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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:57 UTC

HMDB ID

HMDB0015341

Secondary Accession Numbers

HMDB15341

Metabolite Identification

Common Name

Levobunolol

Description

Levobunolol is only found in individuals that have used or taken this drug. It is a nonselective beta-adrenoceptor antagonist used in the treatment of glaucoma. [PubChem]Levobunolol's mechanism of action in reducing IOP is not clearly defined, but is believed to be due to a reduction of the production of aqueous humor via blockage of endogenous catecholamine-stimulated increases in cyclic adenosine monophosphate (AMP) concentrations within the ciliary processes.

Structure

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

HMDB0015341
     RDKit          3D
Levobunolol
 46 47  0  0  0  0  0  0  0  0999 V2000
    4.4826    0.1741    1.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4590    0.7495    0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2033    1.5993   -0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4857    1.6517    0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7579   -0.2899   -0.4883 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9794   -1.1349    0.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2702   -2.2396   -0.4619 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3125   -2.9846   -1.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4212   -1.5982   -1.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6399   -0.8403   -1.0978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7692   -1.0737   -0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1312   -2.2951    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3194   -2.4679    0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1711   -1.4078    1.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7890   -0.1721    0.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6205    0.0111   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2445    1.3655   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4984    2.1703   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1776    2.3275    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6900    0.9782    0.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8370    0.7952    1.2138 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7598   -0.8242    0.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0266    0.0656    2.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3960    0.8080    1.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9453    2.1930   -0.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7871    0.9780   -1.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5615    2.3420   -1.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6943    1.9307    0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9744    2.5811    1.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9635    1.1138    1.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8943   -0.4862   -1.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781   -0.5499    0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5685   -1.6205    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7519   -2.8408    0.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2182   -2.9580   -2.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0319   -2.4318   -2.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561   -0.9955   -2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5261   -3.1937   -0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6086   -3.4479    1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0930   -1.5220    1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7365    1.2311   -1.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6128    1.9233   -0.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1522    1.6007   -1.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2355    3.1409   -1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9606    3.0867    0.3507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3663    2.5572    1.1179 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 16 11  1  0
 20 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  1
  8 35  1  0
  9 36  1  0
  9 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
M  END

1210
  Mrv0541 02231215192D          

 21 22  0  0  1  0            999 V2000
    4.5080    0.1367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.5133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504    3.4653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.3383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9600    0.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7075    1.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.1008    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7075    2.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -2.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9600    2.6404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
 10  2  1  1  0  0  0
  3 18  2  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  5 13  1  0  0  0  0
  5 14  1  0  0  0  0
  5 15  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  7 12  2  0  0  0  0
  7 16  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 17  1  0  0  0  0
 11 18  1  0  0  0  0
 12 18  1  0  0  0  0
 12 19  1  0  0  0  0
 16 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015341

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)NC[C@H](O)COC1=CC=CC2=C1CCCC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H25NO3/c1-17(2,3)18-10-12(19)11-21-16-9-5-6-13-14(16)7-4-8-15(13)20/h5-6,9,12,18-19H,4,7-8,10-11H2,1-3H3/t12-/m0/s1

> <INCHI_KEY>
IXHBTMCLRNMKHZ-LBPRGKRZSA-N

> <FORMULA>
C17H25NO3

> <MOLECULAR_WEIGHT>
291.3853

> <EXACT_MASS>
291.183443671

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
33.384948044500426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(2S)-3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydronaphthalen-1-one

> <ALOGPS_LOGP>
2.06

> <JCHEM_LOGP>
2.1826746933333334

> <ALOGPS_LOGS>
-3.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
16.520819050342944

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.085866357460784

> <JCHEM_PKA_STRONGEST_BASIC>
9.659628628990795

> <JCHEM_POLAR_SURFACE_AREA>
58.56

> <JCHEM_REFRACTIVITY>
83.28240000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
akβ

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015341
     RDKit          3D
Levobunolol
 46 47  0  0  0  0  0  0  0  0999 V2000
    4.4826    0.1741    1.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4590    0.7495    0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2033    1.5993   -0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4857    1.6517    0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7579   -0.2899   -0.4883 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9794   -1.1349    0.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2702   -2.2396   -0.4619 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3125   -2.9846   -1.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4212   -1.5982   -1.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6399   -0.8403   -1.0978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7692   -1.0737   -0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1312   -2.2951    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3194   -2.4679    0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1711   -1.4078    1.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7890   -0.1721    0.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6205    0.0111   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2445    1.3655   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4984    2.1703   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1776    2.3275    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6900    0.9782    0.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8370    0.7952    1.2138 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7598   -0.8242    0.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0266    0.0656    2.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3960    0.8080    1.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9453    2.1930   -0.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7871    0.9780   -1.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5615    2.3420   -1.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6943    1.9307    0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9744    2.5811    1.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9635    1.1138    1.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8943   -0.4862   -1.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781   -0.5499    0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5685   -1.6205    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7519   -2.8408    0.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2182   -2.9580   -2.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0319   -2.4318   -2.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561   -0.9955   -2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5261   -3.1937   -0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6086   -3.4479    1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0930   -1.5220    1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7365    1.2311   -1.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6128    1.9233   -0.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1522    1.6007   -1.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2355    3.1409   -1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9606    3.0867    0.3507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3663    2.5572    1.1179 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 16 11  1  0
 20 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  1
  8 35  1  0
  9 36  1  0
  9 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1210                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       8.415   0.255   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       8.415  -2.825   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      11.107   6.469   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       5.748  -4.365   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       4.414  -5.135   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.125   1.742   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.748   2.565   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.748  -2.825   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.521   2.533   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.081  -2.055   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.521   4.137   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.748   4.105   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.644  -3.801   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.184  -6.469   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.080  -5.905   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.415   1.795   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.081  -0.515   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.125   4.929   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.415   4.875   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.081   2.565   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.081   4.105   0.000  0.00  0.00           C+0
CONECT    1   16   17                                                       
CONECT    2   10                                                            
CONECT    3   18                                                            
CONECT    4    5    8                                                       
CONECT    5    4   13   14   15                                             
CONECT    6    7    9                                                       
CONECT    7    6   12   16                                                  
CONECT    8    4   10                                                       
CONECT    9    6   11                                                       
CONECT   10    2    8   17                                                  
CONECT   11    9   18                                                       
CONECT   12    7   18   19                                                  
CONECT   13    5                                                            
CONECT   14    5                                                            
CONECT   15    5                                                            
CONECT   16    1    7   20                                                  
CONECT   17    1   10                                                       
CONECT   18    3   11   12                                                  
CONECT   19   12   21                                                       
CONECT   20   16   21                                                       
CONECT   21   19   20                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0015341
HETATM    1  C1  UNL     1       4.483   0.174   1.104  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.459   0.750   0.126  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.203   1.599  -0.871  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.486   1.652   0.856  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.758  -0.290  -0.488  1.00  0.00           N  
HETATM    6  C5  UNL     1       1.979  -1.135   0.299  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.270  -2.240  -0.462  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.313  -2.985  -1.064  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.421  -1.598  -1.501  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.640  -0.840  -1.098  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.769  -1.074  -0.407  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.131  -2.295   0.090  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.319  -2.468   0.799  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.171  -1.408   1.021  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.789  -0.172   0.509  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.620   0.011  -0.190  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.245   1.365  -0.728  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.498   2.170  -0.980  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.178   2.328   0.383  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.690   0.978   0.738  1.00  0.00           C  
HETATM   21  O3  UNL     1      -5.837   0.795   1.214  1.00  0.00           O  
HETATM   22  H1  UNL     1       4.760  -0.824   0.718  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.027   0.066   2.105  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.396   0.808   1.112  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.945   2.193  -0.291  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.787   0.978  -1.582  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.561   2.342  -1.385  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.694   1.931   0.117  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.974   2.581   1.215  1.00  0.00           H  
HETATM   30  H9  UNL     1       1.964   1.114   1.679  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.894  -0.486  -1.470  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.178  -0.550   0.816  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.568  -1.621   1.102  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.752  -2.841   0.296  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.218  -2.958  -2.042  1.00  0.00           H  
HETATM   36  H15 UNL     1       0.032  -2.432  -2.156  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.056  -0.996  -2.220  1.00  0.00           H  
HETATM   38  H17 UNL     1      -1.526  -3.194  -0.044  1.00  0.00           H  
HETATM   39  H18 UNL     1      -3.609  -3.448   1.197  1.00  0.00           H  
HETATM   40  H19 UNL     1      -5.093  -1.522   1.566  1.00  0.00           H  
HETATM   41  H20 UNL     1      -1.736   1.231  -1.712  1.00  0.00           H  
HETATM   42  H21 UNL     1      -1.613   1.923  -0.015  1.00  0.00           H  
HETATM   43  H22 UNL     1      -4.152   1.601  -1.658  1.00  0.00           H  
HETATM   44  H23 UNL     1      -3.235   3.141  -1.412  1.00  0.00           H  
HETATM   45  H24 UNL     1      -4.961   3.087   0.351  1.00  0.00           H  
HETATM   46  H25 UNL     1      -3.366   2.557   1.118  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4    5
CONECT    3   25   26   27
CONECT    4   28   29   30
CONECT    5    6   31
CONECT    6    7   32   33
CONECT    7    8    9   34
CONECT    8   35
CONECT    9   10   36   37
CONECT   10   11
CONECT   11   12   12   16
CONECT   12   13   38
CONECT   13   14   14   39
CONECT   14   15   40
CONECT   15   16   16   20
CONECT   16   17
CONECT   17   18   41   42
CONECT   18   19   43   44
CONECT   19   20   45   46
CONECT   20   21   21
END

HMDB0015341
     RDKit          3D
Levobunolol
 46 47  0  0  0  0  0  0  0  0999 V2000
    4.4826    0.1741    1.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4590    0.7495    0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2033    1.5993   -0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4857    1.6517    0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7579   -0.2899   -0.4883 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9794   -1.1349    0.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2702   -2.2396   -0.4619 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3125   -2.9846   -1.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4212   -1.5982   -1.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6399   -0.8403   -1.0978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7692   -1.0737   -0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1312   -2.2951    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3194   -2.4679    0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1711   -1.4078    1.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7890   -0.1721    0.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6205    0.0111   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2445    1.3655   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4984    2.1703   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1776    2.3275    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6900    0.9782    0.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8370    0.7952    1.2138 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7598   -0.8242    0.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0266    0.0656    2.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3960    0.8080    1.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9453    2.1930   -0.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7871    0.9780   -1.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5615    2.3420   -1.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6943    1.9307    0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9744    2.5811    1.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9635    1.1138    1.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8943   -0.4862   -1.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781   -0.5499    0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5685   -1.6205    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7519   -2.8408    0.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2182   -2.9580   -2.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0319   -2.4318   -2.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561   -0.9955   -2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5261   -3.1937   -0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6086   -3.4479    1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0930   -1.5220    1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7365    1.2311   -1.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6128    1.9233   -0.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1522    1.6007   -1.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2355    3.1409   -1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9606    3.0867    0.3507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3663    2.5572    1.1179 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 16 11  1  0
 20 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  1
  8 35  1  0
  9 36  1  0
  9 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Bunolol	ChEBI
(S)-5-(3-((1,1-Dimethylethyl)amino)-2-hydroxypropoxy)-3,4-dihydro-1(2H)-naphthalenone	ChEBI
Levobunololum	ChEBI
Akorn brand OF levobunolol hydrochloride	HMDB
Allergan brand OF levobunolol hydrochloride	HMDB
Apotex brand OF levobunolol hydrochloride	HMDB
Levobunolol hydrochloride	HMDB
Novo-levobunolol	HMDB
Ultracortenol	HMDB
Vistagan	HMDB
Ratio levobunolol	HMDB
Apo-levobunolol	HMDB
PMS Levobunolol	HMDB
PMSLevobunolol	HMDB
Pharm allergan brand OF levobunolol hydrochloride	HMDB
Pharmascience brand OF levobunolol hydrochloride	HMDB
AKBeta	HMDB
Novopharm brand OF levobunolol hydrochloride	HMDB
Pharm-allergan brand OF levobunolol hydrochloride	HMDB
Ratiopharm brand OF levobunolol hydrochloride	HMDB
Ratio-levobunolol	HMDB
Apo levobunolol	HMDB
ApoLevobunolol	HMDB
Betagan	HMDB
Ciba vision brand OF levobunolol hydrochloride	HMDB
Novo levobunolol	HMDB
NovoLevobunolol	HMDB
PMS-Levobunolol	HMDB

Chemical Formula

C₁₇H₂₅NO₃

Average Molecular Weight

291.3853

Monoisotopic Molecular Weight

291.183443671

IUPAC Name

5-[(2S)-3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydronaphthalen-1-one

Traditional Name

akβ

CAS Registry Number

47141-42-4

SMILES

CC(C)(C)NC[C@H](O)COC1=CC=CC2=C1CCCC2=O

InChI Identifier

InChI=1S/C17H25NO3/c1-17(2,3)18-10-12(19)11-21-16-9-5-6-13-14(16)7-4-8-15(13)20/h5-6,9,12,18-19H,4,7-8,10-11H2,1-3H3/t12-/m0/s1

InChI Key

IXHBTMCLRNMKHZ-LBPRGKRZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Tetralins

Sub Class

Not Available

Direct Parent

Tetralins

Alternative Parents

Substituents

Tetralin
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
1,2-aminoalcohol
Ketone
Secondary alcohol
Secondary aliphatic amine
Ether
Secondary amine
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Alcohol
Organic nitrogen compound
Amine
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

cyclic ketone (CHEBI:6438 )
aromatic ether (CHEBI:6438 )
propanolamine (CHEBI:6438 )

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: HMDB0015341)

Source

Exogenous

Exogenous (HMDB: HMDB0015341)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Levobunolol Action Pathway (PathBank: SMP0000666)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	209 - 211 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.25 g/L	Not Available
LogP	2.1	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.25 g/L	ALOGPS
logP	2.06	ALOGPS
logP	2.18	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	14.09	ChemAxon
pKa (Strongest Basic)	9.66	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.56 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	83.28 m³·mol⁻¹	ChemAxon
Polarizability	33.38 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]+	169.17	31661259
DarkChem	[M-H]-	165.074	31661259
DeepCCS	[M+H]+	168.585	30932474
DeepCCS	[M-H]-	166.227	30932474
DeepCCS	[M-2H]-	199.113	30932474
DeepCCS	[M+Na]+	174.678	30932474
AllCCS	[M+H]+	170.3	32859911
AllCCS	[M+H-H2O]+	167.2	32859911
AllCCS	[M+NH4]+	173.1	32859911
AllCCS	[M+Na]+	173.9	32859911
AllCCS	[M-H]-	173.9	32859911
AllCCS	[M+Na-2H]-	174.3	32859911
AllCCS	[M+HCOO]-	174.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.33 minutes	32390414
Predicted by Siyang on May 30, 2022	11.1867 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.43 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	70.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1704.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	222.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	154.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	165.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	106.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	343.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	384.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	131.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	819.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	396.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1142.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	243.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	281.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	280.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	283.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	15.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Levobunolol	CC(C)(C)NC[C@H](O)COC1=CC=CC2=C1CCCC2=O	2927.0	Standard polar	33892256
Levobunolol	CC(C)(C)NC[C@H](O)COC1=CC=CC2=C1CCCC2=O	2446.1	Standard non polar	33892256
Levobunolol	CC(C)(C)NC[C@H](O)COC1=CC=CC2=C1CCCC2=O	2452.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Levobunolol,1TMS,isomer #1	CC(C)(C)NC[C@@H](COC1=CC=CC2=C1CCCC2=O)O[Si](C)(C)C	2336.5	Semi standard non polar	33892256
Levobunolol,1TMS,isomer #2	CC(C)(C)N(C[C@H](O)COC1=CC=CC2=C1CCCC2=O)[Si](C)(C)C	2513.2	Semi standard non polar	33892256
Levobunolol,2TMS,isomer #1	CC(C)(C)N(C[C@@H](COC1=CC=CC2=C1CCCC2=O)O[Si](C)(C)C)[Si](C)(C)C	2568.3	Semi standard non polar	33892256
Levobunolol,2TMS,isomer #1	CC(C)(C)N(C[C@@H](COC1=CC=CC2=C1CCCC2=O)O[Si](C)(C)C)[Si](C)(C)C	2694.0	Standard non polar	33892256
Levobunolol,2TMS,isomer #1	CC(C)(C)N(C[C@@H](COC1=CC=CC2=C1CCCC2=O)O[Si](C)(C)C)[Si](C)(C)C	2890.1	Standard polar	33892256
Levobunolol,1TBDMS,isomer #1	CC(C)(C)NC[C@@H](COC1=CC=CC2=C1CCCC2=O)O[Si](C)(C)C(C)(C)C	2565.7	Semi standard non polar	33892256
Levobunolol,1TBDMS,isomer #2	CC(C)(C)N(C[C@H](O)COC1=CC=CC2=C1CCCC2=O)[Si](C)(C)C(C)(C)C	2798.8	Semi standard non polar	33892256
Levobunolol,2TBDMS,isomer #1	CC(C)(C)N(C[C@@H](COC1=CC=CC2=C1CCCC2=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3054.8	Semi standard non polar	33892256
Levobunolol,2TBDMS,isomer #1	CC(C)(C)N(C[C@@H](COC1=CC=CC2=C1CCCC2=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3140.8	Standard non polar	33892256
Levobunolol,2TBDMS,isomer #1	CC(C)(C)N(C[C@@H](COC1=CC=CC2=C1CCCC2=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3039.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Levobunolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-08gi-9540000000-243680d4a0d98a06ee5e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Levobunolol GC-MS (1 TMS) - 70eV, Positive	splash10-08mu-9423000000-24d9e3e549ee0f3caefc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Levobunolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levobunolol 10V, Positive-QTOF	splash10-0006-1290000000-a27d598a50efb04fd09e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levobunolol 20V, Positive-QTOF	splash10-000i-9470000000-fade873eb3e9b9280e3f	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levobunolol 40V, Positive-QTOF	splash10-0079-9400000000-9c86007a0342c84063d9	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levobunolol 10V, Negative-QTOF	splash10-01ox-1690000000-01bd12a64aa5a1ac1b0c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levobunolol 20V, Negative-QTOF	splash10-03di-0900000000-f14eecc41eae40c5ae10	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levobunolol 40V, Negative-QTOF	splash10-03di-3900000000-bd973c4edbfdfc4ff33c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levobunolol 10V, Positive-QTOF	splash10-0006-0090000000-528baf592ca874e0be73	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levobunolol 20V, Positive-QTOF	splash10-022l-3490000000-47baa556e9ab27cc0b6b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levobunolol 40V, Positive-QTOF	splash10-0a4i-9400000000-0bc68579194e5bf27651	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levobunolol 10V, Negative-QTOF	splash10-0006-0290000000-23bba37d597734cfc791	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levobunolol 20V, Negative-QTOF	splash10-03dl-1910000000-29bcb195f7a66d163c96	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levobunolol 40V, Negative-QTOF	splash10-01oy-0900000000-698fee7bcd270c336dab	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
Levobunolol 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 DB01210	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01210	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01210

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

36089

KEGG Compound ID

C07914

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Levobunolol

METLIN ID

Not Available

PubChem Compound

39468

PDB ID

Not Available

ChEBI ID

6438

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

Lesar TS: Comparison of ophthalmic beta-blocking agents. Clin Pharm. 1987 Jun;6(6):451-63. [PubMed:2891463 ]
Gonzalez JP, Clissold SP: Ocular levobunolol. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy. Drugs. 1987 Dec;34(6):648-61. [PubMed:2892662 ]
Novack GD: Levobunolol for the long-term treatment of glaucoma. Gen Pharmacol. 1986;17(4):373-7. [PubMed:3019819 ]
Leung M, Grunwald JE: Short-term effects of topical levobunolol on the human retinal circulation. Eye (Lond). 1997;11 ( Pt 3):371-6. [PubMed:9373479 ]
Ogasawara H, Yoshida A, Fujio N, Konno S, Ishiko S: [Effect of topical levobunolol on retinal, optic nerve head, and choroidal circulation in normal volunteers]. Nippon Ganka Gakkai Zasshi. 1999 Jul;103(7):544-50. [PubMed:10443129 ]
Ishibashi T, Yokoi N, Kinoshita S: Comparison of the effects of topical levobunolol and timolol solution on the human ocular surface. Cornea. 2003 Nov;22(8):709-15. [PubMed:14576520 ]
Dong Y, Ishikawa H, Wu Y, Yoshitomi T: Vasodilatory mechanism of levobunolol on vascular smooth muscle cells. Exp Eye Res. 2007 Jun;84(6):1039-46. Epub 2007 Jan 27. [PubMed:17459374 ]

Enzymes

Enzyme Details

1. Beta-1 adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. This receptor binds epinephrine and norepinephrine with approximately equal affinity
Gene Name:: ADRB1
Uniprot ID:: P08588
Molecular weight:: 51322.1

References

Lesar TS: Comparison of ophthalmic beta-blocking agents. Clin Pharm. 1987 Jun;6(6):451-63. [PubMed:2891463 ]
Harris A, Malinovsky V, Martin B: Correlates of acute exercise-induced ocular hypotension. Invest Ophthalmol Vis Sci. 1994 Oct;35(11):3852-7. [PubMed:7928182 ]
Chidlow G, Melena J, Osborne NN: Betaxolol, a beta(1)-adrenoceptor antagonist, reduces Na(+) influx into cortical synaptosomes by direct interaction with Na(+) channels: comparison with other beta-adrenoceptor antagonists. Br J Pharmacol. 2000 Jun;130(4):759-66. [PubMed:10864881 ]
Sharif NA, Xu SX, Crider JY, McLaughlin M, Davis TL: Levobetaxolol (Betaxon) and other beta-adrenergic antagonists: preclinical pharmacology, IOP-lowering activity and sites of action in human eyes. J Ocul Pharmacol Ther. 2001 Aug;17(4):305-17. [PubMed:11572462 ]
Brooks AM, Gillies WE: Ocular beta-blockers in glaucoma management. Clinical pharmacological aspects. Drugs Aging. 1992 May-Jun;2(3):208-21. [PubMed:1351412 ]
Gonzalez JP, Clissold SP: Ocular levobunolol. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy. Drugs. 1987 Dec;34(6):648-61. [PubMed:2892662 ]

Enzyme Details

2. 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

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Quast U, Vollmer KO: Binding of beta-adrenoceptor antagonists to rat and rabbit lung: special reference to levobunolol. Arzneimittelforschung. 1984;34(5):579-84. [PubMed:6147147 ]
Sharif NA, Xu SX, Crider JY, McLaughlin M, Davis TL: Levobetaxolol (Betaxon) and other beta-adrenergic antagonists: preclinical pharmacology, IOP-lowering activity and sites of action in human eyes. J Ocul Pharmacol Ther. 2001 Aug;17(4):305-17. [PubMed:11572462 ]
Harris A, Malinovsky V, Martin B: Correlates of acute exercise-induced ocular hypotension. Invest Ophthalmol Vis Sci. 1994 Oct;35(11):3852-7. [PubMed:7928182 ]
Brooks AM, Gillies WE: Ocular beta-blockers in glaucoma management. Clinical pharmacological aspects. Drugs Aging. 1992 May-Jun;2(3):208-21. [PubMed:1351412 ]
Gonzalez JP, Clissold SP: Ocular levobunolol. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy. Drugs. 1987 Dec;34(6):648-61. [PubMed:2892662 ]
Lesar TS: Comparison of ophthalmic beta-blocking agents. Clin Pharm. 1987 Jun;6(6):451-63. [PubMed:2891463 ]

Showing metabocard for Levobunolol (HMDB0015341)

MOL for HMDB0015341 (Levobunolol)

3D MOL for HMDB0015341 (Levobunolol)

3D SDF for HMDB0015341 (Levobunolol)

3D-SDF for HMDB0015341 (Levobunolol)

PDB for HMDB0015341 (Levobunolol)

3D PDB for HMDB0015341 (Levobunolol)

SMILES for HMDB0015341 (Levobunolol)

INCHI for HMDB0015341 (Levobunolol)

Structure for HMDB0015341 (Levobunolol)

3D Structure for HMDB0015341 (Levobunolol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References