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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-15 16:49:36 UTC

Update Date

2023-02-21 17:30:04 UTC

HMDB ID

HMDB0060558

Secondary Accession Numbers

HMDB60558

Metabolite Identification

Common Name

Desglymidodrine

Description

Desglymidodrine is a metabolite of midodrine. Midodrine (brand names Amatine, ProAmatine, Gutron) is a vasopressor/antihypotensive agent. Midodrine was approved in the United States by the Food and Drug Administration (FDA) in 1996 for the treatment of dysautonomia and orthostatic hypotension. In August 2010, the FDA proposed withdrawing this approval because the manufacturer, Shire plc, has failed to complete required studies after the medicine reached the market. (Wikipedia) Midodrine, a prodrug, is converted after oral administration into its active drug, desglymidodrine, which acts as an alpha(1)-adrenoceptor stimulant. (PMID: 17901021 ) Through selective alpha(1)-adrenergic receptor-binding, desglymidodrine, the active metabolite of midodrine, raises blood pressure by enhancing venous and arterial tone. (PMID: 12904123 )

Structure

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

HMDB0060558
     RDKit          3D
Desglymidodrine
 29 29  0  0  0  0  0  0  0  0999 V2000
    3.5582   -2.3604   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2130   -2.1937    0.0366 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4957   -1.0205   -0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0849    0.1290   -0.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3426    1.3099   -0.5210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0347    1.2685   -0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7213    2.4251   -0.2083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1513    3.6328   -0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6088    0.1229    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0041    0.2017    0.7563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9207    0.6026    2.1185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7464   -1.1161    0.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8922   -1.5086   -0.7004 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473   -1.0112    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1494   -2.6938    0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0862   -1.5070   -0.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6117   -3.1893   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1201    0.2097   -0.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393    2.2299   -0.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3430    3.4848   -1.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9831    4.3697   -0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5581    3.9800    0.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5372    0.9804    0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2954   -0.0693    2.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1876   -1.8989    1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7332   -0.9601    1.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6763   -0.9730   -1.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8826   -2.5077   -0.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2443   -1.9375    0.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  9 14  2  0
 14  3  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  5 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
M  END

  Mrv0541 06151309492D          

 14 14  0  0  0  0            999 V2000
    0.0000   -1.6500    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
    1.4289    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
    0.0000    0.0000    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
    0.7145   -0.4125    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
    0.7145    1.2375    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
   -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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  7  3  1  0  0  0  0
  7  5  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
  9  8  1  0  0  0  0
 10  4  1  0  0  0  0
 10  8  2  0  0  0  0
 11  6  1  0  0  0  0
 12  9  1  0  0  0  0
 13  1  1  0  0  0  0
 13  7  1  0  0  0  0
 14  2  1  0  0  0  0
 14 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060558

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(C(O)CN)=C(OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H15NO3/c1-13-7-3-4-10(14-2)8(5-7)9(12)6-11/h3-5,9,12H,6,11H2,1-2H3

> <INCHI_KEY>
VFRCNXKYZVQYLX-UHFFFAOYSA-N

> <FORMULA>
C10H15NO3

> <MOLECULAR_WEIGHT>
197.231

> <EXACT_MASS>
197.105193351

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
20.71436570815024

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-amino-1-(2,5-dimethoxyphenyl)ethan-1-ol

> <ALOGPS_LOGP>
-0.01

> <JCHEM_LOGP>
0.1533367786666665

> <ALOGPS_LOGS>
-1.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.820277003850439

> <JCHEM_PKA_STRONGEST_BASIC>
9.036380827194609

> <JCHEM_POLAR_SURFACE_AREA>
64.71000000000001

> <JCHEM_REFRACTIVITY>
53.420300000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-1-(2,5-dimethoxyphenyl)ethanol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060558
     RDKit          3D
Desglymidodrine
 29 29  0  0  0  0  0  0  0  0999 V2000
    3.5582   -2.3604   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2130   -2.1937    0.0366 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4957   -1.0205   -0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0849    0.1290   -0.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3426    1.3099   -0.5210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0347    1.2685   -0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7213    2.4251   -0.2083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1513    3.6328   -0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6088    0.1229    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0041    0.2017    0.7563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9207    0.6026    2.1185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7464   -1.1161    0.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8922   -1.5086   -0.7004 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473   -1.0112    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1494   -2.6938    0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0862   -1.5070   -0.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6117   -3.1893   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1201    0.2097   -0.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393    2.2299   -0.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3430    3.4848   -1.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9831    4.3697   -0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5581    3.9800    0.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5372    0.9804    0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2954   -0.0693    2.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1876   -1.8989    1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7332   -0.9601    1.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6763   -0.9730   -1.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8826   -2.5077   -0.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2443   -1.9375    0.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  9 14  2  0
 14  3  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  5 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
M  END

HEADER    PROTEIN                                 15-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JUN-13         0                                  
HETATM    1  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -2.667   4.620   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3    4    7                                                       
CONECT    4    3   10                                                       
CONECT    5    7    8                                                       
CONECT    6    9   11                                                       
CONECT    7    3    5   13                                                  
CONECT    8    5    9   10                                                  
CONECT    9    6    8   12                                                  
CONECT   10    4    8   14                                                  
CONECT   11    6                                                            
CONECT   12    9                                                            
CONECT   13    1    7                                                       
CONECT   14    2   10                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0060558
HETATM    1  C1  UNL     1       3.558  -2.360  -0.271  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.213  -2.194   0.037  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.496  -1.020  -0.036  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.085   0.129  -0.458  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.343   1.310  -0.521  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.035   1.269  -0.150  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.721   2.425  -0.208  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.151   3.633  -0.648  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.609   0.123   0.286  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.004   0.202   0.756  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.921   0.603   2.119  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.746  -1.116   0.691  1.00  0.00           C  
HETATM   13  N1  UNL     1      -2.892  -1.509  -0.700  1.00  0.00           N  
HETATM   14  C10 UNL     1       0.147  -1.011   0.332  1.00  0.00           C  
HETATM   15  H1  UNL     1       4.149  -2.694   0.620  1.00  0.00           H  
HETATM   16  H2  UNL     1       4.086  -1.507  -0.703  1.00  0.00           H  
HETATM   17  H3  UNL     1       3.612  -3.189  -1.048  1.00  0.00           H  
HETATM   18  H4  UNL     1       3.120   0.210  -0.751  1.00  0.00           H  
HETATM   19  H5  UNL     1       1.839   2.230  -0.870  1.00  0.00           H  
HETATM   20  H6  UNL     1       0.343   3.485  -1.640  1.00  0.00           H  
HETATM   21  H7  UNL     1      -0.983   4.370  -0.775  1.00  0.00           H  
HETATM   22  H8  UNL     1       0.558   3.980   0.115  1.00  0.00           H  
HETATM   23  H9  UNL     1      -2.537   0.980   0.223  1.00  0.00           H  
HETATM   24  H10 UNL     1      -1.295  -0.069   2.546  1.00  0.00           H  
HETATM   25  H11 UNL     1      -2.188  -1.899   1.218  1.00  0.00           H  
HETATM   26  H12 UNL     1      -3.733  -0.960   1.198  1.00  0.00           H  
HETATM   27  H13 UNL     1      -3.676  -0.973  -1.154  1.00  0.00           H  
HETATM   28  H14 UNL     1      -2.883  -2.508  -0.859  1.00  0.00           H  
HETATM   29  H15 UNL     1      -0.244  -1.937   0.652  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3
CONECT    3    4    4   14
CONECT    4    5   18
CONECT    5    6    6   19
CONECT    6    7    9
CONECT    7    8
CONECT    8   20   21   22
CONECT    9   10   14   14
CONECT   10   11   12   23
CONECT   11   24
CONECT   12   13   25   26
CONECT   13   27   28
CONECT   14   29
END

HMDB0060558
     RDKit          3D
Desglymidodrine
 29 29  0  0  0  0  0  0  0  0999 V2000
    3.5582   -2.3604   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2130   -2.1937    0.0366 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4957   -1.0205   -0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0849    0.1290   -0.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3426    1.3099   -0.5210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0347    1.2685   -0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7213    2.4251   -0.2083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1513    3.6328   -0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6088    0.1229    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0041    0.2017    0.7563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9207    0.6026    2.1185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7464   -1.1161    0.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8922   -1.5086   -0.7004 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473   -1.0112    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1494   -2.6938    0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0862   -1.5070   -0.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6117   -3.1893   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1201    0.2097   -0.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393    2.2299   -0.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3430    3.4848   -1.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9831    4.3697   -0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5581    3.9800    0.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5372    0.9804    0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2954   -0.0693    2.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1876   -1.8989    1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7332   -0.9601    1.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6763   -0.9730   -1.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8826   -2.5077   -0.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2443   -1.9375    0.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  9 14  2  0
 14  3  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  5 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(+-)-2-Amino-1-(2,5-dimethoxyphenyl)ethanol	ChEBI
(+/-)-2-amino-1-(2,5-dimethoxyphenyl)ethanol	ChEBI
1-(2',5'-Dimethoxyphenyl)aminoethanol	ChEBI
alpha-(Aminomethyl)-2,5-dimethoxybenzenemethanol	ChEBI
De-glymidodrine	ChEBI
ST-1059	ChEBI
a-(Aminomethyl)-2,5-dimethoxybenzenemethanol	Generator
Α-(aminomethyl)-2,5-dimethoxybenzenemethanol	Generator
ST 1059 Hydrochloride	HMDB
Desglymidodrine	ChEBI

Chemical Formula

C₁₀H₁₅NO₃

Average Molecular Weight

197.231

Monoisotopic Molecular Weight

197.105193351

IUPAC Name

2-amino-1-(2,5-dimethoxyphenyl)ethan-1-ol

Traditional Name

2-amino-1-(2,5-dimethoxyphenyl)ethanol

CAS Registry Number

Not Available

SMILES

COC1=CC(C(O)CN)=C(OC)C=C1

InChI Identifier

InChI=1S/C10H15NO3/c1-13-7-3-4-10(14-2)8(5-7)9(12)6-11/h3-5,9,12H,6,11H2,1-2H3

InChI Key

VFRCNXKYZVQYLX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Methoxybenzenes

Direct Parent

Dimethoxybenzenes

Alternative Parents

Substituents

P-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Anisole
Phenol ether
Alkyl aryl ether
Aralkylamine
1,2-aminoalcohol
Secondary alcohol
Ether
Organic nitrogen compound
Primary amine
Aromatic alcohol
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic oxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ether (CHEBI:73248 )
secondary alcohol (CHEBI:73248 )
primary amino compound (CHEBI:73248 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060558)

Organ

Kidney (HMDB: HMDB0060558)
Liver (HMDB: HMDB0060558)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060558)

Cellular substructure

Cytoplasm (HMDB: HMDB0060558)

Source

Endogenous

Endogenous (HMDB: HMDB0060558)

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	10.9 g/L	ALOGPS
logP	-0.01	ALOGPS
logP	0.15	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	13.82	ChemAxon
pKa (Strongest Basic)	9.04	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	64.71 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	53.42 m³·mol⁻¹	ChemAxon
Polarizability	20.71 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
DarkChem	[M+H]+	144.578	31661259
DarkChem	[M-H]-	143.699	31661259
DeepCCS	[M+H]+	142.952	30932474
DeepCCS	[M-H]-	140.181	30932474
DeepCCS	[M-2H]-	176.226	30932474
DeepCCS	[M+Na]+	151.764	30932474
AllCCS	[M+H]+	145.2	32859911
AllCCS	[M+H-H2O]+	141.0	32859911
AllCCS	[M+NH4]+	149.0	32859911
AllCCS	[M+Na]+	150.1	32859911
AllCCS	[M-H]-	144.5	32859911
AllCCS	[M+Na-2H]-	145.4	32859911
AllCCS	[M+HCOO]-	146.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Desglymidodrine	COC1=CC(C(O)CN)=C(OC)C=C1	2514.6	Standard polar	33892256
Desglymidodrine	COC1=CC(C(O)CN)=C(OC)C=C1	1680.9	Standard non polar	33892256
Desglymidodrine	COC1=CC(C(O)CN)=C(OC)C=C1	1727.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Desglymidodrine,1TMS,isomer #1	COC1=CC=C(OC)C(C(CN)O[Si](C)(C)C)=C1	1722.8	Semi standard non polar	33892256
Desglymidodrine,1TMS,isomer #2	COC1=CC=C(OC)C(C(O)CN[Si](C)(C)C)=C1	1838.4	Semi standard non polar	33892256
Desglymidodrine,2TMS,isomer #1	COC1=CC=C(OC)C(C(CN[Si](C)(C)C)O[Si](C)(C)C)=C1	1806.8	Semi standard non polar	33892256
Desglymidodrine,2TMS,isomer #1	COC1=CC=C(OC)C(C(CN[Si](C)(C)C)O[Si](C)(C)C)=C1	1909.9	Standard non polar	33892256
Desglymidodrine,2TMS,isomer #1	COC1=CC=C(OC)C(C(CN[Si](C)(C)C)O[Si](C)(C)C)=C1	2294.5	Standard polar	33892256
Desglymidodrine,2TMS,isomer #2	COC1=CC=C(OC)C(C(O)CN([Si](C)(C)C)[Si](C)(C)C)=C1	2022.5	Semi standard non polar	33892256
Desglymidodrine,2TMS,isomer #2	COC1=CC=C(OC)C(C(O)CN([Si](C)(C)C)[Si](C)(C)C)=C1	2083.4	Standard non polar	33892256
Desglymidodrine,2TMS,isomer #2	COC1=CC=C(OC)C(C(O)CN([Si](C)(C)C)[Si](C)(C)C)=C1	2463.1	Standard polar	33892256
Desglymidodrine,3TMS,isomer #1	COC1=CC=C(OC)C(C(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=C1	2009.3	Semi standard non polar	33892256
Desglymidodrine,3TMS,isomer #1	COC1=CC=C(OC)C(C(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=C1	2070.7	Standard non polar	33892256
Desglymidodrine,3TMS,isomer #1	COC1=CC=C(OC)C(C(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=C1	2260.7	Standard polar	33892256
Desglymidodrine,1TBDMS,isomer #1	COC1=CC=C(OC)C(C(CN)O[Si](C)(C)C(C)(C)C)=C1	1996.0	Semi standard non polar	33892256
Desglymidodrine,1TBDMS,isomer #2	COC1=CC=C(OC)C(C(O)CN[Si](C)(C)C(C)(C)C)=C1	2106.4	Semi standard non polar	33892256
Desglymidodrine,2TBDMS,isomer #1	COC1=CC=C(OC)C(C(CN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C1	2297.6	Semi standard non polar	33892256
Desglymidodrine,2TBDMS,isomer #1	COC1=CC=C(OC)C(C(CN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C1	2340.7	Standard non polar	33892256
Desglymidodrine,2TBDMS,isomer #1	COC1=CC=C(OC)C(C(CN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C1	2523.2	Standard polar	33892256
Desglymidodrine,2TBDMS,isomer #2	COC1=CC=C(OC)C(C(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2458.8	Semi standard non polar	33892256
Desglymidodrine,2TBDMS,isomer #2	COC1=CC=C(OC)C(C(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2457.8	Standard non polar	33892256
Desglymidodrine,2TBDMS,isomer #2	COC1=CC=C(OC)C(C(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2614.8	Standard polar	33892256
Desglymidodrine,3TBDMS,isomer #1	COC1=CC=C(OC)C(C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C1	2677.1	Semi standard non polar	33892256
Desglymidodrine,3TBDMS,isomer #1	COC1=CC=C(OC)C(C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C1	2640.6	Standard non polar	33892256
Desglymidodrine,3TBDMS,isomer #1	COC1=CC=C(OC)C(C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C1	2580.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Desglymidodrine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9600000000-0e88f44155936c03424c	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desglymidodrine GC-MS (1 TMS) - 70eV, Positive	splash10-008i-9360000000-25280d9736f977a5d32c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desglymidodrine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desglymidodrine 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 - Desglymidodrine 10V, Positive-QTOF	splash10-001j-0900000000-926da50531e11b8bf733	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desglymidodrine 20V, Positive-QTOF	splash10-01q9-0900000000-cd24e2d9c48ad56bc320	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desglymidodrine 40V, Positive-QTOF	splash10-044r-4900000000-38fa08a4f0eb23a499e3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desglymidodrine 10V, Negative-QTOF	splash10-0002-0900000000-30321dfeab3047e86292	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desglymidodrine 20V, Negative-QTOF	splash10-002k-0900000000-c4e13dc9bec475d19124	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desglymidodrine 40V, Negative-QTOF	splash10-05g0-6900000000-25d39ea77d56a710a055	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desglymidodrine 10V, Positive-QTOF	splash10-001j-0900000000-aff9bc1e55f8400b9117	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desglymidodrine 20V, Positive-QTOF	splash10-0w31-0900000000-180d49599baa4abbc834	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desglymidodrine 40V, Positive-QTOF	splash10-000f-9800000000-eae5a3611cd42aacaef4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desglymidodrine 10V, Negative-QTOF	splash10-0002-0900000000-cd4180868e3556ea0cc8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desglymidodrine 20V, Negative-QTOF	splash10-0a4r-6900000000-f8f4ab328e1a6feee5d7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desglymidodrine 40V, Negative-QTOF	splash10-0k96-4900000000-e2c30a3c5c30e4de03fc	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

43260

PDB ID

Not Available

ChEBI ID

73248

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

Vaidyanathan S, Soni BM, Hughes PL: Midodrine: insidious development of urologic adverse effects in patients with spinal cord injury: a report of 2 cases. Adv Ther. 2007 Jul-Aug;24(4):712-20. [PubMed:17901021 ]
Perazella MA: Efficacy and safety of midodrine in the treatment of dialysis-associated hypotension. Expert Opin Drug Saf. 2003 Jan;2(1):37-47. [PubMed:12904123 ]

Showing metabocard for Desglymidodrine (HMDB0060558)

MOL for HMDB0060558 (Desglymidodrine)

3D MOL for HMDB0060558 (Desglymidodrine)

3D SDF for HMDB0060558 (Desglymidodrine)

3D-SDF for HMDB0060558 (Desglymidodrine)

PDB for HMDB0060558 (Desglymidodrine)

3D PDB for HMDB0060558 (Desglymidodrine)

SMILES for HMDB0060558 (Desglymidodrine)

INCHI for HMDB0060558 (Desglymidodrine)

Structure for HMDB0060558 (Desglymidodrine)

3D Structure for HMDB0060558 (Desglymidodrine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra