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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:20:31 UTC

Update Date

2021-09-26 23:12:41 UTC

HMDB ID

HMDB0256762

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Prenalterol

Description

4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenol belongs to the class of organic compounds known as 4-alkoxyphenols. These are phenols that carry an alkoxy group at the 4-position of the benzene ring. Based on a literature review very few articles have been published on 4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Prenalterol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Prenalterol 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

HMDB0256762
     RDKit          3D
Prenalterol
 35 35  0  0  0  0  0  0  0  0999 V2000
    4.2391   -0.2325    0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1988    0.6406   -0.6204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9958    1.7004   -1.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3372    1.2785    0.3191 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5216    0.4159    1.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4254   -0.2945    0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8290   -1.1485   -0.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2539   -1.2173    1.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4088   -1.7967    0.9216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5484   -1.1302    0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5757   -1.8816    0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7394   -1.2827   -0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9825    0.0589   -0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1545    0.7068   -0.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9533    0.7788    0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7533    0.2088    0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1150   -0.3983   -0.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6096    0.3951    0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7519   -1.1387    0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7044   -0.0602   -1.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3977    2.5992   -1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8454    2.0669   -0.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4749    1.2782   -2.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519    1.8273    0.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0280    1.0872    1.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1213   -0.2942    1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3074    0.3845   -0.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3321   -0.9524   -1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5232   -2.0009    1.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052   -0.6158    2.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4352   -2.9315   -0.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5201   -1.8799   -0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3097    1.1466   -1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0608    1.8590    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9942    0.8233    1.3226 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
 13 15  1  0
 15 16  2  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
M  END


  Mrv1652309112119202D          

 16 16  0  0  0  0            999 V2000
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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
 12 15  1  0  0  0  0
  6 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256762

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H19NO3/c1-9(2)13-7-11(15)8-16-12-5-3-10(14)4-6-12/h3-6,9,11,13-15H,7-8H2,1-2H3

> <INCHI_KEY>
ADUKCCWBEDSMEB-UHFFFAOYSA-N

> <FORMULA>
C12H19NO3

> <MOLECULAR_WEIGHT>
225.288

> <EXACT_MASS>
225.136493476

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
25.370508724181178

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenol

> <ALOGPS_LOGP>
0.43

> <JCHEM_LOGP>
0.799900499728624

> <ALOGPS_LOGS>
-1.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.088001752333

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.113282451737817

> <JCHEM_PKA_STRONGEST_BASIC>
9.473834424073393

> <JCHEM_POLAR_SURFACE_AREA>
61.72

> <JCHEM_REFRACTIVITY>
62.35640000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.61e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prenalterol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256762
     RDKit          3D
Prenalterol
 35 35  0  0  0  0  0  0  0  0999 V2000
    4.2391   -0.2325    0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1988    0.6406   -0.6204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9958    1.7004   -1.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3372    1.2785    0.3191 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5216    0.4159    1.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4254   -0.2945    0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8290   -1.1485   -0.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2539   -1.2173    1.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4088   -1.7967    0.9216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5484   -1.1302    0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5757   -1.8816    0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7394   -1.2827   -0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9825    0.0589   -0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1545    0.7068   -0.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9533    0.7788    0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7533    0.2088    0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1150   -0.3983   -0.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6096    0.3951    0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7519   -1.1387    0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7044   -0.0602   -1.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3977    2.5992   -1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8454    2.0669   -0.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4749    1.2782   -2.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519    1.8273    0.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0280    1.0872    1.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1213   -0.2942    1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3074    0.3845   -0.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3321   -0.9524   -1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5232   -2.0009    1.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052   -0.6158    2.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4352   -2.9315   -0.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5201   -1.8799   -0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3097    1.1466   -1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0608    1.8590    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9942    0.8233    1.3226 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
 13 15  1  0
 15 16  2  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  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       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       4.001  -6.930   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      14.670 -10.010   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       6.668  -5.390   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   16                                                  
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   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   12                                                            
CONECT   16    6                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0256762
HETATM    1  C1  UNL     1       4.239  -0.232   0.104  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.199   0.641  -0.620  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.996   1.700  -1.354  1.00  0.00           C  
HETATM    4  N1  UNL     1       2.337   1.278   0.319  1.00  0.00           N  
HETATM    5  C4  UNL     1       1.522   0.416   1.114  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.425  -0.295   0.423  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.829  -1.148  -0.624  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.254  -1.217   1.452  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.409  -1.797   0.922  1.00  0.00           O  
HETATM   10  C7  UNL     1      -2.548  -1.130   0.607  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.576  -1.882   0.017  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.739  -1.283  -0.315  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.982   0.059  -0.103  1.00  0.00           C  
HETATM   14  O3  UNL     1      -6.154   0.707  -0.427  1.00  0.00           O  
HETATM   15  C11 UNL     1      -3.953   0.779   0.481  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.753   0.209   0.835  1.00  0.00           C  
HETATM   17  H1  UNL     1       5.115  -0.398  -0.540  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.610   0.395   0.970  1.00  0.00           H  
HETATM   19  H3  UNL     1       3.752  -1.139   0.475  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.704  -0.060  -1.324  1.00  0.00           H  
HETATM   21  H5  UNL     1       3.398   2.599  -1.602  1.00  0.00           H  
HETATM   22  H6  UNL     1       4.845   2.067  -0.726  1.00  0.00           H  
HETATM   23  H7  UNL     1       4.475   1.278  -2.284  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.952   1.827   0.974  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.028   1.087   1.885  1.00  0.00           H  
HETATM   26  H10 UNL     1       2.121  -0.294   1.751  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.307   0.384  -0.010  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.332  -0.952  -1.478  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.523  -2.001   1.667  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.405  -0.616   2.364  1.00  0.00           H  
HETATM   31  H15 UNL     1      -3.435  -2.932  -0.172  1.00  0.00           H  
HETATM   32  H16 UNL     1      -5.520  -1.880  -0.770  1.00  0.00           H  
HETATM   33  H17 UNL     1      -6.310   1.147  -1.332  1.00  0.00           H  
HETATM   34  H18 UNL     1      -4.061   1.859   0.688  1.00  0.00           H  
HETATM   35  H19 UNL     1      -1.994   0.823   1.323  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4   20
CONECT    3   21   22   23
CONECT    4    5   24
CONECT    5    6   25   26
CONECT    6    7    8   27
CONECT    7   28
CONECT    8    9   29   30
CONECT    9   10
CONECT   10   11   11   16
CONECT   11   12   31
CONECT   12   13   13   32
CONECT   13   14   15
CONECT   14   33
CONECT   15   16   16   34
CONECT   16   35
END

HMDB0256762
     RDKit          3D
Prenalterol
 35 35  0  0  0  0  0  0  0  0999 V2000
    4.2391   -0.2325    0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1988    0.6406   -0.6204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9958    1.7004   -1.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3372    1.2785    0.3191 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5216    0.4159    1.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4254   -0.2945    0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8290   -1.1485   -0.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2539   -1.2173    1.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4088   -1.7967    0.9216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5484   -1.1302    0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5757   -1.8816    0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7394   -1.2827   -0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9825    0.0589   -0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1545    0.7068   -0.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9533    0.7788    0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7533    0.2088    0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1150   -0.3983   -0.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6096    0.3951    0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7519   -1.1387    0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7044   -0.0602   -1.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3977    2.5992   -1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8454    2.0669   -0.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4749    1.2782   -2.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519    1.8273    0.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0280    1.0872    1.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1213   -0.2942    1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3074    0.3845   -0.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3321   -0.9524   -1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5232   -2.0009    1.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052   -0.6158    2.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4352   -2.9315   -0.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5201   -1.8799   -0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3097    1.1466   -1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0608    1.8590    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9942    0.8233    1.3226 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
 13 15  1  0
 15 16  2  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₂H₁₉NO₃

Average Molecular Weight

225.288

Monoisotopic Molecular Weight

225.136493476

IUPAC Name

4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenol

Traditional Name

prenalterol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H19NO3/c1-9(2)13-7-11(15)8-16-12-5-3-10(14)4-6-12/h3-6,9,11,13-15H,7-8H2,1-2H3

InChI Key

ADUKCCWBEDSMEB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-alkoxyphenols. These are phenols that carry an alkoxy group at the 4-position of the benzene ring.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

4-alkoxyphenol
Phenoxy compound
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Secondary alcohol
1,2-aminoalcohol
Secondary amine
Ether
Secondary aliphatic amine
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Amine
Organic nitrogen compound
Alcohol
Organopnictogen compound
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	0.43	ALOGPS
logP	0.8	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	10.11	ChemAxon
pKa (Strongest Basic)	9.47	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	61.72 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	62.36 m³·mol⁻¹	ChemAxon
Polarizability	25.37 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	150.286	30932474
DeepCCS	[M-H]-	147.928	30932474
DeepCCS	[M-2H]-	183.043	30932474
DeepCCS	[M+Na]+	158.525	30932474
AllCCS	[M+H]+	154.2	32859911
AllCCS	[M+H-H2O]+	150.7	32859911
AllCCS	[M+NH4]+	157.5	32859911
AllCCS	[M+Na]+	158.5	32859911
AllCCS	[M-H]-	154.8	32859911
AllCCS	[M+Na-2H]-	155.6	32859911
AllCCS	[M+HCOO]-	156.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prenalterol	CC(C)NCC(O)COC1=CC=C(O)C=C1	3090.4	Standard polar	33892256
Prenalterol	CC(C)NCC(O)COC1=CC=C(O)C=C1	2033.1	Standard non polar	33892256
Prenalterol	CC(C)NCC(O)COC1=CC=C(O)C=C1	1947.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prenalterol,3TMS,isomer #1	CC(C)N(CC(COC1=CC=C(O[Si](C)(C)C)C=C1)O[Si](C)(C)C)[Si](C)(C)C	2177.0	Semi standard non polar	33892256
Prenalterol,3TMS,isomer #1	CC(C)N(CC(COC1=CC=C(O[Si](C)(C)C)C=C1)O[Si](C)(C)C)[Si](C)(C)C	2153.9	Standard non polar	33892256
Prenalterol,3TMS,isomer #1	CC(C)N(CC(COC1=CC=C(O[Si](C)(C)C)C=C1)O[Si](C)(C)C)[Si](C)(C)C	2228.9	Standard polar	33892256
Prenalterol,3TBDMS,isomer #1	CC(C)N(CC(COC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2850.8	Semi standard non polar	33892256
Prenalterol,3TBDMS,isomer #1	CC(C)N(CC(COC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2776.8	Standard non polar	33892256
Prenalterol,3TBDMS,isomer #1	CC(C)N(CC(COC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2553.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Prenalterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0c00-9600000000-127c5b6c47dc347e8b64	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prenalterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prenalterol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prenalterol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prenalterol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prenalterol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prenalterol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prenalterol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prenalterol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prenalterol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prenalterol GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prenalterol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prenalterol GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prenalterol GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	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

158586

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Prenalterol (HMDB0256762)

MOL for HMDB0256762 (Prenalterol)

3D MOL for HMDB0256762 (Prenalterol)

3D SDF for HMDB0256762 (Prenalterol)

3D-SDF for HMDB0256762 (Prenalterol)

PDB for HMDB0256762 (Prenalterol)

3D PDB for HMDB0256762 (Prenalterol)

SMILES for HMDB0256762 (Prenalterol)

INCHI for HMDB0256762 (Prenalterol)

Structure for HMDB0256762 (Prenalterol)

3D Structure for HMDB0256762 (Prenalterol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

NMR Spectra