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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5)transporters (2) Show 7 proteins XML

enzymes (5)transporters (2) Show 7 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:00 UTC

HMDB ID

HMDB0015479

Secondary Accession Numbers

HMDB15479

Metabolite Identification

Common Name

Tiotropium

Description

Tiotropium, also known as 679 BR, ba or BA679 BR, belongs to the class of organic compounds known as morpholines. These are organic compounds containing a morpholine moiety, which consists of a six-member aliphatic saturated ring with the formula C4H9NO, where the oxygen and nitrogen atoms lie at positions 1 and 4, respectively. Tiotropium is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

1409
  Mrv0541 02231215282D          

 26 30  0  0  1  0            999 V2000
    6.1735    2.7762    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5717    0.3543    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0989    0.9682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4687    2.3485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2656    0.5412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602    3.1320    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.2544    1.5244    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4679    2.3214    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8254    0.6994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4128    1.4139    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6608    0.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0063    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3019    1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9464    3.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1065    3.4676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6823    1.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4791    1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6927    2.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2760    1.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4629    2.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9172    1.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4198    3.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6091    1.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6228    3.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3956    0.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  1 25  1  0  0  0  0
  2 20  1  0  0  0  0
  2 26  1  0  0  0  0
 10  3  1  6  0  0  0
 11  3  1  6  0  0  0
  4 14  1  0  0  0  0
  4 17  1  0  0  0  0
  5 17  2  0  0  0  0
  6 18  1  0  0  0  0
  8  7  1  6  0  0  0
  9  7  1  1  0  0  0
  7 15  1  0  0  0  0
  7 16  1  0  0  0  0
  8 10  1  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
  9 13  1  0  0  0  0
 10 11  1  0  0  0  0
 12 14  1  0  0  0  0
 13 14  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  2  0  0  0  0
 20 22  2  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  2  0  0  0  0
M  CHG  1   7   1
M  END

HMDB0015479
     RDKit          3D
Tiotropium
 48 52  0  0  0  0  0  0  0  0999 V2000
   -4.6979   -0.2526    0.9399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4193   -0.4927    0.2863 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.6068   -1.3237   -0.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5203   -1.0231    1.2845 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1539   -1.3238    0.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7689   -0.5745   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6140   -0.2717   -0.5538 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4275   -0.7359   -1.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8436   -1.4586   -2.4324 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8493   -0.3883   -1.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4772   -0.9475   -2.7405 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6054   -0.8698   -0.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1737   -1.4386    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1025   -1.7759    1.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4100   -1.5074    1.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2949   -0.8059   -0.2297 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0490    1.1040   -1.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6780    2.0798   -0.8764 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9550    3.3491   -1.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5868    3.5643   -2.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7735    1.9922   -3.0269 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4934    0.7550   -0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8409    0.7931    0.0038 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6959    1.3626    1.4183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4732    1.1254    2.0304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4348    0.1607    2.2504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4414   -1.0472    0.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1641    0.7024    0.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6002   -0.2123    2.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7021   -1.5597   -0.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1136   -2.3101   -0.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3143   -0.8468   -1.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9991   -1.8788    1.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4000   -1.1283    1.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -2.4381    0.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9980   -1.2304   -1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4548   -0.3422   -3.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0818   -1.6169    0.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8308   -2.2500    2.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2930   -1.7165    1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1675    1.7889    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6919    4.2118   -0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8818    4.5471   -2.8119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8533    1.5440   -0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5472    1.0171   -1.7004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5830    1.4066   -0.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3515    2.1731    1.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9555    0.0902    3.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 10 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
  6 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 23  2  1  0
 26 24  1  0
 26  4  1  0
 16 12  1  0
 21 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  1
  5 34  1  0
  5 35  1  0
  6 36  1  0
 11 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  6
 24 47  1  1
 26 48  1  1
M  CHG  1   2   1
M  END

1409
  Mrv0541 02231215282D          

 26 30  0  0  1  0            999 V2000
    6.1735    2.7762    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5717    0.3543    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0989    0.9682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4687    2.3485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2656    0.5412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602    3.1320    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.2544    1.5244    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4679    2.3214    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8254    0.6994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4128    1.4139    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6608    0.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0063    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3019    1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9464    3.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1065    3.4676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6823    1.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4791    1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6927    2.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2760    1.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4629    2.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9172    1.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4198    3.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6091    1.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6228    3.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3956    0.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  1 25  1  0  0  0  0
  2 20  1  0  0  0  0
  2 26  1  0  0  0  0
 10  3  1  6  0  0  0
 11  3  1  6  0  0  0
  4 14  1  0  0  0  0
  4 17  1  0  0  0  0
  5 17  2  0  0  0  0
  6 18  1  0  0  0  0
  8  7  1  6  0  0  0
  9  7  1  1  0  0  0
  7 15  1  0  0  0  0
  7 16  1  0  0  0  0
  8 10  1  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
  9 13  1  0  0  0  0
 10 11  1  0  0  0  0
 12 14  1  0  0  0  0
 13 14  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  2  0  0  0  0
 20 22  2  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  2  0  0  0  0
M  CHG  1   7   1
M  END
> <DATABASE_ID>
HMDB0015479

> <DATABASE_NAME>
hmdb

> <SMILES>
C[N+]1(C)[C@H]2CC(C[C@@H]1[C@@H]1O[C@H]21)OC(=O)C(O)(C1=CC=CS1)C1=CC=CS1

> <INCHI_IDENTIFIER>
InChI=1S/C19H22NO4S2/c1-20(2)12-9-11(10-13(20)17-16(12)24-17)23-18(21)19(22,14-5-3-7-25-14)15-6-4-8-26-15/h3-8,11-13,16-17,22H,9-10H2,1-2H3/q+1/t11?,12-,13+,16+,17-

> <INCHI_KEY>
LERNTVKEWCAPOY-KYQOMENCSA-N

> <FORMULA>
C19H22NO4S2

> <MOLECULAR_WEIGHT>
392.512

> <EXACT_MASS>
392.099024577

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
39.68883255371598

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,4R,5S)-7-{[2-hydroxy-2,2-bis(thiophen-2-yl)acetyl]oxy}-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0²,⁴]nonan-9-ium

> <ALOGPS_LOGP>
-0.55

> <JCHEM_LOGP>
-1.7572837144717461

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.351075655896624

> <JCHEM_PKA_STRONGEST_BASIC>
-4.301802683317243

> <JCHEM_POLAR_SURFACE_AREA>
59.06

> <JCHEM_REFRACTIVITY>
109.18200000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.56e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tiotropium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015479
     RDKit          3D
Tiotropium
 48 52  0  0  0  0  0  0  0  0999 V2000
   -4.6979   -0.2526    0.9399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4193   -0.4927    0.2863 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.6068   -1.3237   -0.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5203   -1.0231    1.2845 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1539   -1.3238    0.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7689   -0.5745   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6140   -0.2717   -0.5538 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4275   -0.7359   -1.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8436   -1.4586   -2.4324 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8493   -0.3883   -1.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4772   -0.9475   -2.7405 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6054   -0.8698   -0.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1737   -1.4386    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1025   -1.7759    1.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4100   -1.5074    1.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2949   -0.8059   -0.2297 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0490    1.1040   -1.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6780    2.0798   -0.8764 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9550    3.3491   -1.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5868    3.5643   -2.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7735    1.9922   -3.0269 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4934    0.7550   -0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8409    0.7931    0.0038 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6959    1.3626    1.4183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4732    1.1254    2.0304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4348    0.1607    2.2504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4414   -1.0472    0.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1641    0.7024    0.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6002   -0.2123    2.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7021   -1.5597   -0.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1136   -2.3101   -0.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3143   -0.8468   -1.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9991   -1.8788    1.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4000   -1.1283    1.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -2.4381    0.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9980   -1.2304   -1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4548   -0.3422   -3.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0818   -1.6169    0.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8308   -2.2500    2.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2930   -1.7165    1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1675    1.7889    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6919    4.2118   -0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8818    4.5471   -2.8119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8533    1.5440   -0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5472    1.0171   -1.7004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5830    1.4066   -0.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3515    2.1731    1.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9555    0.0902    3.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 10 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
  6 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 23  2  1  0
 26 24  1  0
 26  4  1  0
 16 12  1  0
 21 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  1
  5 34  1  0
  5 35  1  0
  6 36  1  0
 11 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  6
 24 47  1  1
 26 48  1  1
M  CHG  1   2   1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1409                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      11.524   5.182   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0      14.134   0.661   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0       0.000   1.305   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.518   1.807   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      10.208   4.384   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      11.696   1.010   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       3.472   5.846   0.000  0.00  0.00           N+1
HETATM    8  C   UNK     0       4.208   2.846   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.607   4.333   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.541   1.306   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.771   2.639   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.833   1.237   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.478   3.644   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.030   2.206   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.633   7.378   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.065   6.473   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.607   2.896   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.094   2.498   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.493   3.985   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.582   2.099   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.931   4.537   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.779   3.068   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.850   6.075   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.070   2.230   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.363   6.474   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.672   0.742   0.000  0.00  0.00           C+0
CONECT    1   19   25                                                       
CONECT    2   20   26                                                       
CONECT    3   10   11                                                       
CONECT    4   14   17                                                       
CONECT    5   17                                                            
CONECT    6   18                                                            
CONECT    7    8    9   15   16                                             
CONECT    8    7   10   12                                                  
CONECT    9    7   11   13                                                  
CONECT   10    3    8   11                                                  
CONECT   11    3    9   10                                                  
CONECT   12    8   14                                                       
CONECT   13    9   14                                                       
CONECT   14    4   12   13                                                  
CONECT   15    7                                                            
CONECT   16    7                                                            
CONECT   17    4    5   18                                                  
CONECT   18    6   17   19   20                                             
CONECT   19    1   18   21                                                  
CONECT   20    2   18   22                                                  
CONECT   21   19   23                                                       
CONECT   22   20   24                                                       
CONECT   23   21   25                                                       
CONECT   24   22   26                                                       
CONECT   25    1   23                                                       
CONECT   26    2   24                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

COMPND    HMDB0015479
HETATM    1  C1  UNL     1      -4.698  -0.253   0.940  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.419  -0.493   0.286  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -3.607  -1.324  -0.848  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.520  -1.023   1.284  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.154  -1.324   0.766  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.769  -0.575  -0.455  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.614  -0.272  -0.554  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.427  -0.736  -1.580  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.844  -1.459  -2.432  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.849  -0.388  -1.629  1.00  0.00           C  
HETATM   11  O3  UNL     1       3.477  -0.948  -2.741  1.00  0.00           O  
HETATM   12  C8  UNL     1       3.605  -0.870  -0.434  1.00  0.00           C  
HETATM   13  C9  UNL     1       3.174  -1.439   0.714  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.103  -1.776   1.636  1.00  0.00           C  
HETATM   15  C11 UNL     1       5.410  -1.507   1.317  1.00  0.00           C  
HETATM   16  S1  UNL     1       5.295  -0.806  -0.230  1.00  0.00           S  
HETATM   17  C12 UNL     1       3.049   1.104  -1.763  1.00  0.00           C  
HETATM   18  C13 UNL     1       2.678   2.080  -0.876  1.00  0.00           C  
HETATM   19  C14 UNL     1       2.955   3.349  -1.205  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.587   3.564  -2.401  1.00  0.00           C  
HETATM   21  S2  UNL     1       3.773   1.992  -3.027  1.00  0.00           S  
HETATM   22  C16 UNL     1      -1.493   0.755  -0.605  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.841   0.793   0.004  1.00  0.00           C  
HETATM   24  C18 UNL     1      -2.696   1.363   1.418  1.00  0.00           C  
HETATM   25  O4  UNL     1      -1.473   1.125   2.030  1.00  0.00           O  
HETATM   26  C19 UNL     1      -2.435   0.161   2.250  1.00  0.00           C  
HETATM   27  H1  UNL     1      -5.441  -1.047   0.647  1.00  0.00           H  
HETATM   28  H2  UNL     1      -5.164   0.702   0.600  1.00  0.00           H  
HETATM   29  H3  UNL     1      -4.600  -0.212   2.039  1.00  0.00           H  
HETATM   30  H4  UNL     1      -4.702  -1.560  -0.998  1.00  0.00           H  
HETATM   31  H5  UNL     1      -3.114  -2.310  -0.727  1.00  0.00           H  
HETATM   32  H6  UNL     1      -3.314  -0.847  -1.830  1.00  0.00           H  
HETATM   33  H7  UNL     1      -2.999  -1.879   1.811  1.00  0.00           H  
HETATM   34  H8  UNL     1      -0.400  -1.128   1.556  1.00  0.00           H  
HETATM   35  H9  UNL     1      -1.113  -2.438   0.593  1.00  0.00           H  
HETATM   36  H10 UNL     1      -0.998  -1.230  -1.347  1.00  0.00           H  
HETATM   37  H11 UNL     1       3.455  -0.342  -3.520  1.00  0.00           H  
HETATM   38  H12 UNL     1       2.082  -1.617   0.878  1.00  0.00           H  
HETATM   39  H13 UNL     1       3.831  -2.250   2.610  1.00  0.00           H  
HETATM   40  H14 UNL     1       6.293  -1.716   1.951  1.00  0.00           H  
HETATM   41  H15 UNL     1       2.168   1.789   0.070  1.00  0.00           H  
HETATM   42  H16 UNL     1       2.692   4.212  -0.547  1.00  0.00           H  
HETATM   43  H17 UNL     1       3.882   4.547  -2.812  1.00  0.00           H  
HETATM   44  H18 UNL     1      -0.853   1.544  -0.156  1.00  0.00           H  
HETATM   45  H19 UNL     1      -1.547   1.017  -1.700  1.00  0.00           H  
HETATM   46  H20 UNL     1      -3.583   1.407  -0.553  1.00  0.00           H  
HETATM   47  H21 UNL     1      -3.351   2.173   1.743  1.00  0.00           H  
HETATM   48  H22 UNL     1      -2.955   0.090   3.226  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    4   23
CONECT    3   30   31   32
CONECT    4    5   26   33
CONECT    5    6   34   35
CONECT    6    7   22   36
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   12   17
CONECT   11   37
CONECT   12   13   13   16
CONECT   13   14   38
CONECT   14   15   15   39
CONECT   15   16   40
CONECT   17   18   18   21
CONECT   18   19   41
CONECT   19   20   20   42
CONECT   20   21   43
CONECT   22   23   44   45
CONECT   23   24   46
CONECT   24   25   26   47
CONECT   25   26
CONECT   26   48
END

HMDB0015479
     RDKit          3D
Tiotropium
 48 52  0  0  0  0  0  0  0  0999 V2000
   -4.6979   -0.2526    0.9399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4193   -0.4927    0.2863 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.6068   -1.3237   -0.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5203   -1.0231    1.2845 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1539   -1.3238    0.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7689   -0.5745   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6140   -0.2717   -0.5538 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4275   -0.7359   -1.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8436   -1.4586   -2.4324 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8493   -0.3883   -1.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4772   -0.9475   -2.7405 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6054   -0.8698   -0.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1737   -1.4386    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1025   -1.7759    1.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4100   -1.5074    1.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2949   -0.8059   -0.2297 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0490    1.1040   -1.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6780    2.0798   -0.8764 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9550    3.3491   -1.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5868    3.5643   -2.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7735    1.9922   -3.0269 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4934    0.7550   -0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8409    0.7931    0.0038 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6959    1.3626    1.4183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4732    1.1254    2.0304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4348    0.1607    2.2504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4414   -1.0472    0.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1641    0.7024    0.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6002   -0.2123    2.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7021   -1.5597   -0.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1136   -2.3101   -0.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3143   -0.8468   -1.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9991   -1.8788    1.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4000   -1.1283    1.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -2.4381    0.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9980   -1.2304   -1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4548   -0.3422   -3.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0818   -1.6169    0.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8308   -2.2500    2.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2930   -1.7165    1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1675    1.7889    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6919    4.2118   -0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8818    4.5471   -2.8119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8533    1.5440   -0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5472    1.0171   -1.7004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5830    1.4066   -0.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3515    2.1731    1.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9555    0.0902    3.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 10 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
  6 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 23  2  1  0
 26 24  1  0
 26  4  1  0
 16 12  1  0
 21 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  1
  5 34  1  0
  5 35  1  0
  6 36  1  0
 11 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  6
 24 47  1  1
 26 48  1  1
M  CHG  1   2   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Tiotropium bromide	HMDB
679 BR, BA	HMDB
7-((Hydroxybis(2-thienyl)acetyl)oxy)-9,9-dimethyl-3-oxa-9-azoniatricyclo(3.3.1.0(2,4))nonane bromide	HMDB
BA679 BR	HMDB
BA 679 BR	HMDB
BA-679 BR	HMDB
Spiriva	HMDB
BR, BA 679	HMDB
Bromide, tiotropium	HMDB

Chemical Formula

C₁₉H₂₂NO₄S₂

Average Molecular Weight

392.512

Monoisotopic Molecular Weight

392.099024577

IUPAC Name

(1R,2S,4R,5S)-7-{[2-hydroxy-2,2-bis(thiophen-2-yl)acetyl]oxy}-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0²,⁴]nonan-9-ium

Traditional Name

tiotropium

CAS Registry Number

186691-13-4

SMILES

C[N+]1(C)[C@H]2CC(C[C@@H]1[C@@H]1O[C@H]21)OC(=O)C(O)(C1=CC=CS1)C1=CC=CS1

InChI Identifier

InChI=1S/C19H22NO4S2/c1-20(2)12-9-11(10-13(20)17-16(12)24-17)23-18(21)19(22,14-5-3-7-25-14)15-6-4-8-26-15/h3-8,11-13,16-17,22H,9-10H2,1-2H3/q+1/t11?,12-,13+,16+,17-

InChI Key

LERNTVKEWCAPOY-KYQOMENCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as morpholines. These are organic compounds containing a morpholine moiety, which consists of a six-member aliphatic saturated ring with the formula C4H9NO, where the oxygen and nitrogen atoms lie at positions 1 and 4, respectively.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxazinanes

Sub Class

Morpholines

Direct Parent

Morpholines

Alternative Parents

Substituents

Morpholine
Piperidine
N-alkylpyrrolidine
Pyrrolidine
Tetraalkylammonium salt
Quaternary ammonium salt
Heteroaromatic compound
Tertiary alcohol
Thiophene
Carboxylic acid ester
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Oxacycle
Azacycle
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Amine
Aromatic alcohol
Organic salt
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0015479)

Biofluid or Excreta

Excreta

Urine (PMID: 21059682)

Non-excretory biofluid

Blood (PMID: 21059682)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.016 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
logP	-0.55	ALOGPS
logP	-1.8	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	10.35	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	109.18 m³·mol⁻¹	ChemAxon
Polarizability	39.69 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	211.012	30932474
DeepCCS	[M+Na]+	186.176	30932474
AllCCS	[M+H]+	189.6	32859911
AllCCS	[M+H-H2O]+	187.2	32859911
AllCCS	[M+NH4]+	191.8	32859911
AllCCS	[M+Na]+	192.5	32859911
AllCCS	[M-H]-	194.3	32859911
AllCCS	[M+Na-2H]-	194.7	32859911
AllCCS	[M+HCOO]-	195.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tiotropium	C[N+]1(C)[C@H]2CC(C[C@@H]1[C@@H]1O[C@H]21)OC(=O)C(O)(C1=CC=CS1)C1=CC=CS1	3683.3	Standard polar	33892256
Tiotropium	C[N+]1(C)[C@H]2CC(C[C@@H]1[C@@H]1O[C@H]21)OC(=O)C(O)(C1=CC=CS1)C1=CC=CS1	2762.3	Standard non polar	33892256
Tiotropium	C[N+]1(C)[C@H]2CC(C[C@@H]1[C@@H]1O[C@H]21)OC(=O)C(O)(C1=CC=CS1)C1=CC=CS1	2867.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tiotropium,1TMS,isomer #1	C[N+]1(C)[C@H]2CC(OC(=O)C(O[Si](C)(C)C)(C3=CC=CS3)C3=CC=CS3)C[C@@H]1[C@@H]1O[C@@H]12	2793.7	Semi standard non polar	33892256
Tiotropium,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(C(=O)OC1C[C@H]2[C@H]3O[C@H]3[C@@H](C1)[N+]2(C)C)(C1=CC=CS1)C1=CC=CS1	3025.0	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 - Tiotropium GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-0900000000-ce0b9a60ec794752f2aa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiotropium GC-MS (1 TMS) - 70eV, Positive	splash10-014i-2490000000-4941aaa9748b0530f3fc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiotropium GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiotropium 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 - Tiotropium 10V, Positive-QTOF	splash10-006x-0917000000-79ff83b0ed9fdce1df25	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tiotropium 20V, Positive-QTOF	splash10-0fkc-0934000000-ceda7680df0859576cde	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tiotropium 40V, Positive-QTOF	splash10-004i-0900000000-db6e02d480976773254f	2017-09-01	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01409	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01409	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

2343227

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tiotropium bromide

METLIN ID

Not Available

PubChem Compound

3086655

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

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

Enzyme Details

2. Cytochrome P450 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

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. 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 ]
Hansel TT, Barnes PJ: Tiotropium bromide: a novel once-daily anticholinergic bronchodilator for the treatment of COPD. Drugs Today (Barc). 2002 Sep;38(9):585-600. [PubMed:12582447 ]
Barnes PJ: Tiotropium bromide. Expert Opin Investig Drugs. 2001 Apr;10(4):733-40. [PubMed:11281822 ]
Barnes PJ, Belvisi MG, Mak JC, Haddad EB, O'Connor B: Tiotropium bromide (Ba 679 BR), a novel long-acting muscarinic antagonist for the treatment of obstructive airways disease. Life Sci. 1995;56(11-12):853-9. [PubMed:10188785 ]

Enzyme Details

4. 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

Hansel TT, Barnes PJ: Tiotropium bromide: a novel once-daily anticholinergic bronchodilator for the treatment of COPD. Drugs Today (Barc). 2002 Sep;38(9):585-600. [PubMed:12582447 ]
Barnes PJ: Tiotropium bromide. Expert Opin Investig Drugs. 2001 Apr;10(4):733-40. [PubMed:11281822 ]
Barnes PJ, Belvisi MG, Mak JC, Haddad EB, O'Connor B: Tiotropium bromide (Ba 679 BR), a novel long-acting muscarinic antagonist for the treatment of obstructive airways disease. Life Sci. 1995;56(11-12):853-9. [PubMed:10188785 ]

Enzyme Details

5. 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

Hansel TT, Barnes PJ: Tiotropium bromide: a novel once-daily anticholinergic bronchodilator for the treatment of COPD. Drugs Today (Barc). 2002 Sep;38(9):585-600. [PubMed:12582447 ]
Barnes PJ, Belvisi MG, Mak JC, Haddad EB, O'Connor B: Tiotropium bromide (Ba 679 BR), a novel long-acting muscarinic antagonist for the treatment of obstructive airways disease. Life Sci. 1995;56(11-12):853-9. [PubMed:10188785 ]

Transporters

Enzyme Details

1. Solute carrier family 22 member 5

General function:: Involved in ion transmembrane transporter activity
Specific function:: Sodium-ion dependent, high affinity carnitine transporter. Involved in the active cellular uptake of carnitine. Transports one sodium ion with one molecule of carnitine. Also transports organic cations such as tetraethylammonium (TEA) without the involvement of sodium. Also relative uptake activity ratio of carnitine to TEA is 11.3
Gene Name:: SLC22A5
Uniprot ID:: O76082
Molecular weight:: 62751.1

References

Nakamura T, Nakanishi T, Haruta T, Shirasaka Y, Keogh JP, Tamai I: Transport of ipratropium, an anti-chronic obstructive pulmonary disease drug, is mediated by organic cation/carnitine transporters in human bronchial epithelial cells: implications for carrier-mediated pulmonary absorption. Mol Pharm. 2010 Feb 1;7(1):187-95. doi: 10.1021/mp900206j. [PubMed:20020740 ]

Enzyme Details

2. Solute carrier family 22 member 4

General function:: Involved in ion transmembrane transporter activity
Specific function:: Sodium-ion dependent, low affinity carnitine transporter. Probably transports one sodium ion with one molecule of carnitine. Also transports organic cations such as tetraethylammonium (TEA) without the involvement of sodium. Relative uptake activity ratio of carnitine to TEA is 1.78. A key substrate of this transporter seems to be ergothioneine (ET)
Gene Name:: SLC22A4
Uniprot ID:: Q9H015
Molecular weight:: 62154.5

References

Nakamura T, Nakanishi T, Haruta T, Shirasaka Y, Keogh JP, Tamai I: Transport of ipratropium, an anti-chronic obstructive pulmonary disease drug, is mediated by organic cation/carnitine transporters in human bronchial epithelial cells: implications for carrier-mediated pulmonary absorption. Mol Pharm. 2010 Feb 1;7(1):187-95. doi: 10.1021/mp900206j. [PubMed:20020740 ]

Showing metabocard for Tiotropium (HMDB0015479)

MOL for HMDB0015479 (Tiotropium)

3D MOL for HMDB0015479 (Tiotropium)

3D SDF for HMDB0015479 (Tiotropium)

3D-SDF for HMDB0015479 (Tiotropium)

PDB for HMDB0015479 (Tiotropium)

3D PDB for HMDB0015479 (Tiotropium)

SMILES for HMDB0015479 (Tiotropium)

INCHI for HMDB0015479 (Tiotropium)

Structure for HMDB0015479 (Tiotropium)

3D Structure for HMDB0015479 (Tiotropium)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References

References

References

References

Transporters

References

References