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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (13)transporters (1) Show 14 proteins XML

enzymes (13)transporters (1) Show 14 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:27 UTC

Update Date

2021-09-14 14:58:52 UTC

HMDB ID

HMDB0013919

Secondary Accession Numbers

HMDB13919

Metabolite Identification

Common Name

N-Desmethyleletriptan

Description

N-Desmethyleletriptan is only found in individuals that have used or taken Eletriptan. N-Desmethyleletriptan is a metabolite of Eletriptan. N-desmethyleletriptan belongs to the family of Indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.

Structure

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


  Mrv0541 06191310302D          

 26 29  0  0  1  0            999 V2000
    6.4172   -3.8226    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0047   -4.5370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8297   -3.1080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4460   -3.5824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7704   -5.3115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8339   -3.0292    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1708   -2.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9911   -2.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1612   -3.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0267   -3.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7704   -3.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9896   -4.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2517   -4.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9896   -5.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2753   -3.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5608   -4.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2753   -5.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8462   -3.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5608   -5.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1318   -4.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7028   -3.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9882   -3.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7028   -2.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2738   -3.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9882   -2.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2738   -2.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  2  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  4  6  1  0  0  0  0
  4  9  1  0  0  0  0
  5 13  1  0  0  0  0
  5 14  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 14 17  1  0  0  0  0
 15 16  2  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 19  2  0  0  0  0
 18 20  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  2  0  0  0  0
 25 26  1  0  0  0  0
M  END

HMDB0013919
     RDKit          3D
N-Desmethyleletriptan
 50 53  0  0  0  0  0  0  0  0999 V2000
    4.4864    1.9048   -2.4371 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8497    0.6551   -1.9372 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.3280   -0.1702   -3.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4980    1.1219   -0.8636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465   -0.1251   -0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7479    0.3617    0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0142    0.6336    1.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0266    1.0878    2.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2562    1.2678    2.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3982    1.6855    2.7994 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3847    1.6932    1.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8588    1.2607    0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5914    1.1046   -0.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -0.3794   -0.7797 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6385   -0.9551    0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9914   -1.2034   -0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5233   -1.6571   -1.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4657   -0.7177   -2.0077 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5305    0.9969    0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5270    0.5387    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0188   -0.2218   -0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9586   -1.5932   -0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9155   -2.2359   -0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9143   -1.5265    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9911   -0.1579    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0242    0.4795   -0.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442    1.6751   -1.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9179    1.7573   -0.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4787   -0.7772   -1.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6263   -0.6102    0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0070    0.4997    2.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    1.3113    3.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5114    1.9725    3.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4257    1.9822    2.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9040    1.4497   -1.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5196    1.6844   -0.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8199   -0.8653   -0.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7388   -0.2955    1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2513   -1.9511    0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5620   -1.9969    0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5668   -0.2741   -0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0742   -2.6770   -1.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3272   -1.6618   -2.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7453    0.0724   -2.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7461    0.3263   -0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754   -2.1309   -1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8903   -3.3149    0.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6623   -2.0362    1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7574    0.4525    0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0940    1.5593   -0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  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  1  0
 12 19  1  0
 19 20  2  0
  2 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 20  6  1  0
 26 21  1  0
 19  9  1  0
 18 14  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
 14 37  1  6
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
M  END


  Mrv0541 06191310302D          

 26 29  0  0  1  0            999 V2000
    6.4172   -3.8226    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0047   -4.5370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8297   -3.1080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4460   -3.5824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7704   -5.3115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8339   -3.0292    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1708   -2.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9911   -2.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1612   -3.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0267   -3.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7704   -3.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9896   -4.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2517   -4.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9896   -5.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2753   -3.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5608   -4.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2753   -5.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8462   -3.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5608   -5.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1318   -4.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7028   -3.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9882   -3.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7028   -2.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2738   -3.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9882   -2.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2738   -2.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  2  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  4  6  1  0  0  0  0
  4  9  1  0  0  0  0
  5 13  1  0  0  0  0
  5 14  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 14 17  1  0  0  0  0
 15 16  2  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 19  2  0  0  0  0
 18 20  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  2  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013919

> <DATABASE_NAME>
hmdb

> <SMILES>
O=S(=O)(CCC1=CC2=C(NC=C2C[C@H]2CCCN2)C=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H24N2O2S/c24-26(25,19-6-2-1-3-7-19)12-10-16-8-9-21-20(13-16)17(15-23-21)14-18-5-4-11-22-18/h1-3,6-9,13,15,18,22-23H,4-5,10-12,14H2/t18-/m1/s1

> <INCHI_KEY>
HHTDENYTSCXDFO-GOSISDBHSA-N

> <FORMULA>
C21H24N2O2S

> <MOLECULAR_WEIGHT>
368.492

> <EXACT_MASS>
368.155848712

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
40.887385946590754

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[2-(benzenesulfonyl)ethyl]-3-[(2R)-pyrrolidin-2-ylmethyl]-1H-indole

> <ALOGPS_LOGP>
3.13

> <JCHEM_LOGP>
3.390214462666666

> <ALOGPS_LOGS>
-5.30

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.112795142719403

> <JCHEM_PKA_STRONGEST_BASIC>
11.090581832053353

> <JCHEM_POLAR_SURFACE_AREA>
61.96

> <JCHEM_REFRACTIVITY>
105.6469

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[2-(benzenesulfonyl)ethyl]-3-[(2R)-pyrrolidin-2-ylmethyl]-1H-indole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013919
     RDKit          3D
N-Desmethyleletriptan
 50 53  0  0  0  0  0  0  0  0999 V2000
    4.4864    1.9048   -2.4371 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8497    0.6551   -1.9372 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.3280   -0.1702   -3.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4980    1.1219   -0.8636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465   -0.1251   -0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7479    0.3617    0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0142    0.6336    1.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0266    1.0878    2.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2562    1.2678    2.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3982    1.6855    2.7994 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3847    1.6932    1.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8588    1.2607    0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5914    1.1046   -0.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -0.3794   -0.7797 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6385   -0.9551    0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9914   -1.2034   -0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5233   -1.6571   -1.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4657   -0.7177   -2.0077 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5305    0.9969    0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5270    0.5387    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0188   -0.2218   -0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9586   -1.5932   -0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9155   -2.2359   -0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9143   -1.5265    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9911   -0.1579    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0242    0.4795   -0.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442    1.6751   -1.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9179    1.7573   -0.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4787   -0.7772   -1.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6263   -0.6102    0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0070    0.4997    2.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    1.3113    3.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5114    1.9725    3.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4257    1.9822    2.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9040    1.4497   -1.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5196    1.6844   -0.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8199   -0.8653   -0.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7388   -0.2955    1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2513   -1.9511    0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5620   -1.9969    0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5668   -0.2741   -0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0742   -2.6770   -1.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3272   -1.6618   -2.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7453    0.0724   -2.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7461    0.3263   -0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754   -2.1309   -1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8903   -3.3149    0.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6623   -2.0362    1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7574    0.4525    0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0940    1.5593   -0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  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  1  0
 12 19  1  0
 19 20  2  0
  2 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 20  6  1  0
 26 21  1  0
 19  9  1  0
 18 14  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
 14 37  1  6
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
M  END

HEADER    PROTEIN                                 19-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-13         0                                  
HETATM    1  S   UNK     0      11.979  -7.135   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      11.209  -8.469   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      12.749  -5.802   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      23.233  -6.687   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      20.105  -9.915   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      22.090  -5.655   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.719  -4.249   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.250  -4.412   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.568  -5.919   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.583  -5.972   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.105  -7.436   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.647  -7.905   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.003  -8.675   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.647  -9.445   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.314  -7.135   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.980  -7.905   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.314 -10.215   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.646  -7.135   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.980  -9.445   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.313  -7.905   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.645  -6.365   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.311  -7.135   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.645  -4.825   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.978  -6.365   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.311  -4.055   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.978  -4.825   0.000  0.00  0.00           C+0
CONECT    1    2    3   20   21                                             
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    6    9                                                       
CONECT    5   13   14                                                       
CONECT    6    4    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    4    8                                                       
CONECT   10    6   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11   14   15                                                  
CONECT   13    5   11                                                       
CONECT   14    5   12   17                                                  
CONECT   15   12   16                                                       
CONECT   16   15   18   19                                                  
CONECT   17   14   19                                                       
CONECT   18   16   20                                                       
CONECT   19   16   17                                                       
CONECT   20    1   18                                                       
CONECT   21    1   22   23                                                  
CONECT   22   21   24                                                       
CONECT   23   21   25                                                       
CONECT   24   22   26                                                       
CONECT   25   23   26                                                       
CONECT   26   24   25                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0013919
HETATM    1  O1  UNL     1       4.486   1.905  -2.437  1.00  0.00           O  
HETATM    2  S1  UNL     1       3.850   0.655  -1.937  1.00  0.00           S  
HETATM    3  O2  UNL     1       3.328  -0.170  -3.075  1.00  0.00           O  
HETATM    4  C1  UNL     1       2.498   1.122  -0.864  1.00  0.00           C  
HETATM    5  C2  UNL     1       1.847  -0.125  -0.261  1.00  0.00           C  
HETATM    6  C3  UNL     1       0.748   0.362   0.605  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.014   0.634   1.923  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.027   1.088   2.764  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.256   1.268   2.249  1.00  0.00           C  
HETATM   10  N1  UNL     1      -2.398   1.685   2.799  1.00  0.00           N  
HETATM   11  C7  UNL     1      -3.385   1.693   1.893  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.859   1.261   0.699  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.591   1.105  -0.605  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.822  -0.379  -0.780  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.638  -0.955   0.343  1.00  0.00           C  
HETATM   16  C12 UNL     1      -5.991  -1.203  -0.335  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.523  -1.657  -1.713  1.00  0.00           C  
HETATM   18  N2  UNL     1      -4.466  -0.718  -2.008  1.00  0.00           N  
HETATM   19  C14 UNL     1      -1.531   0.997   0.928  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.527   0.539   0.086  1.00  0.00           C  
HETATM   21  C16 UNL     1       5.019  -0.222  -0.979  1.00  0.00           C  
HETATM   22  C17 UNL     1       4.959  -1.593  -0.828  1.00  0.00           C  
HETATM   23  C18 UNL     1       5.916  -2.236  -0.056  1.00  0.00           C  
HETATM   24  C19 UNL     1       6.914  -1.527   0.556  1.00  0.00           C  
HETATM   25  C20 UNL     1       6.991  -0.158   0.418  1.00  0.00           C  
HETATM   26  C21 UNL     1       6.024   0.479  -0.362  1.00  0.00           C  
HETATM   27  H1  UNL     1       1.744   1.675  -1.456  1.00  0.00           H  
HETATM   28  H2  UNL     1       2.918   1.757  -0.073  1.00  0.00           H  
HETATM   29  H3  UNL     1       1.479  -0.777  -1.075  1.00  0.00           H  
HETATM   30  H4  UNL     1       2.626  -0.610   0.358  1.00  0.00           H  
HETATM   31  H5  UNL     1       2.007   0.500   2.340  1.00  0.00           H  
HETATM   32  H6  UNL     1       0.206   1.311   3.809  1.00  0.00           H  
HETATM   33  H7  UNL     1      -2.511   1.973   3.816  1.00  0.00           H  
HETATM   34  H8  UNL     1      -4.426   1.982   2.036  1.00  0.00           H  
HETATM   35  H9  UNL     1      -2.904   1.450  -1.398  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.520   1.684  -0.572  1.00  0.00           H  
HETATM   37  H11 UNL     1      -2.820  -0.865  -0.758  1.00  0.00           H  
HETATM   38  H12 UNL     1      -4.739  -0.296   1.210  1.00  0.00           H  
HETATM   39  H13 UNL     1      -4.251  -1.951   0.620  1.00  0.00           H  
HETATM   40  H14 UNL     1      -6.562  -1.997   0.192  1.00  0.00           H  
HETATM   41  H15 UNL     1      -6.567  -0.274  -0.424  1.00  0.00           H  
HETATM   42  H16 UNL     1      -5.074  -2.677  -1.565  1.00  0.00           H  
HETATM   43  H17 UNL     1      -6.327  -1.662  -2.447  1.00  0.00           H  
HETATM   44  H18 UNL     1      -4.745   0.072  -2.595  1.00  0.00           H  
HETATM   45  H19 UNL     1      -0.746   0.326  -0.955  1.00  0.00           H  
HETATM   46  H20 UNL     1       4.175  -2.131  -1.311  1.00  0.00           H  
HETATM   47  H21 UNL     1       5.890  -3.315   0.079  1.00  0.00           H  
HETATM   48  H22 UNL     1       7.662  -2.036   1.161  1.00  0.00           H  
HETATM   49  H23 UNL     1       7.757   0.453   0.877  1.00  0.00           H  
HETATM   50  H24 UNL     1       6.094   1.559  -0.465  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4   21
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7    7   20
CONECT    7    8   31
CONECT    8    9    9   32
CONECT    9   10   19
CONECT   10   11   33
CONECT   11   12   12   34
CONECT   12   13   19
CONECT   13   14   35   36
CONECT   14   15   18   37
CONECT   15   16   38   39
CONECT   16   17   40   41
CONECT   17   18   42   43
CONECT   18   44
CONECT   19   20   20
CONECT   20   45
CONECT   21   22   22   26
CONECT   22   23   46
CONECT   23   24   24   47
CONECT   24   25   48
CONECT   25   26   26   49
CONECT   26   50
END

HMDB0013919
     RDKit          3D
N-Desmethyleletriptan
 50 53  0  0  0  0  0  0  0  0999 V2000
    4.4864    1.9048   -2.4371 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8497    0.6551   -1.9372 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.3280   -0.1702   -3.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4980    1.1219   -0.8636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465   -0.1251   -0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7479    0.3617    0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0142    0.6336    1.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0266    1.0878    2.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2562    1.2678    2.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3982    1.6855    2.7994 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3847    1.6932    1.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8588    1.2607    0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5914    1.1046   -0.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -0.3794   -0.7797 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6385   -0.9551    0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9914   -1.2034   -0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5233   -1.6571   -1.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4657   -0.7177   -2.0077 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5305    0.9969    0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5270    0.5387    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0188   -0.2218   -0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9586   -1.5932   -0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9155   -2.2359   -0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9143   -1.5265    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9911   -0.1579    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0242    0.4795   -0.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442    1.6751   -1.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9179    1.7573   -0.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4787   -0.7772   -1.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6263   -0.6102    0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0070    0.4997    2.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    1.3113    3.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5114    1.9725    3.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4257    1.9822    2.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9040    1.4497   -1.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5196    1.6844   -0.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8199   -0.8653   -0.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7388   -0.2955    1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2513   -1.9511    0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5620   -1.9969    0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5668   -0.2741   -0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0742   -2.6770   -1.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3272   -1.6618   -2.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7453    0.0724   -2.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7461    0.3263   -0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754   -2.1309   -1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8903   -3.3149    0.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6623   -2.0362    1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7574    0.4525    0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0940    1.5593   -0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  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  1  0
 12 19  1  0
 19 20  2  0
  2 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 20  6  1  0
 26 21  1  0
 19  9  1  0
 18 14  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
 14 37  1  6
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
DETT CPD	HMDB
N-Desmethyl eletriptan	HMDB
5-[2-(Benzenesulphonyl)ethyl]-3-{[(2R)-pyrrolidin-2-yl]methyl}-1H-indole	Generator

Chemical Formula

C₂₁H₂₄N₂O₂S

Average Molecular Weight

368.492

Monoisotopic Molecular Weight

368.155848712

IUPAC Name

5-[2-(benzenesulfonyl)ethyl]-3-[(2R)-pyrrolidin-2-ylmethyl]-1H-indole

Traditional Name

5-[2-(benzenesulfonyl)ethyl]-3-[(2R)-pyrrolidin-2-ylmethyl]-1H-indole

CAS Registry Number

Not Available

SMILES

O=S(=O)(CCC1=CC2=C(NC=C2C[C@H]2CCCN2)C=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C21H24N2O2S/c24-26(25,19-6-2-1-3-7-19)12-10-16-8-9-21-20(13-16)17(15-23-21)14-18-5-4-11-22-18/h1-3,6-9,13,15,18,22-23H,4-5,10-12,14H2/t18-/m1/s1

InChI Key

HHTDENYTSCXDFO-GOSISDBHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Benzenesulfonyl group
Aralkylamine
Monocyclic benzene moiety
Substituted pyrrole
Benzenoid
Pyrrole
Pyrrolidine
Sulfone
Sulfonyl
Heteroaromatic compound
Secondary aliphatic amine
Secondary amine
Azacycle
Organic nitrogen compound
Organic oxygen compound
Amine
Organosulfur compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen 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: 21059682)

Organ

Liver (HMDB: HMDB0013919)
Kidney (HMDB: HMDB0013919)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0013919)

Source

Endogenous

Endogenous (HMDB: HMDB0013919)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0018 g/L	ALOGPS
logP	3.13	ALOGPS
logP	3.39	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	17.11	ChemAxon
pKa (Strongest Basic)	11.09	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	61.96 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	105.65 m³·mol⁻¹	ChemAxon
Polarizability	40.89 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	184.593	31661259
DarkChem	[M-H]-	186.043	31661259
DeepCCS	[M+H]+	178.823	30932474
DeepCCS	[M-H]-	176.465	30932474
DeepCCS	[M-2H]-	210.492	30932474
DeepCCS	[M+Na]+	185.712	30932474
AllCCS	[M+H]+	190.8	32859911
AllCCS	[M+H-H2O]+	188.0	32859911
AllCCS	[M+NH4]+	193.5	32859911
AllCCS	[M+Na]+	194.2	32859911
AllCCS	[M-H]-	190.3	32859911
AllCCS	[M+Na-2H]-	190.3	32859911
AllCCS	[M+HCOO]-	190.6	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.	7.05 minutes	32390414
Predicted by Siyang on May 30, 2022	11.2493 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.34 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	48.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1667.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	219.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	161.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	138.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	355.3 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	355.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	260.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	912.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	462.8 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	1241.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	311.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	289.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	352.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	234.5 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	73.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Desmethyleletriptan	O=S(=O)(CCC1=CC2=C(NC=C2C[C@H]2CCCN2)C=C1)C1=CC=CC=C1	5124.8	Standard polar	33892256
N-Desmethyleletriptan	O=S(=O)(CCC1=CC2=C(NC=C2C[C@H]2CCCN2)C=C1)C1=CC=CC=C1	3624.3	Standard non polar	33892256
N-Desmethyleletriptan	O=S(=O)(CCC1=CC2=C(NC=C2C[C@H]2CCCN2)C=C1)C1=CC=CC=C1	3637.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Desmethyleletriptan,1TMS,isomer #1	C[Si](C)(C)N1C=C(C[C@H]2CCCN2)C2=CC(CCS(=O)(=O)C3=CC=CC=C3)=CC=C21	3440.1	Semi standard non polar	33892256
N-Desmethyleletriptan,1TMS,isomer #1	C[Si](C)(C)N1C=C(C[C@H]2CCCN2)C2=CC(CCS(=O)(=O)C3=CC=CC=C3)=CC=C21	2932.2	Standard non polar	33892256
N-Desmethyleletriptan,1TMS,isomer #1	C[Si](C)(C)N1C=C(C[C@H]2CCCN2)C2=CC(CCS(=O)(=O)C3=CC=CC=C3)=CC=C21	4275.1	Standard polar	33892256
N-Desmethyleletriptan,1TMS,isomer #2	C[Si](C)(C)N1CCC[C@@H]1CC1=C[NH]C2=CC=C(CCS(=O)(=O)C3=CC=CC=C3)C=C12	3416.8	Semi standard non polar	33892256
N-Desmethyleletriptan,1TMS,isomer #2	C[Si](C)(C)N1CCC[C@@H]1CC1=C[NH]C2=CC=C(CCS(=O)(=O)C3=CC=CC=C3)C=C12	3111.0	Standard non polar	33892256
N-Desmethyleletriptan,1TMS,isomer #2	C[Si](C)(C)N1CCC[C@@H]1CC1=C[NH]C2=CC=C(CCS(=O)(=O)C3=CC=CC=C3)C=C12	4339.1	Standard polar	33892256
N-Desmethyleletriptan,2TMS,isomer #1	C[Si](C)(C)N1CCC[C@@H]1CC1=CN([Si](C)(C)C)C2=CC=C(CCS(=O)(=O)C3=CC=CC=C3)C=C12	3410.0	Semi standard non polar	33892256
N-Desmethyleletriptan,2TMS,isomer #1	C[Si](C)(C)N1CCC[C@@H]1CC1=CN([Si](C)(C)C)C2=CC=C(CCS(=O)(=O)C3=CC=CC=C3)C=C12	3181.5	Standard non polar	33892256
N-Desmethyleletriptan,2TMS,isomer #1	C[Si](C)(C)N1CCC[C@@H]1CC1=CN([Si](C)(C)C)C2=CC=C(CCS(=O)(=O)C3=CC=CC=C3)C=C12	4084.7	Standard polar	33892256
N-Desmethyleletriptan,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=C(C[C@H]2CCCN2)C2=CC(CCS(=O)(=O)C3=CC=CC=C3)=CC=C21	3640.1	Semi standard non polar	33892256
N-Desmethyleletriptan,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=C(C[C@H]2CCCN2)C2=CC(CCS(=O)(=O)C3=CC=CC=C3)=CC=C21	3155.3	Standard non polar	33892256
N-Desmethyleletriptan,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=C(C[C@H]2CCCN2)C2=CC(CCS(=O)(=O)C3=CC=CC=C3)=CC=C21	4311.0	Standard polar	33892256
N-Desmethyleletriptan,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1CCC[C@@H]1CC1=C[NH]C2=CC=C(CCS(=O)(=O)C3=CC=CC=C3)C=C12	3701.7	Semi standard non polar	33892256
N-Desmethyleletriptan,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1CCC[C@@H]1CC1=C[NH]C2=CC=C(CCS(=O)(=O)C3=CC=CC=C3)C=C12	3322.7	Standard non polar	33892256
N-Desmethyleletriptan,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1CCC[C@@H]1CC1=C[NH]C2=CC=C(CCS(=O)(=O)C3=CC=CC=C3)C=C12	4412.7	Standard polar	33892256
N-Desmethyleletriptan,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCC[C@@H]1CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CCS(=O)(=O)C3=CC=CC=C3)C=C12	3858.8	Semi standard non polar	33892256
N-Desmethyleletriptan,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCC[C@@H]1CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CCS(=O)(=O)C3=CC=CC=C3)C=C12	3559.8	Standard non polar	33892256
N-Desmethyleletriptan,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCC[C@@H]1CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(CCS(=O)(=O)C3=CC=CC=C3)C=C12	4153.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyleletriptan GC-MS (Non-derivatized) - 70eV, Positive	splash10-024i-9251000000-b00779e440bb76607eff	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyleletriptan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethyleletriptan 10V, Positive-QTOF	splash10-014i-0419000000-21c2cb18404acd47eb7b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethyleletriptan 20V, Positive-QTOF	splash10-00r6-5669000000-d892d91b1a7f8be332bf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethyleletriptan 40V, Positive-QTOF	splash10-0f6x-9501000000-643098e6806c62252a5a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethyleletriptan 10V, Negative-QTOF	splash10-014i-0309000000-d034d185a37f043b5a01	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethyleletriptan 20V, Negative-QTOF	splash10-00kf-2966000000-f75816bde4e3bf29300c	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethyleletriptan 40V, Negative-QTOF	splash10-0006-9710000000-9951086d64f32a9f4c03	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethyleletriptan 10V, Positive-QTOF	splash10-014i-0009000000-d8c8808519c1190c876e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethyleletriptan 20V, Positive-QTOF	splash10-044i-3797000000-8fc225d146e627451eee	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethyleletriptan 40V, Positive-QTOF	splash10-004i-4922000000-5665fc53c6f2afabbc3b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethyleletriptan 10V, Negative-QTOF	splash10-014i-0009000000-9179557e5fb254a8c5e4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethyleletriptan 20V, Negative-QTOF	splash10-014i-0339000000-2b83da08cdc2dcb98298	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethyleletriptan 40V, Negative-QTOF	splash10-0296-2901000000-8e230ef0475d314fe5ae	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	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

18858046

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22873800

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Only showing the first 10 proteins. There are 14 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Prostaglandin G/H synthase 1

General function:: Involved in peroxidase activity
Specific function:: May play an important role in regulating or promoting cell proliferation in some normal and neoplastically transformed cells.
Gene Name:: PTGS1
Uniprot ID:: P23219
Molecular weight:: 68685.82

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]

Enzyme Details

2. Cytochrome P450 3A4

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 performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
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. Cytochrome P450 2C9

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. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]

Enzyme Details

4. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]

Enzyme Details

5. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
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

6. Cytochrome P450 2A6

General function:: Involved in monooxygenase activity
Specific function:: Exhibits a high coumarin 7-hydroxylase activity. Can act in the hydroxylation of the anti-cancer drugs cyclophosphamide and ifosphamide. Competent in the metabolic activation of aflatoxin B1. Constitutes the major nicotine C-oxidase. Acts as a 1,4-cineole 2-exo-monooxygenase. Possesses low phenacetin O-deethylation activity.
Gene Name:: CYP2A6
Uniprot ID:: P11509
Molecular weight:: 56517.005

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

7. 5-hydroxytryptamine receptor 7

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 stimulate adenylate cyclase
Gene Name:: HTR7
Uniprot ID:: P34969
Molecular weight:: 53554.4

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]

Enzyme Details

8. 5-hydroxytryptamine receptor 2B

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. This receptor mediates its action by association with G proteins that activate a phosphatidylinositol-calcium second messenger system
Gene Name:: HTR2B
Uniprot ID:: P41595
Molecular weight:: 54297.4

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]

Enzyme Details

9. 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

Napier C, Stewart M, Melrose H, Hopkins B, McHarg A, Wallis R: Characterisation of the 5-HT receptor binding profile of eletriptan and kinetics of [3H]eletriptan binding at human 5-HT1B and 5-HT1D receptors. Eur J Pharmacol. 1999 Mar 5;368(2-3):259-68. [PubMed:10193663 ]
van den Broek RW, MaassenVanDenBrink A, de Vries R, Bogers AJ, Stegmann AP, Avezaat CJ, Saxena PR: Pharmacological analysis of contractile effects of eletriptan and sumatriptan on human isolated blood vessels. Eur J Pharmacol. 2000 Oct 27;407(1-2):165-73. [PubMed:11050304 ]
Knyihar-Csillik E, Tajti J, Csillik AE, Chadaide Z, Mihaly A, Vecsei L: Effects of eletriptan on the peptidergic innervation of the cerebral dura mater and trigeminal ganglion, and on the expression of c-fos and c-jun in the trigeminal complex of the rat in an experimental migraine model. Eur J Neurosci. 2000 Nov;12(11):3991-4002. [PubMed:11069595 ]
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 ]
Lambert GA, Boers PM, Hoskin KL, Donaldson C, Zagami AS: Suppression by eletriptan of the activation of trigeminovascular sensory neurons by glyceryl trinitrate. Brain Res. 2002 Oct 25;953(1-2):181-8. [PubMed:12384251 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

10. 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

Napier C, Stewart M, Melrose H, Hopkins B, McHarg A, Wallis R: Characterisation of the 5-HT receptor binding profile of eletriptan and kinetics of [3H]eletriptan binding at human 5-HT1B and 5-HT1D receptors. Eur J Pharmacol. 1999 Mar 5;368(2-3):259-68. [PubMed:10193663 ]
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 ]
Jahnichen S, Radtke OA, Pertz HH: Involvement of 5-HT1B receptors in triptan-induced contractile responses in guinea-pig isolated iliac artery. Naunyn Schmiedebergs Arch Pharmacol. 2004 Jul;370(1):54-63. Epub 2004 Jun 8. [PubMed:15185063 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Evans DC, O'Connor D, Lake BG, Evers R, Allen C, Hargreaves R: Eletriptan metabolism by human hepatic CYP450 enzymes and transport by human P-glycoprotein. Drug Metab Dispos. 2003 Jul;31(7):861-9. [PubMed:12814962 ]

Only showing the first 10 proteins. There are 14 proteins in total.

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Showing metabocard for N-Desmethyleletriptan (HMDB0013919)

MOL for HMDB0013919 (N-Desmethyleletriptan)

3D MOL for HMDB0013919 (N-Desmethyleletriptan)

3D SDF for HMDB0013919 (N-Desmethyleletriptan)

3D-SDF for HMDB0013919 (N-Desmethyleletriptan)

PDB for HMDB0013919 (N-Desmethyleletriptan)

3D PDB for HMDB0013919 (N-Desmethyleletriptan)

SMILES for HMDB0013919 (N-Desmethyleletriptan)

INCHI for HMDB0013919 (N-Desmethyleletriptan)

Structure for HMDB0013919 (N-Desmethyleletriptan)

3D Structure for HMDB0013919 (N-Desmethyleletriptan)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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Transporters

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