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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:09:15 UTC

Update Date

2021-09-26 23:12:26 UTC

HMDB ID

HMDB0256623

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pizotifen

Description

Pizotifen, also known as pizotyline or sandomigran, belongs to the class of organic compounds known as cycloheptathiophenes. These are polycyclic compounds containing a thiophene ring fused to a 7 member carbocyclic moiety. Thiophene is 5-membered ring consisting of four carbon atoms and one sulfur atom. Based on a literature review very few articles have been published on Pizotifen. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pizotifen is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pizotifen 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

HMDB0256623
     RDKit          3D
Pizotifen
 42 45  0  0  0  0  0  0  0  0999 V2000
    4.5292   -0.7588    0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6620    0.3041    0.0889 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0030   -0.0054   -1.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7393   -0.8182   -0.7783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6774    0.0587   -0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5677   -0.0790   -0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4173    1.0104    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9654    2.2601   -0.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6493    3.3409    0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7539    3.0775    1.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1856    1.8156    1.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5032    0.7213    0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0584   -0.5774    1.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2207   -1.6779    0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2963   -1.8749   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5384   -3.1365   -1.8044 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383   -2.8110   -2.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6375   -1.7310   -2.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1891   -1.2631   -1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3859    1.1257    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6738    0.5441    1.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7119   -0.8298    1.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5389   -0.5429    0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018   -1.7360    0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6677    0.8566   -1.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6554   -0.6836   -1.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0832   -1.4418    0.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6648   -1.5859   -1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1254    2.2848   -0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3110    4.3259    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2862    3.9508    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0306    1.6069    2.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3131   -0.9090    2.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0361   -0.3757    1.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1231   -2.6442    1.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2990   -1.7481    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9177   -3.3194   -3.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2365   -1.2567   -2.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8898    1.8902   -0.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8402    1.4973    1.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4588   -0.2584    1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0438    1.3940    1.7110 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  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
  5 20  1  0
 20 21  1  0
 21  2  1  0
 19  6  1  0
 12  7  1  0
 19 15  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
M  END


  Mrv1572004221603212D          

 21 24  0  0  0  0            999 V2000
    3.5723   -4.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8459    0.0465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6713   -0.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2349    0.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8857   -1.0118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9277    0.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1028    0.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8349   -2.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2637   -2.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0847   -0.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8441   -2.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2729   -2.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4574   -0.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4493    0.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5447   -1.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2747   -0.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7882   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956    0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5354   -0.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5631   -3.2985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7732    0.3929    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  4  2  0  0  0  0
 14  6  1  0  0  0  0
 15  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16  5  2  0  0  0  0
 16 14  1  0  0  0  0
 17 10  1  0  0  0  0
 18  7  1  0  0  0  0
 18 17  2  0  0  0  0
 19 15  2  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20  1  1  0  0  0  0
 20 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 21 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256623

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCC(CC1)=C1C2=C(CCC3=CC=CC=C13)SC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C19H21NS/c1-20-11-8-15(9-12-20)19-16-5-3-2-4-14(16)6-7-18-17(19)10-13-21-18/h2-5,10,13H,6-9,11-12H2,1H3

> <INCHI_KEY>
FIADGNVRKBPQEU-UHFFFAOYSA-N

> <FORMULA>
C19H21NS

> <MOLECULAR_WEIGHT>
295.44

> <EXACT_MASS>
295.139470854

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.3560719512461

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-methyl-4-{6-thiatricyclo[8.4.0.0³,⁷]tetradeca-1(14),3(7),4,10,12-pentaen-2-ylidene}piperidine

> <ALOGPS_LOGP>
4.70

> <JCHEM_LOGP>
4.492244676666665

> <ALOGPS_LOGS>
-4.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.975457780447228

> <JCHEM_POLAR_SURFACE_AREA>
3.24

> <JCHEM_REFRACTIVITY>
101.1015

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.06e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
litec

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0256623
     RDKit          3D
Pizotifen
 42 45  0  0  0  0  0  0  0  0999 V2000
    4.5292   -0.7588    0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6620    0.3041    0.0889 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0030   -0.0054   -1.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7393   -0.8182   -0.7783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6774    0.0587   -0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5677   -0.0790   -0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4173    1.0104    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9654    2.2601   -0.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6493    3.3409    0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7539    3.0775    1.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1856    1.8156    1.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5032    0.7213    0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0584   -0.5774    1.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2207   -1.6779    0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2963   -1.8749   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5384   -3.1365   -1.8044 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383   -2.8110   -2.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6375   -1.7310   -2.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1891   -1.2631   -1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3859    1.1257    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6738    0.5441    1.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7119   -0.8298    1.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5389   -0.5429    0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018   -1.7360    0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6677    0.8566   -1.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6554   -0.6836   -1.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0832   -1.4418    0.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6648   -1.5859   -1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1254    2.2848   -0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3110    4.3259    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2862    3.9508    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0306    1.6069    2.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3131   -0.9090    2.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0361   -0.3757    1.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1231   -2.6442    1.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2990   -1.7481    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9177   -3.3194   -3.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2365   -1.2567   -2.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8898    1.8902   -0.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8402    1.4973    1.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4588   -0.2584    1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0438    1.3940    1.7110 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  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
  5 20  1  0
 20 21  1  0
 21  2  1  0
 19  6  1  0
 12  7  1  0
 19 15  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0       6.668  -7.697   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.912   0.087   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.586  -1.418   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.772   1.122   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.120  -1.889   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.332   1.844   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.792   1.827   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.292  -3.862   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.959  -3.833   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.892  -1.690   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.309  -5.402   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.976  -5.372   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.721  -0.689   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.305   0.651   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.617  -3.077   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.979  -0.854   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.205  -0.885   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.845   0.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.599  -1.538   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       6.651  -6.157   0.000  0.00  0.00           N+0
HETATM   21  S   UNK     0       3.310   0.733   0.000  0.00  0.00           S+0
CONECT    1   20                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2   14                                                       
CONECT    5    3   16                                                       
CONECT    6    7   14                                                       
CONECT    7    6   18                                                       
CONECT    8   11   15                                                       
CONECT    9   12   15                                                       
CONECT   10   13   17                                                       
CONECT   11    8   20                                                       
CONECT   12    9   20                                                       
CONECT   13   10   21                                                       
CONECT   14    4    6   16                                                  
CONECT   15    8    9   19                                                  
CONECT   16    5   14   19                                                  
CONECT   17   10   18   19                                                  
CONECT   18    7   17   21                                                  
CONECT   19   15   16   17                                                  
CONECT   20    1   11   12                                                  
CONECT   21   13   18                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0256623
HETATM    1  C1  UNL     1       4.529  -0.759   0.486  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.662   0.304   0.089  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.003  -0.005  -1.161  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.739  -0.818  -0.778  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.677   0.059  -0.309  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.568  -0.079  -0.436  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.417   1.010   0.177  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.965   2.260  -0.163  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.649   3.341   0.343  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.754   3.078   1.164  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.186   1.816   1.487  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.503   0.721   0.985  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.058  -0.577   1.437  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.221  -1.678   0.511  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.296  -1.875  -0.633  1.00  0.00           C  
HETATM   16  S1  UNL     1      -2.538  -3.137  -1.804  1.00  0.00           S  
HETATM   17  C15 UNL     1      -1.238  -2.811  -2.850  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.638  -1.731  -2.276  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.189  -1.263  -1.137  1.00  0.00           C  
HETATM   20  C18 UNL     1       1.386   1.126   0.436  1.00  0.00           C  
HETATM   21  C19 UNL     1       2.674   0.544   1.109  1.00  0.00           C  
HETATM   22  H1  UNL     1       4.712  -0.830   1.568  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.539  -0.543   0.027  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.202  -1.736   0.078  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.668   0.857  -1.740  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.655  -0.684  -1.737  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.083  -1.442   0.175  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.665  -1.586  -1.465  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.125   2.285  -0.827  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.311   4.326   0.092  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.286   3.951   1.557  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.031   1.607   2.114  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.313  -0.909   2.243  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.036  -0.376   1.953  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.123  -2.644   1.104  1.00  0.00           H  
HETATM   36  H15 UNL     1      -4.299  -1.748   0.154  1.00  0.00           H  
HETATM   37  H16 UNL     1      -0.918  -3.319  -3.778  1.00  0.00           H  
HETATM   38  H17 UNL     1       0.237  -1.257  -2.796  1.00  0.00           H  
HETATM   39  H18 UNL     1       1.890   1.890  -0.199  1.00  0.00           H  
HETATM   40  H19 UNL     1       0.840   1.497   1.297  1.00  0.00           H  
HETATM   41  H20 UNL     1       2.459  -0.258   1.793  1.00  0.00           H  
HETATM   42  H21 UNL     1       3.044   1.394   1.711  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   21
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6    6   20
CONECT    6    7   19
CONECT    7    8    8   12
CONECT    8    9   29
CONECT    9   10   10   30
CONECT   10   11   31
CONECT   11   12   12   32
CONECT   12   13
CONECT   13   14   33   34
CONECT   14   15   35   36
CONECT   15   16   19   19
CONECT   16   17
CONECT   17   18   18   37
CONECT   18   19   38
CONECT   20   21   39   40
CONECT   21   41   42
END

HMDB0256623
     RDKit          3D
Pizotifen
 42 45  0  0  0  0  0  0  0  0999 V2000
    4.5292   -0.7588    0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6620    0.3041    0.0889 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0030   -0.0054   -1.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7393   -0.8182   -0.7783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6774    0.0587   -0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5677   -0.0790   -0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4173    1.0104    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9654    2.2601   -0.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6493    3.3409    0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7539    3.0775    1.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1856    1.8156    1.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5032    0.7213    0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0584   -0.5774    1.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2207   -1.6779    0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2963   -1.8749   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5384   -3.1365   -1.8044 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383   -2.8110   -2.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6375   -1.7310   -2.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1891   -1.2631   -1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3859    1.1257    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6738    0.5441    1.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7119   -0.8298    1.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5389   -0.5429    0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018   -1.7360    0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6677    0.8566   -1.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6554   -0.6836   -1.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0832   -1.4418    0.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6648   -1.5859   -1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1254    2.2848   -0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3110    4.3259    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2862    3.9508    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0306    1.6069    2.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3131   -0.9090    2.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0361   -0.3757    1.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1231   -2.6442    1.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2990   -1.7481    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9177   -3.3194   -3.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2365   -1.2567   -2.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8898    1.8902   -0.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8402    1.4973    1.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4588   -0.2584    1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0438    1.3940    1.7110 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  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
  5 20  1  0
 20 21  1  0
 21  2  1  0
 19  6  1  0
 12  7  1  0
 19 15  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Pizotifene	ChEBI
Pizotifeno	ChEBI
Pizotifenum	ChEBI
Pizotyline	ChEBI
Sandomigran	Kegg
Pizotifen	MeSH
Polomigran	MeSH

Chemical Formula

C₁₉H₂₁NS

Average Molecular Weight

295.44

Monoisotopic Molecular Weight

295.139470854

IUPAC Name

1-methyl-4-{6-thiatricyclo[8.4.0.0³,⁷]tetradeca-1(14),3(7),4,10,12-pentaen-2-ylidene}piperidine

Traditional Name

litec

CAS Registry Number

Not Available

SMILES

CN1CCC(CC1)=C1C2=C(CCC3=CC=CC=C13)SC=C2

InChI Identifier

InChI=1S/C19H21NS/c1-20-11-8-15(9-12-20)19-16-5-3-2-4-14(16)6-7-18-17(19)10-13-21-18/h2-5,10,13H,6-9,11-12H2,1H3

InChI Key

FIADGNVRKBPQEU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cycloheptathiophenes. These are polycyclic compounds containing a thiophene ring fused to a 7 member carbocyclic moiety. Thiophene is 5-membered ring consisting of four carbon atoms and one sulfur atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Cycloheptathiophenes

Sub Class

Not Available

Direct Parent

Cycloheptathiophenes

Alternative Parents

Substituents

Cycloheptathiophene
Benzenoid
Piperidine
Heteroaromatic compound
Thiophene
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzocycloheptathiophene (CHEBI:50212 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.7	ALOGPS
logP	4.49	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	7.98	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	0	ChemAxon
Refractivity	101.1 m³·mol⁻¹	ChemAxon
Polarizability	34.36 Å³	ChemAxon
Number of Rings	4	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-2H]-	202.473	30932474
DeepCCS	[M+Na]+	178.039	30932474
AllCCS	[M+H]+	170.9	32859911
AllCCS	[M+H-H2O]+	167.5	32859911
AllCCS	[M+NH4]+	174.1	32859911
AllCCS	[M+Na]+	175.0	32859911
AllCCS	[M-H]-	176.9	32859911
AllCCS	[M+Na-2H]-	176.2	32859911
AllCCS	[M+HCOO]-	175.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pizotifen	CN1CCC(CC1)=C1C2=C(CCC3=CC=CC=C13)SC=C2	3581.0	Standard polar	33892256
Pizotifen	CN1CCC(CC1)=C1C2=C(CCC3=CC=CC=C13)SC=C2	2379.7	Standard non polar	33892256
Pizotifen	CN1CCC(CC1)=C1C2=C(CCC3=CC=CC=C13)SC=C2	2417.9	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 - Pizotifen GC-MS (Non-derivatized) - 70eV, Positive	splash10-001a-1290000000-48f94071621397e673d5	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pizotifen 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pizotifen 35V, Positive-QTOF	splash10-0002-9470000000-05adfff1af0352bc8f3d	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pizotifen 10V, Positive-QTOF	splash10-0002-1190000000-6de3fd6e80737b451c90	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pizotifen 20V, Positive-QTOF	splash10-0002-2590000000-d6f195e32b8585cab267	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pizotifen 40V, Positive-QTOF	splash10-007k-9580000000-dc71fd2897b493600c67	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pizotifen 10V, Negative-QTOF	splash10-0006-0090000000-1b6fa0245085077dc8e9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pizotifen 20V, Negative-QTOF	splash10-0006-1090000000-6eced7dde6bc41d29ed9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pizotifen 40V, Negative-QTOF	splash10-0a4i-9150000000-366f1a4ec48525508b16	2016-08-03	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

DB06153

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

25497

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pizotifen

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

50212

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 Pizotifen (HMDB0256623)

MOL for HMDB0256623 (Pizotifen)

3D MOL for HMDB0256623 (Pizotifen)

3D SDF for HMDB0256623 (Pizotifen)

3D-SDF for HMDB0256623 (Pizotifen)

PDB for HMDB0256623 (Pizotifen)

3D PDB for HMDB0256623 (Pizotifen)

SMILES for HMDB0256623 (Pizotifen)

INCHI for HMDB0256623 (Pizotifen)

Structure for HMDB0256623 (Pizotifen)

3D Structure for HMDB0256623 (Pizotifen)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra