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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (7) Show 7 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:26 UTC

Update Date

2020-02-26 21:39:13 UTC

HMDB ID

HMDB0013911

Secondary Accession Numbers

HMDB13911

Metabolite Identification

Common Name

12-Hydroxynevirapine

Description

12-Hydroxynevirapine, also known as 12-hydroxy-NVP or 12-OH-NVP, belongs to the class of organic compounds known as alkyldiarylamines. These are tertiary alkylarylamines having two aryl and one alkyl groups attached to the amino group. In humans, 12-hydroxynevirapine is involved in the nevirapine metabolism pathway. 12-Hydroxynevirapine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 12-Hydroxynevirapine.

Structure

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

HMDB0013911
     RDKit          3D
12-Hydroxynevirapine
 35 38  0  0  0  0  0  0  0  0999 V2000
    1.4370    3.2511    0.7195 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8807    2.1617    0.4124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7797    1.0992    0.1567 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791   -0.2860    0.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886   -1.0065    0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9561   -0.2778   -0.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7181   -0.1044    1.0078 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5355   -2.3819    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2957   -2.9551    0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1651   -2.2284    0.2665 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2568   -0.9125    0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0429   -0.2894    0.0844 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0444   -1.1458   -0.5340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4214   -2.4782   -0.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4072   -1.3412   -0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4491    1.0525    0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7550    1.1604    0.3471 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2763    2.4033    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4794    3.4962    0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1331    3.3891    0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5648    2.1407    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7813    1.3587   -0.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6091   -1.2260   -0.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0048    0.3218   -0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6331    0.1254    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256   -2.9846    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2311   -4.0587    0.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9249   -1.0577   -1.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4654   -3.2807   -0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1115   -2.8455    0.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237   -1.4359   -0.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7996   -0.9671    0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3706    2.5211    0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9237    4.5112    0.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4844    4.2709    0.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
 11  4  1  0
 15 13  1  0
 21 16  1  0
  3 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
M  END


  Mrv0541 06191310302D          

 21 24  0  0  0  0            999 V2000
    9.6503   -1.7777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8800   -4.3279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4676   -2.5208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5160   -4.5641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2440   -4.5641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8800   -5.1529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4676   -5.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2925   -5.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1369   -3.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6232   -3.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9533   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8068   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1362   -2.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2925   -2.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6237   -2.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5018   -3.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6930   -4.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0670   -4.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9620   -2.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2582   -3.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1765   -1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  2  0  0  0  0
  2  6  1  0  0  0  0
  2  9  1  0  0  0  0
  2 10  1  0  0  0  0
  3 11  1  0  0  0  0
  3 14  1  0  0  0  0
  4  9  2  0  0  0  0
  4 17  1  0  0  0  0
  5 10  1  0  0  0  0
  5 18  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  2  0  0  0  0
 11 13  2  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 13 19  1  0  0  0  0
 15 20  2  0  0  0  0
 16 17  2  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013911

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1=C2NC(=O)C3=C(N=CC=C3)N(C3CC3)C2=NC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14N4O2/c20-8-9-5-7-17-14-12(9)18-15(21)11-2-1-6-16-13(11)19(14)10-3-4-10/h1-2,5-7,10,20H,3-4,8H2,(H,18,21)

> <INCHI_KEY>
SEBABOMFNCVZGF-UHFFFAOYSA-N

> <FORMULA>
C15H14N4O2

> <MOLECULAR_WEIGHT>
282.2973

> <EXACT_MASS>
282.111675712

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
28.770086382625482

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-cyclopropyl-7-(hydroxymethyl)-2,4,9,15-tetraazatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

> <ALOGPS_LOGP>
0.39

> <JCHEM_LOGP>
1.2072716219999997

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.684872961840533

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.737532298199723

> <JCHEM_PKA_STRONGEST_BASIC>
4.121387694578692

> <JCHEM_POLAR_SURFACE_AREA>
78.35000000000001

> <JCHEM_REFRACTIVITY>
79.2567

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.97e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-cyclopropyl-7-(hydroxymethyl)-2,4,9,15-tetraazatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013911
     RDKit          3D
12-Hydroxynevirapine
 35 38  0  0  0  0  0  0  0  0999 V2000
    1.4370    3.2511    0.7195 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8807    2.1617    0.4124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7797    1.0992    0.1567 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791   -0.2860    0.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886   -1.0065    0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9561   -0.2778   -0.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7181   -0.1044    1.0078 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5355   -2.3819    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2957   -2.9551    0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1651   -2.2284    0.2665 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2568   -0.9125    0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0429   -0.2894    0.0844 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0444   -1.1458   -0.5340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4214   -2.4782   -0.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4072   -1.3412   -0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4491    1.0525    0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7550    1.1604    0.3471 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2763    2.4033    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4794    3.4962    0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1331    3.3891    0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5648    2.1407    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7813    1.3587   -0.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6091   -1.2260   -0.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0048    0.3218   -0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6331    0.1254    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256   -2.9846    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2311   -4.0587    0.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9249   -1.0577   -1.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4654   -3.2807   -0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1115   -2.8455    0.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237   -1.4359   -0.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7996   -0.9671    0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3706    2.5211    0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9237    4.5112    0.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4844    4.2709    0.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
 11  4  1  0
 15 13  1  0
 21 16  1  0
  3 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  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      18.014  -3.318   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0      16.576  -8.079   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0      15.806  -4.706   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      14.030  -8.520   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      19.122  -8.520   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      16.576  -9.619   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.806 -10.952   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.346 -10.952   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.189  -7.411   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.963  -7.411   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.846  -5.910   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.306  -5.910   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.321  -5.413   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.346  -4.706   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.831  -5.413   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.137  -6.495   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.494  -8.059   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.658  -8.059   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.996  -3.908   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.015  -6.495   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.530  -3.437   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2    6    9   10                                                  
CONECT    3   11   14                                                       
CONECT    4    9   17                                                       
CONECT    5   10   18                                                       
CONECT    6    2    7    8                                                  
CONECT    7    6    8                                                       
CONECT    8    6    7                                                       
CONECT    9    2    4   11                                                  
CONECT   10    2    5   12                                                  
CONECT   11    3    9   13                                                  
CONECT   12   10   14   15                                                  
CONECT   13   11   16   19                                                  
CONECT   14    1    3   12                                                  
CONECT   15   12   20                                                       
CONECT   16   13   17                                                       
CONECT   17    4   16                                                       
CONECT   18    5   20                                                       
CONECT   19   13   21                                                       
CONECT   20   15   18                                                       
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0013911
HETATM    1  O1  UNL     1       1.437   3.251   0.719  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.881   2.162   0.412  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.780   1.099   0.157  1.00  0.00           N  
HETATM    4  C2  UNL     1       1.479  -0.286   0.145  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.689  -1.006   0.167  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.956  -0.278  -0.100  1.00  0.00           C  
HETATM    7  O2  UNL     1       4.718  -0.104   1.008  1.00  0.00           O  
HETATM    8  C5  UNL     1       2.535  -2.382   0.245  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.296  -2.955   0.284  1.00  0.00           C  
HETATM   10  N2  UNL     1       0.165  -2.228   0.266  1.00  0.00           N  
HETATM   11  C7  UNL     1       0.257  -0.913   0.201  1.00  0.00           C  
HETATM   12  N3  UNL     1      -1.043  -0.289   0.084  1.00  0.00           N  
HETATM   13  C8  UNL     1      -2.044  -1.146  -0.534  1.00  0.00           C  
HETATM   14  C9  UNL     1      -2.421  -2.478  -0.033  1.00  0.00           C  
HETATM   15  C10 UNL     1      -3.407  -1.341  -0.059  1.00  0.00           C  
HETATM   16  C11 UNL     1      -1.449   1.053   0.341  1.00  0.00           C  
HETATM   17  N4  UNL     1      -2.755   1.160   0.347  1.00  0.00           N  
HETATM   18  C12 UNL     1      -3.276   2.403   0.375  1.00  0.00           C  
HETATM   19  C13 UNL     1      -2.479   3.496   0.392  1.00  0.00           C  
HETATM   20  C14 UNL     1      -1.133   3.389   0.393  1.00  0.00           C  
HETATM   21  C15 UNL     1      -0.565   2.141   0.369  1.00  0.00           C  
HETATM   22  H1  UNL     1       2.781   1.359  -0.038  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.609  -1.226  -0.553  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.005   0.322  -0.984  1.00  0.00           H  
HETATM   25  H4  UNL     1       5.633   0.125   0.960  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.426  -2.985   0.232  1.00  0.00           H  
HETATM   27  H6  UNL     1       1.231  -4.059   0.318  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.925  -1.058  -1.683  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.465  -3.281  -0.821  1.00  0.00           H  
HETATM   30  H9  UNL     1      -2.112  -2.845   0.952  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.224  -1.436  -0.841  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.800  -0.967   0.897  1.00  0.00           H  
HETATM   33  H12 UNL     1      -4.371   2.521   0.362  1.00  0.00           H  
HETATM   34  H13 UNL     1      -2.924   4.511   0.365  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.484   4.271   0.409  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   21
CONECT    3    4   22
CONECT    4    5    5   11
CONECT    5    6    8
CONECT    6    7   23   24
CONECT    7   25
CONECT    8    9    9   26
CONECT    9   10   27
CONECT   10   11   11
CONECT   11   12
CONECT   12   13   16
CONECT   13   14   15   28
CONECT   14   15   29   30
CONECT   15   31   32
CONECT   16   17   17   21
CONECT   17   18
CONECT   18   19   19   33
CONECT   19   20   34
CONECT   20   21   21   35
END

HMDB0013911
     RDKit          3D
12-Hydroxynevirapine
 35 38  0  0  0  0  0  0  0  0999 V2000
    1.4370    3.2511    0.7195 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8807    2.1617    0.4124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7797    1.0992    0.1567 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791   -0.2860    0.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886   -1.0065    0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9561   -0.2778   -0.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7181   -0.1044    1.0078 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5355   -2.3819    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2957   -2.9551    0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1651   -2.2284    0.2665 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2568   -0.9125    0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0429   -0.2894    0.0844 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0444   -1.1458   -0.5340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4214   -2.4782   -0.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4072   -1.3412   -0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4491    1.0525    0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7550    1.1604    0.3471 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2763    2.4033    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4794    3.4962    0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1331    3.3891    0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5648    2.1407    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7813    1.3587   -0.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6091   -1.2260   -0.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0048    0.3218   -0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6331    0.1254    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256   -2.9846    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2311   -4.0587    0.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9249   -1.0577   -1.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4654   -3.2807   -0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1115   -2.8455    0.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237   -1.4359   -0.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7996   -0.9671    0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3706    2.5211    0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9237    4.5112    0.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4844    4.2709    0.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
 11  4  1  0
 15 13  1  0
 21 16  1  0
  3 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
11-Cyclopropyl-4-(hydroxymethyl)-5H-dipyrido[2,3-e:2',3'-F][1,4]diazepin-6-one	ChEBI
12-Hydroxy-nevirapine	ChEBI
12-Hydroxy-NVP	ChEBI
12-OH-NVP	ChEBI
N(11)-Cyclopropyl-4-hydroxymethyl-5,11-dihydro-6H-dipyrido(3,2-b:2,3-e)(1,4)diazepin-6-one	ChEBI

Chemical Formula

C₁₅H₁₄N₄O₂

Average Molecular Weight

282.2973

Monoisotopic Molecular Weight

282.111675712

IUPAC Name

2-cyclopropyl-7-(hydroxymethyl)-2,4,9,15-tetraazatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

Traditional Name

2-cyclopropyl-7-(hydroxymethyl)-2,4,9,15-tetraazatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

CAS Registry Number

Not Available

SMILES

OCC1=C2NC(=O)C3=C(N=CC=C3)N(C3CC3)C2=NC=C1

InChI Identifier

InChI=1S/C15H14N4O2/c20-8-9-5-7-17-14-12(9)18-15(21)11-2-1-6-16-13(11)19(14)10-3-4-10/h1-2,5-7,10,20H,3-4,8H2,(H,18,21)

InChI Key

SEBABOMFNCVZGF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyldiarylamines. These are tertiary alkylarylamines having two aryl and one alkyl groups attached to the amino group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Alkyldiarylamines

Alternative Parents

Substituents

Alkyldiarylamine
Pyrido-para-diazepine
Para-diazepine
Pyridine
Imidolactam
Heteroaromatic compound
Vinylogous amide
Carboxamide group
Lactam
Secondary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organic oxide
Organic oxygen compound
Organopnictogen compound
Alcohol
Aromatic alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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	0.7 g/L	ALOGPS
logP	0.39	ALOGPS
logP	1.21	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	9.74	ChemAxon
pKa (Strongest Basic)	4.12	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	78.35 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.26 m³·mol⁻¹	ChemAxon
Polarizability	28.77 Å³	ChemAxon
Number of Rings	4	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]+	162.578	31661259
DarkChem	[M-H]-	163.94	31661259
DeepCCS	[M+H]+	173.096	30932474
DeepCCS	[M-H]-	170.738	30932474
DeepCCS	[M-2H]-	204.374	30932474
DeepCCS	[M+Na]+	179.6	30932474
AllCCS	[M+H]+	165.3	32859911
AllCCS	[M+H-H2O]+	161.8	32859911
AllCCS	[M+NH4]+	168.5	32859911
AllCCS	[M+Na]+	169.4	32859911
AllCCS	[M-H]-	166.5	32859911
AllCCS	[M+Na-2H]-	165.8	32859911
AllCCS	[M+HCOO]-	165.1	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.	2.41 minutes	32390414
Predicted by Siyang on May 30, 2022	10.1291 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.38 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	38.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1078.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	207.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	91.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	141.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	49.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	276.8 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	435.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	130.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	646.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	48.5 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	1325.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	213.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	239.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	438.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	143.6 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	177.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
12-Hydroxynevirapine	OCC1=C2NC(=O)C3=C(N=CC=C3)N(C3CC3)C2=NC=C1	3756.6	Standard polar	33892256
12-Hydroxynevirapine	OCC1=C2NC(=O)C3=C(N=CC=C3)N(C3CC3)C2=NC=C1	2672.5	Standard non polar	33892256
12-Hydroxynevirapine	OCC1=C2NC(=O)C3=C(N=CC=C3)N(C3CC3)C2=NC=C1	2653.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
12-Hydroxynevirapine,1TMS,isomer #1	C[Si](C)(C)OCC1=CC=NC2=C1NC(=O)C1=CC=CN=C1N2C1CC1	2756.6	Semi standard non polar	33892256
12-Hydroxynevirapine,1TMS,isomer #2	C[Si](C)(C)N1C(=O)C2=CC=CN=C2N(C2CC2)C2=NC=CC(CO)=C21	2562.3	Semi standard non polar	33892256
12-Hydroxynevirapine,2TMS,isomer #1	C[Si](C)(C)OCC1=CC=NC2=C1N([Si](C)(C)C)C(=O)C1=CC=CN=C1N2C1CC1	2589.4	Semi standard non polar	33892256
12-Hydroxynevirapine,2TMS,isomer #1	C[Si](C)(C)OCC1=CC=NC2=C1N([Si](C)(C)C)C(=O)C1=CC=CN=C1N2C1CC1	2668.7	Standard non polar	33892256
12-Hydroxynevirapine,2TMS,isomer #1	C[Si](C)(C)OCC1=CC=NC2=C1N([Si](C)(C)C)C(=O)C1=CC=CN=C1N2C1CC1	3709.7	Standard polar	33892256
12-Hydroxynevirapine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1=CC=NC2=C1NC(=O)C1=CC=CN=C1N2C1CC1	2937.2	Semi standard non polar	33892256
12-Hydroxynevirapine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)C2=CC=CN=C2N(C2CC2)C2=NC=CC(CO)=C21	2825.1	Semi standard non polar	33892256
12-Hydroxynevirapine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1=CC=NC2=C1N([Si](C)(C)C(C)(C)C)C(=O)C1=CC=CN=C1N2C1CC1	2962.7	Semi standard non polar	33892256
12-Hydroxynevirapine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1=CC=NC2=C1N([Si](C)(C)C(C)(C)C)C(=O)C1=CC=CN=C1N2C1CC1	3069.6	Standard non polar	33892256
12-Hydroxynevirapine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1=CC=NC2=C1N([Si](C)(C)C(C)(C)C)C(=O)C1=CC=CN=C1N2C1CC1	3776.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 12-Hydroxynevirapine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0il3-0690000000-89fefc747b118bc98b55	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12-Hydroxynevirapine GC-MS (1 TMS) - 70eV, Positive	splash10-01wr-3329000000-047d4f172af2c44cd054	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12-Hydroxynevirapine 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 - 12-Hydroxynevirapine 10V, Positive-QTOF	splash10-00lr-0090000000-eb52c22400f0cc389861	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxynevirapine 20V, Positive-QTOF	splash10-014i-0090000000-d9c4236aba687f81151d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxynevirapine 40V, Positive-QTOF	splash10-0f96-9370000000-50c1d59e274aa9764317	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxynevirapine 10V, Negative-QTOF	splash10-001i-0090000000-cc8278f2b7716939377b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxynevirapine 20V, Negative-QTOF	splash10-0w30-0090000000-cb6742a3f6fce0118b6d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxynevirapine 40V, Negative-QTOF	splash10-0901-0590000000-4d86d85fdec5a0e2535a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxynevirapine 10V, Positive-QTOF	splash10-001i-0090000000-7c900f9f8b3f17914393	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxynevirapine 20V, Positive-QTOF	splash10-001i-0090000000-c8d09e40f43a08d10e5c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxynevirapine 40V, Positive-QTOF	splash10-004i-0190000000-fa89e01d7978d6337de4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxynevirapine 10V, Negative-QTOF	splash10-001i-0090000000-d72761c0346bc09759b0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxynevirapine 20V, Negative-QTOF	splash10-03di-0090000000-cb24c8647e2166c6ec38	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxynevirapine 40V, Negative-QTOF	splash10-0c00-0390000000-dd7bcf6f52d960ad5207	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Nevirapine Metabolism Pathway		Not Available

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

399285

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

453338

PDB ID

Not Available

ChEBI ID

155605

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

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

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

2. 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

3. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

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 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

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

5. Cytochrome P450 3A5

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.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

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

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. 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

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 ]

Showing metabocard for 12-Hydroxynevirapine (HMDB0013911)

MOL for HMDB0013911 (12-Hydroxynevirapine)

3D MOL for HMDB0013911 (12-Hydroxynevirapine)

3D SDF for HMDB0013911 (12-Hydroxynevirapine)

3D-SDF for HMDB0013911 (12-Hydroxynevirapine)

PDB for HMDB0013911 (12-Hydroxynevirapine)

3D PDB for HMDB0013911 (12-Hydroxynevirapine)

SMILES for HMDB0013911 (12-Hydroxynevirapine)

INCHI for HMDB0013911 (12-Hydroxynevirapine)

Structure for HMDB0013911 (12-Hydroxynevirapine)

3D Structure for HMDB0013911 (12-Hydroxynevirapine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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