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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5) Show 5 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:51 UTC

HMDB ID

HMDB0015088

Secondary Accession Numbers

HMDB15088

Metabolite Identification

Common Name

Rizatriptan

Description

Rizatriptan is only found in individuals that have used or taken this drug. It is a triptan drug used for the treatment of migraine headaches. It is a selective 5-hydroxytryptamine1 receptor subtype agonist.Three distinct pharmacological actions have been implicated in the antimigraine effect of the triptans: (1) stimulation of presynaptic 5-HT1D receptors, which serves to inhibit both dural vasodilation and inflammation; (2) direct inhibition of trigeminal nuclei cell excitability via 5-HT1B/1D receptor agonism in the brainstem and (3) vasoconstriction of meningeal, dural, cerebral or pial vessels as a result of vascular 5-HT1B receptor agonism.

Structure

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

HMDB0015088
     RDKit          3D
Rizatriptan
 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.9854   -1.0983   -1.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7272   -1.1591   -0.5338 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7202   -2.2996    0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5974   -1.2459   -1.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017    0.0486   -2.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1620    1.1545   -1.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0574    2.1178   -0.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4731    2.9485    0.0581 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2005    2.5062    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8187    2.9707    1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586    2.3210    1.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2840    1.2128    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5783    0.5446    0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417   -0.5341    1.2516 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3018   -1.7960    0.9222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4570   -2.5632    2.0092 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8960   -1.7896    3.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9970   -0.5412    2.5195 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2567    0.7610   -0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0141    1.3976   -0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2001   -0.1106   -1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9278   -1.8527   -2.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8298   -1.4543   -0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6901   -2.4093    0.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9370   -3.2455   -0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3845   -2.1563    1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6668   -1.4740   -0.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7384   -2.0449   -2.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5067   -0.0671   -2.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2991    0.3105   -2.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0788    2.2423   -1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9321    3.7710    0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6845    3.8508    1.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8331    2.7201    1.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3866    1.2684    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9152    0.1419   -0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9594   -2.1689   -0.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0945   -2.1791    4.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3388   -0.0988   -1.1821 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  2  0
 16 17  1  0
 17 18  2  0
 12 19  1  0
 19 20  2  0
 20  6  1  0
 20  9  1  0
 18 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 17 38  1  0
 19 39  1  0
M  END

953
  Mrv0541 02231215082D          

 20 22  0  0  0  0            999 V2000
    6.5944   -1.5972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9142    1.4693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9558   -0.5207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695   -1.3411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.7982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5944   -0.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137   -0.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8507    0.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137   -1.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6580    0.6851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993   -0.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0759   -0.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847   -0.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993   -1.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847   -1.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6703   -0.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3633    2.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7215    1.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2021   -0.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -1.5128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 12  1  0  0  0  0
  2 10  1  0  0  0  0
  2 17  1  0  0  0  0
  2 18  1  0  0  0  0
  3  4  1  0  0  0  0
  3 16  1  0  0  0  0
  3 19  1  0  0  0  0
  4 20  2  0  0  0  0
  5 19  2  0  0  0  0
  5 20  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6 12  2  0  0  0  0
  7  9  2  0  0  0  0
  7 11  1  0  0  0  0
  8 10  1  0  0  0  0
  9 14  1  0  0  0  0
 11 13  2  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 14 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015088

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCC1=CNC2=C1C=C(CN1C=NC=N1)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C15H19N5/c1-19(2)6-5-13-8-17-15-4-3-12(7-14(13)15)9-20-11-16-10-18-20/h3-4,7-8,10-11,17H,5-6,9H2,1-2H3

> <INCHI_KEY>
ULFRLSNUDGIQQP-UHFFFAOYSA-N

> <FORMULA>
C15H19N5

> <MOLECULAR_WEIGHT>
269.3449

> <EXACT_MASS>
269.164045633

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
29.99984918373008

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
dimethyl({2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethyl})amine

> <ALOGPS_LOGP>
1.67

> <JCHEM_LOGP>
1.7678793143333331

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.235220374974688

> <JCHEM_PKA_STRONGEST_BASIC>
9.55729800100579

> <JCHEM_POLAR_SURFACE_AREA>
49.74

> <JCHEM_REFRACTIVITY>
93.1323

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
maxalt

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015088
     RDKit          3D
Rizatriptan
 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.9854   -1.0983   -1.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7272   -1.1591   -0.5338 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7202   -2.2996    0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5974   -1.2459   -1.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017    0.0486   -2.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1620    1.1545   -1.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0574    2.1178   -0.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4731    2.9485    0.0581 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2005    2.5062    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8187    2.9707    1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586    2.3210    1.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2840    1.2128    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5783    0.5446    0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417   -0.5341    1.2516 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3018   -1.7960    0.9222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4570   -2.5632    2.0092 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8960   -1.7896    3.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9970   -0.5412    2.5195 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2567    0.7610   -0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0141    1.3976   -0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2001   -0.1106   -1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9278   -1.8527   -2.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8298   -1.4543   -0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6901   -2.4093    0.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9370   -3.2455   -0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3845   -2.1563    1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6668   -1.4740   -0.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7384   -2.0449   -2.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5067   -0.0671   -2.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2991    0.3105   -2.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0788    2.2423   -1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9321    3.7710    0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6845    3.8508    1.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8331    2.7201    1.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3866    1.2684    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9152    0.1419   -0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9594   -2.1689   -0.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0945   -2.1791    4.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3388   -0.0988   -1.1821 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  2  0
 16 17  1  0
 17 18  2  0
 12 19  1  0
 19 20  2  0
 20  6  1  0
 20  9  1  0
 18 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 17 38  1  0
 19 39  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 953                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0      12.310  -2.981   0.000  0.00  0.00           N+0
HETATM    2  N   UNK     0      14.773   2.743   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       5.517  -0.972   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       5.356  -2.503   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       3.080  -1.490   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      12.310  -0.503   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.852  -0.972   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.788   0.961   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.852  -2.512   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.295   1.279   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.519  -0.202   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.208  -1.742   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.185  -0.972   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.519  -3.282   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.185  -2.512   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.851  -0.202   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.745   3.889   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.280   3.060   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.111  -0.346   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.850  -2.824   0.000  0.00  0.00           C+0
CONECT    1    9   12                                                       
CONECT    2   10   17   18                                                  
CONECT    3    4   16   19                                                  
CONECT    4    3   20                                                       
CONECT    5   19   20                                                       
CONECT    6    7    8   12                                                  
CONECT    7    6    9   11                                                  
CONECT    8    6   10                                                       
CONECT    9    1    7   14                                                  
CONECT   10    2    8                                                       
CONECT   11    7   13                                                       
CONECT   12    1    6                                                       
CONECT   13   11   15   16                                                  
CONECT   14    9   15                                                       
CONECT   15   13   14                                                       
CONECT   16    3   13                                                       
CONECT   17    2                                                            
CONECT   18    2                                                            
CONECT   19    3    5                                                       
CONECT   20    4    5                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0015088
HETATM    1  C1  UNL     1      -3.985  -1.098  -1.246  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.727  -1.159  -0.534  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.720  -2.300   0.348  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.597  -1.246  -1.423  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.402   0.049  -2.198  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.162   1.155  -1.233  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.057   2.118  -0.843  1.00  0.00           C  
HETATM    8  N2  UNL     1      -1.473   2.949   0.058  1.00  0.00           N  
HETATM    9  C7  UNL     1      -0.201   2.506   0.238  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.819   2.971   1.034  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.059   2.321   1.039  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.284   1.213   0.256  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.578   0.545   0.282  1.00  0.00           C  
HETATM   14  N3  UNL     1       3.642  -0.534   1.252  1.00  0.00           N  
HETATM   15  C12 UNL     1       3.302  -1.796   0.922  1.00  0.00           C  
HETATM   16  N4  UNL     1       3.457  -2.563   2.009  1.00  0.00           N  
HETATM   17  C13 UNL     1       3.896  -1.790   3.031  1.00  0.00           C  
HETATM   18  N5  UNL     1       3.997  -0.541   2.519  1.00  0.00           N  
HETATM   19  C14 UNL     1       1.257   0.761  -0.533  1.00  0.00           C  
HETATM   20  C15 UNL     1       0.014   1.398  -0.551  1.00  0.00           C  
HETATM   21  H1  UNL     1      -4.200  -0.111  -1.679  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.928  -1.853  -2.069  1.00  0.00           H  
HETATM   23  H3  UNL     1      -4.830  -1.454  -0.597  1.00  0.00           H  
HETATM   24  H4  UNL     1      -1.690  -2.409   0.756  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.937  -3.245  -0.187  1.00  0.00           H  
HETATM   26  H6  UNL     1      -3.384  -2.156   1.228  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.667  -1.474  -0.894  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.738  -2.045  -2.185  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.507  -0.067  -2.822  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.299   0.311  -2.785  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.079   2.242  -1.170  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.932   3.771   0.519  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.685   3.851   1.676  1.00  0.00           H  
HETATM   34  H14 UNL     1       2.833   2.720   1.681  1.00  0.00           H  
HETATM   35  H15 UNL     1       4.387   1.268   0.603  1.00  0.00           H  
HETATM   36  H16 UNL     1       3.915   0.142  -0.682  1.00  0.00           H  
HETATM   37  H17 UNL     1       2.959  -2.169  -0.032  1.00  0.00           H  
HETATM   38  H18 UNL     1       4.095  -2.179   4.011  1.00  0.00           H  
HETATM   39  H19 UNL     1       1.339  -0.099  -1.182  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4
CONECT    3   24   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7    7   20
CONECT    7    8   31
CONECT    8    9   32
CONECT    9   10   10   20
CONECT   10   11   33
CONECT   11   12   12   34
CONECT   12   13   19
CONECT   13   14   35   36
CONECT   14   15   18
CONECT   15   16   16   37
CONECT   16   17
CONECT   17   18   18   38
CONECT   19   20   20   39
END

HMDB0015088
     RDKit          3D
Rizatriptan
 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.9854   -1.0983   -1.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7272   -1.1591   -0.5338 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7202   -2.2996    0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5974   -1.2459   -1.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017    0.0486   -2.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1620    1.1545   -1.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0574    2.1178   -0.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4731    2.9485    0.0581 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2005    2.5062    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8187    2.9707    1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586    2.3210    1.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2840    1.2128    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5783    0.5446    0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417   -0.5341    1.2516 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3018   -1.7960    0.9222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4570   -2.5632    2.0092 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8960   -1.7896    3.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9970   -0.5412    2.5195 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2567    0.7610   -0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0141    1.3976   -0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2001   -0.1106   -1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9278   -1.8527   -2.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8298   -1.4543   -0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6901   -2.4093    0.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9370   -3.2455   -0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3845   -2.1563    1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6668   -1.4740   -0.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7384   -2.0449   -2.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5067   -0.0671   -2.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2991    0.3105   -2.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0788    2.2423   -1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9321    3.7710    0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6845    3.8508    1.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8331    2.7201    1.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3866    1.2684    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9152    0.1419   -0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9594   -2.1689   -0.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0945   -2.1791    4.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3388   -0.0988   -1.1821 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  2  0
 16 17  1  0
 17 18  2  0
 12 19  1  0
 19 20  2  0
 20  6  1  0
 20  9  1  0
 18 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 17 38  1  0
 19 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
MK 462 Free base	ChEBI
N,N-Dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]-ethanamine	ChEBI
N,N-Dimethyl-5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indole-3-ethanamine	ChEBI
Risatriptan	ChEBI
Rizatriptanum	ChEBI
Maxalt	Kegg
Rizatriptan benzoat	HMDB
Rizatriptan benzoate	HMDB
N,N-Dimethyl-2-(5-(1,2,4-triazol-1-ylmethyl)-1H-indole-3-yl)ethylamine	HMDB

Chemical Formula

C₁₅H₁₉N₅

Average Molecular Weight

269.3449

Monoisotopic Molecular Weight

269.164045633

IUPAC Name

dimethyl({2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethyl})amine

Traditional Name

maxalt

CAS Registry Number

145202-66-0

SMILES

CN(C)CCC1=CNC2=C1C=C(CN1C=NC=N1)C=C2

InChI Identifier

InChI=1S/C15H19N5/c1-19(2)6-5-13-8-17-15-4-3-12(7-14(13)15)9-20-11-16-10-18-20/h3-4,7-8,10-11,17H,5-6,9H2,1-2H3

InChI Key

ULFRLSNUDGIQQP-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 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
Substituted pyrrole
Benzenoid
Azole
Pyrrole
1,2,4-triazole
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organopnictogen compound
Organonitrogen compound
Amine
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tryptamines (CHEBI:48273 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	178 - 180 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.34 g/L	Not Available
LogP	1.4	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	160.3	30932474
[M+H]+	Not Available	160.642	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001039

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.34 g/L	ALOGPS
logP	1.67	ALOGPS
logP	1.77	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	17.24	ChemAxon
pKa (Strongest Basic)	9.56	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.74 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	93.13 m³·mol⁻¹	ChemAxon
Polarizability	30 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]+	164.633	31661259
DarkChem	[M-H]-	163.796	31661259
DeepCCS	[M+H]+	159.08	30932474
DeepCCS	[M-H]-	156.722	30932474
DeepCCS	[M-2H]-	189.607	30932474
DeepCCS	[M+Na]+	165.173	30932474
AllCCS	[M+H]+	164.3	32859911
AllCCS	[M+H-H2O]+	160.7	32859911
AllCCS	[M+NH4]+	167.6	32859911
AllCCS	[M+Na]+	168.6	32859911
AllCCS	[M-H]-	170.3	32859911
AllCCS	[M+Na-2H]-	170.1	32859911
AllCCS	[M+HCOO]-	170.0	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.	3.73 minutes	32390414
Predicted by Siyang on May 30, 2022	9.4071 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.24 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	86.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	575.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	232.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	119.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	96.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	260.0 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	265.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	841.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	646.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	72.6 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	962.6 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	207.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	629.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	503.5 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	87.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rizatriptan	CN(C)CCC1=CNC2=C1C=C(CN1C=NC=N1)C=C2	3665.0	Standard polar	33892256
Rizatriptan	CN(C)CCC1=CNC2=C1C=C(CN1C=NC=N1)C=C2	2718.3	Standard non polar	33892256
Rizatriptan	CN(C)CCC1=CNC2=C1C=C(CN1C=NC=N1)C=C2	2695.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rizatriptan,1TMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C)C2=CC=C(CN3C=NC=N3)C=C12	2562.1	Semi standard non polar	33892256
Rizatriptan,1TMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C)C2=CC=C(CN3C=NC=N3)C=C12	2745.8	Standard non polar	33892256
Rizatriptan,1TMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C)C2=CC=C(CN3C=NC=N3)C=C12	3326.5	Standard polar	33892256
Rizatriptan,1TBDMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CN3C=NC=N3)C=C12	2764.2	Semi standard non polar	33892256
Rizatriptan,1TBDMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CN3C=NC=N3)C=C12	2924.5	Standard non polar	33892256
Rizatriptan,1TBDMS,isomer #1	CN(C)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CN3C=NC=N3)C=C12	3400.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Rizatriptan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9130000000-5d4f05bf987cb9fd7f28	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rizatriptan 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 - Rizatriptan LC-ESI-qTof , Positive-QTOF	splash10-0udi-0590000000-de0b61f549c5a86c98df	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Rizatriptan , positive-QTOF	splash10-0udi-0590000000-de0b61f549c5a86c98df	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Rizatriptan 35V, Negative-QTOF	splash10-014i-9000000000-2ee19b9378ec57dc6f43	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Rizatriptan 35V, Positive-QTOF	splash10-0a4i-3940000000-fea36e233d8f7992136d	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rizatriptan 10V, Positive-QTOF	splash10-00di-0090000000-ec16b67adaf4329a82c3	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rizatriptan 20V, Positive-QTOF	splash10-0fb9-0390000000-142ab3615bb7e088f890	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rizatriptan 40V, Positive-QTOF	splash10-05fr-5920000000-27bd73d39b069bbb2232	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rizatriptan 10V, Negative-QTOF	splash10-014i-9070000000-08285abbdf6e069d2775	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rizatriptan 20V, Negative-QTOF	splash10-014i-9060000000-4bb5daacabdae76b4c33	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rizatriptan 40V, Negative-QTOF	splash10-00kf-9000000000-308c89a78f967378d554	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rizatriptan 10V, Positive-QTOF	splash10-0uk9-0290000000-c3ca4cb34ec759f725f9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rizatriptan 20V, Positive-QTOF	splash10-004i-1190000000-6aedfe651c028f506d3d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rizatriptan 40V, Positive-QTOF	splash10-00di-9300000000-0f35fc5e2bd4d164a051	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rizatriptan 10V, Negative-QTOF	splash10-014i-7090000000-43c2efadf3b9b7e5b6dd	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rizatriptan 20V, Negative-QTOF	splash10-014i-9010000000-a3f5fa7f89b227f2c0a3	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rizatriptan 40V, Negative-QTOF	splash10-014i-9200000000-74919258163afaab3251	2021-10-11	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 DB00953	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00953	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

DB00953

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4900

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Rizatriptan

METLIN ID

Not Available

PubChem Compound

5078

PDB ID

Not Available

ChEBI ID

48273

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

Tfelt-Hansen P, De Vries P, Saxena PR: Triptans in migraine: a comparative review of pharmacology, pharmacokinetics and efficacy. Drugs. 2000 Dec;60(6):1259-87. [PubMed:11152011 ]
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 ]
Wellington K, Plosker GL: Rizatriptan: an update of its use in the management of migraine. Drugs. 2002;62(10):1539-74. [PubMed:12093318 ]
Wellington K, Jarvis B: Spotlight on rizatriptan in migraine. CNS Drugs. 2002;16(10):715-20. [PubMed:12269863 ]
Ikemoto F, Toru T, Aijima H, Natsumeda Y: [Rizatriptan (Maxalt), a new entity of triptan for migraine: pharmacology and therapeutic relevance]. Nihon Yakurigaku Zasshi. 2004 Apr;123(4):295-302. [PubMed:15056946 ]

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

Iwasa T, Sano H, Sugiura A, Uchiyama N, Hara K, Okochi H, Nakagawa K, Yasumori T, Ishizaki T: An in vitro interethnic comparison of monoamine oxidase activities between Japanese and Caucasian livers using rizatriptan, a serotonin receptor 1B/1D agonist, as a model drug. Br J Clin Pharmacol. 2003 Nov;56(5):537-44. [PubMed:14651728 ]
Van Haarst AD, Van Gerven JM, Cohen AF, De Smet M, Sterrett A, Birk KL, Fisher AL, De Puy ME, Goldberg MR, Musson DG: The effects of moclobemide on the pharmacokinetics of the 5-HT1B/1D agonist rizatriptan in healthy volunteers. Br J Clin Pharmacol. 1999 Aug;48(2):190-6. [PubMed:10417495 ]

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

Sternieri E, Coccia CP, Pinetti D, Ferrari A: Pharmacokinetics and interactions of headache medications, part I: introduction, pharmacokinetics, metabolism and acute treatments. Expert Opin Drug Metab Toxicol. 2006 Dec;2(6):961-79. [PubMed:17125411 ]

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

Wellington K, Plosker GL: Rizatriptan: an update of its use in the management of migraine. Drugs. 2002;62(10):1539-74. [PubMed:12093318 ]
Wellington K, Jarvis B: Spotlight on rizatriptan in migraine. CNS Drugs. 2002;16(10):715-20. [PubMed:12269863 ]
Ikemoto F, Toru T, Aijima H, Natsumeda Y: [Rizatriptan (Maxalt), a new entity of triptan for migraine: pharmacology and therapeutic relevance]. Nihon Yakurigaku Zasshi. 2004 Apr;123(4):295-302. [PubMed:15056946 ]
Pauwels PJ, Palmier C, Dupuis DS, Colpaert FC: Interaction of 5-HT1B/D ligands with recombinant h 5-HT1A receptors: intrinsic activity and modulation by G-protein activation state. Naunyn Schmiedebergs Arch Pharmacol. 1998 May;357(5):490-9. [PubMed:9650800 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Williamson DJ, Hill RG, Shepheard SL, Hargreaves RJ: The anti-migraine 5-HT(1B/1D) agonist rizatriptan inhibits neurogenic dural vasodilation in anaesthetized guinea-pigs. Br J Pharmacol. 2001 Aug;133(7):1029-34. [PubMed:11487512 ]
Wackenfors A, Jarvius M, Ingemansson R, Edvinsson L, Malmsjo M: Triptans induce vasoconstriction of human arteries and veins from the thoracic wall. J Cardiovasc Pharmacol. 2005 May;45(5):476-84. [PubMed:15821444 ]

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 ]
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 ]
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 ]
Goadsby PJ, Classey JD: Evidence for serotonin (5-HT)1B, 5-HT1D and 5-HT1F receptor inhibitory effects on trigeminal neurons with craniovascular input. Neuroscience. 2003;122(2):491-8. [PubMed:14614913 ]

Enzyme Details

5. 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

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Longmore J, Hargreaves RJ, Boulanger CM, Brown MJ, Desta B, Ferro A, Schofield WN, Taylor AA, Hill RG: Comparison of the vasoconstrictor properties of the 5-HT1D-receptor agonists rizatriptan (MK-462) and sumatriptan in human isolated coronary artery: outcome of two independent studies using different experimental protocols. Funct Neurol. 1997 Jan-Feb;12(1):3-9. [PubMed:9127118 ]
Longmore J, Boulanger CM, Desta B, Hill RG, Schofield WN, Taylor AA: 5-HT1D receptor agonists and human coronary artery reactivity in vitro: crossover comparisons of 5-HT and sumatriptan with rizatriptan and L-741,519. Br J Clin Pharmacol. 1996 Oct;42(4):431-41. [PubMed:8904614 ]
Sciberras DG, Polvino WJ, Gertz BJ, Cheng H, Stepanavage M, Wittreich J, Olah T, Edwards M, Mant T: Initial human experience with MK-462 (rizatriptan): a novel 5-HT1D agonist. Br J Clin Pharmacol. 1997 Jan;43(1):49-54. [PubMed:9056052 ]
Williamson DJ, Hill RG, Shepheard SL, Hargreaves RJ: The anti-migraine 5-HT(1B/1D) agonist rizatriptan inhibits neurogenic dural vasodilation in anaesthetized guinea-pigs. Br J Pharmacol. 2001 Aug;133(7):1029-34. [PubMed:11487512 ]
Wackenfors A, Jarvius M, Ingemansson R, Edvinsson L, Malmsjo M: Triptans induce vasoconstriction of human arteries and veins from the thoracic wall. J Cardiovasc Pharmacol. 2005 May;45(5):476-84. [PubMed:15821444 ]
Wellington K, Plosker GL: Rizatriptan: an update of its use in the management of migraine. Drugs. 2002;62(10):1539-74. [PubMed:12093318 ]
Wellington K, Jarvis B: Spotlight on rizatriptan in migraine. CNS Drugs. 2002;16(10):715-20. [PubMed:12269863 ]
Ikemoto F, Toru T, Aijima H, Natsumeda Y: [Rizatriptan (Maxalt), a new entity of triptan for migraine: pharmacology and therapeutic relevance]. Nihon Yakurigaku Zasshi. 2004 Apr;123(4):295-302. [PubMed:15056946 ]

Showing metabocard for Rizatriptan (HMDB0015088)

MOL for HMDB0015088 (Rizatriptan)

3D MOL for HMDB0015088 (Rizatriptan)

3D SDF for HMDB0015088 (Rizatriptan)

3D-SDF for HMDB0015088 (Rizatriptan)

PDB for HMDB0015088 (Rizatriptan)

3D PDB for HMDB0015088 (Rizatriptan)

SMILES for HMDB0015088 (Rizatriptan)

INCHI for HMDB0015088 (Rizatriptan)

Structure for HMDB0015088 (Rizatriptan)

3D Structure for HMDB0015088 (Rizatriptan)

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