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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (12) Show 12 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:45 UTC

HMDB ID

HMDB0014817

Secondary Accession Numbers

HMDB14817

Metabolite Identification

Common Name

Thioridazine

Description

Thioridazine, also known as mellaril-S or mellerette, belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring. Thioridazine is a drug which is used for the treatment of schizophrenia and generalized anxiety disorder. Thioridazine is a very strong basic compound (based on its pKa). Thioridazine is a potentially toxic compound. A phenothiazine derivative having a methylsulfanyl subsitituent at the 2-position and a (1-methylpiperidin-2-yl)ethyl] group at the N-10 position.

Structure

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

679
  Mrv0541 02231214552D          

 25 28  0  0  1  0            999 V2000
    3.8495   -2.6670    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7619   -0.9970    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206    1.4580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -1.0170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495    1.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495    2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206    2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -0.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7061    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4779   -1.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  2 21  1  0  0  0  0
  2 25  1  0  0  0  0
  3  5  1  0  0  0  0
  3  9  1  0  0  0  0
  3 12  1  0  0  0  0
  4 11  1  0  0  0  0
  4 13  1  0  0  0  0
  4 14  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7 11  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
 13 15  2  0  0  0  0
 13 17  1  0  0  0  0
 14 16  1  0  0  0  0
 14 18  2  0  0  0  0
 15 19  1  0  0  0  0
 16 20  2  0  0  0  0
 17 21  2  0  0  0  0
 18 22  1  0  0  0  0
 19 23  2  0  0  0  0
 20 24  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  2  0  0  0  0
M  END

HMDB0014817
     RDKit          3D
Thioridazine
 51 54  0  0  0  0  0  0  0  0999 V2000
    3.5330   -4.6185   -0.9126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1334   -3.4902   -1.0591 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324   -1.8540   -0.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9135   -1.6023   -0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2564   -0.3067    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3747    0.7071    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0748    0.5036   -0.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7279   -0.8028   -0.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0745    1.5258   -0.3029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2812    1.1496   -0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703    0.4701    0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4428    0.0464   -0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5366   -0.9131   -1.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679   -2.3306   -0.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279   -2.7645    0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8398   -1.8064    1.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1347   -0.4573    1.0806 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5449   -0.2249    1.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3158    2.8678    0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2804    3.7850   -0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563    5.1316    0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6784    5.5948    0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6937    4.6910    0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153    3.3946    0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9116    2.3127    0.6109 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9742   -4.6119    0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1672   -5.6711   -1.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3034   -4.4419   -1.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465   -2.3951   -0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2796   -0.1501    0.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7550   -1.0513   -0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7138    2.0158   -1.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2201    0.4017   -1.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2106    1.2412    1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5517   -0.3530    0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9972    0.9781   -0.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6237   -0.9475   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9955   -0.5947   -2.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4318   -2.9627   -1.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1370   -2.4676   -0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8499   -3.7707    0.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1512   -2.6683   -0.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7897   -1.9910    1.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4958   -2.1074    2.2603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0029   -1.0084    1.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7841    0.7973    1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0345   -0.3334    0.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192    3.5567   -0.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3565    5.8431    0.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529    6.6271    1.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6602    5.0563    1.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  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
  9 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
  8  3  1  0
 17 12  1  0
 24 19  1  0
 25  6  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
M  END

679
  Mrv0541 02231214552D          

 25 28  0  0  1  0            999 V2000
    3.8495   -2.6670    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7619   -0.9970    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206    1.4580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -1.0170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495    1.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495    2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206    2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -0.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7061    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4779   -1.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  2 21  1  0  0  0  0
  2 25  1  0  0  0  0
  3  5  1  0  0  0  0
  3  9  1  0  0  0  0
  3 12  1  0  0  0  0
  4 11  1  0  0  0  0
  4 13  1  0  0  0  0
  4 14  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7 11  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
 13 15  2  0  0  0  0
 13 17  1  0  0  0  0
 14 16  1  0  0  0  0
 14 18  2  0  0  0  0
 15 19  1  0  0  0  0
 16 20  2  0  0  0  0
 17 21  2  0  0  0  0
 18 22  1  0  0  0  0
 19 23  2  0  0  0  0
 20 24  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014817

> <DATABASE_NAME>
hmdb

> <SMILES>
CSC1=CC2=C(SC3=CC=CC=C3N2CCC2CCCCN2C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N2S2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(24-2)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3

> <INCHI_KEY>
KLBQZWRITKRQQV-UHFFFAOYSA-N

> <FORMULA>
C21H26N2S2

> <MOLECULAR_WEIGHT>
370.575

> <EXACT_MASS>
370.153740222

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
43.2570033792346

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-[2-(1-methylpiperidin-2-yl)ethyl]-2-(methylsulfanyl)-10H-phenothiazine

> <ALOGPS_LOGP>
5.93

> <JCHEM_LOGP>
5.469305906000001

> <ALOGPS_LOGS>
-5.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.927985751271668

> <JCHEM_POLAR_SURFACE_AREA>
6.48

> <JCHEM_REFRACTIVITY>
113.52260000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.55e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thioridazine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014817
     RDKit          3D
Thioridazine
 51 54  0  0  0  0  0  0  0  0999 V2000
    3.5330   -4.6185   -0.9126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1334   -3.4902   -1.0591 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324   -1.8540   -0.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9135   -1.6023   -0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2564   -0.3067    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3747    0.7071    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0748    0.5036   -0.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7279   -0.8028   -0.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0745    1.5258   -0.3029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2812    1.1496   -0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703    0.4701    0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4428    0.0464   -0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5366   -0.9131   -1.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679   -2.3306   -0.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279   -2.7645    0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8398   -1.8064    1.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1347   -0.4573    1.0806 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5449   -0.2249    1.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3158    2.8678    0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2804    3.7850   -0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563    5.1316    0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6784    5.5948    0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6937    4.6910    0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153    3.3946    0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9116    2.3127    0.6109 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9742   -4.6119    0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1672   -5.6711   -1.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3034   -4.4419   -1.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465   -2.3951   -0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2796   -0.1501    0.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7550   -1.0513   -0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7138    2.0158   -1.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2201    0.4017   -1.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2106    1.2412    1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5517   -0.3530    0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9972    0.9781   -0.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6237   -0.9475   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9955   -0.5947   -2.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4318   -2.9627   -1.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1370   -2.4676   -0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8499   -3.7707    0.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1512   -2.6683   -0.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7897   -1.9910    1.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4958   -2.1074    2.2603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0029   -1.0084    1.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7841    0.7973    1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0345   -0.3334    0.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192    3.5567   -0.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3565    5.8431    0.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529    6.6271    1.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6602    5.0563    1.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  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
  9 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
  8  3  1  0
 17 12  1  0
 24 19  1  0
 25  6  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 679                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       7.186  -4.978   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0      12.622  -1.861   0.000  0.00  0.00           S+0
HETATM    3  N   UNK     0       4.518   2.722   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       7.186  -1.898   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.852   1.952   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.186   2.722   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.852   0.412   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.186   4.262   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.518   4.262   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.852   5.032   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.186  -0.358   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.185   1.952   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.519  -2.668   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.852  -2.668   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.519  -4.208   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.852  -4.208   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.896  -1.845   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.475  -1.845   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.896  -5.032   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.475  -5.032   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.291  -2.636   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.080  -2.636   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.291  -4.240   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.080  -4.240   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.959  -2.626   0.000  0.00  0.00           C+0
CONECT    1   15   16                                                       
CONECT    2   21   25                                                       
CONECT    3    5    9   12                                                  
CONECT    4   11   13   14                                                  
CONECT    5    3    6    7                                                  
CONECT    6    5    8                                                       
CONECT    7    5   11                                                       
CONECT    8    6   10                                                       
CONECT    9    3   10                                                       
CONECT   10    8    9                                                       
CONECT   11    4    7                                                       
CONECT   12    3                                                            
CONECT   13    4   15   17                                                  
CONECT   14    4   16   18                                                  
CONECT   15    1   13   19                                                  
CONECT   16    1   14   20                                                  
CONECT   17   13   21                                                       
CONECT   18   14   22                                                       
CONECT   19   15   23                                                       
CONECT   20   16   24                                                       
CONECT   21    2   17   23                                                  
CONECT   22   18   24                                                       
CONECT   23   19   21                                                       
CONECT   24   20   22                                                       
CONECT   25    2                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0014817
HETATM    1  C1  UNL     1       3.533  -4.619  -0.913  1.00  0.00           C  
HETATM    2  S1  UNL     1       2.133  -3.490  -1.059  1.00  0.00           S  
HETATM    3  C2  UNL     1       2.632  -1.854  -0.584  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.913  -1.602  -0.184  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.256  -0.307   0.177  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.375   0.707   0.148  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.075   0.504  -0.247  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.728  -0.803  -0.612  1.00  0.00           C  
HETATM    9  N1  UNL     1       1.075   1.526  -0.303  1.00  0.00           N  
HETATM   10  C8  UNL     1      -0.281   1.150  -0.732  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.070   0.470   0.314  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.443   0.046  -0.062  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.537  -0.913  -1.194  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.168  -2.331  -0.842  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.128  -2.765   0.270  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.840  -1.806   1.433  1.00  0.00           C  
HETATM   17  N2  UNL     1      -3.135  -0.457   1.081  1.00  0.00           N  
HETATM   18  C15 UNL     1      -4.545  -0.225   1.085  1.00  0.00           C  
HETATM   19  C16 UNL     1       1.316   2.868   0.045  1.00  0.00           C  
HETATM   20  C17 UNL     1       0.280   3.785  -0.016  1.00  0.00           C  
HETATM   21  C18 UNL     1       0.456   5.132   0.335  1.00  0.00           C  
HETATM   22  C19 UNL     1       1.678   5.595   0.759  1.00  0.00           C  
HETATM   23  C20 UNL     1       2.694   4.691   0.819  1.00  0.00           C  
HETATM   24  C21 UNL     1       2.515   3.395   0.478  1.00  0.00           C  
HETATM   25  S2  UNL     1       3.912   2.313   0.611  1.00  0.00           S  
HETATM   26  H1  UNL     1       3.974  -4.612   0.101  1.00  0.00           H  
HETATM   27  H2  UNL     1       3.167  -5.671  -1.069  1.00  0.00           H  
HETATM   28  H3  UNL     1       4.303  -4.442  -1.668  1.00  0.00           H  
HETATM   29  H4  UNL     1       4.647  -2.395  -0.149  1.00  0.00           H  
HETATM   30  H5  UNL     1       5.280  -0.150   0.488  1.00  0.00           H  
HETATM   31  H6  UNL     1       0.755  -1.051  -0.933  1.00  0.00           H  
HETATM   32  H7  UNL     1      -0.714   2.016  -1.221  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.220   0.402  -1.600  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.211   1.241   1.147  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.552  -0.353   0.822  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.997   0.978  -0.384  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.624  -0.947  -1.505  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.995  -0.595  -2.106  1.00  0.00           H  
HETATM   39  H14 UNL     1      -2.432  -2.963  -1.721  1.00  0.00           H  
HETATM   40  H15 UNL     1      -1.137  -2.468  -0.524  1.00  0.00           H  
HETATM   41  H16 UNL     1      -2.850  -3.771   0.595  1.00  0.00           H  
HETATM   42  H17 UNL     1      -4.151  -2.668  -0.100  1.00  0.00           H  
HETATM   43  H18 UNL     1      -1.790  -1.991   1.718  1.00  0.00           H  
HETATM   44  H19 UNL     1      -3.496  -2.107   2.260  1.00  0.00           H  
HETATM   45  H20 UNL     1      -5.003  -1.008   1.757  1.00  0.00           H  
HETATM   46  H21 UNL     1      -4.784   0.797   1.460  1.00  0.00           H  
HETATM   47  H22 UNL     1      -5.034  -0.333   0.104  1.00  0.00           H  
HETATM   48  H23 UNL     1      -0.719   3.557  -0.313  1.00  0.00           H  
HETATM   49  H24 UNL     1      -0.357   5.843   0.284  1.00  0.00           H  
HETATM   50  H25 UNL     1       1.853   6.627   1.038  1.00  0.00           H  
HETATM   51  H26 UNL     1       3.660   5.056   1.154  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   25
CONECT    7    8    8    9
CONECT    8   31
CONECT    9   10   19
CONECT   10   11   32   33
CONECT   11   12   34   35
CONECT   12   13   17   36
CONECT   13   14   37   38
CONECT   14   15   39   40
CONECT   15   16   41   42
CONECT   16   17   43   44
CONECT   17   18
CONECT   18   45   46   47
CONECT   19   20   20   24
CONECT   20   21   48
CONECT   21   22   22   49
CONECT   22   23   50
CONECT   23   24   24   51
CONECT   24   25
END

HMDB0014817
     RDKit          3D
Thioridazine
 51 54  0  0  0  0  0  0  0  0999 V2000
    3.5330   -4.6185   -0.9126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1334   -3.4902   -1.0591 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324   -1.8540   -0.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9135   -1.6023   -0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2564   -0.3067    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3747    0.7071    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0748    0.5036   -0.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7279   -0.8028   -0.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0745    1.5258   -0.3029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2812    1.1496   -0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703    0.4701    0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4428    0.0464   -0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5366   -0.9131   -1.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679   -2.3306   -0.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279   -2.7645    0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8398   -1.8064    1.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1347   -0.4573    1.0806 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5449   -0.2249    1.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3158    2.8678    0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2804    3.7850   -0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563    5.1316    0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6784    5.5948    0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6937    4.6910    0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153    3.3946    0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9116    2.3127    0.6109 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9742   -4.6119    0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1672   -5.6711   -1.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3034   -4.4419   -1.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465   -2.3951   -0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2796   -0.1501    0.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7550   -1.0513   -0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7138    2.0158   -1.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2201    0.4017   -1.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2106    1.2412    1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5517   -0.3530    0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9972    0.9781   -0.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6237   -0.9475   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9955   -0.5947   -2.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4318   -2.9627   -1.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1370   -2.4676   -0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8499   -3.7707    0.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1512   -2.6683   -0.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7897   -1.9910    1.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4958   -2.1074    2.2603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0029   -1.0084    1.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7841    0.7973    1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0345   -0.3334    0.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192    3.5567   -0.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3565    5.8431    0.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529    6.6271    1.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6602    5.0563    1.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  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
  9 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
  8  3  1  0
 17 12  1  0
 24 19  1  0
 25  6  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10-[2-(1-Methyl-2-piperidyl)ethyl]-2-methylsulfanyl-phenothiazine	ChEBI
2-Methylmercapto-10-(2-(N-methyl-2-piperidyl)ethyl)phenothiazine	ChEBI
3-Methylmercapto-N-(2'-(N-methyl-2-piperidyl)ethyl)phenothiazine	ChEBI
Mallorol	ChEBI
Malloryl	ChEBI
Meleril	ChEBI
Mellaril	ChEBI
Mellaril-S	ChEBI
Mellerets	ChEBI
Mellerette	ChEBI
Melleril	ChEBI
Orsanil	ChEBI
Sonapax	ChEBI
Thioridazin	ChEBI
Thioridazinum	ChEBI
Tioridazina	ChEBI
10-[2-(1-Methyl-2-piperidyl)ethyl]-2-methylsulphanyl-phenothiazine	Generator
Thioridazine chloride	HMDB
ApoThioridazine	HMDB
Melleryl	HMDB
Pinewood brand OF thioridazine hydrochloride	HMDB
Thioridazine hydrochloride	HMDB
Neurazpharm brand OF thioridazine hydrochloride	HMDB
AWD.pharma brand OF thioridazine hydrochloride	HMDB
Aldazine	HMDB
Arzneimittelwerk dresden brand OF thioridazine	HMDB
DDSA brand OF thioridazine hydrochloride	HMDB
Rideril	HMDB
Thiozine	HMDB
Alphapharm brand OF thioridazine hydrochloride	HMDB
Apo thioridazine	HMDB
Clonmel brand OF thioridazine hydrochloride	HMDB
Melleretten	HMDB
Thioridazine HCL	HMDB
Thioridazine novartis brand	HMDB
Thioridazine neurazpharm	HMDB
Apo-thioridazine	HMDB
Apotex brand OF thioridazine hydrochloride	HMDB
Melzine	HMDB
Novartis brand OF thioridazine	HMDB
Roxane brand OF thioridazine hydrochloride	HMDB
Thioridazine-neurazpharm	HMDB
Thioridazineneurazpharm	HMDB

Chemical Formula

C₂₁H₂₆N₂S₂

Average Molecular Weight

370.575

Monoisotopic Molecular Weight

370.153740222

IUPAC Name

10-[2-(1-methylpiperidin-2-yl)ethyl]-2-(methylsulfanyl)-10H-phenothiazine

Traditional Name

thioridazine

CAS Registry Number

50-52-2

SMILES

CSC1=CC2=C(SC3=CC=CC=C3N2CCC2CCCCN2C)C=C1

InChI Identifier

InChI=1S/C21H26N2S2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(24-2)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3

InChI Key

KLBQZWRITKRQQV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazines

Sub Class

Phenothiazines

Direct Parent

Phenothiazines

Alternative Parents

Substituents

Phenothiazine
Alkyldiarylamine
Diarylthioether
Aryl thioether
Tertiary aliphatic/aromatic amine
Thiophenol ether
Alkylarylthioether
Piperidine
Para-thiazine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Thioether
Azacycle
Sulfenyl compound
Organopnictogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organosulfur compound
Organonitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenothiazines (CHEBI:9566 )
piperidines (CHEBI:9566 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014817)

Process

Not Available

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	73 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00086 g/L	Not Available
LogP	5.9	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	184.9	30932474
[M+H]+	Not Available	185.012	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001010

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00086 g/L	ALOGPS
logP	5.93	ALOGPS
logP	5.47	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Basic)	8.93	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	113.52 m³·mol⁻¹	ChemAxon
Polarizability	43.26 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]+	184.988	31661259
DarkChem	[M-H]-	180.72	31661259
DeepCCS	[M+H]+	188.381	30932474
DeepCCS	[M-H]-	186.023	30932474
DeepCCS	[M-2H]-	218.933	30932474
DeepCCS	[M+Na]+	194.474	30932474
AllCCS	[M+H]+	189.9	32859911
AllCCS	[M+H-H2O]+	187.2	32859911
AllCCS	[M+NH4]+	192.4	32859911
AllCCS	[M+Na]+	193.1	32859911
AllCCS	[M-H]-	188.0	32859911
AllCCS	[M+Na-2H]-	187.9	32859911
AllCCS	[M+HCOO]-	188.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thioridazine	CSC1=CC2=C(SC3=CC=CC=C3N2CCC2CCCCN2C)C=C1	4231.0	Standard polar	33892256
Thioridazine	CSC1=CC2=C(SC3=CC=CC=C3N2CCC2CCCCN2C)C=C1	3074.0	Standard non polar	33892256
Thioridazine	CSC1=CC2=C(SC3=CC=CC=C3N2CCC2CCCCN2C)C=C1	3073.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Thioridazine EI-B (Non-derivatized)	splash10-0002-9110000000-042dbd4f525abce007c0	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Thioridazine EI-B (Non-derivatized)	splash10-0002-9112000000-03a53f455eb75bee12b1	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Thioridazine CI-B (Non-derivatized)	splash10-00di-4539000000-9b298eff08d8aae4d50c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Thioridazine EI-B (Non-derivatized)	splash10-0002-9110000000-042dbd4f525abce007c0	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Thioridazine EI-B (Non-derivatized)	splash10-0002-9112000000-03a53f455eb75bee12b1	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Thioridazine CI-B (Non-derivatized)	splash10-00di-4539000000-9b298eff08d8aae4d50c	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thioridazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-052b-9133000000-5c5d51f787da054d1cd8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thioridazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thioridazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-006t-9552000000-ea4c5c56ee4333d0815a	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thioridazine LC-ESI-QTOF , positive-QTOF	splash10-00di-0009000000-72ae3160baada68a101c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thioridazine LC-ESI-QTOF , positive-QTOF	splash10-00di-1409000000-ca7f19c9476403b237f6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thioridazine LC-ESI-QTOF , positive-QTOF	splash10-004j-8920000000-1ac0f55aa083ad77c72b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thioridazine LC-ESI-QTOF , positive-QTOF	splash10-002b-9320000000-494b15b3b671ebe76be9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thioridazine LC-ESI-QTOF , positive-QTOF	splash10-0002-9220000000-e3e4ef2154cbee0f6852	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thioridazine , positive-QTOF	splash10-00di-0109000000-0729d6c8c352282a1d00	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thioridazine 40V, Positive-QTOF	splash10-0002-9300000000-7b3f963cdcb2b42af246	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thioridazine 20V, Positive-QTOF	splash10-00ba-4904000000-3d19a92d11da4536561a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thioridazine 50V, Positive-QTOF	splash10-0002-9220000000-e3e4ef2154cbee0f6852	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thioridazine 10V, Positive-QTOF	splash10-00di-0009000000-bff15ad076402d6c8d67	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thioridazine 20V, Positive-QTOF	splash10-00di-1409000000-ca7f19c9476403b237f6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thioridazine 10V, Positive-QTOF	splash10-00di-0009000000-72ae3160baada68a101c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thioridazine 30V, Positive-QTOF	splash10-004j-8920000000-1ac0f55aa083ad77c72b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thioridazine 40V, Positive-QTOF	splash10-002b-9320000000-494b15b3b671ebe76be9	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioridazine 10V, Positive-QTOF	splash10-00di-0109000000-598e54239d6d13ff6dd4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioridazine 20V, Positive-QTOF	splash10-00fr-3529000000-18e24c0e0b54472d7826	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioridazine 40V, Positive-QTOF	splash10-0a4m-9521000000-43949f1e3ce6dea95cbd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioridazine 10V, Negative-QTOF	splash10-00xs-3009000000-6a6f8dcd7ed070a5e1e3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioridazine 20V, Negative-QTOF	splash10-02mj-2297000000-57d37082170bc3391ec8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioridazine 40V, Negative-QTOF	splash10-0002-9100000000-8657369f1e7405e6943b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioridazine 10V, Positive-QTOF	splash10-00di-0009000000-b5f90a911ff7bb6a25ee	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioridazine 20V, Positive-QTOF	splash10-0092-9616000000-cb1233f7b165a2d465ff	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioridazine 40V, Positive-QTOF	splash10-0002-9010000000-d79d5f56e64b7d0e6a41	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioridazine 10V, Negative-QTOF	splash10-014i-0009000000-e1981bf8caf13296fc86	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioridazine 20V, Negative-QTOF	splash10-014i-0059000000-ba6507d64713944a5b65	2021-10-11	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 DB00679	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00679	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

DB00679

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5253

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Thioridazine

METLIN ID

Not Available

PubChem Compound

5452

PDB ID

Not Available

ChEBI ID

9566

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 12 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. 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

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

2. 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

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 2E1

General function:: Involved in monooxygenase activity
Specific function:: Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:: CYP2E1
Uniprot ID:: P05181
Molecular weight:: 56848.42

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

4. 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

Otani K, Aoshima T: Pharmacogenetics of classical and new antipsychotic drugs. Ther Drug Monit. 2000 Feb;22(1):118-21. [PubMed:10688273 ]
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

5. Cytochrome P450 1A2

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

References

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

Enzyme Details

6. Cytochrome P450 2C8

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. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

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. D(2) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
Gene Name:: DRD2
Uniprot ID:: P14416
Molecular weight:: 50618.9

References

Seeman P: Atypical neuroleptics: role of multiple receptors, endogenous dopamine, and receptor linkage. Acta Psychiatr Scand Suppl. 1990;358:14-20. [PubMed:1978482 ]
Assie MB, Sleight AJ, Koek W: Biphasic displacement of [3H]YM-09151-2 binding in the rat brain by thioridazine, risperidone and clozapine, but not by other antipsychotics. Eur J Pharmacol. 1993 Jun 24;237(2-3):183-9. [PubMed:7689973 ]
Dimpfel W, Spuler M, Wessel K: Different neuroleptics show common dose and time dependent effects in quantitative field potential analysis in freely moving rats. Psychopharmacology (Berl). 1992;107(2-3):195-202. [PubMed:1352051 ]
Barth VN, Chernet E, Martin LJ, Need AB, Rash KS, Morin M, Phebus LA: Comparison of rat dopamine D2 receptor occupancy for a series of antipsychotic drugs measured using radiolabeled or nonlabeled raclopride tracer. Life Sci. 2006 May 22;78(26):3007-12. Epub 2006 Jan 24. [PubMed:16434058 ]
Carey GJ, Bergman J: Discriminative-stimulus effects of clozapine in squirrel monkeys: comparison with conventional and novel antipsychotic drugs. Psychopharmacology (Berl). 1997 Aug;132(3):261-9. [PubMed:9292626 ]

Enzyme Details

8. Potassium voltage-gated channel subfamily H member 2

General function:: Involved in ion channel activity
Specific function:: Pore-forming (alpha) subunit of voltage-gated inwardly rectifying potassium channel. Channel properties are modulated by cAMP and subunit assembly. Mediates the rapidly activating component of the delayed rectifying potassium current in heart (IKr). Isoform 3 has no channel activity by itself, but modulates channel characteristics when associated with isoform 1
Gene Name:: KCNH2
Uniprot ID:: Q12809
Molecular weight:: 126653.5

References

Milnes JT, Witchel HJ, Leaney JL, Leishman DJ, Hancox JC: hERG K+ channel blockade by the antipsychotic drug thioridazine: An obligatory role for the S6 helix residue F656. Biochem Biophys Res Commun. 2006 Dec 8;351(1):273-80. Epub 2006 Oct 23. [PubMed:17056009 ]

Enzyme Details

9. 5-hydroxytryptamine receptor 2A

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. This receptor is involved in tracheal smooth muscle contraction, bronchoconstriction, and control of aldosterone production
Gene Name:: HTR2A
Uniprot ID:: P28223
Molecular weight:: 52602.6

References

Andree TH, Mikuni M, Tong CY, Koenig JI, Meltzer HY: Differential effect of subchronic treatment with various neuroleptic agents on serotonin2 receptors in rat cerebral cortex. J Neurochem. 1986 Jan;46(1):191-7. [PubMed:2866233 ]
Canton H, Verriele L, Millan MJ: Competitive antagonism of serotonin (5-HT)2C and 5-HT2A receptor-mediated phosphoinositide (PI) turnover by clozapine in the rat: a comparison to other antipsychotics. Neurosci Lett. 1994 Nov 7;181(1-2):65-8. [PubMed:7898773 ]
Burki HR: Binding of psychoactive drugs to rat brain amine receptors, measured ex vivo, and their effects on the metabolism of biogenic amines. Naunyn Schmiedebergs Arch Pharmacol. 1986 Mar;332(3):258-66. [PubMed:2423886 ]
Costall B, Naylor RJ: Behavioural interactions between 5-hydroxytryptophan, neuroleptic agents and 5-HT receptor antagonists in modifying rodent responding to aversive situations. Br J Pharmacol. 1995 Dec;116(7):2989-99. [PubMed:8680734 ]
Morisset S, Sahm UG, Traiffort E, Tardivel-Lacombe J, Arrang JM, Schwartz JC: Atypical neuroleptics enhance histamine turnover in brain via 5-Hydroxytryptamine2A receptor blockade. J Pharmacol Exp Ther. 1999 Feb;288(2):590-6. [PubMed:9918563 ]

Enzyme Details

10. Alpha-1A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system. Its effect is mediated by G(q) and G(11) proteins
Gene Name:: ADRA1A
Uniprot ID:: P35348
Molecular weight:: 51486.0

References

Sleight AJ, Koek W, Bigg DC: Binding of antipsychotic drugs at alpha 1A- and alpha 1B-adrenoceptors: risperidone is selective for the alpha 1B-adrenoceptors. Eur J Pharmacol. 1993 Jul 20;238(2-3):407-10. [PubMed:7691623 ]
Cahir M, King DJ: Antipsychotics lack alpha 1A/B adrenoceptor subtype selectivity in the rat. Eur Neuropsychopharmacol. 2005 Mar;15(2):231-4. [PubMed:15695070 ]

Only showing the first 10 proteins. There are 12 proteins in total.

Show all enzymes and transporters

Showing metabocard for Thioridazine (HMDB0014817)

MOL for HMDB0014817 (Thioridazine)

3D MOL for HMDB0014817 (Thioridazine)

3D SDF for HMDB0014817 (Thioridazine)

3D-SDF for HMDB0014817 (Thioridazine)

PDB for HMDB0014817 (Thioridazine)

3D PDB for HMDB0014817 (Thioridazine)

SMILES for HMDB0014817 (Thioridazine)

INCHI for HMDB0014817 (Thioridazine)

Structure for HMDB0014817 (Thioridazine)

3D Structure for HMDB0014817 (Thioridazine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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