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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-15 18:25:31 UTC

Update Date

2019-07-23 07:14:46 UTC

HMDB ID

HMDB0060646

Secondary Accession Numbers

HMDB60646

Metabolite Identification

Common Name

Nor-ketotifen

Description

Nor-ketotifen is a metabolite of ketotifen. Ketotifen is a second-generation H1-antihistamine and mast cell stabilizer. It is most commonly sold in as a salt of fumaric acid, ketotifen fumarate, and is available in two forms. In its ophthalmic form, it is used to treat allergic conjunctivitis, or the itchy red eyes caused by allergies. In its oral form, it is used to prevent asthma attacks. Side effects include drowsiness, weight gain, dry mouth, irritability, and increased nosebleeds. (Wikipedia)

Structure

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

HMDB0060646
     RDKit          3D
Nor-ketotifen
 38 41  0  0  0  0  0  0  0  0999 V2000
   -3.4719    2.9877   -0.7699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5821    2.0667   -0.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6932    0.9511   -1.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2748   -0.3340   -1.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1114   -1.3835   -1.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8459   -2.6319   -0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7827   -2.9338    0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9720   -1.8774    0.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120   -0.6115   -0.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1958    0.3371    0.3425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0271    0.0260    0.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4817   -1.1859   -0.5631 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763   -1.8219    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7958   -0.8908    0.1343 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3891    0.4361   -0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1986    0.8570    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5866    1.6679    0.9423 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0728    2.2037    1.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3385    3.4421    2.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6414    3.8105    1.3751 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426    2.3935    0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7443    0.8361   -1.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0047    1.1473   -2.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9682   -1.2079   -2.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4952   -3.4595   -1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5990   -3.9286    0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1276   -1.9679    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017   -0.8128   -1.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8072   -1.9294   -0.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8817   -2.7760   -0.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4132   -2.0200    1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6084   -1.2255   -0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2255    1.1111    0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2326    0.5760   -1.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378    0.5740    1.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0251    1.9013    0.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9050    1.6560    2.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1104    4.0173    3.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 10 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21  2  1  0
  9  4  1  0
 16 11  1  0
 21 17  2  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 18 37  1  0
 19 38  1  0
M  END

  Mrv0541 06151311252D          

 21 24  0  0  0  0            999 V2000
    2.7365    1.7181    0.0000 O   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
    3.9277    0.9881    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
    5.2349    0.6008    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
    4.8857   -1.0118    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
    3.5354   -0.8237    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
    1.7732    0.3929    0.0000 S   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
    2.0847   -0.9051    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
    4.2637   -2.0531    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
    3.5631   -3.2985    0.0000 N   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
    2.8349   -2.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 11 15  1  0  0  0  0
 10 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060646

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1CC2=CC=CC=C2C(C2=C1SC=C2)=C1CCNCC1

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NOS/c20-16-11-13-3-1-2-4-14(13)17(12-5-8-19-9-6-12)15-7-10-21-18(15)16/h1-4,7,10,19H,5-6,8-9,11H2

> <INCHI_KEY>
IYSYPCSSDZBWHN-UHFFFAOYSA-N

> <FORMULA>
C18H17NOS

> <MOLECULAR_WEIGHT>
295.399

> <EXACT_MASS>
295.103084861

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
32.27732813219913

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(piperidin-4-ylidene)-6-thiatricyclo[8.4.0.0³,⁷]tetradeca-1(14),3(7),4,10,12-pentaen-8-one

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
2.964821385666666

> <ALOGPS_LOGS>
-4.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.300322090741648

> <JCHEM_PKA_STRONGEST_BASIC>
9.628245751742508

> <JCHEM_POLAR_SURFACE_AREA>
29.1

> <JCHEM_REFRACTIVITY>
96.43929999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.21e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(piperidin-4-ylidene)-6-thiatricyclo[8.4.0.0³,⁷]tetradeca-1(14),3(7),4,10,12-pentaen-8-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0060646
     RDKit          3D
Nor-ketotifen
 38 41  0  0  0  0  0  0  0  0999 V2000
   -3.4719    2.9877   -0.7699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5821    2.0667   -0.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6932    0.9511   -1.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2748   -0.3340   -1.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1114   -1.3835   -1.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8459   -2.6319   -0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7827   -2.9338    0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9720   -1.8774    0.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120   -0.6115   -0.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1958    0.3371    0.3425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0271    0.0260    0.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4817   -1.1859   -0.5631 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763   -1.8219    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7958   -0.8908    0.1343 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3891    0.4361   -0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1986    0.8570    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5866    1.6679    0.9423 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0728    2.2037    1.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3385    3.4421    2.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6414    3.8105    1.3751 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426    2.3935    0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7443    0.8361   -1.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0047    1.1473   -2.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9682   -1.2079   -2.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4952   -3.4595   -1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5990   -3.9286    0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1276   -1.9679    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017   -0.8128   -1.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8072   -1.9294   -0.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8817   -2.7760   -0.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4132   -2.0200    1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6084   -1.2255   -0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2255    1.1111    0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2326    0.5760   -1.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378    0.5740    1.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0251    1.9013    0.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9050    1.6560    2.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1104    4.0173    3.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 10 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21  2  1  0
  9  4  1  0
 16 11  1  0
 21 17  2  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 18 37  1  0
 19 38  1  0
M  END

HEADER    PROTEIN                                 15-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JUN-13         0                                  
HETATM    1  O   UNK     0       5.108   3.207   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.792   1.827   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.332   1.844   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.305   0.651   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.772   1.121   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.912   0.087   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.586  -1.418   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.120  -1.889   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.979  -0.854   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.599  -1.538   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.205  -0.885   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.845   0.612   0.000  0.00  0.00           C+0
HETATM   13  S   UNK     0       3.310   0.733   0.000  0.00  0.00           S+0
HETATM   14  C   UNK     0       2.720  -0.689   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.891  -1.690   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.617  -3.078   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.959  -3.832   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.976  -5.372   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       6.651  -6.157   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       5.309  -5.402   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.292  -3.862   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11    2   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   11                                                       
CONECT   16   10   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0060646
HETATM    1  O1  UNL     1      -3.472   2.988  -0.770  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.582   2.067  -0.676  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.693   0.951  -1.619  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.275  -0.334  -1.007  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.111  -1.384  -1.345  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.846  -2.632  -0.839  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.783  -2.934   0.005  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.972  -1.877   0.324  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.212  -0.612  -0.172  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.196   0.337   0.343  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.027   0.026   0.148  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.482  -1.186  -0.563  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.676  -1.822   0.136  1.00  0.00           C  
HETATM   14  N1  UNL     1       3.796  -0.891   0.134  1.00  0.00           N  
HETATM   15  C13 UNL     1       3.389   0.436  -0.253  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.199   0.857   0.631  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.587   1.668   0.942  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.073   2.204   1.960  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.339   3.442   2.401  1.00  0.00           C  
HETATM   20  S1  UNL     1      -1.641   3.811   1.375  1.00  0.00           S  
HETATM   21  C18 UNL     1      -1.643   2.393   0.406  1.00  0.00           C  
HETATM   22  H1  UNL     1      -3.744   0.836  -1.954  1.00  0.00           H  
HETATM   23  H2  UNL     1      -2.005   1.147  -2.472  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.968  -1.208  -2.007  1.00  0.00           H  
HETATM   25  H4  UNL     1      -3.495  -3.460  -1.099  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.599  -3.929   0.385  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.128  -1.968   1.001  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.902  -0.813  -1.610  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.807  -1.929  -0.882  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.882  -2.776  -0.352  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.413  -2.020   1.189  1.00  0.00           H  
HETATM   32  H11 UNL     1       4.608  -1.225  -0.399  1.00  0.00           H  
HETATM   33  H12 UNL     1       4.226   1.111   0.074  1.00  0.00           H  
HETATM   34  H13 UNL     1       3.233   0.576  -1.305  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.538   0.574   1.634  1.00  0.00           H  
HETATM   36  H15 UNL     1       2.025   1.901   0.528  1.00  0.00           H  
HETATM   37  H16 UNL     1       0.905   1.656   2.475  1.00  0.00           H  
HETATM   38  H17 UNL     1       0.110   4.017   3.233  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   21
CONECT    3    4   22   23
CONECT    4    5    5    9
CONECT    5    6   24
CONECT    6    7    7   25
CONECT    7    8   26
CONECT    8    9    9   27
CONECT    9   10
CONECT   10   11   11   17
CONECT   11   12   16
CONECT   12   13   28   29
CONECT   13   14   30   31
CONECT   14   15   32
CONECT   15   16   33   34
CONECT   16   35   36
CONECT   17   18   21   21
CONECT   18   19   19   37
CONECT   19   20   38
CONECT   20   21
END

HMDB0060646
     RDKit          3D
Nor-ketotifen
 38 41  0  0  0  0  0  0  0  0999 V2000
   -3.4719    2.9877   -0.7699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5821    2.0667   -0.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6932    0.9511   -1.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2748   -0.3340   -1.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1114   -1.3835   -1.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8459   -2.6319   -0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7827   -2.9338    0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9720   -1.8774    0.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120   -0.6115   -0.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1958    0.3371    0.3425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0271    0.0260    0.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4817   -1.1859   -0.5631 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763   -1.8219    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7958   -0.8908    0.1343 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3891    0.4361   -0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1986    0.8570    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5866    1.6679    0.9423 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0728    2.2037    1.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3385    3.4421    2.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6414    3.8105    1.3751 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426    2.3935    0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7443    0.8361   -1.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0047    1.1473   -2.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9682   -1.2079   -2.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4952   -3.4595   -1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5990   -3.9286    0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1276   -1.9679    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017   -0.8128   -1.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8072   -1.9294   -0.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8817   -2.7760   -0.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4132   -2.0200    1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6084   -1.2255   -0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2255    1.1111    0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2326    0.5760   -1.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378    0.5740    1.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0251    1.9013    0.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9050    1.6560    2.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1104    4.0173    3.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 10 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21  2  1  0
  9  4  1  0
 16 11  1  0
 21 17  2  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 18 37  1  0
 19 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Norketotifen	HMDB

Chemical Formula

C₁₈H₁₇NOS

Average Molecular Weight

295.399

Monoisotopic Molecular Weight

295.103084861

IUPAC Name

2-(piperidin-4-ylidene)-6-thiatricyclo[8.4.0.0³,⁷]tetradeca-1(14),3(7),4,10,12-pentaen-8-one

Traditional Name

2-(piperidin-4-ylidene)-6-thiatricyclo[8.4.0.0³,⁷]tetradeca-1(14),3(7),4,10,12-pentaen-8-one

CAS Registry Number

Not Available

SMILES

O=C1CC2=CC=CC=C2C(C2=C1SC=C2)=C1CCNCC1

InChI Identifier

InChI=1S/C18H17NOS/c20-16-11-13-3-1-2-4-14(13)17(12-5-8-19-9-6-12)15-7-10-21-18(15)16/h1-4,7,10,19H,5-6,8-9,11H2

InChI Key

IYSYPCSSDZBWHN-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
Aryl alkyl ketone
Aryl ketone
Piperidine
Benzenoid
Heteroaromatic compound
Thiophene
Ketone
Secondary aliphatic amine
Secondary amine
Azacycle
Amine
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060646)

Organ

Kidney (HMDB: HMDB0060646)
Liver (HMDB: HMDB0060646)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060646)

Cellular substructure

Cytoplasm (HMDB: HMDB0060646)
Membrane (HMDB: HMDB0060646)

Source

Endogenous

Endogenous (HMDB: HMDB0060646)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0062 g/L	ALOGPS
logP	2.99	ALOGPS
logP	2.96	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	12.3	ChemAxon
pKa (Strongest Basic)	9.63	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.1 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	96.44 m³·mol⁻¹	ChemAxon
Polarizability	32.28 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
DarkChem	[M+H]+	166.924	31661259
DarkChem	[M-H]-	161.533	31661259
DeepCCS	[M+H]+	161.622	30932474
DeepCCS	[M-H]-	159.227	30932474
DeepCCS	[M-2H]-	192.317	30932474
DeepCCS	[M+Na]+	167.677	30932474
AllCCS	[M+H]+	168.8	32859911
AllCCS	[M+H-H2O]+	165.4	32859911
AllCCS	[M+NH4]+	172.0	32859911
AllCCS	[M+Na]+	172.9	32859911
AllCCS	[M-H]-	173.7	32859911
AllCCS	[M+Na-2H]-	173.0	32859911
AllCCS	[M+HCOO]-	172.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nor-ketotifen	O=C1CC2=CC=CC=C2C(C2=C1SC=C2)=C1CCNCC1	3863.0	Standard polar	33892256
Nor-ketotifen	O=C1CC2=CC=CC=C2C(C2=C1SC=C2)=C1CCNCC1	2731.6	Standard non polar	33892256
Nor-ketotifen	O=C1CC2=CC=CC=C2C(C2=C1SC=C2)=C1CCNCC1	2845.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nor-ketotifen,1TMS,isomer #1	C[Si](C)(C)N1CCC(=C2C3=CC=CC=C3CC(=O)C3=C2C=CS3)CC1	2875.8	Semi standard non polar	33892256
Nor-ketotifen,1TMS,isomer #1	C[Si](C)(C)N1CCC(=C2C3=CC=CC=C3CC(=O)C3=C2C=CS3)CC1	2618.2	Standard non polar	33892256
Nor-ketotifen,1TMS,isomer #1	C[Si](C)(C)N1CCC(=C2C3=CC=CC=C3CC(=O)C3=C2C=CS3)CC1	3429.0	Standard polar	33892256
Nor-ketotifen,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCC(=C2C3=CC=CC=C3CC(=O)C3=C2C=CS3)CC1	3125.4	Semi standard non polar	33892256
Nor-ketotifen,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCC(=C2C3=CC=CC=C3CC(=O)C3=C2C=CS3)CC1	2813.6	Standard non polar	33892256
Nor-ketotifen,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCC(=C2C3=CC=CC=C3CC(=O)C3=C2C=CS3)CC1	3572.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nor-ketotifen GC-MS (Non-derivatized) - 70eV, Positive	splash10-0i29-1390000000-346c9802ccc53d5dacd6	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nor-ketotifen 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 - Nor-ketotifen 10V, Positive-QTOF	splash10-0002-1090000000-e2cb58a3df61c5309a87	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nor-ketotifen 20V, Positive-QTOF	splash10-000t-4290000000-0e1ac68ba3732addc16b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nor-ketotifen 40V, Positive-QTOF	splash10-001i-9450000000-bf76bf6891a2589b22b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nor-ketotifen 10V, Negative-QTOF	splash10-0006-0090000000-b9973c819fa3f421efdc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nor-ketotifen 20V, Negative-QTOF	splash10-0006-0090000000-375ad310ec4cb984a93c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nor-ketotifen 40V, Negative-QTOF	splash10-052f-9030000000-4d24ba2224f3141456c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nor-ketotifen 10V, Positive-QTOF	splash10-0002-0090000000-8462ed387db681137e5d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nor-ketotifen 20V, Positive-QTOF	splash10-0002-0090000000-50e52666a71cd4b27b2e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nor-ketotifen 40V, Positive-QTOF	splash10-0fbi-1090000000-023e2cf56c1325a0efdd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nor-ketotifen 10V, Negative-QTOF	splash10-0006-0090000000-40e2e7fc956768de3dcd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nor-ketotifen 20V, Negative-QTOF	splash10-0006-0090000000-843235c69b8c710c5f73	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nor-ketotifen 40V, Negative-QTOF	splash10-002u-0090000000-8cdf8b891811c1557d88	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

8079890

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9904236

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Nor-ketotifen (HMDB0060646)

MOL for HMDB0060646 (Nor-ketotifen)

3D MOL for HMDB0060646 (Nor-ketotifen)

3D SDF for HMDB0060646 (Nor-ketotifen)

3D-SDF for HMDB0060646 (Nor-ketotifen)

PDB for HMDB0060646 (Nor-ketotifen)

3D PDB for HMDB0060646 (Nor-ketotifen)

SMILES for HMDB0060646 (Nor-ketotifen)

INCHI for HMDB0060646 (Nor-ketotifen)

Structure for HMDB0060646 (Nor-ketotifen)

3D Structure for HMDB0060646 (Nor-ketotifen)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra