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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:10:45 UTC

Update Date

2021-09-26 23:07:48 UTC

HMDB ID

HMDB0254055

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Levomilnacipran

Description

Midalcipran, also known as ixel or savella, belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids. Based on a literature review very few articles have been published on Midalcipran. This compound has been identified in human blood as reported by (PMID: 31557052 ). Levomilnacipran is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Levomilnacipran 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

HMDB0254055
     RDKit          3D
Levomilnacipran
 40 41  0  0  0  0  0  0  0  0999 V2000
   -4.2263    0.2571   -0.9516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2763   -0.8407   -0.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9886   -0.3496   -0.0771 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0249   -0.2928    1.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7789   -1.5603    2.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9838   -0.0186   -0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3694   -0.1292   -2.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4144    0.4422   -0.8696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4656   -0.4757   -0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4462   -1.0838    0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466   -1.9950    1.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4583   -2.2518    0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5111   -1.6514   -0.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5327   -0.7789   -1.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8947    1.5864   -1.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5971    1.8135   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7978    2.0311    0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866    3.3626    1.1965 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8290    0.6156   -0.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9875   -0.1255   -1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6929    1.1254   -1.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6869   -1.6406   -0.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0284   -1.3560   -1.6381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0025    0.1158    1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2862    0.4790    1.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4423   -2.4002    1.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7396   -1.9370    2.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0820   -1.4852    2.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6706   -0.8418    1.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3539   -2.4336    2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2453   -2.9458    0.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3654   -1.9123   -1.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5781   -0.3118   -2.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2293    2.1580   -2.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9517    1.6051   -2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2791    2.3829    0.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711    1.8996    0.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8706    1.2854    1.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7374    4.1116    0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5801    3.5464    1.8590 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
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16  8  1  0
 14  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
M  END


  Mrv1652309112115112D          

 18 19  0  0  0  0            999 V2000
   -1.7351   -0.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9599   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3279   -0.8192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4711   -1.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2464   -1.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4474   -0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5906    0.2754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0793   -1.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4918   -1.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6668   -1.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0476   -2.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0476   -3.0193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113   -0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5681    0.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2001    0.8057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9753    0.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1186   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4866   -0.8192    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
  3  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  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
 13 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254055

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(CC)C(=O)C1(CC1CN)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H22N2O/c1-3-17(4-2)14(18)15(10-13(15)11-16)12-8-6-5-7-9-12/h5-9,13H,3-4,10-11,16H2,1-2H3

> <INCHI_KEY>
GJJFMKBJSRMPLA-UHFFFAOYSA-N

> <FORMULA>
C15H22N2O

> <MOLECULAR_WEIGHT>
246.354

> <EXACT_MASS>
246.173213336

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
28.041439047013178

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide

> <ALOGPS_LOGP>
1.72

> <JCHEM_LOGP>
1.421706622999999

> <ALOGPS_LOGS>
-2.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.827548067218556

> <JCHEM_POLAR_SURFACE_AREA>
46.33

> <JCHEM_REFRACTIVITY>
73.80950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.23e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
levomilnacipran

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254055
     RDKit          3D
Levomilnacipran
 40 41  0  0  0  0  0  0  0  0999 V2000
   -4.2263    0.2571   -0.9516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2763   -0.8407   -0.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9886   -0.3496   -0.0771 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0249   -0.2928    1.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7789   -1.5603    2.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9838   -0.0186   -0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3694   -0.1292   -2.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4144    0.4422   -0.8696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4656   -0.4757   -0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4462   -1.0838    0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466   -1.9950    1.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4583   -2.2518    0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5111   -1.6514   -0.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5327   -0.7789   -1.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8947    1.5864   -1.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5971    1.8135   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7978    2.0311    0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866    3.3626    1.1965 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8290    0.6156   -0.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9875   -0.1255   -1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6929    1.1254   -1.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6869   -1.6406   -0.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0284   -1.3560   -1.6381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0025    0.1158    1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2862    0.4790    1.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4423   -2.4002    1.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7396   -1.9370    2.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0820   -1.4852    2.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6706   -0.8418    1.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3539   -2.4336    2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2453   -2.9458    0.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3654   -1.9123   -1.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5781   -0.3118   -2.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2293    2.1580   -2.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9517    1.6051   -2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2791    2.3829    0.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711    1.8996    0.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8706    1.2854    1.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7374    4.1116    0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5801    3.5464    1.8590 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
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16  8  1  0
 14  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  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      -3.239  -1.066   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.792  -0.539   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.612  -1.529   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -0.879  -3.046   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.327  -3.573   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.835  -1.003   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.102   0.514   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.015  -1.992   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.785  -3.326   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.245  -3.326   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.089  -4.096   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -0.089  -5.636   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       3.194  -1.003   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.927   0.514   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.107   1.504   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.554   0.977   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.821  -0.539   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.642  -1.529   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10   13                                             
CONECT    9    8   10                                                       
CONECT   10    9    8   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    8   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0254055
HETATM    1  C1  UNL     1      -4.226   0.257  -0.952  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.276  -0.841  -0.676  1.00  0.00           C  
HETATM    3  N1  UNL     1      -1.989  -0.350  -0.077  1.00  0.00           N  
HETATM    4  C3  UNL     1      -2.025  -0.293   1.348  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.779  -1.560   2.087  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.984  -0.019  -0.938  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.369  -0.129  -2.226  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.414   0.442  -0.870  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.466  -0.476  -0.363  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.446  -1.084   0.845  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.447  -1.995   1.250  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.458  -2.252   0.376  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.511  -1.651  -0.854  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.533  -0.779  -1.221  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.895   1.586  -1.683  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.597   1.814  -0.220  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.798   2.031   0.670  1.00  0.00           C  
HETATM   18  N2  UNL     1       1.787   3.363   1.196  1.00  0.00           N  
HETATM   19  H1  UNL     1      -4.829   0.616  -0.084  1.00  0.00           H  
HETATM   20  H2  UNL     1      -4.987  -0.125  -1.700  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.693   1.125  -1.405  1.00  0.00           H  
HETATM   22  H4  UNL     1      -3.687  -1.641  -0.007  1.00  0.00           H  
HETATM   23  H5  UNL     1      -3.028  -1.356  -1.638  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.002   0.116   1.719  1.00  0.00           H  
HETATM   25  H7  UNL     1      -1.286   0.479   1.744  1.00  0.00           H  
HETATM   26  H8  UNL     1      -1.442  -2.400   1.462  1.00  0.00           H  
HETATM   27  H9  UNL     1      -2.740  -1.937   2.576  1.00  0.00           H  
HETATM   28  H10 UNL     1      -1.082  -1.485   2.955  1.00  0.00           H  
HETATM   29  H11 UNL     1       0.671  -0.842   1.551  1.00  0.00           H  
HETATM   30  H12 UNL     1       2.354  -2.434   2.210  1.00  0.00           H  
HETATM   31  H13 UNL     1       4.245  -2.946   0.646  1.00  0.00           H  
HETATM   32  H14 UNL     1       4.365  -1.912  -1.494  1.00  0.00           H  
HETATM   33  H15 UNL     1       2.578  -0.312  -2.164  1.00  0.00           H  
HETATM   34  H16 UNL     1       0.229   2.158  -2.367  1.00  0.00           H  
HETATM   35  H17 UNL     1       1.952   1.605  -2.028  1.00  0.00           H  
HETATM   36  H18 UNL     1      -0.279   2.383   0.080  1.00  0.00           H  
HETATM   37  H19 UNL     1       2.771   1.900   0.102  1.00  0.00           H  
HETATM   38  H20 UNL     1       1.871   1.285   1.490  1.00  0.00           H  
HETATM   39  H21 UNL     1       1.737   4.112   0.489  1.00  0.00           H  
HETATM   40  H22 UNL     1       2.580   3.546   1.859  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4    6
CONECT    4    5   24   25
CONECT    5   26   27   28
CONECT    6    7    7    8
CONECT    8    9   15   16
CONECT    9   10   10   14
CONECT   10   11   29
CONECT   11   12   12   30
CONECT   12   13   31
CONECT   13   14   14   32
CONECT   14   33
CONECT   15   16   34   35
CONECT   16   17   36
CONECT   17   18   37   38
CONECT   18   39   40
END

HMDB0254055
     RDKit          3D
Levomilnacipran
 40 41  0  0  0  0  0  0  0  0999 V2000
   -4.2263    0.2571   -0.9516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2763   -0.8407   -0.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9886   -0.3496   -0.0771 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0249   -0.2928    1.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7789   -1.5603    2.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9838   -0.0186   -0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3694   -0.1292   -2.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4144    0.4422   -0.8696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4656   -0.4757   -0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4462   -1.0838    0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466   -1.9950    1.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4583   -2.2518    0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5111   -1.6514   -0.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5327   -0.7789   -1.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8947    1.5864   -1.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5971    1.8135   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7978    2.0311    0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866    3.3626    1.1965 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8290    0.6156   -0.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9875   -0.1255   -1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6929    1.1254   -1.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6869   -1.6406   -0.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0284   -1.3560   -1.6381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0025    0.1158    1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2862    0.4790    1.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4423   -2.4002    1.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7396   -1.9370    2.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0820   -1.4852    2.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6706   -0.8418    1.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3539   -2.4336    2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2453   -2.9458    0.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3654   -1.9123   -1.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5781   -0.3118   -2.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2293    2.1580   -2.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9517    1.6051   -2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2791    2.3829    0.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711    1.8996    0.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8706    1.2854    1.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7374    4.1116    0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5801    3.5464    1.8590 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
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16  8  1  0
 14  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1 Phenyl 1 diethylaminocarbonyl 2 aminomethylcyclopropane HCL	MeSH
1-Phenyl-1-diethylaminocarbonyl-2-aminomethylcyclopropane HCL	MeSH
Ixel	MeSH
Savella	MeSH
Milnacipran	MeSH
Milnacipran hydrochloride	MeSH

Chemical Formula

C₁₅H₂₂N₂O

Average Molecular Weight

246.354

Monoisotopic Molecular Weight

246.173213336

IUPAC Name

2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide

Traditional Name

levomilnacipran

CAS Registry Number

Not Available

SMILES

CCN(CC)C(=O)C1(CC1CN)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H22N2O/c1-3-17(4-2)14(18)15(10-13(15)11-16)12-8-6-5-7-9-12/h5-9,13H,3-4,10-11,16H2,1-2H3

InChI Key

GJJFMKBJSRMPLA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylacetamides

Direct Parent

Phenylacetamides

Alternative Parents

Substituents

Phenylacetamide
Aralkylamine
Cyclopropanecarboxylic acid or derivatives
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Carboxylic acid derivative
Organopnictogen compound
Organic oxygen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic nitrogen compound
Amine
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

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	1.72	ALOGPS
logP	1.42	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Basic)	9.83	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.33 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	73.81 m³·mol⁻¹	ChemAxon
Polarizability	28.04 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	161.758	30932474
DeepCCS	[M-H]-	159.4	30932474
DeepCCS	[M-2H]-	192.287	30932474
DeepCCS	[M+Na]+	167.851	30932474
AllCCS	[M+H]+	157.5	32859911
AllCCS	[M+H-H2O]+	153.8	32859911
AllCCS	[M+NH4]+	160.9	32859911
AllCCS	[M+Na]+	161.8	32859911
AllCCS	[M-H]-	163.6	32859911
AllCCS	[M+Na-2H]-	163.9	32859911
AllCCS	[M+HCOO]-	164.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Levomilnacipran	CCN(CC)C(=O)C1(CC1CN)C1=CC=CC=C1	2973.8	Standard polar	33892256
Levomilnacipran	CCN(CC)C(=O)C1(CC1CN)C1=CC=CC=C1	2008.4	Standard non polar	33892256
Levomilnacipran	CCN(CC)C(=O)C1(CC1CN)C1=CC=CC=C1	1944.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Levomilnacipran,1TMS,isomer #1	CCN(CC)C(=O)C1(C2=CC=CC=C2)CC1CN[Si](C)(C)C	2121.5	Semi standard non polar	33892256
Levomilnacipran,1TMS,isomer #1	CCN(CC)C(=O)C1(C2=CC=CC=C2)CC1CN[Si](C)(C)C	2158.2	Standard non polar	33892256
Levomilnacipran,1TMS,isomer #1	CCN(CC)C(=O)C1(C2=CC=CC=C2)CC1CN[Si](C)(C)C	2510.5	Standard polar	33892256
Levomilnacipran,2TMS,isomer #1	CCN(CC)C(=O)C1(C2=CC=CC=C2)CC1CN([Si](C)(C)C)[Si](C)(C)C	2252.5	Semi standard non polar	33892256
Levomilnacipran,2TMS,isomer #1	CCN(CC)C(=O)C1(C2=CC=CC=C2)CC1CN([Si](C)(C)C)[Si](C)(C)C	2389.6	Standard non polar	33892256
Levomilnacipran,2TMS,isomer #1	CCN(CC)C(=O)C1(C2=CC=CC=C2)CC1CN([Si](C)(C)C)[Si](C)(C)C	2427.8	Standard polar	33892256
Levomilnacipran,1TBDMS,isomer #1	CCN(CC)C(=O)C1(C2=CC=CC=C2)CC1CN[Si](C)(C)C(C)(C)C	2339.7	Semi standard non polar	33892256
Levomilnacipran,1TBDMS,isomer #1	CCN(CC)C(=O)C1(C2=CC=CC=C2)CC1CN[Si](C)(C)C(C)(C)C	2404.9	Standard non polar	33892256
Levomilnacipran,1TBDMS,isomer #1	CCN(CC)C(=O)C1(C2=CC=CC=C2)CC1CN[Si](C)(C)C(C)(C)C	2621.8	Standard polar	33892256
Levomilnacipran,2TBDMS,isomer #1	CCN(CC)C(=O)C1(C2=CC=CC=C2)CC1CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2707.2	Semi standard non polar	33892256
Levomilnacipran,2TBDMS,isomer #1	CCN(CC)C(=O)C1(C2=CC=CC=C2)CC1CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2782.1	Standard non polar	33892256
Levomilnacipran,2TBDMS,isomer #1	CCN(CC)C(=O)C1(C2=CC=CC=C2)CC1CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2624.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Levomilnacipran GC-MS (Non-derivatized) - 70eV, Positive	splash10-003s-9720000000-ca5db3dd96b3bf602e80	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Levomilnacipran 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 - Levomilnacipran 10V, Positive-QTOF	splash10-0002-0590000000-1f4d137f80628e35c827	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levomilnacipran 20V, Positive-QTOF	splash10-0002-2960000000-8f12df3429c555732cd0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levomilnacipran 40V, Positive-QTOF	splash10-00ba-6900000000-efba65f220764b405ef1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levomilnacipran 10V, Negative-QTOF	splash10-0002-0290000000-722c0acf3966aec48c62	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levomilnacipran 20V, Negative-QTOF	splash10-0002-5290000000-6c41adc4efeb91c44163	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levomilnacipran 40V, Negative-QTOF	splash10-0006-4900000000-3e4a9ec417730d813614	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

9797657

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Milnacipran

METLIN ID

Not Available

PubChem Compound

11622909

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 Levomilnacipran (HMDB0254055)

MOL for HMDB0254055 (Levomilnacipran)

3D MOL for HMDB0254055 (Levomilnacipran)

3D SDF for HMDB0254055 (Levomilnacipran)

3D-SDF for HMDB0254055 (Levomilnacipran)

PDB for HMDB0254055 (Levomilnacipran)

3D PDB for HMDB0254055 (Levomilnacipran)

SMILES for HMDB0254055 (Levomilnacipran)

INCHI for HMDB0254055 (Levomilnacipran)

Structure for HMDB0254055 (Levomilnacipran)

3D Structure for HMDB0254055 (Levomilnacipran)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra