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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:09:20 UTC

Update Date

2021-09-14 15:47:16 UTC

HMDB ID

HMDB0060955

Secondary Accession Numbers

HMDB60955

Metabolite Identification

Common Name

mirtazapine-N-oxide

Description

mirtazapine-N-oxide is a metabolite of mirtazapine. Mirtazapine (Remeron, Avanza, Zispin) is a noradrenergic and specific serotonergic antidepressant (NaSSA) which was introduced by Organon International in the United States in 1990 and is used primarily in the treatment of depression. It is also commonly used as an anxiolytic, hypnotic, antiemetic, and appetite stimulant. Structurally, mirtazapine can also be classified as a tetracyclic antidepressant (TeCA). (Wikipedia)

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0060955
     RDKit          3D
mirtazapine-N-oxide
 40 43  0  0  0  0  0  0  0  0999 V2000
    4.1187    1.0223   -0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8880    0.2773   -0.5454 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.8276    0.0054   -1.8708 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8642   -0.8991    0.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5529   -1.1058    0.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4198   -0.6991    0.1833 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -1.5806    0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3498   -2.6676    0.9496 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2508   -3.6603    1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5191   -3.6202    0.5875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417   -2.5024   -0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9315   -1.4726   -0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4852   -0.3557   -1.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9748    0.9270   -0.6317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9921    1.8224   -0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7467    3.0753    0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4428    3.4651    0.4278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4140    2.5853    0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6839    1.3438   -0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5259    0.5299   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957    1.2044   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9172    1.4818    0.7782 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2710    1.8639   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9774    0.3658   -0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0360   -1.7753   -0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6823   -0.9403    1.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4520   -2.2070    1.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5264   -0.6321    1.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9895   -4.5318    1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2458   -4.4096    0.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8314   -2.4503   -0.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5686   -0.4009   -1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1265   -0.5436   -2.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0144    1.5532   -0.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5331    3.7884    0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2648    4.4591    0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5933    2.9040    0.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5564    0.2654   -1.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9479    2.0779   -0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9328    1.4365    0.8568 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21  2  1  0
 20  6  1  0
 12  7  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
M  CHG  2   2   1   3  -1
M  END


  Mrv0541 07091309092D          

 21 24  0  0  0  0            999 V2000
    1.5501   -4.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6014   -0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178   -1.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8742   -0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897   -0.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859   -0.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226   -1.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578   -1.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5628   -3.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503   -3.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378   -0.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9128   -3.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945   -0.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811   -0.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8109   -1.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253   -2.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647   -1.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530   -1.9235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503   -2.3253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253   -3.7542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4686   -4.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
 10  9  1  0  0  0  0
 13  5  2  0  0  0  0
 13 11  1  0  0  0  0
 14  6  1  0  0  0  0
 14 11  1  0  0  0  0
 15  7  2  0  0  0  0
 15 13  1  0  0  0  0
 16 12  1  0  0  0  0
 16 15  1  0  0  0  0
 17 14  2  0  0  0  0
 18  8  2  0  0  0  0
 18 17  1  0  0  0  0
 19  9  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20  1  1  0  0  0  0
 20 10  1  0  0  0  0
 20 12  1  0  0  0  0
 21 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060955

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1(=O)CCN2C(C1)C1=CC=CC=C1CC1=C2N=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H19N3O/c1-20(21)10-9-19-16(12-20)15-7-3-2-5-13(15)11-14-6-4-8-18-17(14)19/h2-8,16H,9-12H2,1H3

> <INCHI_KEY>
GAFCUVMEBFTFQJ-UHFFFAOYSA-N

> <FORMULA>
C17H19N3O

> <MOLECULAR_WEIGHT>
281.3523

> <EXACT_MASS>
281.152812245

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
30.909851316210013

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-methyl-2,5λ⁵,19-triazatetracyclo[13.4.0.0²,⁷.0⁸,¹³]nonadeca-1(15),8,10,12,16,18-hexaen-5-one

> <ALOGPS_LOGP>
-0.14

> <JCHEM_LOGP>
2.0836075716666667

> <ALOGPS_LOGS>
-2.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.26501427910782

> <JCHEM_PKA_STRONGEST_BASIC>
4.478434339915941

> <JCHEM_POLAR_SURFACE_AREA>
43.010000000000005

> <JCHEM_REFRACTIVITY>
84.70020000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.47e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methyl-2,5λ⁵,19-triazatetracyclo[13.4.0.0²,⁷.0⁸,¹³]nonadeca-1(15),8,10,12,16,18-hexaen-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060955
     RDKit          3D
mirtazapine-N-oxide
 40 43  0  0  0  0  0  0  0  0999 V2000
    4.1187    1.0223   -0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8880    0.2773   -0.5454 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.8276    0.0054   -1.8708 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8642   -0.8991    0.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5529   -1.1058    0.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4198   -0.6991    0.1833 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -1.5806    0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3498   -2.6676    0.9496 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2508   -3.6603    1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5191   -3.6202    0.5875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417   -2.5024   -0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9315   -1.4726   -0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4852   -0.3557   -1.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9748    0.9270   -0.6317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9921    1.8224   -0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7467    3.0753    0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4428    3.4651    0.4278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4140    2.5853    0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6839    1.3438   -0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5259    0.5299   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957    1.2044   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9172    1.4818    0.7782 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2710    1.8639   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9774    0.3658   -0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0360   -1.7753   -0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6823   -0.9403    1.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4520   -2.2070    1.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5264   -0.6321    1.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9895   -4.5318    1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2458   -4.4096    0.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8314   -2.4503   -0.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5686   -0.4009   -1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1265   -0.5436   -2.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0144    1.5532   -0.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5331    3.7884    0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2648    4.4591    0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5933    2.9040    0.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5564    0.2654   -1.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9479    2.0779   -0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9328    1.4365    0.8568 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21  2  1  0
 20  6  1  0
 12  7  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
M  CHG  2   2   1   3  -1
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0       2.894  -7.535   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.123  -1.042   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.780  -2.543   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.099  -1.042   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.594  -0.588   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.627  -0.588   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.909  -3.591   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.441  -2.543   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.651  -5.674   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.881  -7.008   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.111  -0.967   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.571  -5.674   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.723  -1.635   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.498  -1.635   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.380  -3.137   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.341  -4.341   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.841  -3.137   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       8.312  -3.591   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       5.881  -4.341   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       4.341  -7.008   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       4.608  -8.525   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2    3    5                                                       
CONECT    3    2    7                                                       
CONECT    4    6    8                                                       
CONECT    5    2   13                                                       
CONECT    6    4   14                                                       
CONECT    7    3   15                                                       
CONECT    8    4   18                                                       
CONECT    9   10   19                                                       
CONECT   10    9   20                                                       
CONECT   11   13   14                                                       
CONECT   12   16   20                                                       
CONECT   13    5   11   15                                                  
CONECT   14    6   11   17                                                  
CONECT   15    7   13   16                                                  
CONECT   16   12   15   19                                                  
CONECT   17   14   18   19                                                  
CONECT   18    8   17                                                       
CONECT   19    9   16   17                                                  
CONECT   20    1   10   12   21                                             
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0060955
HETATM    1  C1  UNL     1       4.119   1.022  -0.234  1.00  0.00           C  
HETATM    2  N1  UNL     1       2.888   0.277  -0.545  1.00  0.00           N1+
HETATM    3  O1  UNL     1       2.828   0.005  -1.871  1.00  0.00           O1-
HETATM    4  C2  UNL     1       2.864  -0.899   0.269  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.553  -1.106   0.987  1.00  0.00           C  
HETATM    6  N2  UNL     1       0.420  -0.699   0.183  1.00  0.00           N  
HETATM    7  C4  UNL     1      -0.679  -1.581   0.219  1.00  0.00           C  
HETATM    8  N3  UNL     1      -0.350  -2.668   0.950  1.00  0.00           N  
HETATM    9  C5  UNL     1      -1.251  -3.660   1.127  1.00  0.00           C  
HETATM   10  C6  UNL     1      -2.519  -3.620   0.587  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.842  -2.502  -0.157  1.00  0.00           C  
HETATM   12  C8  UNL     1      -1.931  -1.473  -0.351  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.485  -0.356  -1.190  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.975   0.927  -0.632  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.992   1.822  -0.373  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.747   3.075   0.148  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.443   3.465   0.428  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.414   2.585   0.177  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.684   1.344  -0.343  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.526   0.530  -0.550  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.796   1.204  -0.203  1.00  0.00           C  
HETATM   22  H1  UNL     1       3.917   1.482   0.778  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.271   1.864  -0.933  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.977   0.366  -0.107  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.036  -1.775  -0.422  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.682  -0.940   1.016  1.00  0.00           H  
HETATM   27  H6  UNL     1       1.452  -2.207   1.155  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.526  -0.632   1.988  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.990  -4.532   1.712  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.246  -4.410   0.724  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.831  -2.450  -0.590  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.569  -0.401  -1.085  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.126  -0.544  -2.220  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.014   1.553  -0.578  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.533   3.788   0.356  1.00  0.00           H  
HETATM   36  H15 UNL     1      -1.265   4.459   0.840  1.00  0.00           H  
HETATM   37  H16 UNL     1       0.593   2.904   0.400  1.00  0.00           H  
HETATM   38  H17 UNL     1       0.556   0.265  -1.634  1.00  0.00           H  
HETATM   39  H18 UNL     1       1.948   2.078  -0.881  1.00  0.00           H  
HETATM   40  H19 UNL     1       1.933   1.436   0.857  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4   21
CONECT    4    5   25   26
CONECT    5    6   27   28
CONECT    6    7   20
CONECT    7    8    8   12
CONECT    8    9
CONECT    9   10   10   29
CONECT   10   11   30
CONECT   11   12   12   31
CONECT   12   13
CONECT   13   14   32   33
CONECT   14   15   15   19
CONECT   15   16   34
CONECT   16   17   17   35
CONECT   17   18   36
CONECT   18   19   19   37
CONECT   19   20
CONECT   20   21   38
CONECT   21   39   40
END

HMDB0060955
     RDKit          3D
mirtazapine-N-oxide
 40 43  0  0  0  0  0  0  0  0999 V2000
    4.1187    1.0223   -0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8880    0.2773   -0.5454 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.8276    0.0054   -1.8708 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8642   -0.8991    0.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5529   -1.1058    0.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4198   -0.6991    0.1833 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -1.5806    0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3498   -2.6676    0.9496 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2508   -3.6603    1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5191   -3.6202    0.5875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417   -2.5024   -0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9315   -1.4726   -0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4852   -0.3557   -1.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9748    0.9270   -0.6317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9921    1.8224   -0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7467    3.0753    0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4428    3.4651    0.4278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4140    2.5853    0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6839    1.3438   -0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5259    0.5299   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957    1.2044   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9172    1.4818    0.7782 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2710    1.8639   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9774    0.3658   -0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0360   -1.7753   -0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6823   -0.9403    1.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4520   -2.2070    1.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5264   -0.6321    1.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9895   -4.5318    1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2458   -4.4096    0.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8314   -2.4503   -0.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5686   -0.4009   -1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1265   -0.5436   -2.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0144    1.5532   -0.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5331    3.7884    0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2648    4.4591    0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5933    2.9040    0.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5564    0.2654   -1.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9479    2.0779   -0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9328    1.4365    0.8568 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21  2  1  0
 20  6  1  0
 12  7  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
M  CHG  2   2   1   3  -1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₉N₃O

Average Molecular Weight

281.3523

Monoisotopic Molecular Weight

281.152812245

IUPAC Name

5-methyl-2,5λ⁵,19-triazatetracyclo[13.4.0.0²,⁷.0⁸,¹³]nonadeca-1(15),8,10,12,16,18-hexaen-5-one

Traditional Name

5-methyl-2,5λ⁵,19-triazatetracyclo[13.4.0.0²,⁷.0⁸,¹³]nonadeca-1(15),8,10,12,16,18-hexaen-5-one

CAS Registry Number

Not Available

SMILES

CN1(=O)CCN2C(C1)C1=CC=CC=C1CC1=C2N=CC=C1

InChI Identifier

InChI=1S/C17H19N3O/c1-20(21)10-9-19-16(12-20)15-7-3-2-5-13(15)11-14-6-4-8-18-17(14)19/h2-8,16H,9-12H2,1H3

InChI Key

GAFCUVMEBFTFQJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as piperazinoazepines. Piperazinoazepines are compounds containing a piperazinoazepine skeleton, which consists of an azepine ring fused to a piperazine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperazinoazepines

Sub Class

Not Available

Direct Parent

Piperazinoazepines

Alternative Parents

Substituents

Benzazepine
Piperazino-azepine
Dialkylarylamine
Azepine
N-methylpiperazine
N-alkylpiperazine
1,4-diazinane
Piperazine
Pyridine
Imidolactam
Benzenoid
Trialkyl amine oxide
Heteroaromatic compound
Trisubstituted n-oxide
N-oxide
Azacycle
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen 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 (HMDB: HMDB0060955)

Organ

Kidney (HMDB: HMDB0060955)
Liver (HMDB: HMDB0060955)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060955)

Cellular substructure

Cytoplasm (HMDB: HMDB0060955)
Membrane (HMDB: HMDB0060955)

Source

Endogenous

Endogenous (HMDB: HMDB0060955)

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
Water Solubility	1.47 g/L	ALOGPS
logP	-0.14	ALOGPS
logP	2.08	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	19.27	ChemAxon
pKa (Strongest Basic)	4.48	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.01 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	84.7 m³·mol⁻¹	ChemAxon
Polarizability	30.91 Å³	ChemAxon
Number of Rings	4	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
DarkChem	[M+H]+	166.579	31661259
DarkChem	[M-H]-	165.051	31661259
DeepCCS	[M+H]+	161.973	30932474
DeepCCS	[M-H]-	159.615	30932474
DeepCCS	[M-2H]-	192.526	30932474
DeepCCS	[M+Na]+	168.066	30932474
AllCCS	[M+H]+	165.7	32859911
AllCCS	[M+H-H2O]+	162.0	32859911
AllCCS	[M+NH4]+	169.1	32859911
AllCCS	[M+Na]+	170.1	32859911
AllCCS	[M-H]-	174.1	32859911
AllCCS	[M+Na-2H]-	173.6	32859911
AllCCS	[M+HCOO]-	173.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.65 minutes	32390414
Predicted by Siyang on May 30, 2022	9.6192 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.32 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	403.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	195.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	153.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	66.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	304.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	312.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	728.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	723.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	103.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1094.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	170.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	261.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	517.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	268.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	17.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
mirtazapine-N-oxide	CN1(=O)CCN2C(C1)C1=CC=CC=C1CC1=C2N=CC=C1	3646.8	Standard polar	33892256
mirtazapine-N-oxide	CN1(=O)CCN2C(C1)C1=CC=CC=C1CC1=C2N=CC=C1	1795.7	Standard non polar	33892256
mirtazapine-N-oxide	CN1(=O)CCN2C(C1)C1=CC=CC=C1CC1=C2N=CC=C1	2446.4	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 - mirtazapine-N-oxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0190000000-c5738c2f4bba6b1ecd54	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - mirtazapine-N-oxide 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 - mirtazapine-N-oxide 10V, Positive-QTOF	splash10-001i-0090000000-95879bc06c39ec337a9a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - mirtazapine-N-oxide 20V, Positive-QTOF	splash10-053r-0090000000-9722155e1667fbf7ee42	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - mirtazapine-N-oxide 40V, Positive-QTOF	splash10-0aor-3690000000-4982de8694aa2b3ea857	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - mirtazapine-N-oxide 10V, Negative-QTOF	splash10-001i-0090000000-ec845f4c09260c776b15	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - mirtazapine-N-oxide 20V, Negative-QTOF	splash10-0006-0920000000-466bd51f6b8616f20e38	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - mirtazapine-N-oxide 40V, Negative-QTOF	splash10-052f-0920000000-b4c213c1aeb988e8f101	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - mirtazapine-N-oxide 10V, Positive-QTOF	splash10-001i-0090000000-0db20202647f4f8a9de6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - mirtazapine-N-oxide 20V, Positive-QTOF	splash10-01q9-0090000000-2a2b7e34a89f0c935aa6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - mirtazapine-N-oxide 40V, Positive-QTOF	splash10-00kb-0890000000-1b1f77be34c3a164de5c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - mirtazapine-N-oxide 10V, Negative-QTOF	splash10-001i-0090000000-18e93f9625f62017f8e6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - mirtazapine-N-oxide 20V, Negative-QTOF	splash10-001i-0090000000-18e93f9625f62017f8e6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - mirtazapine-N-oxide 40V, Negative-QTOF	splash10-001i-0090000000-18e93f9625f62017f8e6	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

22547177

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46782381

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

Not Available

Showing metabocard for mirtazapine-N-oxide (HMDB0060955)

MOL for HMDB0060955 (mirtazapine-N-oxide)

3D MOL for HMDB0060955 (mirtazapine-N-oxide)

3D SDF for HMDB0060955 (mirtazapine-N-oxide)

3D-SDF for HMDB0060955 (mirtazapine-N-oxide)

PDB for HMDB0060955 (mirtazapine-N-oxide)

3D PDB for HMDB0060955 (mirtazapine-N-oxide)

SMILES for HMDB0060955 (mirtazapine-N-oxide)

INCHI for HMDB0060955 (mirtazapine-N-oxide)

Structure for HMDB0060955 (mirtazapine-N-oxide)

3D Structure for HMDB0060955 (mirtazapine-N-oxide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra