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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (11) Show 11 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:40 UTC

HMDB ID

HMDB0014562

Secondary Accession Numbers

HMDB14562

Metabolite Identification

Common Name

Secobarbital

Description

Secobarbital is only found in individuals that have used or taken this drug. It is a barbiturate derivative drug. It possesses anaesthetic, anticonvulsant, sedative and hypnotic properties. In the United Kingdom, it was known as Quinalbarbitone. Secobarbital 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

HMDB0014562
     RDKit          3D
Secobarbital
 35 35  0  0  0  0  0  0  0  0999 V2000
   -1.2938    2.4838   -1.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2728    1.7102   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5294    0.2607   -0.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4666   -0.6077    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8927   -0.4694   -0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931   -0.8379   -2.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6594    0.7599   -0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678    1.4063    0.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0075    0.6227    1.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105   -2.0399   -0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1616   -2.8181   -0.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2003   -2.3920    0.0943 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8093   -1.8572    1.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9450   -2.1687    1.6629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581   -0.9382    1.9722 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6384   -0.6099    1.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1984   -0.3688    2.3712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4996    2.0407   -2.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1058    3.5424   -1.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0616    2.1878    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7601    0.0183   -1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5281    0.0875   -0.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4951   -1.3223   -0.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1378    0.0493   -2.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364   -1.0065   -2.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4739   -1.6629   -2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6738    0.5104   -0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2863    1.5649   -1.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2412    1.9091    1.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966    2.3062    0.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9121    0.9346    2.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0566    0.7664    1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8377   -0.4727    1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7584   -3.1006   -0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2945   -0.4884    2.8655 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
  8  9  1  0
  4 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16  4  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
 12 34  1  0
 15 35  1  0
M  END


  Mrv1652305271900282D          

 17 17  0  0  0  0            999 V2000
    0.6195   -3.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0319   -2.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8569   -2.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2695   -1.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8569   -1.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0945   -1.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6820   -2.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0945   -3.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0945   -1.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800   -0.6832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8089   -0.6832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5234   -1.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2379   -0.6832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5234   -1.9208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8089   -2.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8089   -3.1583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6820   -4.0642    0.0000 C   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
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  6 15  1  0  0  0  0
  7  8  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
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17  8  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014562

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(C)C1(CC=C)C(=O)NC(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H18N2O3/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10(12)16/h5,8H,2,4,6-7H2,1,3H3,(H2,13,14,15,16,17)

> <INCHI_KEY>
KQPKPCNLIDLUMF-UHFFFAOYSA-N

> <FORMULA>
C12H18N2O3

> <MOLECULAR_WEIGHT>
238.2829

> <EXACT_MASS>
238.131742452

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
24.328189268450288

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.20

> <JCHEM_LOGP>
2.0338319253333323

> <ALOGPS_LOGS>
-2.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.14833643893834

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.47876687113238

> <JCHEM_POLAR_SURFACE_AREA>
75.27000000000001

> <JCHEM_REFRACTIVITY>
62.64800000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.21e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
secobarbital

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014562
     RDKit          3D
Secobarbital
 35 35  0  0  0  0  0  0  0  0999 V2000
   -1.2938    2.4838   -1.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2728    1.7102   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5294    0.2607   -0.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4666   -0.6077    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8927   -0.4694   -0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931   -0.8379   -2.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6594    0.7599   -0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678    1.4063    0.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0075    0.6227    1.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105   -2.0399   -0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1616   -2.8181   -0.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2003   -2.3920    0.0943 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8093   -1.8572    1.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9450   -2.1687    1.6629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581   -0.9382    1.9722 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6384   -0.6099    1.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1984   -0.3688    2.3712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4996    2.0407   -2.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1058    3.5424   -1.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0616    2.1878    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7601    0.0183   -1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5281    0.0875   -0.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4951   -1.3223   -0.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1378    0.0493   -2.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364   -1.0065   -2.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4739   -1.6629   -2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6738    0.5104   -0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2863    1.5649   -1.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2412    1.9091    1.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966    2.3062    0.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9121    0.9346    2.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0566    0.7664    1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8377   -0.4727    1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7584   -3.1006   -0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2945   -0.4884    2.8655 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
  8  9  1  0
  4 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16  4  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
 12 34  1  0
 15 35  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       1.156  -6.253   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.926  -4.919   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.466  -4.919   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.236  -3.585   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.466  -2.252   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.776  -3.585   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.006  -4.919   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.776  -6.253   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.776  -2.045   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.443  -1.275   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       7.110  -1.275   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       8.444  -2.045   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.777  -1.275   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       8.444  -3.585   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       7.110  -4.355   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.110  -5.895   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.006  -7.587   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    9   15                                             
CONECT    7    6    8                                                       
CONECT    8    7   17                                                       
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15    6   14   16                                                  
CONECT   16   15                                                            
CONECT   17    8                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0014562
HETATM    1  C1  UNL     1      -1.294   2.484  -1.507  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.273   1.710  -0.437  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.529   0.261  -0.571  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.467  -0.608   0.023  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.893  -0.469  -0.522  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.793  -0.838  -2.021  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.659   0.760  -0.457  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.068   1.406   0.797  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.008   0.623   1.680  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.911  -2.040  -0.336  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.162  -2.818  -0.966  1.00  0.00           O  
HETATM   12  N1  UNL     1      -2.200  -2.392   0.094  1.00  0.00           N  
HETATM   13  C11 UNL     1      -2.809  -1.857   1.287  1.00  0.00           C  
HETATM   14  O2  UNL     1      -3.945  -2.169   1.663  1.00  0.00           O  
HETATM   15  N2  UNL     1      -1.958  -0.938   1.972  1.00  0.00           N  
HETATM   16  C12 UNL     1      -0.638  -0.610   1.488  1.00  0.00           C  
HETATM   17  O3  UNL     1       0.198  -0.369   2.371  1.00  0.00           O  
HETATM   18  H1  UNL     1      -1.500   2.041  -2.469  1.00  0.00           H  
HETATM   19  H2  UNL     1      -1.106   3.542  -1.405  1.00  0.00           H  
HETATM   20  H3  UNL     1      -1.062   2.188   0.522  1.00  0.00           H  
HETATM   21  H4  UNL     1      -1.760   0.018  -1.641  1.00  0.00           H  
HETATM   22  H5  UNL     1      -2.528   0.087  -0.063  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.495  -1.322  -0.091  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.138   0.049  -2.622  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.236  -1.007  -2.350  1.00  0.00           H  
HETATM   26  H9  UNL     1       1.474  -1.663  -2.261  1.00  0.00           H  
HETATM   27  H10 UNL     1       2.674   0.510  -0.982  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.286   1.565  -1.139  1.00  0.00           H  
HETATM   29  H12 UNL     1       1.241   1.909   1.369  1.00  0.00           H  
HETATM   30  H13 UNL     1       2.697   2.306   0.480  1.00  0.00           H  
HETATM   31  H14 UNL     1       2.912   0.935   2.727  1.00  0.00           H  
HETATM   32  H15 UNL     1       4.057   0.766   1.351  1.00  0.00           H  
HETATM   33  H16 UNL     1       2.838  -0.473   1.632  1.00  0.00           H  
HETATM   34  H17 UNL     1      -2.758  -3.101  -0.483  1.00  0.00           H  
HETATM   35  H18 UNL     1      -2.294  -0.488   2.866  1.00  0.00           H  
CONECT    1    2    2   18   19
CONECT    2    3   20
CONECT    3    4   21   22
CONECT    4    5   10   16
CONECT    5    6    7   23
CONECT    6   24   25   26
CONECT    7    8   27   28
CONECT    8    9   29   30
CONECT    9   31   32   33
CONECT   10   11   11   12
CONECT   12   13   34
CONECT   13   14   14   15
CONECT   15   16   35
CONECT   16   17   17
END

HMDB0014562
     RDKit          3D
Secobarbital
 35 35  0  0  0  0  0  0  0  0999 V2000
   -1.2938    2.4838   -1.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2728    1.7102   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5294    0.2607   -0.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4666   -0.6077    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8927   -0.4694   -0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931   -0.8379   -2.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6594    0.7599   -0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678    1.4063    0.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0075    0.6227    1.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105   -2.0399   -0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1616   -2.8181   -0.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2003   -2.3920    0.0943 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8093   -1.8572    1.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9450   -2.1687    1.6629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581   -0.9382    1.9722 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6384   -0.6099    1.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1984   -0.3688    2.3712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4996    2.0407   -2.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1058    3.5424   -1.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0616    2.1878    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7601    0.0183   -1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5281    0.0875   -0.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4951   -1.3223   -0.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1378    0.0493   -2.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364   -1.0065   -2.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4739   -1.6629   -2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6738    0.5104   -0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2863    1.5649   -1.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2412    1.9091    1.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966    2.3062    0.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9121    0.9346    2.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0566    0.7664    1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8377   -0.4727    1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7584   -3.1006   -0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2945   -0.4884    2.8655 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
  8  9  1  0
  4 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16  4  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
 12 34  1  0
 15 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+-)-Secobarbital	ChEBI
5-(1-Methylbutyl)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione	ChEBI
5-Allyl-5-(1-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione	ChEBI
5-Allyl-5-(1-methylbutyl)barbituric acid	ChEBI
5-Allyl-5-(1-methylbutyl)pyrimidine-2,4,6(1H,3H,5H)-trione	ChEBI
Quinalbarbitone	ChEBI
Secobarbitalum	ChEBI
Secobarbitone	ChEBI
Seconal	ChEBI
5-Allyl-5-(1-methylbutyl)barbitate	Generator
5-Allyl-5-(1-methylbutyl)barbitic acid	Generator
(+/-)-secobarbital	HMDB
Secobarbitale	HMDB
Sodium quinalbarbitone	HMDB
Sodium secobarbital	HMDB
Ranbaxy brand OF secobarbital sodium	HMDB
Secobarbital sodium	HMDB
Vangard brand OF secobarbital sodium	HMDB
Seconal sodium	HMDB
Sodium, secobarbital	HMDB
Meballymal	HMDB
Sebar	HMDB
Flynn brand OF secobarbital sodium	HMDB

Chemical Formula

C₁₂H₁₈N₂O₃

Average Molecular Weight

238.2829

Monoisotopic Molecular Weight

238.131742452

IUPAC Name

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

Traditional Name

secobarbital

CAS Registry Number

76-73-3

SMILES

CCCC(C)C1(CC=C)C(=O)NC(=O)NC1=O

InChI Identifier

InChI=1S/C12H18N2O3/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10(12)16/h5,8H,2,4,6-7H2,1,3H3,(H2,13,14,15,16,17)

InChI Key

KQPKPCNLIDLUMF-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

barbiturates (CHEBI:9073 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014562)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

sedative (HMDB: HMDB0014562)
anaesthesia adjuvant (HMDB: HMDB0014562)

GABA modulator (HMDB: HMDB0014562)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	100 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.21 g/L	Not Available
LogP	2.3	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.21 g/L	ALOGPS
logP	2.2	ALOGPS
logP	2.03	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	7.48	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.27 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	62.65 m³·mol⁻¹	ChemAxon
Polarizability	24.33 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]+	155.576	31661259
DarkChem	[M-H]-	151.271	31661259
DeepCCS	[M+H]+	156.659	30932474
DeepCCS	[M-H]-	154.301	30932474
DeepCCS	[M-2H]-	188.271	30932474
DeepCCS	[M+Na]+	164.216	30932474
AllCCS	[M+H]+	155.5	32859911
AllCCS	[M+H-H2O]+	151.7	32859911
AllCCS	[M+NH4]+	158.9	32859911
AllCCS	[M+Na]+	159.9	32859911
AllCCS	[M-H]-	157.4	32859911
AllCCS	[M+Na-2H]-	157.9	32859911
AllCCS	[M+HCOO]-	158.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Secobarbital	CCCC(C)C1(CC=C)C(=O)NC(=O)NC1=O	3077.0	Standard polar	33892256
Secobarbital	CCCC(C)C1(CC=C)C(=O)NC(=O)NC1=O	1742.5	Standard non polar	33892256
Secobarbital	CCCC(C)C1(CC=C)C(=O)NC(=O)NC1=O	1766.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Secobarbital,1TMS,isomer #1	C=CCC1(C(C)CCC)C(=O)NC(=O)N([Si](C)(C)C)C1=O	1756.3	Semi standard non polar	33892256
Secobarbital,1TMS,isomer #1	C=CCC1(C(C)CCC)C(=O)NC(=O)N([Si](C)(C)C)C1=O	1919.1	Standard non polar	33892256
Secobarbital,1TMS,isomer #1	C=CCC1(C(C)CCC)C(=O)NC(=O)N([Si](C)(C)C)C1=O	2875.7	Standard polar	33892256
Secobarbital,2TMS,isomer #1	C=CCC1(C(C)CCC)C(=O)N([Si](C)(C)C)C(=O)N([Si](C)(C)C)C1=O	1725.3	Semi standard non polar	33892256
Secobarbital,2TMS,isomer #1	C=CCC1(C(C)CCC)C(=O)N([Si](C)(C)C)C(=O)N([Si](C)(C)C)C1=O	1976.4	Standard non polar	33892256
Secobarbital,2TMS,isomer #1	C=CCC1(C(C)CCC)C(=O)N([Si](C)(C)C)C(=O)N([Si](C)(C)C)C1=O	2387.2	Standard polar	33892256
Secobarbital,1TBDMS,isomer #1	C=CCC1(C(C)CCC)C(=O)NC(=O)N([Si](C)(C)C(C)(C)C)C1=O	1961.0	Semi standard non polar	33892256
Secobarbital,1TBDMS,isomer #1	C=CCC1(C(C)CCC)C(=O)NC(=O)N([Si](C)(C)C(C)(C)C)C1=O	2139.2	Standard non polar	33892256
Secobarbital,1TBDMS,isomer #1	C=CCC1(C(C)CCC)C(=O)NC(=O)N([Si](C)(C)C(C)(C)C)C1=O	2900.6	Standard polar	33892256
Secobarbital,2TBDMS,isomer #1	C=CCC1(C(C)CCC)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2172.7	Semi standard non polar	33892256
Secobarbital,2TBDMS,isomer #1	C=CCC1(C(C)CCC)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2391.8	Standard non polar	33892256
Secobarbital,2TBDMS,isomer #1	C=CCC1(C(C)CCC)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2527.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Secobarbital EI-B (Non-derivatized)	splash10-0006-9400000000-7060c19b726fabf79a65	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Secobarbital CI-B (Non-derivatized)	splash10-000i-0090000000-cd7b7b08df2b25a36a42	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Secobarbital EI-B (Non-derivatized)	splash10-0006-9400000000-7060c19b726fabf79a65	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Secobarbital CI-B (Non-derivatized)	splash10-000i-0090000000-cd7b7b08df2b25a36a42	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Secobarbital GC-MS (Non-derivatized) - 70eV, Positive	splash10-00fv-9640000000-bd64b937d195fac13712	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Secobarbital GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-014i-6900000000-eb3ae85faebb012ef83b	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Secobarbital LC-ESI-QFT , negative-QTOF	splash10-000i-0190000000-db13804e78045568d611	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Secobarbital 10V, Negative-QTOF	splash10-000i-0290000000-d86de671e312eea0a25a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Secobarbital 35V, Negative-QTOF	splash10-000f-9560000000-9d9b88d1074bc4050252	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Secobarbital 20V, Positive-QTOF	splash10-001i-0900000000-3ca3c567b6b2968e849d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Secobarbital 10V, Positive-QTOF	splash10-001i-0900000000-66fa917cc18fa12a1e35	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Secobarbital 35V, Negative-QTOF	splash10-000i-0190000000-db13804e78045568d611	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secobarbital 10V, Positive-QTOF	splash10-000i-1190000000-a32998e9d470646171bb	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secobarbital 20V, Positive-QTOF	splash10-014i-1910000000-a7eedca671cea79ccabe	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secobarbital 40V, Positive-QTOF	splash10-008c-9100000000-27475f9b934cbdc3e650	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secobarbital 10V, Negative-QTOF	splash10-0006-8960000000-6fad2b5588666b99e2fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secobarbital 20V, Negative-QTOF	splash10-0006-9710000000-a3d04768b9d678771dd4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secobarbital 40V, Negative-QTOF	splash10-0006-9500000000-aa08a543bafa7b7a22bc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secobarbital 10V, Negative-QTOF	splash10-000i-0090000000-b039560fc84cd32f1088	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secobarbital 20V, Negative-QTOF	splash10-0006-9000000000-91935f76c8fa79268cfc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secobarbital 40V, Negative-QTOF	splash10-0006-9600000000-a49a216554329721fa1b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secobarbital 10V, Positive-QTOF	splash10-014r-0970000000-0de765aed5fb2211edc8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secobarbital 20V, Positive-QTOF	splash10-00kr-1960000000-56c18517e4df3bf96800	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secobarbital 40V, Positive-QTOF	splash10-0ldi-4900000000-03e38b2d7b88e080321d	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

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 DB00418	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00418	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00418

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5005

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Secobarbital

METLIN ID

Not Available

PubChem Compound

5193

PDB ID

Not Available

ChEBI ID

9073

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

Only showing the first 10 proteins. There are 11 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Visser LE, van Schaik RH, Jan Danser AH, Hofman A, Witteman JC, van Duijn CM, Uitterlinden AG, Pols HA, Stricker BH: The risk of myocardial infarction in patients with reduced activity of cytochrome P450 2C9. Pharmacogenet Genomics. 2007 Jul;17(7):473-9. [PubMed:17558303 ]

Enzyme Details

2. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Sakuma T, Ohtake M, Katsurayama Y, Jarukamjorn K, Nemoto N: Induction of CYP1A2 by phenobarbital in the livers of aryl hydrocarbon-responsive and -nonresponsive mice. Drug Metab Dispos. 1999 Mar;27(3):379-84. [PubMed:10064569 ]

Enzyme Details

3. Cytochrome P450 2C8

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

References

Visser LE, van Schaik RH, Jan Danser AH, Hofman A, Witteman JC, van Duijn CM, Uitterlinden AG, Pols HA, Stricker BH: The risk of myocardial infarction in patients with reduced activity of cytochrome P450 2C9. Pharmacogenet Genomics. 2007 Jul;17(7):473-9. [PubMed:17558303 ]

Enzyme Details

4. 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

5. 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

6. 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 ]
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 ]
Peters JA, Kirkness EF, Callachan H, Lambert JJ, Turner AJ: Modulation of the GABAA receptor by depressant barbiturates and pregnane steroids. Br J Pharmacol. 1988 Aug;94(4):1257-69. [PubMed:2850060 ]
Miller LG, Deutsch SI, Greenblatt DJ, Paul SM, Shader RI: Acute barbiturate administration increases benzodiazepine receptor binding in vivo. Psychopharmacology (Berl). 1988;96(3):385-90. [PubMed:2906155 ]
Kirkness EF, Turner AJ: The gamma-aminobutyrate/benzodiazepine receptor from pig brain. Purification and characterization of the receptor complex from cerebral cortex and cerebellum. Biochem J. 1986 Jan 1;233(1):265-70. [PubMed:3006661 ]
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

7. 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

8. 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

9. 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

10. 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 ]

Only showing the first 10 proteins. There are 11 proteins in total.

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Showing metabocard for Secobarbital (HMDB0014562)

MOL for HMDB0014562 (Secobarbital)

3D MOL for HMDB0014562 (Secobarbital)

3D SDF for HMDB0014562 (Secobarbital)

3D-SDF for HMDB0014562 (Secobarbital)

PDB for HMDB0014562 (Secobarbital)

3D PDB for HMDB0014562 (Secobarbital)

SMILES for HMDB0014562 (Secobarbital)

INCHI for HMDB0014562 (Secobarbital)

Structure for HMDB0014562 (Secobarbital)

3D Structure for HMDB0014562 (Secobarbital)

Predicted Collision Cross Sections

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GC-MS Spectra

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