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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3)transporters (1) Show 4 proteins XML

enzymes (3)transporters (1) Show 4 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:48 UTC

HMDB ID

HMDB0014948

Secondary Accession Numbers

HMDB14948

Metabolite Identification

Common Name

Biperiden

Description

Biperiden, also known as akineton or biperidine, 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. Biperiden is a drug which is used for use as an adjunct in the therapy of all forms of parkinsonism and control of extrapyramidal disorders secondary to neuroleptic drug therapy. Biperiden is a very strong basic compound (based on its pKa). Biperiden is a potentially toxic compound.

Structure

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

HMDB0014948
     RDKit          3D
Biperiden
 52 55  0  0  0  0  0  0  0  0999 V2000
   -1.1804   -0.2835   -2.0072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1645    0.1254   -0.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1821   -0.3629   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    0.2906   -1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5233   -0.1407   -0.5376 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9483   -1.4646   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4256   -1.6505   -0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8685   -0.9487    0.8234 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2099    0.3856    1.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4946    0.8471   -0.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3027    1.5775   -0.6180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6013    2.3873    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7962    3.7500    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6801    4.3382   -0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3909    3.5686   -1.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1853    2.1960   -1.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3416   -0.5194   -0.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5536   -0.1804    1.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1505   -1.4984    1.9294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2523   -1.9850    1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7602   -2.4463   -0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232   -2.0224   -0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0202   -2.3962    1.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0644   -0.4948   -2.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2305   -1.4478   -0.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3069   -0.1772    0.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509    1.3871   -1.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0336   -0.0728   -2.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3196   -2.1749   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7994   -1.8054   -1.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5880   -2.7389   -0.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0315   -1.3709   -1.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8080   -1.5642    1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9638   -0.7388    0.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4075    0.2257    1.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8734    1.1452    1.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1670    1.1031   -1.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9156    1.7682    0.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0840    1.9106    0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2232    4.3442    0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8150    5.4237   -0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0884    4.0153   -2.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603    1.6206   -2.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2391   -0.1490   -0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2935    0.6458    1.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6185   -0.0231    1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3149   -1.5586    2.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3264   -2.0065    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1924   -2.9876   -0.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6766   -2.4751   -0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1085   -1.9343    1.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1900   -3.4368    1.6045 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  2  0
 21 22  1  0
 22 23  1  0
 10  5  1  0
 16 11  1  0
 22 17  1  0
 23 19  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
M  END

810
  Mrv0541 02231215012D          

 23 26  0  0  1  0            999 V2000
    6.1299    0.0101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2719   -0.8149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0029    0.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916    0.9382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7051    1.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2164    1.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0974    2.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4154   -0.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7010   -0.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8279   -1.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9865   -0.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6529   -1.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4154   -1.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5575   -0.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2719   -1.6399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8430   -0.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5575   -2.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8430   -1.6399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0655   -1.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8279   -2.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6529   -2.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2 13  1  0  0  0  0
  2 16  1  0  0  0  0
  2 17  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  3  8  1  0  0  0  0
  4  7  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  2  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 14 21  1  0  0  0  0
 15 22  2  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 20  1  0  0  0  0
 21 23  2  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014948

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CCN1CCCCC1)(C1CC2CC1C=C2)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H29NO/c23-21(19-7-3-1-4-8-19,11-14-22-12-5-2-6-13-22)20-16-17-9-10-18(20)15-17/h1,3-4,7-10,17-18,20,23H,2,5-6,11-16H2

> <INCHI_KEY>
YSXKPIUOCJLQIE-UHFFFAOYSA-N

> <FORMULA>
C21H29NO

> <MOLECULAR_WEIGHT>
311.4611

> <EXACT_MASS>
311.224914555

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.74329708560114

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{bicyclo[2.2.1]hept-5-en-2-yl}-1-phenyl-3-(piperidin-1-yl)propan-1-ol

> <ALOGPS_LOGP>
4.28

> <JCHEM_LOGP>
3.5365074619999994

> <ALOGPS_LOGS>
-4.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.820096784776485

> <JCHEM_PKA_STRONGEST_BASIC>
9.297995719799305

> <JCHEM_POLAR_SURFACE_AREA>
23.47

> <JCHEM_REFRACTIVITY>
97.0158

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.26e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biperiden

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014948
     RDKit          3D
Biperiden
 52 55  0  0  0  0  0  0  0  0999 V2000
   -1.1804   -0.2835   -2.0072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1645    0.1254   -0.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1821   -0.3629   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    0.2906   -1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5233   -0.1407   -0.5376 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9483   -1.4646   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4256   -1.6505   -0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8685   -0.9487    0.8234 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2099    0.3856    1.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4946    0.8471   -0.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3027    1.5775   -0.6180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6013    2.3873    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7962    3.7500    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6801    4.3382   -0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3909    3.5686   -1.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1853    2.1960   -1.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3416   -0.5194   -0.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5536   -0.1804    1.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1505   -1.4984    1.9294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2523   -1.9850    1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7602   -2.4463   -0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232   -2.0224   -0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0202   -2.3962    1.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0644   -0.4948   -2.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2305   -1.4478   -0.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3069   -0.1772    0.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509    1.3871   -1.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0336   -0.0728   -2.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3196   -2.1749   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7994   -1.8054   -1.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5880   -2.7389   -0.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0315   -1.3709   -1.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8080   -1.5642    1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9638   -0.7388    0.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4075    0.2257    1.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8734    1.1452    1.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1670    1.1031   -1.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9156    1.7682    0.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0840    1.9106    0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2232    4.3442    0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8150    5.4237   -0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0884    4.0153   -2.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603    1.6206   -2.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2391   -0.1490   -0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2935    0.6458    1.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6185   -0.0231    1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3149   -1.5586    2.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3264   -2.0065    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1924   -2.9876   -0.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6766   -2.4751   -0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1085   -1.9343    1.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1900   -3.4368    1.6045 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  2  0
 21 22  1  0
 22 23  1  0
 10  5  1  0
 16 11  1  0
 22 17  1  0
 23 19  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 810                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      11.442   0.019   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0       6.108  -1.521   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       9.339   0.583   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.518   1.751   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.916   3.239   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.737   2.070   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.782   4.752   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.109  -0.751   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.850   0.211   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.080   1.545   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.775  -1.521   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.879  -2.085   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.441  -0.751   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.419  -2.085   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.109  -3.418   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.774  -0.751   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.108  -3.061   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.440  -1.521   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.774  -3.831   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.440  -3.061   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.189  -3.418   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.879  -4.752   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.419  -4.752   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2   13   16   17                                                  
CONECT    3    4    6    8                                                  
CONECT    4    3    7    9                                                  
CONECT    5    6    7   10                                                  
CONECT    6    3    5                                                       
CONECT    7    4    5                                                       
CONECT    8    1    3   11   12                                             
CONECT    9    4   10                                                       
CONECT   10    5    9                                                       
CONECT   11    8   13                                                       
CONECT   12    8   14   15                                                  
CONECT   13    2   11                                                       
CONECT   14   12   21                                                       
CONECT   15   12   22                                                       
CONECT   16    2   18                                                       
CONECT   17    2   19                                                       
CONECT   18   16   20                                                       
CONECT   19   17   20                                                       
CONECT   20   18   19                                                       
CONECT   21   14   23                                                       
CONECT   22   15   23                                                       
CONECT   23   21   22                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0014948
HETATM    1  O1  UNL     1      -1.180  -0.284  -2.007  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.165   0.125  -0.671  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.182  -0.363  -0.158  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.282   0.291  -1.004  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.523  -0.141  -0.538  1.00  0.00           N  
HETATM    6  C4  UNL     1       2.948  -1.465  -0.710  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.426  -1.651  -0.420  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.869  -0.949   0.823  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.210   0.386   1.034  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.495   0.847  -0.220  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.303   1.577  -0.618  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.601   2.387   0.271  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.796   3.750   0.263  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.680   4.338  -0.618  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.391   3.569  -1.511  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.185   2.196  -1.491  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.342  -0.519  -0.027  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.554  -0.180   1.434  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.151  -1.498   1.929  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.252  -1.985   1.044  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.760  -2.446  -0.105  1.00  0.00           C  
HETATM   22  C20 UNL     1      -2.323  -2.022  -0.073  1.00  0.00           C  
HETATM   23  C21 UNL     1      -2.020  -2.396   1.387  1.00  0.00           C  
HETATM   24  H1  UNL     1      -2.064  -0.495  -2.352  1.00  0.00           H  
HETATM   25  H2  UNL     1       0.231  -1.448  -0.429  1.00  0.00           H  
HETATM   26  H3  UNL     1       0.307  -0.177   0.907  1.00  0.00           H  
HETATM   27  H4  UNL     1       1.151   1.387  -1.087  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.034  -0.073  -2.056  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.320  -2.175  -0.121  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.799  -1.805  -1.779  1.00  0.00           H  
HETATM   31  H8  UNL     1       4.588  -2.739  -0.275  1.00  0.00           H  
HETATM   32  H9  UNL     1       5.032  -1.371  -1.316  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.808  -1.564   1.745  1.00  0.00           H  
HETATM   34  H11 UNL     1       5.964  -0.739   0.706  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.408   0.226   1.791  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.873   1.145   1.451  1.00  0.00           H  
HETATM   37  H14 UNL     1       4.167   1.103  -1.053  1.00  0.00           H  
HETATM   38  H15 UNL     1       2.916   1.768   0.095  1.00  0.00           H  
HETATM   39  H16 UNL     1       0.084   1.911   0.964  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.223   4.344   0.975  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.815   5.424  -0.606  1.00  0.00           H  
HETATM   42  H19 UNL     1      -3.088   4.015  -2.208  1.00  0.00           H  
HETATM   43  H20 UNL     1      -2.760   1.621  -2.205  1.00  0.00           H  
HETATM   44  H21 UNL     1      -3.239  -0.149  -0.562  1.00  0.00           H  
HETATM   45  H22 UNL     1      -3.294   0.646   1.556  1.00  0.00           H  
HETATM   46  H23 UNL     1      -1.618  -0.023   1.983  1.00  0.00           H  
HETATM   47  H24 UNL     1      -3.315  -1.559   2.973  1.00  0.00           H  
HETATM   48  H25 UNL     1      -5.326  -2.006   1.233  1.00  0.00           H  
HETATM   49  H26 UNL     1      -4.192  -2.988  -0.915  1.00  0.00           H  
HETATM   50  H27 UNL     1      -1.677  -2.475  -0.796  1.00  0.00           H  
HETATM   51  H28 UNL     1      -1.109  -1.934   1.763  1.00  0.00           H  
HETATM   52  H29 UNL     1      -2.190  -3.437   1.605  1.00  0.00           H  
CONECT    1    2   24
CONECT    2    3   11   17
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   10
CONECT    6    7   29   30
CONECT    7    8   31   32
CONECT    8    9   33   34
CONECT    9   10   35   36
CONECT   10   37   38
CONECT   11   12   12   16
CONECT   12   13   39
CONECT   13   14   14   40
CONECT   14   15   41
CONECT   15   16   16   42
CONECT   16   43
CONECT   17   18   22   44
CONECT   18   19   45   46
CONECT   19   20   23   47
CONECT   20   21   21   48
CONECT   21   22   49
CONECT   22   23   50
CONECT   23   51   52
END

HMDB0014948
     RDKit          3D
Biperiden
 52 55  0  0  0  0  0  0  0  0999 V2000
   -1.1804   -0.2835   -2.0072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1645    0.1254   -0.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1821   -0.3629   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    0.2906   -1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5233   -0.1407   -0.5376 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9483   -1.4646   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4256   -1.6505   -0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8685   -0.9487    0.8234 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2099    0.3856    1.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4946    0.8471   -0.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3027    1.5775   -0.6180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6013    2.3873    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7962    3.7500    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6801    4.3382   -0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3909    3.5686   -1.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1853    2.1960   -1.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3416   -0.5194   -0.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5536   -0.1804    1.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1505   -1.4984    1.9294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2523   -1.9850    1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7602   -2.4463   -0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232   -2.0224   -0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0202   -2.3962    1.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0644   -0.4948   -2.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2305   -1.4478   -0.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3069   -0.1772    0.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509    1.3871   -1.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0336   -0.0728   -2.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3196   -2.1749   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7994   -1.8054   -1.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5880   -2.7389   -0.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0315   -1.3709   -1.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8080   -1.5642    1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9638   -0.7388    0.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4075    0.2257    1.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8734    1.1452    1.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1670    1.1031   -1.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9156    1.7682    0.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0840    1.9106    0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2232    4.3442    0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8150    5.4237   -0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0884    4.0153   -2.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603    1.6206   -2.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2391   -0.1490   -0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2935    0.6458    1.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6185   -0.0231    1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3149   -1.5586    2.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3264   -2.0065    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1924   -2.9876   -0.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6766   -2.4751   -0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1085   -1.9343    1.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1900   -3.4368    1.6045 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  2  0
 21 22  1  0
 22 23  1  0
 10  5  1  0
 16 11  1  0
 22 17  1  0
 23 19  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Bicyclo[2.2.1]hept-5-en-2-yl-1-phenyl-3-piperidin-1-yl-propan-1-ol	ChEBI
alpha-5-Norbornen-2-yl-alpha-phenyl-1-piperidinepropanol	ChEBI
alpha-Bicyclo[2.2.1]hept-5-en-2-yl-alpha-phenyl-1-piperidinepropanol	ChEBI
Biperidene	ChEBI
Biperideno	ChEBI
Biperidenum	ChEBI
Akineton	Kegg
a-5-Norbornen-2-yl-a-phenyl-1-piperidinepropanol	Generator
Α-5-norbornen-2-yl-α-phenyl-1-piperidinepropanol	Generator
a-Bicyclo[2.2.1]hept-5-en-2-yl-a-phenyl-1-piperidinepropanol	Generator
Α-bicyclo[2.2.1]hept-5-en-2-yl-α-phenyl-1-piperidinepropanol	Generator
Beperiden	HMDB
Biperidine	HMDB
Biperiden, 1R-(1 alpha,2 alpha(r*),4 alpha)-isomer	HMDB
Biperiden hydrochloride	HMDB
Biperiden, 1S-(1 alpha,2 alpha(r*),4 alpha)-isomer	HMDB
Hydrochloride, biperiden	HMDB
alpha-Bicyclo(2.2.1)hept-5-en-2-yl-alpha-phenyl-1-piperidinepropanol	HMDB

Chemical Formula

C₂₁H₂₉NO

Average Molecular Weight

311.4611

Monoisotopic Molecular Weight

311.224914555

IUPAC Name

1-{bicyclo[2.2.1]hept-5-en-2-yl}-1-phenyl-3-(piperidin-1-yl)propan-1-ol

Traditional Name

biperiden

CAS Registry Number

514-65-8

SMILES

OC(CCN1CCCCC1)(C1CC2CC1C=C2)C1=CC=CC=C1

InChI Identifier

InChI=1S/C21H29NO/c23-21(19-7-3-1-4-8-19,11-14-22-12-5-2-6-13-22)20-16-17-9-10-18(20)15-17/h1,3-4,7-10,17-18,20,23H,2,5-6,11-16H2

InChI Key

YSXKPIUOCJLQIE-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 heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

piperidines (CHEBI:3112 )
tertiary alcohol (CHEBI:3112 )
tertiary amino compound (CHEBI:3112 )

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: HMDB0014948)

Source

Exogenous

Exogenous (HMDB: HMDB0014948)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

Antimuscarinic (HMDB: HMDB0014948)
Parasympatholytic agent (HMDB: HMDB0014948)

Pharmaceutical industry

Antiparkinson drug (HMDB: HMDB0014948)

Antidyskinesia agent (HMDB: HMDB0014948)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	114 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0043 g/L	Not Available
LogP	4.1	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	177.7	30932474
[M+H]+	Not Available	175.706	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000712

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0043 g/L	ALOGPS
logP	4.28	ALOGPS
logP	3.54	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	13.82	ChemAxon
pKa (Strongest Basic)	9.3	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	97.02 m³·mol⁻¹	ChemAxon
Polarizability	36.74 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	171.639	31661259
DarkChem	[M-H]-	171.32	31661259
DeepCCS	[M+H]+	174.99	30932474
DeepCCS	[M-H]-	172.632	30932474
DeepCCS	[M-2H]-	205.518	30932474
DeepCCS	[M+Na]+	181.083	30932474
AllCCS	[M+H]+	178.0	32859911
AllCCS	[M+H-H2O]+	174.9	32859911
AllCCS	[M+NH4]+	180.9	32859911
AllCCS	[M+Na]+	181.7	32859911
AllCCS	[M-H]-	182.2	32859911
AllCCS	[M+Na-2H]-	182.2	32859911
AllCCS	[M+HCOO]-	182.4	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.	5.4 minutes	32390414
Predicted by Siyang on May 30, 2022	10.8296 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.74 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	90.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1389.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	197.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	186.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	136.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	364.9 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	391.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	580.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	921.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	324.0 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	1069.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	258.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	324.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	611.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	435.2 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	44.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Biperiden	OC(CCN1CCCCC1)(C1CC2CC1C=C2)C1=CC=CC=C1	2805.6	Standard polar	33892256
Biperiden	OC(CCN1CCCCC1)(C1CC2CC1C=C2)C1=CC=CC=C1	2303.5	Standard non polar	33892256
Biperiden	OC(CCN1CCCCC1)(C1CC2CC1C=C2)C1=CC=CC=C1	2398.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Biperiden,1TMS,isomer #1	C[Si](C)(C)OC(CCN1CCCCC1)(C1=CC=CC=C1)C1CC2C=CC1C2	2469.1	Semi standard non polar	33892256
Biperiden,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CCN1CCCCC1)(C1=CC=CC=C1)C1CC2C=CC1C2	2703.1	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 - Biperiden GC-MS (1 TMS) - 70eV, Positive	splash10-0096-9261000000-a2bf53b32ad045169c69	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biperiden GC-MS (Non-derivatized) - 70eV, Positive	splash10-054n-9520000000-3d69a8227dbbcbaa85a2	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biperiden GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0002-9000000000-92eb93b999cf7f5ec519	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biperiden 10V, Positive-QTOF	splash10-01ox-1096000000-b99cc35f37f276338977	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biperiden 20V, Positive-QTOF	splash10-0002-9040000000-0e1cce5acf474b6a379f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biperiden 40V, Positive-QTOF	splash10-016r-9110000000-6c95e29e42a503874c09	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biperiden 10V, Negative-QTOF	splash10-03di-0019000000-15b9d0ad97ade514831c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biperiden 20V, Negative-QTOF	splash10-03ec-9145000000-6475a16f5449091aedb6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biperiden 40V, Negative-QTOF	splash10-001i-9000000000-7c0cf15c2c8f5071caf7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biperiden 10V, Positive-QTOF	splash10-03di-4009000000-5d4593f5bf86b7105063	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biperiden 20V, Positive-QTOF	splash10-0002-9002000000-91d2484c2b5c788ee347	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biperiden 40V, Positive-QTOF	splash10-0002-9220000000-bd998e4698c9aaf6a99e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biperiden 10V, Negative-QTOF	splash10-03di-0009000000-db992041ed33362f9a42	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biperiden 20V, Negative-QTOF	splash10-03di-1549000000-050f3e90417671bee316	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biperiden 40V, Negative-QTOF	splash10-0a4i-1935000000-317f7afd162e7d4dca0b	2021-10-11	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 DB00810	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00810	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

DB00810

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2289

KEGG Compound ID

C07941

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Biperiden

METLIN ID

Not Available

PubChem Compound

2381

PDB ID

Not Available

ChEBI ID

3112

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

Nishiyama K, Mizuno T, Sakuta M, Kurisaki H: Chronic dementia in Parkinson's disease treated by anticholinergic agents. Neuropsychological and neuroradiological examination. Adv Neurol. 1993;60:479-83. [PubMed:8420174 ]

Enzymes

Enzyme Details

1. 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

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 ]
Hosoi R, Kobayashi K, Watanabe Y, Inoue O: Evaluation of in vivo binding properties of 3H-NMPB and 3H-QNB in mouse brain. J Neural Transm (Vienna). 1999;106(7-8):583-92. [PubMed:10907719 ]
Pehl C, Wendl B, Kaess H, Pfeiffer A: Effects of two anticholinergic drugs, trospium chloride and biperiden, on motility and evoked potentials of the oesophagus. Aliment Pharmacol Ther. 1998 Oct;12(10):979-84. [PubMed:9798802 ]
Eltze M: Multiple mechanisms of action: the pharmacological profile of budipine. J Neural Transm Suppl. 1999;56:83-105. [PubMed:10370904 ]
Eltze M, Galvan M: Involvement of muscarinic M2 and M3, but not of M1 and M4 receptors in vagally stimulated contractions of rabbit bronchus/trachea. Pulm Pharmacol. 1994 Apr;7(2):109-20. [PubMed:8081071 ]
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. Neuronal acetylcholine receptor subunit alpha-2

General function:: Involved in extracellular ligand-gated ion channel activity
Specific function:: After binding acetylcholine, the AChR responds by an extensive change in conformation that affects all subunits and leads to opening of an ion-conducting channel across the plasma membrane
Gene Name:: CHRNA2
Uniprot ID:: Q15822
Molecular weight:: 59764.8

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 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Mahar Doan KM, Humphreys JE, Webster LO, Wring SA, Shampine LJ, Serabjit-Singh CJ, Adkison KK, Polli JW: Passive permeability and P-glycoprotein-mediated efflux differentiate central nervous system (CNS) and non-CNS marketed drugs. J Pharmacol Exp Ther. 2002 Dec;303(3):1029-37. [PubMed:12438524 ]

Showing metabocard for Biperiden (HMDB0014948)

MOL for HMDB0014948 (Biperiden)

3D MOL for HMDB0014948 (Biperiden)

3D SDF for HMDB0014948 (Biperiden)

3D-SDF for HMDB0014948 (Biperiden)

PDB for HMDB0014948 (Biperiden)

3D PDB for HMDB0014948 (Biperiden)

SMILES for HMDB0014948 (Biperiden)

INCHI for HMDB0014948 (Biperiden)

Structure for HMDB0014948 (Biperiden)

3D Structure for HMDB0014948 (Biperiden)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

Transporters

References