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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:09:40 UTC

Update Date

2021-09-14 15:43:40 UTC

HMDB ID

HMDB0060961

Secondary Accession Numbers

HMDB60961

Metabolite Identification

Common Name

N-desisopropylpropranolol

Description

N-desisopropylpropranolol is a metabolite of propranolol. Propranolol is a sympatholytic non-selective beta blocker. Sympatholytics are used to treat hypertension, anxiety and panic. It was the first successful beta blocker developed. Propranolol is available in generic form as propranolol hydrochloride, as well as an AstraZeneca and Wyeth product under the brand names Inderal, Inderal LA, Avlocardyl, Deralin, Dociton, Inderalici, InnoPran XL, Sumial, Anaprilinum, Bedranol SR. (Wikipedia)

Structure

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

HMDB0060961
     RDKit          3D
N-desisopropylpropranolol
 31 32  0  0  0  0  0  0  0  0999 V2000
   -4.3926   -0.3776    0.9096 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2309    0.0375   -0.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8479    0.6446   -0.6462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206    1.7453    0.1980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7765   -0.3951   -0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5150    0.2314   -0.4641 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6596   -0.4307   -0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6273   -1.7441    0.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8126   -2.4171    0.4397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9969   -1.7341    0.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0350   -0.4129   -0.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2210    0.2661   -0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2641    1.5804   -0.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0749    2.2387   -1.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8829    1.5687   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8506    0.2537   -0.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7107   -1.3592    1.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6509   -0.0751    1.5543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3515   -0.8048   -1.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9716    0.8319   -0.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7137    0.9874   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6438    2.1458    0.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8878   -0.7196    0.7556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8977   -1.2913   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2979   -2.2946    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7910   -3.4481    0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9478   -2.2158    0.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1357   -0.2731   -0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2209    2.1029   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1333    3.2669   -1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9554    2.0921   -1.0345 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  7  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
M  END


  Mrv0541 07091309092D          

 16 17  0  0  0  0            999 V2000
    3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    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
    0.0000    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  3  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
 10  4  2  0  0  0  0
 10  5  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  6  2  0  0  0  0
 12 10  1  0  0  0  0
 13  7  2  0  0  0  0
 13 12  1  0  0  0  0
 14  8  1  0  0  0  0
 15 11  1  0  0  0  0
 16  9  1  0  0  0  0
 16 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060961

> <DATABASE_NAME>
hmdb

> <SMILES>
NCC(O)COC1=CC=CC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C13H15NO2/c14-8-11(15)9-16-13-7-3-5-10-4-1-2-6-12(10)13/h1-7,11,15H,8-9,14H2

> <INCHI_KEY>
ZFMCITCRZXLMDJ-UHFFFAOYSA-N

> <FORMULA>
C13H15NO2

> <MOLECULAR_WEIGHT>
217.2637

> <EXACT_MASS>
217.110278729

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
23.81104107785301

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-amino-3-(naphthalen-1-yloxy)propan-2-ol

> <ALOGPS_LOGP>
1.48

> <JCHEM_LOGP>
1.3777325563333331

> <ALOGPS_LOGS>
-2.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.0959073017438

> <JCHEM_PKA_STRONGEST_BASIC>
9.31973270318271

> <JCHEM_POLAR_SURFACE_AREA>
55.480000000000004

> <JCHEM_REFRACTIVITY>
62.883700000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-amino-3-(naphthalen-1-yloxy)propan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060961
     RDKit          3D
N-desisopropylpropranolol
 31 32  0  0  0  0  0  0  0  0999 V2000
   -4.3926   -0.3776    0.9096 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2309    0.0375   -0.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8479    0.6446   -0.6462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206    1.7453    0.1980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7765   -0.3951   -0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5150    0.2314   -0.4641 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6596   -0.4307   -0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6273   -1.7441    0.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8126   -2.4171    0.4397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9969   -1.7341    0.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0350   -0.4129   -0.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2210    0.2661   -0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2641    1.5804   -0.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0749    2.2387   -1.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8829    1.5687   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8506    0.2537   -0.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7107   -1.3592    1.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6509   -0.0751    1.5543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3515   -0.8048   -1.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9716    0.8319   -0.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7137    0.9874   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6438    2.1458    0.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8878   -0.7196    0.7556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8977   -1.2913   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2979   -2.2946    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7910   -3.4481    0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9478   -2.2158    0.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1357   -0.2731   -0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2209    2.1029   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1333    3.2669   -1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9554    2.0921   -1.0345 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  7  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002  10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       0.000   6.160   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    6                                                       
CONECT    3    5    7                                                       
CONECT    4    1   10                                                       
CONECT    5    3   10                                                       
CONECT    6    2   12                                                       
CONECT    7    3   13                                                       
CONECT    8   11   14                                                       
CONECT    9   11   16                                                       
CONECT   10    4    5   12                                                  
CONECT   11    8    9   15                                                  
CONECT   12    6   10   13                                                  
CONECT   13    7   12   16                                                  
CONECT   14    8                                                            
CONECT   15   11                                                            
CONECT   16    9   13                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0060961
HETATM    1  N1  UNL     1      -4.393  -0.378   0.910  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.231   0.037  -0.452  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.848   0.645  -0.646  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.721   1.745   0.198  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.777  -0.395  -0.288  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.515   0.231  -0.464  1.00  0.00           O  
HETATM    7  C4  UNL     1       0.660  -0.431  -0.226  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.627  -1.744   0.198  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.813  -2.417   0.440  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.997  -1.734   0.244  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.035  -0.413  -0.182  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.221   0.266  -0.377  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.264   1.580  -0.800  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.075   2.239  -1.038  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.883   1.569  -0.846  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.851   0.254  -0.422  1.00  0.00           C  
HETATM   17  H1  UNL     1      -4.711  -1.359   1.029  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.651  -0.075   1.554  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.352  -0.805  -1.166  1.00  0.00           H  
HETATM   20  H4  UNL     1      -4.972   0.832  -0.659  1.00  0.00           H  
HETATM   21  H5  UNL     1      -2.714   0.987  -1.686  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.644   2.146   0.285  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.888  -0.720   0.756  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.898  -1.291  -0.921  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.298  -2.295   0.356  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.791  -3.448   0.772  1.00  0.00           H  
HETATM   27  H11 UNL     1       3.948  -2.216   0.419  1.00  0.00           H  
HETATM   28  H12 UNL     1       5.136  -0.273  -0.184  1.00  0.00           H  
HETATM   29  H13 UNL     1       5.221   2.103  -0.949  1.00  0.00           H  
HETATM   30  H14 UNL     1       3.133   3.267  -1.369  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.955   2.092  -1.034  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3   19   20
CONECT    3    4    5   21
CONECT    4   22
CONECT    5    6   23   24
CONECT    6    7
CONECT    7    8    8   16
CONECT    8    9   25
CONECT    9   10   10   26
CONECT   10   11   27
CONECT   11   12   12   16
CONECT   12   13   28
CONECT   13   14   14   29
CONECT   14   15   30
CONECT   15   16   16   31
END

HMDB0060961
     RDKit          3D
N-desisopropylpropranolol
 31 32  0  0  0  0  0  0  0  0999 V2000
   -4.3926   -0.3776    0.9096 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2309    0.0375   -0.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8479    0.6446   -0.6462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206    1.7453    0.1980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7765   -0.3951   -0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5150    0.2314   -0.4641 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6596   -0.4307   -0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6273   -1.7441    0.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8126   -2.4171    0.4397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9969   -1.7341    0.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0350   -0.4129   -0.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2210    0.2661   -0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2641    1.5804   -0.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0749    2.2387   -1.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8829    1.5687   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8506    0.2537   -0.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7107   -1.3592    1.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6509   -0.0751    1.5543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3515   -0.8048   -1.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9716    0.8319   -0.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7137    0.9874   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6438    2.1458    0.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8878   -0.7196    0.7556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8977   -1.2913   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2979   -2.2946    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7910   -3.4481    0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9478   -2.2158    0.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1357   -0.2731   -0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2209    2.1029   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1333    3.2669   -1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9554    2.0921   -1.0345 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  7  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-Desisopropylpropranolol hydrochloride, (+-)-isomer	HMDB
N-Desisopropylpropranolol, (+-)-isomer	HMDB
N-Desisopropylpropranolol hydrochloride	HMDB
N-Desisopropylpropranolol	MeSH

Chemical Formula

C₁₃H₁₅NO₂

Average Molecular Weight

217.2637

Monoisotopic Molecular Weight

217.110278729

IUPAC Name

1-amino-3-(naphthalen-1-yloxy)propan-2-ol

Traditional Name

1-amino-3-(naphthalen-1-yloxy)propan-2-ol

CAS Registry Number

Not Available

SMILES

NCC(O)COC1=CC=CC2=CC=CC=C12

InChI Identifier

InChI=1S/C13H15NO2/c14-8-11(15)9-16-13-7-3-5-10-4-1-2-6-12(10)13/h1-7,11,15H,8-9,14H2

InChI Key

ZFMCITCRZXLMDJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Naphthalene
Alkyl aryl ether
1,2-aminoalcohol
Secondary alcohol
Ether
Organic nitrogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Organopnictogen compound
Amine
Organic oxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0060961)
Liver (HMDB: HMDB0060961)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060961)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060961)

Cellular substructure

Cytoplasm (HMDB: HMDB0060961)

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
Water Solubility	0.55 g/L	ALOGPS
logP	1.48	ALOGPS
logP	1.38	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	14.1	ChemAxon
pKa (Strongest Basic)	9.32	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	55.48 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	62.88 m³·mol⁻¹	ChemAxon
Polarizability	23.81 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
DarkChem	[M+H]+	149.01	31661259
DarkChem	[M-H]-	146.772	31661259
DeepCCS	[M-2H]-	179.565	30932474
DeepCCS	[M+Na]+	155.103	30932474
AllCCS	[M+H]+	150.0	32859911
AllCCS	[M+H-H2O]+	146.1	32859911
AllCCS	[M+NH4]+	153.6	32859911
AllCCS	[M+Na]+	154.7	32859911
AllCCS	[M-H]-	152.4	32859911
AllCCS	[M+Na-2H]-	152.5	32859911
AllCCS	[M+HCOO]-	152.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-desisopropylpropranolol	NCC(O)COC1=CC=CC2=CC=CC=C12	2824.1	Standard polar	33892256
N-desisopropylpropranolol	NCC(O)COC1=CC=CC2=CC=CC=C12	1973.1	Standard non polar	33892256
N-desisopropylpropranolol	NCC(O)COC1=CC=CC2=CC=CC=C12	2065.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-desisopropylpropranolol,1TMS,isomer #1	C[Si](C)(C)OC(CN)COC1=CC=CC2=CC=CC=C12	2102.4	Semi standard non polar	33892256
N-desisopropylpropranolol,1TMS,isomer #2	C[Si](C)(C)NCC(O)COC1=CC=CC2=CC=CC=C12	2156.2	Semi standard non polar	33892256
N-desisopropylpropranolol,2TMS,isomer #1	C[Si](C)(C)NCC(COC1=CC=CC2=CC=CC=C12)O[Si](C)(C)C	2147.5	Semi standard non polar	33892256
N-desisopropylpropranolol,2TMS,isomer #1	C[Si](C)(C)NCC(COC1=CC=CC2=CC=CC=C12)O[Si](C)(C)C	2203.2	Standard non polar	33892256
N-desisopropylpropranolol,2TMS,isomer #1	C[Si](C)(C)NCC(COC1=CC=CC2=CC=CC=C12)O[Si](C)(C)C	2678.8	Standard polar	33892256
N-desisopropylpropranolol,2TMS,isomer #2	C[Si](C)(C)N(CC(O)COC1=CC=CC2=CC=CC=C12)[Si](C)(C)C	2364.2	Semi standard non polar	33892256
N-desisopropylpropranolol,2TMS,isomer #2	C[Si](C)(C)N(CC(O)COC1=CC=CC2=CC=CC=C12)[Si](C)(C)C	2345.3	Standard non polar	33892256
N-desisopropylpropranolol,2TMS,isomer #2	C[Si](C)(C)N(CC(O)COC1=CC=CC2=CC=CC=C12)[Si](C)(C)C	2824.5	Standard polar	33892256
N-desisopropylpropranolol,3TMS,isomer #1	C[Si](C)(C)OC(COC1=CC=CC2=CC=CC=C12)CN([Si](C)(C)C)[Si](C)(C)C	2412.5	Semi standard non polar	33892256
N-desisopropylpropranolol,3TMS,isomer #1	C[Si](C)(C)OC(COC1=CC=CC2=CC=CC=C12)CN([Si](C)(C)C)[Si](C)(C)C	2395.1	Standard non polar	33892256
N-desisopropylpropranolol,3TMS,isomer #1	C[Si](C)(C)OC(COC1=CC=CC2=CC=CC=C12)CN([Si](C)(C)C)[Si](C)(C)C	2606.0	Standard polar	33892256
N-desisopropylpropranolol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CN)COC1=CC=CC2=CC=CC=C12	2350.8	Semi standard non polar	33892256
N-desisopropylpropranolol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCC(O)COC1=CC=CC2=CC=CC=C12	2415.5	Semi standard non polar	33892256
N-desisopropylpropranolol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC(COC1=CC=CC2=CC=CC=C12)O[Si](C)(C)C(C)(C)C	2622.0	Semi standard non polar	33892256
N-desisopropylpropranolol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC(COC1=CC=CC2=CC=CC=C12)O[Si](C)(C)C(C)(C)C	2611.3	Standard non polar	33892256
N-desisopropylpropranolol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC(COC1=CC=CC2=CC=CC=C12)O[Si](C)(C)C(C)(C)C	2861.8	Standard polar	33892256
N-desisopropylpropranolol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CC(O)COC1=CC=CC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2833.0	Semi standard non polar	33892256
N-desisopropylpropranolol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CC(O)COC1=CC=CC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2712.8	Standard non polar	33892256
N-desisopropylpropranolol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CC(O)COC1=CC=CC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2928.8	Standard polar	33892256
N-desisopropylpropranolol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(COC1=CC=CC2=CC=CC=C12)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3061.2	Semi standard non polar	33892256
N-desisopropylpropranolol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(COC1=CC=CC2=CC=CC=C12)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2974.9	Standard non polar	33892256
N-desisopropylpropranolol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(COC1=CC=CC2=CC=CC=C12)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2854.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-desisopropylpropranolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9500000000-a6aa9f51151ac8c61178	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-desisopropylpropranolol GC-MS (1 TMS) - 70eV, Positive	splash10-001i-9410000000-5bb8e83efd3123d73507	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-desisopropylpropranolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desisopropylpropranolol 10V, Positive-QTOF	splash10-014i-0190000000-88648197fd7da2268d85	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desisopropylpropranolol 20V, Positive-QTOF	splash10-0v59-7690000000-23257dff5ee1f8e269f6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desisopropylpropranolol 40V, Positive-QTOF	splash10-066s-5900000000-3d9efafe27b54d3e0870	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desisopropylpropranolol 10V, Negative-QTOF	splash10-014l-0690000000-cc3a095fd358c2c3423c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desisopropylpropranolol 20V, Negative-QTOF	splash10-0006-0900000000-ad93d36947eadae0911e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desisopropylpropranolol 40V, Negative-QTOF	splash10-0006-0900000000-3659ebd0c5ae1936eee2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desisopropylpropranolol 10V, Negative-QTOF	splash10-0006-0930000000-0a574bd2b49b149ff094	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desisopropylpropranolol 20V, Negative-QTOF	splash10-0006-0900000000-aa1606dd90a27cbad618	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desisopropylpropranolol 40V, Negative-QTOF	splash10-0006-0900000000-2cf9fbc8c646237a416a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desisopropylpropranolol 10V, Positive-QTOF	splash10-014i-0190000000-7edaa7049380d67d7028	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desisopropylpropranolol 20V, Positive-QTOF	splash10-066r-5950000000-40e130139e64b90caa64	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desisopropylpropranolol 40V, Positive-QTOF	splash10-00mo-5900000000-18b9194983917ea2acb8	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

159899

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

Not Available

Showing metabocard for N-desisopropylpropranolol (HMDB0060961)

MOL for HMDB0060961 (N-desisopropylpropranolol)

3D MOL for HMDB0060961 (N-desisopropylpropranolol)

3D SDF for HMDB0060961 (N-desisopropylpropranolol)

3D-SDF for HMDB0060961 (N-desisopropylpropranolol)

PDB for HMDB0060961 (N-desisopropylpropranolol)

3D PDB for HMDB0060961 (N-desisopropylpropranolol)

SMILES for HMDB0060961 (N-desisopropylpropranolol)

INCHI for HMDB0060961 (N-desisopropylpropranolol)

Structure for HMDB0060961 (N-desisopropylpropranolol)

3D Structure for HMDB0060961 (N-desisopropylpropranolol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra