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Showing metabocard for Flunitrazepam (HMDB0015510)

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enzymes (13) Show 13 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:52 UTC
Update Date2022-03-07 02:52:00 UTC
HMDB IDHMDB0015510
Secondary Accession Numbers
  • HMDB15510
Metabolite Identification
Common NameFlunitrazepam
DescriptionFlunitrazepam, also known as rohypnol or fluninoc, belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine. Flunitrazepam is a drug which is used for short-term treatment of severe insomnias, that are not responsive to other hypnotics. Flunitrazepam is a moderately basic compound (based on its pKa). Flunitrazepam is a potentially toxic compound.
Structure
Data?1582753305
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0015510 (Flunitrazepam)

1544
  Mrv0541 02231215332D          

 23 25  0  0  0  0            999 V2000
    3.8786   -1.2313    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6107    2.5929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1373   -2.5929    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.5619   -2.4806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4543    1.2046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3081    1.2046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8172   -2.1255    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.3812    0.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6379    0.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1245    0.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4586   -0.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7937    1.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9205   -0.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9687    1.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7695   -0.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7524   -1.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9781   -0.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6466   -0.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5375    0.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2915   -1.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1825   -0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0595   -1.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 14  2  0  0  0  0
  3  7  1  0  0  0  0
  4  7  2  0  0  0  0
  5  9  1  0  0  0  0
  5 14  1  0  0  0  0
  5 18  1  0  0  0  0
  6 10  2  0  0  0  0
  6 12  1  0  0  0  0
  7 16  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  9 13  1  0  0  0  0
 10 15  1  0  0  0  0
 11 16  2  0  0  0  0
 12 14  1  0  0  0  0
 13 17  2  0  0  0  0
 15 19  1  0  0  0  0
 15 20  2  0  0  0  0
 16 17  1  0  0  0  0
 19 21  2  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 23  2  0  0  0  0
M  CHG  2   3  -1   7   1
M  END
Download

3D MOL for HMDB0015510 (Flunitrazepam)

HMDB0015510
     RDKit          3D
Flunitrazepam
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.7424   -0.8579   -1.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5670   -1.0167   -0.3092 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1915   -2.2801    0.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9294   -3.2303   -0.0675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0421   -2.6378    1.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1955   -2.0595    0.6510 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5141   -0.8722    0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8555   -0.5944   -0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3938    0.4827   -0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7506    0.6419   -1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6241   -0.3441   -0.6838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1275   -1.4755   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7861   -1.6035    0.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3698   -2.7308    0.7672 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4465    0.2196    0.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1161    1.4360    0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6597    2.5859    0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0708    3.8261    0.8869 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.7766    4.8505    0.8808 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672    3.8946    1.2049 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.0232    2.5466    0.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5600    1.3180   -0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8072    0.1777   -0.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6186   -0.0931   -1.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6577   -0.6474   -0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9840   -1.7888   -1.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3060   -2.3469    2.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9309   -3.7330    1.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7273    1.2597   -1.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1291    1.5327   -1.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6944   -0.2841   -0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8297   -2.2734    0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1659    1.4494    0.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6312    3.4507    0.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6018    1.1975   -0.3292 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
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  2  0
 21 22  1  0
 22 23  2  0
 23  2  1  0
 13  8  1  0
 23 15  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 16 33  1  0
 21 34  1  0
 22 35  1  0
M  CHG  2  18   1  20  -1
M  END
Download

3D SDF for HMDB0015510 (Flunitrazepam)

1544
  Mrv0541 02231215332D          

 23 25  0  0  0  0            999 V2000
    3.8786   -1.2313    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6107    2.5929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1373   -2.5929    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.5619   -2.4806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4543    1.2046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3081    1.2046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8172   -2.1255    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.3812    0.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6379    0.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1245    0.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4586   -0.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7937    1.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9205   -0.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9687    1.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7695   -0.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7524   -1.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9781   -0.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6466   -0.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5375    0.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2915   -1.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1825   -0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0595   -1.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 14  2  0  0  0  0
  3  7  1  0  0  0  0
  4  7  2  0  0  0  0
  5  9  1  0  0  0  0
  5 14  1  0  0  0  0
  5 18  1  0  0  0  0
  6 10  2  0  0  0  0
  6 12  1  0  0  0  0
  7 16  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  9 13  1  0  0  0  0
 10 15  1  0  0  0  0
 11 16  2  0  0  0  0
 12 14  1  0  0  0  0
 13 17  2  0  0  0  0
 15 19  1  0  0  0  0
 15 20  2  0  0  0  0
 16 17  1  0  0  0  0
 19 21  2  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 23  2  0  0  0  0
M  CHG  2   3  -1   7   1
M  END
> <DATABASE_ID>
HMDB0015510

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2=C(C=C(C=C2)[N+]([O-])=O)C(=NCC1=O)C1=CC=CC=C1F

> <INCHI_IDENTIFIER>
InChI=1S/C16H12FN3O3/c1-19-14-7-6-10(20(22)23)8-12(14)16(18-9-15(19)21)11-4-2-3-5-13(11)17/h2-8H,9H2,1H3

> <INCHI_KEY>
PPTYJKAXVCCBDU-UHFFFAOYSA-N

> <FORMULA>
C16H12FN3O3

> <MOLECULAR_WEIGHT>
313.2832

> <EXACT_MASS>
313.08626947

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.601604891915457

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(2-fluorophenyl)-1-methyl-7-nitro-2,3-dihydro-1H-1,4-benzodiazepin-2-one

> <ALOGPS_LOGP>
2.20

> <JCHEM_LOGP>
2.554728016666667

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
1.6951775509848623

> <JCHEM_POLAR_SURFACE_AREA>
78.49000000000001

> <JCHEM_REFRACTIVITY>
82.54820000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.58e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
flunitrazepam

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0015510 (Flunitrazepam)

HMDB0015510
     RDKit          3D
Flunitrazepam
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.7424   -0.8579   -1.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5670   -1.0167   -0.3092 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1915   -2.2801    0.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9294   -3.2303   -0.0675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0421   -2.6378    1.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1955   -2.0595    0.6510 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5141   -0.8722    0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8555   -0.5944   -0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3938    0.4827   -0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7506    0.6419   -1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6241   -0.3441   -0.6838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1275   -1.4755   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7861   -1.6035    0.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3698   -2.7308    0.7672 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4465    0.2196    0.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1161    1.4360    0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6597    2.5859    0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0708    3.8261    0.8869 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.7766    4.8505    0.8808 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672    3.8946    1.2049 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.0232    2.5466    0.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5600    1.3180   -0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8072    0.1777   -0.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6186   -0.0931   -1.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6577   -0.6474   -0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9840   -1.7888   -1.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3060   -2.3469    2.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9309   -3.7330    1.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7273    1.2597   -1.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1291    1.5327   -1.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6944   -0.2841   -0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8297   -2.2734    0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1659    1.4494    0.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6312    3.4507    0.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6018    1.1975   -0.3292 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
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  2  0
 21 22  1  0
 22 23  2  0
 23  2  1  0
 13  8  1  0
 23 15  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 16 33  1  0
 21 34  1  0
 22 35  1  0
M  CHG  2  18   1  20  -1
M  END
Download

PDB for HMDB0015510 (Flunitrazepam)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1544                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0       7.240  -2.298   0.000  0.00  0.00           F+0
HETATM    2  O   UNK     0       4.873   4.840   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.990  -4.840   0.000  0.00  0.00           O-1
HETATM    4  O   UNK     0       6.649  -4.630   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       4.581   2.249   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       8.042   2.249   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       5.259  -3.968   0.000  0.00  0.00           N+1
HETATM    8  C   UNK     0       6.312   0.079   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.924   0.747   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.699   0.747   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.456  -1.519   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.082   3.453   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.585  -0.136   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.542   3.453   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.903  -0.213   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.138  -2.432   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.692  -1.736   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.080   2.591   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.674  -1.736   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.337   0.350   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.877  -2.696   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.541  -0.611   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.311  -2.133   0.000  0.00  0.00           C+0
CONECT    1   19                                                            
CONECT    2   14                                                            
CONECT    3    7                                                            
CONECT    4    7                                                            
CONECT    5    9   14   18                                                  
CONECT    6   10   12                                                       
CONECT    7    3    4   16                                                  
CONECT    8    9   10   11                                                  
CONECT    9    5    8   13                                                  
CONECT   10    6    8   15                                                  
CONECT   11    8   16                                                       
CONECT   12    6   14                                                       
CONECT   13    9   17                                                       
CONECT   14    2    5   12                                                  
CONECT   15   10   19   20                                                  
CONECT   16    7   11   17                                                  
CONECT   17   13   16                                                       
CONECT   18    5                                                            
CONECT   19    1   15   21                                                  
CONECT   20   15   22                                                       
CONECT   21   19   23                                                       
CONECT   22   20   23                                                       
CONECT   23   21   22                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END
Download

3D PDB for HMDB0015510 (Flunitrazepam)

COMPND    HMDB0015510
HETATM    1  C1  UNL     1      -3.742  -0.858  -1.096  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.567  -1.017  -0.309  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.192  -2.280   0.235  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.929  -3.230  -0.068  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.042  -2.638   1.118  1.00  0.00           C  
HETATM    6  N2  UNL     1       0.195  -2.060   0.651  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.514  -0.872   0.220  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.855  -0.594  -0.192  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.394   0.483  -0.787  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.751   0.642  -1.043  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.624  -0.344  -0.684  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.127  -1.476  -0.072  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.786  -1.604   0.169  1.00  0.00           C  
HETATM   14  F1  UNL     1       2.370  -2.731   0.767  1.00  0.00           F  
HETATM   15  C11 UNL     1      -0.446   0.220   0.235  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.116   1.436   0.559  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.660   2.586   0.562  1.00  0.00           C  
HETATM   18  N3  UNL     1      -0.071   3.826   0.887  1.00  0.00           N1+
HETATM   19  O2  UNL     1      -0.777   4.850   0.881  1.00  0.00           O  
HETATM   20  O3  UNL     1       1.267   3.895   1.205  1.00  0.00           O1-
HETATM   21  C14 UNL     1      -2.023   2.547   0.244  1.00  0.00           C  
HETATM   22  C15 UNL     1      -2.560   1.318  -0.070  1.00  0.00           C  
HETATM   23  C16 UNL     1      -1.807   0.178  -0.076  1.00  0.00           C  
HETATM   24  H1  UNL     1      -3.619  -0.093  -1.903  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.658  -0.647  -0.486  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.984  -1.789  -1.646  1.00  0.00           H  
HETATM   27  H4  UNL     1      -1.306  -2.347   2.141  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.931  -3.733   1.082  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.727   1.260  -1.152  1.00  0.00           H  
HETATM   30  H7  UNL     1       4.129   1.533  -1.523  1.00  0.00           H  
HETATM   31  H8  UNL     1       5.694  -0.284  -0.855  1.00  0.00           H  
HETATM   32  H9  UNL     1       4.830  -2.273   0.218  1.00  0.00           H  
HETATM   33  H10 UNL     1       1.166   1.449   0.873  1.00  0.00           H  
HETATM   34  H11 UNL     1      -2.631   3.451   0.245  1.00  0.00           H  
HETATM   35  H12 UNL     1      -3.602   1.198  -0.329  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   23
CONECT    3    4    4    5
CONECT    5    6   27   28
CONECT    6    7    7
CONECT    7    8   15
CONECT    8    9    9   13
CONECT    9   10   29
CONECT   10   11   11   30
CONECT   11   12   31
CONECT   12   13   13   32
CONECT   13   14
CONECT   15   16   16   23
CONECT   16   17   33
CONECT   17   18   21   21
CONECT   18   19   19   20
CONECT   21   22   34
CONECT   22   23   23   35
END
Download

SMILES for HMDB0015510 (Flunitrazepam)

CN1C2=C(C=C(C=C2)[N+]([O-])=O)C(=NCC1=O)C1=CC=CC=C1F
Download

INCHI for HMDB0015510 (Flunitrazepam)

InChI=1S/C16H12FN3O3/c1-19-14-7-6-10(20(22)23)8-12(14)16(18-9-15(19)21)11-4-2-3-5-13(11)17/h2-8H,9H2,1H3
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
1,3-Dihydro-5-(O-fluorophenyl)-1-methyl-7-nitro-2H-1,4-benzodiazepin-2-oneChEBI
1-Methyl-7-nitro-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2(1H)-oneChEBI
5-(O-Fluorophenyl)-1,3-dihydro-1-methyl-7-nitro-2H-1,4-benzodiazepin-2-oneChEBI
FlunidazepamChEBI
FluninocChEBI
FlunipamChEBI
FlunitaChEBI
FlunitrazepamumChEBI
FluridrazepamChEBI
FluscandChEBI
HipnosedonChEBI
HypnodormChEBI
HypnorChEBI
NarcozepChEBI
PrimumChEBI
RO 5-4200ChEBI
RO-5-4200ChEBI
RO-54200ChEBI
RO54200ChEBI
RohypnolChEBI
RoipnolChEBI
SileceChEBI
ValseraChEBI
1a Brand OF flunitrazepamHMDB
Flunitrazepam ratiopharmHMDB
Flunitrazepam-tevaHMDB
Flunitrazepam-neuraxpharmHMDB
Hexal brand OF flunitrazepamHMDB
Roche brand OF flunitrazepamHMDB
Neuraxpharm brand OF flunitrazepamHMDB
Ratiopharm brand OF flunitrazepamHMDB
Fluni 1a pharmaHMDB
CT Arzneimittel brand OF flunitrazepamHMDB
FlunimerckHMDB
Flunitrazepam tevaHMDB
Flunitrazepam neuraxpharmHMDB
Flunitrazepam-ratiopharmHMDB
RohipnolHMDB
Teva brand OF flunitrazepamHMDB
Betapharm brand OF flunitrazepamHMDB
FlunibetaHMDB
Merck dura brand OF flunitrazepamHMDB
CT-Arzneimittel brand OF flunitrazepamHMDB
Flunizep von CTHMDB
Von CT, flunizepHMDB
Chemical FormulaC16H12FN3O3
Average Molecular Weight313.2832
Monoisotopic Molecular Weight313.08626947
IUPAC Name5-(2-fluorophenyl)-1-methyl-7-nitro-2,3-dihydro-1H-1,4-benzodiazepin-2-one
Traditional Nameflunitrazepam
CAS Registry Number1622-62-4
SMILES
CN1C2=C(C=C(C=C2)[N+]([O-])=O)C(=NCC1=O)C1=CC=CC=C1F
InChI Identifier
InChI=1S/C16H12FN3O3/c1-19-14-7-6-10(20(22)23)8-12(14)16(18-9-15(19)21)11-4-2-3-5-13(11)17/h2-8H,9H2,1H3
InChI KeyPPTYJKAXVCCBDU-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzodiazepines
Sub Class1,4-benzodiazepines
Direct Parent1,4-benzodiazepines
Alternative Parents
Substituents
  • 1,4-benzodiazepine
  • Alpha-amino acid or derivatives
  • Nitroaromatic compound
  • Fluorobenzene
  • Halobenzene
  • Aryl fluoride
  • Aryl halide
  • Monocyclic benzene moiety
  • Benzenoid
  • Tertiary carboxylic acid amide
  • Organic nitro compound
  • Carboxamide group
  • Ketimine
  • Lactam
  • C-nitro compound
  • Azacycle
  • Organic 1,3-dipolar compound
  • Carboxylic acid derivative
  • Propargyl-type 1,3-dipolar organic compound
  • Allyl-type 1,3-dipolar organic compound
  • Organic oxoazanium
  • Organopnictogen compound
  • Imine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Organohalogen compound
  • Carbonyl group
  • Organofluoride
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point166 - 167 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.0086 g/LNot Available
LogP2.06HANSCH,C ET AL. (1995)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+CBM168.630932474
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0086 g/LALOGPS
logP2.2ALOGPS
logP2.55ChemAxon
logS-4.6ALOGPS
pKa (Strongest Basic)1.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area78.49 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity82.55 m³·mol⁻¹ChemAxon
Polarizability29.6 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+167.21930932474
DeepCCS[M-H]-164.86130932474
DeepCCS[M-2H]-198.67430932474
DeepCCS[M+Na]+173.90330932474
AllCCS[M+H]+170.032859911
AllCCS[M+H-H2O]+166.432859911
AllCCS[M+NH4]+173.332859911
AllCCS[M+Na]+174.232859911
AllCCS[M-H]-171.132859911
AllCCS[M+Na-2H]-170.232859911
AllCCS[M+HCOO]-169.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
FlunitrazepamCN1C2=C(C=C(C=C2)[N+]([O-])=O)C(=NCC1=O)C1=CC=CC=C1F3780.4Standard polar33892256
FlunitrazepamCN1C2=C(C=C(C=C2)[N+]([O-])=O)C(=NCC1=O)C1=CC=CC=C1F2613.0Standard non polar33892256
FlunitrazepamCN1C2=C(C=C(C=C2)[N+]([O-])=O)C(=NCC1=O)C1=CC=CC=C1F2593.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Flunitrazepam GC-MS (Non-derivatized) - 70eV, Positivesplash10-03du-2191000000-6d65c6a7646264996d7c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Flunitrazepam GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-01p9-2393000000-5d873203e4acf12118382014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam LC-ESI-QTOF , positive-QTOFsplash10-03di-0009000000-d3cdbd0e6db0ff7d36582017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam LC-ESI-QTOF , positive-QTOFsplash10-02t9-0098000000-ed4fc29ca5e103e7e7ac2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam LC-ESI-QTOF , positive-QTOFsplash10-014i-0292000000-910e58767edf9829ae762017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam LC-ESI-QTOF , positive-QTOFsplash10-000i-0590000000-f32a6119c0a1af4b09f12017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam LC-ESI-QFT , positive-QTOFsplash10-03di-0009000000-0917b69ebd96bce7d2282017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam LC-ESI-QFT , positive-QTOFsplash10-03di-0009000000-52198b26a21902b1164d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam LC-ESI-QFT , positive-QTOFsplash10-02t9-0095000000-6905e6ef41a999c5c6bb2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam LC-ESI-QFT , positive-QTOFsplash10-014r-0291000000-05daa60855227774f98a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam LC-ESI-QFT , positive-QTOFsplash10-01p9-0590000000-1dc724d4ffca2a0dcc872017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam LC-ESI-QFT , positive-QTOFsplash10-0230-0970000000-c801330e64d95e44fce82017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam LC-ESI-QFT , positive-QTOFsplash10-00si-1920000000-6d855cf670784a5041222017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam LC-ESI-QFT , positive-QTOFsplash10-001i-2910000000-ab0a5646c93755d785382017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam LC-ESI-QFT , positive-QTOFsplash10-0gx0-3900000000-0e0998c190e076f40d1b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam 30V, Positive-QTOFsplash10-02t9-0089000000-cd60ffdaaa581557c2e02021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam 75V, Positive-QTOFsplash10-01p9-0590000000-2d293fa78f79ead8809d2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam 60V, Positive-QTOFsplash10-014r-0191000000-8795ce46cab22c3d13f32021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam 15V, Positive-QTOFsplash10-03di-0009000000-0917b69ebd96bce7d2282021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam 90V, Positive-QTOFsplash10-0230-0970000000-36b73fbbe050671180ca2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flunitrazepam 50V, Positive-QTOFsplash10-000i-0590000000-2edbc58a7f6027ae87852021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flunitrazepam 10V, Positive-QTOFsplash10-03di-0009000000-93aa3b8655f1479138782016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flunitrazepam 20V, Positive-QTOFsplash10-03di-0039000000-2c09292b786206e62c272016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flunitrazepam 40V, Positive-QTOFsplash10-07vl-3922000000-a46dddc6a35eee14faf92016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flunitrazepam 10V, Negative-QTOFsplash10-03di-0009000000-de2d40c51a7b8e4bb0542016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flunitrazepam 20V, Negative-QTOFsplash10-03di-0009000000-d6e19246eb2e60003f642016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flunitrazepam 40V, Negative-QTOFsplash10-0a4i-9001000000-8593a33f1e3dc94a81c52016-08-03Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01544 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01544 details
Abnormal Concentrations
Not Available
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood0.000 uMAdult (>18 years old)BothNormalPredicted based on drug qualities
Blood0.000 umol/mmol creatinineAdult (>18 years old)BothNormalPredicted based on drug qualities
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01544
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID3263
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkFlunitrazepam
METLIN IDNot Available
PubChem Compound3380
PDB IDNot Available
ChEBI ID111715
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Oelschlager H: [Chemical and pharmacologic aspects of benzodiazepines]. Schweiz Rundsch Med Prax. 1989 Jul 4;78(27-28):766-72. [PubMed:2570451 ]
  2. Rickels K: The clinical use of hypnotics: indications for use and the need for a variety of hypnotics. Acta Psychiatr Scand Suppl. 1986;332:132-41. [PubMed:2883820 ]
  3. Tokunaga S, Takeda Y, Shinomiya K, Hirase M, Kamei C: Effects of some H1-antagonists on the sleep-wake cycle in sleep-disturbed rats. J Pharmacol Sci. 2007 Feb;103(2):201-6. Epub 2007 Feb 8. [PubMed:17287588 ]
  4. Usami N, Yamamoto T, Shintani S, Ishikura S, Higaki Y, Katagiri Y, Hara A: Substrate specificity of human 3(20)alpha-hydroxysteroid dehydrogenase for neurosteroids and its inhibition by benzodiazepines. Biol Pharm Bull. 2002 Apr;25(4):441-5. [PubMed:11995921 ]
  5. Robertson MD, Drummer OH: Postmortem drug metabolism by bacteria. J Forensic Sci. 1995 May;40(3):382-6. [PubMed:7782744 ]

Only showing the first 10 proteins. There are 13 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details
1. UDP-glucuronosyltransferase 2B7
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Its unique specificity for 3,4-catechol estrogens and estriol suggests it may play an important role in regulating the level and activity of these potent and active estrogen metabolites. Is also active with androsterone, hyodeoxycholic acid and tetrachlorocatechol (in vitro).
Gene Name:
UGT2B7
Uniprot ID:
P16662
Molecular weight:
60720.15
References
  1. Thomassin J, Tephly TR: Photoaffinity labeling of rat liver microsomal morphine UDP-glucuronosyltransferase by [3H]flunitrazepam. Mol Pharmacol. 1990 Sep;38(3):294-8. [PubMed:2119476 ]
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
  1. 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
  1. 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
  1. 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
5. Cytochrome P450 2B6
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. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:
CYP2B6
Uniprot ID:
P20813
Molecular weight:
56277.81
References
  1. 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
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
  1. 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. Cytochrome P450 2A6
General function:
Involved in monooxygenase activity
Specific function:
Exhibits a high coumarin 7-hydroxylase activity. Can act in the hydroxylation of the anti-cancer drugs cyclophosphamide and ifosphamide. Competent in the metabolic activation of aflatoxin B1. Constitutes the major nicotine C-oxidase. Acts as a 1,4-cineole 2-exo-monooxygenase. Possesses low phenacetin O-deethylation activity.
Gene Name:
CYP2A6
Uniprot ID:
P11509
Molecular weight:
56517.005
References
  1. 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
8. Translocator protein
General function:
Signal transduction mechanisms
Specific function:
Responsible for the manifestation of peripheral-type benzodiazepine recognition sites and is most likely to comprise binding domains for benzodiazepines and isoquinoline carboxamides. May play a role in the transport of porphyrins and heme. Plays a role in the transport of cholesterol across mitochondrial membranes in steroidogenic cells
Gene Name:
TSPO
Uniprot ID:
P30536
Molecular weight:
18778.7
References
  1. Katz Y, Weizman R, Weizman A, Gavish M: Disulfiram and diethyldithiocarbamate are competitive inhibitors at the peripheral benzodiazepine receptor. J Pharmacol Exp Ther. 1992 Jul;262(1):394-7. [PubMed:1320691 ]
  2. Papadopoulos V, Berkovich A, Krueger KE, Costa E, Guidotti A: Diazepam binding inhibitor and its processing products stimulate mitochondrial steroid biosynthesis via an interaction with mitochondrial benzodiazepine receptors. Endocrinology. 1991 Sep;129(3):1481-8. [PubMed:1651852 ]
  3. Papadopoulos V, Nowzari FB, Krueger KE: Hormone-stimulated steroidogenesis is coupled to mitochondrial benzodiazepine receptors. Tropic hormone action on steroid biosynthesis is inhibited by flunitrazepam. J Biol Chem. 1991 Feb 25;266(6):3682-7. [PubMed:1847384 ]
  4. Awad M, Gavish M: Solubilization of peripheral-type benzodiazepine binding sites from cat cerebral cortex. J Neurochem. 1989 Jun;52(6):1880-5. [PubMed:2723642 ]
  5. Gandolfo P, Patte C, Leprince J, Thoumas JL, Vaudry H, Tonon MC: The stimulatory effect of the octadecaneuropeptide (ODN) on cytosolic Ca2+ in rat astrocytes is not mediated through classical benzodiazepine receptors. Eur J Pharmacol. 1997 Mar 19;322(2-3):275-81. [PubMed:9098698 ]
  6. Poisnel G, Dhilly M, Le Boisselier R, Barre L, Debruyne D: Comparison of five benzodiazepine-receptor agonists on buprenorphine-induced mu-opioid receptor regulation. J Pharmacol Sci. 2009 May;110(1):36-46. [PubMed:19443999 ]
Enzyme Details
9. 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
  1. 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 ]
  2. 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 ]
  3. Oelschlager H: [Chemical and pharmacologic aspects of benzodiazepines]. Schweiz Rundsch Med Prax. 1989 Jul 4;78(27-28):766-72. [PubMed:2570451 ]
  4. Oblak AL, Gibbs TT, Blatt GJ: Reduced GABAA receptors and benzodiazepine binding sites in the posterior cingulate cortex and fusiform gyrus in autism. Brain Res. 2011 Mar 22;1380:218-28. doi: 10.1016/j.brainres.2010.09.021. Epub 2010 Sep 19. [PubMed:20858465 ]
  5. You H, Kozuska JL, Paulsen IM, Dunn SM: Benzodiazepine modulation of the rat GABAA receptor alpha4beta3gamma2L subtype expressed in Xenopus oocytes. Neuropharmacology. 2010 Nov;59(6):527-33. doi: 10.1016/j.neuropharm.2010.07.011. Epub 2010 Jul 16. [PubMed:20638393 ]
  6. Skilbeck KJ, O'Reilly JN, Johnston GA, Hinton T: Antipsychotic drug administration differentially affects [3H]muscimol and [3H]flunitrazepam GABA(A) receptor binding sites. Prog Neuropsychopharmacol Biol Psychiatry. 2008 Feb 15;32(2):492-8. Epub 2007 Oct 10. [PubMed:17976880 ]
Enzyme Details
10. 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
  1. 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 ]
  2. 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 ]
  3. You H, Kozuska JL, Paulsen IM, Dunn SM: Benzodiazepine modulation of the rat GABAA receptor alpha4beta3gamma2L subtype expressed in Xenopus oocytes. Neuropharmacology. 2010 Nov;59(6):527-33. doi: 10.1016/j.neuropharm.2010.07.011. Epub 2010 Jul 16. [PubMed:20638393 ]

Only showing the first 10 proteins. There are 13 proteins in total.

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