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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:53:49 UTC

Update Date

2021-09-26 23:06:41 UTC

HMDB ID

HMDB0253450

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Indeloxazine

Description

2-[(1H-inden-7-yloxy)methyl]morpholine belongs to the class of organic compounds known as indenes and isoindenes. Indenes and isoindenes are compounds containing an indene moiety(which consists of a cyclopentadiene fused to a benzene ring), or a isoindene moiety (which consists of a cyclopentadiene fused to cyclohexadiene ring). Based on a literature review very few articles have been published on 2-[(1H-inden-7-yloxy)methyl]morpholine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Indeloxazine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Indeloxazine 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

HMDB0253450
     RDKit          3D
Indeloxazine
 34 36  0  0  0  0  0  0  0  0999 V2000
    4.6995    0.7549    0.9748 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7850   -0.5350    0.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5212   -1.0509    0.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1363   -2.3351   -0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728   -2.5636   -0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9991   -1.4904   -0.7529 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3359   -0.2183   -0.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5249    0.8151   -0.4472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6767    1.2977   -0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8950    0.8171    0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0620    1.6370   -0.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3339    1.1170   -0.1491 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2290    0.0182    0.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2510   -1.0338    0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -0.5160   -0.1541 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6437   -0.0107    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3401    1.1911    0.5973 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4935    1.4122    1.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6575   -1.1488    0.9155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8659   -3.1175   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5460   -3.5666   -0.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0159   -1.7493   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9706    1.1841   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6456    2.4334   -0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7671    1.1418    1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0347    1.7013   -1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9808    2.6849   -0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9441    0.9040   -0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8379    0.4232    1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1951   -0.4480    0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0906   -1.7760    1.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7437   -1.5295   -0.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8264    1.5906    1.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564    1.9659   -0.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  7 16  2  0
 16 17  1  0
 17  1  1  0
 16  3  1  0
 15 10  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 17 33  1  0
 17 34  1  0
M  END


  Mrv1652309112113542D          

 17 19  0  0  0  0            999 V2000
    2.5645    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  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
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 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
 13 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253450

> <DATABASE_NAME>
hmdb

> <SMILES>
C(OC1=CC=CC2=C1CC=C2)C1CNCCO1

> <INCHI_IDENTIFIER>
InChI=1S/C14H17NO2/c1-3-11-4-2-6-14(13(11)5-1)17-10-12-9-15-7-8-16-12/h1-4,6,12,15H,5,7-10H2

> <INCHI_KEY>
MADRVGBADLFHMO-UHFFFAOYSA-N

> <FORMULA>
C14H17NO2

> <MOLECULAR_WEIGHT>
231.295

> <EXACT_MASS>
231.125928791

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
25.81545063748002

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1H-inden-7-yloxy)methyl]morpholine

> <ALOGPS_LOGP>
1.98

> <JCHEM_LOGP>
2.0209016380000002

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.90782147047199

> <JCHEM_PKA_STRONGEST_BASIC>
8.194569760206827

> <JCHEM_POLAR_SURFACE_AREA>
30.49

> <JCHEM_REFRACTIVITY>
67.98810000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.72e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+)-indeloxazine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0253450
     RDKit          3D
Indeloxazine
 34 36  0  0  0  0  0  0  0  0999 V2000
    4.6995    0.7549    0.9748 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7850   -0.5350    0.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5212   -1.0509    0.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1363   -2.3351   -0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728   -2.5636   -0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9991   -1.4904   -0.7529 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3359   -0.2183   -0.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5249    0.8151   -0.4472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6767    1.2977   -0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8950    0.8171    0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0620    1.6370   -0.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3339    1.1170   -0.1491 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2290    0.0182    0.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2510   -1.0338    0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -0.5160   -0.1541 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6437   -0.0107    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3401    1.1911    0.5973 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4935    1.4122    1.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6575   -1.1488    0.9155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8659   -3.1175   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5460   -3.5666   -0.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0159   -1.7493   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9706    1.1841   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6456    2.4334   -0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7671    1.1418    1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0347    1.7013   -1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9808    2.6849   -0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9441    0.9040   -0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8379    0.4232    1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1951   -0.4480    0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0906   -1.7760    1.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7437   -1.5295   -0.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8264    1.5906    1.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564    1.9659   -0.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  7 16  2  0
 16 17  1  0
 17  1  1  0
 16  3  1  0
 15 10  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 17 33  1  0
 17 34  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       4.787   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.121   8.470   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.121   6.930   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.787   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.453   6.930   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.453   8.470   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       4.787   4.620   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.121   3.850   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13    9   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0253450
HETATM    1  C1  UNL     1       4.700   0.755   0.975  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.785  -0.535   0.741  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.521  -1.051   0.203  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.136  -2.335  -0.191  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.873  -2.564  -0.671  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.999  -1.490  -0.753  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.336  -0.218  -0.377  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.525   0.815  -0.447  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.677   1.298  -0.751  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.895   0.817   0.004  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.062   1.637  -0.538  1.00  0.00           C  
HETATM   12  N1  UNL     1      -4.334   1.117  -0.149  1.00  0.00           N  
HETATM   13  C11 UNL     1      -4.229   0.018   0.758  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.251  -1.034   0.287  1.00  0.00           C  
HETATM   15  O2  UNL     1      -2.062  -0.516  -0.154  1.00  0.00           O  
HETATM   16  C13 UNL     1       2.644  -0.011   0.113  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.340   1.191   0.597  1.00  0.00           C  
HETATM   18  H1  UNL     1       5.493   1.412   1.381  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.657  -1.149   0.916  1.00  0.00           H  
HETATM   20  H3  UNL     1       3.866  -3.118  -0.100  1.00  0.00           H  
HETATM   21  H4  UNL     1       1.546  -3.567  -0.988  1.00  0.00           H  
HETATM   22  H5  UNL     1       0.016  -1.749  -1.160  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.971   1.184  -1.858  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.646   2.433  -0.612  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.767   1.142   1.066  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.035   1.701  -1.646  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.981   2.685  -0.133  1.00  0.00           H  
HETATM   28  H11 UNL     1      -4.944   0.904  -0.987  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.838   0.423   1.726  1.00  0.00           H  
HETATM   30  H13 UNL     1      -5.195  -0.448   0.959  1.00  0.00           H  
HETATM   31  H14 UNL     1      -3.091  -1.776   1.091  1.00  0.00           H  
HETATM   32  H15 UNL     1      -3.744  -1.530  -0.600  1.00  0.00           H  
HETATM   33  H16 UNL     1       2.826   1.591   1.496  1.00  0.00           H  
HETATM   34  H17 UNL     1       3.456   1.966  -0.198  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   19
CONECT    3    4    4   16
CONECT    4    5   20
CONECT    5    6    6   21
CONECT    6    7   22
CONECT    7    8   16   16
CONECT    8    9
CONECT    9   10   23   24
CONECT   10   11   15   25
CONECT   11   12   26   27
CONECT   12   13   28
CONECT   13   14   29   30
CONECT   14   15   31   32
CONECT   16   17
CONECT   17   33   34
END

HMDB0253450
     RDKit          3D
Indeloxazine
 34 36  0  0  0  0  0  0  0  0999 V2000
    4.6995    0.7549    0.9748 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7850   -0.5350    0.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5212   -1.0509    0.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1363   -2.3351   -0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728   -2.5636   -0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9991   -1.4904   -0.7529 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3359   -0.2183   -0.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5249    0.8151   -0.4472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6767    1.2977   -0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8950    0.8171    0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0620    1.6370   -0.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3339    1.1170   -0.1491 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2290    0.0182    0.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2510   -1.0338    0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -0.5160   -0.1541 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6437   -0.0107    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3401    1.1911    0.5973 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4935    1.4122    1.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6575   -1.1488    0.9155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8659   -3.1175   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5460   -3.5666   -0.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0159   -1.7493   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9706    1.1841   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6456    2.4334   -0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7671    1.1418    1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0347    1.7013   -1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9808    2.6849   -0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9441    0.9040   -0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8379    0.4232    1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1951   -0.4480    0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0906   -1.7760    1.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7437   -1.5295   -0.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8264    1.5906    1.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564    1.9659   -0.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  7 16  2  0
 16 17  1  0
 17  1  1  0
 16  3  1  0
 15 10  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 17 33  1  0
 17 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(7-Indenyloxymethyl)morpholine	MeSH
Indeloxazine hydrochloride	MeSH
Indeloxazine hydrochloride, (+)-isomer	MeSH
Indeloxazine, (+)-isomer	MeSH

Chemical Formula

C₁₄H₁₇NO₂

Average Molecular Weight

231.295

Monoisotopic Molecular Weight

231.125928791

IUPAC Name

2-[(1H-inden-7-yloxy)methyl]morpholine

Traditional Name

(+)-indeloxazine

CAS Registry Number

Not Available

SMILES

C(OC1=CC=CC2=C1CC=C2)C1CNCCO1

InChI Identifier

InChI=1S/C14H17NO2/c1-3-11-4-2-6-14(13(11)5-1)17-10-12-9-15-7-8-16-12/h1-4,6,12,15H,5,7-10H2

InChI Key

MADRVGBADLFHMO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indenes and isoindenes. Indenes and isoindenes are compounds containing an indene moiety(which consists of a cyclopentadiene fused to a benzene ring), or a isoindene moiety (which consists of a cyclopentadiene fused to cyclohexadiene ring).

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Indenes and isoindenes

Sub Class

Not Available

Direct Parent

Indenes and isoindenes

Alternative Parents

Substituents

Indene
Alkyl aryl ether
Morpholine
Oxazinane
Dialkyl ether
Secondary aliphatic amine
Ether
Secondary amine
Organoheterocyclic compound
Azacycle
Oxacycle
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Amine
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indene (CHEBI:5894 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	1.98	ALOGPS
logP	2.02	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	18.91	ChemAxon
pKa (Strongest Basic)	8.19	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	30.49 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	67.99 m³·mol⁻¹	ChemAxon
Polarizability	25.82 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+H]+	147.289	30932474
DeepCCS	[M-H]-	144.894	30932474
DeepCCS	[M-2H]-	178.888	30932474
DeepCCS	[M+Na]+	153.644	30932474
AllCCS	[M+H]+	154.8	32859911
AllCCS	[M+H-H2O]+	150.9	32859911
AllCCS	[M+NH4]+	158.5	32859911
AllCCS	[M+Na]+	159.5	32859911
AllCCS	[M-H]-	157.9	32859911
AllCCS	[M+Na-2H]-	157.7	32859911
AllCCS	[M+HCOO]-	157.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Indeloxazine	C(OC1=CC=CC2=C1CC=C2)C1CNCCO1	2492.1	Standard polar	33892256
Indeloxazine	C(OC1=CC=CC2=C1CC=C2)C1CNCCO1	1948.1	Standard non polar	33892256
Indeloxazine	C(OC1=CC=CC2=C1CC=C2)C1CNCCO1	2107.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Indeloxazine,1TMS,isomer #1	C[Si](C)(C)N1CCOC(COC2=CC=CC3=C2CC=C3)C1	2200.5	Semi standard non polar	33892256
Indeloxazine,1TMS,isomer #1	C[Si](C)(C)N1CCOC(COC2=CC=CC3=C2CC=C3)C1	2051.3	Standard non polar	33892256
Indeloxazine,1TMS,isomer #1	C[Si](C)(C)N1CCOC(COC2=CC=CC3=C2CC=C3)C1	2828.8	Standard polar	33892256
Indeloxazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCOC(COC2=CC=CC3=C2CC=C3)C1	2426.0	Semi standard non polar	33892256
Indeloxazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCOC(COC2=CC=CC3=C2CC=C3)C1	2270.4	Standard non polar	33892256
Indeloxazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCOC(COC2=CC=CC3=C2CC=C3)C1	3026.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Indeloxazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-9810000000-f529179ddeee6b9f0b56	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indeloxazine 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 - Indeloxazine 10V, Positive-QTOF	splash10-001i-0190000000-8cd5bc55ebb2fef9a363	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indeloxazine 20V, Positive-QTOF	splash10-001i-3970000000-9ddf368f371ba6a32d41	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indeloxazine 40V, Positive-QTOF	splash10-0a4i-9200000000-86c265b273aa98ba5161	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indeloxazine 10V, Negative-QTOF	splash10-001i-0290000000-c0c6ec668f26bba2b9b8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indeloxazine 20V, Negative-QTOF	splash10-001i-2930000000-edb4e8adb20a889c0bfa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indeloxazine 40V, Negative-QTOF	splash10-00o0-6900000000-5e9dcc238f2bd32ded8e	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

3576

KEGG Compound ID

C10918

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Indeloxazine (HMDB0253450)

MOL for HMDB0253450 (Indeloxazine)

3D MOL for HMDB0253450 (Indeloxazine)

3D SDF for HMDB0253450 (Indeloxazine)

3D-SDF for HMDB0253450 (Indeloxazine)

PDB for HMDB0253450 (Indeloxazine)

3D PDB for HMDB0253450 (Indeloxazine)

SMILES for HMDB0253450 (Indeloxazine)

INCHI for HMDB0253450 (Indeloxazine)

Structure for HMDB0253450 (Indeloxazine)

3D Structure for HMDB0253450 (Indeloxazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra