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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:24:39 UTC

Update Date

2021-09-26 23:10:37 UTC

HMDB ID

HMDB0255629

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Nisoxetine

Description

Nisoxetine, also known as lilly 94939, belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. Based on a literature review a significant number of articles have been published on Nisoxetine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Nisoxetine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Nisoxetine 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

HMDB0255629
     RDKit          3D
Nisoxetine
 41 42  0  0  0  0  0  0  0  0999 V2000
   -2.6744   -1.7754    2.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2665   -0.4270    3.2463 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2306    0.0681    2.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7703    0.3077    0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841    0.8261    0.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3774   -0.0497   -0.0818 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6846    0.0495    0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2286    1.1741    0.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5785    1.2594    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3947    0.1515    0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526   -0.9834    0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5174   -1.0261   -0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9767   -2.1688   -0.5966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6429   -3.3448   -0.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683    1.2172   -1.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6009    2.5188   -1.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1384    2.8923   -2.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3487    1.9438   -3.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288    0.6204   -3.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4965    0.2863   -2.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2048   -1.7424    1.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3765   -2.1824    3.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8040   -2.4375    2.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1349    0.1589    3.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9406    1.0799    2.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3426   -0.5597    2.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6249    0.9883    1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0805   -0.6972    0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3151    1.7705    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6209    2.0260    0.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0163    2.1490    1.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4444    0.2511    1.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5320   -1.8057    0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9853   -4.2364   -0.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5588   -3.5463   -0.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9655   -3.3719   -2.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4331    3.2674   -0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3852    3.9265   -2.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7692    2.2496   -4.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2112   -0.0924   -4.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2466   -0.7348   -2.0698 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  1  0
  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
  5 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  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
 14 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
M  END


  Mrv1572010161515252D          

 20 21  0  0  0  0            999 V2000
   -0.0031    0.4243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -0.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    0.8377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7204    0.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7238   -0.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108   -0.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4282    0.4243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4309    0.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7238   -1.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108   -1.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4282   -0.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1421    0.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1484    0.8411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -2.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1387   -0.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8561    0.4243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624    0.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8561   -0.4023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1424    1.6369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8624    2.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  2  0  0  0  0
  6 10  1  0  0  0  0
  7 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  9 14  1  0  0  0  0
 11 15  1  0  0  0  0
 12 16  2  0  0  0  0
 13 17  1  0  0  0  0
 15 18  2  0  0  0  0
 10 14  2  0  0  0  0
 16 18  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255629

> <DATABASE_NAME>
hmdb

> <SMILES>
CNCCC(OC1=CC=CC=C1OC)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H21NO2/c1-18-13-12-15(14-8-4-3-5-9-14)20-17-11-7-6-10-16(17)19-2/h3-11,15,18H,12-13H2,1-2H3

> <INCHI_KEY>
ITJNARMNRKSWTA-UHFFFAOYSA-N

> <FORMULA>
C17H21NO2

> <MOLECULAR_WEIGHT>
271.36

> <EXACT_MASS>
271.15722892

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
30.657793805942294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[3-(2-methoxyphenoxy)-3-phenylpropyl](methyl)amine

> <ALOGPS_LOGP>
3.69

> <JCHEM_LOGP>
3.1376997959999997

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.803137485158887

> <JCHEM_POLAR_SURFACE_AREA>
30.49

> <JCHEM_REFRACTIVITY>
80.85700000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nisoxetine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0255629
     RDKit          3D
Nisoxetine
 41 42  0  0  0  0  0  0  0  0999 V2000
   -2.6744   -1.7754    2.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2665   -0.4270    3.2463 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2306    0.0681    2.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7703    0.3077    0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841    0.8261    0.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3774   -0.0497   -0.0818 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6846    0.0495    0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2286    1.1741    0.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5785    1.2594    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3947    0.1515    0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526   -0.9834    0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5174   -1.0261   -0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9767   -2.1688   -0.5966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6429   -3.3448   -0.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683    1.2172   -1.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6009    2.5188   -1.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1384    2.8923   -2.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3487    1.9438   -3.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288    0.6204   -3.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4965    0.2863   -2.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2048   -1.7424    1.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3765   -2.1824    3.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8040   -2.4375    2.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1349    0.1589    3.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9406    1.0799    2.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3426   -0.5597    2.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6249    0.9883    1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0805   -0.6972    0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3151    1.7705    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6209    2.0260    0.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0163    2.1490    1.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4444    0.2511    1.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5320   -1.8057    0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9853   -4.2364   -0.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5588   -3.5463   -0.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9655   -3.3719   -2.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4331    3.2674   -0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3852    3.9265   -2.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7692    2.2496   -4.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2112   -0.0924   -4.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2466   -0.7348   -2.0698 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  1  0
  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
  5 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  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
 14 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
M  END

HEADER    PROTEIN                                 16-OCT-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-OCT-15         0                                  
HETATM    1  C   UNK     0      -0.006   0.792   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.006  -0.744   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.333   1.564   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.345   1.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.351  -1.516   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.327  -1.516   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.666   0.792   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.671   0.799   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.351  -3.059   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.327  -3.059   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.666  -0.744   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.999   1.564   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -4.010   1.570   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -0.006  -3.831   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.992  -1.516   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.331   0.792   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.343   0.799   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.331  -0.751   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.999   3.056   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.343   3.831   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   11   12                                                  
CONECT    8    4   13                                                       
CONECT    9    5   14                                                       
CONECT   10    6   14                                                       
CONECT   11    7   15                                                       
CONECT   12    7   16   19                                                  
CONECT   13    8   17                                                       
CONECT   14    9   10                                                       
CONECT   15   11   18                                                       
CONECT   16   12   18                                                       
CONECT   17   13                                                            
CONECT   18   15   16                                                       
CONECT   19   12   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0255629
HETATM    1  C1  UNL     1      -2.674  -1.775   2.859  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.266  -0.427   3.246  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.231   0.068   2.365  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.770   0.308   0.971  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.684   0.826   0.048  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.377  -0.050  -0.082  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.685   0.049   0.209  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.229   1.174   0.751  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.579   1.259   1.045  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.395   0.151   0.771  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.853  -0.983   0.226  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.517  -1.026  -0.048  1.00  0.00           C  
HETATM   13  O2  UNL     1       1.977  -2.169  -0.597  1.00  0.00           O  
HETATM   14  C11 UNL     1       2.643  -3.345  -0.923  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.268   1.217  -1.280  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.601   2.519  -1.574  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.138   2.892  -2.796  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.349   1.944  -3.747  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.029   0.620  -3.497  1.00  0.00           C  
HETATM   20  C17 UNL     1      -1.496   0.286  -2.270  1.00  0.00           C  
HETATM   21  H1  UNL     1      -3.205  -1.742   1.907  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.376  -2.182   3.626  1.00  0.00           H  
HETATM   23  H3  UNL     1      -1.804  -2.438   2.776  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.135   0.159   3.132  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.941   1.080   2.777  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.343  -0.560   2.339  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.625   0.988   1.058  1.00  0.00           H  
HETATM   28  H8  UNL     1      -2.080  -0.697   0.567  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.315   1.770   0.497  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.621   2.026   0.966  1.00  0.00           H  
HETATM   31  H11 UNL     1       4.016   2.149   1.475  1.00  0.00           H  
HETATM   32  H12 UNL     1       5.444   0.251   1.011  1.00  0.00           H  
HETATM   33  H13 UNL     1       4.532  -1.806   0.034  1.00  0.00           H  
HETATM   34  H14 UNL     1       1.985  -4.236  -0.693  1.00  0.00           H  
HETATM   35  H15 UNL     1       3.559  -3.546  -0.307  1.00  0.00           H  
HETATM   36  H16 UNL     1       2.965  -3.372  -2.000  1.00  0.00           H  
HETATM   37  H17 UNL     1      -1.433   3.267  -0.818  1.00  0.00           H  
HETATM   38  H18 UNL     1      -2.385   3.926  -2.984  1.00  0.00           H  
HETATM   39  H19 UNL     1      -2.769   2.250  -4.694  1.00  0.00           H  
HETATM   40  H20 UNL     1      -2.211  -0.092  -4.278  1.00  0.00           H  
HETATM   41  H21 UNL     1      -1.247  -0.735  -2.070  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   15   29
CONECT    6    7
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
CONECT   14   34   35   36
CONECT   15   16   16   20
CONECT   16   17   37
CONECT   17   18   18   38
CONECT   18   19   39
CONECT   19   20   20   40
CONECT   20   41
END

HMDB0255629
     RDKit          3D
Nisoxetine
 41 42  0  0  0  0  0  0  0  0999 V2000
   -2.6744   -1.7754    2.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2665   -0.4270    3.2463 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2306    0.0681    2.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7703    0.3077    0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841    0.8261    0.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3774   -0.0497   -0.0818 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6846    0.0495    0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2286    1.1741    0.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5785    1.2594    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3947    0.1515    0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526   -0.9834    0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5174   -1.0261   -0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9767   -2.1688   -0.5966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6429   -3.3448   -0.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683    1.2172   -1.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6009    2.5188   -1.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1384    2.8923   -2.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3487    1.9438   -3.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288    0.6204   -3.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4965    0.2863   -2.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2048   -1.7424    1.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3765   -2.1824    3.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8040   -2.4375    2.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1349    0.1589    3.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9406    1.0799    2.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3426   -0.5597    2.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6249    0.9883    1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0805   -0.6972    0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3151    1.7705    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6209    2.0260    0.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0163    2.1490    1.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4444    0.2511    1.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5320   -1.8057    0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9853   -4.2364   -0.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5588   -3.5463   -0.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9655   -3.3719   -2.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4331    3.2674   -0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3852    3.9265   -2.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7692    2.2496   -4.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2112   -0.0924   -4.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2466   -0.7348   -2.0698 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  1  0
  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
  5 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  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
 14 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(2-Methoxyphenoxy)-N-methyl-3-phenylpropylamine	ChEBI
3-(O-Methoxyphenoxy)-N-methyl-3-phenylpropylamine	ChEBI
DL-N-Methyl-3-(O-methoxyphenoxy)-N-methyl-3-phenylpropylamine	ChEBI
N-Methyl-gamma-(2-methylphenoxy)phenylpropanolamine	ChEBI
Nisoxetina	ChEBI
Nisoxetinum	ChEBI
N-Methyl-g-(2-methylphenoxy)phenylpropanolamine	Generator
N-Methyl-γ-(2-methylphenoxy)phenylpropanolamine	Generator
Lilly 94939	MeSH
Nisoxetine hydrochloride	MeSH
Nisoxetine hydrochloride, (+-)-isomer	MeSH
Nisoxetine, (+-)-isomer	MeSH

Chemical Formula

C₁₇H₂₁NO₂

Average Molecular Weight

271.36

Monoisotopic Molecular Weight

271.15722892

IUPAC Name

[3-(2-methoxyphenoxy)-3-phenylpropyl](methyl)amine

Traditional Name

nisoxetine

CAS Registry Number

Not Available

SMILES

CNCCC(OC1=CC=CC=C1OC)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H21NO2/c1-18-13-12-15(14-8-4-3-5-9-14)20-17-11-7-6-10-16(17)19-2/h3-11,15,18H,12-13H2,1-2H3

InChI Key

ITJNARMNRKSWTA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenoxy compound
Anisole
Methoxybenzene
Alkyl aryl ether
Aralkylamine
Monocyclic benzene moiety
Secondary aliphatic amine
Secondary amine
Ether
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ether (CHEBI:73410 )
secondary amino compound (CHEBI:73410 )

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	3.69	ALOGPS
logP	3.14	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	9.8	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	7	ChemAxon
Refractivity	80.86 m³·mol⁻¹	ChemAxon
Polarizability	30.66 Å³	ChemAxon
Number of Rings	2	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]+	164.455	30932474
DeepCCS	[M-H]-	162.097	30932474
DeepCCS	[M-2H]-	194.983	30932474
DeepCCS	[M+Na]+	170.548	30932474
AllCCS	[M+H]+	164.9	32859911
AllCCS	[M+H-H2O]+	161.1	32859911
AllCCS	[M+NH4]+	168.3	32859911
AllCCS	[M+Na]+	169.3	32859911
AllCCS	[M-H]-	169.5	32859911
AllCCS	[M+Na-2H]-	169.5	32859911
AllCCS	[M+HCOO]-	169.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nisoxetine	CNCCC(OC1=CC=CC=C1OC)C1=CC=CC=C1	2690.2	Standard polar	33892256
Nisoxetine	CNCCC(OC1=CC=CC=C1OC)C1=CC=CC=C1	2141.5	Standard non polar	33892256
Nisoxetine	CNCCC(OC1=CC=CC=C1OC)C1=CC=CC=C1	2062.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nisoxetine,1TMS,isomer #1	COC1=CC=CC=C1OC(CCN(C)[Si](C)(C)C)C1=CC=CC=C1	2275.9	Semi standard non polar	33892256
Nisoxetine,1TMS,isomer #1	COC1=CC=CC=C1OC(CCN(C)[Si](C)(C)C)C1=CC=CC=C1	2263.4	Standard non polar	33892256
Nisoxetine,1TMS,isomer #1	COC1=CC=CC=C1OC(CCN(C)[Si](C)(C)C)C1=CC=CC=C1	2933.8	Standard polar	33892256
Nisoxetine,1TBDMS,isomer #1	COC1=CC=CC=C1OC(CCN(C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2530.4	Semi standard non polar	33892256
Nisoxetine,1TBDMS,isomer #1	COC1=CC=CC=C1OC(CCN(C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2455.0	Standard non polar	33892256
Nisoxetine,1TBDMS,isomer #1	COC1=CC=CC=C1OC(CCN(C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	3029.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nisoxetine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9520000000-1c3f4b93eff90be27e9b	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nisoxetine 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 - Nisoxetine 10V, Positive-QTOF	splash10-00dl-0090000000-01c2b91430d5e86c3d42	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nisoxetine 20V, Positive-QTOF	splash10-0006-5290000000-d5d8b4f1bfcdfd814c28	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nisoxetine 40V, Positive-QTOF	splash10-0006-9500000000-c2292603cdccfdf9373c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nisoxetine 10V, Negative-QTOF	splash10-00di-0090000000-a63834eef5976d96f3f7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nisoxetine 20V, Negative-QTOF	splash10-00di-3190000000-9494a26255b833e67a01	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nisoxetine 40V, Negative-QTOF	splash10-08i3-9500000000-336b250f6328742728d7	2016-08-03	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

DB09186

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4344

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nisoxetine

METLIN ID

Not Available

PubChem Compound

4500

PDB ID

Not Available

ChEBI ID

73410

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 Nisoxetine (HMDB0255629)

MOL for HMDB0255629 (Nisoxetine)

3D MOL for HMDB0255629 (Nisoxetine)

3D SDF for HMDB0255629 (Nisoxetine)

3D-SDF for HMDB0255629 (Nisoxetine)

PDB for HMDB0255629 (Nisoxetine)

3D PDB for HMDB0255629 (Nisoxetine)

SMILES for HMDB0255629 (Nisoxetine)

INCHI for HMDB0255629 (Nisoxetine)

Structure for HMDB0255629 (Nisoxetine)

3D Structure for HMDB0255629 (Nisoxetine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra