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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 15:16:50 UTC

Update Date

2022-03-07 02:51:43 UTC

HMDB ID

HMDB0014737

Secondary Accession Numbers

HMDB14737

Metabolite Identification

Common Name

Thiopental

Description

Thiopental, also known as (+-)-thiopental or penthiobarbital, belongs to the class of organic compounds known as thiobarbituric acid derivatives. These are organic compounds containing a 2-thioxodihydropyrimidine-4,6(1H,5H)-dione skeleton. Thiopental is a drug which is used for use as the sole anesthetic agent for brief (15 minute) procedures, for induction of anesthesia prior to administration of other anesthetic agents, to supplement regional anesthesia, to provide hypnosis during balanced anesthesia with other agents for analgesia or muscle relaxation, for the control of convulsive states during or following inhalation anesthesia or local anesthesia, in neurosurgical patients with increased intracranial pressure, and for narcoanalysis and narcosynthesis in psychiatric disorders. Thiopental is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Thiopental.

Structure

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

HMDB0243527
     RDKit          3D
5-Ethyl-5-[(2S)-pentan-2-yl]-2-sulfanylidene-1,3-diazinane-4,6-dione
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.6533   -0.3943    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7547   -0.0803   -0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3106   -0.4212   -0.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5286    0.2411    0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0380   -0.0857    1.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9509   -0.0725    0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1408   -1.5533    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6126   -1.9259    0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5742    0.4532   -1.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8883   -0.2644   -2.0735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8133    1.8485   -1.1890 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411    2.6391   -0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2186    4.2655   -0.1113 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8259    2.0067    1.2461 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5869    0.5994    1.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9132   -0.0217    2.3645 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3538   -1.2294    0.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0324    0.5030    0.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6280   -0.7879   -0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1231   -0.6438   -1.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8502    1.0256   -1.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779   -0.2839   -1.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2892   -1.5604   -0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6004    1.3728    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887    0.4277    1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3505    0.2913    2.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116   -1.1798    1.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7645   -1.8468    1.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6509   -2.0959   -0.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2119   -1.2098    0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7076   -2.9178    0.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9700   -2.0144   -0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9030    2.3374   -2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171    2.5776    2.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
 11 33  1  0
 14 34  1  0
M  END

599
  Mrv0541 02231214482D          

 16 16  0  0  1  0            999 V2000
    3.0791   -2.6665    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.1915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.1915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.4290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.4290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916    0.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6665    0.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3166    0.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415    0.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  2  0  0  0  0
  2 10  2  0  0  0  0
  3 11  2  0  0  0  0
  4 10  1  0  0  0  0
  4 15  1  0  0  0  0
  5 11  1  0  0  0  0
  5 15  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  9 14  1  0  0  0  0
 13 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014737

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H18N2O2S/c1-4-6-7(3)11(5-2)8(14)12-10(16)13-9(11)15/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16)

> <INCHI_KEY>
IUJDSEJGGMCXSG-UHFFFAOYSA-N

> <FORMULA>
C11H18N2O2S

> <MOLECULAR_WEIGHT>
242.338

> <EXACT_MASS>
242.10889852

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
25.704873629728787

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-ethyl-5-(pentan-2-yl)-2-sulfanylidene-1,3-diazinane-4,6-dione

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
2.783120831

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.722057532115093

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.2004941611999715

> <JCHEM_PKA_STRONGEST_BASIC>
-2.999995810239616

> <JCHEM_POLAR_SURFACE_AREA>
58.2

> <JCHEM_REFRACTIVITY>
65.99380000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thiopental

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0243527
     RDKit          3D
5-Ethyl-5-[(2S)-pentan-2-yl]-2-sulfanylidene-1,3-diazinane-4,6-dione
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.6533   -0.3943    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7547   -0.0803   -0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3106   -0.4212   -0.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5286    0.2411    0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0380   -0.0857    1.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9509   -0.0725    0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1408   -1.5533    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6126   -1.9259    0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5742    0.4532   -1.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8883   -0.2644   -2.0735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8133    1.8485   -1.1890 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411    2.6391   -0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2186    4.2655   -0.1113 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8259    2.0067    1.2461 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5869    0.5994    1.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9132   -0.0217    2.3645 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3538   -1.2294    0.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0324    0.5030    0.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6280   -0.7879   -0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1231   -0.6438   -1.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8502    1.0256   -1.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779   -0.2839   -1.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2892   -1.5604   -0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6004    1.3728    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887    0.4277    1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3505    0.2913    2.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116   -1.1798    1.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7645   -1.8468    1.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6509   -2.0959   -0.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2119   -1.2098    0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7076   -2.9178    0.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9700   -2.0144   -0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9030    2.3374   -2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171    2.5776    2.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
 11 33  1  0
 14 34  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 599                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       5.748  -4.977   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       8.415  -0.357   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.080  -0.357   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       7.081  -2.667   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       4.414  -2.667   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.748  -0.357   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.518   0.976   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.748   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.977   0.976   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.081  -1.127   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.414  -1.127   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.058   0.976   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.518   3.644   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.437   0.976   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.748  -3.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.748   4.977   0.000  0.00  0.00           C+0
CONECT    1   15                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   10   15                                                       
CONECT    5   11   15                                                       
CONECT    6    7    9   10   11                                             
CONECT    7    6    8   12                                                  
CONECT    8    7   13                                                       
CONECT    9    6   14                                                       
CONECT   10    2    4    6                                                  
CONECT   11    3    5    6                                                  
CONECT   12    7                                                            
CONECT   13    8   16                                                       
CONECT   14    9                                                            
CONECT   15    1    4    5                                                  
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0243527
HETATM    1  C1  UNL     1       3.653  -0.394   0.145  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.755  -0.080  -0.982  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.311  -0.421  -0.872  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.529   0.241   0.186  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.038  -0.086   1.553  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.951  -0.073   0.131  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.141  -1.553   0.285  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.613  -1.926   0.240  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.574   0.453  -1.114  1.00  0.00           C  
HETATM   10  O1  UNL     1      -1.888  -0.264  -2.074  1.00  0.00           O  
HETATM   11  N1  UNL     1      -1.813   1.849  -1.189  1.00  0.00           N  
HETATM   12  C10 UNL     1      -1.941   2.639  -0.015  1.00  0.00           C  
HETATM   13  S1  UNL     1      -2.219   4.266  -0.111  1.00  0.00           S  
HETATM   14  N2  UNL     1      -1.826   2.007   1.246  1.00  0.00           N  
HETATM   15  C11 UNL     1      -1.587   0.599   1.321  1.00  0.00           C  
HETATM   16  O2  UNL     1      -1.913  -0.022   2.365  1.00  0.00           O  
HETATM   17  H1  UNL     1       3.354  -1.229   0.784  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.032   0.503   0.714  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.628  -0.788  -0.329  1.00  0.00           H  
HETATM   20  H4  UNL     1       3.123  -0.644  -1.905  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.850   1.026  -1.206  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.878  -0.284  -1.899  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.289  -1.560  -0.765  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.600   1.373   0.091  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.989   0.428   1.762  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.351   0.291   2.359  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.212  -1.180   1.694  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.764  -1.847   1.274  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.651  -2.096  -0.557  1.00  0.00           H  
HETATM   30  H14 UNL     1      -3.212  -1.210   0.827  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.708  -2.918   0.718  1.00  0.00           H  
HETATM   32  H16 UNL     1      -2.970  -2.014  -0.812  1.00  0.00           H  
HETATM   33  H17 UNL     1      -1.903   2.337  -2.136  1.00  0.00           H  
HETATM   34  H18 UNL     1      -1.917   2.578   2.133  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5    6   24
CONECT    5   25   26   27
CONECT    6    7    9   15
CONECT    7    8   28   29
CONECT    8   30   31   32
CONECT    9   10   10   11
CONECT   11   12   33
CONECT   12   13   13   14
CONECT   14   15   34
CONECT   15   16   16
END

HMDB0243527
     RDKit          3D
5-Ethyl-5-[(2S)-pentan-2-yl]-2-sulfanylidene-1,3-diazinane-4,6-dione
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.6533   -0.3943    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7547   -0.0803   -0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3106   -0.4212   -0.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5286    0.2411    0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0380   -0.0857    1.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9509   -0.0725    0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1408   -1.5533    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6126   -1.9259    0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5742    0.4532   -1.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8883   -0.2644   -2.0735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8133    1.8485   -1.1890 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411    2.6391   -0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2186    4.2655   -0.1113 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8259    2.0067    1.2461 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5869    0.5994    1.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9132   -0.0217    2.3645 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3538   -1.2294    0.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0324    0.5030    0.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6280   -0.7879   -0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1231   -0.6438   -1.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8502    1.0256   -1.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779   -0.2839   -1.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2892   -1.5604   -0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6004    1.3728    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887    0.4277    1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3505    0.2913    2.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116   -1.1798    1.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7645   -1.8468    1.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6509   -2.0959   -0.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2119   -1.2098    0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7076   -2.9178    0.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9700   -2.0144   -0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9030    2.3374   -2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171    2.5776    2.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
 11 33  1  0
 14 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+-)-Thiopental	ChEBI
2-Thio-5-ethyl-5-sec-pentylbarbituric acid	ChEBI
5-Ethyl-5-(1-methyl-butyl)-2-thioxo-dihydro-pyrimidine-4,6-dione	ChEBI
Penthiobarbital	ChEBI
Pentothiobarbital	ChEBI
Thiopentobarbital	ChEBI
Thiopentobarbitone	ChEBI
Thiopentobarbituric acid	ChEBI
Thiopentone	ChEBI
2-Thio-5-ethyl-5-sec-pentylbarbitate	Generator
2-Thio-5-ethyl-5-sec-pentylbarbitic acid	Generator
Thiopentobarbitate	Generator
Thiopentobarbitic acid	Generator
Pentothal	HMDB
Thiomebumal	HMDB
Thionembutal	HMDB
Altana pharma brand OF thiopental sodium	HMDB
Braun brand OF thiopental sodium	HMDB
Nesdonal	HMDB
Nycomed brand OF thiopental sodium	HMDB
Rhone merieux brand OF thiopental sodium	HMDB
Thiopental nycomed	HMDB
Abbott brand OF thiopental sodium	HMDB
Bomathal	HMDB
Pharmtech brand OF thiopental sodium	HMDB
Pisa brand OF thiopental sodium	HMDB
Thiopental sodium	HMDB
Merial brand OF thiopental sodium	HMDB
Tiobarbital braun	HMDB
Pentothal sodico	HMDB
Sodipental	HMDB
Trapanal	HMDB

Chemical Formula

C₁₁H₁₈N₂O₂S

Average Molecular Weight

242.338

Monoisotopic Molecular Weight

242.10889852

IUPAC Name

5-ethyl-5-(pentan-2-yl)-2-sulfanylidene-1,3-diazinane-4,6-dione

Traditional Name

thiopental

CAS Registry Number

76-75-5

SMILES

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

InChI Identifier

InChI=1S/C11H18N2O2S/c1-4-6-7(3)11(5-2)8(14)12-10(16)13-9(11)15/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16)

InChI Key

IUJDSEJGGMCXSG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thiobarbituric acid derivatives. These are organic compounds containing a 2-thioxodihydropyrimidine-4,6(1H,5H)-dione skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Thiobarbituric acid derivatives

Alternative Parents

Substituents

Thiobarbiturate
1,3-diazinane
Thiourea
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

barbiturates (CHEBI:102166 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014737)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

anticonvulsant (HMDB: HMDB0014737)
sedative (HMDB: HMDB0014737)
intravenous anaesthetic (HMDB: HMDB0014737)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	295.00 to 296.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.04 g/L	Not Available
LogP	2.3	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.04 g/L	ALOGPS
logP	3.05	ALOGPS
logP	2.78	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	7.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.2 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	65.99 m³·mol⁻¹	ChemAxon
Polarizability	25.7 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]+	156.669	31661259
DarkChem	[M-H]-	151.612	31661259
DeepCCS	[M+H]+	156.023	30932474
DeepCCS	[M-H]-	152.521	30932474
DeepCCS	[M-2H]-	188.978	30932474
DeepCCS	[M+Na]+	164.606	30932474
AllCCS	[M+H]+	154.8	32859911
AllCCS	[M+H-H2O]+	151.2	32859911
AllCCS	[M+NH4]+	158.2	32859911
AllCCS	[M+Na]+	159.2	32859911
AllCCS	[M-H]-	158.1	32859911
AllCCS	[M+Na-2H]-	158.9	32859911
AllCCS	[M+HCOO]-	159.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thiopental	CCCC(C)C1(CC)C(=O)NC(=S)NC1=O	3481.7	Standard polar	33892256
Thiopental	CCCC(C)C1(CC)C(=O)NC(=S)NC1=O	1791.8	Standard non polar	33892256
Thiopental	CCCC(C)C1(CC)C(=O)NC(=S)NC1=O	1995.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Thiopental,1TMS,isomer #1	CCCC(C)C1(CC)C(=O)NC(=S)N([Si](C)(C)C)C1=O	1865.2	Semi standard non polar	33892256
Thiopental,1TMS,isomer #1	CCCC(C)C1(CC)C(=O)NC(=S)N([Si](C)(C)C)C1=O	2031.4	Standard non polar	33892256
Thiopental,1TMS,isomer #1	CCCC(C)C1(CC)C(=O)NC(=S)N([Si](C)(C)C)C1=O	2994.8	Standard polar	33892256
Thiopental,2TMS,isomer #1	CCCC(C)C1(CC)C(=O)N([Si](C)(C)C)C(=S)N([Si](C)(C)C)C1=O	1865.7	Semi standard non polar	33892256
Thiopental,2TMS,isomer #1	CCCC(C)C1(CC)C(=O)N([Si](C)(C)C)C(=S)N([Si](C)(C)C)C1=O	2046.7	Standard non polar	33892256
Thiopental,2TMS,isomer #1	CCCC(C)C1(CC)C(=O)N([Si](C)(C)C)C(=S)N([Si](C)(C)C)C1=O	2500.6	Standard polar	33892256
Thiopental,1TBDMS,isomer #1	CCCC(C)C1(CC)C(=O)NC(=S)N([Si](C)(C)C(C)(C)C)C1=O	2064.0	Semi standard non polar	33892256
Thiopental,1TBDMS,isomer #1	CCCC(C)C1(CC)C(=O)NC(=S)N([Si](C)(C)C(C)(C)C)C1=O	2259.4	Standard non polar	33892256
Thiopental,1TBDMS,isomer #1	CCCC(C)C1(CC)C(=O)NC(=S)N([Si](C)(C)C(C)(C)C)C1=O	3019.9	Standard polar	33892256
Thiopental,2TBDMS,isomer #1	CCCC(C)C1(CC)C(=O)N([Si](C)(C)C(C)(C)C)C(=S)N([Si](C)(C)C(C)(C)C)C1=O	2284.1	Semi standard non polar	33892256
Thiopental,2TBDMS,isomer #1	CCCC(C)C1(CC)C(=O)N([Si](C)(C)C(C)(C)C)C(=S)N([Si](C)(C)C(C)(C)C)C1=O	2480.0	Standard non polar	33892256
Thiopental,2TBDMS,isomer #1	CCCC(C)C1(CC)C(=O)N([Si](C)(C)C(C)(C)C)C(=S)N([Si](C)(C)C(C)(C)C)C1=O	2620.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Thiopental GC-MS (Non-derivatized) - 70eV, Positive	splash10-00bc-9240000000-1417d556dd6b075ba8eb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thiopental GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thiopental GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0596-9600000000-1b2c7562818b87a3dce1	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 - Thiopental LC-ESI-ITFT , negative-QTOF	splash10-0udi-0900000000-2256e1984e122af286e5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiopental LC-ESI-ITFT , negative-QTOF	splash10-0006-0090000000-c8a2b96397abdac51af0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiopental LC-ESI-ITFT , negative-QTOF	splash10-0006-4090000000-3397f51adf5ac5e26757	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiopental LC-ESI-ITFT , negative-QTOF	splash10-0a4i-9010000000-2049e423160775847315	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiopental LC-ESI-ITFT , negative-QTOF	splash10-0a4i-9000000000-e858eafc5134f3cf550e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiopental LC-ESI-ITFT , negative-QTOF	splash10-0a4i-9000000000-aed0d4351672086bb8bf	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiopental LC-ESI-ITFT , negative-QTOF	splash10-0a4i-9000000000-aed0d4351672086bb8bf	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiopental LC-ESI-ITFT , negative-QTOF	splash10-0006-0090000000-0da49458314b6213fc56	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiopental LC-ESI-ITFT , negative-QTOF	splash10-0006-4090000000-5e98b0adc2fa68ac83f3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiopental LC-ESI-ITFT , negative-QTOF	splash10-0a4i-9000000000-35496d92c575e3289c20	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiopental LC-ESI-ITFT , negative-QTOF	splash10-0a4i-9000000000-aed0d4351672086bb8bf	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiopental LC-ESI-ITFT , negative-QTOF	splash10-0a4i-9000000000-e858eafc5134f3cf550e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiopental LC-ESI-ITFT , negative-QTOF	splash10-0a4i-9000000000-e858eafc5134f3cf550e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiopental LC-ESI-ITFT , negative-QTOF	splash10-0udi-0900000000-2f4595765496ded39eec	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiopental 10V, Positive-QTOF	splash10-0006-1290000000-56a5ebd429075bcf94ed	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiopental 20V, Positive-QTOF	splash10-01ox-1960000000-7b820ca9f1a89eb04af1	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiopental 40V, Positive-QTOF	splash10-01bc-9100000000-fd47f0d49141ce724db7	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiopental 10V, Negative-QTOF	splash10-0007-3980000000-015294919b010d958051	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiopental 20V, Negative-QTOF	splash10-0a4i-9000000000-5046a8c65e5598a59005	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiopental 40V, Negative-QTOF	splash10-0a4i-9200000000-b61e997b758e9e8e7bde	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiopental 10V, Positive-QTOF	splash10-00di-0930000000-6c582f8c06229e7e804c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiopental 20V, Positive-QTOF	splash10-00di-1930000000-f883235e554c70bfee48	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiopental 40V, Positive-QTOF	splash10-05fs-4900000000-a6d44c5fa216c05bbc32	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiopental 10V, Negative-QTOF	splash10-0006-0190000000-1e7490fbe84a7fcb8ef8	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiopental 20V, Negative-QTOF	splash10-052f-9000000000-ad244fddfe2755e5d199	2021-10-11	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 DB00599	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00599	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

DB00599

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2272258

KEGG Compound ID

C07521

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Sodium thiopental

METLIN ID

Not Available

PubChem Compound

3000715

PDB ID

Not Available

ChEBI ID

102166

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1621611

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Bory C, Chantin C, Boulieu R, Cotte J, Berthier JC, Fraisse D, Bobenrieth MJ: [Use of thiopental in man. Determination of this drug and its metabolites in plasma and urine by liquid phase chromatography and mass spectrometry]. C R Acad Sci III. 1986;303(1):7-12. [PubMed:3093002 ]
Morgan DJ, Blackman GL, Paull JD, Wolf LJ: Pharmacokinetics and plasma binding of thiopental. II: Studies at cesarean section. Anesthesiology. 1981 Jun;54(6):474-80. [PubMed:7235275 ]
WINTERS WD, SPECTOR E, WALLACH DP, SHIDEMAN FE: Metabolism of thiopental-S35 and thiopental-2-C14 by a rat liver mince and identification of pentobarbital as a major metabolite. J Pharmacol Exp Ther. 1955 Jul;114(3):343-57. [PubMed:13243246 ]
Perez-Barcena J, Barcelo B, Homar J, Abadal JM, Molina FJ, de la Pena A, Sahuquillo J, Ibanez J: [Comparison of the effectiveness of pentobarbital and thiopental in patients with refractory intracranial hypertension. Preliminary report of 20 patients]. Neurocirugia (Astur). 2005 Feb;16(1):5-12; discussion 12-3. [PubMed:15756405 ]

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

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

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 performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

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 ]

Enzyme Details

2. Cytochrome P450 2E1

General function:: Involved in monooxygenase activity
Specific function:: Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:: CYP2E1
Uniprot ID:: P05181
Molecular weight:: 56848.42

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 ]

Enzyme Details

3. 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

4. Fatty-acid amide hydrolase 1

General function:: Involved in carbon-nitrogen ligase activity, with glutamine as amido-N-donor
Specific function:: Degrades bioactive fatty acid amides like oleamide, the endogenous cannabinoid, anandamide and myristic amide to their corresponding acids, thereby serving to terminate the signaling functions of these molecules. Hydrolyzes polyunsaturated substrate anandamide preferentially as compared to monounsaturated substrates.
Gene Name:: FAAH
Uniprot ID:: O00519
Molecular weight:: 63065.28

References

Patel S, Wohlfeil ER, Rademacher DJ, Carrier EJ, Perry LJ, Kundu A, Falck JR, Nithipatikom K, Campbell WB, Hillard CJ: The general anesthetic propofol increases brain N-arachidonylethanolamine (anandamide) content and inhibits fatty acid amide hydrolase. Br J Pharmacol. 2003 Jul;139(5):1005-13. [PubMed:12839875 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

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 ]
Grasshoff C, Netzhammer N, Schweizer J, Antkowiak B, Hentschke H: Depression of spinal network activity by thiopental: shift from phasic to tonic GABA(A) receptor-mediated inhibition. Neuropharmacology. 2008 Oct;55(5):793-802. doi: 10.1016/j.neuropharm.2008.06.026. Epub 2008 Jun 21. [PubMed:18619475 ]

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.

Show all enzymes and transporters

Showing metabocard for Thiopental (HMDB0014737)

MOL for HMDB0014737 (Thiopental)

3D MOL for HMDB0014737 (Thiopental)

3D SDF for HMDB0014737 (Thiopental)

3D-SDF for HMDB0014737 (Thiopental)

PDB for HMDB0014737 (Thiopental)

3D PDB for HMDB0014737 (Thiopental)

SMILES for HMDB0014737 (Thiopental)

INCHI for HMDB0014737 (Thiopental)

Structure for HMDB0014737 (Thiopental)

3D Structure for HMDB0014737 (Thiopental)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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