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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:06:43 UTC

Update Date

2021-09-26 23:01:25 UTC

HMDB ID

HMDB0250136

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Chlorprothixene sulfoxide

Description

Chlorprothixene sulfoxide 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. Based on a literature review very few articles have been published on Chlorprothixene sulfoxide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Chlorprothixene sulfoxide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Chlorprothixene sulfoxide is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0250136
     RDKit          3D
Chlorprothixene sulfoxide
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.4648   -0.8510   -0.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8807   -0.3095    0.1990 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7441   -0.2208    1.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5178   -0.5982    0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6569    0.1876   -0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2756   -0.1079   -0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9621    0.1258   -0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5113    1.4755   -0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6552    2.5204   -0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288    3.8319   -0.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3043    4.1884   -0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1886    3.1896    0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7552    1.8961    0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9203    0.6921    0.5218 S   0  0  0  0  0  4  0  0  0  0  0  0
   -5.1553    0.8094   -0.3728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1642   -0.8800    0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9881   -1.9351    0.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5086   -3.2375    0.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2060   -3.4137    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5005   -5.0411    0.4285 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3841   -2.3367    0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8567   -1.0191    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7476   -0.1093   -1.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8881   -1.6960   -1.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4421   -1.3293   -0.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5898    0.6767    1.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8045   -0.1856    0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6221   -1.1582    1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1585   -0.3459    1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3307   -1.6764    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0404    1.2128   -0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0693   -0.1332   -1.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3157   -1.3244   -0.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3283    2.2904   -1.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3368    4.5850   -1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6603    5.2097   -0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1987    3.4680    0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -1.8061    0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1709   -4.0533    0.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3913   -2.5911   -0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22  7  1  0
 13  8  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 17 38  1  0
 18 39  1  0
 21 40  1  0
M  END

  Mrv1652309112109072D          

 22 24  0  0  0  0            999 V2000
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250136

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCC=C1C2=CC=CC=C2S(=O)C2=C1C=C(Cl)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C18H18ClNOS/c1-20(2)11-5-7-14-15-6-3-4-8-17(15)22(21)18-10-9-13(19)12-16(14)18/h3-4,6-10,12H,5,11H2,1-2H3

> <INCHI_KEY>
FIRHWYHHSBEFJB-UHFFFAOYSA-N

> <FORMULA>
C18H18ClNOS

> <MOLECULAR_WEIGHT>
331.86

> <EXACT_MASS>
331.0797631

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
36.47267059062716

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-chloro-9-[3-(dimethylamino)propylidene]-9H-10lambda4-thioxanthen-10-one

> <ALOGPS_LOGP>
3.70

> <JCHEM_LOGP>
3.691824306

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.060738610548038

> <JCHEM_POLAR_SURFACE_AREA>
20.310000000000002

> <JCHEM_REFRACTIVITY>
106.02959999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.67e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-chloro-9-[3-(dimethylamino)propylidene]-10lambda4-thioxanthen-10-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0250136
     RDKit          3D
Chlorprothixene sulfoxide
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.4648   -0.8510   -0.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8807   -0.3095    0.1990 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7441   -0.2208    1.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5178   -0.5982    0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6569    0.1876   -0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2756   -0.1079   -0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9621    0.1258   -0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5113    1.4755   -0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6552    2.5204   -0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288    3.8319   -0.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3043    4.1884   -0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1886    3.1896    0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7552    1.8961    0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9203    0.6921    0.5218 S   0  0  0  0  0  4  0  0  0  0  0  0
   -5.1553    0.8094   -0.3728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1642   -0.8800    0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9881   -1.9351    0.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5086   -3.2375    0.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2060   -3.4137    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5005   -5.0411    0.4285 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3841   -2.3367    0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8567   -1.0191    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7476   -0.1093   -1.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8881   -1.6960   -1.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4421   -1.3293   -0.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5898    0.6767    1.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8045   -0.1856    0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6221   -1.1582    1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1585   -0.3459    1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3307   -1.6764    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0404    1.2128   -0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0693   -0.1332   -1.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3157   -1.3244   -0.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3283    2.2904   -1.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3368    4.5850   -1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6603    5.2097   -0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1987    3.4680    0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -1.8061    0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1709   -4.0533    0.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3913   -2.5911   -0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22  7  1  0
 13  8  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 17 38  1  0
 18 39  1  0
 21 40  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.668  -5.390   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0       4.001   2.310   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   22 Cl   UNK     0      -1.334  -0.770   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   17                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   21                                                  
CONECT   17   16    7   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0250136
HETATM    1  C1  UNL     1       4.465  -0.851  -0.978  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.881  -0.309   0.199  1.00  0.00           N  
HETATM    3  C2  UNL     1       4.744  -0.221   1.312  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.518  -0.598   0.411  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.657   0.188  -0.621  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.276  -0.108  -0.463  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.962   0.126  -0.314  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.511   1.476  -0.286  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.655   2.520  -0.691  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.029   3.832  -0.742  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.304   4.188  -0.388  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.189   3.190   0.009  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.755   1.896   0.042  1.00  0.00           C  
HETATM   14  S1  UNL     1      -3.920   0.692   0.522  1.00  0.00           S  
HETATM   15  O1  UNL     1      -5.155   0.809  -0.373  1.00  0.00           O  
HETATM   16  C13 UNL     1      -3.164  -0.880   0.395  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.988  -1.935   0.725  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.509  -3.238   0.733  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.206  -3.414   0.403  1.00  0.00           C  
HETATM   20 CL1  UNL     1      -1.501  -5.041   0.428  1.00  0.00          CL  
HETATM   21  C17 UNL     1      -1.384  -2.337   0.068  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.857  -1.019   0.054  1.00  0.00           C  
HETATM   23  H1  UNL     1       4.748  -0.109  -1.755  1.00  0.00           H  
HETATM   24  H2  UNL     1       3.888  -1.696  -1.410  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.442  -1.329  -0.665  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.590   0.677   1.950  1.00  0.00           H  
HETATM   27  H5  UNL     1       5.804  -0.186   0.983  1.00  0.00           H  
HETATM   28  H6  UNL     1       4.622  -1.158   1.926  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.159  -0.346   1.404  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.331  -1.676   0.231  1.00  0.00           H  
HETATM   31  H9  UNL     1       2.040   1.213  -0.483  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.069  -0.133  -1.606  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.316  -1.324  -0.717  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.328   2.290  -1.010  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.337   4.585  -1.041  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.660   5.210  -0.388  1.00  0.00           H  
HETATM   37  H15 UNL     1      -4.199   3.468   0.310  1.00  0.00           H  
HETATM   38  H16 UNL     1      -5.030  -1.806   0.986  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.171  -4.053   0.988  1.00  0.00           H  
HETATM   40  H18 UNL     1      -0.391  -2.591  -0.150  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4
CONECT    3   26   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7    7   33
CONECT    7    8   22
CONECT    8    9    9   13
CONECT    9   10   34
CONECT   10   11   11   35
CONECT   11   12   36
CONECT   12   13   13   37
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   17   17   22
CONECT   17   18   38
CONECT   18   19   19   39
CONECT   19   20   21
CONECT   21   22   22   40
END

HMDB0250136
     RDKit          3D
Chlorprothixene sulfoxide
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.4648   -0.8510   -0.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8807   -0.3095    0.1990 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7441   -0.2208    1.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5178   -0.5982    0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6569    0.1876   -0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2756   -0.1079   -0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9621    0.1258   -0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5113    1.4755   -0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6552    2.5204   -0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288    3.8319   -0.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3043    4.1884   -0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1886    3.1896    0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7552    1.8961    0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9203    0.6921    0.5218 S   0  0  0  0  0  4  0  0  0  0  0  0
   -5.1553    0.8094   -0.3728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1642   -0.8800    0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9881   -1.9351    0.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5086   -3.2375    0.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2060   -3.4137    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5005   -5.0411    0.4285 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3841   -2.3367    0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8567   -1.0191    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7476   -0.1093   -1.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8881   -1.6960   -1.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4421   -1.3293   -0.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5898    0.6767    1.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8045   -0.1856    0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6221   -1.1582    1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1585   -0.3459    1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3307   -1.6764    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0404    1.2128   -0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0693   -0.1332   -1.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3157   -1.3244   -0.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3283    2.2904   -1.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3368    4.5850   -1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6603    5.2097   -0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1987    3.4680    0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -1.8061    0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1709   -4.0533    0.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3913   -2.5911   -0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22  7  1  0
 13  8  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 17 38  1  0
 18 39  1  0
 21 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Chlorprothixene sulphoxide	Generator

Chemical Formula

C₁₈H₁₈ClNOS

Average Molecular Weight

331.86

Monoisotopic Molecular Weight

331.0797631

IUPAC Name

2-chloro-9-[3-(dimethylamino)propylidene]-9H-10lambda4-thioxanthen-10-one

Traditional Name

2-chloro-9-[3-(dimethylamino)propylidene]-10lambda4-thioxanthen-10-one

CAS Registry Number

Not Available

SMILES

CN(C)CCC=C1C2=CC=CC=C2S(=O)C2=C1C=C(Cl)C=C2

InChI Identifier

InChI=1S/C18H18ClNOS/c1-20(2)11-5-7-14-15-6-3-4-8-17(15)22(21)18-10-9-13(19)12-16(14)18/h3-4,6-10,12H,5,11H2,1-2H3

InChI Key

FIRHWYHHSBEFJB-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
Aryl chloride
Aryl halide
Benzenoid
Sulfoxide
Tertiary amine
Tertiary aliphatic amine
Sulfinyl compound
Organic oxide
Amine
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.7	ALOGPS
logP	3.69	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	9.06	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	20.31 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	106.03 m³·mol⁻¹	ChemAxon
Polarizability	36.47 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DeepCCS	[M+H]+	171.756	30932474
DeepCCS	[M-H]-	169.398	30932474
DeepCCS	[M-2H]-	202.284	30932474
DeepCCS	[M+Na]+	177.849	30932474
AllCCS	[M+H]+	174.8	32859911
AllCCS	[M+H-H2O]+	171.8	32859911
AllCCS	[M+NH4]+	177.5	32859911
AllCCS	[M+Na]+	178.3	32859911
AllCCS	[M-H]-	174.0	32859911
AllCCS	[M+Na-2H]-	173.5	32859911
AllCCS	[M+HCOO]-	173.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chlorprothixene sulfoxide	CN(C)CCC=C1C2=CC=CC=C2S(=O)C2=C1C=C(Cl)C=C2	3685.0	Standard polar	33892256
Chlorprothixene sulfoxide	CN(C)CCC=C1C2=CC=CC=C2S(=O)C2=C1C=C(Cl)C=C2	2753.3	Standard non polar	33892256
Chlorprothixene sulfoxide	CN(C)CCC=C1C2=CC=CC=C2S(=O)C2=C1C=C(Cl)C=C2	2604.8	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 - Chlorprothixene sulfoxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9111000000-76ea04b6487d0a4a902b	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chlorprothixene sulfoxide 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 - Chlorprothixene sulfoxide 10V, Positive-QTOF	splash10-001i-0039000000-a57e720c5d2b0d21117c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorprothixene sulfoxide 20V, Positive-QTOF	splash10-001i-0096000000-bcec71763144355ccd44	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorprothixene sulfoxide 40V, Positive-QTOF	splash10-0a4r-1190000000-4e1b71ad2a6d43f7476a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorprothixene sulfoxide 10V, Negative-QTOF	splash10-001i-0089000000-a2bd2f66978732333096	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorprothixene sulfoxide 20V, Negative-QTOF	splash10-001i-0097000000-9b1ebe3ec8ed3339a756	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorprothixene sulfoxide 40V, Negative-QTOF	splash10-00gi-3090000000-5adfc819a97e1060a12f	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

165822

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Chlorprothixene sulfoxide (HMDB0250136)

MOL for HMDB0250136 (Chlorprothixene sulfoxide)

3D MOL for HMDB0250136 (Chlorprothixene sulfoxide)

3D SDF for HMDB0250136 (Chlorprothixene sulfoxide)

3D-SDF for HMDB0250136 (Chlorprothixene sulfoxide)

PDB for HMDB0250136 (Chlorprothixene sulfoxide)

3D PDB for HMDB0250136 (Chlorprothixene sulfoxide)

SMILES for HMDB0250136 (Chlorprothixene sulfoxide)

INCHI for HMDB0250136 (Chlorprothixene sulfoxide)

Structure for HMDB0250136 (Chlorprothixene sulfoxide)

3D Structure for HMDB0250136 (Chlorprothixene sulfoxide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra