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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:35 UTC

HMDB ID

HMDB0014341

Secondary Accession Numbers

HMDB14341

Metabolite Identification

Common Name

Betaxolol

Description

Betaxolol is only found in individuals that have used or taken this drug. It is a cardioselective beta-1-adrenergic antagonist with no partial agonist activity. [PubChem]Betaxolol selectively blocks catecholamine stimulation of beta(1)-adrenergic receptors in the heart and vascular smooth muscle. This results in a reduction of heart rate, cardiac output, systolic and diastolic blood pressure, and possibly reflex orthostatic hypotension. Betaxolol can also competitively block beta(2)-adrenergic responses in the bronchial and vascular smooth muscles, causing bronchospasm.

Structure

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

HMDB0243671
     RDKit          3D
(R)-Betaxolol
 51 52  0  0  0  0  0  0  0  0999 V2000
   -7.1202    1.4270    1.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0055    0.1148    1.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2892   -0.8672    2.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5347    0.1736   -0.1917 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2632    0.6579   -0.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0774   -0.1745   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1254   -1.4471   -0.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7713    0.4843   -0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7009   -0.2988   -0.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3694   -0.0846   -0.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849    0.9604   -1.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5549    1.1102   -1.2592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4109    0.1786   -0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8978    0.2459   -0.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5054    1.0096    0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7774    1.1554    0.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9247    0.6195    0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4449   -0.4075   -0.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8274   -1.7546   -0.7672 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1392   -1.5957   -0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8807   -0.8789   -0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5196   -1.0175    0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8470    1.2638    2.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1472    1.6670    2.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5073    2.2492    1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0787   -0.2837    1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5897   -0.3292    2.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7720   -1.6753    1.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0258   -1.3764    2.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2301    0.4303   -0.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0986    1.7414   -0.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2076    0.6618   -1.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9606   -0.2109    0.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2470   -1.7293   -0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8580    0.5132   -1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7125    1.5256   -0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4877    1.6916   -1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9726    1.9403   -1.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2369   -0.7949   -0.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1508    0.6714   -1.8238 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9012    1.9674    0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2143    0.4412    1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0739    0.1411    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7300    1.4532    0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9685    0.0183   -1.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8442   -2.1908   -1.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0119   -2.1059   -0.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1945   -1.7477    1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0181   -2.0318   -0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5060   -1.6505    0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1360   -1.8609    0.7154 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
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 13 21  1  0
 21 22  2  0
 22 10  1  0
 20 18  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
 11 37  1  0
 12 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
M  END

195
  Mrv0541 02231214302D          

 22 23  0  0  1  0            999 V2000
    2.7770   -3.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916    1.3885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916    3.0385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9205    3.8636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -4.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -5.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -5.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -3.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916   -1.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916   -1.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2060    2.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9205    3.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6350    4.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2060    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2060   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916    0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3495    3.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6350    5.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2060    0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  1  9  1  0  0  0  0
  2 15  1  0  0  0  0
  2 18  1  0  0  0  0
  3 12  1  0  0  0  0
  4 13  1  0  0  0  0
  4 14  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6  7  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 16  2  0  0  0  0
 11 17  1  0  0  0  0
 12 13  1  0  0  0  0
 12 15  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
 16 21  1  0  0  0  0
 17 22  2  0  0  0  0
 18 21  2  0  0  0  0
 18 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014341

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)NCC(O)COC1=CC=C(CCOCC2CC2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H29NO3/c1-14(2)19-11-17(20)13-22-18-7-5-15(6-8-18)9-10-21-12-16-3-4-16/h5-8,14,16-17,19-20H,3-4,9-13H2,1-2H3

> <INCHI_KEY>
NWIUTZDMDHAVTP-UHFFFAOYSA-N

> <FORMULA>
C18H29NO3

> <MOLECULAR_WEIGHT>
307.4278

> <EXACT_MASS>
307.214743799

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
37.05289125557385

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{4-[2-(cyclopropylmethoxy)ethyl]phenoxy}-3-[(propan-2-yl)amino]propan-2-ol

> <ALOGPS_LOGP>
3.00

> <JCHEM_LOGP>
2.539234387333333

> <ALOGPS_LOGS>
-4.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.087971415863102

> <JCHEM_PKA_STRONGEST_BASIC>
9.666166605708497

> <JCHEM_POLAR_SURFACE_AREA>
50.72

> <JCHEM_REFRACTIVITY>
88.63960000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{4-[2-(cyclopropylmethoxy)ethyl]phenoxy}-3-(isopropylamino)propan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0243671
     RDKit          3D
(R)-Betaxolol
 51 52  0  0  0  0  0  0  0  0999 V2000
   -7.1202    1.4270    1.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0055    0.1148    1.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2892   -0.8672    2.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5347    0.1736   -0.1917 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2632    0.6579   -0.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0774   -0.1745   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1254   -1.4471   -0.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7713    0.4843   -0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7009   -0.2988   -0.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3694   -0.0846   -0.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849    0.9604   -1.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5549    1.1102   -1.2592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4109    0.1786   -0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8978    0.2459   -0.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5054    1.0096    0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7774    1.1554    0.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9247    0.6195    0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4449   -0.4075   -0.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8274   -1.7546   -0.7672 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1392   -1.5957   -0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8807   -0.8789   -0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5196   -1.0175    0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8470    1.2638    2.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1472    1.6670    2.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5073    2.2492    1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0787   -0.2837    1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5897   -0.3292    2.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7720   -1.6753    1.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0258   -1.3764    2.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2301    0.4303   -0.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0986    1.7414   -0.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2076    0.6618   -1.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9606   -0.2109    0.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2470   -1.7293   -0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8580    0.5132   -1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7125    1.5256   -0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4877    1.6916   -1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9726    1.9403   -1.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2369   -0.7949   -0.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1508    0.6714   -1.8238 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9012    1.9674    0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2143    0.4412    1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0739    0.1411    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7300    1.4532    0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9685    0.0183   -1.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8442   -2.1908   -1.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0119   -2.1059   -0.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1945   -1.7477    1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0181   -2.0318   -0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5060   -1.6505    0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1360   -1.8609    0.7154 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
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 13 21  1  0
 21 22  2  0
 22 10  1  0
 20 18  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
 11 37  1  0
 12 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 195                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       5.184  -5.878   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       6.518   2.592   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       6.518   5.672   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       9.185   7.212   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       3.850  -8.188   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.620  -9.522   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.080  -9.522   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.850  -6.648   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.184  -4.338   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.518  -3.568   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.518  -2.028   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.851   4.902   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.185   5.672   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.519   7.982   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.851   3.362   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.184  -1.258   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.851  -1.258   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.518   1.052   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.852   7.212   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.519   9.522   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.184   0.282   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.851   0.282   0.000  0.00  0.00           C+0
CONECT    1    8    9                                                       
CONECT    2   15   18                                                       
CONECT    3   12                                                            
CONECT    4   13   14                                                       
CONECT    5    6    7    8                                                  
CONECT    6    5    7                                                       
CONECT    7    5    6                                                       
CONECT    8    1    5                                                       
CONECT    9    1   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   16   17                                                  
CONECT   12    3   13   15                                                  
CONECT   13    4   12                                                       
CONECT   14    4   19   20                                                  
CONECT   15    2   12                                                       
CONECT   16   11   21                                                       
CONECT   17   11   22                                                       
CONECT   18    2   21   22                                                  
CONECT   19   14                                                            
CONECT   20   14                                                            
CONECT   21   16   18                                                       
CONECT   22   17   18                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0243671
HETATM    1  C1  UNL     1      -7.120   1.427   1.847  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.005   0.115   1.114  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.289  -0.867   2.001  1.00  0.00           C  
HETATM    4  N1  UNL     1      -6.535   0.174  -0.192  1.00  0.00           N  
HETATM    5  C4  UNL     1      -5.263   0.658  -0.520  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.077  -0.175  -0.099  1.00  0.00           C  
HETATM    7  O1  UNL     1      -4.125  -1.447  -0.671  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.771   0.484  -0.590  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.701  -0.299  -0.162  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.369  -0.085  -0.381  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.185   0.960  -1.079  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.555   1.110  -1.259  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.411   0.179  -0.721  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.898   0.246  -0.849  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.505   1.010   0.303  1.00  0.00           C  
HETATM   16  O3  UNL     1       5.777   1.155   0.278  1.00  0.00           O  
HETATM   17  C13 UNL     1       6.925   0.619   0.318  1.00  0.00           C  
HETATM   18  C14 UNL     1       7.445  -0.407  -0.625  1.00  0.00           C  
HETATM   19  C15 UNL     1       6.827  -1.755  -0.767  1.00  0.00           C  
HETATM   20  C16 UNL     1       8.139  -1.596  -0.077  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.881  -0.879  -0.017  1.00  0.00           C  
HETATM   22  C18 UNL     1       0.520  -1.018   0.156  1.00  0.00           C  
HETATM   23  H1  UNL     1      -7.847   1.264   2.678  1.00  0.00           H  
HETATM   24  H2  UNL     1      -6.147   1.667   2.368  1.00  0.00           H  
HETATM   25  H3  UNL     1      -7.507   2.249   1.249  1.00  0.00           H  
HETATM   26  H4  UNL     1      -8.079  -0.284   1.059  1.00  0.00           H  
HETATM   27  H5  UNL     1      -5.590  -0.329   2.704  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.772  -1.675   1.482  1.00  0.00           H  
HETATM   29  H7  UNL     1      -7.026  -1.376   2.704  1.00  0.00           H  
HETATM   30  H8  UNL     1      -7.230   0.430  -0.923  1.00  0.00           H  
HETATM   31  H9  UNL     1      -5.099   1.741  -0.283  1.00  0.00           H  
HETATM   32  H10 UNL     1      -5.208   0.662  -1.656  1.00  0.00           H  
HETATM   33  H11 UNL     1      -3.961  -0.211   0.997  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.247  -1.729  -0.992  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.858   0.513  -1.700  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.713   1.526  -0.252  1.00  0.00           H  
HETATM   37  H15 UNL     1      -0.488   1.692  -1.501  1.00  0.00           H  
HETATM   38  H16 UNL     1       1.973   1.940  -1.813  1.00  0.00           H  
HETATM   39  H17 UNL     1       4.237  -0.795  -0.828  1.00  0.00           H  
HETATM   40  H18 UNL     1       4.151   0.671  -1.824  1.00  0.00           H  
HETATM   41  H19 UNL     1       3.901   1.967   0.473  1.00  0.00           H  
HETATM   42  H20 UNL     1       4.214   0.441   1.273  1.00  0.00           H  
HETATM   43  H21 UNL     1       7.074   0.141   1.366  1.00  0.00           H  
HETATM   44  H22 UNL     1       7.730   1.453   0.337  1.00  0.00           H  
HETATM   45  H23 UNL     1       7.969   0.018  -1.531  1.00  0.00           H  
HETATM   46  H24 UNL     1       6.844  -2.191  -1.787  1.00  0.00           H  
HETATM   47  H25 UNL     1       6.012  -2.106  -0.130  1.00  0.00           H  
HETATM   48  H26 UNL     1       8.194  -1.748   1.033  1.00  0.00           H  
HETATM   49  H27 UNL     1       9.018  -2.032  -0.597  1.00  0.00           H  
HETATM   50  H28 UNL     1       2.506  -1.650   0.434  1.00  0.00           H  
HETATM   51  H29 UNL     1       0.136  -1.861   0.715  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4   26
CONECT    3   27   28   29
CONECT    4    5   30
CONECT    5    6   31   32
CONECT    6    7    8   33
CONECT    7   34
CONECT    8    9   35   36
CONECT    9   10
CONECT   10   11   11   22
CONECT   11   12   37
CONECT   12   13   13   38
CONECT   13   14   21
CONECT   14   15   39   40
CONECT   15   16   41   42
CONECT   16   17
CONECT   17   18   43   44
CONECT   18   19   20   45
CONECT   19   20   46   47
CONECT   20   48   49
CONECT   21   22   22   50
CONECT   22   51
END

HMDB0243671
     RDKit          3D
(R)-Betaxolol
 51 52  0  0  0  0  0  0  0  0999 V2000
   -7.1202    1.4270    1.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0055    0.1148    1.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2892   -0.8672    2.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5347    0.1736   -0.1917 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2632    0.6579   -0.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0774   -0.1745   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1254   -1.4471   -0.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7713    0.4843   -0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7009   -0.2988   -0.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3694   -0.0846   -0.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849    0.9604   -1.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5549    1.1102   -1.2592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4109    0.1786   -0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8978    0.2459   -0.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5054    1.0096    0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7774    1.1554    0.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9247    0.6195    0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4449   -0.4075   -0.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8274   -1.7546   -0.7672 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1392   -1.5957   -0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8807   -0.8789   -0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5196   -1.0175    0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8470    1.2638    2.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1472    1.6670    2.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5073    2.2492    1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0787   -0.2837    1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5897   -0.3292    2.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7720   -1.6753    1.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0258   -1.3764    2.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2301    0.4303   -0.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0986    1.7414   -0.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2076    0.6618   -1.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9606   -0.2109    0.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2470   -1.7293   -0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8580    0.5132   -1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7125    1.5256   -0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4877    1.6916   -1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9726    1.9403   -1.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2369   -0.7949   -0.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1508    0.6714   -1.8238 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9012    1.9674    0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2143    0.4412    1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0739    0.1411    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7300    1.4532    0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9685    0.0183   -1.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8442   -2.1908   -1.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0119   -2.1059   -0.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1945   -1.7477    1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0181   -2.0318   -0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5060   -1.6505    0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1360   -1.8609    0.7154 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
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 13 21  1  0
 21 22  2  0
 22 10  1  0
 20 18  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
 11 37  1  0
 12 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(4-(2-(Cyclopropylmethoxy)ethyl)phenoxy)-3-((1-methylethyl)amino)-2-propanol	ChEBI
1-(Isopropylamino)-3-[p-(cyclopropylmethoxyethyl)phenoxy]-2-propanol	ChEBI
Betaxololum	ChEBI
Betoptic	HMDB
Betoptima	HMDB
Kerlone	HMDB
Lorex brand OF betaxolol hydrochloride	HMDB
Oxodal	HMDB
Synthelabo brand OF betaxolol hydrochloride	HMDB
Betaxolol alcon	HMDB
Boots brand OF betaxolol hydrochloride	HMDB
Hydrochloride, betaxolol	HMDB
Synthélabo brand OF betaxolol hydrochloride	HMDB
Alcon brand OF betaxolol hydrochloride	HMDB
Allphar brand OF betaxolol hydrochloride	HMDB
Betaxolol hydrochloride	HMDB
Kerlon	HMDB
Searle brand OF betaxolol hydrochloride	HMDB
Alcon, betaxolol	HMDB
Schwarz brand OF betaxolol hydrochloride	HMDB

Chemical Formula

C₁₈H₂₉NO₃

Average Molecular Weight

307.4278

Monoisotopic Molecular Weight

307.214743799

IUPAC Name

1-{4-[2-(cyclopropylmethoxy)ethyl]phenoxy}-3-[(propan-2-yl)amino]propan-2-ol

Traditional Name

1-{4-[2-(cyclopropylmethoxy)ethyl]phenoxy}-3-(isopropylamino)propan-2-ol

CAS Registry Number

63659-18-7

SMILES

CC(C)NCC(O)COC1=CC=C(CCOCC2CC2)C=C1

InChI Identifier

InChI=1S/C18H29NO3/c1-14(2)19-11-17(20)13-22-18-7-5-15(6-8-18)9-10-21-12-16-3-4-16/h5-8,14,16-17,19-20H,3-4,9-13H2,1-2H3

InChI Key

NWIUTZDMDHAVTP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosols and derivatives. Tyrosols and derivatives are compounds containing a hydroxyethyl group attached to the C4 carbon of a phenol group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

Tyrosols and derivatives

Direct Parent

Tyrosols and derivatives

Alternative Parents

Substituents

Tyrosol derivative
Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
1,2-aminoalcohol
Secondary alcohol
Dialkyl ether
Secondary amine
Secondary aliphatic 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

propanolamine (CHEBI:3082 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	70 - 72 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.03 g/L	Not Available
LogP	2.4	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.03 g/L	ALOGPS
logP	3	ALOGPS
logP	2.54	ChemAxon
logS	-4	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	11	ChemAxon
Refractivity	88.64 m³·mol⁻¹	ChemAxon
Polarizability	37.05 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]+	173.324	31661259
DarkChem	[M-H]-	171.863	31661259
DeepCCS	[M+H]+	178.898	30932474
DeepCCS	[M-H]-	176.54	30932474
DeepCCS	[M-2H]-	209.426	30932474
DeepCCS	[M+Na]+	184.991	30932474
AllCCS	[M+H]+	178.0	32859911
AllCCS	[M+H-H2O]+	175.1	32859911
AllCCS	[M+NH4]+	180.7	32859911
AllCCS	[M+Na]+	181.5	32859911
AllCCS	[M-H]-	177.4	32859911
AllCCS	[M+Na-2H]-	178.1	32859911
AllCCS	[M+HCOO]-	179.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Betaxolol	CC(C)NCC(O)COC1=CC=C(CCOCC2CC2)C=C1	2880.5	Standard polar	33892256
Betaxolol	CC(C)NCC(O)COC1=CC=C(CCOCC2CC2)C=C1	2329.7	Standard non polar	33892256
Betaxolol	CC(C)NCC(O)COC1=CC=C(CCOCC2CC2)C=C1	2384.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Betaxolol,1TMS,isomer #1	CC(C)NCC(COC1=CC=C(CCOCC2CC2)C=C1)O[Si](C)(C)C	2377.8	Semi standard non polar	33892256
Betaxolol,1TMS,isomer #2	CC(C)N(CC(O)COC1=CC=C(CCOCC2CC2)C=C1)[Si](C)(C)C	2530.3	Semi standard non polar	33892256
Betaxolol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=C(CCOCC2CC2)C=C1)O[Si](C)(C)C)[Si](C)(C)C	2566.4	Semi standard non polar	33892256
Betaxolol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=C(CCOCC2CC2)C=C1)O[Si](C)(C)C)[Si](C)(C)C	2581.2	Standard non polar	33892256
Betaxolol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=C(CCOCC2CC2)C=C1)O[Si](C)(C)C)[Si](C)(C)C	2835.7	Standard polar	33892256
Betaxolol,1TBDMS,isomer #1	CC(C)NCC(COC1=CC=C(CCOCC2CC2)C=C1)O[Si](C)(C)C(C)(C)C	2601.2	Semi standard non polar	33892256
Betaxolol,1TBDMS,isomer #2	CC(C)N(CC(O)COC1=CC=C(CCOCC2CC2)C=C1)[Si](C)(C)C(C)(C)C	2779.7	Semi standard non polar	33892256
Betaxolol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=C(CCOCC2CC2)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3032.5	Semi standard non polar	33892256
Betaxolol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=C(CCOCC2CC2)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2967.7	Standard non polar	33892256
Betaxolol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=C(CCOCC2CC2)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3018.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Betaxolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-9650000000-21779d64a7615ec0e9a7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Betaxolol GC-MS (1 TMS) - 70eV, Positive	splash10-0ab9-9312000000-df9b051547c498753dc8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Betaxolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Betaxolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Betaxolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Betaxolol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Betaxolol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Betaxolol 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 - Betaxolol LC-ESI-qTof , Positive-QTOF	splash10-0900-0619000000-76032f7e5f2fbe405815	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0009000000-287e15a62fc0a0a17ccc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol LC-ESI-QTOF , positive-QTOF	splash10-0a4i-1309000000-627420cbd67d8ac1e4ad	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol LC-ESI-QTOF , positive-QTOF	splash10-05fr-6900000000-e23f35ab4359c86dd966	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol LC-ESI-QTOF , positive-QTOF	splash10-0ab9-9800000000-0fec1fdb5cce29edc7de	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol LC-ESI-QTOF , positive-QTOF	splash10-0a6u-9600000000-35b64bf771f1c210f29d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol , positive-QTOF	splash10-0900-0619000000-76032f7e5f2fbe405815	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol , positive-QTOF	splash10-0a4i-0209000000-891e6fe5f7380d1b7924	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol 40V, Positive-QTOF	splash10-0ab9-9800000000-1581f085d3cf2606d273	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol 30V, Positive-QTOF	splash10-05fr-6900000000-e23f35ab4359c86dd966	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol 30V, Positive-QTOF	splash10-05fr-7900000000-8b3da8b26492a31a5738	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol 40V, Positive-QTOF	splash10-0ab9-9800000000-0fec1fdb5cce29edc7de	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol 50V, Positive-QTOF	splash10-0a6u-9600000000-35b64bf771f1c210f29d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol 40V, Positive-QTOF	splash10-0ab9-9800000000-4b362234f6e0f5887b6b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol 30V, Positive-QTOF	splash10-05fr-7900000000-9eedd696217b0ff2828c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol 10V, Positive-QTOF	splash10-0a4i-0009000000-287e15a62fc0a0a17ccc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol 20V, Positive-QTOF	splash10-0a4i-1309000000-627420cbd67d8ac1e4ad	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol 35V, Positive-QTOF	splash10-0a4i-4619000000-272c3925c0851728b34d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betaxolol 50V, Positive-QTOF	splash10-0a6u-9600000000-f3652f7252879767f20b	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betaxolol 10V, Positive-QTOF	splash10-0a4i-9468000000-e0c4ef86da5c09da058b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betaxolol 20V, Positive-QTOF	splash10-0ab9-9330000000-7f5e684c54e1c0fb8795	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betaxolol 40V, Positive-QTOF	splash10-0a4i-9100000000-17c55a2f167c8a3bb397	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betaxolol 10V, Negative-QTOF	splash10-0a4i-4739000000-e28598a9072550f2eacf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betaxolol 20V, Negative-QTOF	splash10-0006-3900000000-c8a3a97284187523ea6f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betaxolol 40V, Negative-QTOF	splash10-05fu-9500000000-639170036a8559508593	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Betaxolol 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 DB00195	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00195	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00195

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2279

KEGG Compound ID

C06849

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Betaxolol

METLIN ID

Not Available

PubChem Compound

2369

PDB ID

Not Available

ChEBI ID

3082

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

Canotilho J, Castro RA: The structure of betaxolol studied by infrared spectroscopy and natural bond orbital theory. Spectrochim Acta A Mol Biomol Spectrosc. 2010 Aug;76(3-4):395-400. doi: 10.1016/j.saa.2010.03.038. Epub 2010 Apr 4. [PubMed:20418154 ]

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. 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

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

3. 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

McLean AJ, Zeng FY, Behan D, Chalmers D, Milligan G: Generation and analysis of constitutively active and physically destabilized mutants of the human beta(1)-adrenoceptor. Mol Pharmacol. 2002 Sep;62(3):747-55. [PubMed:12181453 ]
Rudoy CA, Van Bockstaele EJ: Betaxolol, a selective beta(1)-adrenergic receptor antagonist, diminishes anxiety-like behavior during early withdrawal from chronic cocaine administration in rats. Prog Neuropsychopharmacol Biol Psychiatry. 2007 Jun 30;31(5):1119-29. Epub 2007 Apr 19. [PubMed:17513029 ]
Satoh N, Suzuki J, Bessho H, Kitada Y, Narimatsu A, Tobe A: Effects of betaxolol on cardiohemodynamics and coronary circulation in anesthetized dogs: comparison with atenolol and propranolol. Jpn J Pharmacol. 1990 Oct;54(2):113-9. [PubMed:2077180 ]
Lesar TS: Comparison of ophthalmic beta-blocking agents. Clin Pharm. 1987 Jun;6(6):451-63. [PubMed:2891463 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

4. 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

Rait JL: Systemic effects of topical ophthalmic beta-adrenoceptor antagonists. Aust N Z J Ophthalmol. 1999 Feb;27(1):57-64. [PubMed:10080340 ]

Showing metabocard for Betaxolol (HMDB0014341)

MOL for HMDB0014341 (Betaxolol)

3D MOL for HMDB0014341 (Betaxolol)

3D SDF for HMDB0014341 (Betaxolol)

3D-SDF for HMDB0014341 (Betaxolol)

PDB for HMDB0014341 (Betaxolol)

3D PDB for HMDB0014341 (Betaxolol)

SMILES for HMDB0014341 (Betaxolol)

INCHI for HMDB0014341 (Betaxolol)

Structure for HMDB0014341 (Betaxolol)

3D Structure for HMDB0014341 (Betaxolol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References