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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (9) Show 9 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:39 UTC

Update Date

2021-09-14 15:47:12 UTC

HMDB ID

HMDB0013972

Secondary Accession Numbers

HMDB13972

Metabolite Identification

Common Name

N-Dealkylated tolterodine

Description

N-Dealkylated tolterodine is only found in individuals that have used or taken tolterodine. N-Dealkylated tolterodine is a metabolite of tolterodine. N-Dealkylated tolterodine belongs to the family of Diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Structure

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

HMDB0013972
     RDKit          3D
N-Dealkylated tolterodine
 46 47  0  0  0  0  0  0  0  0999 V2000
   -3.5591    3.7003   -0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3361    2.3866   -0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3641    1.7203    0.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1254    0.5135    1.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8813   -0.1073    1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054   -1.3104    1.8332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8358    0.5704    0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4768   -0.0310    0.5299 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5404    1.0444    0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9609    0.5013    0.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2923   -0.1960    1.5641 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6513   -0.6968    1.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8389   -1.7108    0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6376    0.4184    1.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4590   -0.9757   -0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5769   -0.4708   -1.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5504   -1.2816   -3.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4004   -2.6346   -2.8292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2826   -3.1478   -1.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3102   -2.3205   -0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0886    1.7895   -0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4400    4.1779   -0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    3.5850   -1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7069    4.3967   -0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3462    2.1897    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9507   -0.0060    1.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8708   -1.8374    1.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3334   -0.6282    1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4271    1.5494   -0.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4901    1.8062    1.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6154    1.4140    0.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1822   -0.0905   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6746   -1.0593    1.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8884   -1.2420    2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9855   -2.4120    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0589   -1.2188   -0.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7362   -2.3419    0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6846    0.0735    1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5939    0.9683    0.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4359    1.1316    2.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6955    0.6014   -2.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6408   -0.8991   -4.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3755   -3.3066   -3.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1657   -4.2106   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2067   -2.7707    0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092    2.3678   -0.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  7 21  2  0
 21  2  1  0
 20 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  8 28  1  1
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
M  END


  Mrv0541 09071311552D          

 21 22  0  0  0  0            999 V2000
   -3.2411    1.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555    0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266    0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121    0.2652    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0975    0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313    0.6777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7602    0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458   -0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6700    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121    1.9152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -1.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -2.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0975   -1.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0975   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  3 14  1  0  0  0  0
  6 15  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 21  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
M  END
> <DATABASE_ID>
HMDB0013972

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)NCC[C@H](C1=CC=CC=C1)C1=C(O)C=CC(C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H25NO/c1-14(2)20-12-11-17(16-7-5-4-6-8-16)18-13-15(3)9-10-19(18)21/h4-10,13-14,17,20-21H,11-12H2,1-3H3/t17-/m1/s1

> <INCHI_KEY>
CPLYUIYTJCFQJD-QGZVFWFLSA-N

> <FORMULA>
C19H25NO

> <MOLECULAR_WEIGHT>
283.4079

> <EXACT_MASS>
283.193614427

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
33.942842064971416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methyl-2-[(1R)-1-phenyl-3-[(propan-2-yl)amino]propyl]phenol

> <ALOGPS_LOGP>
3.89

> <JCHEM_LOGP>
4.0486402706918465

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.848222833087767

> <JCHEM_PKA_STRONGEST_BASIC>
10.160227400103578

> <JCHEM_POLAR_SURFACE_AREA>
32.26

> <JCHEM_REFRACTIVITY>
89.49510000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.35e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1R)-3-(isopropylamino)-1-phenylpropyl]-4-methylphenol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0013972
     RDKit          3D
N-Dealkylated tolterodine
 46 47  0  0  0  0  0  0  0  0999 V2000
   -3.5591    3.7003   -0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3361    2.3866   -0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3641    1.7203    0.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1254    0.5135    1.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8813   -0.1073    1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054   -1.3104    1.8332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8358    0.5704    0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4768   -0.0310    0.5299 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5404    1.0444    0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9609    0.5013    0.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2923   -0.1960    1.5641 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6513   -0.6968    1.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8389   -1.7108    0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6376    0.4184    1.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4590   -0.9757   -0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5769   -0.4708   -1.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5504   -1.2816   -3.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4004   -2.6346   -2.8292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2826   -3.1478   -1.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3102   -2.3205   -0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0886    1.7895   -0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4400    4.1779   -0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    3.5850   -1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7069    4.3967   -0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3462    2.1897    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9507   -0.0060    1.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8708   -1.8374    1.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3334   -0.6282    1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4271    1.5494   -0.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4901    1.8062    1.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6154    1.4140    0.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1822   -0.0905   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6746   -1.0593    1.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8884   -1.2420    2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9855   -2.4120    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0589   -1.2188   -0.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7362   -2.3419    0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6846    0.0735    1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5939    0.9683    0.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4359    1.1316    2.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6955    0.6014   -2.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6408   -0.8991   -4.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3755   -3.3066   -3.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1657   -4.2106   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2067   -2.7707    0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092    2.3678   -0.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  7 21  2  0
 21  2  1  0
 20 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  8 28  1  1
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
M  END

HEADER    PROTEIN                                 07-SEP-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-13         0                                  
HETATM    1  C   UNK     0      -6.050   3.575   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.384   2.805   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.384   1.265   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.050   0.495   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.716   1.265   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.716   2.805   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.383   0.495   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.049   1.265   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.715   0.495   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.618   1.265   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.952   0.495   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.286   1.265   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.952  -1.045   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.717   0.495   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.383   3.575   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.383  -1.045   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.716  -1.815   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.716  -3.355   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.383  -4.125   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.049  -3.355   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.049  -1.815   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    1    5   15                                                  
CONECT    7    5    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    3                                                            
CONECT   15    6                                                            
CONECT   16    7   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   16   20                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0013972
HETATM    1  C1  UNL     1      -3.559   3.700  -0.742  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.336   2.387  -0.067  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.364   1.720   0.562  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.125   0.513   1.173  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.881  -0.107   1.205  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.705  -1.310   1.833  1.00  0.00           O  
HETATM    7  C6  UNL     1      -1.836   0.570   0.564  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.477  -0.031   0.530  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.540   1.044   0.377  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.961   0.501   0.358  1.00  0.00           C  
HETATM   11  N1  UNL     1       2.292  -0.196   1.564  1.00  0.00           N  
HETATM   12  C10 UNL     1       3.651  -0.697   1.509  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.839  -1.711   0.387  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.638   0.418   1.385  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.459  -0.976  -0.642  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.577  -0.471  -1.937  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.550  -1.282  -3.051  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.400  -2.635  -2.829  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.283  -3.148  -1.552  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.310  -2.320  -0.433  1.00  0.00           C  
HETATM   21  C19 UNL     1      -2.089   1.789  -0.050  1.00  0.00           C  
HETATM   22  H1  UNL     1      -4.440   4.178  -0.276  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.701   3.585  -1.835  1.00  0.00           H  
HETATM   24  H3  UNL     1      -2.707   4.397  -0.601  1.00  0.00           H  
HETATM   25  H4  UNL     1      -5.346   2.190   0.548  1.00  0.00           H  
HETATM   26  H5  UNL     1      -4.951  -0.006   1.669  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.871  -1.837   1.933  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.333  -0.628   1.467  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.427   1.549  -0.605  1.00  0.00           H  
HETATM   30  H9  UNL     1       0.490   1.806   1.168  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.615   1.414   0.306  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.182  -0.091  -0.537  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.675  -1.059   1.638  1.00  0.00           H  
HETATM   34  H13 UNL     1       3.888  -1.242   2.448  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.985  -2.412   0.319  1.00  0.00           H  
HETATM   36  H15 UNL     1       4.059  -1.219  -0.583  1.00  0.00           H  
HETATM   37  H16 UNL     1       4.736  -2.342   0.630  1.00  0.00           H  
HETATM   38  H17 UNL     1       5.685   0.074   1.558  1.00  0.00           H  
HETATM   39  H18 UNL     1       4.594   0.968   0.442  1.00  0.00           H  
HETATM   40  H19 UNL     1       4.436   1.132   2.234  1.00  0.00           H  
HETATM   41  H20 UNL     1      -0.695   0.601  -2.086  1.00  0.00           H  
HETATM   42  H21 UNL     1      -0.641  -0.899  -4.059  1.00  0.00           H  
HETATM   43  H22 UNL     1      -0.375  -3.307  -3.693  1.00  0.00           H  
HETATM   44  H23 UNL     1      -0.166  -4.211  -1.389  1.00  0.00           H  
HETATM   45  H24 UNL     1      -0.207  -2.771   0.562  1.00  0.00           H  
HETATM   46  H25 UNL     1      -1.309   2.368  -0.567  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3   21
CONECT    3    4   25
CONECT    4    5    5   26
CONECT    5    6    7
CONECT    6   27
CONECT    7    8   21   21
CONECT    8    9   15   28
CONECT    9   10   29   30
CONECT   10   11   31   32
CONECT   11   12   33
CONECT   12   13   14   34
CONECT   13   35   36   37
CONECT   14   38   39   40
CONECT   15   16   16   20
CONECT   16   17   41
CONECT   17   18   18   42
CONECT   18   19   43
CONECT   19   20   20   44
CONECT   20   45
CONECT   21   46
END

HMDB0013972
     RDKit          3D
N-Dealkylated tolterodine
 46 47  0  0  0  0  0  0  0  0999 V2000
   -3.5591    3.7003   -0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3361    2.3866   -0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3641    1.7203    0.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1254    0.5135    1.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8813   -0.1073    1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054   -1.3104    1.8332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8358    0.5704    0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4768   -0.0310    0.5299 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5404    1.0444    0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9609    0.5013    0.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2923   -0.1960    1.5641 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6513   -0.6968    1.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8389   -1.7108    0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6376    0.4184    1.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4590   -0.9757   -0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5769   -0.4708   -1.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5504   -1.2816   -3.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4004   -2.6346   -2.8292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2826   -3.1478   -1.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3102   -2.3205   -0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0886    1.7895   -0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4400    4.1779   -0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    3.5850   -1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7069    4.3967   -0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3462    2.1897    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9507   -0.0060    1.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8708   -1.8374    1.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3334   -0.6282    1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4271    1.5494   -0.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4901    1.8062    1.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6154    1.4140    0.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1822   -0.0905   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6746   -1.0593    1.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8884   -1.2420    2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9855   -2.4120    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0589   -1.2188   -0.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7362   -2.3419    0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6846    0.0735    1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5939    0.9683    0.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4359    1.1316    2.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6955    0.6014   -2.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6408   -0.8991   -4.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3755   -3.3066   -3.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1657   -4.2106   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2067   -2.7707    0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092    2.3678   -0.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  7 21  2  0
 21  2  1  0
 20 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  8 28  1  1
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₅NO

Average Molecular Weight

283.4079

Monoisotopic Molecular Weight

283.193614427

IUPAC Name

4-methyl-2-[(1R)-1-phenyl-3-[(propan-2-yl)amino]propyl]phenol

Traditional Name

2-[(1R)-3-(isopropylamino)-1-phenylpropyl]-4-methylphenol

CAS Registry Number

Not Available

SMILES

CC(C)NCC[C@H](C1=CC=CC=C1)C1=C(O)C=CC(C)=C1

InChI Identifier

InChI=1S/C19H25NO/c1-14(2)20-12-11-17(16-7-5-4-6-8-16)18-13-15(3)9-10-19(18)21/h4-10,13-14,17,20-21H,11-12H2,1-3H3/t17-/m1/s1

InChI Key

CPLYUIYTJCFQJD-QGZVFWFLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
P-cresol
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Toluene
Secondary aliphatic amine
Secondary amine
Amine
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Organ

Liver (HMDB: HMDB0013972)
Kidney (HMDB: HMDB0013972)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0013972)

Source

Endogenous

Endogenous (HMDB: HMDB0013972)

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	0.0054 g/L	ALOGPS
logP	3.89	ALOGPS
logP	4.05	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	10.85	ChemAxon
pKa (Strongest Basic)	10.16	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	32.26 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	89.5 m³·mol⁻¹	ChemAxon
Polarizability	33.94 Å³	ChemAxon
Number of Rings	2	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]+	171.48	31661259
DarkChem	[M-H]-	170.403	31661259
DeepCCS	[M+H]+	179.053	30932474
DeepCCS	[M-H]-	176.695	30932474
DeepCCS	[M-2H]-	209.581	30932474
DeepCCS	[M+Na]+	185.146	30932474
AllCCS	[M+H]+	169.2	32859911
AllCCS	[M+H-H2O]+	165.7	32859911
AllCCS	[M+NH4]+	172.5	32859911
AllCCS	[M+Na]+	173.4	32859911
AllCCS	[M-H]-	176.4	32859911
AllCCS	[M+Na-2H]-	176.5	32859911
AllCCS	[M+HCOO]-	176.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.9 minutes	32390414
Predicted by Siyang on May 30, 2022	11.9902 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.24 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	40.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1442.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	241.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	174.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	163.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	106.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	451.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	431.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	128.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	986.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	441.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	988.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	280.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	327.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	239.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	207.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Dealkylated tolterodine	CC(C)NCC[C@H](C1=CC=CC=C1)C1=C(O)C=CC(C)=C1	3077.3	Standard polar	33892256
N-Dealkylated tolterodine	CC(C)NCC[C@H](C1=CC=CC=C1)C1=C(O)C=CC(C)=C1	2195.1	Standard non polar	33892256
N-Dealkylated tolterodine	CC(C)NCC[C@H](C1=CC=CC=C1)C1=C(O)C=CC(C)=C1	2178.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Dealkylated tolterodine,1TMS,isomer #1	CC1=CC=C(O[Si](C)(C)C)C([C@H](CCNC(C)C)C2=CC=CC=C2)=C1	2216.8	Semi standard non polar	33892256
N-Dealkylated tolterodine,1TMS,isomer #2	CC1=CC=C(O)C([C@H](CCN(C(C)C)[Si](C)(C)C)C2=CC=CC=C2)=C1	2272.6	Semi standard non polar	33892256
N-Dealkylated tolterodine,2TMS,isomer #1	CC1=CC=C(O[Si](C)(C)C)C([C@H](CCN(C(C)C)[Si](C)(C)C)C2=CC=CC=C2)=C1	2368.4	Semi standard non polar	33892256
N-Dealkylated tolterodine,2TMS,isomer #1	CC1=CC=C(O[Si](C)(C)C)C([C@H](CCN(C(C)C)[Si](C)(C)C)C2=CC=CC=C2)=C1	2333.8	Standard non polar	33892256
N-Dealkylated tolterodine,2TMS,isomer #1	CC1=CC=C(O[Si](C)(C)C)C([C@H](CCN(C(C)C)[Si](C)(C)C)C2=CC=CC=C2)=C1	2665.4	Standard polar	33892256
N-Dealkylated tolterodine,1TBDMS,isomer #1	CC1=CC=C(O[Si](C)(C)C(C)(C)C)C([C@H](CCNC(C)C)C2=CC=CC=C2)=C1	2453.0	Semi standard non polar	33892256
N-Dealkylated tolterodine,1TBDMS,isomer #2	CC1=CC=C(O)C([C@H](CCN(C(C)C)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2)=C1	2544.1	Semi standard non polar	33892256
N-Dealkylated tolterodine,2TBDMS,isomer #1	CC1=CC=C(O[Si](C)(C)C(C)(C)C)C([C@H](CCN(C(C)C)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2)=C1	2839.1	Semi standard non polar	33892256
N-Dealkylated tolterodine,2TBDMS,isomer #1	CC1=CC=C(O[Si](C)(C)C(C)(C)C)C([C@H](CCN(C(C)C)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2)=C1	2726.9	Standard non polar	33892256
N-Dealkylated tolterodine,2TBDMS,isomer #1	CC1=CC=C(O[Si](C)(C)C(C)(C)C)C([C@H](CCN(C(C)C)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2)=C1	2879.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Dealkylated tolterodine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9730000000-737918665bed84f79560	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Dealkylated tolterodine GC-MS (1 TMS) - 70eV, Positive	splash10-006x-9743000000-1e9c7cd4012435ed24b0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Dealkylated tolterodine 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 - N-Dealkylated tolterodine 10V, Positive-QTOF	splash10-001i-0090000000-39b6b31bb80672632dac	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Dealkylated tolterodine 20V, Positive-QTOF	splash10-005c-1290000000-86da147a2a31652d5bc0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Dealkylated tolterodine 40V, Positive-QTOF	splash10-00nf-3930000000-a7d306c11756f28037b9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Dealkylated tolterodine 10V, Negative-QTOF	splash10-001i-0090000000-d9b3f7cb30d144d8aa7c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Dealkylated tolterodine 20V, Negative-QTOF	splash10-001i-1390000000-edde5f16a93060eed1bc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Dealkylated tolterodine 40V, Negative-QTOF	splash10-0a4i-9620000000-44078558f8c6995d9231	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Dealkylated tolterodine 10V, Positive-QTOF	splash10-00pi-0490000000-f84a2170f013c4b78b74	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Dealkylated tolterodine 20V, Positive-QTOF	splash10-00or-0890000000-410cc741f41e859fa3da	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Dealkylated tolterodine 40V, Positive-QTOF	splash10-014i-2920000000-044c7183a38d3827a4af	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Dealkylated tolterodine 10V, Negative-QTOF	splash10-001i-0090000000-de4c3229168dbf071089	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Dealkylated tolterodine 20V, Negative-QTOF	splash10-053r-1790000000-97929fb47ec3d5faaac4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Dealkylated tolterodine 40V, Negative-QTOF	splash10-0lfr-2900000000-b413d1f4ff7efced90fe	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

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

9857016

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

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

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 performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
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 ]
Postlind H, DanielsonA, Lindgren A, Andersson SH: Tolterodine, a new muscarinic receptor antagonist, is metabolized by cytochromes P450 2D6 and 3A in human liver microsomes. Drug Metab Dispos. 1998 Apr;26(4):289-93. [PubMed:9531513 ]

Enzyme Details

2. 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

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
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 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

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
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

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
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. Muscarinic acetylcholine receptor M3

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

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Schneider T, Fetscher C, Krege S, Michel MC: Signal transduction underlying carbachol-induced contraction of human urinary bladder. J Pharmacol Exp Ther. 2004 Jun;309(3):1148-53. Epub 2004 Feb 9. [PubMed:14769832 ]
McNamara A, Pulido-Rios MT, Sweazey S, Obedencio GP, Thibodeaux H, Renner T, Armstrong SR, Steinfeld T, Hughes AD, Wilson RD, Jasper JR, Mammen M, Hegde SS: Pharmacological properties of TD-6301, a novel bladder selective muscarinic receptor antagonist. Eur J Pharmacol. 2009 Mar 1;605(1-3):145-52. doi: 10.1016/j.ejphar.2008.12.043. Epub 2009 Jan 10. [PubMed:19168050 ]
Sellers DJ, Yamanishi T, Chapple CR, Couldwell C, Yasuda K, Chess-Williams R: M3 muscarinic receptors but not M2 mediate contraction of the porcine detrusor muscle in vitro. J Auton Pharmacol. 2000 Jun;20(3):171-6. [PubMed:11193006 ]

Enzyme Details

6. Muscarinic acetylcholine receptor M1

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

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Schneider T, Fetscher C, Krege S, Michel MC: Signal transduction underlying carbachol-induced contraction of human urinary bladder. J Pharmacol Exp Ther. 2004 Jun;309(3):1148-53. Epub 2004 Feb 9. [PubMed:14769832 ]

Enzyme Details

7. Muscarinic acetylcholine receptor M2

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

References

Nelson CP, Nahorski SR, Challiss RA: Constitutive activity and inverse agonism at the M2 muscarinic acetylcholine receptor. J Pharmacol Exp Ther. 2006 Jan;316(1):279-88. Epub 2005 Sep 27. [PubMed:16188951 ]
Schneider T, Fetscher C, Krege S, Michel MC: Signal transduction underlying carbachol-induced contraction of human urinary bladder. J Pharmacol Exp Ther. 2004 Jun;309(3):1148-53. Epub 2004 Feb 9. [PubMed:14769832 ]
McNamara A, Pulido-Rios MT, Sweazey S, Obedencio GP, Thibodeaux H, Renner T, Armstrong SR, Steinfeld T, Hughes AD, Wilson RD, Jasper JR, Mammen M, Hegde SS: Pharmacological properties of TD-6301, a novel bladder selective muscarinic receptor antagonist. Eur J Pharmacol. 2009 Mar 1;605(1-3):145-52. doi: 10.1016/j.ejphar.2008.12.043. Epub 2009 Jan 10. [PubMed:19168050 ]
Sellers DJ, Yamanishi T, Chapple CR, Couldwell C, Yasuda K, Chess-Williams R: M3 muscarinic receptors but not M2 mediate contraction of the porcine detrusor muscle in vitro. J Auton Pharmacol. 2000 Jun;20(3):171-6. [PubMed:11193006 ]

Enzyme Details

8. Muscarinic acetylcholine receptor M4

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

References

Maruyama S, Oki T, Otsuka A, Shinbo H, Ozono S, Kageyama S, Mikami Y, Araki I, Takeda M, Masuyama K, Yamada S: Human muscarinic receptor binding characteristics of antimuscarinic agents to treat overactive bladder. J Urol. 2006 Jan;175(1):365-9. [PubMed:16406943 ]

Enzyme Details

9. Muscarinic acetylcholine receptor M5

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

References

Maruyama S, Oki T, Otsuka A, Shinbo H, Ozono S, Kageyama S, Mikami Y, Araki I, Takeda M, Masuyama K, Yamada S: Human muscarinic receptor binding characteristics of antimuscarinic agents to treat overactive bladder. J Urol. 2006 Jan;175(1):365-9. [PubMed:16406943 ]

Showing metabocard for N-Dealkylated tolterodine (HMDB0013972)

MOL for HMDB0013972 (N-Dealkylated tolterodine)

3D MOL for HMDB0013972 (N-Dealkylated tolterodine)

3D SDF for HMDB0013972 (N-Dealkylated tolterodine)

3D-SDF for HMDB0013972 (N-Dealkylated tolterodine)

PDB for HMDB0013972 (N-Dealkylated tolterodine)

3D PDB for HMDB0013972 (N-Dealkylated tolterodine)

SMILES for HMDB0013972 (N-Dealkylated tolterodine)

INCHI for HMDB0013972 (N-Dealkylated tolterodine)

Structure for HMDB0013972 (N-Dealkylated tolterodine)

3D Structure for HMDB0013972 (N-Dealkylated tolterodine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References

References

References