Np mrd loader

Showing NP-Card for Tropic acid (NP0002729)

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Record Information
Version2.0
Created at2020-11-23 19:38:59 UTC
Updated at2021-08-12 19:51:59 UTC
NP-MRD IDNP0002729
Secondary Accession NumbersNone
Natural Product Identification
Common NameTropic acid
Provided ByBMRBBMRB logo
Description(S)-tropic acid is also known as (S)-tropate. Tropic acid is found in Datura stamonium, Erythroxylum australe and Mandragora autumnalis . Tropic acid was first documented in 2003 (PMID: 12900883). Based on a literature review a significant number of articles have been published on (S)-tropic acid (PMID: 26333843) (PMID: 24036328) (PMID: 20969988) (PMID: 18218192) (PMID: 17290614) (PMID: 16971086).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002729 (Tropic acid)


     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
    0.3268   -2.2745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2626   -1.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4785   -2.5873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4155   -0.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684    1.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7213    2.7677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0766   -0.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9552   -1.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4473   -1.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0610    0.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1825    1.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6903    1.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3256   -4.0795    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9077   -0.3695    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7353    1.5764    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0606    1.1227    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0901    3.3814    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6327   -2.3244    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3258   -2.3425    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5532    0.3950    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7962    2.8266    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1716    2.0229    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3 13  1  0
  4 14  1  6
  5 15  1  1
  5 16  1  0
  6 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

3D MOL for NP0002729 (Tropic acid)

NP0002729
     RDKit          3D

 22 22  0  0  0  0  0  0  0  0999 V2000
   -1.2212    1.1506   -2.0029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8938    0.5381   -1.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2701    0.6098   -1.2310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2149   -0.2157   -0.0935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6205    0.1931    1.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8976   -0.6051    2.1941 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2605   -0.1502   -0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9190    1.0585   -0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740    1.1510   -0.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0313    0.0206   -0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3976   -1.2017   -0.4952 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0403   -1.2744   -0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8542    0.5278   -0.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5043   -1.2936   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6868   -0.0353    1.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3723    1.2500    1.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0853   -1.5658    2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3180    1.9581    0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7735    2.1108   -0.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0998    0.1056   -0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9975   -2.1010   -0.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096   -2.2311   -0.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3 13  1  0
  4 14  1  6
  5 15  1  0
  5 16  1  0
  6 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

3D SDF for NP0002729 (Tropic acid)


     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
    0.3268   -2.2745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2626   -1.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4785   -2.5873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4155   -0.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684    1.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7213    2.7677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0766   -0.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9552   -1.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4473   -1.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0610    0.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1825    1.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6903    1.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3256   -4.0795    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9077   -0.3695    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7353    1.5764    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0606    1.1227    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0901    3.3814    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6327   -2.3244    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3258   -2.3425    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5532    0.3950    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7962    2.8266    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1716    2.0229    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3 13  1  0
  4 14  1  6
  5 15  1  1
  5 16  1  0
  6 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
> <DATABASE_ID>
NP0002729

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O3/c10-6-8(9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m1/s1

> <INCHI_KEY>
JACRWUWPXAESPB-MRVPVSSYSA-N

> <FORMULA>
C9H10O3

> <MOLECULAR_WEIGHT>
166.176

> <EXACT_MASS>
166.062994182

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
16.671476386994193

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-3-hydroxy-2-phenylpropanoic acid

> <JCHEM_LOGP>
0.873209227

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.432730979925044

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3002717158876855

> <JCHEM_PKA_STRONGEST_BASIC>
-2.734883125699896

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
43.714800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(S)-tropic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0002729 (Tropic acid)

NP0002729
     RDKit          3D

 22 22  0  0  0  0  0  0  0  0999 V2000
   -1.2212    1.1506   -2.0029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8938    0.5381   -1.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2701    0.6098   -1.2310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2149   -0.2157   -0.0935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6205    0.1931    1.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8976   -0.6051    2.1941 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2605   -0.1502   -0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9190    1.0585   -0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740    1.1510   -0.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0313    0.0206   -0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3976   -1.2017   -0.4952 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0403   -1.2744   -0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8542    0.5278   -0.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5043   -1.2936   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6868   -0.0353    1.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3723    1.2500    1.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0853   -1.5658    2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3180    1.9581    0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7735    2.1108   -0.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0998    0.1056   -0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9975   -2.1010   -0.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096   -2.2311   -0.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3 13  1  0
  4 14  1  6
  5 15  1  0
  5 16  1  0
  6 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

PDB for NP0002729 (Tropic acid)

HEADER    PROTEIN                                 23-NOV-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-NOV-20         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    7                                                       
CONECT    5    3    7                                                       
CONECT    6    8   10                                                       
CONECT    7    4    5    8                                                  
CONECT    8    6    7    9                                                  
CONECT    9    8   11   12                                                  
CONECT   10    6                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for NP0002729 (Tropic acid)

COMPND    NP0002729
HETATM    1  O1  UNL     1      -1.221   1.151  -2.003  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.894   0.538  -1.142  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.270   0.610  -1.231  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.215  -0.216  -0.094  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.621   0.193   1.300  1.00  0.00           C  
HETATM    6  O3  UNL     1      -0.898  -0.605   2.194  1.00  0.00           O  
HETATM    7  C4  UNL     1       0.260  -0.150  -0.197  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.919   1.058  -0.090  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.274   1.151  -0.180  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.031   0.021  -0.384  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.398  -1.202  -0.495  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.040  -1.274  -0.402  1.00  0.00           C  
HETATM   13  H1  UNL     1      -3.854   0.528  -0.403  1.00  0.00           H  
HETATM   14  H2  UNL     1      -1.504  -1.294  -0.212  1.00  0.00           H  
HETATM   15  H3  UNL     1      -2.687  -0.035   1.449  1.00  0.00           H  
HETATM   16  H4  UNL     1      -1.372   1.250   1.483  1.00  0.00           H  
HETATM   17  H5  UNL     1      -1.085  -1.566   2.024  1.00  0.00           H  
HETATM   18  H6  UNL     1       0.318   1.958   0.073  1.00  0.00           H  
HETATM   19  H7  UNL     1       2.774   2.111  -0.094  1.00  0.00           H  
HETATM   20  H8  UNL     1       4.100   0.106  -0.454  1.00  0.00           H  
HETATM   21  H9  UNL     1       2.998  -2.101  -0.657  1.00  0.00           H  
HETATM   22  H10 UNL     1       0.510  -2.231  -0.486  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   13
CONECT    4    5    7   14
CONECT    5    6   15   16
CONECT    6   17
CONECT    7    8    8   12
CONECT    8    9   18
CONECT    9   10   10   19
CONECT   10   11   20
CONECT   11   12   12   21
CONECT   12   22
END
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SMILES for NP0002729 (Tropic acid)

OC[C@@H](C(O)=O)C1=CC=CC=C1
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INCHI for NP0002729 (Tropic acid)

InChI=1S/C9H10O3/c10-6-8(9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m1/s1
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View in JSmol
Synonyms
ValueSource
(S)-TropateGenerator
Chemical FormulaC9H10O3
Average Mass166.1760 Da
Monoisotopic Mass166.06299 Da
IUPAC Name(2S)-3-hydroxy-2-phenylpropanoic acid
Traditional Name(S)-tropic acid
CAS Registry NumberNot Available
SMILES
OC[C@@H](C(O)=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C9H10O3/c10-6-8(9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m1/s1
InChI KeyJACRWUWPXAESPB-MRVPVSSYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Datura stamoniumPlant
Erythroxylum australePlant
Mandragora autumnalisPlant
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.87ChemAxon
pKa (Strongest Acidic)4.3ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity43.71 m³·mol⁻¹ChemAxon
Polarizability16.67 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID686778
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID30766
Good Scents IDNot Available
References
General References
  1. Tong S, Zhang H, Cheng D: Preparative Enantioseparation of beta-Substituted-2-Phenylpropionic Acids by Countercurrent Chromatography With Substituted beta-Cyclodextrin as Chiral Selectors. Chirality. 2015 Nov;27(11):795-801. doi: 10.1002/chir.22497. Epub 2015 Sep 3. [PubMed:26333843 ]
  2. Silva-Martin N, Retamosa MG, Maestro B, Bartual SG, Rodes MJ, Garcia P, Sanz JM, Hermoso JA: Crystal structures of CbpF complexed with atropine and ipratropium reveal clues for the design of novel antimicrobials against Streptococcus pneumoniae. Biochim Biophys Acta. 2014 Jan;1840(1):129-35. doi: 10.1016/j.bbagen.2013.09.006. Epub 2013 Sep 11. [PubMed:24036328 ]
  3. John H, Eyer F, Zilker T, Thiermann H: High-performance liquid-chromatographic tandem-mass spectrometric methods for atropinesterase-mediated enantioselective and chiral determination of R- and S-hyoscyamine in plasma. Anal Chim Acta. 2010 Nov 8;680(1-2):32-40. doi: 10.1016/j.aca.2010.09.018. Epub 2010 Sep 21. [PubMed:20969988 ]
  4. Chen H, Chen Y, Du P, Han F: Liquid chromatography-electrospray ionization ion trap mass spectrometry for analysis of in vivo and in vitro metabolites of scopolamine in rats. J Chromatogr Sci. 2008 Jan;46(1):74-80. doi: 10.1093/chromsci/46.1.74. [PubMed:18218192 ]
  5. Chen HX, Du P, Han FM, Chen Y: [Detection of anisodamine and its metabolites in rat feces by tandem mass spectrometry]. Yao Xue Xue Bao. 2006 Dec;41(12):1166-9. [PubMed:17290614 ]
  6. Bitar Y, Holzgrabe U: Impurity profiling of atropine sulfate by microemulsion electrokinetic chromatography. J Pharm Biomed Anal. 2007 Jul 27;44(3):623-33. doi: 10.1016/j.jpba.2006.07.039. Epub 2006 Sep 12. [PubMed:16971086 ]
  7. Harrison PK, Tattersall JE, Gosden E: The presence of atropinesterase activity in animal plasma. Naunyn Schmiedebergs Arch Pharmacol. 2006 Jun;373(3):230-6. doi: 10.1007/s00210-006-0054-5. Epub 2006 May 3. [PubMed:16736160 ]
  8. Chen H, Wang H, Chen Y, Zhang H: Liquid chromatography-tandem mass spectrometry analysis of anisodamine and its phase I and II metabolites in rat urine. J Chromatogr B Analyt Technol Biomed Life Sci. 2005 Sep 25;824(1-2):21-9. doi: 10.1016/j.jchromb.2005.07.036. [PubMed:16095983 ]
  9. Heine S, Ebert K, Blaschke G: Determination of L-hyoscyamine in atropine and D-hyoscyamine in L-hyoscyamine by chiral capillary electrophoresis as an alternative to polarimetry. Electrophoresis. 2003 Aug;24(15):2687-92. doi: 10.1002/elps.200305492. [PubMed:12900883 ]