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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4)transporters (1) Show 5 proteins XML

enzymes (4)transporters (1) Show 5 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:57 UTC

HMDB ID

HMDB0015336

Secondary Accession Numbers

HMDB15336

Metabolite Identification

Common Name

Flumazenil

Description

Flumazenil is only found in individuals that have used or taken this drug.Flumazenil, an imidazobenzodiazepine derivative, antagonizes the actions of benzodiazepines on the central nervous system. Flumazenil competitively inhibits the activity at the benzodiazepine recognition site on the GABA/benzodiazepine receptor complex, thereby reversing the effects of benzodiazepine on the central nervous system. Flumazenil is a weak partial agonist in some animal models of activity, but has little or no agonist activity in man.

Structure

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

HMDB0015336
     RDKit          3D
Flumazenil
 36 38  0  0  0  0  0  0  0  0999 V2000
    6.1486    0.4207    0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0652   -0.5693   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8334    0.1536   -0.0087 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6143   -0.4605   -0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6528   -1.6393   -0.6222 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3960    0.3598   -0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3582    1.6636    0.2209 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0984    2.1295    0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6953    1.1077   -0.1076 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0788    0.0048   -0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3695   -1.3500   -0.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4811   -1.8520    0.0178 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2802   -3.1299    0.7186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7457   -1.2275    0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6941   -1.9634    0.5648 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0177    0.1918   -0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3777    0.3859   -0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8223    1.6862   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1604    1.9004   -0.4660 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9016    2.7077   -0.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5276    2.5135   -0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1121    1.2228   -0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7442    1.0819    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3213    1.0506   -0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0705   -0.0859    0.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2013   -0.9330   -1.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0672   -1.4471    0.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2428    3.1212    0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7635   -1.3196   -1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4491   -2.0699   -0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7946   -3.8734    0.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6207   -2.9247    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2693   -3.4839    1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1032   -0.4040   -0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2892    3.6972   -0.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8309    3.3343   -0.5508 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 10  6  2  0
 22 16  1  0
 22  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  8 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 17 34  1  0
 20 35  1  0
 21 36  1  0
M  END

1205
  Mrv0541 02231215192D          

 22 24  0  0  0  0            999 V2000
    1.6500    0.4818    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.0454    1.9376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4456   -1.3934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2562    0.0229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8158   -0.6130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2283    1.1943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7351   -1.5711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5592   -0.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7427    0.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0726   -0.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8889    0.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1244   -0.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4033    1.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9280   -1.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4517   -0.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5863    1.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0718    0.8153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6286   -0.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9421   -0.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4374    0.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2633   -1.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7669   -1.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0  0  0  0
  2 13  2  0  0  0  0
  3 19  1  0  0  0  0
  3 21  1  0  0  0  0
  4 19  2  0  0  0  0
  5  8  1  0  0  0  0
  5 10  1  0  0  0  0
  5 14  1  0  0  0  0
  6  9  1  0  0  0  0
  6 13  1  0  0  0  0
  6 16  1  0  0  0  0
  7 12  1  0  0  0  0
  7 14  2  0  0  0  0
  8  9  1  0  0  0  0
  8 12  2  0  0  0  0
 10 11  2  0  0  0  0
 10 15  1  0  0  0  0
 11 13  1  0  0  0  0
 11 17  1  0  0  0  0
 12 19  1  0  0  0  0
 15 18  2  0  0  0  0
 17 20  2  0  0  0  0
 18 20  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015336

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C1=C2CN(C)C(=O)C3=C(C=CC(F)=C3)N2C=N1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14FN3O3/c1-3-22-15(21)13-12-7-18(2)14(20)10-6-9(16)4-5-11(10)19(12)8-17-13/h4-6,8H,3,7H2,1-2H3

> <INCHI_KEY>
OFBIFZUFASYYRE-UHFFFAOYSA-N

> <FORMULA>
C15H14FN3O3

> <MOLECULAR_WEIGHT>
303.2884

> <EXACT_MASS>
303.101919534

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
29.969481645321714

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 12-fluoro-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,11,13-pentaene-5-carboxylate

> <ALOGPS_LOGP>
1.54

> <JCHEM_LOGP>
0.3279000000000002

> <ALOGPS_LOGS>
-2.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.265186773384684

> <JCHEM_POLAR_SURFACE_AREA>
64.43

> <JCHEM_REFRACTIVITY>
87.92859999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
flumazenil

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015336
     RDKit          3D
Flumazenil
 36 38  0  0  0  0  0  0  0  0999 V2000
    6.1486    0.4207    0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0652   -0.5693   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8334    0.1536   -0.0087 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6143   -0.4605   -0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6528   -1.6393   -0.6222 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3960    0.3598   -0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3582    1.6636    0.2209 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0984    2.1295    0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6953    1.1077   -0.1076 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0788    0.0048   -0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3695   -1.3500   -0.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4811   -1.8520    0.0178 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2802   -3.1299    0.7186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7457   -1.2275    0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6941   -1.9634    0.5648 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0177    0.1918   -0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3777    0.3859   -0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8223    1.6862   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1604    1.9004   -0.4660 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9016    2.7077   -0.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5276    2.5135   -0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1121    1.2228   -0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7442    1.0819    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3213    1.0506   -0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0705   -0.0859    0.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2013   -0.9330   -1.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0672   -1.4471    0.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2428    3.1212    0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7635   -1.3196   -1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4491   -2.0699   -0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7946   -3.8734    0.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6207   -2.9247    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2693   -3.4839    1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1032   -0.4040   -0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2892    3.6972   -0.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8309    3.3343   -0.5508 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 10  6  2  0
 22 16  1  0
 22  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  8 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 17 34  1  0
 20 35  1  0
 21 36  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1205                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0       3.080   0.899   0.000  0.00  0.00           F+0
HETATM    2  O   UNK     0       7.551   3.617   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      13.898  -2.601   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.545   0.043   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       8.989  -1.144   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       9.759   2.229   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      10.706  -2.933   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      10.377  -0.476   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.720   1.025   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.602  -0.476   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.259   1.025   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.432  -1.585   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.219   2.229   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.199  -2.661   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.443  -1.585   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.428   3.617   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.734   1.522   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.907  -1.124   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.959  -1.381   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.550   0.440   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.425  -2.397   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.365  -3.617   0.000  0.00  0.00           C+0
CONECT    1   20                                                            
CONECT    2   13                                                            
CONECT    3   19   21                                                       
CONECT    4   19                                                            
CONECT    5    8   10   14                                                  
CONECT    6    9   13   16                                                  
CONECT    7   12   14                                                       
CONECT    8    5    9   12                                                  
CONECT    9    6    8                                                       
CONECT   10    5   11   15                                                  
CONECT   11   10   13   17                                                  
CONECT   12    7    8   19                                                  
CONECT   13    2    6   11                                                  
CONECT   14    5    7                                                       
CONECT   15   10   18                                                       
CONECT   16    6                                                            
CONECT   17   11   20                                                       
CONECT   18   15   20                                                       
CONECT   19    3    4   12                                                  
CONECT   20    1   17   18                                                  
CONECT   21    3   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0015336
HETATM    1  C1  UNL     1       6.149   0.421   0.258  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.065  -0.569  -0.116  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.833   0.154  -0.009  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.614  -0.460  -0.286  1.00  0.00           C  
HETATM    5  O2  UNL     1       2.653  -1.639  -0.622  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.396   0.360  -0.149  1.00  0.00           C  
HETATM    7  N1  UNL     1       1.358   1.664   0.221  1.00  0.00           N  
HETATM    8  C5  UNL     1       0.098   2.130   0.251  1.00  0.00           C  
HETATM    9  N2  UNL     1      -0.695   1.108  -0.108  1.00  0.00           N  
HETATM   10  C6  UNL     1       0.079   0.005  -0.359  1.00  0.00           C  
HETATM   11  C7  UNL     1      -0.370  -1.350  -0.780  1.00  0.00           C  
HETATM   12  N3  UNL     1      -1.481  -1.852   0.018  1.00  0.00           N  
HETATM   13  C8  UNL     1      -1.280  -3.130   0.719  1.00  0.00           C  
HETATM   14  C9  UNL     1      -2.746  -1.228   0.184  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.694  -1.963   0.565  1.00  0.00           O  
HETATM   16  C10 UNL     1      -3.018   0.192  -0.054  1.00  0.00           C  
HETATM   17  C11 UNL     1      -4.378   0.386  -0.140  1.00  0.00           C  
HETATM   18  C12 UNL     1      -4.822   1.686  -0.378  1.00  0.00           C  
HETATM   19  F1  UNL     1      -6.160   1.900  -0.466  1.00  0.00           F  
HETATM   20  C13 UNL     1      -3.902   2.708  -0.517  1.00  0.00           C  
HETATM   21  C14 UNL     1      -2.528   2.514  -0.431  1.00  0.00           C  
HETATM   22  C15 UNL     1      -2.112   1.223  -0.194  1.00  0.00           C  
HETATM   23  H1  UNL     1       5.744   1.082   1.051  1.00  0.00           H  
HETATM   24  H2  UNL     1       6.321   1.051  -0.642  1.00  0.00           H  
HETATM   25  H3  UNL     1       7.071  -0.086   0.610  1.00  0.00           H  
HETATM   26  H4  UNL     1       5.201  -0.933  -1.164  1.00  0.00           H  
HETATM   27  H5  UNL     1       5.067  -1.447   0.577  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.243   3.121   0.515  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.763  -1.320  -1.837  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.449  -2.070  -0.726  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.795  -3.873   0.052  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.621  -2.925   1.573  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.269  -3.484   1.014  1.00  0.00           H  
HETATM   34  H12 UNL     1      -5.103  -0.404  -0.032  1.00  0.00           H  
HETATM   35  H13 UNL     1      -4.289   3.697  -0.701  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.831   3.334  -0.551  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   10   10
CONECT    7    8    8
CONECT    8    9   28
CONECT    9   10   22
CONECT   10   11
CONECT   11   12   29   30
CONECT   12   13   14
CONECT   13   31   32   33
CONECT   14   15   15   16
CONECT   16   17   17   22
CONECT   17   18   34
CONECT   18   19   20   20
CONECT   20   21   35
CONECT   21   22   22   36
END

HMDB0015336
     RDKit          3D
Flumazenil
 36 38  0  0  0  0  0  0  0  0999 V2000
    6.1486    0.4207    0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0652   -0.5693   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8334    0.1536   -0.0087 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6143   -0.4605   -0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6528   -1.6393   -0.6222 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3960    0.3598   -0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3582    1.6636    0.2209 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0984    2.1295    0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6953    1.1077   -0.1076 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0788    0.0048   -0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3695   -1.3500   -0.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4811   -1.8520    0.0178 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2802   -3.1299    0.7186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7457   -1.2275    0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6941   -1.9634    0.5648 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0177    0.1918   -0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3777    0.3859   -0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8223    1.6862   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1604    1.9004   -0.4660 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9016    2.7077   -0.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5276    2.5135   -0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1121    1.2228   -0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7442    1.0819    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3213    1.0506   -0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0705   -0.0859    0.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2013   -0.9330   -1.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0672   -1.4471    0.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2428    3.1212    0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7635   -1.3196   -1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4491   -2.0699   -0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7946   -3.8734    0.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6207   -2.9247    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2693   -3.4839    1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1032   -0.4040   -0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2892    3.6972   -0.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8309    3.3343   -0.5508 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 10  6  2  0
 22 16  1  0
 22  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  8 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 17 34  1  0
 20 35  1  0
 21 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Anexate	ChEBI
Flumazenilo	ChEBI
Flumazenilum	ChEBI
Lanexat	ChEBI
Romazicon	Kegg
Anexic acid	Generator
Hoffman-la roche brand OF flumazenil	HMDB
Flumazepil	HMDB
Roche brand OF flumazenil	HMDB
Hoffman la roche brand OF flumazenil	HMDB

Chemical Formula

C₁₅H₁₄FN₃O₃

Average Molecular Weight

303.2884

Monoisotopic Molecular Weight

303.101919534

IUPAC Name

ethyl 12-fluoro-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,11,13-pentaene-5-carboxylate

Traditional Name

flumazenil

CAS Registry Number

78755-81-4

SMILES

CCOC(=O)C1=C2CN(C)C(=O)C3=C(C=CC(F)=C3)N2C=N1

InChI Identifier

InChI=1S/C15H14FN3O3/c1-3-22-15(21)13-12-7-18(2)14(20)10-6-9(16)4-5-11(10)19(12)8-17-13/h4-6,8H,3,7H2,1-2H3

InChI Key

OFBIFZUFASYYRE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as imidazo[1,5-a][1,4]benzodiazepines. Imidazo[1,5-a][1,4]benzodiazepines are compounds containing an imidazole ring and a 1,4-benzodiazepine ring system, both sharing one nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

1,4-benzodiazepines

Direct Parent

Imidazo[1,5-a][1,4]benzodiazepines

Alternative Parents

Substituents

Imidazo[1,5-a][1,4]benzodiazepine
Para-diazepine
Imidazole-4-carbonyl group
Aryl fluoride
Aryl halide
Benzenoid
N-substituted imidazole
Azole
Heteroaromatic compound
Vinylogous amide
Tertiary carboxylic acid amide
Imidazole
Carboxamide group
Carboxylic acid ester
Lactam
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organofluoride
Organic oxygen compound
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organofluorine compound (CHEBI:5103 )
ethyl ester (CHEBI:5103 )
organic heterotricyclic compound (CHEBI:5103 )
benzodiazepine (CHEBI:5103 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015336)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	201 - 203 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.04 g/L	Not Available
LogP	1.9	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	165.8	30932474
[M+H]+	Not Available	165.631	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001062

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.04 g/L	ALOGPS
logP	1.54	ALOGPS
logP	0.33	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Basic)	3.27	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	64.43 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	87.93 m³·mol⁻¹	ChemAxon
Polarizability	29.97 Å³	ChemAxon
Number of Rings	3	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
DeepCCS	[M+H]+	178.081	30932474
DeepCCS	[M-H]-	175.723	30932474
DeepCCS	[M-2H]-	209.377	30932474
DeepCCS	[M+Na]+	184.603	30932474
AllCCS	[M+H]+	168.7	32859911
AllCCS	[M+H-H2O]+	165.4	32859911
AllCCS	[M+NH4]+	171.8	32859911
AllCCS	[M+Na]+	172.7	32859911
AllCCS	[M-H]-	171.2	32859911
AllCCS	[M+Na-2H]-	170.8	32859911
AllCCS	[M+HCOO]-	170.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Flumazenil	CCOC(=O)C1=C2CN(C)C(=O)C3=C(C=CC(F)=C3)N2C=N1	3312.2	Standard polar	33892256
Flumazenil	CCOC(=O)C1=C2CN(C)C(=O)C3=C(C=CC(F)=C3)N2C=N1	2410.2	Standard non polar	33892256
Flumazenil	CCOC(=O)C1=C2CN(C)C(=O)C3=C(C=CC(F)=C3)N2C=N1	2506.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Flumazenil GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-3490000000-d0d0177798f08c7ec17a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flumazenil GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flumazenil 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flumazenil LC-ESI-qTof , Positive-QTOF	splash10-0lg0-3890000000-2453b74fd469fb228589	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flumazenil , positive-QTOF	splash10-0kdi-1293000000-7a192ee695af1d78e7bd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flumazenil , positive-QTOF	splash10-0kdi-0193000000-a02a88da5dbc9ae8b8a5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flumazenil , positive-QTOF	splash10-0lg0-3890000000-2453b74fd469fb228589	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flumazenil 35V, Positive-QTOF	splash10-0pxr-0290000000-d4bd11c45454f089d4e9	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumazenil 10V, Positive-QTOF	splash10-0udi-0039000000-512256f7d9c74da3dba9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumazenil 20V, Positive-QTOF	splash10-0pb9-2094000000-2d484b39bd1b420cc821	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumazenil 40V, Positive-QTOF	splash10-0006-4950000000-0e25df1f3bb12b6672c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumazenil 10V, Negative-QTOF	splash10-0zfr-2098000000-b0cd088a553670984014	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumazenil 20V, Negative-QTOF	splash10-0pb9-2092000000-d4159177fc35a792370a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumazenil 40V, Negative-QTOF	splash10-0a71-3790000000-b679dafe637ef0296213	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumazenil 10V, Positive-QTOF	splash10-0udi-0029000000-ea5ff0185619f28dfa79	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumazenil 20V, Positive-QTOF	splash10-0pb9-0095000000-53b3b234fff80e66c40a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumazenil 40V, Positive-QTOF	splash10-055r-0390000000-e81718d47d5a3874b74b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumazenil 10V, Negative-QTOF	splash10-0udi-0019000000-a44687b430e97e86bb72	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumazenil 20V, Negative-QTOF	splash10-0pc0-0093000000-3aaa035c9d0947af6126	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumazenil 40V, Negative-QTOF	splash10-08fr-0290000000-06260a3ca1602bf6180f	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 DB01205	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01205	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01205

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3256

KEGG Compound ID

C07825

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Flumazenil

METLIN ID

Not Available

PubChem Compound

3373

PDB ID

Not Available

ChEBI ID

5103

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

Ngo AS, Anthony CR, Samuel M, Wong E, Ponampalam R: Should a benzodiazepine antagonist be used in unconscious patients presenting to the emergency department? Resuscitation. 2007 Jul;74(1):27-37. Epub 2007 Feb 15. [PubMed:17306436 ]
Olkkola KT, Ahonen J: Midazolam and other benzodiazepines. Handb Exp Pharmacol. 2008;(182):335-60. doi: 10.1007/978-3-540-74806-9_16. [PubMed:18175099 ]
Maeda S, Miyawaki T, Higuchi H, Shimada M: Effect of flumazenil on disturbance of equilibrium function induced by midazolam. Anesth Prog. 2008 Fall;55(3):73-7. doi: 10.2344/0003-3006-55.3.73. [PubMed:18788841 ]

Enzymes

Enzyme Details

1. 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

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 ]
Clement Y, Le Guisquet AM, Venault P, Chapouthier G, Belzung C: Pharmacological alterations of anxious behaviour in mice depending on both strain and the behavioural situation. PLoS One. 2009 Nov 11;4(11):e7745. doi: 10.1371/journal.pone.0007745. [PubMed:19907641 ]
Hosaka K, Jackson D, Pickrell JE, Heima M, Milgrom P: Flumazenil reversal of sublingual triazolam: a randomized controlled clinical trial. J Am Dent Assoc. 2009 May;140(5):559-66. [PubMed:19411525 ]
Ngo AS, Anthony CR, Samuel M, Wong E, Ponampalam R: Should a benzodiazepine antagonist be used in unconscious patients presenting to the emergency department? Resuscitation. 2007 Jul;74(1):27-37. Epub 2007 Feb 15. [PubMed:17306436 ]
Olkkola KT, Ahonen J: Midazolam and other benzodiazepines. Handb Exp Pharmacol. 2008;(182):335-60. doi: 10.1007/978-3-540-74806-9_16. [PubMed:18175099 ]
Maeda S, Miyawaki T, Higuchi H, Shimada M: Effect of flumazenil on disturbance of equilibrium function induced by midazolam. Anesth Prog. 2008 Fall;55(3):73-7. doi: 10.2344/0003-3006-55.3.73. [PubMed:18788841 ]
Raffa RB, Cavallo F, Capasso A: Flumazenil-sensitive dose-related physical dependence in planarians produced by two benzodiazepine and one non-benzodiazepine benzodiazepine-receptor agonists. Eur J Pharmacol. 2007 Jun 14;564(1-3):88-93. Epub 2007 Feb 16. [PubMed:17368613 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Padgett CL, Lummis SC: The F-loop of the GABA A receptor gamma2 subunit contributes to benzodiazepine modulation. J Biol Chem. 2008 Feb 1;283(5):2702-8. Epub 2007 Oct 31. [PubMed:17974564 ]
Wingrove PB, Safo P, Wheat L, Thompson SA, Wafford KA, Whiting PJ: Mechanism of alpha-subunit selectivity of benzodiazepine pharmacology at gamma-aminobutyric acid type A receptors. Eur J Pharmacol. 2002 Feb 15;437(1-2):31-9. [PubMed:11864636 ]

Enzyme Details

2. 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

Clement Y, Le Guisquet AM, Venault P, Chapouthier G, Belzung C: Pharmacological alterations of anxious behaviour in mice depending on both strain and the behavioural situation. PLoS One. 2009 Nov 11;4(11):e7745. doi: 10.1371/journal.pone.0007745. [PubMed:19907641 ]
Hosaka K, Jackson D, Pickrell JE, Heima M, Milgrom P: Flumazenil reversal of sublingual triazolam: a randomized controlled clinical trial. J Am Dent Assoc. 2009 May;140(5):559-66. [PubMed:19411525 ]
Ngo AS, Anthony CR, Samuel M, Wong E, Ponampalam R: Should a benzodiazepine antagonist be used in unconscious patients presenting to the emergency department? Resuscitation. 2007 Jul;74(1):27-37. Epub 2007 Feb 15. [PubMed:17306436 ]
Olkkola KT, Ahonen J: Midazolam and other benzodiazepines. Handb Exp Pharmacol. 2008;(182):335-60. doi: 10.1007/978-3-540-74806-9_16. [PubMed:18175099 ]
Maeda S, Miyawaki T, Higuchi H, Shimada M: Effect of flumazenil on disturbance of equilibrium function induced by midazolam. Anesth Prog. 2008 Fall;55(3):73-7. doi: 10.2344/0003-3006-55.3.73. [PubMed:18788841 ]
Raffa RB, Cavallo F, Capasso A: Flumazenil-sensitive dose-related physical dependence in planarians produced by two benzodiazepine and one non-benzodiazepine benzodiazepine-receptor agonists. Eur J Pharmacol. 2007 Jun 14;564(1-3):88-93. Epub 2007 Feb 16. [PubMed:17368613 ]

Enzyme Details

3. 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

Clement Y, Le Guisquet AM, Venault P, Chapouthier G, Belzung C: Pharmacological alterations of anxious behaviour in mice depending on both strain and the behavioural situation. PLoS One. 2009 Nov 11;4(11):e7745. doi: 10.1371/journal.pone.0007745. [PubMed:19907641 ]
Hosaka K, Jackson D, Pickrell JE, Heima M, Milgrom P: Flumazenil reversal of sublingual triazolam: a randomized controlled clinical trial. J Am Dent Assoc. 2009 May;140(5):559-66. [PubMed:19411525 ]
Ngo AS, Anthony CR, Samuel M, Wong E, Ponampalam R: Should a benzodiazepine antagonist be used in unconscious patients presenting to the emergency department? Resuscitation. 2007 Jul;74(1):27-37. Epub 2007 Feb 15. [PubMed:17306436 ]
Olkkola KT, Ahonen J: Midazolam and other benzodiazepines. Handb Exp Pharmacol. 2008;(182):335-60. doi: 10.1007/978-3-540-74806-9_16. [PubMed:18175099 ]
Maeda S, Miyawaki T, Higuchi H, Shimada M: Effect of flumazenil on disturbance of equilibrium function induced by midazolam. Anesth Prog. 2008 Fall;55(3):73-7. doi: 10.2344/0003-3006-55.3.73. [PubMed:18788841 ]
Raffa RB, Cavallo F, Capasso A: Flumazenil-sensitive dose-related physical dependence in planarians produced by two benzodiazepine and one non-benzodiazepine benzodiazepine-receptor agonists. Eur J Pharmacol. 2007 Jun 14;564(1-3):88-93. Epub 2007 Feb 16. [PubMed:17368613 ]

Enzyme Details

4. 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

Clement Y, Le Guisquet AM, Venault P, Chapouthier G, Belzung C: Pharmacological alterations of anxious behaviour in mice depending on both strain and the behavioural situation. PLoS One. 2009 Nov 11;4(11):e7745. doi: 10.1371/journal.pone.0007745. [PubMed:19907641 ]
Hosaka K, Jackson D, Pickrell JE, Heima M, Milgrom P: Flumazenil reversal of sublingual triazolam: a randomized controlled clinical trial. J Am Dent Assoc. 2009 May;140(5):559-66. [PubMed:19411525 ]
Ngo AS, Anthony CR, Samuel M, Wong E, Ponampalam R: Should a benzodiazepine antagonist be used in unconscious patients presenting to the emergency department? Resuscitation. 2007 Jul;74(1):27-37. Epub 2007 Feb 15. [PubMed:17306436 ]
Olkkola KT, Ahonen J: Midazolam and other benzodiazepines. Handb Exp Pharmacol. 2008;(182):335-60. doi: 10.1007/978-3-540-74806-9_16. [PubMed:18175099 ]
Maeda S, Miyawaki T, Higuchi H, Shimada M: Effect of flumazenil on disturbance of equilibrium function induced by midazolam. Anesth Prog. 2008 Fall;55(3):73-7. doi: 10.2344/0003-3006-55.3.73. [PubMed:18788841 ]
Raffa RB, Cavallo F, Capasso A: Flumazenil-sensitive dose-related physical dependence in planarians produced by two benzodiazepine and one non-benzodiazepine benzodiazepine-receptor agonists. Eur J Pharmacol. 2007 Jun 14;564(1-3):88-93. Epub 2007 Feb 16. [PubMed:17368613 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Mahar Doan KM, Humphreys JE, Webster LO, Wring SA, Shampine LJ, Serabjit-Singh CJ, Adkison KK, Polli JW: Passive permeability and P-glycoprotein-mediated efflux differentiate central nervous system (CNS) and non-CNS marketed drugs. J Pharmacol Exp Ther. 2002 Dec;303(3):1029-37. [PubMed:12438524 ]

Showing metabocard for Flumazenil (HMDB0015336)

MOL for HMDB0015336 (Flumazenil)

3D MOL for HMDB0015336 (Flumazenil)

3D SDF for HMDB0015336 (Flumazenil)

3D-SDF for HMDB0015336 (Flumazenil)

PDB for HMDB0015336 (Flumazenil)

3D PDB for HMDB0015336 (Flumazenil)

SMILES for HMDB0015336 (Flumazenil)

INCHI for HMDB0015336 (Flumazenil)

Structure for HMDB0015336 (Flumazenil)

3D Structure for HMDB0015336 (Flumazenil)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

Transporters

References