Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:50:38 UTC

Update Date

2021-09-26 23:04:33 UTC

HMDB ID

HMDB0252141

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Exaprolol

Description

1-(2-cyclohexylphenoxy)-3-[(propan-2-yl)amino]propan-2-ol belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. Based on a literature review very few articles have been published on 1-(2-cyclohexylphenoxy)-3-[(propan-2-yl)amino]propan-2-ol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Exaprolol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Exaprolol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0252141
     RDKit          3D
Exaprolol
 50 51  0  0  0  0  0  0  0  0999 V2000
    5.7439    1.6630    0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0586    0.3663    1.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8150   -0.5145    0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9687    0.5238    2.0829 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8892    1.2955    1.6972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9014    0.7973    0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9677    1.8972    0.5518 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0128   -0.2710    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019   -0.5206    0.5205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388   -1.0207   -0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5018   -1.4775   -1.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0433   -1.9920   -2.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2739   -2.0775   -3.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2122   -1.6241   -2.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7968   -1.1011   -1.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7615   -0.3757   -0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8618   -1.3505    0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9820   -0.6546    0.9956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9659    0.8369    0.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4608    1.4358   -0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6359    0.5115   -1.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8451    1.6908   -0.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7699    1.7301    1.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2167    2.5686    1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8702   -0.1781    1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1749   -1.3814    0.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078   -0.9535   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5115    0.0387   -0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3312    0.8918    3.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443    2.2865    1.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2245    1.5873    2.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975    0.5985   -0.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1163    2.3678   -0.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7963   -0.0114    2.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6062   -1.2636    1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5647   -1.4541   -1.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7738   -2.3521   -3.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5367   -2.4745   -4.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2343   -1.7185   -2.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3885    0.2308    0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2179   -1.9186   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3858   -2.0454    1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9615   -0.9313    2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9724   -1.0203    0.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4251    1.2408    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0466    1.1773    1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8535    2.3106   -0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3313    1.8038   -0.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0271    1.0576   -1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2812   -0.2257   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 15 10  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
M  END


  Mrv1652309112111502D          

 21 22  0  0  0  0            999 V2000
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
  6 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252141

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)NCC(O)COC1=CC=CC=C1C1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C18H29NO2/c1-14(2)19-12-16(20)13-21-18-11-7-6-10-17(18)15-8-4-3-5-9-15/h6-7,10-11,14-16,19-20H,3-5,8-9,12-13H2,1-2H3

> <INCHI_KEY>
ABXHHEZNIJUQFM-UHFFFAOYSA-N

> <FORMULA>
C18H29NO2

> <MOLECULAR_WEIGHT>
291.435

> <EXACT_MASS>
291.219829178

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
34.80815699522047

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(2-cyclohexylphenoxy)-3-[(propan-2-yl)amino]propan-2-ol

> <ALOGPS_LOGP>
4.39

> <JCHEM_LOGP>
3.709208415666666

> <ALOGPS_LOGS>
-4.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.087952062618736

> <JCHEM_PKA_STRONGEST_BASIC>
9.666166510536366

> <JCHEM_POLAR_SURFACE_AREA>
41.489999999999995

> <JCHEM_REFRACTIVITY>
86.56710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.75e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
exaprolol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252141
     RDKit          3D
Exaprolol
 50 51  0  0  0  0  0  0  0  0999 V2000
    5.7439    1.6630    0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0586    0.3663    1.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8150   -0.5145    0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9687    0.5238    2.0829 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8892    1.2955    1.6972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9014    0.7973    0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9677    1.8972    0.5518 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0128   -0.2710    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019   -0.5206    0.5205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388   -1.0207   -0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5018   -1.4775   -1.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0433   -1.9920   -2.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2739   -2.0775   -3.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2122   -1.6241   -2.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7968   -1.1011   -1.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7615   -0.3757   -0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8618   -1.3505    0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9820   -0.6546    0.9956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9659    0.8369    0.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4608    1.4358   -0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6359    0.5115   -1.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8451    1.6908   -0.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7699    1.7301    1.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2167    2.5686    1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8702   -0.1781    1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1749   -1.3814    0.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078   -0.9535   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5115    0.0387   -0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3312    0.8918    3.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443    2.2865    1.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2245    1.5873    2.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975    0.5985   -0.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1163    2.3678   -0.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7963   -0.0114    2.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6062   -1.2636    1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5647   -1.4541   -1.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7738   -2.3521   -3.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5367   -2.4745   -4.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2343   -1.7185   -2.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3885    0.2308    0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2179   -1.9186   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3858   -2.0454    1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9615   -0.9313    2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9724   -1.0203    0.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4251    1.2408    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0466    1.1773    1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8535    2.3106   -0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3313    1.8038   -0.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0271    1.0576   -1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2812   -0.2257   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 15 10  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       9.336  -2.310   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      14.670  -2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      16.004  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.338   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.672   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.672  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.338  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.338  -3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.672  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.672  -6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.338  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.004  -6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      12.003  -3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   21                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21    6                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0252141
HETATM    1  C1  UNL     1       5.744   1.663   0.793  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.059   0.366   1.187  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.815  -0.515   0.010  1.00  0.00           C  
HETATM    4  N1  UNL     1       3.969   0.524   2.083  1.00  0.00           N  
HETATM    5  C4  UNL     1       2.889   1.295   1.697  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.901   0.797   0.674  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.968   1.897   0.552  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.013  -0.271   1.250  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.102  -0.521   0.521  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.439  -1.021  -0.699  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.502  -1.478  -1.608  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.043  -1.992  -2.808  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.274  -2.077  -3.158  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.212  -1.624  -2.258  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.797  -1.101  -1.053  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.761  -0.376  -0.187  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.862  -1.351   0.287  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.982  -0.655   0.996  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.966   0.837   0.956  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.461   1.436  -0.339  1.00  0.00           C  
HETATM   21  C18 UNL     1      -3.636   0.512  -1.164  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.845   1.691  -0.322  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.770   1.730   1.193  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.217   2.569   1.151  1.00  0.00           H  
HETATM   25  H4  UNL     1       5.870  -0.178   1.806  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.175  -1.381   0.243  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.808  -0.953  -0.278  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.511   0.039  -0.914  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.331   0.892   3.017  1.00  0.00           H  
HETATM   30  H9  UNL     1       3.244   2.286   1.273  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.225   1.587   2.609  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.397   0.598  -0.234  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.116   2.368  -0.297  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.796  -0.011   2.319  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.606  -1.264   1.273  1.00  0.00           H  
HETATM   36  H15 UNL     1       1.565  -1.454  -1.382  1.00  0.00           H  
HETATM   37  H16 UNL     1       0.774  -2.352  -3.528  1.00  0.00           H  
HETATM   38  H17 UNL     1      -1.537  -2.474  -4.151  1.00  0.00           H  
HETATM   39  H18 UNL     1      -3.234  -1.719  -2.544  1.00  0.00           H  
HETATM   40  H19 UNL     1      -2.388   0.231   0.588  1.00  0.00           H  
HETATM   41  H20 UNL     1      -4.218  -1.919  -0.575  1.00  0.00           H  
HETATM   42  H21 UNL     1      -3.386  -2.045   1.036  1.00  0.00           H  
HETATM   43  H22 UNL     1      -4.962  -0.931   2.090  1.00  0.00           H  
HETATM   44  H23 UNL     1      -5.972  -1.020   0.661  1.00  0.00           H  
HETATM   45  H24 UNL     1      -4.425   1.241   1.835  1.00  0.00           H  
HETATM   46  H25 UNL     1      -6.047   1.177   1.062  1.00  0.00           H  
HETATM   47  H26 UNL     1      -3.853   2.311  -0.072  1.00  0.00           H  
HETATM   48  H27 UNL     1      -5.331   1.804  -0.966  1.00  0.00           H  
HETATM   49  H28 UNL     1      -3.027   1.058  -1.879  1.00  0.00           H  
HETATM   50  H29 UNL     1      -4.281  -0.226  -1.744  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4   25
CONECT    3   26   27   28
CONECT    4    5   29
CONECT    5    6   30   31
CONECT    6    7    8   32
CONECT    7   33
CONECT    8    9   34   35
CONECT    9   10
CONECT   10   11   11   15
CONECT   11   12   36
CONECT   12   13   13   37
CONECT   13   14   38
CONECT   14   15   15   39
CONECT   15   16
CONECT   16   17   21   40
CONECT   17   18   41   42
CONECT   18   19   43   44
CONECT   19   20   45   46
CONECT   20   21   47   48
CONECT   21   49   50
END

HMDB0252141
     RDKit          3D
Exaprolol
 50 51  0  0  0  0  0  0  0  0999 V2000
    5.7439    1.6630    0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0586    0.3663    1.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8150   -0.5145    0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9687    0.5238    2.0829 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8892    1.2955    1.6972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9014    0.7973    0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9677    1.8972    0.5518 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0128   -0.2710    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019   -0.5206    0.5205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388   -1.0207   -0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5018   -1.4775   -1.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0433   -1.9920   -2.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2739   -2.0775   -3.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2122   -1.6241   -2.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7968   -1.1011   -1.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7615   -0.3757   -0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8618   -1.3505    0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9820   -0.6546    0.9956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9659    0.8369    0.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4608    1.4358   -0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6359    0.5115   -1.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8451    1.6908   -0.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7699    1.7301    1.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2167    2.5686    1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8702   -0.1781    1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1749   -1.3814    0.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078   -0.9535   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5115    0.0387   -0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3312    0.8918    3.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443    2.2865    1.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2245    1.5873    2.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975    0.5985   -0.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1163    2.3678   -0.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7963   -0.0114    2.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6062   -1.2636    1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5647   -1.4541   -1.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7738   -2.3521   -3.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5367   -2.4745   -4.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2343   -1.7185   -2.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3885    0.2308    0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2179   -1.9186   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3858   -2.0454    1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9615   -0.9313    2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9724   -1.0203    0.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4251    1.2408    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0466    1.1773    1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8535    2.3106   -0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3313    1.8038   -0.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0271    1.0576   -1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2812   -0.2257   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 15 10  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
VUL-111	MeSH
VULM 111	MeSH
VULM 456	MeSH
VULM-111	MeSH
VULM-456	MeSH
Exaprolol hydrochloride	MeSH
Exaprolol sulfate	MeSH

Chemical Formula

C₁₈H₂₉NO₂

Average Molecular Weight

291.435

Monoisotopic Molecular Weight

291.219829178

IUPAC Name

1-(2-cyclohexylphenoxy)-3-[(propan-2-yl)amino]propan-2-ol

Traditional Name

exaprolol

CAS Registry Number

Not Available

SMILES

CC(C)NCC(O)COC1=CC=CC=C1C1CCCCC1

InChI Identifier

InChI=1S/C18H29NO2/c1-14(2)19-12-16(20)13-21-18-11-7-6-10-17(18)15-8-4-3-5-9-15/h6-7,10-11,14-16,19-20H,3-5,8-9,12-13H2,1-2H3

InChI Key

ABXHHEZNIJUQFM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
1,2-aminoalcohol
Secondary alcohol
Secondary aliphatic amine
Secondary amine
Ether
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic oxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.39	ALOGPS
logP	3.71	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	14.09	ChemAxon
pKa (Strongest Basic)	9.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	41.49 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	86.57 m³·mol⁻¹	ChemAxon
Polarizability	34.81 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
DeepCCS	[M+H]+	170.653	30932474
DeepCCS	[M-H]-	168.295	30932474
DeepCCS	[M-2H]-	201.315	30932474
DeepCCS	[M+Na]+	176.746	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Exaprolol	CC(C)NCC(O)COC1=CC=CC=C1C1CCCCC1	2579.8	Standard polar	33892256
Exaprolol	CC(C)NCC(O)COC1=CC=CC=C1C1CCCCC1	2177.6	Standard non polar	33892256
Exaprolol	CC(C)NCC(O)COC1=CC=CC=C1C1CCCCC1	2217.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Exaprolol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=CC=C1C1CCCCC1)O[Si](C)(C)C)[Si](C)(C)C	2406.5	Semi standard non polar	33892256
Exaprolol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=CC=C1C1CCCCC1)O[Si](C)(C)C)[Si](C)(C)C	2408.3	Standard non polar	33892256
Exaprolol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=CC=C1C1CCCCC1)O[Si](C)(C)C)[Si](C)(C)C	2730.0	Standard polar	33892256
Exaprolol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=CC=C1C1CCCCC1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2834.4	Semi standard non polar	33892256
Exaprolol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=CC=C1C1CCCCC1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2822.4	Standard non polar	33892256
Exaprolol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=CC=C1C1CCCCC1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2919.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Exaprolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00c1-8890000000-121f28a3985ec7a08d71	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Exaprolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Exaprolol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Exaprolol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Exaprolol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Exaprolol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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 - Exaprolol 10V, Positive-QTOF	splash10-0006-0090000000-8a7b1ed6023704afd783	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exaprolol 20V, Positive-QTOF	splash10-0006-5390000000-f147afa96e481955879f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exaprolol 40V, Positive-QTOF	splash10-0ac0-9100000000-918283fa8234a82faf59	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exaprolol 10V, Negative-QTOF	splash10-002f-0970000000-df42c466bd2bb1fbc631	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exaprolol 20V, Negative-QTOF	splash10-004i-3900000000-a6f536e30ec6817fc3bc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exaprolol 40V, Negative-QTOF	splash10-004i-6900000000-399eb079c1bbefad145b	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58934

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

65485

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Exaprolol (HMDB0252141)

MOL for HMDB0252141 (Exaprolol)

3D MOL for HMDB0252141 (Exaprolol)

3D SDF for HMDB0252141 (Exaprolol)

3D-SDF for HMDB0252141 (Exaprolol)

PDB for HMDB0252141 (Exaprolol)

3D PDB for HMDB0252141 (Exaprolol)

SMILES for HMDB0252141 (Exaprolol)

INCHI for HMDB0252141 (Exaprolol)

Structure for HMDB0252141 (Exaprolol)

3D Structure for HMDB0252141 (Exaprolol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra