     1       1.219  -2.456  -0.549  1.00  0.00           O  
HETATM   15  C12 UNL     1       2.925  -0.823  -0.292  1.00  0.00           C  
HETATM   16  N1  UNL     1       3.095   0.594  -0.368  1.00  0.00           N  
HETATM   17  C13 UNL     1       4.405   1.072  -0.107  1.00  0.00           C  
HETATM   18  C14 UNL     1       5.464   0.620  -1.051  1.00  0.00           C  
HETATM   19  C15 UNL     1       4.364   2.600  -0.158  1.00  0.00           C  
HETATM   20  H1  UNL     1      -5.695   3.061   0.861  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.172   4.350  -0.362  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.005   2.684  -1.666  1.00  0.00           H  
HETATM   23  H4  UNL     1      -5.097   0.832   0.578  1.00  0.00           H  
HETATM   24  H5  UNL     1      -4.953   0.381  -1.178  1.00  0.00           H  
HETATM   25  H6  UNL     1      -5.101  -1.290   0.313  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.803  -3.562   1.024  1.00  0.00           H  
HETATM   27  H8  UNL     1      -2.483  -4.420   1.449  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.589  -2.921   1.160  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.980  -0.710   1.398  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.995   0.765   0.340  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.306  -0.689  -1.633  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.840  -2.968   0.036  1.00  0.00           H  
HETATM   33  H14 UNL     1       3.039  -1.116   0.786  1.00  0.00           H  
HETATM   34  H15 UNL     1       3.600  -1.415  -0.903  1.00  0.00           H  
HETATM   35  H16 UNL     1       2.591   1.052  -1.143  1.00  0.00           H  
HETATM   36  H17 UNL     1       4.696   0.776   0.916  1.00  0.00           H  
HETATM   37  H18 UNL     1       5.896  -0.373  -0.816  1.00  0.00           H  
HETATM   38  H19 UNL     1       5.103   0.714  -2.086  1.00  0.00           H  
HETATM   39  H20 UNL     1       6.320   1.351  -0.963  1.00  0.00           H  
HETATM   40  H21 UNL     1       3.323   2.978  -0.209  1.00  0.00           H  
HETATM   41  H22 UNL     1       4.796   3.024   0.767  1.00  0.00           H  
HETATM   42  H23 UNL     1       4.879   2.974  -1.066  1.00  0.00           H  
CONECT    1    2    2   20   21
CONECT    2    3   22
CONECT    3    4   23   24
CONECT    4    5
CONECT    5    6    6   10
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   27
CONECT    9   10   10   28
CONECT   10   11
CONECT   11   12
CONECT   12   13   29   30
CONECT   13   14   15   31
CONECT   14   32
CONECT   15   16   33   34
CONECT   16   17   35
CONECT   17   18   19   36
CONECT   18   37   38   39
CONECT   19   40   41   42
END

HMDB0015520
     RDKit          3D
Oxprenolol
 42 42  0  0  0  0  0  0  0  0999 V2000
   -5.1650    3.3120   -0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5220    2.4118   -0.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5139    0.9953   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2081    0.5231   -0.1054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0248   -0.7938    0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0751   -1.6494    0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9199   -2.9555    0.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6418   -3.3985    1.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5659   -2.5284    0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6854   -1.2259    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7024   -0.3358    0.3258 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435   -0.3188    0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434   -1.1185   -0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2193   -2.4564   -0.5492 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9255   -0.8226   -0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0948    0.5943   -0.3678 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4048    1.0720   -0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4637    0.6205   -1.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3637    2.5999   -0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6954    3.0607    0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1716    4.3504   -0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0054    2.6843   -1.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0970    0.8319    0.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9532    0.3808   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1006   -1.2905    0.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8029   -3.5622    1.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4831   -4.4199    1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5890   -2.9214    1.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9801   -0.7105    1.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9950    0.7648    0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3063   -0.6889   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8402   -2.9683    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0388   -1.1160    0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6000   -1.4154   -0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5910    1.0517   -1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6958    0.7763    0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8956   -0.3725   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1029    0.7138   -2.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3199    1.3506   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3228    2.9776   -0.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7959    3.0236    0.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8794    2.9738   -1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 10  5  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-1-(O-(Allyloxy)phenoxy)-3-(isopropylamino)propan-2-ol	HMDB
(+-)-Oxprenolol	HMDB
(1)-1-(O-(Allyloxy)phenoxy)-3-(isopropylamino)propan-2-ol	HMDB
1-(Isopropylamino)-2-hydroxy-3-(O-(allyloxy)phenoxy)propane	HMDB
1-(O-(Allyloxy)phenoxy)-3-(isopropylamino)-2-propanol	HMDB
1-[2-(Allyloxy)phenoxy]-3-(isopropylamino)-2-propanol	HMDB
DL-Oxprenolol	HMDB
Osprenololo	HMDB
Coretal	HMDB
Trasicor, slow	HMDB
Koretal	HMDB
Slow trasicor	HMDB
Trasicor	HMDB
Oxprenolol hydrochloride	HMDB
Hydrochloride, oxprenolol	HMDB
Tevacor	HMDB

Chemical Formula

C₁₅H₂₃NO₃

Average Molecular Weight

265.348

Monoisotopic Molecular Weight

265.167793607

IUPAC Name

1-[2-(prop-2-en-1-yloxy)phenoxy]-3-[(propan-2-yl)amino]propan-2-ol

Traditional Name

oxprenolol

CAS Registry Number

6452-71-7

SMILES

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

InChI Identifier

InChI=1S/C15H23NO3/c1-4-9-18-14-7-5-6-8-15(14)19-11-13(17)10-16-12(2)3/h4-8,12-13,16-17H,1,9-11H2,2-3H3

InChI Key

CEMAWMOMDPGJMB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
1,2-aminoalcohol
Secondary alcohol
Secondary aliphatic amine
Secondary amine
Ether
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic oxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015520)

Source

Exogenous

Exogenous (HMDB: HMDB0015520)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Oxprenolol Action Pathway (PathBank: SMP0000304)

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	0.68 g/L	Not Available
LogP	2.10	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	161.7	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.68 g/L	ALOGPS
logP	2.44	ALOGPS
logP	2.17	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	14.09	ChemAxon
pKa (Strongest Basic)	9.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	50.72 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	76 m³·mol⁻¹	ChemAxon
Polarizability	30.31 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]+	160.57	31661259
DarkChem	[M-H]-	159.437	31661259
DeepCCS	[M+H]+	163.002	30932474
DeepCCS	[M-H]-	160.644	30932474
DeepCCS	[M-2H]-	193.543	30932474
DeepCCS	[M+Na]+	169.095	30932474
AllCCS	[M+H]+	166.1	32859911
AllCCS	[M+H-H2O]+	162.8	32859911
AllCCS	[M+NH4]+	169.1	32859911
AllCCS	[M+Na]+	170.0	32859911
AllCCS	[M-H]-	166.1	32859911
AllCCS	[M+Na-2H]-	166.7	32859911
AllCCS	[M+HCOO]-	167.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oxprenolol	CC(C)NCC(O)COC1=C(OCC=C)C=CC=C1	2556.5	Standard polar	33892256
Oxprenolol	CC(C)NCC(O)COC1=C(OCC=C)C=CC=C1	1970.8	Standard non polar	33892256
Oxprenolol	CC(C)NCC(O)COC1=C(OCC=C)C=CC=C1	1909.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Oxprenolol,1TMS,isomer #1	C=CCOC1=CC=CC=C1OCC(CNC(C)C)O[Si](C)(C)C	1934.2	Semi standard non polar	33892256
Oxprenolol,1TMS,isomer #2	C=CCOC1=CC=CC=C1OCC(O)CN(C(C)C)[Si](C)(C)C	2086.5	Semi standard non polar	33892256
Oxprenolol,2TMS,isomer #1	C=CCOC1=CC=CC=C1OCC(CN(C(C)C)[Si](C)(C)C)O[Si](C)(C)C	2139.7	Semi standard non polar	33892256
Oxprenolol,2TMS,isomer #1	C=CCOC1=CC=CC=C1OCC(CN(C(C)C)[Si](C)(C)C)O[Si](C)(C)C	2154.8	Standard non polar	33892256
Oxprenolol,2TMS,isomer #1	C=CCOC1=CC=CC=C1OCC(CN(C(C)C)[Si](C)(C)C)O[Si](C)(C)C	2443.3	Standard polar	33892256
Oxprenolol,1TBDMS,isomer #1	C=CCOC1=CC=CC=C1OCC(CNC(C)C)O[Si](C)(C)C(C)(C)C	2147.8	Semi standard non polar	33892256
Oxprenolol,1TBDMS,isomer #2	C=CCOC1=CC=CC=C1OCC(O)CN(C(C)C)[Si](C)(C)C(C)(C)C	2357.1	Semi standard non polar	33892256
Oxprenolol,2TBDMS,isomer #1	C=CCOC1=CC=CC=C1OCC(CN(C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2615.6	Semi standard non polar	33892256
Oxprenolol,2TBDMS,isomer #1	C=CCOC1=CC=CC=C1OCC(CN(C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2551.7	Standard non polar	33892256
Oxprenolol,2TBDMS,isomer #1	C=CCOC1=CC=CC=C1OCC(CN(C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2647.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Oxprenolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fk9-9830000000-ffc434fb823de100db4d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxprenolol GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9140000000-20b54606cade12365e82	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxprenolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxprenolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxprenolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxprenolol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxprenolol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxprenolol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxprenolol LC-ESI-QTOF , positive-QTOF	splash10-006t-7920000000-1fed9f62e7ece1c8e951	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxprenolol LC-ESI-QFT , positive-QTOF	splash10-014i-3090000000-9ca7ccd0c0daba3c3040	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxprenolol LC-ESI-QFT , positive-QTOF	splash10-00di-9110000000-b81a2c636a97b7a75df0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxprenolol LC-ESI-QFT , positive-QTOF	splash10-00di-9000000000-996746df1ffa4553b2db	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxprenolol LC-ESI-QFT , positive-QTOF	splash10-05fr-9000000000-cc715f4401a8ea6f3c13	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxprenolol LC-ESI-QFT , positive-QTOF	splash10-05fr-9000000000-7a6e78af4d59990c16da	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxprenolol LC-ESI-QFT , positive-QTOF	splash10-0ab9-9000000000-986953ff107cdee4fc24	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxprenolol 60V, Positive-QTOF	splash10-05fr-9000000000-cc715f4401a8ea6f3c13	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxprenolol 45V, Positive-QTOF	splash10-00di-9000000000-969719220e2b72646ef6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxprenolol 15V, Positive-QTOF	splash10-014i-3090000000-9ca7ccd0c0daba3c3040	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxprenolol 30V, Positive-QTOF	splash10-00di-9110000000-b81a2c636a97b7a75df0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxprenolol -1V, Positive-QTOF	splash10-006t-7920000000-d6e482916b84d26317de	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxprenolol 90V, Positive-QTOF	splash10-0ab9-9000000000-986953ff107cdee4fc24	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxprenolol 75V, Positive-QTOF	splash10-05fr-9000000000-7a6e78af4d59990c16da	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxprenolol 10V, Positive-QTOF	splash10-014i-3290000000-5fdffee3a1deff838301	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxprenolol 20V, Positive-QTOF	splash10-006x-9340000000-2ef2cda6debfabf11f4e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxprenolol 40V, Positive-QTOF	splash10-006x-9100000000-fecbd33075dfbb13f4a4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxprenolol 10V, Negative-QTOF	splash10-03dj-1690000000-8d2a9f42673ab60f9f76	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxprenolol 20V, Negative-QTOF	splash10-052b-2910000000-b2d35105403e4589696c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxprenolol 40V, Negative-QTOF	splash10-0a4i-6900000000-dd301346a7a467bd9fe5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxprenolol 10V, Positive-QTOF	splash10-014i-0090000000-10382b62959a33916c82	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxprenolol 20V, Positive-QTOF	splash10-00xs-9420000000-0dd0fa79ee520c429047	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxprenolol 40V, Positive-QTOF	splash10-0ab9-9200000000-189f8288f2e0118715bc	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxprenolol 10V, Negative-QTOF	splash10-03di-2930000000-4a487e5497a932437aea	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxprenolol 20V, Negative-QTOF	splash10-052f-9800000000-87cac10da57c2b80bf5a	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Oxprenolol Action Pathway		Not Available

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 DB01580	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01580	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01580

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4470

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Oxprenolol

METLIN ID

Not Available

PubChem Compound

4631

PDB ID

Not Available

ChEBI ID

113756

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

McDevitt DG: Comparison of pharmacokinetic properties of beta-adrenoceptor blocking drugs. Eur Heart J. 1987 Dec;8 Suppl M:9-14. [PubMed:2897304 ]

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

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

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

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Campbell CA, Parratt JR, Kane KA, Bullock G: Effects of prolonged administration of oxprenolol on severity of ischaemic arrhythmias, enzyme leakage, infarct size, and intracellular cardiac muscle action potentials. J Cardiovasc Pharmacol. 1984 May-Jun;6(3):369-77. [PubMed:6202960 ]
Lemmer B: [Pharmacological basis for the therapy of cardiovascular disease with beta-adrenoceptor blocking drugs (author's transl)]. Herz. 1982 Jun;7(3):168-78. [PubMed:6124492 ]
Abrahamsson T: The beta 1- and beta 2-adrenoceptor stimulatory effects of alprenolol, oxprenolol and pindolol: a study in the isolated right atrium and uterus of the rat. Br J Pharmacol. 1986 Apr;87(4):657-64. [PubMed:2871880 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

3. Beta-2 adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. The beta-2-adrenergic receptor binds epinephrine with an approximately 30-fold greater affinity than it does norepinephrine
Gene Name:: ADRB2
Uniprot ID:: P07550
Molecular weight:: 46458.3

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Sekut L, Champion BR, Page K, Menius JA Jr, Connolly KM: Anti-inflammatory activity of salmeterol: down-regulation of cytokine production. Clin Exp Immunol. 1995 Mar;99(3):461-6. [PubMed:7882570 ]
Fujita H, Tanaka J, Maeda N, Sakanaka M: Adrenergic agonists suppress the proliferation of microglia through beta 2-adrenergic receptor. Neurosci Lett. 1998 Feb 6;242(1):37-40. [PubMed:9509999 ]
Prinz M, Hausler KG, Kettenmann H, Hanisch U: beta-adrenergic receptor stimulation selectively inhibits IL-12p40 release in microglia. Brain Res. 2001 Apr 27;899(1-2):264-70. [PubMed:11311890 ]

Transporters

Enzyme Details

1. Solute carrier family 22 member 2

General function:: Involved in ion transmembrane transporter activity
Specific function:: Mediates tubular uptake of organic compounds from circulation. Mediates the influx of agmatine, dopamine, noradrenaline (norepinephrine), serotonin, choline, famotidine, ranitidine, histamin, creatinine, amantadine, memantine, acriflavine, 4-[4-(dimethylamino)-styryl]-N-methylpyridinium ASP, amiloride, metformin, N-1-methylnicotinamide (NMN), tetraethylammonium (TEA), 1-methyl-4-phenylpyridinium (MPP), cimetidine, cisplatin and oxaliplatin. Cisplatin may develop a nephrotoxic action. Transport of creatinine is inhibited by fluoroquinolones such as DX-619 and LVFX. This transporter is a major determinant of the anticancer activity of oxaliplatin and may contribute to antitumor specificity
Gene Name:: SLC22A2
Uniprot ID:: O15244
Molecular weight:: 62564.0

References

Dudley AJ, Bleasby K, Brown CD: The organic cation transporter OCT2 mediates the uptake of beta-adrenoceptor antagonists across the apical membrane of renal LLC-PK(1) cell monolayers. Br J Pharmacol. 2000 Sep;131(1):71-9. [PubMed:10960071 ]

Showing metabocard for Oxprenolol (HMDB0015520)

MOL for HMDB0015520 (Oxprenolol)

3D MOL for HMDB0015520 (Oxprenolol)

3D SDF for HMDB0015520 (Oxprenolol)

3D-SDF for HMDB0015520 (Oxprenolol)

PDB for HMDB0015520 (Oxprenolol)

3D PDB for HMDB0015520 (Oxprenolol)

SMILES for HMDB0015520 (Oxprenolol)

INCHI for HMDB0015520 (Oxprenolol)

Structure for HMDB0015520 (Oxprenolol)

3D Structure for HMDB0015520 (Oxprenolol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

Transporters

References