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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:39 UTC

HMDB ID

HMDB0014520

Secondary Accession Numbers

HMDB14520

Metabolite Identification

Common Name

Trihexyphenidyl

Description

Trihexyphenidyl is only found in individuals that have used or taken this drug. It is one of the centrally acting muscarinic antagonists used for treatment of parkinsonian disorders and drug-induced extrapyramidal movement disorders and as an antispasmodic. [PubChem]Trihexyphenidyl is a selective M1 muscarinic acetylcholine receptor antagonist. It is able to discriminate between the M1 (cortical or neuronal) and the peripheral muscarinic subtypes (cardiac and glandular). Trihexyphenidyl partially blocks cholinergic activity in the CNS, which is responsible for the symptoms of Parkinson's disease. It is also thought to increase the availability of dopamine, a brain chemical that is critical in the initiation and smooth control of voluntary muscle movement.

Structure

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

HMDB0243746
     RDKit          3D
(s)-Trihexyphenidyl
 53 55  0  0  0  0  0  0  0  0999 V2000
   -0.3942    1.5307    0.9149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8553    0.5647    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3087    0.0259   -0.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300   -0.3405    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167   -1.0507   -0.5355 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2164   -0.3370   -1.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5489    0.2244   -1.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7656    0.4323    0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5395   -0.8906    0.9344 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3671   -1.6591    0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5522    1.4319   -1.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7468    1.2147   -1.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2214    2.0892   -2.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4925    3.1804   -2.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2643    3.3949   -2.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7950    2.5339   -1.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7134   -0.4744    0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796   -1.4120    1.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1699   -2.3860    2.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5895   -2.1605    1.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9877   -0.8898    1.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9225    0.1489    1.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7392    1.5049    1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0312   -0.8219   -1.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687    0.7990   -1.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9677    0.6808    0.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2045   -0.6941    1.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444   -0.9850   -2.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5897    0.4970   -1.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7389    1.2187   -1.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3617   -0.4884   -1.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8384    0.7235    0.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1869    1.2608    0.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5345   -0.6808    2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4585   -1.5104    0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5607   -2.7162    0.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856   -1.7459    1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3171    0.3634   -1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1812    1.8975   -2.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8919    3.8562   -3.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6721    4.2505   -2.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1671    2.7523   -1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1474   -1.0867   -0.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3647   -2.0831    1.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6877   -0.8384    2.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9226   -2.4776    3.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9252   -3.4310    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1394   -2.1809    2.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0574   -3.0020    1.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9710   -0.5110    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2191   -1.1057    0.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568    0.2579    2.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1914    1.1255    0.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 10  5  1  0
 16 11  1  0
 22 17  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
M  END

376
  Mrv0541 02231214382D          

 22 24  0  0  1  0            999 V2000
    1.9058    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7934   -0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7308    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7308    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0163    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0163    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7308    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9683   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7308   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2059   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2059    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0309   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0309    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4434   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0163   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0163   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7308   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  2 11  1  0  0  0  0
  2 13  1  0  0  0  0
  2 14  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4 12  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 11  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
 12 18  2  0  0  0  0
 12 19  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 17  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 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014520

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CCN1CCCCC1)(C1CCCCC1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H31NO/c22-20(18-10-4-1-5-11-18,19-12-6-2-7-13-19)14-17-21-15-8-3-9-16-21/h1,4-5,10-11,19,22H,2-3,6-9,12-17H2

> <INCHI_KEY>
HWHLPVGTWGOCJO-UHFFFAOYSA-N

> <FORMULA>
C20H31NO

> <MOLECULAR_WEIGHT>
301.4662

> <EXACT_MASS>
301.240564619

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.72713262642084

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-cyclohexyl-1-phenyl-3-(piperidin-1-yl)propan-1-ol

> <ALOGPS_LOGP>
4.93

> <JCHEM_LOGP>
4.232685493666667

> <ALOGPS_LOGS>
-4.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.840029637408257

> <JCHEM_PKA_STRONGEST_BASIC>
9.322450553606302

> <JCHEM_POLAR_SURFACE_AREA>
23.47

> <JCHEM_REFRACTIVITY>
93.20520000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.14e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trihexyphenidyl

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0243746
     RDKit          3D
(s)-Trihexyphenidyl
 53 55  0  0  0  0  0  0  0  0999 V2000
   -0.3942    1.5307    0.9149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8553    0.5647    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3087    0.0259   -0.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300   -0.3405    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167   -1.0507   -0.5355 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2164   -0.3370   -1.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5489    0.2244   -1.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7656    0.4323    0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5395   -0.8906    0.9344 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3671   -1.6591    0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5522    1.4319   -1.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7468    1.2147   -1.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2214    2.0892   -2.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4925    3.1804   -2.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2643    3.3949   -2.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7950    2.5339   -1.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7134   -0.4744    0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796   -1.4120    1.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1699   -2.3860    2.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5895   -2.1605    1.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9877   -0.8898    1.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9225    0.1489    1.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7392    1.5049    1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0312   -0.8219   -1.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687    0.7990   -1.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9677    0.6808    0.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2045   -0.6941    1.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444   -0.9850   -2.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5897    0.4970   -1.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7389    1.2187   -1.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3617   -0.4884   -1.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8384    0.7235    0.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1869    1.2608    0.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5345   -0.6808    2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4585   -1.5104    0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5607   -2.7162    0.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856   -1.7459    1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3171    0.3634   -1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1812    1.8975   -2.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8919    3.8562   -3.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6721    4.2505   -2.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1671    2.7523   -1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1474   -1.0867   -0.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3647   -2.0831    1.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6877   -0.8384    2.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9226   -2.4776    3.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9252   -3.4310    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1394   -2.1809    2.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0574   -3.0020    1.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9710   -0.5110    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2191   -1.1057    0.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568    0.2579    2.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1914    1.1255    0.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 10  5  1  0
 16 11  1  0
 22 17  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 376                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       3.557   0.000   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0       8.948  -1.334   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.097   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.097   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.431   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.764   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.637   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.431   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.764   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.097   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.407  -1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.097  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.718  -2.667   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.718   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.258  -2.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.258   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.028  -1.334   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.431  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.764  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.431  -3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.764  -3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.097  -4.620   0.000  0.00  0.00           C+0
CONECT    1    4                                                            
CONECT    2   11   13   14                                                  
CONECT    3    4    5    6                                                  
CONECT    4    1    3    7   12                                             
CONECT    5    3    8                                                       
CONECT    6    3    9                                                       
CONECT    7    4   11                                                       
CONECT    8    5   10                                                       
CONECT    9    6   10                                                       
CONECT   10    8    9                                                       
CONECT   11    2    7                                                       
CONECT   12    4   18   19                                                  
CONECT   13    2   15                                                       
CONECT   14    2   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   17                                                       
CONECT   17   15   16                                                       
CONECT   18   12   20                                                       
CONECT   19   12   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   22                                                       
CONECT   22   20   21                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0014520
HETATM    1  O1  UNL     1      -1.294   0.323  -1.793  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.056   0.262  -0.413  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.275  -0.428  -0.194  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.411   0.306  -0.853  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.642  -0.399  -0.598  1.00  0.00           N  
HETATM    6  C4  UNL     1       3.096  -0.372   0.750  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.145  -1.486   0.895  1.00  0.00           C  
HETATM    8  C6  UNL     1       5.293  -1.246  -0.029  1.00  0.00           C  
HETATM    9  C7  UNL     1       5.056   0.050  -0.768  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.729   0.006  -1.464  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.065   1.632   0.142  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.797   2.602  -0.503  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.856   3.907  -0.056  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.162   4.270   1.077  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.431   3.297   1.722  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.369   1.984   1.276  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.113  -0.611   0.188  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.517  -0.076  -0.027  1.00  0.00           C  
HETATM   19  C17 UNL     1      -4.376  -0.897   0.948  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.308  -2.341   0.585  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.326  -2.699  -0.481  1.00  0.00           C  
HETATM   22  C20 UNL     1      -1.996  -2.014  -0.383  1.00  0.00           C  
HETATM   23  H1  UNL     1      -0.766   1.072  -2.209  1.00  0.00           H  
HETATM   24  H2  UNL     1       0.196  -1.422  -0.691  1.00  0.00           H  
HETATM   25  H3  UNL     1       0.468  -0.631   0.863  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.502   1.305  -0.375  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.273   0.459  -1.922  1.00  0.00           H  
HETATM   28  H6  UNL     1       3.544   0.610   1.038  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.356  -0.593   1.531  1.00  0.00           H  
HETATM   30  H8  UNL     1       3.610  -2.417   0.543  1.00  0.00           H  
HETATM   31  H9  UNL     1       4.411  -1.663   1.945  1.00  0.00           H  
HETATM   32  H10 UNL     1       6.212  -1.170   0.601  1.00  0.00           H  
HETATM   33  H11 UNL     1       5.411  -2.082  -0.777  1.00  0.00           H  
HETATM   34  H12 UNL     1       5.210   0.929  -0.145  1.00  0.00           H  
HETATM   35  H13 UNL     1       5.837   0.111  -1.590  1.00  0.00           H  
HETATM   36  H14 UNL     1       3.801  -0.789  -2.256  1.00  0.00           H  
HETATM   37  H15 UNL     1       3.539   0.954  -1.997  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.370   2.370  -1.412  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.456   4.657  -0.592  1.00  0.00           H  
HETATM   40  H18 UNL     1      -1.200   5.305   1.450  1.00  0.00           H  
HETATM   41  H19 UNL     1       0.123   3.549   2.612  1.00  0.00           H  
HETATM   42  H20 UNL     1       0.199   1.211   1.758  1.00  0.00           H  
HETATM   43  H21 UNL     1      -1.946  -0.656   1.278  1.00  0.00           H  
HETATM   44  H22 UNL     1      -3.517   0.974   0.271  1.00  0.00           H  
HETATM   45  H23 UNL     1      -3.910  -0.289  -1.026  1.00  0.00           H  
HETATM   46  H24 UNL     1      -5.407  -0.520   0.987  1.00  0.00           H  
HETATM   47  H25 UNL     1      -3.905  -0.795   1.969  1.00  0.00           H  
HETATM   48  H26 UNL     1      -5.326  -2.625   0.182  1.00  0.00           H  
HETATM   49  H27 UNL     1      -4.181  -3.026   1.472  1.00  0.00           H  
HETATM   50  H28 UNL     1      -3.124  -3.805  -0.394  1.00  0.00           H  
HETATM   51  H29 UNL     1      -3.739  -2.559  -1.503  1.00  0.00           H  
HETATM   52  H30 UNL     1      -1.597  -1.938  -1.440  1.00  0.00           H  
HETATM   53  H31 UNL     1      -1.230  -2.595   0.170  1.00  0.00           H  
CONECT    1    2   23
CONECT    2    3   11   17
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6   10
CONECT    6    7   28   29
CONECT    7    8   30   31
CONECT    8    9   32   33
CONECT    9   10   34   35
CONECT   10   36   37
CONECT   11   12   12   16
CONECT   12   13   38
CONECT   13   14   14   39
CONECT   14   15   40
CONECT   15   16   16   41
CONECT   16   42
CONECT   17   18   22   43
CONECT   18   19   44   45
CONECT   19   20   46   47
CONECT   20   21   48   49
CONECT   21   22   50   51
CONECT   22   52   53
END

HMDB0243746
     RDKit          3D
(s)-Trihexyphenidyl
 53 55  0  0  0  0  0  0  0  0999 V2000
   -0.3942    1.5307    0.9149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8553    0.5647    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3087    0.0259   -0.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300   -0.3405    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167   -1.0507   -0.5355 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2164   -0.3370   -1.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5489    0.2244   -1.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7656    0.4323    0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5395   -0.8906    0.9344 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3671   -1.6591    0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5522    1.4319   -1.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7468    1.2147   -1.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2214    2.0892   -2.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4925    3.1804   -2.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2643    3.3949   -2.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7950    2.5339   -1.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7134   -0.4744    0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796   -1.4120    1.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1699   -2.3860    2.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5895   -2.1605    1.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9877   -0.8898    1.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9225    0.1489    1.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7392    1.5049    1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0312   -0.8219   -1.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687    0.7990   -1.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9677    0.6808    0.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2045   -0.6941    1.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444   -0.9850   -2.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5897    0.4970   -1.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7389    1.2187   -1.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3617   -0.4884   -1.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8384    0.7235    0.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1869    1.2608    0.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5345   -0.6808    2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4585   -1.5104    0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5607   -2.7162    0.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856   -1.7459    1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3171    0.3634   -1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1812    1.8975   -2.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8919    3.8562   -3.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6721    4.2505   -2.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1671    2.7523   -1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1474   -1.0867   -0.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3647   -2.0831    1.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6877   -0.8384    2.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9226   -2.4776    3.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9252   -3.4310    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1394   -2.1809    2.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0574   -3.0020    1.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9710   -0.5110    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2191   -1.1057    0.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568    0.2579    2.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1914    1.1255    0.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 10  5  1  0
 16 11  1  0
 22 17  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Apo-trihex	Kegg
Trihexylphenidyl	HMDB
Trihexylphenidyle	HMDB
Trihexylphenizyl	HMDB
Trihexyphenidyle	HMDB
Triphenidyl	HMDB
AHP brand OF trihexyphenidyl hydrochloride	MeSH, HMDB
ApoTrihex	MeSH, HMDB
Eisai brand OF trihexyphenidyl hydrochloride	MeSH, HMDB
Hipokinon	MeSH, HMDB
Parkopan	MeSH, HMDB
Trihexyphenidyl hydrochloride	MeSH, HMDB
Trihexyphenidyl wyeth brand	MeSH, HMDB
apo Trihex	MeSH, HMDB
Artane	MeSH, HMDB
Benzhexol	MeSH, HMDB
Cypress brand OF trihexyphenidyl hydrochloride	MeSH, HMDB
Lederle brand OF trihexyphenidyl hydrochloride	MeSH, HMDB
Parkinane	MeSH, HMDB
Psicofarma brand OF trihexyphenidyl hydrochloride	MeSH, HMDB
Rugby brand OF trihexyphenidyl hydrochloride	MeSH, HMDB
Trihexidyl hydrochloride	MeSH, HMDB
Wyeth brand OF trihexyphenidyl	MeSH, HMDB
Wyeth brand OF trihexyphenidyl hydrochloride	MeSH, HMDB
Apotex brand OF trihexyphenidyl hydrochloride	MeSH, HMDB
Aventis brand OF trihexyphenidyl hydrochloride	MeSH, HMDB
Schrein brand OF trihexyphenidyl hydrochloride	MeSH, HMDB
Cyclodol	MeSH, HMDB
Hexal brand OF trihexyphenidyl hydrochloride	MeSH, HMDB
Liquipharm brand OF trihexyphenidyl hydrochloride	MeSH, HMDB
Pharmaceutical associates brand OF trihexyphenidyl hydrochloride	MeSH, HMDB
Trihexane	MeSH, HMDB
Trihexyphenidyl hydrochloride elixir	MeSH, HMDB

Chemical Formula

C₂₀H₃₁NO

Average Molecular Weight

301.4662

Monoisotopic Molecular Weight

301.240564619

IUPAC Name

1-cyclohexyl-1-phenyl-3-(piperidin-1-yl)propan-1-ol

Traditional Name

trihexyphenidyl

CAS Registry Number

144-11-6

SMILES

OC(CCN1CCCCC1)(C1CCCCC1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C20H31NO/c22-20(18-10-4-1-5-11-18,19-12-6-2-7-13-19)14-17-21-15-8-3-9-16-21/h1,4-5,10-11,19,22H,2-3,6-9,12-17H2

InChI Key

HWHLPVGTWGOCJO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Aralkylamines

Alternative Parents

Substituents

Aralkylamine
Monocyclic benzene moiety
Piperidine
Benzenoid
1,3-aminoalcohol
Tertiary alcohol
Tertiary amine
Tertiary aliphatic amine
Azacycle
Organoheterocyclic compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organopnictogen compound
Aromatic alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

amine (CHEBI:9720 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014520)

Source

Exogenous

Exogenous (HMDB: HMDB0014520)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	258.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0031 g/L	Not Available
LogP	4.5	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0031 g/L	ALOGPS
logP	4.93	ALOGPS
logP	4.23	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	13.84	ChemAxon
pKa (Strongest Basic)	9.32	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	23.47 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	93.21 m³·mol⁻¹	ChemAxon
Polarizability	36.73 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	168.319	31661259
DarkChem	[M-H]-	166.412	31661259
DeepCCS	[M+H]+	174.305	30932474
DeepCCS	[M-H]-	171.947	30932474
DeepCCS	[M-2H]-	204.834	30932474
DeepCCS	[M+Na]+	180.398	30932474
AllCCS	[M+H]+	175.8	32859911
AllCCS	[M+H-H2O]+	172.6	32859911
AllCCS	[M+NH4]+	178.8	32859911
AllCCS	[M+Na]+	179.6	32859911
AllCCS	[M-H]-	179.8	32859911
AllCCS	[M+Na-2H]-	180.1	32859911
AllCCS	[M+HCOO]-	180.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Trihexyphenidyl	OC(CCN1CCCCC1)(C1CCCCC1)C1=CC=CC=C1	2407.4	Standard polar	33892256
Trihexyphenidyl	OC(CCN1CCCCC1)(C1CCCCC1)C1=CC=CC=C1	2254.3	Standard non polar	33892256
Trihexyphenidyl	OC(CCN1CCCCC1)(C1CCCCC1)C1=CC=CC=C1	2227.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Trihexyphenidyl,1TMS,isomer #1	C[Si](C)(C)OC(CCN1CCCCC1)(C1=CC=CC=C1)C1CCCCC1	2421.9	Semi standard non polar	33892256
Trihexyphenidyl,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CCN1CCCCC1)(C1=CC=CC=C1)C1CCCCC1	2656.2	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 - Trihexyphenidyl GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4j-9520000000-9a2c379908fc40e03fe2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trihexyphenidyl GC-MS (1 TMS) - 70eV, Positive	splash10-08gm-8291000000-e91e4f7026454f2df547	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trihexyphenidyl GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trihexyphenidyl GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trihexyphenidyl GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0002-9200000000-2092a098302f5e63b76c	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trihexyphenidyl , positive-QTOF	splash10-0udi-4119000000-9ed82688d3c1b39f26eb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trihexyphenidyl 10V, Negative-QTOF	splash10-00di-1190000000-eb1d6e20e193aabe8331	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trihexyphenidyl 40V, Negative-QTOF	splash10-004r-9440000000-9b8665d040c0679d223d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trihexyphenidyl 20V, Negative-QTOF	splash10-009i-6950000000-12b0f3e5468353070296	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihexyphenidyl 10V, Positive-QTOF	splash10-0f89-1096000000-d3df91688ef1945d673e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihexyphenidyl 20V, Positive-QTOF	splash10-0002-9130000000-5c5ffd9794999341adec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihexyphenidyl 40V, Positive-QTOF	splash10-05mn-9210000000-f0b1224b58d81bff09de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihexyphenidyl 10V, Negative-QTOF	splash10-0udi-0019000000-7ed6535dacec03b4f64e	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihexyphenidyl 20V, Negative-QTOF	splash10-0f89-9145000000-5ef99bbb769978df62bd	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihexyphenidyl 40V, Negative-QTOF	splash10-001i-9010000000-ee7ed12c77da3bd0134f	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihexyphenidyl 10V, Positive-QTOF	splash10-0udi-3009000000-cd1bde8ffe3dde655051	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihexyphenidyl 20V, Positive-QTOF	splash10-0002-9001000000-edf90121115e0df0494d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihexyphenidyl 40V, Positive-QTOF	splash10-0002-9020000000-c9173163c6667307ea2f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihexyphenidyl 10V, Negative-QTOF	splash10-0udi-0009000000-2b5232fe5f3af3692a07	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihexyphenidyl 20V, Negative-QTOF	splash10-0udi-0319000000-5b77372872ee2d4b2758	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihexyphenidyl 40V, Negative-QTOF	splash10-0002-0390000000-a4123a20c113e31a331f	2021-09-24	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 DB00376	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00376	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

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

5371

KEGG Compound ID

C07171

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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. 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

Bognar IT, Altes U, Beinhauer C, Kessler I, Fuder H: A muscarinic receptor different from the M1, M2, M3 and M4 subtypes mediates the contraction of the rabbit iris sphincter. Naunyn Schmiedebergs Arch Pharmacol. 1992 Jun;345(6):611-8. [PubMed:1635586 ]
Dorje F, Wess J, Lambrecht G, Tacke R, Mutschler E, Brann MR: Antagonist binding profiles of five cloned human muscarinic receptor subtypes. J Pharmacol Exp Ther. 1991 Feb;256(2):727-33. [PubMed:1994002 ]
Freedman SB, Beer MS, Harley EA: Muscarinic M1, M2 receptor binding. Relationship with functional efficacy. Eur J Pharmacol. 1988 Oct 26;156(1):133-42. [PubMed:3208836 ]

Enzyme Details

2. 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 ]
Prus AJ, Pehrson AL, Philibin SD, Wood JT, Vunck SA, Porter JH: The role of M1 muscarinic cholinergic receptors in the discriminative stimulus properties of N-desmethylclozapine and the atypical antipsychotic drug clozapine in rats. Psychopharmacology (Berl). 2009 Apr;203(2):295-301. doi: 10.1007/s00213-008-1262-0. Epub 2008 Aug 7. [PubMed:18685832 ]
Giachetti A, Giraldo E, Ladinsky H, Montagna E: Binding and functional profiles of the selective M1 muscarinic receptor antagonists trihexyphenidyl and dicyclomine. Br J Pharmacol. 1986 Sep;89(1):83-90. [PubMed:2432979 ]
Tanda G, Katz JL: Muscarinic preferential M(1) receptor antagonists enhance the discriminative-stimulus effects of cocaine in rats. Pharmacol Biochem Behav. 2007 Oct;87(4):400-4. Epub 2007 Jun 2. [PubMed:17631384 ]
Dorje F, Wess J, Lambrecht G, Tacke R, Mutschler E, Brann MR: Antagonist binding profiles of five cloned human muscarinic receptor subtypes. J Pharmacol Exp Ther. 1991 Feb;256(2):727-33. [PubMed:1994002 ]
Freedman SB, Beer MS, Harley EA: Muscarinic M1, M2 receptor binding. Relationship with functional efficacy. Eur J Pharmacol. 1988 Oct 26;156(1):133-42. [PubMed:3208836 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

3. 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

Bognar IT, Altes U, Beinhauer C, Kessler I, Fuder H: A muscarinic receptor different from the M1, M2, M3 and M4 subtypes mediates the contraction of the rabbit iris sphincter. Naunyn Schmiedebergs Arch Pharmacol. 1992 Jun;345(6):611-8. [PubMed:1635586 ]
Dorje F, Wess J, Lambrecht G, Tacke R, Mutschler E, Brann MR: Antagonist binding profiles of five cloned human muscarinic receptor subtypes. J Pharmacol Exp Ther. 1991 Feb;256(2):727-33. [PubMed:1994002 ]
Freedman SB, Beer MS, Harley EA: Muscarinic M1, M2 receptor binding. Relationship with functional efficacy. Eur J Pharmacol. 1988 Oct 26;156(1):133-42. [PubMed:3208836 ]

Enzyme Details

4. 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

Bognar IT, Altes U, Beinhauer C, Kessler I, Fuder H: A muscarinic receptor different from the M1, M2, M3 and M4 subtypes mediates the contraction of the rabbit iris sphincter. Naunyn Schmiedebergs Arch Pharmacol. 1992 Jun;345(6):611-8. [PubMed:1635586 ]
Dorje F, Wess J, Lambrecht G, Tacke R, Mutschler E, Brann MR: Antagonist binding profiles of five cloned human muscarinic receptor subtypes. J Pharmacol Exp Ther. 1991 Feb;256(2):727-33. [PubMed:1994002 ]

Enzyme Details

5. 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

Bognar IT, Altes U, Beinhauer C, Kessler I, Fuder H: A muscarinic receptor different from the M1, M2, M3 and M4 subtypes mediates the contraction of the rabbit iris sphincter. Naunyn Schmiedebergs Arch Pharmacol. 1992 Jun;345(6):611-8. [PubMed:1635586 ]
Dorje F, Wess J, Lambrecht G, Tacke R, Mutschler E, Brann MR: Antagonist binding profiles of five cloned human muscarinic receptor subtypes. J Pharmacol Exp Ther. 1991 Feb;256(2):727-33. [PubMed:1994002 ]

Showing metabocard for Trihexyphenidyl (HMDB0014520)

MOL for HMDB0014520 (Trihexyphenidyl)

3D MOL for HMDB0014520 (Trihexyphenidyl)

3D SDF for HMDB0014520 (Trihexyphenidyl)

3D-SDF for HMDB0014520 (Trihexyphenidyl)

PDB for HMDB0014520 (Trihexyphenidyl)

3D PDB for HMDB0014520 (Trihexyphenidyl)

SMILES for HMDB0014520 (Trihexyphenidyl)

INCHI for HMDB0014520 (Trihexyphenidyl)

Structure for HMDB0014520 (Trihexyphenidyl)

3D Structure for HMDB0014520 (Trihexyphenidyl)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References