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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:43 UTC

HMDB ID

HMDB0014736

Secondary Accession Numbers

HMDB14736

Metabolite Identification

Common Name

Labetalol

Description

Labetalol is only found in individuals that have used or taken this drug. It is a blocker of both alpha- and beta-adrenergic receptors that is used as an antihypertensive (PubChem). Labetalol HCl combines both selective, competitive, alpha-1-adrenergic blocking and nonselective, competitive, beta-adrenergic blocking activity in a single substance. In man, the ratios of alpha- to beta- blockade have been estimated to be approximately 1:3 and 1:7 following oral and intravenous (IV) administration, respectively. The principal physiologic action of labetalol is to competitively block adrenergic stimulation of β-receptors within the myocardium (β1-receptors) and within bronchial and vascular smooth muscle (β2-receptors), and α1-receptors within vascular smooth muscle. This causes a decrease in systemic arterial blood pressure and systemic vascular resistance without a substantial reduction in resting heart rate, cardiac output, or stroke volume, apparently because of its combined α- and β-adrenergic blocking activity.

Structure

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

HMDB0014736
     RDKit          3D
Labetalol
 48 49  0  0  0  0  0  0  0  0999 V2000
   -0.7567   -1.0461    1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2366   -0.1049   -0.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891   -0.4008   -0.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5302   -0.1950    0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9756   -0.4684    0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8137    0.5382    0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1669    0.3140   -0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7131   -0.9418    0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8891   -1.9458    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5360   -1.7099    0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4347    0.1203   -1.1792 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8039    0.7845   -1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8505    0.0165   -0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0826   -1.1828   -1.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1756    0.7281   -0.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3140    2.0584   -0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5681    2.6743   -0.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6591    1.8886   -0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9224    2.4586   -0.3563 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5615    0.5297   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7656   -0.2052    0.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6968   -1.5763    0.5425 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8650    0.3768    0.2426 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2833   -0.0318   -0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5641   -1.7899    1.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3615   -0.5404    1.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0179   -1.7505    0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2853    0.9454    0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0067    0.2181   -1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7041   -1.4592   -0.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454   -0.7594    1.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3957    0.8952    1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4073    1.5337   -0.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8473    1.0869   -0.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7757   -1.1366   -0.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2911   -2.9357    0.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8893   -2.5109    1.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4196   -0.7418   -1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014    1.0752   -2.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6319    1.7259   -0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6102   -0.0912    0.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2912   -0.9824   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4064    2.6126   -0.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6236    3.7271   -0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0452    3.4333   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8206   -1.9583    0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5243   -2.1848    0.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2137   -1.0914    0.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 20 24  2  0
 10  5  1  0
 24 15  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 17 44  1  0
 19 45  1  0
 22 46  1  0
 22 47  1  0
 24 48  1  0
M  END

598
  Mrv0541 02231214482D          

 24 25  0  0  1  0            999 V2000
    5.6655    1.1880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    2.4256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    3.6631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -0.4620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    3.6631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -1.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    1.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -3.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    2.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    1.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089   -4.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234   -3.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    3.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  2 20  1  0  0  0  0
  3 24  2  0  0  0  0
  4  6  1  0  0  0  0
  4  8  1  0  0  0  0
  5 24  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 13  1  0  0  0  0
 10 12  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 13 16  2  0  0  0  0
 13 17  1  0  0  0  0
 14 18  1  0  0  0  0
 15 19  2  0  0  0  0
 16 21  1  0  0  0  0
 17 22  2  0  0  0  0
 18 20  2  0  0  0  0
 18 24  1  0  0  0  0
 19 20  1  0  0  0  0
 21 23  2  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014736

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCC1=CC=CC=C1)NCC(O)C1=CC(C(N)=O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H24N2O3/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24)

> <INCHI_KEY>
SGUAFYQXFOLMHL-UHFFFAOYSA-N

> <FORMULA>
C19H24N2O3

> <MOLECULAR_WEIGHT>
328.4055

> <EXACT_MASS>
328.178692644

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
36.83456628952474

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide

> <ALOGPS_LOGP>
1.73

> <JCHEM_LOGP>
1.886505183513802

> <ALOGPS_LOGS>
-4.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.107054338718662

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.049596519651542

> <JCHEM_PKA_STRONGEST_BASIC>
9.800780451999865

> <JCHEM_POLAR_SURFACE_AREA>
95.58

> <JCHEM_REFRACTIVITY>
94.71520000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.78e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
labetalol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014736
     RDKit          3D
Labetalol
 48 49  0  0  0  0  0  0  0  0999 V2000
   -0.7567   -1.0461    1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2366   -0.1049   -0.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891   -0.4008   -0.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5302   -0.1950    0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9756   -0.4684    0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8137    0.5382    0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1669    0.3140   -0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7131   -0.9418    0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8891   -1.9458    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5360   -1.7099    0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4347    0.1203   -1.1792 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8039    0.7845   -1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8505    0.0165   -0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0826   -1.1828   -1.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1756    0.7281   -0.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3140    2.0584   -0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5681    2.6743   -0.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6591    1.8886   -0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9224    2.4586   -0.3563 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5615    0.5297   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7656   -0.2052    0.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6968   -1.5763    0.5425 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8650    0.3768    0.2426 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2833   -0.0318   -0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5641   -1.7899    1.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3615   -0.5404    1.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0179   -1.7505    0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2853    0.9454    0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0067    0.2181   -1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7041   -1.4592   -0.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454   -0.7594    1.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3957    0.8952    1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4073    1.5337   -0.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8473    1.0869   -0.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7757   -1.1366   -0.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2911   -2.9357    0.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8893   -2.5109    1.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4196   -0.7418   -1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014    1.0752   -2.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6319    1.7259   -0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6102   -0.0912    0.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2912   -0.9824   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4064    2.6126   -0.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6236    3.7271   -0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0452    3.4333   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8206   -1.9583    0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5243   -2.1848    0.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2137   -1.0914    0.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 20 24  2  0
 10  5  1  0
 24 15  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 17 44  1  0
 19 45  1  0
 22 46  1  0
 22 47  1  0
 24 48  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 598                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      10.576   2.218   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.907   4.528   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.241   6.838   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      10.576  -0.862   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       7.908   6.838   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      10.576  -2.402   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.909  -3.172   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.242  -0.092   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.909  -4.713   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.242   1.448   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.242  -3.172   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.908   2.218   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.243  -5.483   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.908   3.758   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.574   1.448   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.243  -7.023   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.577  -4.713   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.574   4.528   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.241   2.218   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.241   3.758   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.577  -7.793   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.910  -5.483   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.910  -7.023   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.574   6.068   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   20                                                            
CONECT    3   24                                                            
CONECT    4    6    8                                                       
CONECT    5   24                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    9                                                       
CONECT    8    4   10                                                       
CONECT    9    7   13                                                       
CONECT   10    1    8   12                                                  
CONECT   11    6                                                            
CONECT   12   10   14   15                                                  
CONECT   13    9   16   17                                                  
CONECT   14   12   18                                                       
CONECT   15   12   19                                                       
CONECT   16   13   21                                                       
CONECT   17   13   22                                                       
CONECT   18   14   20   24                                                  
CONECT   19   15   20                                                       
CONECT   20    2   18   19                                                  
CONECT   21   16   23                                                       
CONECT   22   17   23                                                       
CONECT   23   21   22                                                       
CONECT   24    3    5   18                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0014736
HETATM    1  C1  UNL     1      -0.757  -1.046   1.007  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.237  -0.105  -0.047  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.689  -0.401  -0.390  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.530  -0.195   0.816  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.976  -0.468   0.568  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.814   0.538   0.141  1.00  0.00           C  
HETATM    7  C7  UNL     1      -7.167   0.314  -0.093  1.00  0.00           C  
HETATM    8  C8  UNL     1      -7.713  -0.942   0.101  1.00  0.00           C  
HETATM    9  C9  UNL     1      -6.889  -1.946   0.525  1.00  0.00           C  
HETATM   10  C10 UNL     1      -5.536  -1.710   0.755  1.00  0.00           C  
HETATM   11  N1  UNL     1      -0.435   0.120  -1.179  1.00  0.00           N  
HETATM   12  C11 UNL     1       0.804   0.785  -1.080  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.851   0.016  -0.378  1.00  0.00           C  
HETATM   14  O1  UNL     1       2.083  -1.183  -1.048  1.00  0.00           O  
HETATM   15  C13 UNL     1       3.176   0.728  -0.394  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.314   2.058  -0.681  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.568   2.674  -0.676  1.00  0.00           C  
HETATM   18  C16 UNL     1       5.659   1.889  -0.372  1.00  0.00           C  
HETATM   19  O2  UNL     1       6.922   2.459  -0.356  1.00  0.00           O  
HETATM   20  C17 UNL     1       5.562   0.530  -0.074  1.00  0.00           C  
HETATM   21  C18 UNL     1       6.766  -0.205   0.240  1.00  0.00           C  
HETATM   22  N2  UNL     1       6.697  -1.576   0.542  1.00  0.00           N  
HETATM   23  O3  UNL     1       7.865   0.377   0.243  1.00  0.00           O  
HETATM   24  C19 UNL     1       4.283  -0.032  -0.093  1.00  0.00           C  
HETATM   25  H1  UNL     1      -1.564  -1.790   1.328  1.00  0.00           H  
HETATM   26  H2  UNL     1      -0.361  -0.540   1.894  1.00  0.00           H  
HETATM   27  H3  UNL     1       0.018  -1.751   0.569  1.00  0.00           H  
HETATM   28  H4  UNL     1      -1.285   0.945   0.475  1.00  0.00           H  
HETATM   29  H5  UNL     1      -3.007   0.218  -1.259  1.00  0.00           H  
HETATM   30  H6  UNL     1      -2.704  -1.459  -0.761  1.00  0.00           H  
HETATM   31  H7  UNL     1      -3.145  -0.759   1.671  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.396   0.895   1.106  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.407   1.534  -0.019  1.00  0.00           H  
HETATM   34  H10 UNL     1      -7.847   1.087  -0.428  1.00  0.00           H  
HETATM   35  H11 UNL     1      -8.776  -1.137  -0.078  1.00  0.00           H  
HETATM   36  H12 UNL     1      -7.291  -2.936   0.685  1.00  0.00           H  
HETATM   37  H13 UNL     1      -4.889  -2.511   1.091  1.00  0.00           H  
HETATM   38  H14 UNL     1      -0.420  -0.742  -1.770  1.00  0.00           H  
HETATM   39  H15 UNL     1       1.101   1.075  -2.126  1.00  0.00           H  
HETATM   40  H16 UNL     1       0.632   1.726  -0.475  1.00  0.00           H  
HETATM   41  H17 UNL     1       1.610  -0.091   0.681  1.00  0.00           H  
HETATM   42  H18 UNL     1       2.291  -0.982  -1.984  1.00  0.00           H  
HETATM   43  H19 UNL     1       2.406   2.613  -0.913  1.00  0.00           H  
HETATM   44  H20 UNL     1       4.624   3.727  -0.910  1.00  0.00           H  
HETATM   45  H21 UNL     1       7.045   3.433  -0.563  1.00  0.00           H  
HETATM   46  H22 UNL     1       5.821  -1.958   0.947  1.00  0.00           H  
HETATM   47  H23 UNL     1       7.524  -2.185   0.357  1.00  0.00           H  
HETATM   48  H24 UNL     1       4.214  -1.091   0.136  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   11   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6    6   10
CONECT    6    7   33
CONECT    7    8    8   34
CONECT    8    9   35
CONECT    9   10   10   36
CONECT   10   37
CONECT   11   12   38
CONECT   12   13   39   40
CONECT   13   14   15   41
CONECT   14   42
CONECT   15   16   16   24
CONECT   16   17   43
CONECT   17   18   18   44
CONECT   18   19   20
CONECT   19   45
CONECT   20   21   24   24
CONECT   21   22   23   23
CONECT   22   46   47
CONECT   24   48
END

HMDB0014736
     RDKit          3D
Labetalol
 48 49  0  0  0  0  0  0  0  0999 V2000
   -0.7567   -1.0461    1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2366   -0.1049   -0.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891   -0.4008   -0.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5302   -0.1950    0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9756   -0.4684    0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8137    0.5382    0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1669    0.3140   -0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7131   -0.9418    0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8891   -1.9458    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5360   -1.7099    0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4347    0.1203   -1.1792 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8039    0.7845   -1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8505    0.0165   -0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0826   -1.1828   -1.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1756    0.7281   -0.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3140    2.0584   -0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5681    2.6743   -0.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6591    1.8886   -0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9224    2.4586   -0.3563 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5615    0.5297   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7656   -0.2052    0.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6968   -1.5763    0.5425 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8650    0.3768    0.2426 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2833   -0.0318   -0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5641   -1.7899    1.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3615   -0.5404    1.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0179   -1.7505    0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2853    0.9454    0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0067    0.2181   -1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7041   -1.4592   -0.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454   -0.7594    1.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3957    0.8952    1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4073    1.5337   -0.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8473    1.0869   -0.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7757   -1.1366   -0.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2911   -2.9357    0.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8893   -2.5109    1.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4196   -0.7418   -1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014    1.0752   -2.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6319    1.7259   -0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6102   -0.0912    0.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2912   -0.9824   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4064    2.6126   -0.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6236    3.7271   -0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0452    3.4333   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8206   -1.9583    0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5243   -2.1848    0.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2137   -1.0914    0.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 20 24  2  0
 10  5  1  0
 24 15  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 17 44  1  0
 19 45  1  0
 22 46  1  0
 22 47  1  0
 24 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Carboxamido-4-hydroxy-alpha-((1-methyl-3-phenylpropylamino)methyl)benzyl alcohol	ChEBI
5-(1-Hydroxy-2-(1-methyl-3-phenylpropylamino)ethyl)salicylamide	ChEBI
Kabetalol	ChEBI
Labetalolum	ChEBI
3-Carboxamido-4-hydroxy-a-((1-methyl-3-phenylpropylamino)methyl)benzyl alcohol	Generator
3-Carboxamido-4-hydroxy-α-((1-methyl-3-phenylpropylamino)methyl)benzyl alcohol	Generator
Labetolol	HMDB
Labetalol hydrochloride	MeSH, HMDB
Normodyne	MeSH, HMDB
Schering brand OF labetalol hydrochloride	MeSH, HMDB
Sigma brand OF labetalol hydrochloride	MeSH, HMDB
Dilevalol	MeSH, HMDB
faro Brand OF labetalol hydrochloride	MeSH, HMDB
Kern brand OF labetalol hydrochloride	MeSH, HMDB
R,R Labetalol	MeSH, HMDB
Trandate	MeSH, HMDB
Albetol	MeSH, HMDB
Alphapharm brand OF labetalol hydrochloride	MeSH, HMDB
apo-Labetalol	MeSH, HMDB
Celltech brand OF labetalol hydrochloride	MeSH, HMDB
glaxo Wellcome brand OF labetalol hydrochloride	MeSH, HMDB
Leiras brand OF labetalol hydrochloride	MeSH, HMDB
Presolol	MeSH, HMDB
R,R-Labetalol	MeSH, HMDB
Shire brand OF labetalol hydrochloride	MeSH, HMDB
apo Labetalol	MeSH, HMDB
ApoLabetalol	MeSH, HMDB
Apotex brand OF labetalol hydrochloride	MeSH, HMDB
GlaxoSmithKline brand OF labetalol hydrochloride	MeSH, HMDB
Hydrochloride, labetalol	MeSH, HMDB
Labetalol, (R,R)-isomer	MeSH, HMDB

Chemical Formula

C₁₉H₂₄N₂O₃

Average Molecular Weight

328.4055

Monoisotopic Molecular Weight

328.178692644

IUPAC Name

2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide

Traditional Name

labetalol

CAS Registry Number

36894-69-6

SMILES

CC(CCC1=CC=CC=C1)NCC(O)C1=CC(C(N)=O)=C(O)C=C1

InChI Identifier

InChI=1S/C19H24N2O3/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24)

InChI Key

SGUAFYQXFOLMHL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as salicylamides. These are carboxamide derivatives of salicylic acid. Salicylic acid is the ortho-hydroxylated derivative of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Salicylamides

Alternative Parents

Substituents

Salicylamide
Benzamide
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Vinylogous acid
Amino acid or derivatives
1,2-aminoalcohol
Secondary alcohol
Carboxamide group
Primary carboxylic acid amide
Secondary amine
Carboxylic acid derivative
Secondary aliphatic amine
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Alcohol
Organic oxygen compound
Aromatic alcohol
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzamides (CHEBI:6343 )
secondary amino compound (CHEBI:6343 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Labetalol Action Pathway (PathBank: SMP0000368)
Labetalol Pathway (HMDB: HMDB0014736)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	195 - 196 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0058 g/L	Not Available
LogP	2.7	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	178.1	30932474
[M+H]+	Not Available	177.586	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000835

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0058 g/L	ALOGPS
logP	1.73	ALOGPS
logP	1.89	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	8.05	ChemAxon
pKa (Strongest Basic)	9.8	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	95.58 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	94.72 m³·mol⁻¹	ChemAxon
Polarizability	36.83 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]+	180.884	31661259
DarkChem	[M-H]-	179.408	31661259
DeepCCS	[M+H]+	181.255	30932474
DeepCCS	[M-H]-	178.879	30932474
DeepCCS	[M-2H]-	212.845	30932474
DeepCCS	[M+Na]+	188.726	30932474
AllCCS	[M+H]+	182.3	32859911
AllCCS	[M+H-H2O]+	179.2	32859911
AllCCS	[M+NH4]+	185.2	32859911
AllCCS	[M+Na]+	186.0	32859911
AllCCS	[M-H]-	181.1	32859911
AllCCS	[M+Na-2H]-	181.4	32859911
AllCCS	[M+HCOO]-	181.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Labetalol	CC(CCC1=CC=CC=C1)NCC(O)C1=CC(C(N)=O)=C(O)C=C1	3969.3	Standard polar	33892256
Labetalol	CC(CCC1=CC=CC=C1)NCC(O)C1=CC(C(N)=O)=C(O)C=C1	2776.0	Standard non polar	33892256
Labetalol	CC(CCC1=CC=CC=C1)NCC(O)C1=CC(C(N)=O)=C(O)C=C1	3037.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Labetalol,1TMS,isomer #1	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C)C1=CC=C(O)C(C(N)=O)=C1	2889.4	Semi standard non polar	33892256
Labetalol,1TMS,isomer #2	CC(CCC1=CC=CC=C1)NCC(O)C1=CC=C(O[Si](C)(C)C)C(C(N)=O)=C1	2985.1	Semi standard non polar	33892256
Labetalol,1TMS,isomer #3	CC(CCC1=CC=CC=C1)NCC(O)C1=CC=C(O)C(C(=O)N[Si](C)(C)C)=C1	3003.6	Semi standard non polar	33892256
Labetalol,1TMS,isomer #4	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O)C(C(N)=O)=C1)[Si](C)(C)C	3013.1	Semi standard non polar	33892256
Labetalol,2TMS,isomer #1	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(C(N)=O)=C1	2907.2	Semi standard non polar	33892256
Labetalol,2TMS,isomer #2	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C)C1=CC=C(O)C(C(=O)N[Si](C)(C)C)=C1	2886.0	Semi standard non polar	33892256
Labetalol,2TMS,isomer #3	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C)C1=CC=C(O)C(C(N)=O)=C1)[Si](C)(C)C	3001.4	Semi standard non polar	33892256
Labetalol,2TMS,isomer #4	CC(CCC1=CC=CC=C1)NCC(O)C1=CC=C(O[Si](C)(C)C)C(C(=O)N[Si](C)(C)C)=C1	3017.1	Semi standard non polar	33892256
Labetalol,2TMS,isomer #5	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O[Si](C)(C)C)C(C(N)=O)=C1)[Si](C)(C)C	3041.2	Semi standard non polar	33892256
Labetalol,2TMS,isomer #6	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O)C(C(=O)N[Si](C)(C)C)=C1)[Si](C)(C)C	3032.1	Semi standard non polar	33892256
Labetalol,2TMS,isomer #7	CC(CCC1=CC=CC=C1)NCC(O)C1=CC=C(O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2987.0	Semi standard non polar	33892256
Labetalol,3TMS,isomer #1	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(C(=O)N[Si](C)(C)C)=C1	2908.6	Semi standard non polar	33892256
Labetalol,3TMS,isomer #1	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(C(=O)N[Si](C)(C)C)=C1	2818.6	Standard non polar	33892256
Labetalol,3TMS,isomer #1	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(C(=O)N[Si](C)(C)C)=C1	3306.6	Standard polar	33892256
Labetalol,3TMS,isomer #2	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(C(N)=O)=C1)[Si](C)(C)C	3060.9	Semi standard non polar	33892256
Labetalol,3TMS,isomer #2	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(C(N)=O)=C1)[Si](C)(C)C	2794.8	Standard non polar	33892256
Labetalol,3TMS,isomer #2	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(C(N)=O)=C1)[Si](C)(C)C	3565.2	Standard polar	33892256
Labetalol,3TMS,isomer #3	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C)C1=CC=C(O)C(C(=O)N[Si](C)(C)C)=C1)[Si](C)(C)C	3013.5	Semi standard non polar	33892256
Labetalol,3TMS,isomer #3	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C)C1=CC=C(O)C(C(=O)N[Si](C)(C)C)=C1)[Si](C)(C)C	2893.9	Standard non polar	33892256
Labetalol,3TMS,isomer #3	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C)C1=CC=C(O)C(C(=O)N[Si](C)(C)C)=C1)[Si](C)(C)C	3434.7	Standard polar	33892256
Labetalol,3TMS,isomer #4	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C)C1=CC=C(O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2879.7	Semi standard non polar	33892256
Labetalol,3TMS,isomer #4	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C)C1=CC=C(O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2830.3	Standard non polar	33892256
Labetalol,3TMS,isomer #4	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C)C1=CC=C(O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	3376.6	Standard polar	33892256
Labetalol,3TMS,isomer #5	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O[Si](C)(C)C)C(C(=O)N[Si](C)(C)C)=C1)[Si](C)(C)C	3085.9	Semi standard non polar	33892256
Labetalol,3TMS,isomer #5	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O[Si](C)(C)C)C(C(=O)N[Si](C)(C)C)=C1)[Si](C)(C)C	2909.5	Standard non polar	33892256
Labetalol,3TMS,isomer #5	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O[Si](C)(C)C)C(C(=O)N[Si](C)(C)C)=C1)[Si](C)(C)C	3478.4	Standard polar	33892256
Labetalol,3TMS,isomer #6	CC(CCC1=CC=CC=C1)NCC(O)C1=CC=C(O[Si](C)(C)C)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	3025.9	Semi standard non polar	33892256
Labetalol,3TMS,isomer #6	CC(CCC1=CC=CC=C1)NCC(O)C1=CC=C(O[Si](C)(C)C)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2842.7	Standard non polar	33892256
Labetalol,3TMS,isomer #6	CC(CCC1=CC=CC=C1)NCC(O)C1=CC=C(O[Si](C)(C)C)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	3431.8	Standard polar	33892256
Labetalol,3TMS,isomer #7	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	3081.1	Semi standard non polar	33892256
Labetalol,3TMS,isomer #7	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2972.9	Standard non polar	33892256
Labetalol,3TMS,isomer #7	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	3526.6	Standard polar	33892256
Labetalol,4TMS,isomer #1	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(C(=O)N[Si](C)(C)C)=C1)[Si](C)(C)C	3074.4	Semi standard non polar	33892256
Labetalol,4TMS,isomer #1	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(C(=O)N[Si](C)(C)C)=C1)[Si](C)(C)C	2868.1	Standard non polar	33892256
Labetalol,4TMS,isomer #1	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(C(=O)N[Si](C)(C)C)=C1)[Si](C)(C)C	3251.1	Standard polar	33892256
Labetalol,4TMS,isomer #2	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2918.6	Semi standard non polar	33892256
Labetalol,4TMS,isomer #2	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2771.8	Standard non polar	33892256
Labetalol,4TMS,isomer #2	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	3192.4	Standard polar	33892256
Labetalol,4TMS,isomer #3	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C)C1=CC=C(O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	3071.6	Semi standard non polar	33892256
Labetalol,4TMS,isomer #3	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C)C1=CC=C(O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2896.6	Standard non polar	33892256
Labetalol,4TMS,isomer #3	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C)C1=CC=C(O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	3312.0	Standard polar	33892256
Labetalol,4TMS,isomer #4	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O[Si](C)(C)C)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	3121.0	Semi standard non polar	33892256
Labetalol,4TMS,isomer #4	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O[Si](C)(C)C)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2906.5	Standard non polar	33892256
Labetalol,4TMS,isomer #4	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O[Si](C)(C)C)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	3373.2	Standard polar	33892256
Labetalol,5TMS,isomer #1	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	3118.3	Semi standard non polar	33892256
Labetalol,5TMS,isomer #1	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2818.6	Standard non polar	33892256
Labetalol,5TMS,isomer #1	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	3155.4	Standard polar	33892256
Labetalol,1TBDMS,isomer #1	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(C(N)=O)=C1	3150.1	Semi standard non polar	33892256
Labetalol,1TBDMS,isomer #2	CC(CCC1=CC=CC=C1)NCC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(N)=O)=C1	3253.1	Semi standard non polar	33892256
Labetalol,1TBDMS,isomer #3	CC(CCC1=CC=CC=C1)NCC(O)C1=CC=C(O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C1	3239.4	Semi standard non polar	33892256
Labetalol,1TBDMS,isomer #4	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O)C(C(N)=O)=C1)[Si](C)(C)C(C)(C)C	3255.2	Semi standard non polar	33892256
Labetalol,2TBDMS,isomer #1	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(N)=O)=C1	3388.6	Semi standard non polar	33892256
Labetalol,2TBDMS,isomer #2	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C1	3331.8	Semi standard non polar	33892256
Labetalol,2TBDMS,isomer #3	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(C(N)=O)=C1)[Si](C)(C)C(C)(C)C	3483.3	Semi standard non polar	33892256
Labetalol,2TBDMS,isomer #4	CC(CCC1=CC=CC=C1)NCC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N[Si](C)(C)C(C)(C)C)=C1	3467.1	Semi standard non polar	33892256
Labetalol,2TBDMS,isomer #5	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(N)=O)=C1)[Si](C)(C)C(C)(C)C	3533.0	Semi standard non polar	33892256
Labetalol,2TBDMS,isomer #6	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3499.6	Semi standard non polar	33892256
Labetalol,2TBDMS,isomer #7	CC(CCC1=CC=CC=C1)NCC(O)C1=CC=C(O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3475.8	Semi standard non polar	33892256
Labetalol,3TBDMS,isomer #1	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N[Si](C)(C)C(C)(C)C)=C1	3533.2	Semi standard non polar	33892256
Labetalol,3TBDMS,isomer #1	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N[Si](C)(C)C(C)(C)C)=C1	3396.8	Standard non polar	33892256
Labetalol,3TBDMS,isomer #1	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N[Si](C)(C)C(C)(C)C)=C1	3563.2	Standard polar	33892256
Labetalol,3TBDMS,isomer #2	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(N)=O)=C1)[Si](C)(C)C(C)(C)C	3747.3	Semi standard non polar	33892256
Labetalol,3TBDMS,isomer #2	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(N)=O)=C1)[Si](C)(C)C(C)(C)C	3364.3	Standard non polar	33892256
Labetalol,3TBDMS,isomer #2	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(N)=O)=C1)[Si](C)(C)C(C)(C)C	3770.0	Standard polar	33892256
Labetalol,3TBDMS,isomer #3	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3673.6	Semi standard non polar	33892256
Labetalol,3TBDMS,isomer #3	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3450.5	Standard non polar	33892256
Labetalol,3TBDMS,isomer #3	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3668.6	Standard polar	33892256
Labetalol,3TBDMS,isomer #4	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3538.1	Semi standard non polar	33892256
Labetalol,3TBDMS,isomer #4	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3400.8	Standard non polar	33892256
Labetalol,3TBDMS,isomer #4	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3574.0	Standard polar	33892256
Labetalol,3TBDMS,isomer #5	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3737.1	Semi standard non polar	33892256
Labetalol,3TBDMS,isomer #5	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3457.9	Standard non polar	33892256
Labetalol,3TBDMS,isomer #5	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3720.2	Standard polar	33892256
Labetalol,3TBDMS,isomer #6	CC(CCC1=CC=CC=C1)NCC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3692.0	Semi standard non polar	33892256
Labetalol,3TBDMS,isomer #6	CC(CCC1=CC=CC=C1)NCC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3398.1	Standard non polar	33892256
Labetalol,3TBDMS,isomer #6	CC(CCC1=CC=CC=C1)NCC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3639.1	Standard polar	33892256
Labetalol,3TBDMS,isomer #7	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3759.8	Semi standard non polar	33892256
Labetalol,3TBDMS,isomer #7	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3494.7	Standard non polar	33892256
Labetalol,3TBDMS,isomer #7	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3698.0	Standard polar	33892256
Labetalol,4TBDMS,isomer #1	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3875.5	Semi standard non polar	33892256
Labetalol,4TBDMS,isomer #1	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3586.5	Standard non polar	33892256
Labetalol,4TBDMS,isomer #1	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3562.1	Standard polar	33892256
Labetalol,4TBDMS,isomer #2	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3715.5	Semi standard non polar	33892256
Labetalol,4TBDMS,isomer #2	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3507.5	Standard non polar	33892256
Labetalol,4TBDMS,isomer #2	CC(CCC1=CC=CC=C1)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3473.9	Standard polar	33892256
Labetalol,4TBDMS,isomer #3	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3903.1	Semi standard non polar	33892256
Labetalol,4TBDMS,isomer #3	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3608.6	Standard non polar	33892256
Labetalol,4TBDMS,isomer #3	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3573.5	Standard polar	33892256
Labetalol,4TBDMS,isomer #4	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3970.9	Semi standard non polar	33892256
Labetalol,4TBDMS,isomer #4	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3583.2	Standard non polar	33892256
Labetalol,4TBDMS,isomer #4	CC(CCC1=CC=CC=C1)N(CC(O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3634.1	Standard polar	33892256
Labetalol,5TBDMS,isomer #1	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	4082.9	Semi standard non polar	33892256
Labetalol,5TBDMS,isomer #1	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3691.5	Standard non polar	33892256
Labetalol,5TBDMS,isomer #1	CC(CCC1=CC=CC=C1)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3513.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0900-4912000000-56ddcdc04cc33ad89c09	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (2 TMS) - 70eV, Positive	splash10-000i-1291200000-6bd93665242775341b9d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labetalol GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-03dl-7900000000-e18d52bcb93357c4a7e2	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol LC-ESI-QFT , negative-QTOF	splash10-004i-0319000000-cd3fa186952809ae3558	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol , positive-QTOF	splash10-03di-0519000000-0a8da4acfa8cd259fb3f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol LC-ESI-QFT , positive-QTOF	splash10-03dl-4928000000-117458013dbd49aaf54b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol 75V, Negative-QTOF	splash10-0a4i-0900000000-bd880bfd83e906f674f1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol 60V, Negative-QTOF	splash10-057i-0900000000-9dfcf51d6d6bbc8f13e7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol 60V, Positive-QTOF	splash10-057i-0900000000-eb5144cd332b187950a6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol 90V, Negative-QTOF	splash10-0a4i-0900000000-70746a27dbc516d67946	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol 45V, Negative-QTOF	splash10-004i-0921000000-8ca655828722a8178608	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol 30V, Negative-QTOF	splash10-0a4i-0219000000-3a02365ebd8b553e90bb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol 90V, Positive-QTOF	splash10-0006-9300000000-1a3b2ebff9908860641c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol 60V, Positive-QTOF	splash10-01ox-8900000000-720f8a1c6b6ad22739e6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol 75V, Positive-QTOF	splash10-0006-9500000000-7b17774565a6f0de393b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol 15V, Negative-QTOF	splash10-004i-0009000000-0d432bc733534680edd3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol 35V, Positive-QTOF	splash10-03dl-4928000000-f5f11a6e62e7bf4b5a29	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol 35V, Negative-QTOF	splash10-004i-0319000000-5aeb09d7900bd1c83048	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol 15V, Positive-QTOF	splash10-03fr-0009000000-0489257f83b40ff2f0f2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol 50V, Positive-QTOF	splash10-03di-0900000000-a6941f1faebe033be934	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol 30V, Positive-QTOF	splash10-03dl-2954000000-836b54645c7572006429	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Labetalol 45V, Positive-QTOF	splash10-03dl-5900000000-473a42285f870b76e239	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labetalol 10V, Positive-QTOF	splash10-03fr-0119000000-6781a14791c4905bb7e7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labetalol 20V, Positive-QTOF	splash10-03dl-1976000000-b876781f8c7652506d0f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labetalol 40V, Positive-QTOF	splash10-000x-7900000000-c0f1be1138aa87f4801d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labetalol 10V, Negative-QTOF	splash10-004i-0219000000-41a2556d51bec476196c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labetalol 20V, Negative-QTOF	splash10-056s-1937000000-4890a50d091b188ff95f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labetalol 40V, Negative-QTOF	splash10-0006-5900000000-3a6780e7e0e66cea3105	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Labetalol 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 DB00598	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00598	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00598

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3734

KEGG Compound ID

C07063

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Labetalol

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

6343

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. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

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

Enzyme Details

2. Beta-1 adrenergic receptor

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

References

Riva E, Mennini T, Latini R: The alpha- and beta-adrenoceptor blocking activities of labetalol and its RR-SR (50:50) stereoisomers. Br J Pharmacol. 1991 Dec;104(4):823-8. [PubMed:1687367 ]
Monopoli A, Bamonte F, Forlani A, Ongini E, Parravicini L: Effects of the R, R-isomer of labetalol, SCH 19927, in isolated tissues and in spontaneously hypertensive rats during a repeated treatment. Arch Int Pharmacodyn Ther. 1984 Dec;272(2):256-63. [PubMed:6151824 ]
Sassard J, Zech PY, Pozet N, Cuisinaud G, Vincent M: [Comparative effects of an alpha 1 and beta 1-2 blocker (labetalol) and a beta-1 blocker (atenolol) in the hypertensive patient]. J Pharmacol. 1983;14 Suppl 2:121-9. [PubMed:6355664 ]
Nakagawa Y, Takeda K, Sakurai H, Mitomi A, Imai S: [Antihypertensive effects of labetalol in three types of hypertensive models of rats (author's transl)]. Nihon Yakurigaku Zasshi. 1981 Apr;77(4):435-45. [PubMed:7286847 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Pujos E, Cren-Olive C, Paisse O, Flament-Waton MM, Grenier-Loustalot MF: Comparison of the analysis of beta-blockers by different techniques. J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Dec 1;877(31):4007-14. doi: 10.1016/j.jchromb.2009.10.014. Epub 2009 Oct 17. [PubMed:19879818 ]
Rosendorff C: Beta-blocking agents with vasodilator activity. J Hypertens Suppl. 1993 Jun;11(4):S37-40. [PubMed:8104240 ]
van Zwieten PA: An overview of the pharmacodynamic properties and therapeutic potential of combined alpha- and beta-adrenoceptor antagonists. Drugs. 1993 Apr;45(4):509-17. [PubMed:7684671 ]

Enzyme Details

3. Beta-2 adrenergic receptor

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

References

Doggrell SA: The effects of labetalol and dilevalol on isolated cardiovascular preparations of the guinea-pig and rat. J Pharm Pharmacol. 1992 Dec;44(12):1001-6. [PubMed:1361547 ]
Doggrell SA: Relaxant and beta 2-adrenoceptor blocking activities of labetalol, dilevalol, amosulalol and KF-4317 on the rat isolated aorta. J Pharm Pharmacol. 1988 Nov;40(11):812-5. [PubMed:2907566 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Sassard J, Zech PY, Pozet N, Cuisinaud G, Vincent M: [Comparative effects of an alpha 1 and beta 1-2 blocker (labetalol) and a beta-1 blocker (atenolol) in the hypertensive patient]. J Pharmacol. 1983;14 Suppl 2:121-9. [PubMed:6355664 ]
Pujos E, Cren-Olive C, Paisse O, Flament-Waton MM, Grenier-Loustalot MF: Comparison of the analysis of beta-blockers by different techniques. J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Dec 1;877(31):4007-14. doi: 10.1016/j.jchromb.2009.10.014. Epub 2009 Oct 17. [PubMed:19879818 ]
Rosendorff C: Beta-blocking agents with vasodilator activity. J Hypertens Suppl. 1993 Jun;11(4):S37-40. [PubMed:8104240 ]
van Zwieten PA: An overview of the pharmacodynamic properties and therapeutic potential of combined alpha- and beta-adrenoceptor antagonists. Drugs. 1993 Apr;45(4):509-17. [PubMed:7684671 ]

Enzyme Details

4. Alpha-1A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system. Its effect is mediated by G(q) and G(11) proteins
Gene Name:: ADRA1A
Uniprot ID:: P35348
Molecular weight:: 51486.0

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 ]
Sassard J, Zech PY, Pozet N, Cuisinaud G, Vincent M: [Comparative effects of an alpha 1 and beta 1-2 blocker (labetalol) and a beta-1 blocker (atenolol) in the hypertensive patient]. J Pharmacol. 1983;14 Suppl 2:121-9. [PubMed:6355664 ]
Pedersen ME, Cockcroft JR: The vasodilatory beta-blockers. Curr Hypertens Rep. 2007 Aug;9(4):269-77. [PubMed:17686376 ]
Shiraishi K, Moriya M, Miyake N, Takayanagi I: Alpha 1-adrenoceptor blocking activities of bevantolol hydrochloride(NC-1400) and labetalol in rat isolated thoracic aorta--do they distinguish between subtypes? Gen Pharmacol. 1992 Sep;23(5):843-5. [PubMed:1358746 ]
Rosendorff C: Beta-blocking agents with vasodilator activity. J Hypertens Suppl. 1993 Jun;11(4):S37-40. [PubMed:8104240 ]
van Zwieten PA: An overview of the pharmacodynamic properties and therapeutic potential of combined alpha- and beta-adrenoceptor antagonists. Drugs. 1993 Apr;45(4):509-17. [PubMed:7684671 ]

Enzyme Details

5. Alpha-1B adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system
Gene Name:: ADRA1B
Uniprot ID:: P35368
Molecular weight:: 56835.4

References

Bernstein JS, Ebert TJ, Stowe DF, Schmeling WT, Nelson MA, Woods MP: Partial attenuation of hemodynamic responses to rapid sequence induction and intubation with labetalol. J Clin Anesth. 1989;1(6):444-51. [PubMed:2696507 ]
Nakamura T, Maruyama K, Ohnuki T, Hattori K, Watanabe K, Nagatomo T: Tamsulosin: assessment of affinityof (3)H-P razosin binding to two alpha-1- adrenoceptor subtypes in the canine aorta. Pharmacology. 1999 Nov;59(5):234-8. [PubMed:10529655 ]
Sassard J, Zech PY, Pozet N, Cuisinaud G, Vincent M: [Comparative effects of an alpha 1 and beta 1-2 blocker (labetalol) and a beta-1 blocker (atenolol) in the hypertensive patient]. J Pharmacol. 1983;14 Suppl 2:121-9. [PubMed:6355664 ]
Pedersen ME, Cockcroft JR: The vasodilatory beta-blockers. Curr Hypertens Rep. 2007 Aug;9(4):269-77. [PubMed:17686376 ]
Shiraishi K, Moriya M, Miyake N, Takayanagi I: Alpha 1-adrenoceptor blocking activities of bevantolol hydrochloride(NC-1400) and labetalol in rat isolated thoracic aorta--do they distinguish between subtypes? Gen Pharmacol. 1992 Sep;23(5):843-5. [PubMed:1358746 ]
Rosendorff C: Beta-blocking agents with vasodilator activity. J Hypertens Suppl. 1993 Jun;11(4):S37-40. [PubMed:8104240 ]
van Zwieten PA: An overview of the pharmacodynamic properties and therapeutic potential of combined alpha- and beta-adrenoceptor antagonists. Drugs. 1993 Apr;45(4):509-17. [PubMed:7684671 ]

Showing metabocard for Labetalol (HMDB0014736)

MOL for HMDB0014736 (Labetalol)

3D MOL for HMDB0014736 (Labetalol)

3D SDF for HMDB0014736 (Labetalol)

3D-SDF for HMDB0014736 (Labetalol)

PDB for HMDB0014736 (Labetalol)

3D PDB for HMDB0014736 (Labetalol)

SMILES for HMDB0014736 (Labetalol)

INCHI for HMDB0014736 (Labetalol)

Structure for HMDB0014736 (Labetalol)

3D Structure for HMDB0014736 (Labetalol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References