Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:30:33 UTC

Update Date

2021-09-26 23:11:40 UTC

HMDB ID

HMDB0256187

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide

Description

Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups. Based on a literature review very few articles have been published on Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dibenz(b,f)(1,4)oxazepine-10(11h)-carboxylic acid, 8-chloro-, 2-acetylhydrazide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide 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

HMDB0256187
     RDKit          3D
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide
 37 39  0  0  0  0  0  0  0  0999 V2000
    5.8232    1.4840    1.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3270    1.5366    0.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6497    2.2088    1.7478 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048    0.8059   -0.1137 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3225    0.8019   -0.2987 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5219   -0.3602   -0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1245   -1.4045    0.1223 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1238   -0.3226   -0.3629 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4463    0.9984   -0.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8968    1.0892   -0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221    2.3395   -0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6368    2.7141   -0.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1694    4.3021   -1.1023 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.5936    1.8953    0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1723    0.6608    0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8535    0.2760    0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6129   -1.0392    0.8730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7508   -1.9233    0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1979   -3.2103    0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4419   -4.1639   -0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2356   -3.8355   -1.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2358   -2.5347   -1.0733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218   -1.5986   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2984    2.3060    0.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0900    1.6520    2.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2196    0.5271    0.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2788    0.2386   -0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8748    1.7030   -0.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0939    1.6383    0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2457    1.4134   -1.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6101    3.0347   -1.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6375    2.1936    0.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9042   -0.0206    0.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1436   -3.4791    0.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8255   -5.1674   -0.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3745   -4.5409   -1.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1554   -2.2185   -1.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23  8  1  0
 16 10  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
M  END

  Mrv1652309112118302D          

 23 25  0  0  0  0            999 V2000
   -0.5463   -2.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -3.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -3.9217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -2.6842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971   -3.0967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3116   -2.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3116   -1.8592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0260   -3.0967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7077   -2.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4960   -2.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7974   -3.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6132   -3.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1276   -3.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8262   -2.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0104   -2.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3406   -1.7080    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3849   -4.3575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5691   -4.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3856   -5.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5972   -5.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9925   -4.9668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1760   -4.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9644   -3.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 14 16  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
  8 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256187

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)NNC(=O)N1CC2=C(OC3=CC=CC=C13)C=CC(Cl)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C16H14ClN3O3/c1-10(21)18-19-16(22)20-9-11-8-12(17)6-7-14(11)23-15-5-3-2-4-13(15)20/h2-8H,9H2,1H3,(H,18,21)(H,19,22)

> <INCHI_KEY>
UETSVHKFTALXNP-UHFFFAOYSA-N

> <FORMULA>
C16H14ClN3O3

> <MOLECULAR_WEIGHT>
331.76

> <EXACT_MASS>
331.072369

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
32.62248306542514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N'-acetyl-13-chloro-2-oxa-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-9-carbohydrazide

> <ALOGPS_LOGP>
2.47

> <JCHEM_LOGP>
2.007586510333333

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.631012896740273

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.071085724864453

> <JCHEM_PKA_STRONGEST_BASIC>
-3.722625784112679

> <JCHEM_POLAR_SURFACE_AREA>
70.67

> <JCHEM_REFRACTIVITY>
85.17970000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N'-acetyl-13-chloro-2-oxa-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-9-carbohydrazide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256187
     RDKit          3D
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide
 37 39  0  0  0  0  0  0  0  0999 V2000
    5.8232    1.4840    1.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3270    1.5366    0.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6497    2.2088    1.7478 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048    0.8059   -0.1137 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3225    0.8019   -0.2987 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5219   -0.3602   -0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1245   -1.4045    0.1223 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1238   -0.3226   -0.3629 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4463    0.9984   -0.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8968    1.0892   -0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221    2.3395   -0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6368    2.7141   -0.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1694    4.3021   -1.1023 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.5936    1.8953    0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1723    0.6608    0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8535    0.2760    0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6129   -1.0392    0.8730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7508   -1.9233    0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1979   -3.2103    0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4419   -4.1639   -0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2356   -3.8355   -1.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2358   -2.5347   -1.0733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218   -1.5986   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2984    2.3060    0.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0900    1.6520    2.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2196    0.5271    0.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2788    0.2386   -0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8748    1.7030   -0.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0939    1.6383    0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2457    1.4134   -1.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6101    3.0347   -1.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6375    2.1936    0.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9042   -0.0206    0.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1436   -3.4791    0.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8255   -5.1674   -0.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3745   -4.5409   -1.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1554   -2.2185   -1.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23  8  1  0
 16 10  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.020  -5.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.314  -5.780   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.314  -7.320   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       1.648  -5.010   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       2.981  -5.780   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       4.315  -5.010   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.315  -3.470   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       5.649  -5.780   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       6.921  -4.913   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.393  -5.367   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.955  -6.800   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.478  -7.030   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.438  -5.826   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.876  -4.392   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.353  -4.163   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0      11.836  -3.188   0.000  0.00  0.00          Cl+0
HETATM   17  O   UNK     0       8.185  -8.134   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.662  -8.364   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.320  -9.865   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.848 -10.319   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.719  -9.271   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.062  -7.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.534  -7.316   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   23                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14   10                                                       
CONECT   16   14                                                            
CONECT   17   11   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18    8                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0256187
HETATM    1  C1  UNL     1       5.823   1.484   1.066  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.327   1.537   0.940  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.650   2.209   1.748  1.00  0.00           O  
HETATM    4  N1  UNL     1       3.705   0.806  -0.114  1.00  0.00           N  
HETATM    5  N2  UNL     1       2.322   0.802  -0.299  1.00  0.00           N  
HETATM    6  C3  UNL     1       1.522  -0.360  -0.169  1.00  0.00           C  
HETATM    7  O2  UNL     1       2.125  -1.405   0.122  1.00  0.00           O  
HETATM    8  N3  UNL     1       0.124  -0.323  -0.363  1.00  0.00           N  
HETATM    9  C4  UNL     1      -0.446   0.998  -0.447  1.00  0.00           C  
HETATM   10  C5  UNL     1      -1.897   1.089  -0.197  1.00  0.00           C  
HETATM   11  C6  UNL     1      -2.322   2.339  -0.646  1.00  0.00           C  
HETATM   12  C7  UNL     1      -3.637   2.714  -0.524  1.00  0.00           C  
HETATM   13 CL1  UNL     1      -4.169   4.302  -1.102  1.00  0.00          CL  
HETATM   14  C8  UNL     1      -4.594   1.895   0.037  1.00  0.00           C  
HETATM   15  C9  UNL     1      -4.172   0.661   0.480  1.00  0.00           C  
HETATM   16  C10 UNL     1      -2.854   0.276   0.361  1.00  0.00           C  
HETATM   17  O3  UNL     1      -2.613  -1.039   0.873  1.00  0.00           O  
HETATM   18  C11 UNL     1      -1.751  -1.923   0.174  1.00  0.00           C  
HETATM   19  C12 UNL     1      -2.198  -3.210   0.067  1.00  0.00           C  
HETATM   20  C13 UNL     1      -1.442  -4.164  -0.603  1.00  0.00           C  
HETATM   21  C14 UNL     1      -0.236  -3.835  -1.171  1.00  0.00           C  
HETATM   22  C15 UNL     1       0.236  -2.535  -1.073  1.00  0.00           C  
HETATM   23  C16 UNL     1      -0.522  -1.599  -0.404  1.00  0.00           C  
HETATM   24  H1  UNL     1       6.298   2.306   0.490  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.090   1.652   2.135  1.00  0.00           H  
HETATM   26  H3  UNL     1       6.220   0.527   0.687  1.00  0.00           H  
HETATM   27  H4  UNL     1       4.279   0.239  -0.796  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.875   1.703  -0.548  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.094   1.638   0.307  1.00  0.00           H  
HETATM   30  H7  UNL     1      -0.246   1.413  -1.451  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.610   3.035  -1.101  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.638   2.194   0.133  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.904  -0.021   0.932  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.144  -3.479   0.507  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.826  -5.167  -0.667  1.00  0.00           H  
HETATM   36  H13 UNL     1       0.374  -4.541  -1.698  1.00  0.00           H  
HETATM   37  H14 UNL     1       1.155  -2.219  -1.517  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3    4
CONECT    4    5   27
CONECT    5    6   28
CONECT    6    7    7    8
CONECT    8    9   23
CONECT    9   10   29   30
CONECT   10   11   11   16
CONECT   11   12   31
CONECT   12   13   14   14
CONECT   14   15   32
CONECT   15   16   16   33
CONECT   16   17
CONECT   17   18
CONECT   18   19   19   23
CONECT   19   20   34
CONECT   20   21   21   35
CONECT   21   22   36
CONECT   22   23   23   37
END

HMDB0256187
     RDKit          3D
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide
 37 39  0  0  0  0  0  0  0  0999 V2000
    5.8232    1.4840    1.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3270    1.5366    0.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6497    2.2088    1.7478 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048    0.8059   -0.1137 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3225    0.8019   -0.2987 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5219   -0.3602   -0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1245   -1.4045    0.1223 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1238   -0.3226   -0.3629 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4463    0.9984   -0.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8968    1.0892   -0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221    2.3395   -0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6368    2.7141   -0.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1694    4.3021   -1.1023 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.5936    1.8953    0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1723    0.6608    0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8535    0.2760    0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6129   -1.0392    0.8730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7508   -1.9233    0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1979   -3.2103    0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4419   -4.1639   -0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2356   -3.8355   -1.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2358   -2.5347   -1.0733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218   -1.5986   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2984    2.3060    0.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0900    1.6520    2.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2196    0.5271    0.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2788    0.2386   -0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8748    1.7030   -0.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0939    1.6383    0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2457    1.4134   -1.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6101    3.0347   -1.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6375    2.1936    0.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9042   -0.0206    0.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1436   -3.4791    0.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8255   -5.1674   -0.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3745   -4.5409   -1.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1554   -2.2185   -1.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23  8  1  0
 16 10  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dibenz(b,F)(1,4)oxazepine-10(11H)-carboxylate, 8-chloro-, 2-acetylhydrazide	Generator
13-Chloro-N-(1-hydroxyethylidene)-2-oxa-9-azatricyclo[9.4.0.0,]pentadeca-1(15),3,5,7,11,13-hexaene-9-carbohydrazonate	HMDB

Chemical Formula

C₁₆H₁₄ClN₃O₃

Average Molecular Weight

331.76

Monoisotopic Molecular Weight

331.072369

IUPAC Name

N'-acetyl-13-chloro-2-oxa-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-9-carbohydrazide

Traditional Name

N'-acetyl-13-chloro-2-oxa-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-9-carbohydrazide

CAS Registry Number

Not Available

SMILES

CC(=O)NNC(=O)N1CC2=C(OC3=CC=CC=C13)C=CC(Cl)=C2

InChI Identifier

InChI=1S/C16H14ClN3O3/c1-10(21)18-19-16(22)20-9-11-8-12(17)6-7-14(11)23-15-5-3-2-4-13(15)20/h2-8H,9H2,1H3,(H,18,21)(H,19,22)

InChI Key

UETSVHKFTALXNP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Diarylethers

Alternative Parents

Substituents

Diaryl ether
Aryl chloride
Aryl halide
Benzenoid
Semicarbazide
Acetamide
Carboxylic acid hydrazide
Carbonic acid derivative
Carboxylic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Organohalogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organochloride
Organonitrogen compound
Organopnictogen compound
Carbonyl group
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	2.47	ALOGPS
logP	2.01	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	10.07	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70.67 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	85.18 m³·mol⁻¹	ChemAxon
Polarizability	32.62 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	200.183	30932474
DeepCCS	[M+Na]+	175.41	30932474
AllCCS	[M+H]+	172.6	32859911
AllCCS	[M+H-H2O]+	169.5	32859911
AllCCS	[M+NH4]+	175.5	32859911
AllCCS	[M+Na]+	176.4	32859911
AllCCS	[M-H]-	173.3	32859911
AllCCS	[M+Na-2H]-	172.4	32859911
AllCCS	[M+HCOO]-	171.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide	CC(=O)NNC(=O)N1CC2=C(OC3=CC=CC=C13)C=CC(Cl)=C2	4125.6	Standard polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide	CC(=O)NNC(=O)N1CC2=C(OC3=CC=CC=C13)C=CC(Cl)=C2	2729.8	Standard non polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide	CC(=O)NNC(=O)N1CC2=C(OC3=CC=CC=C13)C=CC(Cl)=C2	2834.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,1TMS,isomer #1	CC(=O)N(NC(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C	2843.6	Semi standard non polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,1TMS,isomer #1	CC(=O)N(NC(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C	2932.7	Standard non polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,1TMS,isomer #1	CC(=O)N(NC(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C	4103.2	Standard polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,1TMS,isomer #2	CC(=O)NN(C(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C	2821.8	Semi standard non polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,1TMS,isomer #2	CC(=O)NN(C(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C	2741.6	Standard non polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,1TMS,isomer #2	CC(=O)NN(C(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C	4128.8	Standard polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,2TMS,isomer #1	CC(=O)N(N(C(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C)[Si](C)(C)C	2710.2	Semi standard non polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,2TMS,isomer #1	CC(=O)N(N(C(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C)[Si](C)(C)C	2859.5	Standard non polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,2TMS,isomer #1	CC(=O)N(N(C(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C)[Si](C)(C)C	3765.9	Standard polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,1TBDMS,isomer #1	CC(=O)N(NC(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3080.0	Semi standard non polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,1TBDMS,isomer #1	CC(=O)N(NC(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3097.9	Standard non polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,1TBDMS,isomer #1	CC(=O)N(NC(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C(C)(C)C	4126.2	Standard polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,1TBDMS,isomer #2	CC(=O)NN(C(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3087.1	Semi standard non polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,1TBDMS,isomer #2	CC(=O)NN(C(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C(C)(C)C	2982.6	Standard non polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,1TBDMS,isomer #2	CC(=O)NN(C(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C(C)(C)C	4138.9	Standard polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,2TBDMS,isomer #1	CC(=O)N(N(C(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3180.3	Semi standard non polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,2TBDMS,isomer #1	CC(=O)N(N(C(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3312.5	Standard non polar	33892256
Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide,2TBDMS,isomer #1	CC(=O)N(N(C(=O)N1CC2=CC(Cl)=CC=C2OC2=CC=CC=C21)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3795.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-3292000000-447bf6b2b0ccf22ee959	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

27489

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

29569

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 Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide (HMDB0256187)

MOL for HMDB0256187 (Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide)

3D MOL for HMDB0256187 (Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide)

3D SDF for HMDB0256187 (Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide)

3D-SDF for HMDB0256187 (Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide)

PDB for HMDB0256187 (Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide)

3D PDB for HMDB0256187 (Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide)

SMILES for HMDB0256187 (Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide)

INCHI for HMDB0256187 (Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide)

Structure for HMDB0256187 (Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide)

3D Structure for HMDB0256187 (Dibenz(b,f)(1,4)oxazepine-10(11H)-carboxylic acid, 8-chloro-, 2-acetylhydrazide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra