Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6) Show 6 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:38 UTC

HMDB ID

HMDB0014460

Secondary Accession Numbers

HMDB14460

Metabolite Identification

Common Name

Zolmitriptan

Description

Zolmitriptan is only found in individuals that have used or taken this drug. It is a synthetic tryptamine derivative and appears as a white powder that is readily soluble in water. [Wikipedia ]Zolmitriptan binds with high affinity to human 5-HT_1B and 5-HT_1D receptors leading to cranial blood vessel constriction. Current theories proposed to explain the etiology of migraine headache suggest that symptoms are due to local cranial vasodilatation and/or to the release of sensory neuropeptides (vasoactive intestinal peptide, substance P and calcitonin gene-related peptide) through nerve endings in the trigeminal system. The therapeutic activity of zolmitriptan for the treatment of migraine headache can most likely be attributed to the agonist effects at the 5HT1B/1D receptors on intracranial blood vessels (including the arterio-venous anastomoses) and sensory nerves of the trigeminal system which result in cranial vessel constriction and inhibition of pro-inflammatory neuropeptide release.

Structure

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

HMDB0014460
     RDKit          3D
Zolmitriptan
 42 44  0  0  0  0  0  0  0  0999 V2000
   -2.7860    0.7987   -0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9149   -0.6282   -0.6750 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0295   -0.9375   -1.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0035   -1.3369    0.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8119   -1.5049    1.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1429   -0.2654    1.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3630    0.4976    2.9399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5392    1.5432    2.8407 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1869    1.4954    1.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1649    2.2979    1.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7695    1.9825   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4206    0.8480   -0.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118    0.4459   -2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339   -0.4165   -1.9295 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3508    0.2571   -1.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0570   -0.0287    0.1741 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5129   -1.3097    0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5107   -2.0449    1.2052 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0034   -1.6047   -1.1291 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4314    0.0389   -0.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1656    0.3608    1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037    1.3055   -1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7960    1.2049    0.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9569    1.1511   -1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3241   -0.0256   -2.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7060   -1.6891   -2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9315   -1.2773   -0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8992   -0.9601    1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3362   -2.3965    0.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0624   -2.1327    2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0821   -2.1477    0.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0836    0.2307    3.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4528    2.3147    3.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4503    3.1815    1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5353    2.6247   -0.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2516   -0.1648   -2.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631    1.3081   -2.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6006   -0.7656   -2.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3265    1.3413   -1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3162   -0.2041   -1.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5672   -2.5101   -1.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1266   -0.8772   -0.7083 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  2  0
  7  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  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 12 20  1  0
 20 21  2  0
 21  6  1  0
 21  9  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  8 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  6
 15 39  1  0
 15 40  1  0
 19 41  1  0
 20 42  1  0
M  END


  Mrv0541 04191212112D          

 21 23  0  0  1  0            999 V2000
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9840    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540   -1.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -2.4081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2639   -3.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6229   -2.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5610   -1.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8108   -0.8974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4783   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2233    0.3720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2629   -0.6675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3983    0.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  2  9  1  0  0  0  0
  1  4  1  0  0  0  0
  4  7  1  0  0  0  0
  4  5  2  0  0  0  0
  3  5  1  0  0  0  0
  6  3  2  0  0  0  0
  2  6  1  0  0  0  0
  6 15  1  0  0  0  0
 16  7  1  6  0  0  0
  9  8  2  0  0  0  0
 15  8  1  0  0  0  0
  9 10  1  0  0  0  0
 10 14  1  0  0  0  0
 14 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 18 20  2  0  0  0  0
 18 19  1  0  0  0  0
 21 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014460

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCC1=CNC2=CC=C(C[C@H]3COC(=O)N3)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H21N3O2/c1-19(2)6-5-12-9-17-15-4-3-11(8-14(12)15)7-13-10-21-16(20)18-13/h3-4,8-9,13,17H,5-7,10H2,1-2H3,(H,18,20)/t13-/m0/s1

> <INCHI_KEY>
ULSDMUVEXKOYBU-ZDUSSCGKSA-N

> <FORMULA>
C16H21N3O2

> <MOLECULAR_WEIGHT>
287.3568

> <EXACT_MASS>
287.163376931

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
31.650538842164593

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.25

> <JCHEM_LOGP>
2.042875287666668

> <ALOGPS_LOGS>
-3.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.145764761034485

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.002183280026472

> <JCHEM_PKA_STRONGEST_BASIC>
9.545965837796587

> <JCHEM_POLAR_SURFACE_AREA>
57.36000000000001

> <JCHEM_REFRACTIVITY>
82.43920000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
zomig

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014460
     RDKit          3D
Zolmitriptan
 42 44  0  0  0  0  0  0  0  0999 V2000
   -2.7860    0.7987   -0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9149   -0.6282   -0.6750 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0295   -0.9375   -1.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0035   -1.3369    0.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8119   -1.5049    1.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1429   -0.2654    1.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3630    0.4976    2.9399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5392    1.5432    2.8407 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1869    1.4954    1.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1649    2.2979    1.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7695    1.9825   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4206    0.8480   -0.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118    0.4459   -2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339   -0.4165   -1.9295 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3508    0.2571   -1.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0570   -0.0287    0.1741 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5129   -1.3097    0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5107   -2.0449    1.2052 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0034   -1.6047   -1.1291 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4314    0.0389   -0.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1656    0.3608    1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037    1.3055   -1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7960    1.2049    0.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9569    1.1511   -1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3241   -0.0256   -2.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7060   -1.6891   -2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9315   -1.2773   -0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8992   -0.9601    1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3362   -2.3965    0.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0624   -2.1327    2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0821   -2.1477    0.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0836    0.2307    3.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4528    2.3147    3.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4503    3.1815    1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5353    2.6247   -0.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2516   -0.1648   -2.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631    1.3081   -2.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6006   -0.7656   -2.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3265    1.3413   -1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3162   -0.2041   -1.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5672   -2.5101   -1.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1266   -0.8772   -0.7083 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  2  0
  7  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  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 12 20  1  0
 20 21  2  0
 21  6  1  0
 21  9  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  8 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  6
 15 39  1  0
 15 40  1  0
 19 41  1  0
 20 42  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.703   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.798  -1.246   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.274  -2.711   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       5.256  -4.495   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       4.226  -5.640   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.763  -4.815   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.781  -3.031   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.798   1.246   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -5.247  -1.675   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -6.493  -0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -6.017   0.694   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -7.957  -1.246   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -4.477   0.694   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    9    6                                                  
CONECT    3    5    6                                                       
CONECT    4    1    7    5                                                  
CONECT    5    4    3                                                       
CONECT    6    3    2   15                                                  
CONECT    7    4   16                                                       
CONECT    8    9   15                                                       
CONECT    9    2    8   10                                                  
CONECT   10    9   14                                                       
CONECT   11   14   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   10   11                                                       
CONECT   15    6    8                                                       
CONECT   16    7   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   20   19                                                  
CONECT   19   18   21                                                       
CONECT   20   18                                                            
CONECT   21   16   19                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0014460
HETATM    1  C1  UNL     1      -2.786   0.799  -0.588  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.915  -0.628  -0.675  1.00  0.00           N  
HETATM    3  C2  UNL     1      -4.030  -0.937  -1.549  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.004  -1.337   0.544  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.812  -1.505   1.390  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.143  -0.265   1.795  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.363   0.498   2.940  1.00  0.00           C  
HETATM    8  N2  UNL     1      -0.539   1.543   2.841  1.00  0.00           N  
HETATM    9  C7  UNL     1       0.187   1.495   1.715  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.165   2.298   1.151  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.770   1.982  -0.057  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.421   0.848  -0.751  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.012   0.446  -2.039  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.234  -0.416  -1.929  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.351   0.257  -1.200  1.00  0.00           C  
HETATM   16  O1  UNL     1       4.057  -0.029   0.174  1.00  0.00           O  
HETATM   17  C14 UNL     1       3.513  -1.310   0.167  1.00  0.00           C  
HETATM   18  O2  UNL     1       3.511  -2.045   1.205  1.00  0.00           O  
HETATM   19  N3  UNL     1       3.003  -1.605  -1.129  1.00  0.00           N  
HETATM   20  C15 UNL     1       0.431   0.039  -0.179  1.00  0.00           C  
HETATM   21  C16 UNL     1      -0.166   0.361   1.022  1.00  0.00           C  
HETATM   22  H1  UNL     1      -3.704   1.305  -1.052  1.00  0.00           H  
HETATM   23  H2  UNL     1      -2.796   1.205   0.442  1.00  0.00           H  
HETATM   24  H3  UNL     1      -1.957   1.151  -1.222  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.324  -0.026  -2.121  1.00  0.00           H  
HETATM   26  H5  UNL     1      -3.706  -1.689  -2.290  1.00  0.00           H  
HETATM   27  H6  UNL     1      -4.932  -1.277  -0.996  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.899  -0.960   1.162  1.00  0.00           H  
HETATM   29  H8  UNL     1      -3.336  -2.397   0.254  1.00  0.00           H  
HETATM   30  H9  UNL     1      -2.062  -2.133   2.297  1.00  0.00           H  
HETATM   31  H10 UNL     1      -1.082  -2.148   0.798  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.084   0.231   3.720  1.00  0.00           H  
HETATM   33  H12 UNL     1      -0.453   2.315   3.539  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.450   3.182   1.674  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.535   2.625  -0.490  1.00  0.00           H  
HETATM   36  H15 UNL     1       1.252  -0.165  -2.610  1.00  0.00           H  
HETATM   37  H16 UNL     1       2.263   1.308  -2.686  1.00  0.00           H  
HETATM   38  H17 UNL     1       3.601  -0.766  -2.914  1.00  0.00           H  
HETATM   39  H18 UNL     1       4.327   1.341  -1.378  1.00  0.00           H  
HETATM   40  H19 UNL     1       5.316  -0.204  -1.504  1.00  0.00           H  
HETATM   41  H20 UNL     1       2.567  -2.510  -1.380  1.00  0.00           H  
HETATM   42  H21 UNL     1       0.127  -0.877  -0.708  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4
CONECT    3   25   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7    7   21
CONECT    7    8   32
CONECT    8    9   33
CONECT    9   10   10   21
CONECT   10   11   34
CONECT   11   12   12   35
CONECT   12   13   20
CONECT   13   14   36   37
CONECT   14   15   19   38
CONECT   15   16   39   40
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   41
CONECT   20   21   21   42
END

HMDB0014460
     RDKit          3D
Zolmitriptan
 42 44  0  0  0  0  0  0  0  0999 V2000
   -2.7860    0.7987   -0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9149   -0.6282   -0.6750 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0295   -0.9375   -1.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0035   -1.3369    0.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8119   -1.5049    1.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1429   -0.2654    1.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3630    0.4976    2.9399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5392    1.5432    2.8407 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1869    1.4954    1.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1649    2.2979    1.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7695    1.9825   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4206    0.8480   -0.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118    0.4459   -2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339   -0.4165   -1.9295 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3508    0.2571   -1.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0570   -0.0287    0.1741 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5129   -1.3097    0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5107   -2.0449    1.2052 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0034   -1.6047   -1.1291 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4314    0.0389   -0.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1656    0.3608    1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037    1.3055   -1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7960    1.2049    0.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9569    1.1511   -1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3241   -0.0256   -2.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7060   -1.6891   -2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9315   -1.2773   -0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8992   -0.9601    1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3362   -2.3965    0.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0624   -2.1327    2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0821   -2.1477    0.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0836    0.2307    3.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4528    2.3147    3.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4503    3.1815    1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5353    2.6247   -0.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2516   -0.1648   -2.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631    1.3081   -2.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6006   -0.7656   -2.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3265    1.3413   -1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3162   -0.2041   -1.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5672   -2.5101   -1.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1266   -0.8772   -0.7083 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  2  0
  7  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  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 12 20  1  0
 20 21  2  0
 21  6  1  0
 21  9  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  8 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  6
 15 39  1  0
 15 40  1  0
 19 41  1  0
 20 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
311c90	ChEBI
4-[[3-(2-Dimethylaminoethyl)-1H-indol-5-yl]methyl]oxazolidin-2-one	ChEBI
Zipton	ChEBI
Zolmitriptanum	ChEBI
Zomig	ChEBI
Zomigoro	ChEBI
Zominat	ChEBI
ZMT	HMDB
Ferrer brand OF zolmitriptan	HMDB
AscoTop	HMDB
Zeneca brand OF zolmitriptan	HMDB
4-((3-(2-(Dimethylamino)ethyl)-1H-indol-5-yl)methyl)-2-oxazolidinone	HMDB
AstraZeneca brand OF zolmitriptan	HMDB
Flezol	HMDB
Astra brand OF zolmitriptan	HMDB

Chemical Formula

C₁₆H₂₁N₃O₂

Average Molecular Weight

287.3568

Monoisotopic Molecular Weight

287.163376931

IUPAC Name

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

Traditional Name

zomig

CAS Registry Number

139264-17-8

SMILES

CN(C)CCC1=CNC2=CC=C(C[C@H]3COC(=O)N3)C=C12

InChI Identifier

InChI=1S/C16H21N3O2/c1-19(2)6-5-12-9-17-15-4-3-11(8-14(12)15)7-13-10-21-16(20)18-13/h3-4,8-9,13,17H,5-7,10H2,1-2H3,(H,18,20)/t13-/m0/s1

InChI Key

ULSDMUVEXKOYBU-ZDUSSCGKSA-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 substituted 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
Carbonic acid derivative
Tertiary amine
Tertiary aliphatic amine
Oxacycle
Azacycle
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tryptamines (CHEBI:10124 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0014460)

Process

Not Available

Role

Industrial application

Vasoconstrictor agent (HMDB: HMDB0014460)
Serotonergic agonist (HMDB: HMDB0014460)

Pharmaceutical industry

Anti-inflammatory drug (HMDB: HMDB0014460)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.19 g/L	Not Available
LogP	1.6	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	160.6	30932474
[M+H]+	Not Available	159.729	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000956

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.19 g/L	ALOGPS
logP	2.25	ALOGPS
logP	2.04	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	13	ChemAxon
pKa (Strongest Basic)	9.55	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	82.44 m³·mol⁻¹	ChemAxon
Polarizability	31.65 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
DarkChem	[M+H]+	169.204	31661259
DarkChem	[M-H]-	164.253	31661259
DeepCCS	[M-2H]-	200.948	30932474
DeepCCS	[M+Na]+	176.513	30932474
AllCCS	[M+H]+	169.5	32859911
AllCCS	[M+H-H2O]+	166.0	32859911
AllCCS	[M+NH4]+	172.7	32859911
AllCCS	[M+Na]+	173.6	32859911
AllCCS	[M-H]-	174.9	32859911
AllCCS	[M+Na-2H]-	174.7	32859911
AllCCS	[M+HCOO]-	174.7	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.	4.85 minutes	32390414
Predicted by Siyang on May 30, 2022	9.9419 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.07 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	119.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	611.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	215.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	117.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	167.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	88.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	275.5 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	276.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	849.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	702.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	185.2 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	1002.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	191.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	220.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	602.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	400.6 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	95.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Zolmitriptan	CN(C)CCC1=CNC2=CC=C(C[C@H]3COC(=O)N3)C=C12	3737.4	Standard polar	33892256
Zolmitriptan	CN(C)CCC1=CNC2=CC=C(C[C@H]3COC(=O)N3)C=C12	2809.2	Standard non polar	33892256
Zolmitriptan	CN(C)CCC1=CNC2=CC=C(C[C@H]3COC(=O)N3)C=C12	2951.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Zolmitriptan,1TMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C)C2=CC=C(C[C@H]3COC(=O)N3)C=C12	2769.8	Semi standard non polar	33892256
Zolmitriptan,1TMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C)C2=CC=C(C[C@H]3COC(=O)N3)C=C12	2763.0	Standard non polar	33892256
Zolmitriptan,1TMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C)C2=CC=C(C[C@H]3COC(=O)N3)C=C12	4039.5	Standard polar	33892256
Zolmitriptan,1TMS,isomer #2	CN(C)CCC1=C[NH]C2=CC=C(C[C@H]3COC(=O)N3[Si](C)(C)C)C=C12	2711.3	Semi standard non polar	33892256
Zolmitriptan,1TMS,isomer #2	CN(C)CCC1=C[NH]C2=CC=C(C[C@H]3COC(=O)N3[Si](C)(C)C)C=C12	2756.3	Standard non polar	33892256
Zolmitriptan,1TMS,isomer #2	CN(C)CCC1=C[NH]C2=CC=C(C[C@H]3COC(=O)N3[Si](C)(C)C)C=C12	3558.8	Standard polar	33892256
Zolmitriptan,2TMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C)C2=CC=C(C[C@H]3COC(=O)N3[Si](C)(C)C)C=C12	2712.2	Semi standard non polar	33892256
Zolmitriptan,2TMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C)C2=CC=C(C[C@H]3COC(=O)N3[Si](C)(C)C)C=C12	2769.6	Standard non polar	33892256
Zolmitriptan,2TMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C)C2=CC=C(C[C@H]3COC(=O)N3[Si](C)(C)C)C=C12	3267.7	Standard polar	33892256
Zolmitriptan,1TBDMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(C[C@H]3COC(=O)N3)C=C12	2983.0	Semi standard non polar	33892256
Zolmitriptan,1TBDMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(C[C@H]3COC(=O)N3)C=C12	2970.9	Standard non polar	33892256
Zolmitriptan,1TBDMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(C[C@H]3COC(=O)N3)C=C12	4024.9	Standard polar	33892256
Zolmitriptan,1TBDMS,isomer #2	CN(C)CCC1=C[NH]C2=CC=C(C[C@H]3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	2921.4	Semi standard non polar	33892256
Zolmitriptan,1TBDMS,isomer #2	CN(C)CCC1=C[NH]C2=CC=C(C[C@H]3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	2979.2	Standard non polar	33892256
Zolmitriptan,1TBDMS,isomer #2	CN(C)CCC1=C[NH]C2=CC=C(C[C@H]3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	3549.5	Standard polar	33892256
Zolmitriptan,2TBDMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(C[C@H]3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	3105.1	Semi standard non polar	33892256
Zolmitriptan,2TBDMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(C[C@H]3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	3180.6	Standard non polar	33892256
Zolmitriptan,2TBDMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(C[C@H]3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	3333.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Zolmitriptan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9140000000-8d3d0029a006c9f3ba49	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zolmitriptan 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zolmitriptan , positive-QTOF	splash10-000i-1390000000-5eb2470575d7a40b35dd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zolmitriptan , positive-QTOF	splash10-000i-0390000000-d91f1c70da42e9043a7b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zolmitriptan 35V, Positive-QTOF	splash10-0a5l-4970000000-d6feef1af8c3d273bbe4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zolmitriptan 35V, Negative-QTOF	splash10-000i-0090000000-c74574aba82b34fbcfc1	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zolmitriptan 10V, Positive-QTOF	splash10-000i-0090000000-2eab59f442a95263f917	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zolmitriptan 20V, Positive-QTOF	splash10-000l-1290000000-4b3bf33424e3bd5259dc	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zolmitriptan 40V, Positive-QTOF	splash10-00du-2910000000-46170261887fb6bb2a86	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zolmitriptan 10V, Negative-QTOF	splash10-000i-2090000000-33a4ce8acdaace7f51cb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zolmitriptan 20V, Negative-QTOF	splash10-0006-9060000000-dc863874d2aa1113bab8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zolmitriptan 40V, Negative-QTOF	splash10-0006-9100000000-ee342e011f9a483f3bed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zolmitriptan 10V, Positive-QTOF	splash10-000i-2090000000-59447660b4ff1ee0d5a8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zolmitriptan 20V, Positive-QTOF	splash10-0a4i-9170000000-ae1576ef07f3ffa1d131	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zolmitriptan 40V, Positive-QTOF	splash10-0a4i-9320000000-d3b22cc0b99199c251b7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zolmitriptan 10V, Negative-QTOF	splash10-000i-0090000000-85a896e022373a149d53	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zolmitriptan 20V, Negative-QTOF	splash10-000l-0090000000-78d6b93aa92bfd05a777	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zolmitriptan 40V, Negative-QTOF	splash10-0006-5970000000-3b90408e256cd6d8ae19	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

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	Taking drug identified by DrugBank entry DB00315	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00315	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00315

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

54844

KEGG Compound ID

C07218

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Zolmitriptan

METLIN ID

Not Available

PubChem Compound

60857

PDB ID

Not Available

ChEBI ID

10124

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

Pascual J: [Mechanism of action of zolmitriptan]. Neurologia. 1998 Oct;13 Suppl 2:9-15. [PubMed:9859690 ]
Martin GR: Pre-clinical pharmacology of zolmitriptan (Zomig; formerly 311C90), a centrally and peripherally acting 5HT1B/1D agonist for migraine. Cephalalgia. 1997 Oct;17 Suppl 18:4-14. [PubMed:9399012 ]

Enzymes

Enzyme Details

1. Amine oxidase [flavin-containing] A

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral tissues. MAOA preferentially oxidizes biogenic amines such as 5-hydroxytryptamine (5-HT), norepinephrine and epinephrine.
Gene Name:: MAOA
Uniprot ID:: P21397
Molecular weight:: 59681.27

References

Rolan P: Potential drug interactions with the novel antimigraine compound zolmitriptan (Zomig, 311C90). Cephalalgia. 1997 Oct;17 Suppl 18:21-7. [PubMed:9399014 ]
Wild MJ, McKillop D, Butters CJ: Determination of the human cytochrome P450 isoforms involved in the metabolism of zolmitriptan. Xenobiotica. 1999 Aug;29(8):847-57. [PubMed:10553725 ]

Enzyme Details

2. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. 5-hydroxytryptamine receptor 1B

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. The activity of this receptor is mediated by G proteins that inhibit adenylate cyclase activity
Gene Name:: HTR1B
Uniprot ID:: P28222
Molecular weight:: 43567.5

References

Le Grand B, Panissie A, Perez M, Pauwels PJ, John GW: Zolmitriptan stimulates a Ca(2+)-dependent K(+) current in C6 glioma cells stably expressing recombinant human 5-HT(1B) receptors. Eur J Pharmacol. 2000 Jun 2;397(2-3):297-302. [PubMed:10844127 ]
Johnson DE, Rollema H, Schmidt AW, McHarg AD: Serotonergic effects and extracellular brain levels of eletriptan, zolmitriptan and sumatriptan in rat brain. Eur J Pharmacol. 2001 Aug 17;425(3):203-10. [PubMed:11513839 ]
de Almeida RM, Nikulina EM, Faccidomo S, Fish EW, Miczek KA: Zolmitriptan--a 5-HT1B/D agonist, alcohol, and aggression in mice. Psychopharmacology (Berl). 2001 Sep;157(2):131-41. [PubMed:11594437 ]
Reuter U, Salomone S, Ickenstein GW, Waeber C: Effects of chronic sumatriptan and zolmitriptan treatment on 5-HT receptor expression and function in rats. Cephalalgia. 2004 May;24(5):398-407. [PubMed:15096229 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Whale R, Bhagwagar Z, Cowen PJ: Zolmitriptan-induced growth hormone release in humans: mediation by 5-HT1D receptors? Psychopharmacology (Berl). 1999 Jul;145(2):223-6. [PubMed:10463324 ]
Hargreaves RJ, Shepheard SL: Pathophysiology of migraine--new insights. Can J Neurol Sci. 1999 Nov;26 Suppl 3:S12-9. [PubMed:10563228 ]
Gowin JL, Swann AC, Moeller FG, Lane SD: Zolmitriptan and human aggression: interaction with alcohol. Psychopharmacology (Berl). 2010 Jul;210(4):521-31. doi: 10.1007/s00213-010-1851-6. Epub 2010 Apr 21. [PubMed:20407761 ]
Pascual J: [Mechanism of action of zolmitriptan]. Neurologia. 1998 Oct;13 Suppl 2:9-15. [PubMed:9859690 ]
Martin GR: Pre-clinical pharmacology of zolmitriptan (Zomig; formerly 311C90), a centrally and peripherally acting 5HT1B/1D agonist for migraine. Cephalalgia. 1997 Oct;17 Suppl 18:4-14. [PubMed:9399012 ]

Enzyme Details

4. 5-hydroxytryptamine receptor 1F

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. The activity of this receptor is mediated by G proteins that inhibit adenylate cyclase activity
Gene Name:: HTR1F
Uniprot ID:: P30939
Molecular weight:: 41708.5

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Reuter U, Salomone S, Ickenstein GW, Waeber C: Effects of chronic sumatriptan and zolmitriptan treatment on 5-HT receptor expression and function in rats. Cephalalgia. 2004 May;24(5):398-407. [PubMed:15096229 ]
Villalon CM, Centurion D, Valdivia LF, de Vries P, Saxena PR: Migraine: pathophysiology, pharmacology, treatment and future trends. Curr Vasc Pharmacol. 2003 Mar;1(1):71-84. [PubMed:15320857 ]
Villalon CM, Centurion D, Valdivia LF, De Vries P, Saxena PR: An introduction to migraine: from ancient treatment to functional pharmacology and antimigraine therapy. Proc West Pharmacol Soc. 2002;45:199-210. [PubMed:12434581 ]
Bhalla P, Sharma HS, Wurch T, Pauwels PJ, Saxena PR: Molecular cloning and expression of the porcine trigeminal ganglion cDNA encoding a 5-ht(1F) receptor. Eur J Pharmacol. 2002 Feb 1;436(1-2):23-33. [PubMed:11834243 ]
Wainscott DB, Johnson KW, Phebus LA, Schaus JM, Nelson DL: Human 5-HT1F receptor-stimulated [35S]GTPgammaS binding: correlation with inhibition of guinea pig dural plasma protein extravasation. Eur J Pharmacol. 1998 Jul 3;352(1):117-24. [PubMed:9718276 ]

Enzyme Details

5. 5-hydroxytryptamine receptor 1A

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. The activity of this receptor is mediated by G proteins that inhibit adenylate cyclase activity
Gene Name:: HTR1A
Uniprot ID:: P08908
Molecular weight:: 46106.3

References

Johnson DE, Rollema H, Schmidt AW, McHarg AD: Serotonergic effects and extracellular brain levels of eletriptan, zolmitriptan and sumatriptan in rat brain. Eur J Pharmacol. 2001 Aug 17;425(3):203-10. [PubMed:11513839 ]

Enzyme Details

6. 5-hydroxytryptamine receptor 1D

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. The activity of this receptor is mediated by G proteins that inhibit adenylate cyclase activity
Gene Name:: HTR1D
Uniprot ID:: P28221
Molecular weight:: 41906.4

References

Whale R, Bhagwagar Z, Cowen PJ: Zolmitriptan-induced growth hormone release in humans: mediation by 5-HT1D receptors? Psychopharmacology (Berl). 1999 Jul;145(2):223-6. [PubMed:10463324 ]
Hargreaves RJ, Shepheard SL: Pathophysiology of migraine--new insights. Can J Neurol Sci. 1999 Nov;26 Suppl 3:S12-9. [PubMed:10563228 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Le Grand B, Panissie A, Perez M, Pauwels PJ, John GW: Zolmitriptan stimulates a Ca(2+)-dependent K(+) current in C6 glioma cells stably expressing recombinant human 5-HT(1B) receptors. Eur J Pharmacol. 2000 Jun 2;397(2-3):297-302. [PubMed:10844127 ]
Johnson DE, Rollema H, Schmidt AW, McHarg AD: Serotonergic effects and extracellular brain levels of eletriptan, zolmitriptan and sumatriptan in rat brain. Eur J Pharmacol. 2001 Aug 17;425(3):203-10. [PubMed:11513839 ]
de Almeida RM, Nikulina EM, Faccidomo S, Fish EW, Miczek KA: Zolmitriptan--a 5-HT1B/D agonist, alcohol, and aggression in mice. Psychopharmacology (Berl). 2001 Sep;157(2):131-41. [PubMed:11594437 ]
Reuter U, Salomone S, Ickenstein GW, Waeber C: Effects of chronic sumatriptan and zolmitriptan treatment on 5-HT receptor expression and function in rats. Cephalalgia. 2004 May;24(5):398-407. [PubMed:15096229 ]
Gowin JL, Swann AC, Moeller FG, Lane SD: Zolmitriptan and human aggression: interaction with alcohol. Psychopharmacology (Berl). 2010 Jul;210(4):521-31. doi: 10.1007/s00213-010-1851-6. Epub 2010 Apr 21. [PubMed:20407761 ]
Pascual J: [Mechanism of action of zolmitriptan]. Neurologia. 1998 Oct;13 Suppl 2:9-15. [PubMed:9859690 ]
Martin GR: Pre-clinical pharmacology of zolmitriptan (Zomig; formerly 311C90), a centrally and peripherally acting 5HT1B/1D agonist for migraine. Cephalalgia. 1997 Oct;17 Suppl 18:4-14. [PubMed:9399012 ]

Showing metabocard for Zolmitriptan (HMDB0014460)

MOL for HMDB0014460 (Zolmitriptan)

3D MOL for HMDB0014460 (Zolmitriptan)

3D SDF for HMDB0014460 (Zolmitriptan)

3D-SDF for HMDB0014460 (Zolmitriptan)

PDB for HMDB0014460 (Zolmitriptan)

3D PDB for HMDB0014460 (Zolmitriptan)

SMILES for HMDB0014460 (Zolmitriptan)

INCHI for HMDB0014460 (Zolmitriptan)

Structure for HMDB0014460 (Zolmitriptan)

3D Structure for HMDB0014460 (Zolmitriptan)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References