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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (14) Show 14 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:32 UTC

Update Date

2021-09-14 15:47:46 UTC

HMDB ID

HMDB0013940

Secondary Accession Numbers

HMDB13940

Metabolite Identification

Common Name

3'-Hydroxyhexobarbital

Description

3'-Hydroxyhexobarbital 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. 3'-Hydroxyhexobarbital is an extremely weak basic (essentially neutral) compound (based on its pKa). 3'-Hydroxyhexobarbital is only found in individuals that have used or taken Hexobarbital.

Structure

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

HMDB0013940
     RDKit          3D
3'-Hydroxyhexobarbital
 34 35  0  0  0  0  0  0  0  0999 V2000
    3.7780    1.1990   -0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8363    0.1604   -0.0784 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2918   -1.1596    0.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5330   -1.4642    0.0599 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3549   -2.1516    0.4322 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9648   -1.8811    0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2221   -2.8848    0.4537 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4866   -0.5198    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6828   -0.1939    2.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8681   -0.1975    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6796   -0.9475   -0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0621   -0.5188   -0.7900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5631   -1.3301   -1.7974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915    0.9260   -1.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1635    1.8154   -0.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4456    1.1478    0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4510    0.4205    0.0188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9774    1.4626   -0.4784 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2800    2.1840   -0.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6089    1.1257    0.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1168    1.1290   -1.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7365   -3.1357    0.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3170   -0.4400    2.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7983    0.8889    2.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4952   -0.7799    2.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3696   -1.8994   -0.7538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7197   -0.6432    0.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2574   -2.2677   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1399    1.2757   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7463    0.9474   -2.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4980    2.4073   -1.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8309    2.5902    0.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984    0.9076    1.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6635    1.8271    1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
  8 17  1  0
 17 18  2  0
 17  2  1  0
 16 10  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
M  END


  Mrv0541 06191310332D          

 18 19  0  0  0  0            999 V2000
    7.2885   -3.8225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1463   -3.8225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7175   -6.2974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0029   -5.0599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4319   -5.0599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0029   -4.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4319   -4.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7175   -5.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2885   -5.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7175   -2.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4321   -2.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4321   -1.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7176   -1.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0031   -1.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0031   -2.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7175   -3.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0831   -3.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1465   -1.3476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0  0  0  0
  2  7  2  0  0  0  0
  3  8  2  0  0  0  0
  4  6  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 10  1  0  0  0  0
 16 10  1  0  0  0  0
 16  7  1  0  0  0  0
 16  6  1  0  0  0  0
 16 17  1  0  0  0  0
 12 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013940

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(=O)NC(=O)C(C)(C2=CC(O)CCC2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H16N2O4/c1-12(7-4-3-5-8(15)6-7)9(16)13-11(18)14(2)10(12)17/h6,8,15H,3-5H2,1-2H3,(H,13,16,18)

> <INCHI_KEY>
YHCGILGEMWNROZ-UHFFFAOYSA-N

> <FORMULA>
C12H16N2O4

> <MOLECULAR_WEIGHT>
252.2664

> <EXACT_MASS>
252.11100701

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
24.970190577040587

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.21

> <JCHEM_LOGP>
0.01681086133333326

> <ALOGPS_LOGS>
-1.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.637840604318423

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.40509330871176

> <JCHEM_PKA_STRONGEST_BASIC>
-1.645008519709822

> <JCHEM_POLAR_SURFACE_AREA>
86.71000000000001

> <JCHEM_REFRACTIVITY>
63.4629

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.17e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(3-hydroxycyclohex-1-en-1-yl)-1,5-dimethyl-1,3-diazinane-2,4,6-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013940
     RDKit          3D
3'-Hydroxyhexobarbital
 34 35  0  0  0  0  0  0  0  0999 V2000
    3.7780    1.1990   -0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8363    0.1604   -0.0784 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2918   -1.1596    0.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5330   -1.4642    0.0599 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3549   -2.1516    0.4322 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9648   -1.8811    0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2221   -2.8848    0.4537 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4866   -0.5198    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6828   -0.1939    2.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8681   -0.1975    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6796   -0.9475   -0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0621   -0.5188   -0.7900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5631   -1.3301   -1.7974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915    0.9260   -1.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1635    1.8154   -0.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4456    1.1478    0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4510    0.4205    0.0188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9774    1.4626   -0.4784 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2800    2.1840   -0.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6089    1.1257    0.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1168    1.1290   -1.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7365   -3.1357    0.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3170   -0.4400    2.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7983    0.8889    2.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4952   -0.7799    2.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3696   -1.8994   -0.7538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7197   -0.6432    0.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2574   -2.2677   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1399    1.2757   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7463    0.9474   -2.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4980    2.4073   -1.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8309    2.5902    0.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984    0.9076    1.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6635    1.8271    1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
  8 17  1  0
 17 18  2  0
 17  2  1  0
 16 10  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
M  END

HEADER    PROTEIN                                 19-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-13         0                                  
HETATM    1  O   UNK     0      13.605  -7.135   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      18.940  -7.135   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      16.273 -11.755   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      14.939  -9.445   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      17.606  -9.445   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      14.939  -7.905   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.606  -7.905   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.273 -10.215   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.605 -10.215   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.273  -5.595   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.607  -4.825   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.607  -3.285   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.273  -2.515   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.939  -3.285   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.939  -4.825   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.273  -7.135   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.088  -6.055   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      18.940  -2.515   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3    8                                                            
CONECT    4    6    8    9                                                  
CONECT    5    7    8                                                       
CONECT    6    1    4   16                                                  
CONECT    7    2    5   16                                                  
CONECT    8    3    4    5                                                  
CONECT    9    4                                                            
CONECT   10   11   15   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   10    7    6   17                                             
CONECT   17   16                                                            
CONECT   18   12                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0013940
HETATM    1  C1  UNL     1       3.778   1.199  -0.385  1.00  0.00           C  
HETATM    2  N1  UNL     1       2.836   0.160  -0.078  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.292  -1.160   0.134  1.00  0.00           C  
HETATM    4  O1  UNL     1       4.533  -1.464   0.060  1.00  0.00           O  
HETATM    5  N2  UNL     1       2.355  -2.152   0.432  1.00  0.00           N  
HETATM    6  C3  UNL     1       0.965  -1.881   0.530  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.222  -2.885   0.454  1.00  0.00           O  
HETATM    8  C4  UNL     1       0.487  -0.520   0.710  1.00  0.00           C  
HETATM    9  C5  UNL     1       0.683  -0.194   2.203  1.00  0.00           C  
HETATM   10  C6  UNL     1      -0.868  -0.197   0.293  1.00  0.00           C  
HETATM   11  C7  UNL     1      -1.680  -0.948  -0.414  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.062  -0.519  -0.790  1.00  0.00           C  
HETATM   13  O3  UNL     1      -3.563  -1.330  -1.797  1.00  0.00           O  
HETATM   14  C9  UNL     1      -3.092   0.926  -1.225  1.00  0.00           C  
HETATM   15  C10 UNL     1      -2.164   1.815  -0.451  1.00  0.00           C  
HETATM   16  C11 UNL     1      -1.446   1.148   0.668  1.00  0.00           C  
HETATM   17  C12 UNL     1       1.451   0.421   0.019  1.00  0.00           C  
HETATM   18  O4  UNL     1       0.977   1.463  -0.478  1.00  0.00           O  
HETATM   19  H1  UNL     1       3.280   2.184  -0.281  1.00  0.00           H  
HETATM   20  H2  UNL     1       4.609   1.126   0.335  1.00  0.00           H  
HETATM   21  H3  UNL     1       4.117   1.129  -1.438  1.00  0.00           H  
HETATM   22  H4  UNL     1       2.737  -3.136   0.585  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.317  -0.440   2.666  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.798   0.889   2.288  1.00  0.00           H  
HETATM   25  H7  UNL     1       1.495  -0.780   2.635  1.00  0.00           H  
HETATM   26  H8  UNL     1      -1.370  -1.899  -0.754  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.720  -0.643   0.095  1.00  0.00           H  
HETATM   28  H10 UNL     1      -3.257  -2.268  -1.739  1.00  0.00           H  
HETATM   29  H11 UNL     1      -4.140   1.276  -1.238  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.746   0.947  -2.293  1.00  0.00           H  
HETATM   31  H13 UNL     1      -1.498   2.407  -1.110  1.00  0.00           H  
HETATM   32  H14 UNL     1      -2.831   2.590   0.036  1.00  0.00           H  
HETATM   33  H15 UNL     1      -2.198   0.908   1.459  1.00  0.00           H  
HETATM   34  H16 UNL     1      -0.663   1.827   1.047  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   17
CONECT    3    4    4    5
CONECT    5    6   22
CONECT    6    7    7    8
CONECT    8    9   10   17
CONECT    9   23   24   25
CONECT   10   11   11   16
CONECT   11   12   26
CONECT   12   13   14   27
CONECT   13   28
CONECT   14   15   29   30
CONECT   15   16   31   32
CONECT   16   33   34
CONECT   17   18   18
END

HMDB0013940
     RDKit          3D
3'-Hydroxyhexobarbital
 34 35  0  0  0  0  0  0  0  0999 V2000
    3.7780    1.1990   -0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8363    0.1604   -0.0784 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2918   -1.1596    0.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5330   -1.4642    0.0599 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3549   -2.1516    0.4322 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9648   -1.8811    0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2221   -2.8848    0.4537 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4866   -0.5198    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6828   -0.1939    2.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8681   -0.1975    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6796   -0.9475   -0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0621   -0.5188   -0.7900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5631   -1.3301   -1.7974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915    0.9260   -1.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1635    1.8154   -0.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4456    1.1478    0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4510    0.4205    0.0188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9774    1.4626   -0.4784 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2800    2.1840   -0.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6089    1.1257    0.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1168    1.1290   -1.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7365   -3.1357    0.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3170   -0.4400    2.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7983    0.8889    2.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4952   -0.7799    2.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3696   -1.8994   -0.7538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7197   -0.6432    0.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2574   -2.2677   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1399    1.2757   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7463    0.9474   -2.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4980    2.4073   -1.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8309    2.5902    0.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984    0.9076    1.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6635    1.8271    1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
  8 17  1  0
 17 18  2  0
 17  2  1  0
 16 10  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3'-Hydroxyhexobarbital, (R-(r,s))-isomer	HMDB
3'-Hydroxyhexobarbital, (r,s)-(+-)-isomer	HMDB
3'-Hydroxyhexobarbital, (S-(r,r))-isomer	HMDB
3'-Hydroxyhexobarbital, (S-(r,s))-isomer	HMDB
3'-Hydroxyhexobarbitone	HMDB
3'-Hydroxyhexobarbital, (r,r-(+-))-isomer	HMDB
3'-Hydroxyhexobarbital, (R-(r,r))-isomer	HMDB
3'-Hydroxyhexobarbital	MeSH

Chemical Formula

C₁₂H₁₆N₂O₄

Average Molecular Weight

252.2664

Monoisotopic Molecular Weight

252.11100701

IUPAC Name

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

Traditional Name

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

CAS Registry Number

427-29-2

SMILES

CN1C(=O)NC(=O)C(C)(C2=CC(O)CCC2)C1=O

InChI Identifier

InChI=1S/C12H16N2O4/c1-12(7-4-3-5-8(15)6-7)9(16)13-11(18)14(2)10(12)17/h6,8,15H,3-5H2,1-2H3,(H,13,16,18)

InChI Key

YHCGILGEMWNROZ-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
Secondary alcohol
Carbonic acid derivative
Carboxylic acid derivative
Azacycle
Alcohol
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
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)

Organ

Liver (HMDB: HMDB0013940)
Kidney (HMDB: HMDB0013940)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0013940)

Source

Endogenous

Endogenous (HMDB: HMDB0013940)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	8.17 g/L	ALOGPS
logP	0.21	ALOGPS
logP	0.017	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	8.41	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	86.71 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	63.46 m³·mol⁻¹	ChemAxon
Polarizability	24.97 Å³	ChemAxon
Number of Rings	2	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]+	158.683	31661259
DarkChem	[M-H]-	153.577	31661259
DeepCCS	[M+H]+	156.56	30932474
DeepCCS	[M-H]-	154.164	30932474
DeepCCS	[M-2H]-	187.096	30932474
DeepCCS	[M+Na]+	162.578	30932474
AllCCS	[M+H]+	157.3	32859911
AllCCS	[M+H-H2O]+	153.6	32859911
AllCCS	[M+NH4]+	160.7	32859911
AllCCS	[M+Na]+	161.7	32859911
AllCCS	[M-H]-	159.1	32859911
AllCCS	[M+Na-2H]-	159.1	32859911
AllCCS	[M+HCOO]-	159.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.09 minutes	32390414
Predicted by Siyang on May 30, 2022	11.7494 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.48 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2022.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	281.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	137.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	175.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	98.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	394.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	522.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	97.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	950.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	357.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1339.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	282.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	315.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	379.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	183.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	114.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3'-Hydroxyhexobarbital	CN1C(=O)NC(=O)C(C)(C2=CC(O)CCC2)C1=O	3256.1	Standard polar	33892256
3'-Hydroxyhexobarbital	CN1C(=O)NC(=O)C(C)(C2=CC(O)CCC2)C1=O	1977.1	Standard non polar	33892256
3'-Hydroxyhexobarbital	CN1C(=O)NC(=O)C(C)(C2=CC(O)CCC2)C1=O	2106.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3'-Hydroxyhexobarbital,1TMS,isomer #1	CN1C(=O)NC(=O)C(C)(C2=CC(O[Si](C)(C)C)CCC2)C1=O	2211.1	Semi standard non polar	33892256
3'-Hydroxyhexobarbital,1TMS,isomer #2	CN1C(=O)N([Si](C)(C)C)C(=O)C(C)(C2=CC(O)CCC2)C1=O	2140.3	Semi standard non polar	33892256
3'-Hydroxyhexobarbital,2TMS,isomer #1	CN1C(=O)N([Si](C)(C)C)C(=O)C(C)(C2=CC(O[Si](C)(C)C)CCC2)C1=O	2146.7	Semi standard non polar	33892256
3'-Hydroxyhexobarbital,2TMS,isomer #1	CN1C(=O)N([Si](C)(C)C)C(=O)C(C)(C2=CC(O[Si](C)(C)C)CCC2)C1=O	2194.2	Standard non polar	33892256
3'-Hydroxyhexobarbital,2TMS,isomer #1	CN1C(=O)N([Si](C)(C)C)C(=O)C(C)(C2=CC(O[Si](C)(C)C)CCC2)C1=O	2806.8	Standard polar	33892256
3'-Hydroxyhexobarbital,1TBDMS,isomer #1	CN1C(=O)NC(=O)C(C)(C2=CC(O[Si](C)(C)C(C)(C)C)CCC2)C1=O	2439.1	Semi standard non polar	33892256
3'-Hydroxyhexobarbital,1TBDMS,isomer #2	CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C(C)(C2=CC(O)CCC2)C1=O	2366.3	Semi standard non polar	33892256
3'-Hydroxyhexobarbital,2TBDMS,isomer #1	CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C(C)(C2=CC(O[Si](C)(C)C(C)(C)C)CCC2)C1=O	2560.1	Semi standard non polar	33892256
3'-Hydroxyhexobarbital,2TBDMS,isomer #1	CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C(C)(C2=CC(O[Si](C)(C)C(C)(C)C)CCC2)C1=O	2667.3	Standard non polar	33892256
3'-Hydroxyhexobarbital,2TBDMS,isomer #1	CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C(C)(C2=CC(O[Si](C)(C)C(C)(C)C)CCC2)C1=O	2954.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Hydroxyhexobarbital GC-MS (Non-derivatized) - 70eV, Positive	splash10-001d-6690000000-05c18e141ad01a2adfd5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Hydroxyhexobarbital GC-MS (1 TMS) - 70eV, Positive	splash10-062i-9473000000-3374ccd359522e2377a7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Hydroxyhexobarbital 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 - 3'-Hydroxyhexobarbital 10V, Positive-QTOF	splash10-0f79-0090000000-d3579f75324ff06a24ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyhexobarbital 20V, Positive-QTOF	splash10-0f8i-1940000000-84b97a4011e40fccdaa2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyhexobarbital 40V, Positive-QTOF	splash10-0fr6-9210000000-e03f70ca07d3170581db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyhexobarbital 10V, Negative-QTOF	splash10-0pbc-4290000000-ab688bc86fcdc5eba017	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyhexobarbital 20V, Negative-QTOF	splash10-0a59-6900000000-2ae667abb94e9cd35eaf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyhexobarbital 40V, Negative-QTOF	splash10-0006-9200000000-8982cefd0998a1157f87	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyhexobarbital 10V, Positive-QTOF	splash10-0udi-0390000000-87f2b4c898dc17fb4c05	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyhexobarbital 20V, Positive-QTOF	splash10-0pdr-1940000000-69d47b739f3406aeb0e8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyhexobarbital 40V, Positive-QTOF	splash10-0a6r-3900000000-3696f584e9062a652dbd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyhexobarbital 10V, Negative-QTOF	splash10-0udi-0090000000-e9b486d85964be835f03	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyhexobarbital 20V, Negative-QTOF	splash10-0fkc-1950000000-36c968a2e66267914088	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyhexobarbital 40V, Negative-QTOF	splash10-0006-9400000000-d7803e836a7cc1b7f497	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	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

141004

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

160460

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

Only showing the first 10 proteins. There are 14 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Prostaglandin G/H synthase 1

General function:: Involved in peroxidase activity
Specific function:: May play an important role in regulating or promoting cell proliferation in some normal and neoplastically transformed cells.
Gene Name:: PTGS1
Uniprot ID:: P23219
Molecular weight:: 68685.82

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]

Enzyme Details

2. 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

3. 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

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
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

4. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Adedoyin A, Prakash C, O'Shea D, Blair IA, Wilkinson GR: Stereoselective disposition of hexobarbital and its metabolites: relationship to the S-mephenytoin polymorphism in Caucasian and Chinese subjects. Pharmacogenetics. 1994 Feb;4(1):27-38. [PubMed:8004130 ]
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 ]
Lewis DF, Modi S, Dickins M: Structure-activity relationship for human cytochrome P450 substrates and inhibitors. Drug Metab Rev. 2002 Feb-May;34(1-2):69-82. [PubMed:11996013 ]

Enzyme Details

5. 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

Ono S, Hatanaka T, Hotta H, Satoh T, Gonzalez FJ, Tsutsui M: Specificity of substrate and inhibitor probes for cytochrome P450s: evaluation of in vitro metabolism using cDNA-expressed human P450s and human liver microsomes. Xenobiotica. 1996 Jul;26(7):681-93. [PubMed:8819299 ]

Enzyme Details

6. 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

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

7. 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

8. 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

9. 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 ]
Tomlin SL, Jenkins A, Lieb WR, Franks NP: Preparation of barbiturate optical isomers and their effects on GABA(A) receptors. Anesthesiology. 1999 Jun;90(6):1714-22. [PubMed:10360871 ]
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

10. 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 ]

Only showing the first 10 proteins. There are 14 proteins in total.

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Showing metabocard for 3'-Hydroxyhexobarbital (HMDB0013940)

MOL for HMDB0013940 (3'-Hydroxyhexobarbital)

3D MOL for HMDB0013940 (3'-Hydroxyhexobarbital)

3D SDF for HMDB0013940 (3'-Hydroxyhexobarbital)

3D-SDF for HMDB0013940 (3'-Hydroxyhexobarbital)

PDB for HMDB0013940 (3'-Hydroxyhexobarbital)

3D PDB for HMDB0013940 (3'-Hydroxyhexobarbital)

SMILES for HMDB0013940 (3'-Hydroxyhexobarbital)

INCHI for HMDB0013940 (3'-Hydroxyhexobarbital)

Structure for HMDB0013940 (3'-Hydroxyhexobarbital)

3D Structure for HMDB0013940 (3'-Hydroxyhexobarbital)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

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