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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:41:28 UTC

Update Date

2021-09-26 23:09:41 UTC

HMDB ID

HMDB0255120

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Desmethyl zolmitriptan

Description

N-Desmethyl zolmitriptan belongs to the class of organic compounds known as tryptamines and derivatives. Tryptamines and derivatives are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring subsituted at the 3-position by an ethanamine. Based on a literature review very few articles have been published on N-Desmethyl zolmitriptan. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-desmethyl zolmitriptan is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Desmethyl zolmitriptan 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

HMDB0255126
     RDKit          3D
N-Desmethylzolmitriptan
 39 41  0  0  0  0  0  0  0  0999 V2000
   -4.5909    1.2781    0.6892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9512    0.3269   -0.1745 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8586    0.9543   -0.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2140   -0.1001   -1.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192   -1.2000   -0.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3237   -2.4379   -0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5509   -3.1150    0.0933 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5021   -2.3763    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5614   -2.5862    1.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5349   -1.6479    1.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4610   -0.4221    0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4802    0.5909    1.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6853    0.5482    0.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3386    0.7192   -1.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538    2.1250   -1.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1368    2.6793   -0.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6140    3.8318   -0.5541 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4618    1.7569    0.6477 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3934   -0.1979    0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821   -1.1417   -0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7387    2.2605    0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820    1.4580    1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6086    0.9087    0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6099   -0.0845   -0.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2755    1.7251   -1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0990    1.3755   -0.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559    0.3293   -2.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9896   -0.4971   -2.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2392   -2.7743   -1.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7263   -4.0901    0.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6228   -3.5567    1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3501   -1.8358    2.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7841    0.6425    2.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9907    1.5957    1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3627   -0.3013    0.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4088    0.1763   -1.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1777    0.4049   -1.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1186    1.9306    1.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2808    0.7476   -0.4226 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 11 19  1  0
 19 20  2  0
 20  5  1  0
 20  8  1  0
 18 13  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
  6 29  1  0
  7 30  1  0
  9 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 18 38  1  0
 19 39  1  0
M  END

  Mrv1652309112116412D          

 20 22  0  0  0  0            999 V2000
   -2.2673    1.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604    1.7103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    0.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1171    1.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3720    2.2216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1970    2.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6819    2.8890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4520    1.4370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 15 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255120

> <DATABASE_NAME>
hmdb

> <SMILES>
CNCCC1=CNC2=C1C=C(CC1COC(=O)N1)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C15H19N3O2/c1-16-5-4-11-8-17-14-3-2-10(7-13(11)14)6-12-9-20-15(19)18-12/h2-3,7-8,12,16-17H,4-6,9H2,1H3,(H,18,19)

> <INCHI_KEY>
QGGCHSMZXKNGCK-UHFFFAOYSA-N

> <FORMULA>
C15H19N3O2

> <MOLECULAR_WEIGHT>
273.336

> <EXACT_MASS>
273.147726864

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
29.737242882569426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-({3-[2-(methylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one

> <ALOGPS_LOGP>
1.52

> <JCHEM_LOGP>
1.659827350333333

> <ALOGPS_LOGS>
-3.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.14862344462595

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.12224905700704

> <JCHEM_PKA_STRONGEST_BASIC>
10.30816899738884

> <JCHEM_POLAR_SURFACE_AREA>
66.14999999999999

> <JCHEM_REFRACTIVITY>
77.1445

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-({3-[2-(methylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255126
     RDKit          3D
N-Desmethylzolmitriptan
 39 41  0  0  0  0  0  0  0  0999 V2000
   -4.5909    1.2781    0.6892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9512    0.3269   -0.1745 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8586    0.9543   -0.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2140   -0.1001   -1.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192   -1.2000   -0.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3237   -2.4379   -0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5509   -3.1150    0.0933 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5021   -2.3763    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5614   -2.5862    1.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5349   -1.6479    1.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4610   -0.4221    0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4802    0.5909    1.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6853    0.5482    0.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3386    0.7192   -1.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538    2.1250   -1.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1368    2.6793   -0.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6140    3.8318   -0.5541 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4618    1.7569    0.6477 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3934   -0.1979    0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821   -1.1417   -0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7387    2.2605    0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820    1.4580    1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6086    0.9087    0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6099   -0.0845   -0.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2755    1.7251   -1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0990    1.3755   -0.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559    0.3293   -2.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9896   -0.4971   -2.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2392   -2.7743   -1.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7263   -4.0901    0.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6228   -3.5567    1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3501   -1.8358    2.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7841    0.6425    2.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9907    1.5957    1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3627   -0.3013    0.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4088    0.1763   -1.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1777    0.4049   -1.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1186    1.9306    1.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2808    0.7476   -0.4226 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 11 19  1  0
 19 20  2  0
 20  5  1  0
 20  8  1  0
 18 13  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
  6 29  1  0
  7 30  1  0
  9 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 18 38  1  0
 19 39  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -4.232   3.513   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -2.726   3.192   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -2.250   1.728   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.744   1.408   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.198   0.237   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.198   1.777   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.952   2.682   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.428   4.147   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.968   4.147   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.873   5.393   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0       6.444   2.682   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8    5   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   15                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0255120
HETATM    1  C1  UNL     1       6.040   0.452  -0.132  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.636   0.603  -0.344  1.00  0.00           N  
HETATM    3  C2  UNL     1       4.025  -0.621  -0.869  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.528  -0.403  -1.076  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.885  -0.056   0.210  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.488   0.068   1.440  1.00  0.00           C  
HETATM    7  N2  UNL     1       1.539   0.393   2.320  1.00  0.00           N  
HETATM    8  C6  UNL     1       0.330   0.491   1.725  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.934   0.800   2.221  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.985   0.815   1.328  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.812   0.539  -0.007  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.958   0.569  -0.909  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.670  -0.759  -1.041  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.203  -1.243   0.301  1.00  0.00           C  
HETATM   15  O1  UNL     1      -5.308  -0.369   0.480  1.00  0.00           O  
HETATM   16  C13 UNL     1      -5.840  -0.055  -0.786  1.00  0.00           C  
HETATM   17  O2  UNL     1      -6.946   0.522  -0.958  1.00  0.00           O  
HETATM   18  N3  UNL     1      -4.905  -0.509  -1.753  1.00  0.00           N  
HETATM   19  C14 UNL     1      -0.549   0.239  -0.455  1.00  0.00           C  
HETATM   20  C15 UNL     1       0.544   0.209   0.394  1.00  0.00           C  
HETATM   21  H1  UNL     1       6.462   1.060   0.673  1.00  0.00           H  
HETATM   22  H2  UNL     1       6.292  -0.608   0.077  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.558   0.686  -1.104  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.380   1.390  -0.964  1.00  0.00           H  
HETATM   25  H5  UNL     1       4.155  -1.422  -0.112  1.00  0.00           H  
HETATM   26  H6  UNL     1       4.513  -0.968  -1.791  1.00  0.00           H  
HETATM   27  H7  UNL     1       2.424   0.393  -1.822  1.00  0.00           H  
HETATM   28  H8  UNL     1       2.080  -1.357  -1.420  1.00  0.00           H  
HETATM   29  H9  UNL     1       3.556  -0.074   1.665  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.644   0.567   3.360  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.070   1.016   3.270  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.979   1.062   1.742  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.623   0.855  -1.920  1.00  0.00           H  
HETATM   34  H14 UNL     1      -3.742   1.319  -0.613  1.00  0.00           H  
HETATM   35  H15 UNL     1      -3.038  -1.525  -1.535  1.00  0.00           H  
HETATM   36  H16 UNL     1      -3.469  -1.198   1.101  1.00  0.00           H  
HETATM   37  H17 UNL     1      -4.605  -2.260   0.141  1.00  0.00           H  
HETATM   38  H18 UNL     1      -5.104  -0.627  -2.763  1.00  0.00           H  
HETATM   39  H19 UNL     1      -0.337   0.009  -1.505  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    6   20
CONECT    6    7   29
CONECT    7    8   30
CONECT    8    9    9   20
CONECT    9   10   31
CONECT   10   11   11   32
CONECT   11   12   19
CONECT   12   13   33   34
CONECT   13   14   18   35
CONECT   14   15   36   37
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   38
CONECT   19   20   20   39
END

HMDB0255126
     RDKit          3D
N-Desmethylzolmitriptan
 39 41  0  0  0  0  0  0  0  0999 V2000
   -4.5909    1.2781    0.6892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9512    0.3269   -0.1745 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8586    0.9543   -0.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2140   -0.1001   -1.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192   -1.2000   -0.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3237   -2.4379   -0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5509   -3.1150    0.0933 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5021   -2.3763    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5614   -2.5862    1.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5349   -1.6479    1.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4610   -0.4221    0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4802    0.5909    1.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6853    0.5482    0.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3386    0.7192   -1.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538    2.1250   -1.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1368    2.6793   -0.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6140    3.8318   -0.5541 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4618    1.7569    0.6477 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3934   -0.1979    0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821   -1.1417   -0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7387    2.2605    0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820    1.4580    1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6086    0.9087    0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6099   -0.0845   -0.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2755    1.7251   -1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0990    1.3755   -0.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559    0.3293   -2.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9896   -0.4971   -2.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2392   -2.7743   -1.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7263   -4.0901    0.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6228   -3.5567    1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3501   -1.8358    2.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7841    0.6425    2.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9907    1.5957    1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3627   -0.3013    0.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4088    0.1763   -1.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1777    0.4049   -1.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1186    1.9306    1.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2808    0.7476   -0.4226 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 11 19  1  0
 19 20  2  0
 20  5  1  0
 20  8  1  0
 18 13  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
  6 29  1  0
  7 30  1  0
  9 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 18 38  1  0
 19 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₉N₃O₂

Average Molecular Weight

273.336

Monoisotopic Molecular Weight

273.147726864

IUPAC Name

4-({3-[2-(methylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one

Traditional Name

4-({3-[2-(methylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one

CAS Registry Number

Not Available

SMILES

CNCCC1=CNC2=C1C=C(CC1COC(=O)N1)C=C2

InChI Identifier

InChI=1S/C15H19N3O2/c1-16-5-4-11-8-17-14-3-2-10(7-13(11)14)6-12-9-20-15(19)18-12/h2-3,7-8,12,16-17H,4-6,9H2,1H3,(H,18,19)

InChI Key

QGGCHSMZXKNGCK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tryptamines and derivatives. Tryptamines and derivatives are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring subsituted at the 3-position by an ethanamine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Tryptamines and derivatives

Direct Parent

Tryptamines and derivatives

Alternative Parents

Substituents

Tryptamine
3-alkylindole
Indole
Aralkylamine
Oxazolidinone
Substituted pyrrole
Benzenoid
Oxazolidine
Pyrrole
Heteroaromatic compound
Carbamic acid ester
Secondary aliphatic amine
Secondary amine
Oxacycle
Azacycle
Organic oxide
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	1.52	ALOGPS
logP	1.66	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	13.12	ChemAxon
pKa (Strongest Basic)	10.31	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	66.15 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	77.14 m³·mol⁻¹	ChemAxon
Polarizability	29.74 Å³	ChemAxon
Number of Rings	3	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]+	164.16	30932474
DeepCCS	[M-H]-	161.802	30932474
DeepCCS	[M-2H]-	194.688	30932474
DeepCCS	[M+Na]+	170.253	30932474
AllCCS	[M+H]+	166.3	32859911
AllCCS	[M+H-H2O]+	163.0	32859911
AllCCS	[M+NH4]+	169.4	32859911
AllCCS	[M+Na]+	170.3	32859911
AllCCS	[M-H]-	167.6	32859911
AllCCS	[M+Na-2H]-	167.4	32859911
AllCCS	[M+HCOO]-	167.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Desmethyl zolmitriptan	CNCCC1=CNC2=C1C=C(CC1COC(=O)N1)C=C2	2859.2	Standard non polar	33892256
N-Desmethyl zolmitriptan	CNCCC1=CNC2=C1C=C(CC1COC(=O)N1)C=C2	2859.3	Standard non polar	33892256
N-Desmethyl zolmitriptan	CNCCC1=CNC2=C1C=C(CC1COC(=O)N1)C=C2	3013.9	Semi standard non polar	33892256
N-Desmethyl zolmitriptan	CNCCC1=CNC2=C1C=C(CC1COC(=O)N1)C=C2	3013.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Desmethyl zolmitriptan,1TMS,isomer #1	CN(CCC1=C[NH]C2=CC=C(CC3COC(=O)N3)C=C12)[Si](C)(C)C	2884.7	Semi standard non polar	33892256
N-Desmethyl zolmitriptan,1TMS,isomer #1	CN(CCC1=C[NH]C2=CC=C(CC3COC(=O)N3)C=C12)[Si](C)(C)C	2886.6	Standard non polar	33892256
N-Desmethyl zolmitriptan,1TMS,isomer #1	CN(CCC1=C[NH]C2=CC=C(CC3COC(=O)N3)C=C12)[Si](C)(C)C	4146.2	Standard polar	33892256
N-Desmethyl zolmitriptan,1TMS,isomer #2	CNCCC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12	2744.3	Semi standard non polar	33892256
N-Desmethyl zolmitriptan,1TMS,isomer #2	CNCCC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12	2776.6	Standard non polar	33892256
N-Desmethyl zolmitriptan,1TMS,isomer #2	CNCCC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12	4104.1	Standard polar	33892256
N-Desmethyl zolmitriptan,1TMS,isomer #3	CNCCC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12	2704.3	Semi standard non polar	33892256
N-Desmethyl zolmitriptan,1TMS,isomer #3	CNCCC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12	2763.1	Standard non polar	33892256
N-Desmethyl zolmitriptan,1TMS,isomer #3	CNCCC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12	3591.8	Standard polar	33892256
N-Desmethyl zolmitriptan,2TMS,isomer #1	CN(CCC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12)[Si](C)(C)C	2917.2	Semi standard non polar	33892256
N-Desmethyl zolmitriptan,2TMS,isomer #1	CN(CCC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12)[Si](C)(C)C	2934.6	Standard non polar	33892256
N-Desmethyl zolmitriptan,2TMS,isomer #1	CN(CCC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12)[Si](C)(C)C	3844.4	Standard polar	33892256
N-Desmethyl zolmitriptan,2TMS,isomer #2	CN(CCC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12)[Si](C)(C)C	2835.1	Semi standard non polar	33892256
N-Desmethyl zolmitriptan,2TMS,isomer #2	CN(CCC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12)[Si](C)(C)C	2912.4	Standard non polar	33892256
N-Desmethyl zolmitriptan,2TMS,isomer #2	CN(CCC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12)[Si](C)(C)C	3420.6	Standard polar	33892256
N-Desmethyl zolmitriptan,2TMS,isomer #3	CNCCC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12	2671.5	Semi standard non polar	33892256
N-Desmethyl zolmitriptan,2TMS,isomer #3	CNCCC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12	2775.6	Standard non polar	33892256
N-Desmethyl zolmitriptan,2TMS,isomer #3	CNCCC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12	3302.6	Standard polar	33892256
N-Desmethyl zolmitriptan,3TMS,isomer #1	CN(CCC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12)[Si](C)(C)C	2840.1	Semi standard non polar	33892256
N-Desmethyl zolmitriptan,3TMS,isomer #1	CN(CCC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12)[Si](C)(C)C	2938.5	Standard non polar	33892256
N-Desmethyl zolmitriptan,3TMS,isomer #1	CN(CCC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12)[Si](C)(C)C	3212.2	Standard polar	33892256
N-Desmethyl zolmitriptan,1TBDMS,isomer #1	CN(CCC1=C[NH]C2=CC=C(CC3COC(=O)N3)C=C12)[Si](C)(C)C(C)(C)C	3120.4	Semi standard non polar	33892256
N-Desmethyl zolmitriptan,1TBDMS,isomer #1	CN(CCC1=C[NH]C2=CC=C(CC3COC(=O)N3)C=C12)[Si](C)(C)C(C)(C)C	3130.8	Standard non polar	33892256
N-Desmethyl zolmitriptan,1TBDMS,isomer #1	CN(CCC1=C[NH]C2=CC=C(CC3COC(=O)N3)C=C12)[Si](C)(C)C(C)(C)C	4202.5	Standard polar	33892256
N-Desmethyl zolmitriptan,1TBDMS,isomer #2	CNCCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12	2959.5	Semi standard non polar	33892256
N-Desmethyl zolmitriptan,1TBDMS,isomer #2	CNCCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12	2986.5	Standard non polar	33892256
N-Desmethyl zolmitriptan,1TBDMS,isomer #2	CNCCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12	4073.1	Standard polar	33892256
N-Desmethyl zolmitriptan,1TBDMS,isomer #3	CNCCC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	2938.3	Semi standard non polar	33892256
N-Desmethyl zolmitriptan,1TBDMS,isomer #3	CNCCC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	2989.4	Standard non polar	33892256
N-Desmethyl zolmitriptan,1TBDMS,isomer #3	CNCCC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	3640.1	Standard polar	33892256
N-Desmethyl zolmitriptan,2TBDMS,isomer #1	CN(CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12)[Si](C)(C)C(C)(C)C	3339.1	Semi standard non polar	33892256
N-Desmethyl zolmitriptan,2TBDMS,isomer #1	CN(CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12)[Si](C)(C)C(C)(C)C	3363.2	Standard non polar	33892256
N-Desmethyl zolmitriptan,2TBDMS,isomer #1	CN(CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12)[Si](C)(C)C(C)(C)C	3881.4	Standard polar	33892256
N-Desmethyl zolmitriptan,2TBDMS,isomer #2	CN(CCC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12)[Si](C)(C)C(C)(C)C	3336.9	Semi standard non polar	33892256
N-Desmethyl zolmitriptan,2TBDMS,isomer #2	CN(CCC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12)[Si](C)(C)C(C)(C)C	3353.6	Standard non polar	33892256
N-Desmethyl zolmitriptan,2TBDMS,isomer #2	CN(CCC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12)[Si](C)(C)C(C)(C)C	3534.5	Standard polar	33892256
N-Desmethyl zolmitriptan,2TBDMS,isomer #3	CNCCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	3108.2	Semi standard non polar	33892256
N-Desmethyl zolmitriptan,2TBDMS,isomer #3	CNCCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	3201.0	Standard non polar	33892256
N-Desmethyl zolmitriptan,2TBDMS,isomer #3	CNCCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	3400.3	Standard polar	33892256
N-Desmethyl zolmitriptan,3TBDMS,isomer #1	CN(CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12)[Si](C)(C)C(C)(C)C	3497.5	Semi standard non polar	33892256
N-Desmethyl zolmitriptan,3TBDMS,isomer #1	CN(CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12)[Si](C)(C)C(C)(C)C	3547.8	Standard non polar	33892256
N-Desmethyl zolmitriptan,3TBDMS,isomer #1	CN(CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12)[Si](C)(C)C(C)(C)C	3415.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl zolmitriptan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9230000000-1ada87a525e01d19dbdf	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl zolmitriptan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl zolmitriptan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

8508957

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10333498

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 N-Desmethyl zolmitriptan (HMDB0255120)

MOL for HMDB0255120 (N-Desmethyl zolmitriptan)

3D MOL for HMDB0255120 (N-Desmethyl zolmitriptan)

3D SDF for HMDB0255120 (N-Desmethyl zolmitriptan)

3D-SDF for HMDB0255120 (N-Desmethyl zolmitriptan)

PDB for HMDB0255120 (N-Desmethyl zolmitriptan)

3D PDB for HMDB0255120 (N-Desmethyl zolmitriptan)

SMILES for HMDB0255120 (N-Desmethyl zolmitriptan)

INCHI for HMDB0255120 (N-Desmethyl zolmitriptan)

Structure for HMDB0255120 (N-Desmethyl zolmitriptan)

3D Structure for HMDB0255120 (N-Desmethyl zolmitriptan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra