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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 15:16:49 UTC

Update Date

2022-03-07 02:51:38 UTC

HMDB ID

HMDB0014484

Secondary Accession Numbers

HMDB14484

Metabolite Identification

Common Name

Metixene

Description

Metixene is only found in individuals that have used or taken this drug. It is a anticholinergic used as an anti-parkinson drug. [Wikipedia ]Parkinsonism is thought to result from an imbalance between the excitatory (cholinergic) and inhibitory (dopaminergic) systems in the corpus striatum. The mechanism of action of centrally active anticholinergic drugs such as metixene is considered to relate to competitive antagonism of acetylcholine at muscarinic receptors in the corpus striatum, which then restores the balance.

Structure

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

HMDB0014484
     RDKit          3D
Metixene
 45 48  0  0  0  0  0  0  0  0999 V2000
   -2.9610    1.3874    0.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0563   -0.0012    0.5229 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1253   -0.6655   -0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5781   -1.8149   -0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2676   -1.4242   -1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2084   -1.1422   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3460    0.0172   -0.8838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7208    0.3828    0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5351    1.5638   -0.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6208    2.2346   -1.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3966    3.3567   -1.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1298    3.8439   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0577    3.1698    0.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2828    2.0752    0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2242    1.1185    2.3374 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4015   -0.5468    1.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144   -1.5054    2.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3448   -2.6931    1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6479   -2.8832    0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8027   -1.8771   -0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6676   -0.7071    0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9645   -0.8230    0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9218    1.6904    0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976    1.9102    1.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1011    1.7655   -0.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8119   -0.0276   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7503   -1.1586    0.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2988   -1.9807   -1.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4449   -2.7350   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9078   -2.2241   -2.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3545   -0.4906   -2.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -2.0734   -0.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1385   -0.3139   -1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0142    0.8326   -1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2184    0.6526    1.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0666    1.8764   -2.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4490    3.8809   -2.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7363    4.7299   -0.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6332    3.5586    1.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7632   -1.3411    2.9757 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0048   -3.4601    1.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7719   -3.8081   -0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091   -2.0595   -1.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2996   -0.4703    1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3490   -1.8201    1.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  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  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  6 22  1  0
 22  2  1  0
 21  8  1  0
 14  9  1  0
 21 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 22 44  1  0
 22 45  1  0
M  END

4167
  Mrv0541 02231214362D          

 22 25  0  0  1  0            999 V2000
    3.8495   -2.4607    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2784    1.6643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640    0.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495    0.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2784    0.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640    1.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -0.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9929    0.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9929    1.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -1.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -1.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2784    2.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -2.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -2.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -0.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -0.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -2.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -2.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -1.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -2.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1 14  1  0  0  0  0
  2  6  1  0  0  0  0
  2  9  1  0  0  0  0
  2 12  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  7 11  1  0  0  0  0
  8  9  1  0  0  0  0
 10 13  1  0  0  0  0
 10 16  2  0  0  0  0
 11 14  1  0  0  0  0
 11 15  2  0  0  0  0
 13 17  2  0  0  0  0
 14 18  2  0  0  0  0
 15 20  1  0  0  0  0
 16 19  1  0  0  0  0
 17 21  1  0  0  0  0
 18 22  1  0  0  0  0
 19 21  2  0  0  0  0
 20 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014484

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCCC(CC2C3=CC=CC=C3SC3=CC=CC=C23)C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H23NS/c1-21-12-6-7-15(14-21)13-18-16-8-2-4-10-19(16)22-20-11-5-3-9-17(18)20/h2-5,8-11,15,18H,6-7,12-14H2,1H3

> <INCHI_KEY>
MJFJKKXQDNNUJF-UHFFFAOYSA-N

> <FORMULA>
C20H23NS

> <MOLECULAR_WEIGHT>
309.468

> <EXACT_MASS>
309.155120431

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
35.67272790919802

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-methyl-3-(9H-thioxanthen-9-ylmethyl)piperidine

> <ALOGPS_LOGP>
5.51

> <JCHEM_LOGP>
5.064776443

> <ALOGPS_LOGS>
-6.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.340653072499961

> <JCHEM_POLAR_SURFACE_AREA>
3.24

> <JCHEM_REFRACTIVITY>
97.16840000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.02e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
metixene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014484
     RDKit          3D
Metixene
 45 48  0  0  0  0  0  0  0  0999 V2000
   -2.9610    1.3874    0.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0563   -0.0012    0.5229 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1253   -0.6655   -0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5781   -1.8149   -0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2676   -1.4242   -1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2084   -1.1422   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3460    0.0172   -0.8838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7208    0.3828    0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5351    1.5638   -0.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6208    2.2346   -1.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3966    3.3567   -1.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1298    3.8439   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0577    3.1698    0.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2828    2.0752    0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2242    1.1185    2.3374 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4015   -0.5468    1.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144   -1.5054    2.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3448   -2.6931    1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6479   -2.8832    0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8027   -1.8771   -0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6676   -0.7071    0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9645   -0.8230    0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9218    1.6904    0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976    1.9102    1.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1011    1.7655   -0.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8119   -0.0276   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7503   -1.1586    0.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2988   -1.9807   -1.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4449   -2.7350   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9078   -2.2241   -2.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3545   -0.4906   -2.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -2.0734   -0.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1385   -0.3139   -1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0142    0.8326   -1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2184    0.6526    1.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0666    1.8764   -2.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4490    3.8809   -2.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7363    4.7299   -0.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6332    3.5586    1.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7632   -1.3411    2.9757 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0048   -3.4601    1.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7719   -3.8081   -0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091   -2.0595   -1.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2996   -0.4703    1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3490   -1.8201    1.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  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  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  6 22  1  0
 22  2  1  0
 21  8  1  0
 14  9  1  0
 21 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 22 44  1  0
 22 45  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 4167                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       7.186  -4.593   0.000  0.00  0.00           S+0
HETATM    2  N   UNK     0       9.853   3.107   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       8.519   0.797   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.186   0.027   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.853   0.027   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.519   2.337   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.186  -1.513   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.187   0.797   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.187   2.337   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.519  -2.283   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.852  -2.283   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.853   4.647   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.519  -3.823   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.852  -3.823   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.475  -1.460   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.896  -1.460   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.896  -4.647   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.475  -4.647   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.291  -2.251   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.080  -2.251   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.291  -3.855   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.080  -3.855   0.000  0.00  0.00           C+0
CONECT    1   13   14                                                       
CONECT    2    6    9   12                                                  
CONECT    3    4    5    6                                                  
CONECT    4    3    7                                                       
CONECT    5    3    8                                                       
CONECT    6    2    3                                                       
CONECT    7    4   10   11                                                  
CONECT    8    5    9                                                       
CONECT    9    2    8                                                       
CONECT   10    7   13   16                                                  
CONECT   11    7   14   15                                                  
CONECT   12    2                                                            
CONECT   13    1   10   17                                                  
CONECT   14    1   11   18                                                  
CONECT   15   11   20                                                       
CONECT   16   10   19                                                       
CONECT   17   13   21                                                       
CONECT   18   14   22                                                       
CONECT   19   16   21                                                       
CONECT   20   15   22                                                       
CONECT   21   17   19                                                       
CONECT   22   18   20                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0014484
HETATM    1  C1  UNL     1      -2.961   1.387   0.530  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.056  -0.001   0.523  1.00  0.00           N  
HETATM    3  C2  UNL     1      -4.125  -0.666  -0.084  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.578  -1.815  -0.924  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.268  -1.424  -1.555  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.208  -1.142  -0.487  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.346   0.017  -0.884  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.721   0.383   0.033  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.535   1.564  -0.290  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.621   2.235  -1.460  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.397   3.357  -1.592  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.130   3.844  -0.505  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.058   3.170   0.708  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.283   2.075   0.781  1.00  0.00           C  
HETATM   15  S1  UNL     1       2.224   1.119   2.337  1.00  0.00           S  
HETATM   16  C14 UNL     1       2.402  -0.547   1.612  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.214  -1.505   2.047  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.345  -2.693   1.308  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.648  -2.883   0.140  1.00  0.00           C  
HETATM   20  C18 UNL     1       1.803  -1.877  -0.302  1.00  0.00           C  
HETATM   21  C19 UNL     1       1.668  -0.707   0.424  1.00  0.00           C  
HETATM   22  C20 UNL     1      -1.964  -0.823   0.825  1.00  0.00           C  
HETATM   23  H1  UNL     1      -1.922   1.690   0.819  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.698   1.910   1.207  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.101   1.766  -0.525  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.812  -0.028  -0.675  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.750  -1.159   0.711  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.299  -1.981  -1.750  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.445  -2.735  -0.354  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.908  -2.224  -2.200  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.355  -0.491  -2.149  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.679  -2.073  -0.320  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.139  -0.314  -1.861  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.014   0.833  -1.218  1.00  0.00           H  
HETATM   35  H13 UNL     1       0.218   0.653   1.019  1.00  0.00           H  
HETATM   36  H14 UNL     1       1.067   1.876  -2.302  1.00  0.00           H  
HETATM   37  H15 UNL     1       2.449   3.881  -2.548  1.00  0.00           H  
HETATM   38  H16 UNL     1       3.736   4.730  -0.623  1.00  0.00           H  
HETATM   39  H17 UNL     1       3.633   3.559   1.548  1.00  0.00           H  
HETATM   40  H18 UNL     1       3.763  -1.341   2.976  1.00  0.00           H  
HETATM   41  H19 UNL     1       4.005  -3.460   1.671  1.00  0.00           H  
HETATM   42  H20 UNL     1       2.772  -3.808  -0.406  1.00  0.00           H  
HETATM   43  H21 UNL     1       1.309  -2.060  -1.240  1.00  0.00           H  
HETATM   44  H22 UNL     1      -1.300  -0.470   1.612  1.00  0.00           H  
HETATM   45  H23 UNL     1      -2.349  -1.820   1.189  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   22
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   22   32
CONECT    7    8   33   34
CONECT    8    9   21   35
CONECT    9   10   10   14
CONECT   10   11   36
CONECT   11   12   12   37
CONECT   12   13   38
CONECT   13   14   14   39
CONECT   14   15
CONECT   15   16
CONECT   16   17   17   21
CONECT   17   18   40
CONECT   18   19   19   41
CONECT   19   20   42
CONECT   20   21   21   43
CONECT   22   44   45
END

HMDB0014484
     RDKit          3D
Metixene
 45 48  0  0  0  0  0  0  0  0999 V2000
   -2.9610    1.3874    0.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0563   -0.0012    0.5229 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1253   -0.6655   -0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5781   -1.8149   -0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2676   -1.4242   -1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2084   -1.1422   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3460    0.0172   -0.8838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7208    0.3828    0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5351    1.5638   -0.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6208    2.2346   -1.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3966    3.3567   -1.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1298    3.8439   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0577    3.1698    0.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2828    2.0752    0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2242    1.1185    2.3374 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4015   -0.5468    1.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144   -1.5054    2.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3448   -2.6931    1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6479   -2.8832    0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8027   -1.8771   -0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6676   -0.7071    0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9645   -0.8230    0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9218    1.6904    0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976    1.9102    1.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1011    1.7655   -0.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8119   -0.0276   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7503   -1.1586    0.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2988   -1.9807   -1.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4449   -2.7350   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9078   -2.2241   -2.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3545   -0.4906   -2.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -2.0734   -0.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1385   -0.3139   -1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0142    0.8326   -1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2184    0.6526    1.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0666    1.8764   -2.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4490    3.8809   -2.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7363    4.7299   -0.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6332    3.5586    1.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7632   -1.3411    2.9757 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0048   -3.4601    1.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7719   -3.8081   -0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091   -2.0595   -1.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2996   -0.4703    1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3490   -1.8201    1.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  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  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  6 22  1  0
 22  2  1  0
 21  8  1  0
 14  9  1  0
 21 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 22 44  1  0
 22 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methixen	ChEBI
Metisene	ChEBI
Metixeno	ChEBI
Metixenum	ChEBI
Methixene	HMDB
1-Methyl-3-(thioxanthen-9-ylmethyl)- piperidine hydrochloride	HMDB
Methixene hydrochloride	HMDB
Methixene hydrochloride, monohydrate	HMDB
Tremarit	HMDB

Chemical Formula

C₂₀H₂₃NS

Average Molecular Weight

309.468

Monoisotopic Molecular Weight

309.155120431

IUPAC Name

1-methyl-3-(9H-thioxanthen-9-ylmethyl)piperidine

Traditional Name

metixene

CAS Registry Number

4969-02-2

SMILES

CN1CCCC(CC2C3=CC=CC=C3SC3=CC=CC=C23)C1

InChI Identifier

InChI=1S/C20H23NS/c1-21-12-6-7-15(14-21)13-18-16-8-2-4-10-19(16)22-20-11-5-3-9-17(18)20/h2-5,8-11,15,18H,6-7,12-14H2,1H3

InChI Key

MJFJKKXQDNNUJF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thioxanthenes. These are organic polycyclic compounds containing a thioxanthene moiety, which is an aromatic tricycle derived from xanthene by replacing the oxygen atom with a sulfur atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiopyrans

Sub Class

1-benzothiopyrans

Direct Parent

Thioxanthenes

Alternative Parents

Substituents

Thioxanthene
Diarylthioether
Aryl thioether
Aralkylamine
Piperidine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Thioether
Azacycle
Organopnictogen compound
Amine
Organic nitrogen compound
Organonitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

piperidines (CHEBI:51024 )
thioxanthenes (CHEBI:51024 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014484)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0001 g/L	Not Available
LogP	4.7	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0001 g/L	ALOGPS
logP	5.51	ALOGPS
logP	5.06	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Basic)	9.34	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	3.24 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	97.17 m³·mol⁻¹	ChemAxon
Polarizability	35.67 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	174.108	31661259
DarkChem	[M-H]-	172.6	31661259
DeepCCS	[M-2H]-	205.17	30932474
DeepCCS	[M+Na]+	180.537	30932474
AllCCS	[M+H]+	174.6	32859911
AllCCS	[M+H-H2O]+	171.2	32859911
AllCCS	[M+NH4]+	177.7	32859911
AllCCS	[M+Na]+	178.6	32859911
AllCCS	[M-H]-	182.7	32859911
AllCCS	[M+Na-2H]-	182.2	32859911
AllCCS	[M+HCOO]-	181.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Metixene	CN1CCCC(CC2C3=CC=CC=C3SC3=CC=CC=C23)C1	3381.8	Standard polar	33892256
Metixene	CN1CCCC(CC2C3=CC=CC=C3SC3=CC=CC=C23)C1	2517.2	Standard non polar	33892256
Metixene	CN1CCCC(CC2C3=CC=CC=C3SC3=CC=CC=C23)C1	2469.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Metixene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f7o-8291000000-fcd1c4918ba6a4fa932a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metixene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metixene 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 - Metixene 10V, Positive-QTOF	splash10-03di-0029000000-49a00a8a58c007305341	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metixene 20V, Positive-QTOF	splash10-03k9-4985000000-e5a5f4b3bc5614fdfe3e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metixene 40V, Positive-QTOF	splash10-05te-9250000000-3b05fc5b28a78dd4778b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metixene 10V, Negative-QTOF	splash10-0a4i-0019000000-eaa52102acbc29e474a9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metixene 20V, Negative-QTOF	splash10-0a4i-1029000000-59eeb14256ccacfc0b72	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metixene 40V, Negative-QTOF	splash10-0005-9780000000-628354f63a10069e4fa3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metixene 10V, Negative-QTOF	splash10-0a4i-0009000000-fbbdeb50002aca0516e9	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metixene 20V, Negative-QTOF	splash10-0a4i-0009000000-55a46e96c47c9f8088d4	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metixene 40V, Negative-QTOF	splash10-0a4i-1986000000-61ade82fbfde98bbbda8	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metixene 10V, Positive-QTOF	splash10-03di-0009000000-14e38723b4469c9e4f5c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metixene 20V, Positive-QTOF	splash10-03di-0019000000-03650ab346971e3e2b13	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metixene 40V, Positive-QTOF	splash10-03di-1391000000-d326864444930de00b32	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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 DB00340	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00340	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

DB00340

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4023

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Metixene

METLIN ID

Not Available

PubChem Compound

4167

PDB ID

Not Available

ChEBI ID

51024

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

New Drug Information [Link]

Enzymes

Enzyme Details

1. Muscarinic acetylcholine receptor M3

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is Pi turnover
Gene Name:: CHRM3
Uniprot ID:: P20309
Molecular weight:: 66127.4

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

2. Muscarinic acetylcholine receptor M1

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is Pi turnover
Gene Name:: CHRM1
Uniprot ID:: P11229
Molecular weight:: 51420.4

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

3. Muscarinic acetylcholine receptor M2

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is adenylate cyclase inhibition
Gene Name:: CHRM2
Uniprot ID:: P08172
Molecular weight:: 51714.6

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

4. Muscarinic acetylcholine receptor M4

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is inhibition of adenylate cyclase
Gene Name:: CHRM4
Uniprot ID:: P08173
Molecular weight:: 53048.7

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

5. Muscarinic acetylcholine receptor M5

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is Pi turnover
Gene Name:: CHRM5
Uniprot ID:: P08912
Molecular weight:: 60073.2

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 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Metixene (HMDB0014484)

MOL for HMDB0014484 (Metixene)

3D MOL for HMDB0014484 (Metixene)

3D SDF for HMDB0014484 (Metixene)

3D-SDF for HMDB0014484 (Metixene)

PDB for HMDB0014484 (Metixene)

3D PDB for HMDB0014484 (Metixene)

SMILES for HMDB0014484 (Metixene)

INCHI for HMDB0014484 (Metixene)

Structure for HMDB0014484 (Metixene)

3D Structure for HMDB0014484 (Metixene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

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