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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:32:01 UTC

Update Date

2021-09-26 22:55:39 UTC

HMDB ID

HMDB0246516

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-Methylpropranolol

Description

4-Methylpropranolol, also known as 4-MPPL, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Based on a literature review a small amount of articles have been published on 4-Methylpropranolol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-methylpropranolol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Methylpropranolol 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

HMDB0246516
     RDKit          3D
4-Methylpropranolol
 43 44  0  0  0  0  0  0  0  0999 V2000
   -6.0540   -0.7862    0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5890   -0.6787    0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8326   -1.6379    1.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4722   -1.4913    1.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7829   -0.4020    0.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5078   -0.2772    0.8218 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7800   -0.1804    0.9214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5856   -1.3510    0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -2.4779    0.9796 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0697   -1.0458    0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3546    0.1301   -0.2480 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7005    0.5997   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1680    1.0056    1.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6750   -0.3577   -0.8760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5662    0.5398    0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9052    1.6152   -0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6632    2.5621   -1.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0400    2.4264   -1.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6653    1.3492   -0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9318    0.3922    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6034   -0.0100    1.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4134   -1.7691    0.8584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4167   -0.7015   -0.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3724   -2.4670    1.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8745   -2.2415    1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2758    0.7430    0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1257   -0.2203    2.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -1.3473   -0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6034   -2.2857    1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6502   -1.9417    0.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -0.8699    1.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8848    0.2218   -1.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7203    1.5239   -0.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6495    0.5406    1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2741    0.8533    1.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0254    2.1161    1.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5450    0.2569   -1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   -1.1255   -0.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2043   -0.7626   -1.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    1.7251   -0.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1981    3.4236   -1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6148    3.1831   -1.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7462    1.2206   -0.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  5 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
M  END


  Mrv1652309112101322D          

 20 21  0  0  0  0            999 V2000
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    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
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 11  1  0  0  0  0
  6 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 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
 17 19  1  0  0  0  0
 14 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246516

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)NCC(O)COC1=CC=C(C)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C17H23NO2/c1-12(2)18-10-14(19)11-20-17-9-8-13(3)15-6-4-5-7-16(15)17/h4-9,12,14,18-19H,10-11H2,1-3H3

> <INCHI_KEY>
INIIAIIRDKMVMR-UHFFFAOYSA-N

> <FORMULA>
C17H23NO2

> <MOLECULAR_WEIGHT>
273.376

> <EXACT_MASS>
273.172878985

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
32.15035611623688

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(4-methylnaphthalen-1-yl)oxy]-3-[(propan-2-yl)amino]propan-2-ol

> <ALOGPS_LOGP>
3.40

> <JCHEM_LOGP>
3.097117318666667

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.087930076120958

> <JCHEM_PKA_STRONGEST_BASIC>
9.666166403555067

> <JCHEM_POLAR_SURFACE_AREA>
41.489999999999995

> <JCHEM_REFRACTIVITY>
81.86690000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(isopropylamino)-3-[(4-methylnaphthalen-1-yl)oxy]propan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246516
     RDKit          3D
4-Methylpropranolol
 43 44  0  0  0  0  0  0  0  0999 V2000
   -6.0540   -0.7862    0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5890   -0.6787    0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8326   -1.6379    1.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4722   -1.4913    1.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7829   -0.4020    0.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5078   -0.2772    0.8218 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7800   -0.1804    0.9214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5856   -1.3510    0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -2.4779    0.9796 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0697   -1.0458    0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3546    0.1301   -0.2480 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7005    0.5997   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1680    1.0056    1.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6750   -0.3577   -0.8760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5662    0.5398    0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9052    1.6152   -0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6632    2.5621   -1.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0400    2.4264   -1.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6653    1.3492   -0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9318    0.3922    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6034   -0.0100    1.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4134   -1.7691    0.8584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4167   -0.7015   -0.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3724   -2.4670    1.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8745   -2.2415    1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2758    0.7430    0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1257   -0.2203    2.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -1.3473   -0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6034   -2.2857    1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6502   -1.9417    0.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -0.8699    1.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8848    0.2218   -1.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7203    1.5239   -0.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6495    0.5406    1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2741    0.8533    1.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0254    2.1161    1.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5450    0.2569   -1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   -1.1255   -0.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2043   -0.7626   -1.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    1.7251   -0.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1981    3.4236   -1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6148    3.1831   -1.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7462    1.2206   -0.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  5 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  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      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  -3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -6.160   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      -5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.667  -1.540   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.667  -1.540   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    2    6                                                  
CONECT   12    5   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   14                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0246516
HETATM    1  C1  UNL     1      -6.054  -0.786   0.443  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.589  -0.679   0.561  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.833  -1.638   1.226  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.472  -1.491   1.306  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.783  -0.402   0.740  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.508  -0.277   0.822  1.00  0.00           O  
HETATM    7  C6  UNL     1       0.780  -0.180   0.921  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.586  -1.351   0.303  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.181  -2.478   0.980  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.070  -1.046   0.499  1.00  0.00           C  
HETATM   11  N1  UNL     1       3.355   0.130  -0.248  1.00  0.00           N  
HETATM   12  C9  UNL     1       4.700   0.600  -0.211  1.00  0.00           C  
HETATM   13  C10 UNL     1       5.168   1.006   1.148  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.675  -0.358  -0.876  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.566   0.540   0.083  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.905   1.615  -0.476  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.663   2.562  -1.133  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.040   2.426  -1.221  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.665   1.349  -0.657  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.932   0.392   0.003  1.00  0.00           C  
HETATM   21  H1  UNL     1      -6.603  -0.010   1.024  1.00  0.00           H  
HETATM   22  H2  UNL     1      -6.413  -1.769   0.858  1.00  0.00           H  
HETATM   23  H3  UNL     1      -6.417  -0.702  -0.609  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.372  -2.467   1.653  1.00  0.00           H  
HETATM   25  H5  UNL     1      -1.874  -2.242   1.829  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.276   0.743   0.473  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.126  -0.220   2.015  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.303  -1.347  -0.764  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.603  -2.286   1.780  1.00  0.00           H  
HETATM   30  H10 UNL     1       3.650  -1.942   0.220  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.239  -0.870   1.583  1.00  0.00           H  
HETATM   32  H12 UNL     1       2.885   0.222  -1.155  1.00  0.00           H  
HETATM   33  H13 UNL     1       4.720   1.524  -0.860  1.00  0.00           H  
HETATM   34  H14 UNL     1       4.650   0.541   1.990  1.00  0.00           H  
HETATM   35  H15 UNL     1       6.274   0.853   1.232  1.00  0.00           H  
HETATM   36  H16 UNL     1       5.025   2.116   1.277  1.00  0.00           H  
HETATM   37  H17 UNL     1       6.545   0.257  -1.200  1.00  0.00           H  
HETATM   38  H18 UNL     1       6.067  -1.125  -0.197  1.00  0.00           H  
HETATM   39  H19 UNL     1       5.204  -0.763  -1.787  1.00  0.00           H  
HETATM   40  H20 UNL     1      -0.831   1.725  -0.410  1.00  0.00           H  
HETATM   41  H21 UNL     1      -2.198   3.424  -1.589  1.00  0.00           H  
HETATM   42  H22 UNL     1      -4.615   3.183  -1.740  1.00  0.00           H  
HETATM   43  H23 UNL     1      -5.746   1.221  -0.711  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3   20
CONECT    3    4   24
CONECT    4    5    5   25
CONECT    5    6   15
CONECT    6    7
CONECT    7    8   26   27
CONECT    8    9   10   28
CONECT    9   29
CONECT   10   11   30   31
CONECT   11   12   32
CONECT   12   13   14   33
CONECT   13   34   35   36
CONECT   14   37   38   39
CONECT   15   16   16   20
CONECT   16   17   40
CONECT   17   18   18   41
CONECT   18   19   42
CONECT   19   20   20   43
END

HMDB0246516
     RDKit          3D
4-Methylpropranolol
 43 44  0  0  0  0  0  0  0  0999 V2000
   -6.0540   -0.7862    0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5890   -0.6787    0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8326   -1.6379    1.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4722   -1.4913    1.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7829   -0.4020    0.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5078   -0.2772    0.8218 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7800   -0.1804    0.9214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5856   -1.3510    0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -2.4779    0.9796 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0697   -1.0458    0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3546    0.1301   -0.2480 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7005    0.5997   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1680    1.0056    1.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6750   -0.3577   -0.8760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5662    0.5398    0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9052    1.6152   -0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6632    2.5621   -1.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0400    2.4264   -1.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6653    1.3492   -0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9318    0.3922    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6034   -0.0100    1.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4134   -1.7691    0.8584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4167   -0.7015   -0.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3724   -2.4670    1.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8745   -2.2415    1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2758    0.7430    0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1257   -0.2203    2.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -1.3473   -0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6034   -2.2857    1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6502   -1.9417    0.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -0.8699    1.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8848    0.2218   -1.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7203    1.5239   -0.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6495    0.5406    1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2741    0.8533    1.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0254    2.1161    1.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5450    0.2569   -1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   -1.1255   -0.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2043   -0.7626   -1.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    1.7251   -0.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1981    3.4236   -1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6148    3.1831   -1.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7462    1.2206   -0.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  5 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-MPPL	HMDB

Chemical Formula

C₁₇H₂₃NO₂

Average Molecular Weight

273.376

Monoisotopic Molecular Weight

273.172878985

IUPAC Name

1-[(4-methylnaphthalen-1-yl)oxy]-3-[(propan-2-yl)amino]propan-2-ol

Traditional Name

1-(isopropylamino)-3-[(4-methylnaphthalen-1-yl)oxy]propan-2-ol

CAS Registry Number

Not Available

SMILES

CC(C)NCC(O)COC1=CC=C(C)C2=CC=CC=C12

InChI Identifier

InChI=1S/C17H23NO2/c1-12(2)18-10-14(19)11-20-17-9-8-13(3)15-6-4-5-7-16(15)17/h4-9,12,14,18-19H,10-11H2,1-3H3

InChI Key

INIIAIIRDKMVMR-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
Secondary aliphatic amine
Ether
Secondary amine
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic oxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	3.4	ALOGPS
logP	3.1	ChemAxon
logS	-3.9	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	6	ChemAxon
Refractivity	81.87 m³·mol⁻¹	ChemAxon
Polarizability	32.15 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-2H]-	197.344	30932474
DeepCCS	[M+Na]+	172.91	30932474
AllCCS	[M+H]+	168.4	32859911
AllCCS	[M+H-H2O]+	165.2	32859911
AllCCS	[M+NH4]+	171.4	32859911
AllCCS	[M+Na]+	172.3	32859911
AllCCS	[M-H]-	169.6	32859911
AllCCS	[M+Na-2H]-	169.8	32859911
AllCCS	[M+HCOO]-	170.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.1808 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.65 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1497.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	228.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	163.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	70.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	422.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	409.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	116.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	699.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	439.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1162.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	222.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	317.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	288.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	195.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Methylpropranolol	CC(C)NCC(O)COC1=CC=C(C)C2=CC=CC=C12	2949.7	Standard polar	33892256
4-Methylpropranolol	CC(C)NCC(O)COC1=CC=C(C)C2=CC=CC=C12	2226.0	Standard non polar	33892256
4-Methylpropranolol	CC(C)NCC(O)COC1=CC=C(C)C2=CC=CC=C12	2305.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Methylpropranolol,2TMS,isomer #1	CC1=CC=C(OCC(CN(C(C)C)[Si](C)(C)C)O[Si](C)(C)C)C2=CC=CC=C12	2466.5	Semi standard non polar	33892256
4-Methylpropranolol,2TMS,isomer #1	CC1=CC=C(OCC(CN(C(C)C)[Si](C)(C)C)O[Si](C)(C)C)C2=CC=CC=C12	2470.4	Standard non polar	33892256
4-Methylpropranolol,2TMS,isomer #1	CC1=CC=C(OCC(CN(C(C)C)[Si](C)(C)C)O[Si](C)(C)C)C2=CC=CC=C12	2733.2	Standard polar	33892256
4-Methylpropranolol,2TBDMS,isomer #1	CC1=CC=C(OCC(CN(C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12	2927.3	Semi standard non polar	33892256
4-Methylpropranolol,2TBDMS,isomer #1	CC1=CC=C(OCC(CN(C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12	2877.4	Standard non polar	33892256
4-Methylpropranolol,2TBDMS,isomer #1	CC1=CC=C(OCC(CN(C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12	2927.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylpropranolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-8910000000-97bef93ab6e4f2a858c3	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylpropranolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylpropranolol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylpropranolol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylpropranolol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylpropranolol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	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 - 4-Methylpropranolol 10V, Positive-QTOF	splash10-00di-0090000000-93f3b52f8b71de97fe86	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylpropranolol 20V, Positive-QTOF	splash10-00dj-8690000000-4267da5a62ad655c0e5f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylpropranolol 40V, Positive-QTOF	splash10-0a4i-9400000000-4752157c806b9afe98c2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylpropranolol 10V, Negative-QTOF	splash10-00di-0940000000-d465df24800750529ac3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylpropranolol 20V, Negative-QTOF	splash10-0a4i-2910000000-279ef0de77789b5a95d5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylpropranolol 40V, Negative-QTOF	splash10-0a4i-2900000000-3d001a4095901d87765d	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

92796

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102731

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 4-Methylpropranolol (HMDB0246516)

MOL for HMDB0246516 (4-Methylpropranolol)

3D MOL for HMDB0246516 (4-Methylpropranolol)

3D SDF for HMDB0246516 (4-Methylpropranolol)

3D-SDF for HMDB0246516 (4-Methylpropranolol)

PDB for HMDB0246516 (4-Methylpropranolol)

3D PDB for HMDB0246516 (4-Methylpropranolol)

SMILES for HMDB0246516 (4-Methylpropranolol)

INCHI for HMDB0246516 (4-Methylpropranolol)

Structure for HMDB0246516 (4-Methylpropranolol)

3D Structure for HMDB0246516 (4-Methylpropranolol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra