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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:37 UTC

HMDB ID

HMDB0014451

Secondary Accession Numbers

HMDB14451

Metabolite Identification

Common Name

Talbutal

Description

Talbutal is only found in individuals that have used or taken this drug. It is a barbiturate with a short to intermediate duration of action. Talbutal is a schedule III drug in the U.S.Talbutal binds at a distinct binding site associated with a Cl^- ionopore at the GABA_A receptor, increasing the duration of time for which the Cl^- ionopore is open. The post-synaptic inhibitory effect of GABA in the thalamus is, therefore, prolonged.

Structure

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

HMDB0014451
     RDKit          3D
Talbutal
 38 38  0  0  0  0  0  0  0  0999 V2000
   -0.7433    3.5543   -1.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1984    2.6312   -0.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3016    1.9664    0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0905    0.5044    0.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2170   -0.4124    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8751   -0.2494    1.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2506   -0.6107   -0.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7850   -1.1385   -1.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750    0.2009   -0.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4158    0.8513   -1.9676 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6862   -0.7889   -0.9897 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1825   -1.3522   -2.2265 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2625   -1.2731    0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1706   -2.1593    0.1977 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8223   -0.7663    1.4501 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3976   -1.2460    2.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8244    0.2080    1.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6015    0.9042    2.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3843    4.0842   -2.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3211    3.7752   -1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2591    2.4372   -0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7314    2.4269    0.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5932    2.2988    1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7270   -1.4448    0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2306   -0.6781    2.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8080   -0.8495    1.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0564    0.8163    2.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9650    0.2250   -0.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9340   -1.4430   -0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9240   -0.3166   -2.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7966   -1.5915   -1.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5373   -1.9126   -2.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3544   -1.4769   -2.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844   -0.6723   -2.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5761   -2.3742   -2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8527   -0.3899    3.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1919   -1.9751    2.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6268   -1.7630    3.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17  4  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
M  END

  Mrv0541 02241205492D          

 18 18  0  0  0  0            999 V2000
    2.5875    2.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0572    1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9626    2.6447    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
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283    1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1586    2.3582    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
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   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 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014451

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)C1(CC=C)C(=O)N(C)C(=O)N(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H20N2O3/c1-6-8-13(9(3)7-2)10(16)14(4)12(18)15(5)11(13)17/h6,9H,1,7-8H2,2-5H3

> <INCHI_KEY>
CDKJETHMMUVSNV-UHFFFAOYSA-N

> <FORMULA>
C13H20N2O3

> <MOLECULAR_WEIGHT>
252.3095

> <EXACT_MASS>
252.147392516

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
26.454485064239424

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(butan-2-yl)-1,3-dimethyl-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
2.0366153916666656

> <ALOGPS_LOGS>
-1.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-9.445807319698888

> <JCHEM_POLAR_SURFACE_AREA>
57.690000000000005

> <JCHEM_REFRACTIVITY>
67.8404

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.63e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
talbutal

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014451
     RDKit          3D
Talbutal
 38 38  0  0  0  0  0  0  0  0999 V2000
   -0.7433    3.5543   -1.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1984    2.6312   -0.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3016    1.9664    0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0905    0.5044    0.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2170   -0.4124    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8751   -0.2494    1.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2506   -0.6107   -0.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7850   -1.1385   -1.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750    0.2009   -0.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4158    0.8513   -1.9676 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6862   -0.7889   -0.9897 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1825   -1.3522   -2.2265 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2625   -1.2731    0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1706   -2.1593    0.1977 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8223   -0.7663    1.4501 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3976   -1.2460    2.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8244    0.2080    1.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6015    0.9042    2.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3843    4.0842   -2.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3211    3.7752   -1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2591    2.4372   -0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7314    2.4269    0.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5932    2.2988    1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7270   -1.4448    0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2306   -0.6781    2.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8080   -0.8495    1.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0564    0.8163    2.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9650    0.2250   -0.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9340   -1.4430   -0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9240   -0.3166   -2.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7966   -1.5915   -1.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5373   -1.9126   -2.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3544   -1.4769   -2.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844   -0.6723   -2.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5761   -2.3742   -2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8527   -0.3899    3.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1919   -1.9751    2.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6268   -1.7630    3.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17  4  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       4.830   4.402   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.840   3.222   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.797   4.937   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.173   3.222   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.163   4.402   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    9   17                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    5   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    5   18                                                  
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0014451
HETATM    1  C1  UNL     1      -0.743   3.554  -1.363  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.198   2.631  -0.529  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.302   1.966   0.379  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.091   0.504   0.303  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.217  -0.412   0.490  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.875  -0.249   1.874  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.251  -0.611  -0.540  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.785  -1.139  -1.874  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.675   0.201  -0.932  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.416   0.851  -1.968  1.00  0.00           O  
HETATM   11  N1  UNL     1       1.686  -0.789  -0.990  1.00  0.00           N  
HETATM   12  C10 UNL     1       2.183  -1.352  -2.227  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.262  -1.273   0.223  1.00  0.00           C  
HETATM   14  O2  UNL     1       3.171  -2.159   0.198  1.00  0.00           O  
HETATM   15  N2  UNL     1       1.822  -0.766   1.450  1.00  0.00           N  
HETATM   16  C12 UNL     1       2.398  -1.246   2.698  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.824   0.208   1.504  1.00  0.00           C  
HETATM   18  O3  UNL     1       0.601   0.904   2.520  1.00  0.00           O  
HETATM   19  H1  UNL     1      -1.384   4.084  -2.068  1.00  0.00           H  
HETATM   20  H2  UNL     1       0.321   3.775  -1.323  1.00  0.00           H  
HETATM   21  H3  UNL     1      -2.259   2.437  -0.581  1.00  0.00           H  
HETATM   22  H4  UNL     1       0.731   2.427   0.287  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.593   2.299   1.430  1.00  0.00           H  
HETATM   24  H6  UNL     1      -0.727  -1.445   0.610  1.00  0.00           H  
HETATM   25  H7  UNL     1      -1.231  -0.678   2.669  1.00  0.00           H  
HETATM   26  H8  UNL     1      -2.808  -0.850   1.853  1.00  0.00           H  
HETATM   27  H9  UNL     1      -2.056   0.816   2.099  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.965   0.225  -0.695  1.00  0.00           H  
HETATM   29  H11 UNL     1      -2.934  -1.443  -0.140  1.00  0.00           H  
HETATM   30  H12 UNL     1      -1.924  -0.317  -2.619  1.00  0.00           H  
HETATM   31  H13 UNL     1      -0.797  -1.592  -1.879  1.00  0.00           H  
HETATM   32  H14 UNL     1      -2.537  -1.913  -2.242  1.00  0.00           H  
HETATM   33  H15 UNL     1       1.354  -1.477  -2.974  1.00  0.00           H  
HETATM   34  H16 UNL     1       2.984  -0.672  -2.620  1.00  0.00           H  
HETATM   35  H17 UNL     1       2.576  -2.374  -2.054  1.00  0.00           H  
HETATM   36  H18 UNL     1       2.853  -0.390   3.249  1.00  0.00           H  
HETATM   37  H19 UNL     1       3.192  -1.975   2.479  1.00  0.00           H  
HETATM   38  H20 UNL     1       1.627  -1.763   3.303  1.00  0.00           H  
CONECT    1    2    2   19   20
CONECT    2    3   21
CONECT    3    4   22   23
CONECT    4    5    9   17
CONECT    5    6    7   24
CONECT    6   25   26   27
CONECT    7    8   28   29
CONECT    8   30   31   32
CONECT    9   10   10   11
CONECT   11   12   13
CONECT   12   33   34   35
CONECT   13   14   14   15
CONECT   15   16   17
CONECT   16   36   37   38
CONECT   17   18   18
END

HMDB0014451
     RDKit          3D
Talbutal
 38 38  0  0  0  0  0  0  0  0999 V2000
   -0.7433    3.5543   -1.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1984    2.6312   -0.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3016    1.9664    0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0905    0.5044    0.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2170   -0.4124    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8751   -0.2494    1.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2506   -0.6107   -0.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7850   -1.1385   -1.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750    0.2009   -0.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4158    0.8513   -1.9676 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6862   -0.7889   -0.9897 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1825   -1.3522   -2.2265 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2625   -1.2731    0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1706   -2.1593    0.1977 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8223   -0.7663    1.4501 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3976   -1.2460    2.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8244    0.2080    1.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6015    0.9042    2.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3843    4.0842   -2.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3211    3.7752   -1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2591    2.4372   -0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7314    2.4269    0.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5932    2.2988    1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7270   -1.4448    0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2306   -0.6781    2.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8080   -0.8495    1.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0564    0.8163    2.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9650    0.2250   -0.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9340   -1.4430   -0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9240   -0.3166   -2.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7966   -1.5915   -1.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5373   -1.9126   -2.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3544   -1.4769   -2.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844   -0.6723   -2.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5761   -2.3742   -2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8527   -0.3899    3.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1919   -1.9751    2.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6268   -1.7630    3.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17  4  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-Allyl-5-sec-butylbarbituric acid	HMDB
Sec-butyl allyl barbituric acid	HMDB

Chemical Formula

C₁₃H₂₀N₂O₃

Average Molecular Weight

252.3095

Monoisotopic Molecular Weight

252.147392516

IUPAC Name

5-(butan-2-yl)-1,3-dimethyl-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione

Traditional Name

talbutal

CAS Registry Number

115-44-6

SMILES

CCC(C)C1(CC=C)C(=O)N(C)C(=O)N(C)C1=O

InChI Identifier

InChI=1S/C13H20N2O3/c1-6-8-13(9(3)7-2)10(16)14(4)12(18)15(5)11(13)17/h6,9H,1,7-8H2,2-5H3

InChI Key

CDKJETHMMUVSNV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as barbituric acid derivatives. Barbituric acid derivatives are compounds containing a perhydropyrimidine ring substituted at C-2, -4 and -6 by oxo groups.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Barbituric acid derivatives

Alternative Parents

Substituents

Barbiturate
N-acyl urea
Ureide
1,3-diazinane
Dicarboximide
Urea
Carbonic acid derivative
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014451)

Source

Exogenous

Exogenous (HMDB: HMDB0014451)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	109 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.63 g/L	Not Available
LogP	2	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.63 g/L	ALOGPS
logP	2.22	ALOGPS
logP	2.04	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Basic)	-9.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	57.69 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	67.84 m³·mol⁻¹	ChemAxon
Polarizability	26.45 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]+	160.255	31661259
DarkChem	[M-H]-	157.002	31661259
DeepCCS	[M+H]+	167.895	30932474
DeepCCS	[M-H]-	165.537	30932474
DeepCCS	[M-2H]-	198.422	30932474
DeepCCS	[M+Na]+	173.988	30932474
AllCCS	[M+H]+	158.1	32859911
AllCCS	[M+H-H2O]+	154.5	32859911
AllCCS	[M+NH4]+	161.4	32859911
AllCCS	[M+Na]+	162.4	32859911
AllCCS	[M-H]-	162.0	32859911
AllCCS	[M+Na-2H]-	162.6	32859911
AllCCS	[M+HCOO]-	163.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Talbutal	CCC(C)C1(CC=C)C(=O)N(C)C(=O)N(C)C1=O	2583.1	Standard polar	33892256
Talbutal	CCC(C)C1(CC=C)C(=O)N(C)C(=O)N(C)C1=O	1585.2	Standard non polar	33892256
Talbutal	CCC(C)C1(CC=C)C(=O)N(C)C(=O)N(C)C1=O	1696.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Talbutal GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a73-9560000000-1d486fc00a98c60547c3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Talbutal 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 - Talbutal 10V, Positive-QTOF	splash10-0udi-0090000000-618aa9a125a0094302fd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Talbutal 20V, Positive-QTOF	splash10-014i-1930000000-bd44dfb3ccc7fa31f021	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Talbutal 40V, Positive-QTOF	splash10-0aou-9100000000-76ed02774c02091f9ab0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Talbutal 10V, Negative-QTOF	splash10-0udi-2290000000-bdd082631c4ccd2e75ea	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Talbutal 20V, Negative-QTOF	splash10-07vi-1900000000-aee55637f7b62d1d96c1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Talbutal 40V, Negative-QTOF	splash10-0a4i-9300000000-9c3ff92d9ccd130bcc08	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Talbutal 10V, Negative-QTOF	splash10-0udi-0090000000-d7e7e327c236f45ec876	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Talbutal 20V, Negative-QTOF	splash10-0udi-1690000000-fca2bb3006a16848f88e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Talbutal 40V, Negative-QTOF	splash10-002r-3910000000-2dcfd80041478ef4908b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Talbutal 10V, Positive-QTOF	splash10-0002-0900000000-ce5c673c8d6c53cebfbf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Talbutal 20V, Positive-QTOF	splash10-0002-0900000000-f574661942a967216ebf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Talbutal 40V, Positive-QTOF	splash10-05o0-1900000000-91b11600f7523441818b	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

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	Taking drug identified by DrugBank entry DB00306	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00306	21059682	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

527603

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Talbutal

METLIN ID

Not Available

PubChem Compound

606974

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Glutamate receptor, ionotropic kainate 2

General function:: Involved in ionotropic glutamate receptor activity
Specific function:: Ionotropic glutamate receptor. L-glutamate acts as an excitatory neurotransmitter at many synapses in the central nervous system. Binding of the excitatory neurotransmitter L- glutamate induces a conformation change, leading to the opening of the cation channel, and thereby converts the chemical signal to an electrical impulse. The receptor then desensitizes rapidly and enters a transient inactive state, characterized by the presence of bound agonist. May be involved in the transmission of light information from the retina to the hypothalamus. Modulates cell surface expression of NETO2
Gene Name:: GRIK2
Uniprot ID:: Q13002
Molecular weight:: 102582.5

References

Yamakura T, Bertaccini E, Trudell JR, Harris RA: Anesthetics and ion channels: molecular models and sites of action. Annu Rev Pharmacol Toxicol. 2001;41:23-51. [PubMed:11264449 ]
Krasowski MD, Harrison NL: General anaesthetic actions on ligand-gated ion channels. Cell Mol Life Sci. 1999 Aug 15;55(10):1278-303. [PubMed:10487207 ]

Enzyme Details

2. Glutamate receptor 2

General function:: Involved in ionotropic glutamate receptor activity
Specific function:: Ionotropic glutamate receptor. L-glutamate acts as an excitatory neurotransmitter at many synapses in the central nervous system. Binding of the excitatory neurotransmitter L- glutamate induces a conformation change, leading to the opening of the cation channel, and thereby converts the chemical signal to an electrical impulse. The receptor then desensitizes rapidly and enters a transient inactive state, characterized by the presence of bound agonist
Gene Name:: GRIA2
Uniprot ID:: P42262
Molecular weight:: 98820.3

References

Yamakura T, Bertaccini E, Trudell JR, Harris RA: Anesthetics and ion channels: molecular models and sites of action. Annu Rev Pharmacol Toxicol. 2001;41:23-51. [PubMed:11264449 ]
Krasowski MD, Harrison NL: General anaesthetic actions on ligand-gated ion channels. Cell Mol Life Sci. 1999 Aug 15;55(10):1278-303. [PubMed:10487207 ]

Enzyme Details

3. Gamma-aminobutyric acid receptor subunit alpha-1

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA1
Uniprot ID:: P14867
Molecular weight:: 51801.4

References

Whiting PJ: The GABAA receptor gene family: new opportunities for drug development. Curr Opin Drug Discov Devel. 2003 Sep;6(5):648-57. [PubMed:14579514 ]
Mehta AK, Ticku MK: An update on GABAA receptors. Brain Res Brain Res Rev. 1999 Apr;29(2-3):196-217. [PubMed:10209232 ]
Krasowski MD, Harrison NL: General anaesthetic actions on ligand-gated ion channels. Cell Mol Life Sci. 1999 Aug 15;55(10):1278-303. [PubMed:10487207 ]
Yamakura T, Bertaccini E, Trudell JR, Harris RA: Anesthetics and ion channels: molecular models and sites of action. Annu Rev Pharmacol Toxicol. 2001;41:23-51. [PubMed:11264449 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]

Enzyme Details

4. Gamma-aminobutyric acid receptor subunit alpha-2

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA2
Uniprot ID:: P47869
Molecular weight:: 51325.9

References

Yamakura T, Bertaccini E, Trudell JR, Harris RA: Anesthetics and ion channels: molecular models and sites of action. Annu Rev Pharmacol Toxicol. 2001;41:23-51. [PubMed:11264449 ]
Mehta AK, Ticku MK: An update on GABAA receptors. Brain Res Brain Res Rev. 1999 Apr;29(2-3):196-217. [PubMed:10209232 ]

Enzyme Details

5. Gamma-aminobutyric acid receptor subunit alpha-3

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA3
Uniprot ID:: P34903
Molecular weight:: 55164.1

References

Yamakura T, Bertaccini E, Trudell JR, Harris RA: Anesthetics and ion channels: molecular models and sites of action. Annu Rev Pharmacol Toxicol. 2001;41:23-51. [PubMed:11264449 ]
Mehta AK, Ticku MK: An update on GABAA receptors. Brain Res Brain Res Rev. 1999 Apr;29(2-3):196-217. [PubMed:10209232 ]

Enzyme Details

6. Gamma-aminobutyric acid receptor subunit alpha-4

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA4
Uniprot ID:: P48169
Molecular weight:: 61622.6

References

Mehta AK, Ticku MK: An update on GABAA receptors. Brain Res Brain Res Rev. 1999 Apr;29(2-3):196-217. [PubMed:10209232 ]

Enzyme Details

7. Gamma-aminobutyric acid receptor subunit alpha-5

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA5
Uniprot ID:: P31644
Molecular weight:: 52145.6

References

Yamakura T, Bertaccini E, Trudell JR, Harris RA: Anesthetics and ion channels: molecular models and sites of action. Annu Rev Pharmacol Toxicol. 2001;41:23-51. [PubMed:11264449 ]
Mehta AK, Ticku MK: An update on GABAA receptors. Brain Res Brain Res Rev. 1999 Apr;29(2-3):196-217. [PubMed:10209232 ]

Enzyme Details

8. Gamma-aminobutyric acid receptor subunit alpha-6

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA6
Uniprot ID:: Q16445
Molecular weight:: 51023.7

References

Mehta AK, Ticku MK: An update on GABAA receptors. Brain Res Brain Res Rev. 1999 Apr;29(2-3):196-217. [PubMed:10209232 ]
Yamakura T, Bertaccini E, Trudell JR, Harris RA: Anesthetics and ion channels: molecular models and sites of action. Annu Rev Pharmacol Toxicol. 2001;41:23-51. [PubMed:11264449 ]

Showing metabocard for Talbutal (HMDB0014451)

MOL for HMDB0014451 (Talbutal)

3D MOL for HMDB0014451 (Talbutal)

3D SDF for HMDB0014451 (Talbutal)

3D-SDF for HMDB0014451 (Talbutal)

PDB for HMDB0014451 (Talbutal)

3D PDB for HMDB0014451 (Talbutal)

SMILES for HMDB0014451 (Talbutal)

INCHI for HMDB0014451 (Talbutal)

Structure for HMDB0014451 (Talbutal)

3D Structure for HMDB0014451 (Talbutal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

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