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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:29:53 UTC

Update Date

2021-09-26 23:17:23 UTC

HMDB ID

HMDB0259690

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan

Description

2-{5-[(2-hydroxy-4,5-dihydro-1,3-oxazol-4-yl)methyl]-1H-indol-3-yl}acetic acid belongs to the class of organic compounds known as indole-3-acetic acid derivatives. Indole-3-acetic acid derivatives are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole. Based on a literature review very few articles have been published on 2-{5-[(2-hydroxy-4,5-dihydro-1,3-oxazol-4-yl)methyl]-1H-indol-3-yl}acetic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-des(dimethylaminoethyl)-3-acetic acid zolmitriptan is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Des(dimethylaminoethyl)-3-acetic acid 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

HMDB0259690
     RDKit          3D
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan
 34 36  0  0  0  0  0  0  0  0999 V2000
    2.2732    1.6571    1.1661 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0490    1.8026    0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5628    3.0566   -0.0710 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3812    0.6174   -0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6932   -0.5889   -0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3374   -1.5765    0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -2.4869    0.8956 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2068   -2.1355    0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0579   -2.7035    0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1289   -2.0992   -0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9707   -0.8979   -0.8867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0692   -0.2225   -1.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8623    0.7242   -0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5608    0.1887    0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9797    1.4151    1.0604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0718    2.4321    0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0891    3.6080    1.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1523    1.8533   -0.2365 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2825   -0.3279   -0.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3671   -0.9320   -0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3363    3.8846    0.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1193    0.7779   -1.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4905    0.4775   -0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3981   -1.5703    0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.3547    1.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1923   -3.6468    0.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1043   -2.6120   -0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7656   -0.9985   -1.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6929    0.3207   -2.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6591    1.1497   -1.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4904   -0.3674    0.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8994   -0.2959    1.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2084    2.2306   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4982    0.6205   -1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 18 33  1  0
 19 34  1  0
M  END


  Mrv1652309122100302D          

 20 22  0  0  0  0            999 V2000
    4.2527    0.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5852    1.9309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3922    2.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7278    2.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8047    1.3880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    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    0.6979    0.0000 C   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    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -0.8853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7575    0.5124    0.0000 O   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  2  0  0  0  0
  4  6  1  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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  2  0  0  0  0
 10 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
M  END
> <DATABASE_ID>
HMDB0259690

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CC1=CNC2=C1C=C(CC1COC(=O)N1)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C14H14N2O4/c17-13(18)5-9-6-15-12-2-1-8(4-11(9)12)3-10-7-20-14(19)16-10/h1-2,4,6,10,15H,3,5,7H2,(H,16,19)(H,17,18)

> <INCHI_KEY>
HJCHJQORBPQIIJ-UHFFFAOYSA-N

> <FORMULA>
C14H14N2O4

> <MOLECULAR_WEIGHT>
274.276

> <EXACT_MASS>
274.095356939

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
27.073983990572106

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{5-[(2-oxo-1,3-oxazolidin-4-yl)methyl]-1H-indol-3-yl}acetic acid

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
1.4505656049999995

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.939648339452756

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.4455243479885125

> <JCHEM_POLAR_SURFACE_AREA>
91.42

> <JCHEM_REFRACTIVITY>
70.44909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.65e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{5-[(2-oxo-1,3-oxazolidin-4-yl)methyl]-1H-indol-3-yl}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259690
     RDKit          3D
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan
 34 36  0  0  0  0  0  0  0  0999 V2000
    2.2732    1.6571    1.1661 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0490    1.8026    0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5628    3.0566   -0.0710 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3812    0.6174   -0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6932   -0.5889   -0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3374   -1.5765    0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -2.4869    0.8956 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2068   -2.1355    0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0579   -2.7035    0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1289   -2.0992   -0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9707   -0.8979   -0.8867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0692   -0.2225   -1.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8623    0.7242   -0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5608    0.1887    0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9797    1.4151    1.0604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0718    2.4321    0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0891    3.6080    1.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1523    1.8533   -0.2365 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2825   -0.3279   -0.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3671   -0.9320   -0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3363    3.8846    0.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1193    0.7779   -1.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4905    0.4775   -0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3981   -1.5703    0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.3547    1.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1923   -3.6468    0.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1043   -2.6120   -0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7656   -0.9985   -1.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6929    0.3207   -2.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6591    1.1497   -1.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4904   -0.3674    0.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8994   -0.2959    1.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2084    2.2306   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4982    0.6205   -1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 18 33  1  0
 19 34  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0       7.938   1.446   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       6.692   3.604   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       8.199   3.925   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       8.825   5.331   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       8.969   2.591   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -0.268   4.089   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.744   0.132   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.250  -0.188   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.726  -1.652   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.281   0.957   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    1                                                       
CONECT    7    2    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   10   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0259690
HETATM    1  O1  UNL     1       2.273   1.657   1.166  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.049   1.803   0.194  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.563   3.057  -0.071  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.381   0.617  -0.630  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.693  -0.589  -0.117  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.337  -1.577   0.616  1.00  0.00           C  
HETATM    7  N1  UNL     1       2.398  -2.487   0.896  1.00  0.00           N  
HETATM    8  C5  UNL     1       1.207  -2.136   0.386  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.058  -2.703   0.385  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.129  -2.099  -0.238  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.971  -0.898  -0.887  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.069  -0.223  -1.559  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.862   0.724  -0.774  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.561   0.189   0.430  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.980   1.415   1.060  1.00  0.00           O  
HETATM   16  C12 UNL     1      -3.072   2.432   0.714  1.00  0.00           C  
HETATM   17  O4  UNL     1      -3.089   3.608   1.166  1.00  0.00           O  
HETATM   18  N2  UNL     1      -2.152   1.853  -0.237  1.00  0.00           N  
HETATM   19  C13 UNL     1       0.283  -0.328  -0.890  1.00  0.00           C  
HETATM   20  C14 UNL     1       1.367  -0.932  -0.263  1.00  0.00           C  
HETATM   21  H1  UNL     1       3.336   3.885   0.443  1.00  0.00           H  
HETATM   22  H2  UNL     1       3.119   0.778  -1.700  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.491   0.477  -0.614  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.398  -1.570   0.887  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.562  -3.355   1.436  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.192  -3.647   0.892  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.104  -2.612  -0.196  1.00  0.00           H  
HETATM   28  H8  UNL     1      -2.766  -0.998  -1.978  1.00  0.00           H  
HETATM   29  H9  UNL     1      -1.693   0.321  -2.472  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.659   1.150  -1.445  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.490  -0.367   0.215  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.899  -0.296   1.164  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.208   2.231  -0.429  1.00  0.00           H  
HETATM   34  H14 UNL     1       0.498   0.620  -1.378  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   21
CONECT    4    5   22   23
CONECT    5    6    6   20
CONECT    6    7   24
CONECT    7    8   25
CONECT    8    9    9   20
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   12   19
CONECT   12   13   28   29
CONECT   13   14   18   30
CONECT   14   15   31   32
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   33
CONECT   19   20   20   34
END

HMDB0259690
     RDKit          3D
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan
 34 36  0  0  0  0  0  0  0  0999 V2000
    2.2732    1.6571    1.1661 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0490    1.8026    0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5628    3.0566   -0.0710 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3812    0.6174   -0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6932   -0.5889   -0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3374   -1.5765    0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -2.4869    0.8956 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2068   -2.1355    0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0579   -2.7035    0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1289   -2.0992   -0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9707   -0.8979   -0.8867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0692   -0.2225   -1.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8623    0.7242   -0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5608    0.1887    0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9797    1.4151    1.0604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0718    2.4321    0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0891    3.6080    1.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1523    1.8533   -0.2365 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2825   -0.3279   -0.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3671   -0.9320   -0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3363    3.8846    0.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1193    0.7779   -1.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4905    0.4775   -0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3981   -1.5703    0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.3547    1.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1923   -3.6468    0.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1043   -2.6120   -0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7656   -0.9985   -1.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6929    0.3207   -2.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6591    1.1497   -1.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4904   -0.3674    0.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8994   -0.2959    1.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2084    2.2306   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4982    0.6205   -1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 18 33  1  0
 19 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-{5-[(2-hydroxy-4,5-dihydro-1,3-oxazol-4-yl)methyl]-1H-indol-3-yl}acetate	Generator
3-Des(dimethylaminoethyl)-3-acetate zolmitriptan	Generator

Chemical Formula

C₁₄H₁₄N₂O₄

Average Molecular Weight

274.276

Monoisotopic Molecular Weight

274.095356939

IUPAC Name

2-{5-[(2-oxo-1,3-oxazolidin-4-yl)methyl]-1H-indol-3-yl}acetic acid

Traditional Name

{5-[(2-oxo-1,3-oxazolidin-4-yl)methyl]-1H-indol-3-yl}acetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CC1=CNC2=C1C=C(CC1COC(=O)N1)C=C2

InChI Identifier

InChI=1S/C14H14N2O4/c17-13(18)5-9-6-15-12-2-1-8(4-11(9)12)3-10-7-20-14(19)16-10/h1-2,4,6,10,15H,3,5,7H2,(H,16,19)(H,17,18)

InChI Key

HJCHJQORBPQIIJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indole-3-acetic acid derivatives. Indole-3-acetic acid derivatives are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolyl carboxylic acids and derivatives

Direct Parent

Indole-3-acetic acid derivatives

Alternative Parents

Substituents

Indole-3-acetic acid derivative
3-alkylindole
Indole
Oxazolidinone
Substituted pyrrole
Benzenoid
Oxazolidine
Pyrrole
Carbamic acid ester
Heteroaromatic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Azacycle
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	1.63	ALOGPS
logP	1.45	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	4.45	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	91.42 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.45 m³·mol⁻¹	ChemAxon
Polarizability	27.07 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]+	159.128	30932474
DeepCCS	[M-H]-	156.77	30932474
DeepCCS	[M-2H]-	189.656	30932474
DeepCCS	[M+Na]+	165.221	30932474
AllCCS	[M+H]+	163.2	32859911
AllCCS	[M+H-H2O]+	159.6	32859911
AllCCS	[M+NH4]+	166.6	32859911
AllCCS	[M+Na]+	167.6	32859911
AllCCS	[M-H]-	165.8	32859911
AllCCS	[M+Na-2H]-	165.4	32859911
AllCCS	[M+HCOO]-	165.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan	OC(=O)CC1=CNC2=C1C=C(CC1COC(=O)N1)C=C2	4348.4	Standard polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan	OC(=O)CC1=CNC2=C1C=C(CC1COC(=O)N1)C=C2	2652.8	Standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan	OC(=O)CC1=CNC2=C1C=C(CC1COC(=O)N1)C=C2	3176.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12	2844.1	Semi standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12	2826.2	Standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12	4059.7	Standard polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TMS,isomer #2	C[Si](C)(C)OC(=O)CC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12	2816.2	Semi standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TMS,isomer #2	C[Si](C)(C)OC(=O)CC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12	2826.2	Standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TMS,isomer #2	C[Si](C)(C)OC(=O)CC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12	3554.6	Standard polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TMS,isomer #3	C[Si](C)(C)N1C(=O)OCC1CC1=CC=C2C(=C1)C(CC(=O)O)=CN2[Si](C)(C)C	2830.7	Semi standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TMS,isomer #3	C[Si](C)(C)N1C(=O)OCC1CC1=CC=C2C(=C1)C(CC(=O)O)=CN2[Si](C)(C)C	2800.5	Standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TMS,isomer #3	C[Si](C)(C)N1C(=O)OCC1CC1=CC=C2C(=C1)C(CC(=O)O)=CN2[Si](C)(C)C	3549.8	Standard polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12	2798.0	Semi standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12	2844.3	Standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC1=CN([Si](C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C)C=C12	3297.7	Standard polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12	3298.0	Semi standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12	3251.0	Standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3)C=C12	3982.5	Standard polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	3327.2	Semi standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	3266.9	Standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC1=C[NH]C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	3607.5	Standard polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)OCC1CC1=CC=C2C(=C1)C(CC(=O)O)=CN2[Si](C)(C)C(C)(C)C	3292.9	Semi standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)OCC1CC1=CC=C2C(=C1)C(CC(=O)O)=CN2[Si](C)(C)C(C)(C)C	3219.3	Standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)OCC1CC1=CC=C2C(=C1)C(CC(=O)O)=CN2[Si](C)(C)C(C)(C)C	3599.8	Standard polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	3463.2	Semi standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	3451.7	Standard non polar	33892256
3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CC3COC(=O)N3[Si](C)(C)C(C)(C)C)C=C12	3466.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-6590000000-aaf52fb5d2e9259e5fc8	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	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

8440825

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10265346

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 3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan (HMDB0259690)

MOL for HMDB0259690 (3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan)

3D MOL for HMDB0259690 (3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan)

3D SDF for HMDB0259690 (3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan)

3D-SDF for HMDB0259690 (3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan)

PDB for HMDB0259690 (3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan)

3D PDB for HMDB0259690 (3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan)

SMILES for HMDB0259690 (3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan)

INCHI for HMDB0259690 (3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan)

Structure for HMDB0259690 (3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan)

3D Structure for HMDB0259690 (3-Des(dimethylaminoethyl)-3-acetic acid zolmitriptan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra