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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:36 UTC

HMDB ID

HMDB0014390

Secondary Accession Numbers

HMDB14390

Metabolite Identification

Common Name

Benzatropine

Description

Benzotropine is a centrally-acting, antimuscarinic agent used as an adjunct in the treatment of Parkinson's disease. It may also be used to treat extrapyramidal reactions, such as dystonia and Parkinsonism, caused by antipsychotics (e.g. phenothiazines). Symptoms of Parkinson's disease and extrapyramidal reactions arise from decreases in dopaminergic activity which creates an imbalance between dopaminergic and cholinergic activity. Anticholinergic therapy is thought to aid in restoring this balance leading to relief of symptoms. In addition to its anticholinergic effects, benztropine also inhibits the reuptake of dopamine at nerve terminals via the dopamine transporter. Benzotropine also produces antagonistic effects at the histamine H1 receptor.

Structure

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


  Mrv0541 04191212112D          

 26 29  0  0  0  0            999 V2000
    5.0933   -5.5515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1822   -6.3701    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6597   -5.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6662   -5.9352    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5215   -5.1055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9596   -5.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1353   -6.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7670   -6.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8697   -7.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1602   -7.1609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8600   -5.7119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5023   -4.8311    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5685   -7.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9002   -8.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2970   -7.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9953   -7.0487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9654   -6.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2310   -5.8378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5357   -6.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2018   -8.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2319   -9.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9618  -10.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6628   -9.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6293   -8.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0968   -4.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8967   -5.9576    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  6  0  0  0
  9 13  1  0  0  0  0
  4  5  1  0  0  0  0
  9 14  1  0  0  0  0
  5  1  1  0  0  0  0
 13 15  2  0  0  0  0
  1  6  1  0  0  0  0
 15 16  1  0  0  0  0
  6  2  1  0  0  0  0
 16 17  2  0  0  0  0
  4  7  1  0  0  0  0
 17 18  1  0  0  0  0
  1  8  1  0  0  0  0
 18 19  2  0  0  0  0
 19 13  1  0  0  0  0
  7  8  1  0  0  0  0
 14 20  2  0  0  0  0
 10  9  1  0  0  0  0
 20 21  1  0  0  0  0
  2  3  1  0  0  0  0
 21 22  2  0  0  0  0
  2 10  1  0  0  0  0
 22 23  1  0  0  0  0
  3  4  1  0  0  0  0
 23 24  2  0  0  0  0
 24 14  1  0  0  0  0
  4 11  1  1  0  0  0
  5 25  1  0  0  0  0
  2 26  1  1  0  0  0
M  END

HMDB0014390
     RDKit          3D
Benzatropine
 48 51  0  0  0  0  0  0  0  0999 V2000
    4.5155    1.7142   -0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1973    1.1525   -0.6045 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1582   -0.2652   -0.9269 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0062   -0.9178    0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9201    0.0322    1.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0216    1.1200    0.8368 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6005    0.7582    1.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8465    0.3164   -0.1319 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2994   -0.3179    0.3234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4660    0.1824   -0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604   -0.8598   -1.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0790   -2.1651   -0.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6260   -3.1193   -1.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1426   -2.8000   -2.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1269   -1.4865   -3.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5778   -0.5469   -2.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4118    0.6974    0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0879    1.8950    0.6661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9803    2.3458    1.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2257    1.6052    2.7585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5671    0.4186    2.9126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6746   -0.0247    1.9474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7205   -0.7137   -0.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3030    0.9363   -0.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7205    2.4414   -0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4998    2.2226   -1.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5935   -0.4055   -1.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0640   -1.0076   -0.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6039   -1.9118    0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4221   -0.4818    2.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9146    0.3962    1.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3134    2.1051    1.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996   -0.0833    1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1080    1.6269    1.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6681    1.1337   -0.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954    1.0318   -0.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6865   -2.4733    0.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6329   -4.1526   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5687   -3.5839   -3.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5337   -1.2408   -4.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    0.4865   -2.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9208    2.5068   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5057    3.2808    1.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9164    1.9198    3.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625   -0.1749    3.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1921   -0.9609    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3670   -0.9549   -1.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7289   -1.6775   -0.2626 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
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 10 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  8 23  1  0
  6  2  1  0
 16 11  1  0
 22 17  1  0
 23  3  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  6
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  1
  7 33  1  0
  7 34  1  0
  8 35  1  6
 10 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 23 48  1  0
M  END


  Mrv0541 04191212112D          

 26 29  0  0  0  0            999 V2000
    5.0933   -5.5515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1822   -6.3701    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6597   -5.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6662   -5.9352    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5215   -5.1055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9596   -5.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1353   -6.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7670   -6.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8697   -7.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1602   -7.1609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8600   -5.7119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5023   -4.8311    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5685   -7.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9002   -8.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2970   -7.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9953   -7.0487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9654   -6.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2310   -5.8378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5357   -6.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2018   -8.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2319   -9.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9618  -10.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6628   -9.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6293   -8.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0968   -4.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8967   -5.9576    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  6  0  0  0
  9 13  1  0  0  0  0
  4  5  1  0  0  0  0
  9 14  1  0  0  0  0
  5  1  1  0  0  0  0
 13 15  2  0  0  0  0
  1  6  1  0  0  0  0
 15 16  1  0  0  0  0
  6  2  1  0  0  0  0
 16 17  2  0  0  0  0
  4  7  1  0  0  0  0
 17 18  1  0  0  0  0
  1  8  1  0  0  0  0
 18 19  2  0  0  0  0
 19 13  1  0  0  0  0
  7  8  1  0  0  0  0
 14 20  2  0  0  0  0
 10  9  1  0  0  0  0
 20 21  1  0  0  0  0
  2  3  1  0  0  0  0
 21 22  2  0  0  0  0
  2 10  1  0  0  0  0
 22 23  1  0  0  0  0
  3  4  1  0  0  0  0
 23 24  2  0  0  0  0
 24 14  1  0  0  0  0
  4 11  1  1  0  0  0
  5 25  1  0  0  0  0
  2 26  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0014390

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12CC[C@]([H])(C[C@@]([H])(C1)OC(C1=CC=CC=C1)C1=CC=CC=C1)N2C

> <INCHI_IDENTIFIER>
InChI=1S/C21H25NO/c1-22-18-12-13-19(22)15-20(14-18)23-21(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18-21H,12-15H2,1H3/t18-,19+,20+

> <INCHI_KEY>
GIJXKZJWITVLHI-PMOLBWCYSA-N

> <FORMULA>
C21H25NO

> <MOLECULAR_WEIGHT>
307.4293

> <EXACT_MASS>
307.193614427

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
35.41582380411035

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3R,5S)-3-(diphenylmethoxy)-8-methyl-8-azabicyclo[3.2.1]octane

> <ALOGPS_LOGP>
4.47

> <JCHEM_LOGP>
4.185400473333332

> <ALOGPS_LOGS>
-5.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.543271456614093

> <JCHEM_POLAR_SURFACE_AREA>
12.47

> <JCHEM_REFRACTIVITY>
94.24040000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.21e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzatropina

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014390
     RDKit          3D
Benzatropine
 48 51  0  0  0  0  0  0  0  0999 V2000
    4.5155    1.7142   -0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1973    1.1525   -0.6045 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1582   -0.2652   -0.9269 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0062   -0.9178    0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9201    0.0322    1.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0216    1.1200    0.8368 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6005    0.7582    1.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8465    0.3164   -0.1319 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2994   -0.3179    0.3234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4660    0.1824   -0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604   -0.8598   -1.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0790   -2.1651   -0.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6260   -3.1193   -1.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1426   -2.8000   -2.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1269   -1.4865   -3.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5778   -0.5469   -2.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4118    0.6974    0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0879    1.8950    0.6661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9803    2.3458    1.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2257    1.6052    2.7585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5671    0.4186    2.9126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6746   -0.0247    1.9474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7205   -0.7137   -0.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3030    0.9363   -0.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7205    2.4414   -0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4998    2.2226   -1.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5935   -0.4055   -1.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0640   -1.0076   -0.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6039   -1.9118    0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4221   -0.4818    2.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9146    0.3962    1.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3134    2.1051    1.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996   -0.0833    1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1080    1.6269    1.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6681    1.1337   -0.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954    1.0318   -0.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6865   -2.4733    0.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6329   -4.1526   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5687   -3.5839   -3.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5337   -1.2408   -4.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    0.4865   -2.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9208    2.5068   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5057    3.2808    1.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9164    1.9198    3.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625   -0.1749    3.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1921   -0.9609    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3670   -0.9549   -1.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7289   -1.6775   -0.2626 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
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 10 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  8 23  1  0
  6  2  1  0
 16 11  1  0
 22 17  1  0
 23  3  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  6
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  1
  7 33  1  0
  7 34  1  0
  8 35  1  6
 10 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 23 48  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0       9.507 -10.363   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.540 -11.891   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.565 -11.079   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.710 -11.079   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       8.440  -9.530   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      11.125 -10.397   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.719 -12.430   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.898 -11.716   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.823 -14.068   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      11.499 -13.367   0.000  0.00  0.00           O+0
HETATM   11  H   UNK     0       7.205 -10.662   0.000  0.00  0.00           H+0
HETATM   12  H   UNK     0      10.271  -9.018   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0      14.128 -13.249   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.880 -15.607   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.488 -13.975   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.791 -13.158   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.735 -11.617   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.365 -10.897   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.067 -11.719   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.577 -16.420   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.633 -17.957   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.995 -18.679   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.304 -17.852   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.241 -16.317   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.647  -8.210   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0      12.874 -11.121   0.000  0.00  0.00           H+0
CONECT    1   12    5    6    8                                             
CONECT    2    6    3   10   26                                             
CONECT    3    2    4                                                       
CONECT    4    5    7    3   11                                             
CONECT    5    4    1   25                                                  
CONECT    6    1    2                                                       
CONECT    7    4    8                                                       
CONECT    8    1    7                                                       
CONECT    9   13   14   10                                                  
CONECT   10    9    2                                                       
CONECT   11    4                                                            
CONECT   12    1                                                            
CONECT   13    9   15   19                                                  
CONECT   14    9   20   24                                                  
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   13                                                       
CONECT   20   14   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   14                                                       
CONECT   25    5                                                            
CONECT   26    2                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0014390
HETATM    1  C1  UNL     1       4.515   1.714  -0.870  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.197   1.153  -0.604  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.158  -0.265  -0.927  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.006  -0.918   0.172  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.920   0.032   1.345  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.022   1.120   0.837  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.601   0.758   1.122  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.846   0.316  -0.132  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.299  -0.318   0.323  1.00  0.00           O  
HETATM   10  C8  UNL     1      -1.466   0.182  -0.174  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.060  -0.860  -1.077  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.079  -2.165  -0.632  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.626  -3.119  -1.465  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.143  -2.800  -2.705  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.127  -1.486  -3.159  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.578  -0.547  -2.317  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.412   0.697   0.804  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.088   1.895   0.666  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.980   2.346   1.624  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.226   1.605   2.759  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.567   0.419   2.913  1.00  0.00           C  
HETATM   22  C20 UNL     1      -2.675  -0.025   1.947  1.00  0.00           C  
HETATM   23  C21 UNL     1       1.721  -0.714  -0.824  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.303   0.936  -0.799  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.720   2.441  -0.051  1.00  0.00           H  
HETATM   26  H3  UNL     1       4.500   2.223  -1.861  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.593  -0.405  -1.920  1.00  0.00           H  
HETATM   28  H5  UNL     1       5.064  -1.008  -0.151  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.604  -1.912   0.452  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.422  -0.482   2.219  1.00  0.00           H  
HETATM   31  H8  UNL     1       4.915   0.396   1.678  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.313   2.105   1.256  1.00  0.00           H  
HETATM   33  H10 UNL     1       1.500  -0.083   1.850  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.108   1.627   1.601  1.00  0.00           H  
HETATM   35  H12 UNL     1       0.668   1.134  -0.829  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.195   1.032  -0.867  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.686  -2.473   0.334  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.633  -4.153  -1.097  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.569  -3.584  -3.339  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.534  -1.241  -4.134  1.00  0.00           H  
HETATM   41  H18 UNL     1      -2.553   0.486  -2.646  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.921   2.507  -0.215  1.00  0.00           H  
HETATM   43  H20 UNL     1      -4.506   3.281   1.513  1.00  0.00           H  
HETATM   44  H21 UNL     1      -4.916   1.920   3.534  1.00  0.00           H  
HETATM   45  H22 UNL     1      -3.763  -0.175   3.820  1.00  0.00           H  
HETATM   46  H23 UNL     1      -2.192  -0.961   2.128  1.00  0.00           H  
HETATM   47  H24 UNL     1       1.367  -0.955  -1.840  1.00  0.00           H  
HETATM   48  H25 UNL     1       1.729  -1.678  -0.263  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    6
CONECT    3    4   23   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32
CONECT    7    8   33   34
CONECT    8    9   23   35
CONECT    9   10
CONECT   10   11   17   36
CONECT   11   12   12   16
CONECT   12   13   37
CONECT   13   14   14   38
CONECT   14   15   39
CONECT   15   16   16   40
CONECT   16   41
CONECT   17   18   18   22
CONECT   18   19   42
CONECT   19   20   20   43
CONECT   20   21   44
CONECT   21   22   22   45
CONECT   22   46
CONECT   23   47   48
END

HMDB0014390
     RDKit          3D
Benzatropine
 48 51  0  0  0  0  0  0  0  0999 V2000
    4.5155    1.7142   -0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1973    1.1525   -0.6045 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1582   -0.2652   -0.9269 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0062   -0.9178    0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9201    0.0322    1.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0216    1.1200    0.8368 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6005    0.7582    1.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8465    0.3164   -0.1319 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2994   -0.3179    0.3234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4660    0.1824   -0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604   -0.8598   -1.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0790   -2.1651   -0.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6260   -3.1193   -1.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1426   -2.8000   -2.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1269   -1.4865   -3.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5778   -0.5469   -2.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4118    0.6974    0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0879    1.8950    0.6661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9803    2.3458    1.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2257    1.6052    2.7585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5671    0.4186    2.9126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6746   -0.0247    1.9474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7205   -0.7137   -0.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3030    0.9363   -0.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7205    2.4414   -0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4998    2.2226   -1.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5935   -0.4055   -1.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0640   -1.0076   -0.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6039   -1.9118    0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4221   -0.4818    2.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9146    0.3962    1.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3134    2.1051    1.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996   -0.0833    1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1080    1.6269    1.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6681    1.1337   -0.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954    1.0318   -0.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6865   -2.4733    0.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6329   -4.1526   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5687   -3.5839   -3.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5337   -1.2408   -4.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    0.4865   -2.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9208    2.5068   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5057    3.2808    1.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9164    1.9198    3.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625   -0.1749    3.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1921   -0.9609    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3670   -0.9549   -1.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7289   -1.6775   -0.2626 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
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 10 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  8 23  1  0
  6  2  1  0
 16 11  1  0
 22 17  1  0
 23  3  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  6
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  1
  7 33  1  0
  7 34  1  0
  8 35  1  6
 10 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 23 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3alpha-(Diphenylmethoxy)-1alphah,5alphah-tropane	ChEBI
3alpha-(Diphenylmethoxy)tropane	ChEBI
3alpha-Benzhydryloxy-8-methyl-8-azabicyclo[3.2.1]octane	ChEBI
3ENdo-benzhydryloxytropane	ChEBI
Benzatropina	ChEBI
Benzatropinum	ChEBI
Benzhydryl 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ether	ChEBI
Benztropine	ChEBI
Tropine benzohydryl ether	ChEBI
3a-(Diphenylmethoxy)-1alphah,5alphah-tropane	Generator
3Α-(diphenylmethoxy)-1alphah,5alphah-tropane	Generator
3a-(Diphenylmethoxy)tropane	Generator
3Α-(diphenylmethoxy)tropane	Generator
3a-Benzhydryloxy-8-methyl-8-azabicyclo[3.2.1]octane	Generator
3Α-benzhydryloxy-8-methyl-8-azabicyclo[3.2.1]octane	Generator
Benzatropine mesilate	HMDB
Benztropinum	HMDB

Chemical Formula

C₂₁H₂₅NO

Average Molecular Weight

307.4293

Monoisotopic Molecular Weight

307.193614427

IUPAC Name

(1R,3R,5S)-3-(diphenylmethoxy)-8-methyl-8-azabicyclo[3.2.1]octane

Traditional Name

benzatropina

CAS Registry Number

86-13-5

SMILES

[H][C@]12CC[C@]([H])(C[C@@]([H])(C1)OC(C1=CC=CC=C1)C1=CC=CC=C1)N2C

InChI Identifier

InChI=1S/C21H25NO/c1-22-18-12-13-19(22)15-20(14-18)23-21(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18-21H,12-15H2,1H3/t18-,19+,20+

InChI Key

GIJXKZJWITVLHI-PMOLBWCYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Benzylether
Tropane alkaloid
Piperidine
N-alkylpyrrolidine
Pyrrolidine
Tertiary amine
Tertiary aliphatic amine
Dialkyl ether
Ether
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tertiary amino compound (CHEBI:3048 )

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: HMDB0014390)

Source

Exogenous

Exogenous (HMDB: HMDB0014390)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

Antimuscarinic (HMDB: HMDB0014390)
Parasympatholytic agent (HMDB: HMDB0014390)

Pharmaceutical industry

Antiparkinson drug (HMDB: HMDB0014390)

Antidyskinesia agent (HMDB: HMDB0014390)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0012 g/L	Not Available
LogP	4.3	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0012 g/L	ALOGPS
logP	4.47	ALOGPS
logP	4.19	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.47 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	94.24 m³·mol⁻¹	ChemAxon
Polarizability	35.42 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]+	175.346	31661259
DarkChem	[M-H]-	172.384	31661259
DeepCCS	[M-2H]-	204.052	30932474
DeepCCS	[M+Na]+	178.603	30932474
AllCCS	[M+H]+	178.7	32859911
AllCCS	[M+H-H2O]+	175.5	32859911
AllCCS	[M+NH4]+	181.7	32859911
AllCCS	[M+Na]+	182.5	32859911
AllCCS	[M-H]-	182.5	32859911
AllCCS	[M+Na-2H]-	182.3	32859911
AllCCS	[M+HCOO]-	182.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.69 minutes	32390414
Predicted by Siyang on May 30, 2022	13.8569 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.77 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	35.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2380.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	323.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	205.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	191.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	267.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	596.1 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	538.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	172.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1582.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	544.1 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	1345.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	318.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	369.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	253.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	222.1 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	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benzatropine	[H][C@]12CC[C@]([H])(C[C@@]([H])(C1)OC(C1=CC=CC=C1)C1=CC=CC=C1)N2C	3202.3	Standard polar	33892256
Benzatropine	[H][C@]12CC[C@]([H])(C[C@@]([H])(C1)OC(C1=CC=CC=C1)C1=CC=CC=C1)N2C	2377.4	Standard non polar	33892256
Benzatropine	[H][C@]12CC[C@]([H])(C[C@@]([H])(C1)OC(C1=CC=CC=C1)C1=CC=CC=C1)N2C	2303.3	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 - Benzatropine GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-7910000000-522d5f59ab66fd491865	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzatropine 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 - Benzatropine 10V, Positive-QTOF	splash10-0a4i-0309000000-128b2c78aa7b0dd7d9e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzatropine 20V, Positive-QTOF	splash10-0avi-1914000000-96ca5c9a7aea2b463b4d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzatropine 40V, Positive-QTOF	splash10-00rt-9600000000-6dda6384a6abcbd56c1f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzatropine 10V, Negative-QTOF	splash10-0a4i-0209000000-6ac5128c1f553f581afd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzatropine 20V, Negative-QTOF	splash10-0a4i-1619000000-5e54998dd75131048af5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzatropine 40V, Negative-QTOF	splash10-004i-6900000000-e13c6d55b6124ce3b733	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzatropine 10V, Negative-QTOF	splash10-0a4i-0009000000-362958de4b63235619b6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzatropine 20V, Negative-QTOF	splash10-0a4i-0809000000-7234c053d550e60a1abd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzatropine 40V, Negative-QTOF	splash10-0a59-0910000000-e6dc1d8e76e7c2a1274e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzatropine 10V, Positive-QTOF	splash10-0a4i-0009000000-f64e7cf22237a4e2aed0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzatropine 20V, Positive-QTOF	splash10-0a4i-0309000000-9c52d4b915a455b8641a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzatropine 40V, Positive-QTOF	splash10-014i-1900000000-ea82f96932aa4d054988	2021-09-22	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 DB00245	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00245	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

DB00245

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

16736541

KEGG Compound ID

C06846

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Benzatropine

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

3048

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

van Harten PN, Hoek HW, Matroos GE, Koeter M, Kahn RS: Intermittent neuroleptic treatment and risk for tardive dyskinesia: Curacao Extrapyramidal Syndromes Study III. Am J Psychiatry. 1998 Apr;155(4):565-7. [PubMed:9546009 ]
Wszola BA, Newell KM, Sprague RL: Risk factors for tardive dyskinesia in a large population of youths and adults. Exp Clin Psychopharmacol. 2001 Aug;9(3):285-96. [PubMed:11534539 ]

Enzymes

Enzyme Details

1. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

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. Sodium-dependent dopamine transporter

General function:: Involved in neurotransmitter:sodium symporter activity
Specific function:: Amine transporter. Terminates the action of dopamine by its high affinity sodium-dependent reuptake into presynaptic terminals.
Gene Name:: SLC6A3
Uniprot ID:: Q01959
Molecular weight:: 68494.255

References

Katz JL, Agoston GE, Alling KL, Kline RH, Forster MJ, Woolverton WL, Kopajtic TA, Newman AH: Dopamine transporter binding without cocaine-like behavioral effects: synthesis and evaluation of benztropine analogs alone and in combination with cocaine in rodents. Psychopharmacology (Berl). 2001 Apr;154(4):362-74. [PubMed:11349389 ]
Kulkarni SS, Kopajtic TA, Katz JL, Newman AH: Comparative structure-activity relationships of benztropine analogues at the dopamine transporter and histamine H(1) receptors. Bioorg Med Chem. 2006 Jun 1;14(11):3625-34. Epub 2006 Feb 3. [PubMed:16460947 ]
Reith ME, Berfield JL, Wang LC, Ferrer JV, Javitch JA: The uptake inhibitors cocaine and benztropine differentially alter the conformation of the human dopamine transporter. J Biol Chem. 2001 Aug 3;276(31):29012-8. Epub 2001 Jun 6. [PubMed:11395483 ]
Simoni D, Roberti M, Rondanin R, Baruchello R, Rossi M, Invidiata FP, Merighi S, Varani K, Gessi S, Borea PA, Marino S, Cavallini S, Bianchi C, Siniscalchi A: Effects of two-carbon bridge region methoxylation of benztropine: discovery of novel chiral ligands for the dopamine transporter. Bioorg Med Chem Lett. 2001 Mar 26;11(6):823-7. [PubMed:11277529 ]
Todd CL, Grace AA: Interaction of benztropine and haloperidol actions on rat substantia nigra dopamine cell electrophysiological activity in vivo. Brain Res Bull. 1999 Jan 15;48(2):219-22. [PubMed:10230713 ]
Zou MF, Kopajtic T, Katz JL, Wirtz S, Justice JB Jr, Newman AH: Novel tropane-based irreversible ligands for the dopamine transporter. J Med Chem. 2001 Dec 6;44(25):4453-61. [PubMed:11728190 ]

Enzyme Details

4. Histamine H1 receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: In peripheral tissues, the H1 subclass of histamine receptors mediates the contraction of smooth muscles, increase in capillary permeability due to contraction of terminal venules, and catecholamine release from adrenal medulla, as well as mediating neurotransmission in the central nervous system
Gene Name:: HRH1
Uniprot ID:: P35367
Molecular weight:: 55783.6

References

Kulkarni SS, Kopajtic TA, Katz JL, Newman AH: Comparative structure-activity relationships of benztropine analogues at the dopamine transporter and histamine H(1) receptors. Bioorg Med Chem. 2006 Jun 1;14(11):3625-34. Epub 2006 Feb 3. [PubMed:16460947 ]

Enzyme Details

5. 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

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 ]
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 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Benzatropine (HMDB0014390)

MOL for HMDB0014390 (Benzatropine)

3D MOL for HMDB0014390 (Benzatropine)

3D SDF for HMDB0014390 (Benzatropine)

3D-SDF for HMDB0014390 (Benzatropine)

PDB for HMDB0014390 (Benzatropine)

3D PDB for HMDB0014390 (Benzatropine)

SMILES for HMDB0014390 (Benzatropine)

INCHI for HMDB0014390 (Benzatropine)

Structure for HMDB0014390 (Benzatropine)

3D Structure for HMDB0014390 (Benzatropine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References