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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4)transporters (1) Show 5 proteins XML

enzymes (4)transporters (1) Show 5 proteins

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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:39 UTC

HMDB ID

HMDB0014517

Secondary Accession Numbers

HMDB14517

Metabolite Identification

Common Name

Timolol

Description

Timolol is only found in individuals that have used or taken this drug. It is a beta-adrenergic antagonist similar in action to propranolol. The levo-isomer is the more active. Timolol has been proposed as an antihypertensive, antiarrhythmic, antiangina, and antiglaucoma agent. It is also used in the treatment of migraine disorders and tremor. [PubChem]Like propranolol and nadolol, timolol competes with adrenergic neurotransmitters such as catecholamines for binding at beta(1)-adrenergic receptors in the heart and vascular smooth muscle and beta(2)-receptors in the bronchial and vascular smooth muscle. Beta(1)-receptor blockade results in a decrease in resting and exercise heart rate and cardiac output, a decrease in both systolic and diastolic blood pressure, and, possibly, a reduction in reflex orthostatic hypotension. Beta(2)-blockade results in an increase in peripheral vascular resistance. The exact mechanism whereby timolol reduces ocular pressure is still not known. The most likely action is by decreasing the secretion of aqueous humor.

Structure

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

HMDB0014517
     RDKit          3D
Timolol
 45 46  0  0  0  0  0  0  0  0999 V2000
    5.1675   -0.0621   -1.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3542   -0.3133    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864   -1.7242    0.5861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7810    0.6546    1.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292   -0.3039   -0.1516 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4237    0.9481   -0.6093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9569    0.9143   -0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6931   -0.0510   -1.8501 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866    0.5050    0.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1928    0.4385    0.1715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9838    1.5637   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4338    2.7628   -0.3950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7195    3.7504   -0.8062 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9424    2.6105   -0.7253 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3311    1.4745   -0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1011    0.2555   -0.2319 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5479    0.2947   -0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1204   -0.9327    0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6092   -2.0228   -0.3818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3053   -2.1844   -0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4409   -0.9864   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0538   -0.9572   -1.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2479   -0.1098   -0.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9478    0.8755   -1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7530   -1.9311    0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0249   -2.4348    0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3448   -1.7280    1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5775    0.1697    1.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9660    0.9294    1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2658    1.5634    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5039   -0.4806    0.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6280    1.7263    0.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9372    1.2005   -1.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6201    1.9115   -1.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2538   -0.8409   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4543    1.1705    1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4888   -0.5257    0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8011    0.1986   -1.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9674    1.2203    0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8112   -0.9862    1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2225   -0.8763    0.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3081   -2.7151    0.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8632   -2.9498   -0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8949   -0.9508    0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6496   -1.0715   -0.8066 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  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 15 11  1  0
 21 16  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  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
M  END

  Mrv0541 04191212122D          

 21 22  0  0  1  0            999 V2000
    8.2105  -13.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0591  -13.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9748  -13.9318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2948  -13.9083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6348  -14.4033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.7391  -12.4940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5070  -12.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9348  -11.0090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9141  -11.0797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7091  -11.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3320  -12.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5341  -11.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9141  -12.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1398  -11.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3320  -11.0090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7391  -11.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5134  -11.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7626  -11.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1788  -10.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1715  -11.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5876  -11.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  6  1  1  0  0  0  0
  4  2  2  0  0  0  0
  7  2  1  0  0  0  0
  5  3  1  0  0  0  0
  5  4  1  0  0  0  0
 13  6  1  0  0  0  0
 14  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 10  1  0  0  0  0
 10 15  1  0  0  0  0
 17 13  1  0  0  0  0
 16 14  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014517

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)NCC(O)COC1=NSN=C1N1CCOCC1

> <INCHI_IDENTIFIER>
InChI=1S/C13H24N4O3S/c1-13(2,3)14-8-10(18)9-20-12-11(15-21-16-12)17-4-6-19-7-5-17/h10,14,18H,4-9H2,1-3H3

> <INCHI_KEY>
BLJRIMJGRPQVNF-UHFFFAOYSA-N

> <FORMULA>
C13H24N4O3S

> <MOLECULAR_WEIGHT>
316.42

> <EXACT_MASS>
316.156911344

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
33.987997848551984

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(tert-butylamino)-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propan-2-ol

> <ALOGPS_LOGP>
1.44

> <JCHEM_LOGP>
1.3357059456666662

> <ALOGPS_LOGS>
-3.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.084202857792672

> <JCHEM_PKA_STRONGEST_BASIC>
9.759473013004843

> <JCHEM_POLAR_SURFACE_AREA>
79.74000000000001

> <JCHEM_REFRACTIVITY>
83.92000000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(tert-butylamino)-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014517
     RDKit          3D
Timolol
 45 46  0  0  0  0  0  0  0  0999 V2000
    5.1675   -0.0621   -1.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3542   -0.3133    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864   -1.7242    0.5861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7810    0.6546    1.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292   -0.3039   -0.1516 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4237    0.9481   -0.6093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9569    0.9143   -0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6931   -0.0510   -1.8501 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866    0.5050    0.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1928    0.4385    0.1715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9838    1.5637   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4338    2.7628   -0.3950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7195    3.7504   -0.8062 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9424    2.6105   -0.7253 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3311    1.4745   -0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1011    0.2555   -0.2319 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5479    0.2947   -0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1204   -0.9327    0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6092   -2.0228   -0.3818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3053   -2.1844   -0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4409   -0.9864   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0538   -0.9572   -1.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2479   -0.1098   -0.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9478    0.8755   -1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7530   -1.9311    0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0249   -2.4348    0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3448   -1.7280    1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5775    0.1697    1.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9660    0.9294    1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2658    1.5634    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5039   -0.4806    0.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6280    1.7263    0.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9372    1.2005   -1.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6201    1.9115   -1.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2538   -0.8409   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4543    1.1705    1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4888   -0.5257    0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8011    0.1986   -1.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9674    1.2203    0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8112   -0.9862    1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2225   -0.8763    0.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3081   -2.7151    0.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8632   -2.9498   -0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8949   -0.9508    0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6496   -1.0715   -0.8066 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  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 15 11  1  0
 21 16  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  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0      15.326 -24.510   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.910 -24.510   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      14.886 -26.006   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      17.350 -25.962   0.000  0.00  0.00           N+0
HETATM    5  S   UNK     0      16.118 -26.886   0.000  0.00  0.00           S+0
HETATM    6  N   UNK     0      14.446 -23.322   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0      17.746 -23.190   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      22.278 -20.550   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0      12.906 -20.682   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      19.990 -21.914   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.286 -23.190   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.530 -21.914   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.906 -23.322   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.194 -21.958   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      19.286 -20.550   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      14.446 -20.682   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.158 -22.002   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      23.824 -20.558   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.600 -19.228   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      24.587 -21.896   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      25.364 -20.558   0.000  0.00  0.00           C+0
CONECT    1    2    3    6                                                  
CONECT    2    1    4    7                                                  
CONECT    3    1    5                                                       
CONECT    4    2    5                                                       
CONECT    5    3    4                                                       
CONECT    6    1   13   14                                                  
CONECT    7    2   11                                                       
CONECT    8   12   18                                                       
CONECT    9   16   17                                                       
CONECT   10   11   12   15                                                  
CONECT   11    7   10                                                       
CONECT   12    8   10                                                       
CONECT   13    6   17                                                       
CONECT   14    6   16                                                       
CONECT   15   10                                                            
CONECT   16    9   14                                                       
CONECT   17    9   13                                                       
CONECT   18    8   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0014517
HETATM    1  C1  UNL     1       5.168  -0.062  -1.146  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.354  -0.313   0.086  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.686  -1.724   0.586  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.781   0.655   1.171  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.929  -0.304  -0.152  1.00  0.00           N  
HETATM    6  C5  UNL     1       2.424   0.948  -0.609  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.957   0.914  -0.861  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.693  -0.051  -1.850  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.187   0.505   0.356  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.193   0.439   0.171  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.984   1.564  -0.202  1.00  0.00           C  
HETATM   12  N2  UNL     1      -1.434   2.763  -0.395  1.00  0.00           N  
HETATM   13  S1  UNL     1      -2.719   3.750  -0.806  1.00  0.00           S  
HETATM   14  N3  UNL     1      -3.942   2.611  -0.725  1.00  0.00           N  
HETATM   15  C9  UNL     1      -3.331   1.475  -0.378  1.00  0.00           C  
HETATM   16  N4  UNL     1      -4.101   0.256  -0.232  1.00  0.00           N  
HETATM   17  C10 UNL     1      -5.548   0.295  -0.326  1.00  0.00           C  
HETATM   18  C11 UNL     1      -6.120  -0.933   0.355  1.00  0.00           C  
HETATM   19  O3  UNL     1      -5.609  -2.023  -0.382  1.00  0.00           O  
HETATM   20  C12 UNL     1      -4.305  -2.184  -0.003  1.00  0.00           C  
HETATM   21  C13 UNL     1      -3.441  -0.986  -0.007  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.054  -0.957  -1.825  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.248  -0.110  -0.819  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.948   0.875  -1.657  1.00  0.00           H  
HETATM   25  H4  UNL     1       5.753  -1.931   0.505  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.025  -2.435   0.057  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.345  -1.728   1.658  1.00  0.00           H  
HETATM   28  H7  UNL     1       5.578   0.170   1.799  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.966   0.929   1.859  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.266   1.563   0.739  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.504  -0.481   0.811  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.628   1.726   0.163  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.937   1.200  -1.580  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.620   1.912  -1.179  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.254  -0.841  -1.579  1.00  0.00           H  
HETATM   36  H15 UNL     1       0.454   1.171   1.203  1.00  0.00           H  
HETATM   37  H16 UNL     1       0.489  -0.526   0.707  1.00  0.00           H  
HETATM   38  H17 UNL     1      -5.801   0.199  -1.403  1.00  0.00           H  
HETATM   39  H18 UNL     1      -5.967   1.220   0.135  1.00  0.00           H  
HETATM   40  H19 UNL     1      -5.811  -0.986   1.412  1.00  0.00           H  
HETATM   41  H20 UNL     1      -7.223  -0.876   0.275  1.00  0.00           H  
HETATM   42  H21 UNL     1      -4.308  -2.715   0.989  1.00  0.00           H  
HETATM   43  H22 UNL     1      -3.863  -2.950  -0.708  1.00  0.00           H  
HETATM   44  H23 UNL     1      -2.895  -0.951   0.959  1.00  0.00           H  
HETATM   45  H24 UNL     1      -2.650  -1.072  -0.807  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   15
CONECT   12   13
CONECT   13   14
CONECT   14   15   15
CONECT   15   16
CONECT   16   17   21
CONECT   17   18   38   39
CONECT   18   19   40   41
CONECT   19   20
CONECT   20   21   42   43
CONECT   21   44   45
END

HMDB0014517
     RDKit          3D
Timolol
 45 46  0  0  0  0  0  0  0  0999 V2000
    5.1675   -0.0621   -1.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3542   -0.3133    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864   -1.7242    0.5861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7810    0.6546    1.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292   -0.3039   -0.1516 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4237    0.9481   -0.6093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9569    0.9143   -0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6931   -0.0510   -1.8501 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866    0.5050    0.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1928    0.4385    0.1715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9838    1.5637   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4338    2.7628   -0.3950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7195    3.7504   -0.8062 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9424    2.6105   -0.7253 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3311    1.4745   -0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1011    0.2555   -0.2319 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5479    0.2947   -0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1204   -0.9327    0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6092   -2.0228   -0.3818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3053   -2.1844   -0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4409   -0.9864   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0538   -0.9572   -1.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2479   -0.1098   -0.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9478    0.8755   -1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7530   -1.9311    0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0249   -2.4348    0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3448   -1.7280    1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5775    0.1697    1.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9660    0.9294    1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2658    1.5634    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5039   -0.4806    0.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6280    1.7263    0.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9372    1.2005   -1.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6201    1.9115   -1.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2538   -0.8409   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4543    1.1705    1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4888   -0.5257    0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8011    0.1986   -1.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9674    1.2203    0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8112   -0.9862    1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2225   -0.8763    0.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3081   -2.7151    0.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8632   -2.9498   -0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8949   -0.9508    0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6496   -1.0715   -0.8066 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  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 15 11  1  0
 21 16  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  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Timolol maleate	HMDB

Chemical Formula

C₁₃H₂₄N₄O₃S

Average Molecular Weight

316.42

Monoisotopic Molecular Weight

316.156911344

IUPAC Name

1-(tert-butylamino)-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propan-2-ol

Traditional Name

1-(tert-butylamino)-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propan-2-ol

CAS Registry Number

26839-75-8

SMILES

CC(C)(C)NCC(O)COC1=NSN=C1N1CCOCC1

InChI Identifier

InChI=1S/C13H24N4O3S/c1-13(2,3)14-8-10(18)9-20-12-11(15-21-16-12)17-4-6-19-7-5-17/h10,14,18H,4-9H2,1-3H3

InChI Key

BLJRIMJGRPQVNF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Dialkylarylamines

Alternative Parents

Substituents

Dialkylarylamine
Alkyl aryl ether
Morpholine
Oxazinane
Imidolactam
Azole
Heteroaromatic compound
Thiadiazole
1,2-aminoalcohol
Secondary alcohol
Secondary amine
Oxacycle
Ether
Secondary aliphatic amine
Dialkyl ether
Azacycle
Organoheterocyclic compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

thiadiazoles (CHEBI:39465 )
morpholines (CHEBI:39465 )

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

Cytoplasm (HMDB: HMDB0014517)
Membrane (HMDB: HMDB0014517)

Source

Exogenous

Exogenous (HMDB: HMDB0014517)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Timolol Action Pathway (PathBank: SMP0000659)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	201.5 - 202.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.27 g/L	Not Available
LogP	1.2	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.27 g/L	ALOGPS
logP	1.44	ALOGPS
logP	1.34	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	14.08	ChemAxon
pKa (Strongest Basic)	9.76	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.74 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	83.92 m³·mol⁻¹	ChemAxon
Polarizability	33.99 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]+	170.865	31661259
DarkChem	[M-H]-	166.442	31661259
DeepCCS	[M+H]+	167.225	30932474
DeepCCS	[M-H]-	164.867	30932474
DeepCCS	[M-2H]-	197.752	30932474
DeepCCS	[M+Na]+	173.318	30932474
AllCCS	[M+H]+	172.2	32859911
AllCCS	[M+H-H2O]+	169.4	32859911
AllCCS	[M+NH4]+	174.9	32859911
AllCCS	[M+Na]+	175.6	32859911
AllCCS	[M-H]-	172.9	32859911
AllCCS	[M+Na-2H]-	173.4	32859911
AllCCS	[M+HCOO]-	174.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Timolol	CC(C)(C)NCC(O)COC1=NSN=C1N1CCOCC1	2687.5	Standard polar	33892256
Timolol	CC(C)(C)NCC(O)COC1=NSN=C1N1CCOCC1	2263.3	Standard non polar	33892256
Timolol	CC(C)(C)NCC(O)COC1=NSN=C1N1CCOCC1	2246.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Timolol,1TMS,isomer #1	CC(C)(C)NCC(COC1=NSN=C1N1CCOCC1)O[Si](C)(C)C	2312.9	Semi standard non polar	33892256
Timolol,1TMS,isomer #2	CC(C)(C)N(CC(O)COC1=NSN=C1N1CCOCC1)[Si](C)(C)C	2469.1	Semi standard non polar	33892256
Timolol,2TMS,isomer #1	CC(C)(C)N(CC(COC1=NSN=C1N1CCOCC1)O[Si](C)(C)C)[Si](C)(C)C	2506.7	Semi standard non polar	33892256
Timolol,2TMS,isomer #1	CC(C)(C)N(CC(COC1=NSN=C1N1CCOCC1)O[Si](C)(C)C)[Si](C)(C)C	2595.5	Standard non polar	33892256
Timolol,2TMS,isomer #1	CC(C)(C)N(CC(COC1=NSN=C1N1CCOCC1)O[Si](C)(C)C)[Si](C)(C)C	3514.1	Standard polar	33892256
Timolol,1TBDMS,isomer #1	CC(C)(C)NCC(COC1=NSN=C1N1CCOCC1)O[Si](C)(C)C(C)(C)C	2476.2	Semi standard non polar	33892256
Timolol,1TBDMS,isomer #2	CC(C)(C)N(CC(O)COC1=NSN=C1N1CCOCC1)[Si](C)(C)C(C)(C)C	2692.5	Semi standard non polar	33892256
Timolol,2TBDMS,isomer #1	CC(C)(C)N(CC(COC1=NSN=C1N1CCOCC1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2924.8	Semi standard non polar	33892256
Timolol,2TBDMS,isomer #1	CC(C)(C)N(CC(COC1=NSN=C1N1CCOCC1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2978.4	Standard non polar	33892256
Timolol,2TBDMS,isomer #1	CC(C)(C)N(CC(COC1=NSN=C1N1CCOCC1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3550.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Timolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-053i-9450000000-c872ba8810b30fc4ea32	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Timolol GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9522000000-5dbd824d871bd6ddbd97	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Timolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Timolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Timolol LC-ESI-QFT , positive-QTOF	splash10-014i-0009000000-26e849bd6770b706d97e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Timolol LC-ESI-QFT , positive-QTOF	splash10-03di-3192000000-5b0483b3dd1622fa8adf	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Timolol LC-ESI-QFT , positive-QTOF	splash10-00di-9340000000-6db94e778d15328138f4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Timolol LC-ESI-QFT , positive-QTOF	splash10-05fr-9510000000-25403ac6343ad0f1250e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Timolol LC-ESI-QFT , positive-QTOF	splash10-05fr-9500000000-28b8084565254a4d462f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Timolol LC-ESI-QFT , positive-QTOF	splash10-05fr-9300000000-8b6db6180dcb209d6326	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Timolol LC-ESI-QFT , positive-QTOF	splash10-0ab9-9100000000-bd900d8cca0824ecca36	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Timolol LC-ESI-QFT , positive-QTOF	splash10-0a4i-9000000000-abcab2ee400254c69544	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Timolol LC-ESI-QFT , positive-QTOF	splash10-0a4i-9000000000-e1cdd22ed32eacd8d186	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Timolol 90V, Positive-QTOF	splash10-05fr-9300000000-812d0b758d8f7d4cf66d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Timolol 75V, Positive-QTOF	splash10-05fr-9400000000-be31c1dbfaa9fecc653d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Timolol 60V, Positive-QTOF	splash10-05fr-9510000000-781058aa0fdfde6f1703	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Timolol 45V, Positive-QTOF	splash10-00di-9340000000-597ca11972e488c6dcfb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Timolol 15V, Positive-QTOF	splash10-014i-0009000000-ef146305d4fbb7ca6b0f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Timolol 30V, Positive-QTOF	splash10-03di-3092000000-644196ed8441ace2a18d	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Timolol 10V, Negative-QTOF	splash10-014i-1819000000-39d2a69dc0dc6df196bb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Timolol 20V, Negative-QTOF	splash10-01ti-3931000000-34ebe028409ca50c678e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Timolol 40V, Negative-QTOF	splash10-0a4r-4900000000-bb28689e1727816ecdcf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Timolol 10V, Negative-QTOF	splash10-014i-0009000000-422d7cde58dffea8ee48	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Timolol 20V, Negative-QTOF	splash10-014r-2915000000-f4b4609eb59f5260c57f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Timolol 40V, Negative-QTOF	splash10-006x-8910000000-9b30adacf10b94316431	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Timolol 10V, Positive-QTOF	splash10-014i-2349000000-3a7bd11ebc56e9503dbb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Timolol 20V, Positive-QTOF	splash10-03dr-9341000000-0424aeb611cf5b719ac6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Timolol 40V, Positive-QTOF	splash10-059i-9200000000-3a384c17dae6401c2632	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Timolol 10V, Positive-QTOF	splash10-014i-0009000000-684173c09d11e32b8b21	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Timolol 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 DB00373	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00373	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5278

KEGG Compound ID

C07141

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Timolol

METLIN ID

Not Available

PubChem Compound

5478

PDB ID

Not Available

ChEBI ID

39465

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

InChem Data Sheet [Link]

Enzymes

Enzyme Details

1. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

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 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

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

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Nieminen T, Uusitalo H, Maenpaa J, Turjanmaa V, Rane A, Lundgren S, Ropo A, Rontu R, Lehtimaki T, Kahonen M: Polymorphisms of genes CYP2D6, ADRB1 and GNAS1 in pharmacokinetics and systemic effects of ophthalmic timolol. A pilot study. Eur J Clin Pharmacol. 2005 Dec;61(11):811-9. Epub 2005 Nov 17. [PubMed:16315032 ]
Varma DR, Shen H, Deng XF, Peri KG, Chemtob S, Mulay S: Inverse agonist activities of beta-adrenoceptor antagonists in rat myocardium. Br J Pharmacol. 1999 Jun;127(4):895-902. [PubMed:10433496 ]
Hirooka K, Kelly ME, Baldridge WH, Barnes S: Suppressive actions of betaxolol on ionic currents in retinal ganglion cells may explain its neuroprotective effects. Exp Eye Res. 2000 May;70(5):611-21. [PubMed:10870519 ]
Bhattacharyya BJ, Lee E, Krupin D, Hockberger P, Krupin T: (-)-Isoproterenol modulation of maxi-K(+) channel in nonpigmented ciliary epithelial cells through a G-protein gated pathway. Curr Eye Res. 2002 Mar;24(3):173-81. [PubMed:12221524 ]
Wang T, Kaumann AJ, Brown MJ: (--)-Timolol is a more potent antagonist of the positive inotropic effects of (--)-adrenaline than of those of (--)-noradrenaline in human atrium. Br J Clin Pharmacol. 1996 Aug;42(2):217-23. [PubMed:8864321 ]

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

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Fuchsjager-Mayrl G, Markovic O, Losert D, Lucas T, Wachek V, Muller M, Schmetterer L: Polymorphism of the beta-2 adrenoceptor and IOP lowering potency of topical timolol in healthy subjects. Mol Vis. 2005 Sep 23;11:811-5. [PubMed:16205624 ]
Rotmensch HH, Vlasses PH, Feinberg JA, Abrams WB, Ferguson RK: Comparisons of beta-adrenergic blocking properties of S- and R-timolol in humans. J Clin Pharmacol. 1993 Jun;33(6):544-8. [PubMed:8103526 ]
Borger P, Hoekstra Y, Esselink MT, Postma DS, Zaagsma J, Vellenga E, Kauffman HF: Beta-adrenoceptor-mediated inhibition of IFN-gamma, IL-3, and GM-CSF mRNA accumulation in activated human T lymphocytes is solely mediated by the beta2-adrenoceptor subtype. Am J Respir Cell Mol Biol. 1998 Sep;19(3):400-7. [PubMed:9730867 ]
Van der Graaf PH, Saxena PR, Shankley NP, Black JW: Exposure and characterization of the action of noradrenaline at dopamine receptors mediating endothelium-independent relaxation of rat isolated small mesenteric arteries. Br J Pharmacol. 1995 Dec;116(8):3237-42. [PubMed:8719802 ]
Ferro A, Hall JA, Dickerson JE, Brown MJ: A prospective study of the effects of prolonged timolol therapy on alpha- and beta-adrenoceptor and angiotensin II receptor mediated responses in normal subjects. Br J Clin Pharmacol. 1997 Mar;43(3):301-8. [PubMed:9088585 ]
Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Terao T, Hisanaga E, Sai Y, Tamai I, Tsuji A: Active secretion of drugs from the small intestinal epithelium in rats by P-glycoprotein functioning as an absorption barrier. J Pharm Pharmacol. 1996 Oct;48(10):1083-9. [PubMed:8953513 ]

Showing metabocard for Timolol (HMDB0014517)

MOL for HMDB0014517 (Timolol)

3D MOL for HMDB0014517 (Timolol)

3D SDF for HMDB0014517 (Timolol)

3D-SDF for HMDB0014517 (Timolol)

PDB for HMDB0014517 (Timolol)

3D PDB for HMDB0014517 (Timolol)

SMILES for HMDB0014517 (Timolol)

INCHI for HMDB0014517 (Timolol)

Structure for HMDB0014517 (Timolol)

3D Structure for HMDB0014517 (Timolol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

Transporters

References