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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:09:22 UTC

Update Date

2021-09-26 23:02:45 UTC

HMDB ID

HMDB0250992

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(E)-Desmethyldoxepin

Description

(E)-Desmethyldoxepin, also known as nordoxepin, belongs to the class of organic compounds known as dibenzoxepines. Dibenzoxepines are compounds containing a dibenzoxepine moiety, which consists of two benzene connected by an oxazepine ring (E)-Desmethyldoxepin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on (E)-Desmethyldoxepin. This compound has been identified in human blood as reported by (PMID: 31557052 ). (e)-desmethyldoxepin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (E)-Desmethyldoxepin 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

HMDB0250992
     RDKit          3D
(E)-Desmethyldoxepin
 39 41  0  0  0  0  0  0  0  0999 V2000
    4.0493   -1.8430    0.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2671   -0.6649   -0.4316 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2187    0.3010   -0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9336   -0.1954   -0.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8067    0.7235   -0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3501    0.5356   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7241   -0.7322    0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2776   -1.2126    1.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1279   -2.4148    1.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0428   -3.1300    1.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0750   -2.6469    0.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9081   -1.4364    0.1994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0997   -1.0568   -0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4048    0.3031   -0.6460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7288    1.5082   -0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4834    2.6480   -0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9106    3.9200   -0.6041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5504    4.0263   -0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7848    2.8698   -0.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669    1.6307   -0.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4668   -1.6994    1.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0323   -2.2916    0.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5321   -2.6308   -0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1847   -0.2145   -0.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5548    1.2239   -0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0674    0.6121    0.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7120   -1.2269   -0.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1930   -0.1805   -2.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557    1.7339   -1.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1353   -0.5696    1.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9332   -2.7902    2.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717   -4.0742    2.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9818   -3.2429    0.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0052   -1.4722   -1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -1.5698   -0.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5426    2.5420   -0.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5215    4.8032   -0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0892    4.9973   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731    2.9170   -0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  6  1  0
 12  7  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
M  END

  Mrv1652309112110092D          

 20 22  0  0  0  0            999 V2000
    2.3747    3.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3747    2.8070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0892    2.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0892    1.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    1.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    0.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401    0.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237   -0.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7305   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2162   -1.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912   -1.4753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837   -0.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    0.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4556    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
  6 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250992

> <DATABASE_NAME>
hmdb

> <SMILES>
CNCCC=C1C2=CC=CC=C2COC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C18H19NO/c1-19-12-6-10-16-15-8-3-2-7-14(15)13-20-18-11-5-4-9-17(16)18/h2-5,7-11,19H,6,12-13H2,1H3

> <INCHI_KEY>
HVKCEFHNSNZIHO-UHFFFAOYSA-N

> <FORMULA>
C18H19NO

> <MOLECULAR_WEIGHT>
265.356

> <EXACT_MASS>
265.146664236

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
30.865496578107685

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl(3-{9-oxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene}propyl)amine

> <ALOGPS_LOGP>
3.75

> <JCHEM_LOGP>
3.4569261373333333

> <ALOGPS_LOGS>
-4.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.4716084995636

> <JCHEM_POLAR_SURFACE_AREA>
21.259999999999998

> <JCHEM_REFRACTIVITY>
92.95010000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.61e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl(3-{9-oxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene}propyl)amine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0250992
     RDKit          3D
(E)-Desmethyldoxepin
 39 41  0  0  0  0  0  0  0  0999 V2000
    4.0493   -1.8430    0.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2671   -0.6649   -0.4316 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2187    0.3010   -0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9336   -0.1954   -0.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8067    0.7235   -0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3501    0.5356   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7241   -0.7322    0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2776   -1.2126    1.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1279   -2.4148    1.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0428   -3.1300    1.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0750   -2.6469    0.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9081   -1.4364    0.1994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0997   -1.0568   -0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4048    0.3031   -0.6460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7288    1.5082   -0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4834    2.6480   -0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9106    3.9200   -0.6041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5504    4.0263   -0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7848    2.8698   -0.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669    1.6307   -0.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4668   -1.6994    1.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0323   -2.2916    0.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5321   -2.6308   -0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1847   -0.2145   -0.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5548    1.2239   -0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0674    0.6121    0.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7120   -1.2269   -0.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1930   -0.1805   -2.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557    1.7339   -1.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1353   -0.5696    1.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9332   -2.7902    2.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717   -4.0742    2.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9818   -3.2429    0.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0052   -1.4722   -1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -1.5698   -0.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5426    2.5420   -0.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5215    4.8032   -0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0892    4.9973   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731    2.9170   -0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  6  1  0
 12  7  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  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       4.433   6.780   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       4.433   5.240   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.766   4.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.766   2.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.100   2.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.100   0.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.488  -0.048   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.617   0.999   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.088   0.545   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.431  -0.956   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.302  -2.004   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.830  -1.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.870  -2.754   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.330  -2.754   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.370  -1.550   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.898  -2.004   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.770  -0.956   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.112   0.545   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.584   0.999   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.713  -0.048   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15    6                                                  
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0250992
HETATM    1  C1  UNL     1       4.049  -1.843   0.354  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.267  -0.665  -0.432  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.219   0.301  -0.282  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.934  -0.195  -0.888  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.807   0.723  -0.771  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.350   0.536  -0.244  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.724  -0.732   0.373  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.278  -1.213   1.162  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.128  -2.415   1.796  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.043  -3.130   1.633  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.075  -2.647   0.832  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.908  -1.436   0.199  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.100  -1.057  -0.561  1.00  0.00           C  
HETATM   14  O1  UNL     1      -3.405   0.303  -0.646  1.00  0.00           O  
HETATM   15  C13 UNL     1      -2.729   1.508  -0.560  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.483   2.648  -0.677  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.911   3.920  -0.604  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.550   4.026  -0.409  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.785   2.870  -0.290  1.00  0.00           C  
HETATM   20  C18 UNL     1      -1.367   1.631  -0.366  1.00  0.00           C  
HETATM   21  H1  UNL     1       3.467  -1.699   1.269  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.032  -2.292   0.669  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.532  -2.631  -0.261  1.00  0.00           H  
HETATM   24  H4  UNL     1       5.185  -0.214  -0.147  1.00  0.00           H  
HETATM   25  H5  UNL     1       3.555   1.224  -0.828  1.00  0.00           H  
HETATM   26  H6  UNL     1       3.067   0.612   0.749  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.712  -1.227  -0.714  1.00  0.00           H  
HETATM   28  H8  UNL     1       2.193  -0.181  -2.035  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.956   1.734  -1.204  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.135  -0.570   1.281  1.00  0.00           H  
HETATM   31  H11 UNL     1       0.933  -2.790   2.417  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.172  -4.074   2.125  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.982  -3.243   0.732  1.00  0.00           H  
HETATM   34  H14 UNL     1      -3.005  -1.472  -1.585  1.00  0.00           H  
HETATM   35  H15 UNL     1      -3.980  -1.570  -0.095  1.00  0.00           H  
HETATM   36  H16 UNL     1      -4.543   2.542  -0.828  1.00  0.00           H  
HETATM   37  H17 UNL     1      -3.522   4.803  -0.700  1.00  0.00           H  
HETATM   38  H18 UNL     1      -1.089   4.997  -0.350  1.00  0.00           H  
HETATM   39  H19 UNL     1       0.273   2.917  -0.113  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6    6   29
CONECT    6    7   20
CONECT    7    8    8   12
CONECT    8    9   30
CONECT    9   10   10   31
CONECT   10   11   32
CONECT   11   12   12   33
CONECT   12   13
CONECT   13   14   34   35
CONECT   14   15
CONECT   15   16   16   20
CONECT   16   17   36
CONECT   17   18   18   37
CONECT   18   19   38
CONECT   19   20   20   39
END

HMDB0250992
     RDKit          3D
(E)-Desmethyldoxepin
 39 41  0  0  0  0  0  0  0  0999 V2000
    4.0493   -1.8430    0.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2671   -0.6649   -0.4316 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2187    0.3010   -0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9336   -0.1954   -0.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8067    0.7235   -0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3501    0.5356   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7241   -0.7322    0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2776   -1.2126    1.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1279   -2.4148    1.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0428   -3.1300    1.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0750   -2.6469    0.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9081   -1.4364    0.1994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0997   -1.0568   -0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4048    0.3031   -0.6460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7288    1.5082   -0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4834    2.6480   -0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9106    3.9200   -0.6041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5504    4.0263   -0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7848    2.8698   -0.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669    1.6307   -0.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4668   -1.6994    1.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0323   -2.2916    0.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5321   -2.6308   -0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1847   -0.2145   -0.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5548    1.2239   -0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0674    0.6121    0.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7120   -1.2269   -0.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1930   -0.1805   -2.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557    1.7339   -1.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1353   -0.5696    1.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9332   -2.7902    2.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717   -4.0742    2.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9818   -3.2429    0.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0052   -1.4722   -1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -1.5698   -0.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5426    2.5420   -0.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5215    4.8032   -0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0892    4.9973   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731    2.9170   -0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  6  1  0
 12  7  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
11-(3-Methylamino-propyliden)-dibenzo[b,e]oxepin	ChEBI
3-(6H-Dibenz[b,e]oxepin-11-ylidene)-N-methylpropylamine	ChEBI
3-(Dibenzo[b,e]oxepin-11(6H)-ylidene)-N-methyl-1-propanamine	ChEBI
Demethyldoxepin	ChEBI
Desmethyldoxepine	ChEBI
Monodesmethyldoxepin	ChEBI
N-Desmethyldoxepin	ChEBI
Nordoxepin	ChEBI
Desmethyldoxepin hydrochloride	HMDB
Desmethyldoxepin, (e)-isomer	HMDB
Desmethyldoxepin, (Z)-isomer	HMDB

Chemical Formula

C₁₈H₁₉NO

Average Molecular Weight

265.356

Monoisotopic Molecular Weight

265.146664236

IUPAC Name

methyl(3-{9-oxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene}propyl)amine

Traditional Name

methyl(3-{9-oxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene}propyl)amine

CAS Registry Number

Not Available

SMILES

CNCCC=C1C2=CC=CC=C2COC2=CC=CC=C12

InChI Identifier

InChI=1S/C18H19NO/c1-19-12-6-10-16-15-8-3-2-7-14(15)13-20-18-11-5-4-9-17(16)18/h2-5,7-11,19H,6,12-13H2,1H3

InChI Key

HVKCEFHNSNZIHO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzoxepines. Dibenzoxepines are compounds containing a dibenzoxepine moiety, which consists of two benzene connected by an oxazepine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxepines

Sub Class

Dibenzoxepines

Direct Parent

Dibenzoxepines

Alternative Parents

Substituents

Dibenzoxepine
Alkyl aryl ether
Benzenoid
Oxacycle
Secondary amine
Ether
Secondary aliphatic amine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
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	3.75	ALOGPS
logP	3.46	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	10.47	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	21.26 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	92.95 m³·mol⁻¹	ChemAxon
Polarizability	30.87 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	191.211	30932474
DeepCCS	[M+Na]+	166.776	30932474
AllCCS	[M+H]+	163.5	32859911
AllCCS	[M+H-H2O]+	160.0	32859911
AllCCS	[M+NH4]+	166.8	32859911
AllCCS	[M+Na]+	167.7	32859911
AllCCS	[M-H]-	167.7	32859911
AllCCS	[M+Na-2H]-	167.3	32859911
AllCCS	[M+HCOO]-	167.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(E)-Desmethyldoxepin	CNCCC=C1C2=CC=CC=C2COC2=CC=CC=C12	3309.9	Standard polar	33892256
(E)-Desmethyldoxepin	CNCCC=C1C2=CC=CC=C2COC2=CC=CC=C12	2248.3	Standard non polar	33892256
(E)-Desmethyldoxepin	CNCCC=C1C2=CC=CC=C2COC2=CC=CC=C12	2203.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(E)-Desmethyldoxepin,1TMS,isomer #1	CN(CCC=C1C2=CC=CC=C2COC2=CC=CC=C12)[Si](C)(C)C	2514.3	Semi standard non polar	33892256
(E)-Desmethyldoxepin,1TMS,isomer #1	CN(CCC=C1C2=CC=CC=C2COC2=CC=CC=C12)[Si](C)(C)C	2442.6	Standard non polar	33892256
(E)-Desmethyldoxepin,1TMS,isomer #1	CN(CCC=C1C2=CC=CC=C2COC2=CC=CC=C12)[Si](C)(C)C	3125.4	Standard polar	33892256
(E)-Desmethyldoxepin,1TBDMS,isomer #1	CN(CCC=C1C2=CC=CC=C2COC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2726.6	Semi standard non polar	33892256
(E)-Desmethyldoxepin,1TBDMS,isomer #1	CN(CCC=C1C2=CC=CC=C2COC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2688.6	Standard non polar	33892256
(E)-Desmethyldoxepin,1TBDMS,isomer #1	CN(CCC=C1C2=CC=CC=C2COC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3223.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-Desmethyldoxepin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9040000000-dcd66d15f7ca6414441b	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-Desmethyldoxepin 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 - (E)-Desmethyldoxepin 10V, Positive-QTOF	splash10-014i-0090000000-90a2cd512ed24f552bff	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Desmethyldoxepin 20V, Positive-QTOF	splash10-014i-0190000000-087a54852164956ecfc1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Desmethyldoxepin 40V, Positive-QTOF	splash10-052f-4980000000-9cd3eefe679e1e0dcdd3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Desmethyldoxepin 10V, Negative-QTOF	splash10-03di-0090000000-1f4e1c77bccde6d52d61	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Desmethyldoxepin 20V, Negative-QTOF	splash10-03di-0390000000-01149e4fee2a84954857	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Desmethyldoxepin 40V, Negative-QTOF	splash10-052e-0290000000-1e9ef06f6fa4b9be37fa	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

4376

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nordoxepin

METLIN ID

Not Available

PubChem Compound

4535

PDB ID

Not Available

ChEBI ID

141547

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 (E)-Desmethyldoxepin (HMDB0250992)

MOL for HMDB0250992 ((E)-Desmethyldoxepin)

3D MOL for HMDB0250992 ((E)-Desmethyldoxepin)

3D SDF for HMDB0250992 ((E)-Desmethyldoxepin)

3D-SDF for HMDB0250992 ((E)-Desmethyldoxepin)

PDB for HMDB0250992 ((E)-Desmethyldoxepin)

3D PDB for HMDB0250992 ((E)-Desmethyldoxepin)

SMILES for HMDB0250992 ((E)-Desmethyldoxepin)

INCHI for HMDB0250992 ((E)-Desmethyldoxepin)

Structure for HMDB0250992 ((E)-Desmethyldoxepin)

3D Structure for HMDB0250992 ((E)-Desmethyldoxepin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra