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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

HMDB0015345

Secondary Accession Numbers

HMDB15345

Metabolite Identification

Common Name

Metipranolol

Description

Metipranolol is only found in individuals that have used or taken this drug. It is a beta-adrenergic antagonist effective for both beta-1 and beta-2 receptors. It is used as an antiarrhythmic, antihypertensive, and antiglaucoma agent. [PubChem]Although it is known that metipranolol binds the beta1 and beta2 adrenergic receptors, the mechanism of metipranolol's action is not known. It has no significant intrinsic sympathomimetic activity, and has only weak local anesthetic (membrane-stabilizing) and myocardial depressant activity. It appears that the ophthalmic beta-adrenergic blocking agents reduce aqueous humor production, as demonstrated by tonography and fluorophotometry. A slight increase in aqueous humor outflow may be an additional mechanism.

Structure

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

HMDB0015345
     RDKit          3D
Metipranolol
 49 49  0  0  0  0  0  0  0  0999 V2000
   -7.0307   -1.4250   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6771   -0.9640    0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3547   -1.0336    1.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7459   -0.4615   -0.8090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4812   -0.0206   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4216   -0.8888   -0.5346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6866   -2.2909   -0.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1264   -0.4753   -0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9215    0.8487    0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538    1.2775    0.4724 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791    0.4223    0.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396    1.1443    0.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0184    2.2067   -0.0161 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9497    0.2498    0.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2454   -0.2332   -0.4447 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3802   -1.0939   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6878   -0.4576   -0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2301   -2.3891    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9993    1.7129    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8150    3.1147    0.5826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2929    1.2884   -0.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4043    2.2725   -0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7329   -1.0812    0.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0577   -2.5348   -0.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3582   -1.0264   -1.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1653   -2.7864   -0.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3403   -2.3578   -1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7229   -2.8157   -1.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3214   -1.1800   -0.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5603    0.0440   -0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -0.4355    1.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5837    1.4893    1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1768    2.6496   -0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7401   -0.5742    1.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7896    0.8564    1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4404   -0.6157   -0.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4673   -1.3393   -1.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6328    0.2603    0.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1620    0.0367   -1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4210   -1.2681    0.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1506   -2.5812    0.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3300   -2.3788    0.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1923   -3.2430   -0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4667    3.3048    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7523    3.2969    0.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1016    3.8381   -0.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3205    1.8768   -0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1099    3.2436   -0.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6723    2.5173    0.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  9 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 21  5  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 22 47  1  0
 22 48  1  0
 22 49  1  0
M  END

1214
  Mrv0541 02231215192D          

 22 22  0  0  1  0            999 V2000
    3.0791   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.8876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.8876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.8876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 10  1  0  0  0  0
  2  6  1  0  0  0  0
  3 14  1  0  0  0  0
  3 21  1  0  0  0  0
  4 21  2  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
  6  9  1  0  0  0  0
  8 15  1  0  0  0  0
  8 16  1  0  0  0  0
 10 11  2  0  0  0  0
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
 11 18  1  0  0  0  0
 12 14  2  0  0  0  0
 12 19  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  2  0  0  0  0
 13 20  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015345

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H27NO4/c1-10(2)18-8-15(20)9-21-16-7-11(3)17(22-14(6)19)13(5)12(16)4/h7,10,15,18,20H,8-9H2,1-6H3

> <INCHI_KEY>
BQIPXWYNLPYNHW-UHFFFAOYSA-N

> <FORMULA>
C17H27NO4

> <MOLECULAR_WEIGHT>
309.4006

> <EXACT_MASS>
309.194008357

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
35.84650414441206

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}-2,3,6-trimethylphenyl acetate

> <ALOGPS_LOGP>
2.13

> <JCHEM_LOGP>
2.741744315000001

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.087952066865654

> <JCHEM_PKA_STRONGEST_BASIC>
9.666166510571989

> <JCHEM_POLAR_SURFACE_AREA>
67.78999999999999

> <JCHEM_REFRACTIVITY>
86.6315

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
metipranolol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015345
     RDKit          3D
Metipranolol
 49 49  0  0  0  0  0  0  0  0999 V2000
   -7.0307   -1.4250   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6771   -0.9640    0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3547   -1.0336    1.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7459   -0.4615   -0.8090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4812   -0.0206   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4216   -0.8888   -0.5346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6866   -2.2909   -0.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1264   -0.4753   -0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9215    0.8487    0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538    1.2775    0.4724 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791    0.4223    0.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396    1.1443    0.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0184    2.2067   -0.0161 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9497    0.2498    0.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2454   -0.2332   -0.4447 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3802   -1.0939   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6878   -0.4576   -0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2301   -2.3891    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9993    1.7129    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8150    3.1147    0.5826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2929    1.2884   -0.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4043    2.2725   -0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7329   -1.0812    0.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0577   -2.5348   -0.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3582   -1.0264   -1.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1653   -2.7864   -0.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3403   -2.3578   -1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7229   -2.8157   -1.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3214   -1.1800   -0.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5603    0.0440   -0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -0.4355    1.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5837    1.4893    1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1768    2.6496   -0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7401   -0.5742    1.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7896    0.8564    1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4404   -0.6157   -0.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4673   -1.3393   -1.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6328    0.2603    0.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1620    0.0367   -1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4210   -1.2681    0.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1506   -2.5812    0.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3300   -2.3788    0.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1923   -3.2430   -0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4667    3.3048    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7523    3.2969    0.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1016    3.8381   -0.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3205    1.8768   -0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1099    3.2436   -0.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6723    2.5173    0.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  9 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 21  5  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 22 47  1  0
 22 48  1  0
 22 49  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1214                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       5.748  -0.770   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       5.748  -3.850   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.748   5.390   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       8.415   5.390   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       8.415  -5.390   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       7.081  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.415  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.748  -6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.081  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.748   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.414   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.414   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.748   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.082  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.748  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.081   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.080   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.080   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.415   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.081   6.160   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.081   7.700   0.000  0.00  0.00           C+0
CONECT    1    9   10                                                       
CONECT    2    6                                                            
CONECT    3   14   21                                                       
CONECT    4   21                                                            
CONECT    5    7    8                                                       
CONECT    6    2    7    9                                                  
CONECT    7    5    6                                                       
CONECT    8    5   15   16                                                  
CONECT    9    1    6                                                       
CONECT   10    1   11   17                                                  
CONECT   11   10   12   18                                                  
CONECT   12   11   14   19                                                  
CONECT   13   14   17   20                                                  
CONECT   14    3   12   13                                                  
CONECT   15    8                                                            
CONECT   16    8                                                            
CONECT   17   10   13                                                       
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21    3    4   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0015345
HETATM    1  C1  UNL     1      -7.031  -1.425  -0.337  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.677  -0.964   0.068  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.355  -1.034   1.283  1.00  0.00           O  
HETATM    4  O2  UNL     1      -4.746  -0.461  -0.809  1.00  0.00           O  
HETATM    5  C3  UNL     1      -3.481  -0.021  -0.488  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.422  -0.889  -0.535  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.687  -2.291  -0.933  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.126  -0.475  -0.216  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.921   0.849   0.154  1.00  0.00           C  
HETATM   10  O3  UNL     1       0.354   1.278   0.472  1.00  0.00           O  
HETATM   11  C8  UNL     1       1.479   0.422   0.439  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.740   1.144   0.830  1.00  0.00           C  
HETATM   13  O4  UNL     1       3.018   2.207  -0.016  1.00  0.00           O  
HETATM   14  C10 UNL     1       3.950   0.250   0.865  1.00  0.00           C  
HETATM   15  N1  UNL     1       4.245  -0.233  -0.445  1.00  0.00           N  
HETATM   16  C11 UNL     1       5.380  -1.094  -0.555  1.00  0.00           C  
HETATM   17  C12 UNL     1       6.688  -0.458  -0.186  1.00  0.00           C  
HETATM   18  C13 UNL     1       5.230  -2.389   0.213  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.999   1.713   0.196  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.815   3.115   0.583  1.00  0.00           C  
HETATM   21  C16 UNL     1      -3.293   1.288  -0.124  1.00  0.00           C  
HETATM   22  C17 UNL     1      -4.404   2.272  -0.059  1.00  0.00           C  
HETATM   23  H1  UNL     1      -7.733  -1.081   0.466  1.00  0.00           H  
HETATM   24  H2  UNL     1      -7.058  -2.535  -0.395  1.00  0.00           H  
HETATM   25  H3  UNL     1      -7.358  -1.026  -1.298  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.165  -2.786  -0.042  1.00  0.00           H  
HETATM   27  H5  UNL     1      -3.340  -2.358  -1.827  1.00  0.00           H  
HETATM   28  H6  UNL     1      -1.723  -2.816  -1.094  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.321  -1.180  -0.263  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.560   0.044  -0.597  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.348  -0.435   1.131  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.584   1.489   1.888  1.00  0.00           H  
HETATM   33  H11 UNL     1       2.177   2.650  -0.277  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.740  -0.574   1.573  1.00  0.00           H  
HETATM   35  H13 UNL     1       4.790   0.856   1.251  1.00  0.00           H  
HETATM   36  H14 UNL     1       3.440  -0.616  -0.971  1.00  0.00           H  
HETATM   37  H15 UNL     1       5.467  -1.339  -1.656  1.00  0.00           H  
HETATM   38  H16 UNL     1       6.633   0.260   0.652  1.00  0.00           H  
HETATM   39  H17 UNL     1       7.162   0.037  -1.079  1.00  0.00           H  
HETATM   40  H18 UNL     1       7.421  -1.268   0.105  1.00  0.00           H  
HETATM   41  H19 UNL     1       6.151  -2.581   0.839  1.00  0.00           H  
HETATM   42  H20 UNL     1       4.330  -2.379   0.833  1.00  0.00           H  
HETATM   43  H21 UNL     1       5.192  -3.243  -0.497  1.00  0.00           H  
HETATM   44  H22 UNL     1      -2.467   3.305   1.471  1.00  0.00           H  
HETATM   45  H23 UNL     1      -0.752   3.297   0.857  1.00  0.00           H  
HETATM   46  H24 UNL     1      -2.102   3.838  -0.185  1.00  0.00           H  
HETATM   47  H25 UNL     1      -5.321   1.877  -0.546  1.00  0.00           H  
HETATM   48  H26 UNL     1      -4.110   3.244  -0.546  1.00  0.00           H  
HETATM   49  H27 UNL     1      -4.672   2.517   0.995  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    6   21
CONECT    6    7    8
CONECT    7   26   27   28
CONECT    8    9    9   29
CONECT    9   10   19
CONECT   10   11
CONECT   11   12   30   31
CONECT   12   13   14   32
CONECT   13   33
CONECT   14   15   34   35
CONECT   15   16   36
CONECT   16   17   18   37
CONECT   17   38   39   40
CONECT   18   41   42   43
CONECT   19   20   21   21
CONECT   20   44   45   46
CONECT   21   22
CONECT   22   47   48   49
END

HMDB0015345
     RDKit          3D
Metipranolol
 49 49  0  0  0  0  0  0  0  0999 V2000
   -7.0307   -1.4250   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6771   -0.9640    0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3547   -1.0336    1.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7459   -0.4615   -0.8090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4812   -0.0206   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4216   -0.8888   -0.5346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6866   -2.2909   -0.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1264   -0.4753   -0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9215    0.8487    0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538    1.2775    0.4724 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791    0.4223    0.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396    1.1443    0.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0184    2.2067   -0.0161 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9497    0.2498    0.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2454   -0.2332   -0.4447 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3802   -1.0939   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6878   -0.4576   -0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2301   -2.3891    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9993    1.7129    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8150    3.1147    0.5826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2929    1.2884   -0.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4043    2.2725   -0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7329   -1.0812    0.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0577   -2.5348   -0.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3582   -1.0264   -1.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1653   -2.7864   -0.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3403   -2.3578   -1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7229   -2.8157   -1.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3214   -1.1800   -0.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5603    0.0440   -0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -0.4355    1.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5837    1.4893    1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1768    2.6496   -0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7401   -0.5742    1.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7896    0.8564    1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4404   -0.6157   -0.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4673   -1.3393   -1.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6328    0.2603    0.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1620    0.0367   -1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4210   -1.2681    0.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1506   -2.5812    0.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3300   -2.3788    0.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1923   -3.2430   -0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4667    3.3048    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7523    3.2969    0.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1016    3.8381   -0.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3205    1.8768   -0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1099    3.2436   -0.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6723    2.5173    0.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  9 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 21  5  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 22 47  1  0
 22 48  1  0
 22 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+-)-Metipranolol	ChEBI
Acetic acid 4-(2-hydroxy-3-isopropylamino-propoxy)-2,3,6-trimethyl-phenyl ester	ChEBI
Metipranololum	ChEBI
Acetate 4-(2-hydroxy-3-isopropylamino-propoxy)-2,3,6-trimethyl-phenyl ester	Generator
Methypranol	HMDB
1-(4-Acetoxy-2,3,5-trimethylphenoxy)-3-isopropylamino-2-propanol	HMDB
Disorat	HMDB
Trimepranol	HMDB

Chemical Formula

C₁₇H₂₇NO₄

Average Molecular Weight

309.4006

Monoisotopic Molecular Weight

309.194008357

IUPAC Name

4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}-2,3,6-trimethylphenyl acetate

Traditional Name

metipranolol

CAS Registry Number

22664-55-7

SMILES

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

InChI Identifier

InChI=1S/C17H27NO4/c1-10(2)18-8-15(20)9-21-16-7-11(3)17(22-14(6)19)13(5)12(16)4/h7,10,15,18,20H,8-9H2,1-6H3

InChI Key

BQIPXWYNLPYNHW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol esters

Sub Class

Not Available

Direct Parent

Phenol esters

Alternative Parents

Substituents

Phenol ester
Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
1,2-aminoalcohol
Amino acid or derivatives
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Secondary aliphatic amine
Ether
Monocarboxylic acid or derivatives
Secondary amine
Alcohol
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organic oxide
Organic oxygen compound
Amine
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ether (CHEBI:6897 )
acetate ester (CHEBI:6897 )
secondary amino compound (CHEBI:6897 )
propanolamine (CHEBI:6897 )

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: HMDB0015345)

Source

Exogenous

Exogenous (HMDB: HMDB0015345)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Metipranolol Action Pathway (PathBank: SMP0000667)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	105 - 107 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.17 g/L	Not Available
LogP	2.2	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.17 g/L	ALOGPS
logP	2.13	ALOGPS
logP	2.74	ChemAxon
logS	-3.2	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	67.79 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	86.63 m³·mol⁻¹	ChemAxon
Polarizability	35.85 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	174.331	31661259
DarkChem	[M-H]-	170.187	31661259
DeepCCS	[M+H]+	181.494	30932474
DeepCCS	[M-H]-	179.136	30932474
DeepCCS	[M-2H]-	212.022	30932474
DeepCCS	[M+Na]+	187.622	30932474
AllCCS	[M+H]+	175.7	32859911
AllCCS	[M+H-H2O]+	172.8	32859911
AllCCS	[M+NH4]+	178.3	32859911
AllCCS	[M+Na]+	179.1	32859911
AllCCS	[M-H]-	179.7	32859911
AllCCS	[M+Na-2H]-	180.4	32859911
AllCCS	[M+HCOO]-	181.4	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.	4.6 minutes	32390414
Predicted by Siyang on May 30, 2022	11.8909 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.76 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	46.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1424.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	207.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	157.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	159.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	77.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	418.3 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	411.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	86.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	879.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	420.0 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	1265.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	280.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	303.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	235.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	130.3 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	42.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Metipranolol	CC(C)NCC(O)COC1=C(C)C(C)=C(OC(C)=O)C(C)=C1	2822.3	Standard polar	33892256
Metipranolol	CC(C)NCC(O)COC1=C(C)C(C)=C(OC(C)=O)C(C)=C1	2286.4	Standard non polar	33892256
Metipranolol	CC(C)NCC(O)COC1=C(C)C(C)=C(OC(C)=O)C(C)=C1	2268.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Metipranolol,1TMS,isomer #1	CC(=O)OC1=C(C)C=C(OCC(CNC(C)C)O[Si](C)(C)C)C(C)=C1C	2217.5	Semi standard non polar	33892256
Metipranolol,1TMS,isomer #2	CC(=O)OC1=C(C)C=C(OCC(O)CN(C(C)C)[Si](C)(C)C)C(C)=C1C	2359.1	Semi standard non polar	33892256
Metipranolol,2TMS,isomer #1	CC(=O)OC1=C(C)C=C(OCC(CN(C(C)C)[Si](C)(C)C)O[Si](C)(C)C)C(C)=C1C	2402.5	Semi standard non polar	33892256
Metipranolol,2TMS,isomer #1	CC(=O)OC1=C(C)C=C(OCC(CN(C(C)C)[Si](C)(C)C)O[Si](C)(C)C)C(C)=C1C	2458.7	Standard non polar	33892256
Metipranolol,2TMS,isomer #1	CC(=O)OC1=C(C)C=C(OCC(CN(C(C)C)[Si](C)(C)C)O[Si](C)(C)C)C(C)=C1C	2683.7	Standard polar	33892256
Metipranolol,1TBDMS,isomer #1	CC(=O)OC1=C(C)C=C(OCC(CNC(C)C)O[Si](C)(C)C(C)(C)C)C(C)=C1C	2443.9	Semi standard non polar	33892256
Metipranolol,1TBDMS,isomer #2	CC(=O)OC1=C(C)C=C(OCC(O)CN(C(C)C)[Si](C)(C)C(C)(C)C)C(C)=C1C	2638.6	Semi standard non polar	33892256
Metipranolol,2TBDMS,isomer #1	CC(=O)OC1=C(C)C=C(OCC(CN(C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(C)=C1C	2871.4	Semi standard non polar	33892256
Metipranolol,2TBDMS,isomer #1	CC(=O)OC1=C(C)C=C(OCC(CN(C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(C)=C1C	2861.3	Standard non polar	33892256
Metipranolol,2TBDMS,isomer #1	CC(=O)OC1=C(C)C=C(OCC(CN(C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(C)=C1C	2896.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Metipranolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6x-9730000000-8e6ca7d3d38723277ec5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metipranolol GC-MS (1 TMS) - 70eV, Positive	splash10-006x-4903000000-5e38ed4777ba52d3c36d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metipranolol 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 - Metipranolol 10V, Positive-QTOF	splash10-03xr-2395000000-0d03e930dc66a8b35689	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metipranolol 20V, Positive-QTOF	splash10-0g4i-6490000000-fb99a0314a0f032dcc87	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metipranolol 40V, Positive-QTOF	splash10-00di-9500000000-c05787b6509293025f3e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metipranolol 10V, Negative-QTOF	splash10-0a4l-4978000000-20e0ee1bc9e1ec524907	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metipranolol 20V, Negative-QTOF	splash10-0006-2910000000-28808768f7352cab1a4a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metipranolol 40V, Negative-QTOF	splash10-0k95-4900000000-ec3591175b411fb621d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metipranolol 10V, Positive-QTOF	splash10-03di-0139000000-8e1cbb2b284c563d1cec	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metipranolol 20V, Positive-QTOF	splash10-0uxs-3940000000-4faf8d90526a2e3f99cc	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metipranolol 40V, Positive-QTOF	splash10-05fr-9300000000-22491bd77e7bc82b0ad1	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metipranolol 10V, Negative-QTOF	splash10-0a4i-0759000000-057655888cd596e2a556	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metipranolol 20V, Negative-QTOF	splash10-0536-9800000000-01257d615411e0e2f4a8	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metipranolol 40V, Negative-QTOF	splash10-0a5d-9600000000-cf213e29c082583fd640	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
Metipranolol 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 DB01214	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01214	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01214

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

29193

KEGG Compound ID

C07915

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Metipranolol

METLIN ID

Not Available

PubChem Compound

31477

PDB ID

Not Available

ChEBI ID

6897

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

Not Available

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

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Drimal J, Knezl V, Magna D, Strizova K: External transport of beta-adrenergic binding sites in ischemic myocardium. Gen Physiol Biophys. 1987 Dec;6(6):583-91. [PubMed:2895037 ]
Arai K, Wood JP, Osborne NN: Beta-adrenergic receptor agonists and antagonists counteract LPS-induced neuronal death in retinal cultures by different mechanisms. Brain Res. 2003 Sep 26;985(2):176-86. [PubMed:12967722 ]
Bilcikova L, Bauer V, Kolena J: The action of adrenoceptor agonists and antagonists on the guinea pig and dog trachea. Gen Physiol Biophys. 1987 Feb;6(1):87-101. [PubMed:2885244 ]

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

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Drimal J, Knezl V, Magna D, Strizova K: External transport of beta-adrenergic binding sites in ischemic myocardium. Gen Physiol Biophys. 1987 Dec;6(6):583-91. [PubMed:2895037 ]
Noack E: [Antiglaucomatous effectiveness of beta receptor blockers with special reference to metipranolol]. Klin Monbl Augenheilkd. 1986 Jul;189(1):1-3. [PubMed:2876128 ]
Arai K, Wood JP, Osborne NN: Beta-adrenergic receptor agonists and antagonists counteract LPS-induced neuronal death in retinal cultures by different mechanisms. Brain Res. 2003 Sep 26;985(2):176-86. [PubMed:12967722 ]
Bilcikova L, Bauer V, Kolena J: The action of adrenoceptor agonists and antagonists on the guinea pig and dog trachea. Gen Physiol Biophys. 1987 Feb;6(1):87-101. [PubMed:2885244 ]

Showing metabocard for Metipranolol (HMDB0015345)

MOL for HMDB0015345 (Metipranolol)

3D MOL for HMDB0015345 (Metipranolol)

3D SDF for HMDB0015345 (Metipranolol)

3D-SDF for HMDB0015345 (Metipranolol)

PDB for HMDB0015345 (Metipranolol)

3D PDB for HMDB0015345 (Metipranolol)

SMILES for HMDB0015345 (Metipranolol)

INCHI for HMDB0015345 (Metipranolol)

Structure for HMDB0015345 (Metipranolol)

3D Structure for HMDB0015345 (Metipranolol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References