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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:12:34 UTC

Update Date

2021-09-26 23:11:19 UTC

HMDB ID

HMDB0255981

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Oxetorone

Description

Oxetorone, also known as nocertone, belongs to the class of organic compounds known as benzoxepines. These are organic compounds containing a benzene ring fused to an oxepine ring (an unsaturated seven-membered heterocycle with one oxygen atom replacing a carbon atom). Based on a literature review a significant number of articles have been published on Oxetorone. This compound has been identified in human blood as reported by (PMID: 31557052 ). Oxetorone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Oxetorone 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

HMDB0255981
     RDKit          3D
Oxetorone
 45 48  0  0  0  0  0  0  0  0999 V2000
    4.8139   -1.2640    1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9773   -1.0582   -0.0678 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9676   -2.0111   -1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320   -0.0282   -0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8790   -0.1914    0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0209    1.0088    0.7527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2080    1.0745    0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7869    2.4345    0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237    3.3847   -0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2312    4.7229   -0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5300    5.0787    0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4551    4.1254    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1032    2.8141    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079    1.9293    0.9575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4756    0.6657    0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3928   -0.2477    0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0010   -0.1080    0.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533   -1.2141   -0.3595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3810   -2.1147   -0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3416   -3.4219   -1.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5058   -4.1376   -1.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7318   -3.5709   -0.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8021   -2.2562   -0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6290   -1.5480   -0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8403   -0.8753    0.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4579   -0.7692    1.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0002   -2.3548    1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9122   -2.5861   -1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1106   -2.7167   -1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9782   -1.4625   -2.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6195    0.1158   -1.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.9410    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2624   -0.1124    1.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3792   -1.1414    0.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5477    1.9339    1.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1302    3.0724   -0.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5173    5.4698   -0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8596    6.1023    0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4898    4.4188    0.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0378    0.1728    1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2607    0.7292   -0.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4119   -3.9036   -1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5259   -5.1722   -1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6607   -4.1320   -0.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7602   -1.7966   -0.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 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  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 17  7  1  0
 24 19  1  0
 13  8  1  0
 24 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 15 40  1  0
 15 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 23 45  1  0
M  END

  Mrv1652306231722422D          

 24 27  0  0  0  0            999 V2000
    5.1065    4.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9994    3.4578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375    3.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6543    2.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5473    2.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2021    1.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0951    0.8183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7856    0.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4581    0.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2082    0.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2858   -0.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6134   -0.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8632   -0.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2695   -1.0272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4515   -0.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0252   -0.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3116    0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6643    1.0713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9778    0.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2008   -0.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6245   -0.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8251   -0.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6021    0.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784    0.8177    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 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
 23 24  1  0  0  0  0
 19 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255981

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCC=C1C2=C(COC3=CC=CC=C13)C1=CC=CC=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C21H21NO2/c1-22(2)13-7-10-17-15-8-3-5-11-19(15)23-14-18-16-9-4-6-12-20(16)24-21(17)18/h3-6,8-12H,7,13-14H2,1-2H3

> <INCHI_KEY>
VZVRZTZPHOHSCK-UHFFFAOYSA-N

> <FORMULA>
C21H21NO2

> <MOLECULAR_WEIGHT>
319.404

> <EXACT_MASS>
319.15722892

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
36.96339281024891

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3-{9,18-dioxatetracyclo[9.7.0.0^{3,8}.0^{12,17}]octadeca-1(11),3,5,7,12,14,16-heptaen-2-ylidene}propyl)dimethylamine

> <ALOGPS_LOGP>
4.55

> <JCHEM_LOGP>
3.9190985990000007

> <ALOGPS_LOGS>
-4.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.760688624374618

> <JCHEM_POLAR_SURFACE_AREA>
25.61

> <JCHEM_REFRACTIVITY>
106.96340000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3-{9,18-dioxatetracyclo[9.7.0.0^{3,8}.0^{12,17}]octadeca-1(11),3,5,7,12,14,16-heptaen-2-ylidene}propyl)dimethylamine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0255981
     RDKit          3D
Oxetorone
 45 48  0  0  0  0  0  0  0  0999 V2000
    4.8139   -1.2640    1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9773   -1.0582   -0.0678 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9676   -2.0111   -1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320   -0.0282   -0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8790   -0.1914    0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0209    1.0088    0.7527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2080    1.0745    0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7869    2.4345    0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237    3.3847   -0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2312    4.7229   -0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5300    5.0787    0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4551    4.1254    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1032    2.8141    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079    1.9293    0.9575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4756    0.6657    0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3928   -0.2477    0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0010   -0.1080    0.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533   -1.2141   -0.3595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3810   -2.1147   -0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3416   -3.4219   -1.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5058   -4.1376   -1.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7318   -3.5709   -0.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8021   -2.2562   -0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6290   -1.5480   -0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8403   -0.8753    0.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4579   -0.7692    1.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0002   -2.3548    1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9122   -2.5861   -1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1106   -2.7167   -1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9782   -1.4625   -2.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6195    0.1158   -1.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.9410    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2624   -0.1124    1.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3792   -1.1414    0.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5477    1.9339    1.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1302    3.0724   -0.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5173    5.4698   -0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8596    6.1023    0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4898    4.4188    0.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0378    0.1728    1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2607    0.7292   -0.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4119   -3.9036   -1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5259   -5.1722   -1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6607   -4.1320   -0.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7602   -1.7966   -0.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 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  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 17  7  1  0
 24 19  1  0
 13  8  1  0
 24 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 15 40  1  0
 15 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 23 45  1  0
M  END

HEADER    PROTEIN                                 23-JUN-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUN-17         0                                  
HETATM    1  C   UNK     0       9.532   7.982   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       9.332   6.455   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       7.910   5.864   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.555   5.518   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.355   3.991   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.577   3.054   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.377   1.527   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.666   0.685   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.922   1.577   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.322   0.936   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.467  -0.597   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.212  -1.489   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.811  -0.848   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.703  -1.918   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      10.176  -1.718   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.380  -0.399   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.915   1.045   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.707   2.000   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.425   1.146   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.842  -0.337   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.766  -1.439   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.274  -1.058   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.857   0.425   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.933   1.526   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                                                       
CONECT    7    6    8   17                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16    7   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   16   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0255981
HETATM    1  C1  UNL     1       4.814  -1.264   1.052  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.977  -1.058  -0.068  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.968  -2.011  -1.099  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.032  -0.028  -0.048  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.879  -0.191   0.918  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.021   1.009   0.753  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.208   1.074   0.374  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.787   2.435   0.306  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.124   3.385  -0.063  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.231   4.723  -0.170  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.530   5.079   0.103  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.455   4.125   0.475  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.103   2.814   0.579  1.00  0.00           C  
HETATM   14  O1  UNL     1      -3.108   1.929   0.957  1.00  0.00           O  
HETATM   15  C13 UNL     1      -3.476   0.666   0.510  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.393  -0.248   0.125  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.001  -0.108   0.052  1.00  0.00           C  
HETATM   18  O2  UNL     1      -0.453  -1.214  -0.360  1.00  0.00           O  
HETATM   19  C16 UNL     1      -1.381  -2.115  -0.576  1.00  0.00           C  
HETATM   20  C17 UNL     1      -1.342  -3.422  -1.010  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.506  -4.138  -1.145  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.732  -3.571  -0.853  1.00  0.00           C  
HETATM   23  C20 UNL     1      -3.802  -2.256  -0.414  1.00  0.00           C  
HETATM   24  C21 UNL     1      -2.629  -1.548  -0.282  1.00  0.00           C  
HETATM   25  H1  UNL     1       5.840  -0.875   0.783  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.458  -0.769   1.970  1.00  0.00           H  
HETATM   27  H3  UNL     1       5.000  -2.355   1.275  1.00  0.00           H  
HETATM   28  H4  UNL     1       4.912  -2.586  -1.088  1.00  0.00           H  
HETATM   29  H5  UNL     1       3.111  -2.717  -1.093  1.00  0.00           H  
HETATM   30  H6  UNL     1       3.978  -1.463  -2.081  1.00  0.00           H  
HETATM   31  H7  UNL     1       2.620   0.116  -1.063  1.00  0.00           H  
HETATM   32  H8  UNL     1       3.572   0.941   0.176  1.00  0.00           H  
HETATM   33  H9  UNL     1       2.262  -0.112   1.987  1.00  0.00           H  
HETATM   34  H10 UNL     1       1.379  -1.141   0.838  1.00  0.00           H  
HETATM   35  H11 UNL     1       1.548   1.934   1.033  1.00  0.00           H  
HETATM   36  H12 UNL     1       1.130   3.072  -0.293  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.517   5.470  -0.469  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.860   6.102   0.035  1.00  0.00           H  
HETATM   39  H15 UNL     1      -3.490   4.419   0.691  1.00  0.00           H  
HETATM   40  H16 UNL     1      -4.038   0.173   1.357  1.00  0.00           H  
HETATM   41  H17 UNL     1      -4.261   0.729  -0.306  1.00  0.00           H  
HETATM   42  H18 UNL     1      -0.412  -3.904  -1.248  1.00  0.00           H  
HETATM   43  H19 UNL     1      -2.526  -5.172  -1.484  1.00  0.00           H  
HETATM   44  H20 UNL     1      -4.661  -4.132  -0.957  1.00  0.00           H  
HETATM   45  H21 UNL     1      -4.760  -1.797  -0.181  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    4
CONECT    3   28   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7    7   35
CONECT    7    8   17
CONECT    8    9    9   13
CONECT    9   10   36
CONECT   10   11   11   37
CONECT   11   12   38
CONECT   12   13   13   39
CONECT   13   14
CONECT   14   15
CONECT   15   16   40   41
CONECT   16   17   17   24
CONECT   17   18
CONECT   18   19
CONECT   19   20   20   24
CONECT   20   21   42
CONECT   21   22   22   43
CONECT   22   23   44
CONECT   23   24   24   45
END

HMDB0255981
     RDKit          3D
Oxetorone
 45 48  0  0  0  0  0  0  0  0999 V2000
    4.8139   -1.2640    1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9773   -1.0582   -0.0678 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9676   -2.0111   -1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320   -0.0282   -0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8790   -0.1914    0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0209    1.0088    0.7527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2080    1.0745    0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7869    2.4345    0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237    3.3847   -0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2312    4.7229   -0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5300    5.0787    0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4551    4.1254    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1032    2.8141    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079    1.9293    0.9575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4756    0.6657    0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3928   -0.2477    0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0010   -0.1080    0.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533   -1.2141   -0.3595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3810   -2.1147   -0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3416   -3.4219   -1.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5058   -4.1376   -1.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7318   -3.5709   -0.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8021   -2.2562   -0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6290   -1.5480   -0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8403   -0.8753    0.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4579   -0.7692    1.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0002   -2.3548    1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9122   -2.5861   -1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1106   -2.7167   -1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9782   -1.4625   -2.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6195    0.1158   -1.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.9410    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2624   -0.1124    1.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3792   -1.1414    0.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5477    1.9339    1.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1302    3.0724   -0.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5173    5.4698   -0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8596    6.1023    0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4898    4.4188    0.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0378    0.1728    1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2607    0.7292   -0.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4119   -3.9036   -1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5259   -5.1722   -1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6607   -4.1320   -0.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7602   -1.7966   -0.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 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  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 17  7  1  0
 24 19  1  0
 13  8  1  0
 24 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 15 40  1  0
 15 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 23 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-(3-Dimethylamino-1-propylidene) benzofuro(2,3-e)-12H-benzo(b)oxepine fumarate	HMDB
Nocertone	HMDB
Oxetorone fumarate	HMDB
Oxetorone fumarate, (e)-isomer	HMDB
Oxetorone	MeSH

Chemical Formula

C₂₁H₂₁NO₂

Average Molecular Weight

319.404

Monoisotopic Molecular Weight

319.15722892

IUPAC Name

(3-{9,18-dioxatetracyclo[9.7.0.0^{3,8}.0^{12,17}]octadeca-1(11),3,5,7,12,14,16-heptaen-2-ylidene}propyl)dimethylamine

Traditional Name

(3-{9,18-dioxatetracyclo[9.7.0.0^{3,8}.0^{12,17}]octadeca-1(11),3,5,7,12,14,16-heptaen-2-ylidene}propyl)dimethylamine

CAS Registry Number

Not Available

SMILES

CN(C)CCC=C1C2=C(COC3=CC=CC=C13)C1=CC=CC=C1O2

InChI Identifier

InChI=1S/C21H21NO2/c1-22(2)13-7-10-17-15-8-3-5-11-19(15)23-14-18-16-9-4-6-12-20(16)24-21(17)18/h3-6,8-12H,7,13-14H2,1-2H3

InChI Key

VZVRZTZPHOHSCK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoxepines. These are organic compounds containing a benzene ring fused to an oxepine ring (an unsaturated seven-membered heterocycle with one oxygen atom replacing a carbon atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxepines

Sub Class

Not Available

Direct Parent

Benzoxepines

Alternative Parents

Substituents

Benzoxepine
Benzofuran
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Furan
Tertiary aliphatic amine
Tertiary amine
Ether
Oxacycle
Amine
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen 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 (HMDB: HMDB0255981)

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	4.55	ALOGPS
logP	3.92	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	9.76	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	25.61 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	106.96 m³·mol⁻¹	ChemAxon
Polarizability	36.96 Å³	ChemAxon
Number of Rings	4	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]-	204.881	30932474
DeepCCS	[M+Na]+	180.109	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oxetorone	CN(C)CCC=C1C2=C(COC3=CC=CC=C13)C1=CC=CC=C1O2	3609.2	Standard polar	33892256
Oxetorone	CN(C)CCC=C1C2=C(COC3=CC=CC=C13)C1=CC=CC=C1O2	2570.2	Standard non polar	33892256
Oxetorone	CN(C)CCC=C1C2=C(COC3=CC=CC=C13)C1=CC=CC=C1O2	2625.4	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 - Oxetorone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9121000000-d25bb194a01b8e0d0624	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxetorone 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 - Oxetorone 10V, Positive-QTOF	splash10-00di-1039000000-a336d7dba34358e1241a	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxetorone 20V, Positive-QTOF	splash10-00gi-6294000000-c04a108a513a906c4d8f	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxetorone 40V, Positive-QTOF	splash10-0fbc-9800000000-06ebd10a0fdafe9950d1	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxetorone 10V, Negative-QTOF	splash10-014i-0009000000-a40989b901159c3adafe	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxetorone 20V, Negative-QTOF	splash10-014i-2039000000-42a3c38f5421cba74ff1	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxetorone 40V, Negative-QTOF	splash10-0006-9370000000-81cada5a26de7446ddb3	2017-07-26	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

DB13463

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

21173074

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Oxetorone

METLIN ID

Not Available

PubChem Compound

36846

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 Oxetorone (HMDB0255981)

MOL for HMDB0255981 (Oxetorone)

3D MOL for HMDB0255981 (Oxetorone)

3D SDF for HMDB0255981 (Oxetorone)

3D-SDF for HMDB0255981 (Oxetorone)

PDB for HMDB0255981 (Oxetorone)

3D PDB for HMDB0255981 (Oxetorone)

SMILES for HMDB0255981 (Oxetorone)

INCHI for HMDB0255981 (Oxetorone)

Structure for HMDB0255981 (Oxetorone)

3D Structure for HMDB0255981 (Oxetorone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra