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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:15:22 UTC

Update Date

2019-07-23 07:15:40 UTC

HMDB ID

HMDB0061053

Secondary Accession Numbers

HMDB61053

Metabolite Identification

Common Name

1'-hydroxytriazolam

Description

1'-hydroxytriazolam is a metabolite of triazolam. Triazolam (marketed in English-speaking countries under the brand names Apo-Triazo, Halcion, Hypam, and Trilam) is a benzodiazepine drug. It possesses pharmacological properties similar to that of other benzodiazepines, but it is generally only used as a sedative to treat severe insomnia. In addition to the hypnotic properties triazolam possesses, amnesic, anxiolytic, sedative, anticonvulsant and muscle relaxant properties are also present. (Wikipedia)

Structure

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

HMDB0061053
     RDKit          3D
1'-hydroxytriazolam
 36 39  0  0  0  0  0  0  0  0999 V2000
   -3.4408    0.7202    1.1236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0512    0.0218    0.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1876   -0.9268   -0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4530   -2.2210   -1.0086 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3595   -2.7761   -1.5629 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4028   -1.8948   -1.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9291   -0.7572   -0.9752 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2275    0.4747   -0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0218    1.5489   -1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3662    2.7823   -0.9705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109    2.8773   -0.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7975    4.4411   -0.5811 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7370    1.7471   -0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1376    0.5184   -0.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0628   -0.5961   -0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1567   -0.4259    0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2164   -1.3360    0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2641   -1.3956    1.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3264   -0.5417    2.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3072    0.3476    2.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2404    0.3864    1.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8936    1.3974    2.2484 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9499   -1.7017   -0.9815 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -2.0735   -2.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0713    0.9851    1.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6992   -0.6884    0.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8413    0.5323   -0.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0283    1.4503   -1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9416    3.6774   -1.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8225    1.7582   -0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133   -2.0307   -0.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0709   -2.1008    1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1865   -0.6217    3.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3719    1.0038    3.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0987   -3.1268   -2.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1790   -1.4555   -2.9073 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 15 23  2  0
 23 24  1  0
  7  3  1  0
 14  8  1  0
 21 16  1  0
 24  6  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 24 35  1  0
 24 36  1  0
M  END


  Mrv0541 07091309152D          

 24 27  0  0  0  0            999 V2000
    4.9992    1.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8445    2.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3748    0.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0654    2.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8483   -1.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0283   -1.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0060   -0.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4857    0.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7654   -2.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3371   -1.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5956    1.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1860   -0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4409    1.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6972   -0.8851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3337   -0.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4456   -1.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712    0.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1571   -1.1582    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6618    2.1968    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2145    0.9047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5732   -0.6127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6423   -1.4348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728   -0.9173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5839   -2.4868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
 10  5  1  0  0  0  0
 10  7  2  0  0  0  0
 11  3  2  0  0  0  0
 12  7  1  0  0  0  0
 13  4  2  0  0  0  0
 13 11  1  0  0  0  0
 14  6  1  0  0  0  0
 14 12  2  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18 10  1  0  0  0  0
 19 13  1  0  0  0  0
 20  8  1  0  0  0  0
 20 17  2  0  0  0  0
 21 15  2  0  0  0  0
 22 16  2  0  0  0  0
 22 21  1  0  0  0  0
 23 14  1  0  0  0  0
 23 15  1  0  0  0  0
 23 16  1  0  0  0  0
 24  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061053

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1=NN=C2CN=C(C3=CC=CC=C3Cl)C3=C(C=CC(Cl)=C3)N12

> <INCHI_IDENTIFIER>
InChI=1S/C17H12Cl2N4O/c18-10-5-6-14-12(7-10)17(11-3-1-2-4-13(11)19)20-8-15-21-22-16(9-24)23(14)15/h1-7,24H,8-9H2

> <INCHI_KEY>
BHUYWUDMVCLHND-UHFFFAOYSA-N

> <FORMULA>
C17H12Cl2N4O

> <MOLECULAR_WEIGHT>
359.209

> <EXACT_MASS>
358.03881644

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
34.95686151920526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[12-chloro-9-(2-chlorophenyl)-2,4,5,8-tetraazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,8,11,13-hexaen-3-yl]methanol

> <ALOGPS_LOGP>
2.14

> <JCHEM_LOGP>
2.0365

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.17242351560647

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.716120381059103

> <JCHEM_PKA_STRONGEST_BASIC>
4.2421102324298925

> <JCHEM_POLAR_SURFACE_AREA>
63.3

> <JCHEM_REFRACTIVITY>
105.386

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[12-chloro-9-(2-chlorophenyl)-2,4,5,8-tetraazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,8,11,13-hexaen-3-yl]methanol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061053
     RDKit          3D
1'-hydroxytriazolam
 36 39  0  0  0  0  0  0  0  0999 V2000
   -3.4408    0.7202    1.1236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0512    0.0218    0.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1876   -0.9268   -0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4530   -2.2210   -1.0086 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3595   -2.7761   -1.5629 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4028   -1.8948   -1.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9291   -0.7572   -0.9752 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2275    0.4747   -0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0218    1.5489   -1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3662    2.7823   -0.9705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109    2.8773   -0.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7975    4.4411   -0.5811 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7370    1.7471   -0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1376    0.5184   -0.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0628   -0.5961   -0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1567   -0.4259    0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2164   -1.3360    0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2641   -1.3956    1.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3264   -0.5417    2.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3072    0.3476    2.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2404    0.3864    1.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8936    1.3974    2.2484 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9499   -1.7017   -0.9815 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -2.0735   -2.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0713    0.9851    1.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6992   -0.6884    0.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8413    0.5323   -0.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0283    1.4503   -1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9416    3.6774   -1.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8225    1.7582   -0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133   -2.0307   -0.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0709   -2.1008    1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1865   -0.6217    3.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3719    1.0038    3.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0987   -3.1268   -2.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1790   -1.4555   -2.9073 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 15 23  2  0
 23 24  1  0
  7  3  1  0
 14  8  1  0
 21 16  1  0
 24  6  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 24 35  1  0
 24 36  1  0
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0       9.332   2.582   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.043   4.095   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.166   1.575   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.589   4.601   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.183  -3.233   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.653  -3.063   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.478  -0.581   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.773   0.967   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.295  -4.449   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.096  -1.992   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.712   2.082   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.947  -0.412   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.423   3.594   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.035  -1.652   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.490  -0.547   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.698  -3.030   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.546   1.075   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0       9.627  -2.162   0.000  0.00  0.00          Cl+0
HETATM   19 Cl   UNK     0       4.969   4.101   0.000  0.00  0.00          Cl+0
HETATM   20  N   UNK     0       4.134   1.689   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       1.070  -1.144   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       1.199  -2.678   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       3.496  -1.712   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0       4.823  -4.642   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   11                                                       
CONECT    4    2   13                                                       
CONECT    5    6   10                                                       
CONECT    6    5   14                                                       
CONECT    7   10   12                                                       
CONECT    8   15   20                                                       
CONECT    9   16   24                                                       
CONECT   10    5    7   18                                                  
CONECT   11    3   13   17                                                  
CONECT   12    7   14   17                                                  
CONECT   13    4   11   19                                                  
CONECT   14    6   12   23                                                  
CONECT   15    8   21   23                                                  
CONECT   16    9   22   23                                                  
CONECT   17   11   12   20                                                  
CONECT   18   10                                                            
CONECT   19   13                                                            
CONECT   20    8   17                                                       
CONECT   21   15   22                                                       
CONECT   22   16   21                                                       
CONECT   23   14   15   16                                                  
CONECT   24    9                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0061053
HETATM    1  O1  UNL     1      -3.441   0.720   1.124  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.051   0.022   0.072  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.188  -0.927  -0.626  1.00  0.00           C  
HETATM    4  N1  UNL     1      -3.453  -2.221  -1.009  1.00  0.00           N  
HETATM    5  N2  UNL     1      -2.360  -2.776  -1.563  1.00  0.00           N  
HETATM    6  C3  UNL     1      -1.403  -1.895  -1.554  1.00  0.00           C  
HETATM    7  N3  UNL     1      -1.929  -0.757  -0.975  1.00  0.00           N  
HETATM    8  C4  UNL     1      -1.228   0.475  -0.798  1.00  0.00           C  
HETATM    9  C5  UNL     1      -2.022   1.549  -1.044  1.00  0.00           C  
HETATM   10  C6  UNL     1      -1.366   2.782  -0.970  1.00  0.00           C  
HETATM   11  C7  UNL     1      -0.011   2.877  -0.674  1.00  0.00           C  
HETATM   12 CL1  UNL     1       0.797   4.441  -0.581  1.00  0.00          CL  
HETATM   13  C8  UNL     1       0.737   1.747  -0.439  1.00  0.00           C  
HETATM   14  C9  UNL     1       0.138   0.518  -0.494  1.00  0.00           C  
HETATM   15  C10 UNL     1       1.063  -0.596  -0.270  1.00  0.00           C  
HETATM   16  C11 UNL     1       2.157  -0.426   0.619  1.00  0.00           C  
HETATM   17  C12 UNL     1       3.216  -1.336   0.452  1.00  0.00           C  
HETATM   18  C13 UNL     1       4.264  -1.396   1.315  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.326  -0.542   2.417  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.307   0.348   2.602  1.00  0.00           C  
HETATM   21  C16 UNL     1       2.240   0.386   1.702  1.00  0.00           C  
HETATM   22 CL2  UNL     1       0.894   1.397   2.248  1.00  0.00          CL  
HETATM   23  N4  UNL     1       0.950  -1.702  -0.982  1.00  0.00           N  
HETATM   24  C17 UNL     1      -0.000  -2.074  -2.031  1.00  0.00           C  
HETATM   25  H1  UNL     1      -4.071   0.985   1.815  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.699  -0.688   0.719  1.00  0.00           H  
HETATM   27  H3  UNL     1      -4.841   0.532  -0.455  1.00  0.00           H  
HETATM   28  H4  UNL     1      -3.028   1.450  -1.329  1.00  0.00           H  
HETATM   29  H5  UNL     1      -1.942   3.677  -1.152  1.00  0.00           H  
HETATM   30  H6  UNL     1       1.823   1.758  -0.254  1.00  0.00           H  
HETATM   31  H7  UNL     1       3.213  -2.031  -0.403  1.00  0.00           H  
HETATM   32  H8  UNL     1       5.071  -2.101   1.173  1.00  0.00           H  
HETATM   33  H9  UNL     1       5.187  -0.622   3.082  1.00  0.00           H  
HETATM   34  H10 UNL     1       3.372   1.004   3.464  1.00  0.00           H  
HETATM   35  H11 UNL     1       0.099  -3.127  -2.296  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.179  -1.455  -2.907  1.00  0.00           H  
CONECT    1    2   25
CONECT    2    3   26   27
CONECT    3    4    4    7
CONECT    4    5
CONECT    5    6    6
CONECT    6    7   24
CONECT    7    8
CONECT    8    9    9   14
CONECT    9   10   28
CONECT   10   11   11   29
CONECT   11   12   13
CONECT   13   14   14   30
CONECT   14   15
CONECT   15   16   23   23
CONECT   16   17   17   21
CONECT   17   18   31
CONECT   18   19   19   32
CONECT   19   20   33
CONECT   20   21   21   34
CONECT   21   22
CONECT   23   24
CONECT   24   35   36
END

HMDB0061053
     RDKit          3D
1'-hydroxytriazolam
 36 39  0  0  0  0  0  0  0  0999 V2000
   -3.4408    0.7202    1.1236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0512    0.0218    0.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1876   -0.9268   -0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4530   -2.2210   -1.0086 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3595   -2.7761   -1.5629 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4028   -1.8948   -1.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9291   -0.7572   -0.9752 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2275    0.4747   -0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0218    1.5489   -1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3662    2.7823   -0.9705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109    2.8773   -0.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7975    4.4411   -0.5811 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7370    1.7471   -0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1376    0.5184   -0.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0628   -0.5961   -0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1567   -0.4259    0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2164   -1.3360    0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2641   -1.3956    1.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3264   -0.5417    2.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3072    0.3476    2.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2404    0.3864    1.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8936    1.3974    2.2484 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9499   -1.7017   -0.9815 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -2.0735   -2.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0713    0.9851    1.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6992   -0.6884    0.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8413    0.5323   -0.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0283    1.4503   -1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9416    3.6774   -1.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8225    1.7582   -0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133   -2.0307   -0.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0709   -2.1008    1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1865   -0.6217    3.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3719    1.0038    3.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0987   -3.1268   -2.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1790   -1.4555   -2.9073 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 15 23  2  0
 23 24  1  0
  7  3  1  0
 14  8  1  0
 21 16  1  0
 24  6  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 24 35  1  0
 24 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-Demethyltoremifene	HMDB
N-Desmethyltoremifene, (e)-isomer	HMDB
1-Hydroxymethyltriazolam	MeSH, HMDB

Chemical Formula

C₁₇H₁₂Cl₂N₄O

Average Molecular Weight

359.209

Monoisotopic Molecular Weight

358.03881644

IUPAC Name

[12-chloro-9-(2-chlorophenyl)-2,4,5,8-tetraazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,8,11,13-hexaen-3-yl]methanol

Traditional Name

[12-chloro-9-(2-chlorophenyl)-2,4,5,8-tetraazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,8,11,13-hexaen-3-yl]methanol

CAS Registry Number

Not Available

SMILES

OCC1=NN=C2CN=C(C3=CC=CC=C3Cl)C3=C(C=CC(Cl)=C3)N12

InChI Identifier

InChI=1S/C17H12Cl2N4O/c18-10-5-6-14-12(7-10)17(11-3-1-2-4-13(11)19)20-8-15-21-22-16(9-24)23(14)15/h1-7,24H,8-9H2

InChI Key

BHUYWUDMVCLHND-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Diphenylmethane
Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Secondary amine
Ether
Secondary aliphatic amine
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Alkyl halide
Hydrocarbon derivative
Alkyl chloride
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0061053)
Liver (HMDB: HMDB0061053)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061053)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061053)

Cellular substructure

Cytoplasm (HMDB: HMDB0061053)
Membrane (HMDB: HMDB0061053)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.046 g/L	ALOGPS
logP	2.14	ALOGPS
logP	2.04	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	13.72	ChemAxon
pKa (Strongest Basic)	4.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	105.39 m³·mol⁻¹	ChemAxon
Polarizability	34.96 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
DeepCCS	[M-2H]-	208.994	30932474
DeepCCS	[M+Na]+	184.22	30932474
AllCCS	[M+H]+	179.1	32859911
AllCCS	[M+H-H2O]+	175.9	32859911
AllCCS	[M+NH4]+	182.0	32859911
AllCCS	[M+Na]+	182.9	32859911
AllCCS	[M-H]-	177.8	32859911
AllCCS	[M+Na-2H]-	176.9	32859911
AllCCS	[M+HCOO]-	176.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1'-hydroxytriazolam	OCC1=NN=C2CN=C(C3=CC=CC=C3Cl)C3=C(C=CC(Cl)=C3)N12	4400.4	Standard polar	33892256
1'-hydroxytriazolam	OCC1=NN=C2CN=C(C3=CC=CC=C3Cl)C3=C(C=CC(Cl)=C3)N12	3127.5	Standard non polar	33892256
1'-hydroxytriazolam	OCC1=NN=C2CN=C(C3=CC=CC=C3Cl)C3=C(C=CC(Cl)=C3)N12	3210.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1'-hydroxytriazolam,1TMS,isomer #1	C[Si](C)(C)OCC1=NN=C2CN=C(C3=CC=CC=C3Cl)C3=CC(Cl)=CC=C3N21	3203.3	Semi standard non polar	33892256
1'-hydroxytriazolam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1=NN=C2CN=C(C3=CC=CC=C3Cl)C3=CC(Cl)=CC=C3N21	3337.3	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 - 1'-hydroxytriazolam GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fv-5079000000-9bce2efb1de4b4647cba	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1'-hydroxytriazolam GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9405100000-d0aada4d2fe51138ea63	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1'-hydroxytriazolam 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 - 1'-hydroxytriazolam 10V, Positive-QTOF	splash10-0a4i-0019000000-9d2cddf731e1ac30fdf8	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1'-hydroxytriazolam 20V, Positive-QTOF	splash10-0a4i-0019000000-a9ef456b4c9b35268d0d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1'-hydroxytriazolam 40V, Positive-QTOF	splash10-0ufr-1972000000-8b60867445703064da07	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1'-hydroxytriazolam 10V, Negative-QTOF	splash10-0a4i-0029000000-d1f33b3c38e5474abfcb	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1'-hydroxytriazolam 20V, Negative-QTOF	splash10-0690-0019000000-3cd651051e06b9c0220a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1'-hydroxytriazolam 40V, Negative-QTOF	splash10-0f79-1290000000-0c2988da84eb75c411a8	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1'-hydroxytriazolam 10V, Positive-QTOF	splash10-0a4i-0009000000-d882a48b67f97fd7c334	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1'-hydroxytriazolam 20V, Positive-QTOF	splash10-0a4i-0009000000-f9355e327bad53a25b11	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1'-hydroxytriazolam 40V, Positive-QTOF	splash10-0f9i-0896000000-d6a99a9e4487b8c9735c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1'-hydroxytriazolam 10V, Negative-QTOF	splash10-0abc-1039000000-06a57d20aaa48917ab75	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1'-hydroxytriazolam 20V, Negative-QTOF	splash10-0ac0-4029000000-1fc5e239884a4b982014	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1'-hydroxytriazolam 40V, Negative-QTOF	splash10-001r-7094000000-78aa6aa4f0bf9406def4	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3035212

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 1'-hydroxytriazolam (HMDB0061053)

MOL for HMDB0061053 (1'-hydroxytriazolam)

3D MOL for HMDB0061053 (1'-hydroxytriazolam)

3D SDF for HMDB0061053 (1'-hydroxytriazolam)

3D-SDF for HMDB0061053 (1'-hydroxytriazolam)

PDB for HMDB0061053 (1'-hydroxytriazolam)

3D PDB for HMDB0061053 (1'-hydroxytriazolam)

SMILES for HMDB0061053 (1'-hydroxytriazolam)

INCHI for HMDB0061053 (1'-hydroxytriazolam)

Structure for HMDB0061053 (1'-hydroxytriazolam)

3D Structure for HMDB0061053 (1'-hydroxytriazolam)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra