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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:25:54 UTC

Update Date

2021-09-26 22:58:24 UTC

HMDB ID

HMDB0248221

Secondary Accession Numbers

None

Metabolite Identification

Common Name

alpha-Hydroxyetizolam

Description

alpha-Hydroxyetizolam belongs to the class of organic compounds known as thienodiazepines. These are heteropolycyclic containing a thiophene ring fused to a diazepine ring. Thiophene is 5-membered ring consisting of four carbon and one sulfur atoms. Diazepine is a 7-membered ring consisting of five carbon and two nitrogen atoms. alpha-Hydroxyetizolam is a drug. Based on a literature review a small amount of articles have been published on alpha-Hydroxyetizolam. This compound has been identified in human blood as reported by (PMID: 31557052 ). Alpha-hydroxyetizolam is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically alpha-Hydroxyetizolam is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0248221
     RDKit          3D
alpha-Hydroxyetizolam
 39 42  0  0  0  0  0  0  0  0999 V2000
   -3.0478    2.9903    1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6801    3.4376    0.9502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1071    4.6540    1.0642 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1470    4.6135    0.5512 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3862    3.3926    0.1109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7484    2.6889    0.3672 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0003    1.3004    0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4861    0.5723   -0.3071 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -1.0099   -0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7226   -2.2360   -1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4890   -2.4214   -2.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3151   -3.3488   -0.3231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5835   -0.9202   -0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0877    0.2835   -0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3582    0.4762    0.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1450   -0.6068    0.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6713   -1.8025    1.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4969   -2.8136    1.6557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8644   -2.6286    1.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3910   -1.4345    1.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5452   -0.4595    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2122    1.0761    0.1946 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0258    1.5750   -0.0117 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6062    2.8490   -0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6082    2.7386    0.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5307    3.7795    1.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9851    2.0844    1.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7697   -2.0116   -0.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035   -2.4904   -2.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9589   -1.5697   -3.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0226   -3.3335   -2.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174   -3.4416    0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0525   -1.8267   -0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5878   -1.9581    1.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033   -3.7734    2.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5590   -3.4013    1.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4811   -1.2879    1.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4310    3.5857   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3390    2.6782   -1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  9 13  2  0
 13 14  1  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
  6  2  1  0
 14  7  2  0
 21 16  1  0
 24  5  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 24 38  1  0
 24 39  1  0
M  END

  Mrv1652307051719142D          

 24 27  0  0  0  0            999 V2000
    4.4714   -2.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7100   -2.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5944   -1.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0884    1.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9654    2.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4433    0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1974    2.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9864   -0.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5438    0.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4201   -1.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9493   -1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6754    1.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140   -0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5524    1.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3602   -0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0304    0.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996   -0.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.1363    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2871    0.8627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -1.4137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5878   -0.5895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746   -0.9446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1541   -1.6331    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3623   -1.6265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  8  2  0  0  0  0
 12  6  2  0  0  0  0
 13  8  1  0  0  0  0
 14  7  2  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 13  2  0  0  0  0
 18 14  1  0  0  0  0
 19  9  1  0  0  0  0
 19 16  2  0  0  0  0
 20 10  2  0  0  0  0
 21 15  2  0  0  0  0
 21 20  1  0  0  0  0
 22 10  1  0  0  0  0
 22 15  1  0  0  0  0
 22 17  1  0  0  0  0
 23 11  1  0  0  0  0
 23 17  1  0  0  0  0
  3 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248221

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)C1=CC2=C(S1)N1C(C)=NN=C1CN=C2C1=CC=CC=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C17H15ClN4OS/c1-9(23)14-7-12-16(11-5-3-4-6-13(11)18)19-8-15-21-20-10(2)22(15)17(12)24-14/h3-7,9,23H,8H2,1-2H3

> <INCHI_KEY>
YRJXUAYHZCDGDO-UHFFFAOYSA-N

> <FORMULA>
C17H15ClN4OS

> <MOLECULAR_WEIGHT>
358.84

> <EXACT_MASS>
358.06551

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
36.38660808734203

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[7-(2-chlorophenyl)-13-methyl-3-thia-1,8,11,12-tetraazatricyclo[8.3.0.0^{2,6}]trideca-2(6),4,7,10,12-pentaen-4-yl]ethan-1-ol

> <ALOGPS_LOGP>
2.42

> <JCHEM_LOGP>
2.751255025666666

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.492879111315716

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.29846724303857

> <JCHEM_PKA_STRONGEST_BASIC>
4.451701896852214

> <JCHEM_POLAR_SURFACE_AREA>
63.3

> <JCHEM_REFRACTIVITY>
106.1635

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.97e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[7-(2-chlorophenyl)-13-methyl-3-thia-1,8,11,12-tetraazatricyclo[8.3.0.0^{2,6}]trideca-2(6),4,7,10,12-pentaen-4-yl]ethanol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248221
     RDKit          3D
alpha-Hydroxyetizolam
 39 42  0  0  0  0  0  0  0  0999 V2000
   -3.0478    2.9903    1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6801    3.4376    0.9502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1071    4.6540    1.0642 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1470    4.6135    0.5512 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3862    3.3926    0.1109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7484    2.6889    0.3672 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0003    1.3004    0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4861    0.5723   -0.3071 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -1.0099   -0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7226   -2.2360   -1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4890   -2.4214   -2.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3151   -3.3488   -0.3231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5835   -0.9202   -0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0877    0.2835   -0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3582    0.4762    0.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1450   -0.6068    0.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6713   -1.8025    1.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4969   -2.8136    1.6557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8644   -2.6286    1.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3910   -1.4345    1.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5452   -0.4595    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2122    1.0761    0.1946 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0258    1.5750   -0.0117 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6062    2.8490   -0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6082    2.7386    0.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5307    3.7795    1.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9851    2.0844    1.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7697   -2.0116   -0.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035   -2.4904   -2.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9589   -1.5697   -3.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0226   -3.3335   -2.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174   -3.4416    0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0525   -1.8267   -0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5878   -1.9581    1.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033   -3.7734    2.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5590   -3.4013    1.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4811   -1.2879    1.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4310    3.5857   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3390    2.6782   -1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  9 13  2  0
 13 14  1  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
  6  2  1  0
 14  7  2  0
 21 16  1  0
 24  5  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 24 38  1  0
 24 39  1  0
M  END

HEADER    PROTEIN                                 05-JUL-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-JUL-17         0                                  
HETATM    1  C   UNK     0       8.347  -5.122   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.192  -4.490   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.576  -3.599   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.498   2.300   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.269   3.823   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.294   1.340   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.835   4.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.441  -1.100   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.882   0.942   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.651  -3.048   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.372  -2.639   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.861   1.902   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.999  -0.559   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.631   3.425   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.539  -0.559   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.657   0.942   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.039  -1.763   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0       5.198   3.988   0.000  0.00  0.00          Cl+0
HETATM   19  N   UNK     0       4.269   1.610   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       1.166  -2.639   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       1.097  -1.100   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       3.499  -1.763   0.000  0.00  0.00           N+0
HETATM   23  S   UNK     0       5.888  -3.048   0.000  0.00  0.00           S+0
HETATM   24  O   UNK     0      10.010  -3.036   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   10                                                            
CONECT    3    1   11   24                                                  
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4   12                                                       
CONECT    7    5   14                                                       
CONECT    8   11   13                                                       
CONECT    9   15   19                                                       
CONECT   10    2   20   22                                                  
CONECT   11    3    8   23                                                  
CONECT   12    6   14   16                                                  
CONECT   13    8   16   17                                                  
CONECT   14    7   12   18                                                  
CONECT   15    9   21   22                                                  
CONECT   16   12   13   19                                                  
CONECT   17   13   22   23                                                  
CONECT   18   14                                                            
CONECT   19    9   16                                                       
CONECT   20   10   21                                                       
CONECT   21   15   20                                                       
CONECT   22   10   15   17                                                  
CONECT   23   11   17                                                       
CONECT   24    3                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0248221
HETATM    1  C1  UNL     1      -3.048   2.990   1.357  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.680   3.438   0.950  1.00  0.00           C  
HETATM    3  N1  UNL     1      -1.107   4.654   1.064  1.00  0.00           N  
HETATM    4  N2  UNL     1       0.147   4.614   0.551  1.00  0.00           N  
HETATM    5  C3  UNL     1       0.386   3.393   0.111  1.00  0.00           C  
HETATM    6  N3  UNL     1      -0.748   2.689   0.367  1.00  0.00           N  
HETATM    7  C4  UNL     1      -1.000   1.300   0.065  1.00  0.00           C  
HETATM    8  S1  UNL     1      -2.486   0.572  -0.307  1.00  0.00           S  
HETATM    9  C5  UNL     1      -1.939  -1.010  -0.637  1.00  0.00           C  
HETATM   10  C6  UNL     1      -2.723  -2.236  -1.048  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.489  -2.421  -2.535  1.00  0.00           C  
HETATM   12  O1  UNL     1      -2.315  -3.349  -0.323  1.00  0.00           O  
HETATM   13  C8  UNL     1      -0.583  -0.920  -0.441  1.00  0.00           C  
HETATM   14  C9  UNL     1      -0.088   0.284  -0.069  1.00  0.00           C  
HETATM   15  C10 UNL     1       1.358   0.476   0.213  1.00  0.00           C  
HETATM   16  C11 UNL     1       2.145  -0.607   0.776  1.00  0.00           C  
HETATM   17  C12 UNL     1       1.671  -1.802   1.230  1.00  0.00           C  
HETATM   18  C13 UNL     1       2.497  -2.814   1.656  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.864  -2.629   1.633  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.391  -1.434   1.185  1.00  0.00           C  
HETATM   21  C16 UNL     1       3.545  -0.459   0.772  1.00  0.00           C  
HETATM   22 CL1  UNL     1       4.212   1.076   0.195  1.00  0.00          CL  
HETATM   23  N4  UNL     1       2.026   1.575  -0.012  1.00  0.00           N  
HETATM   24  C17 UNL     1       1.606   2.849  -0.553  1.00  0.00           C  
HETATM   25  H1  UNL     1      -3.608   2.739   0.424  1.00  0.00           H  
HETATM   26  H2  UNL     1      -3.531   3.780   1.929  1.00  0.00           H  
HETATM   27  H3  UNL     1      -2.985   2.084   1.984  1.00  0.00           H  
HETATM   28  H4  UNL     1      -3.770  -2.012  -0.849  1.00  0.00           H  
HETATM   29  H5  UNL     1      -1.403  -2.490  -2.737  1.00  0.00           H  
HETATM   30  H6  UNL     1      -2.959  -1.570  -3.049  1.00  0.00           H  
HETATM   31  H7  UNL     1      -3.023  -3.333  -2.836  1.00  0.00           H  
HETATM   32  H8  UNL     1      -2.917  -3.442   0.454  1.00  0.00           H  
HETATM   33  H9  UNL     1       0.052  -1.827  -0.648  1.00  0.00           H  
HETATM   34  H10 UNL     1       0.588  -1.958   1.336  1.00  0.00           H  
HETATM   35  H11 UNL     1       2.103  -3.773   2.017  1.00  0.00           H  
HETATM   36  H12 UNL     1       4.559  -3.401   1.960  1.00  0.00           H  
HETATM   37  H13 UNL     1       5.481  -1.288   1.169  1.00  0.00           H  
HETATM   38  H14 UNL     1       2.431   3.586  -0.545  1.00  0.00           H  
HETATM   39  H15 UNL     1       1.339   2.678  -1.617  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    3    6
CONECT    3    4
CONECT    4    5    5
CONECT    5    6   24
CONECT    6    7
CONECT    7    8   14   14
CONECT    8    9
CONECT    9   10   13   13
CONECT   10   11   12   28
CONECT   11   29   30   31
CONECT   12   32
CONECT   13   14   33
CONECT   14   15
CONECT   15   16   23   23
CONECT   16   17   17   21
CONECT   17   18   34
CONECT   18   19   19   35
CONECT   19   20   36
CONECT   20   21   21   37
CONECT   21   22
CONECT   23   24
CONECT   24   38   39
END

HMDB0248221
     RDKit          3D
alpha-Hydroxyetizolam
 39 42  0  0  0  0  0  0  0  0999 V2000
   -3.0478    2.9903    1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6801    3.4376    0.9502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1071    4.6540    1.0642 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1470    4.6135    0.5512 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3862    3.3926    0.1109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7484    2.6889    0.3672 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0003    1.3004    0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4861    0.5723   -0.3071 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -1.0099   -0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7226   -2.2360   -1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4890   -2.4214   -2.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3151   -3.3488   -0.3231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5835   -0.9202   -0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0877    0.2835   -0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3582    0.4762    0.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1450   -0.6068    0.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6713   -1.8025    1.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4969   -2.8136    1.6557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8644   -2.6286    1.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3910   -1.4345    1.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5452   -0.4595    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2122    1.0761    0.1946 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0258    1.5750   -0.0117 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6062    2.8490   -0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6082    2.7386    0.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5307    3.7795    1.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9851    2.0844    1.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7697   -2.0116   -0.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035   -2.4904   -2.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9589   -1.5697   -3.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0226   -3.3335   -2.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174   -3.4416    0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0525   -1.8267   -0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5878   -1.9581    1.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033   -3.7734    2.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5590   -3.4013    1.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4811   -1.2879    1.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4310    3.5857   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3390    2.6782   -1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  9 13  2  0
 13 14  1  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
  6  2  1  0
 14  7  2  0
 21 16  1  0
 24  5  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 24 38  1  0
 24 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a-Hydroxyetizolam	Generator
Α-hydroxyetizolam	Generator
6-(2-Chlorophenyl)-8-(1-hydroxyethyl)-1-methyl-4-triazolo-3,4-thieno-(2,3-e)(1,4) diazepine	HMDB

Chemical Formula

C₁₇H₁₅ClN₄OS

Average Molecular Weight

358.84

Monoisotopic Molecular Weight

358.06551

IUPAC Name

1-[7-(2-chlorophenyl)-13-methyl-3-thia-1,8,11,12-tetraazatricyclo[8.3.0.0^{2,6}]trideca-2(6),4,7,10,12-pentaen-4-yl]ethan-1-ol

Traditional Name

1-[7-(2-chlorophenyl)-13-methyl-3-thia-1,8,11,12-tetraazatricyclo[8.3.0.0^{2,6}]trideca-2(6),4,7,10,12-pentaen-4-yl]ethanol

CAS Registry Number

Not Available

SMILES

CC(O)C1=CC2=C(S1)N1C(C)=NN=C1CN=C2C1=CC=CC=C1Cl

InChI Identifier

InChI=1S/C17H15ClN4OS/c1-9(23)14-7-12-16(11-5-3-4-6-13(11)18)19-8-15-21-20-10(2)22(15)17(12)24-14/h3-7,9,23H,8H2,1-2H3

InChI Key

YRJXUAYHZCDGDO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thienodiazepines. These are heteropolycyclic containing a thiophene ring fused to a diazepine ring. Thiophene is 5-membered ring consisting of four carbon and one sulfur atoms. Diazepine is a 7-membered ring consisting of five carbon and two nitrogen atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Thienodiazepines

Sub Class

Not Available

Direct Parent

Thienodiazepines

Alternative Parents

Substituents

Thieno-para-diazepine
2,3,5-trisubstituted thiophene
Para-diazepine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Azole
1,2,4-triazole
Thiophene
Heteroaromatic compound
Ketimine
Secondary alcohol
Organic 1,3-dipolar compound
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organonitrogen compound
Organochloride
Organohalogen compound
Imine
Hydrocarbon derivative
Organic oxygen compound
Aromatic alcohol
Alcohol
Organic nitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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
logP	2.42	ALOGPS
logP	2.75	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	14.3	ChemAxon
pKa (Strongest Basic)	4.45	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	106.16 m³·mol⁻¹	ChemAxon
Polarizability	36.39 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+H]+	169.72	30932474
DeepCCS	[M-H]-	167.362	30932474
DeepCCS	[M-2H]-	201.538	30932474
DeepCCS	[M+Na]+	176.766	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Hydroxyetizolam	CC(O)C1=CC2=C(S1)N1C(C)=NN=C1CN=C2C1=CC=CC=C1Cl	3940.2	Standard polar	33892256
alpha-Hydroxyetizolam	CC(O)C1=CC2=C(S1)N1C(C)=NN=C1CN=C2C1=CC=CC=C1Cl	3144.8	Standard non polar	33892256
alpha-Hydroxyetizolam	CC(O)C1=CC2=C(S1)N1C(C)=NN=C1CN=C2C1=CC=CC=C1Cl	3153.1	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 - alpha-Hydroxyetizolam GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-8179000000-55a88b207dab8f495cc9	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Hydroxyetizolam GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Hydroxyetizolam GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Hydroxyetizolam GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - alpha-Hydroxyetizolam 10V, Positive-QTOF	splash10-0a4i-0009000000-84d41d3fd6dfe9d96d7b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Hydroxyetizolam 20V, Positive-QTOF	splash10-0a4i-0009000000-f4896ddc0d69dc81738c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Hydroxyetizolam 40V, Positive-QTOF	splash10-00pi-3159000000-783586b0a58c97311990	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Hydroxyetizolam 10V, Negative-QTOF	splash10-0a4i-0019000000-24c9213d725fd7fc67b4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Hydroxyetizolam 20V, Negative-QTOF	splash10-01si-7089000000-38af7b79accba6d69118	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Hydroxyetizolam 40V, Negative-QTOF	splash10-0560-4094000000-9ba62f207567f6a83737	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DBMET01525

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

14539798

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Alpha-Hydroxyetizolam

METLIN ID

Not Available

PubChem Compound

15135972

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for alpha-Hydroxyetizolam (HMDB0248221)

MOL for HMDB0248221 (alpha-Hydroxyetizolam)

3D MOL for HMDB0248221 (alpha-Hydroxyetizolam)

3D SDF for HMDB0248221 (alpha-Hydroxyetizolam)

3D-SDF for HMDB0248221 (alpha-Hydroxyetizolam)

PDB for HMDB0248221 (alpha-Hydroxyetizolam)

3D PDB for HMDB0248221 (alpha-Hydroxyetizolam)

SMILES for HMDB0248221 (alpha-Hydroxyetizolam)

INCHI for HMDB0248221 (alpha-Hydroxyetizolam)

Structure for HMDB0248221 (alpha-Hydroxyetizolam)

3D Structure for HMDB0248221 (alpha-Hydroxyetizolam)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra