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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:59:58 UTC

Update Date

2021-09-26 22:56:24 UTC

HMDB ID

HMDB0246979

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Desacetylmetipranolol

Description

Desacetylmetipranolol, also known as vufb 6502, 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 a small amount of articles have been published on Desacetylmetipranolol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Desacetylmetipranolol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Desacetylmetipranolol 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

HMDB0246979
     RDKit          3D
Desacetylmetipranolol
 44 44  0  0  0  0  0  0  0  0999 V2000
   -3.7130    1.2923    2.5598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4648    0.7451    1.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1892    0.4289    0.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297   -0.0800   -0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314   -0.3740   -0.8237 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4132   -0.1488    0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6976   -0.5604   -0.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116   -1.8811   -0.9538 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9318   -0.1866    0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0501   -0.4232   -0.5959 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3322   -0.1524   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5336    1.3238    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7706   -0.9413    1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9981   -0.2761   -1.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7282   -0.8224   -2.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2854    0.0265   -0.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4580   -0.1663   -1.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5052    0.5390    0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7855    0.8450    0.7140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7939    1.2272    3.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766    0.6307    3.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0383    2.3491    2.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3386    0.5766    1.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3145   -0.8069    1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4500    0.8813    0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7446    0.0553   -1.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3724   -2.4524   -0.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8355    0.8619    0.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9710   -0.8056    1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9168   -0.6816   -1.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0657   -0.4253   -0.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6105    1.4724    1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6492    1.8607   -0.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4438    1.7363   -0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7211   -0.5075    1.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9406   -2.0085    0.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9622   -0.8301    1.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8568   -1.5281   -2.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5609   -1.3819   -3.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3902    0.0124   -3.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8443   -1.2215   -1.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2260    0.0883   -2.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2808    0.4951   -1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9438    1.2141    1.6389 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  4 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 18  2  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 19 44  1  0
M  END


  Mrv1652309112102002D          

 19 19  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
   -2.8579    2.4750    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
   -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
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   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
    2.8579    2.4750    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
    0.0000    3.3000    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
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  5 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 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
 16 18  1  0  0  0  0
 13 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246979

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H25NO3/c1-9(2)16-7-13(17)8-19-14-6-10(3)15(18)12(5)11(14)4/h6,9,13,16-18H,7-8H2,1-5H3

> <INCHI_KEY>
HHMMIZFWFLNZEU-UHFFFAOYSA-N

> <FORMULA>
C15H25NO3

> <MOLECULAR_WEIGHT>
267.369

> <EXACT_MASS>
267.183443669

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
31.395275511785602

> <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}-2,3,6-trimethylphenol

> <ALOGPS_LOGP>
1.47

> <JCHEM_LOGP>
2.5957382021942372

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.088150323913123

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.780352921367376

> <JCHEM_PKA_STRONGEST_BASIC>
9.631376302556944

> <JCHEM_POLAR_SURFACE_AREA>
61.72

> <JCHEM_REFRACTIVITY>
77.48

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
desacetylmetipranolol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246979
     RDKit          3D
Desacetylmetipranolol
 44 44  0  0  0  0  0  0  0  0999 V2000
   -3.7130    1.2923    2.5598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4648    0.7451    1.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1892    0.4289    0.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297   -0.0800   -0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314   -0.3740   -0.8237 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4132   -0.1488    0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6976   -0.5604   -0.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116   -1.8811   -0.9538 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9318   -0.1866    0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0501   -0.4232   -0.5959 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3322   -0.1524   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5336    1.3238    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7706   -0.9413    1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9981   -0.2761   -1.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7282   -0.8224   -2.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2854    0.0265   -0.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4580   -0.1663   -1.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5052    0.5390    0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7855    0.8450    0.7140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7939    1.2272    3.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766    0.6307    3.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0383    2.3491    2.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3386    0.5766    1.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3145   -0.8069    1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4500    0.8813    0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7446    0.0553   -1.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3724   -2.4524   -0.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8355    0.8619    0.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9710   -0.8056    1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9168   -0.6816   -1.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0657   -0.4253   -0.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6105    1.4724    1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6492    1.8607   -0.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4438    1.7363   -0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7211   -0.5075    1.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9406   -2.0085    0.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9622   -0.8301    1.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8568   -1.5281   -2.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5609   -1.3819   -3.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3902    0.0124   -3.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8443   -1.2215   -1.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2260    0.0883   -2.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2808    0.4951   -1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9438    1.2141    1.6389 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  4 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 18  2  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 19 44  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      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   3.850   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      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -8.002   1.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.667   4.620   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7    9                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7                                                            
CONECT    9    6                                                            
CONECT   10    5                                                            
CONECT   11    4   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   13                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0246979
HETATM    1  C1  UNL     1      -3.713   1.292   2.560  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.465   0.745   1.203  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.189   0.429   0.786  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.930  -0.080  -0.468  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.631  -0.374  -0.824  1.00  0.00           O  
HETATM    6  C5  UNL     1       0.413  -0.149   0.101  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.698  -0.560  -0.580  1.00  0.00           C  
HETATM    8  O2  UNL     1       1.712  -1.881  -0.954  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.932  -0.187   0.214  1.00  0.00           C  
HETATM   10  N1  UNL     1       4.050  -0.423  -0.596  1.00  0.00           N  
HETATM   11  C8  UNL     1       5.332  -0.152  -0.117  1.00  0.00           C  
HETATM   12  C9  UNL     1       5.534   1.324   0.191  1.00  0.00           C  
HETATM   13  C10 UNL     1       5.771  -0.941   1.099  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.998  -0.276  -1.332  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.728  -0.822  -2.677  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.285   0.026  -0.952  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.458  -0.166  -1.845  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.505   0.539   0.325  1.00  0.00           C  
HETATM   19  O3  UNL     1      -5.786   0.845   0.714  1.00  0.00           O  
HETATM   20  H1  UNL     1      -2.794   1.227   3.169  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.477   0.631   3.058  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.038   2.349   2.541  1.00  0.00           H  
HETATM   23  H4  UNL     1      -1.339   0.577   1.460  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.315  -0.807   1.003  1.00  0.00           H  
HETATM   25  H6  UNL     1       0.450   0.881   0.448  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.745   0.055  -1.520  1.00  0.00           H  
HETATM   27  H8  UNL     1       1.372  -2.452  -0.219  1.00  0.00           H  
HETATM   28  H9  UNL     1       2.835   0.862   0.506  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.971  -0.806   1.157  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.917  -0.682  -1.569  1.00  0.00           H  
HETATM   31  H12 UNL     1       6.066  -0.425  -0.934  1.00  0.00           H  
HETATM   32  H13 UNL     1       5.611   1.472   1.277  1.00  0.00           H  
HETATM   33  H14 UNL     1       4.649   1.861  -0.254  1.00  0.00           H  
HETATM   34  H15 UNL     1       6.444   1.736  -0.271  1.00  0.00           H  
HETATM   35  H16 UNL     1       6.721  -0.508   1.481  1.00  0.00           H  
HETATM   36  H17 UNL     1       5.941  -2.009   0.880  1.00  0.00           H  
HETATM   37  H18 UNL     1       4.962  -0.830   1.860  1.00  0.00           H  
HETATM   38  H19 UNL     1      -1.857  -1.528  -2.613  1.00  0.00           H  
HETATM   39  H20 UNL     1      -3.561  -1.382  -3.110  1.00  0.00           H  
HETATM   40  H21 UNL     1      -2.390   0.012  -3.343  1.00  0.00           H  
HETATM   41  H22 UNL     1      -5.844  -1.221  -1.793  1.00  0.00           H  
HETATM   42  H23 UNL     1      -5.226   0.088  -2.913  1.00  0.00           H  
HETATM   43  H24 UNL     1      -6.281   0.495  -1.528  1.00  0.00           H  
HETATM   44  H25 UNL     1      -5.944   1.214   1.639  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3   18
CONECT    3    4   23
CONECT    4    5   14   14
CONECT    5    6
CONECT    6    7   24   25
CONECT    7    8    9   26
CONECT    8   27
CONECT    9   10   28   29
CONECT   10   11   30
CONECT   11   12   13   31
CONECT   12   32   33   34
CONECT   13   35   36   37
CONECT   14   15   16
CONECT   15   38   39   40
CONECT   16   17   18   18
CONECT   17   41   42   43
CONECT   18   19
CONECT   19   44
END

HMDB0246979
     RDKit          3D
Desacetylmetipranolol
 44 44  0  0  0  0  0  0  0  0999 V2000
   -3.7130    1.2923    2.5598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4648    0.7451    1.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1892    0.4289    0.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297   -0.0800   -0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314   -0.3740   -0.8237 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4132   -0.1488    0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6976   -0.5604   -0.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116   -1.8811   -0.9538 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9318   -0.1866    0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0501   -0.4232   -0.5959 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3322   -0.1524   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5336    1.3238    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7706   -0.9413    1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9981   -0.2761   -1.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7282   -0.8224   -2.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2854    0.0265   -0.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4580   -0.1663   -1.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5052    0.5390    0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7855    0.8450    0.7140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7939    1.2272    3.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766    0.6307    3.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0383    2.3491    2.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3386    0.5766    1.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3145   -0.8069    1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4500    0.8813    0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7446    0.0553   -1.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3724   -2.4524   -0.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8355    0.8619    0.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9710   -0.8056    1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9168   -0.6816   -1.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0657   -0.4253   -0.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6105    1.4724    1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6492    1.8607   -0.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4438    1.7363   -0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7211   -0.5075    1.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9406   -2.0085    0.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9622   -0.8301    1.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8568   -1.5281   -2.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5609   -1.3819   -3.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3902    0.0124   -3.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8443   -1.2215   -1.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2260    0.0883   -2.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2808    0.4951   -1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9438    1.2141    1.6389 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  4 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 18  2  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 19 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(2,3,5-Trimethyl-4-hydroxyphenoxy)-3-isopropylamino-2-propanol hydrochloride	HMDB
VUFB 6502	HMDB
Deacetylmetipranolol	HMDB
Deacetyltrimepranol	HMDB
Deacetyltrimepranol hydrochloride	HMDB

Chemical Formula

C₁₅H₂₅NO₃

Average Molecular Weight

267.369

Monoisotopic Molecular Weight

267.183443669

IUPAC Name

4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}-2,3,6-trimethylphenol

Traditional Name

desacetylmetipranolol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H25NO3/c1-9(2)16-7-13(17)8-19-14-6-10(3)15(18)12(5)11(14)4/h6,9,13,16-18H,7-8H2,1-5H3

InChI Key

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	1.47	ALOGPS
logP	2.6	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	10.78	ChemAxon
pKa (Strongest Basic)	9.63	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	77.48 m³·mol⁻¹	ChemAxon
Polarizability	31.4 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]+	174.172	30932474
DeepCCS	[M-H]-	171.814	30932474
DeepCCS	[M-2H]-	204.701	30932474
DeepCCS	[M+Na]+	180.266	30932474
AllCCS	[M+H]+	165.5	32859911
AllCCS	[M+H-H2O]+	162.4	32859911
AllCCS	[M+NH4]+	168.4	32859911
AllCCS	[M+Na]+	169.2	32859911
AllCCS	[M-H]-	168.2	32859911
AllCCS	[M+Na-2H]-	168.8	32859911
AllCCS	[M+HCOO]-	169.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.942 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.64 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1202.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	198.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	143.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	155.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	74.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	398.5 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	383.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	96.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	773.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	360.8 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	1075.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	227.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	283.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	266.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	179.7 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	74.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Desacetylmetipranolol	CC(C)NCC(O)COC1=C(C)C(C)=C(O)C(C)=C1	3114.9	Standard polar	33892256
Desacetylmetipranolol	CC(C)NCC(O)COC1=C(C)C(C)=C(O)C(C)=C1	2155.2	Standard non polar	33892256
Desacetylmetipranolol	CC(C)NCC(O)COC1=C(C)C(C)=C(O)C(C)=C1	2195.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Desacetylmetipranolol,3TMS,isomer #1	CC1=CC(OCC(CN(C(C)C)[Si](C)(C)C)O[Si](C)(C)C)=C(C)C(C)=C1O[Si](C)(C)C	2340.8	Semi standard non polar	33892256
Desacetylmetipranolol,3TMS,isomer #1	CC1=CC(OCC(CN(C(C)C)[Si](C)(C)C)O[Si](C)(C)C)=C(C)C(C)=C1O[Si](C)(C)C	2353.8	Standard non polar	33892256
Desacetylmetipranolol,3TMS,isomer #1	CC1=CC(OCC(CN(C(C)C)[Si](C)(C)C)O[Si](C)(C)C)=C(C)C(C)=C1O[Si](C)(C)C	2310.6	Standard polar	33892256
Desacetylmetipranolol,3TBDMS,isomer #1	CC1=CC(OCC(CN(C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(C)C(C)=C1O[Si](C)(C)C(C)(C)C	3016.5	Semi standard non polar	33892256
Desacetylmetipranolol,3TBDMS,isomer #1	CC1=CC(OCC(CN(C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(C)C(C)=C1O[Si](C)(C)C(C)(C)C	2931.8	Standard non polar	33892256
Desacetylmetipranolol,3TBDMS,isomer #1	CC1=CC(OCC(CN(C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(C)C(C)=C1O[Si](C)(C)C(C)(C)C	2668.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylmetipranolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uk9-9710000000-4640cb95d9477200f449	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylmetipranolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylmetipranolol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylmetipranolol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylmetipranolol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylmetipranolol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylmetipranolol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylmetipranolol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylmetipranolol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylmetipranolol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylmetipranolol GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylmetipranolol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylmetipranolol GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylmetipranolol GC-MS (TBDMS_2_3) - 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 - Desacetylmetipranolol 10V, Positive-QTOF	splash10-014i-0090000000-ed0b4bf8df9fc310b0f8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desacetylmetipranolol 20V, Positive-QTOF	splash10-01b9-3910000000-870e61354eac91e63f94	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desacetylmetipranolol 40V, Positive-QTOF	splash10-05fr-9300000000-ac8bbfd946827044f3cb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desacetylmetipranolol 10V, Negative-QTOF	splash10-014i-0890000000-4f2f0dbccc3897160a77	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desacetylmetipranolol 20V, Negative-QTOF	splash10-0f7y-5900000000-002f675867764c8a5016	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desacetylmetipranolol 40V, Negative-QTOF	splash10-00li-3900000000-3672b3ec02ddc2050210	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

142935

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Desacetylmetipranolol

METLIN ID

Not Available

PubChem Compound

162812

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 Desacetylmetipranolol (HMDB0246979)

MOL for HMDB0246979 (Desacetylmetipranolol)

3D MOL for HMDB0246979 (Desacetylmetipranolol)

3D SDF for HMDB0246979 (Desacetylmetipranolol)

3D-SDF for HMDB0246979 (Desacetylmetipranolol)

PDB for HMDB0246979 (Desacetylmetipranolol)

3D PDB for HMDB0246979 (Desacetylmetipranolol)

SMILES for HMDB0246979 (Desacetylmetipranolol)

INCHI for HMDB0246979 (Desacetylmetipranolol)

Structure for HMDB0246979 (Desacetylmetipranolol)

3D Structure for HMDB0246979 (Desacetylmetipranolol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra