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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:52 UTC

HMDB ID

HMDB0015124

Secondary Accession Numbers

HMDB15124

Metabolite Identification

Common Name

Rivastigmine

Description

Rivastigmine is only found in individuals that have used or taken this drug. It is a parasympathomimetic or cholinergic agent for the treatment of mild to moderate dementia of the Alzheimer's type. Rivastigmine is a cholinesterase inhibitor that inhibits both butyrylcholinesterase and acetylcholinesterase.Rivastigmine is a carbamate derivative that is structurally related to physostigmine, but not to donepezil and tacrine. The precise mechanism of rivastigmine has not been fully determined, but it is suggested that rivastigmine binds reversibly with and inactivates chlolinesterase (eg. acetylcholinesterase, butyrylcholinesterase), preventing the hydrolysis of acetycholine, and thus leading to an increased concentration of acetylcholine at cholinergic synapses. The anticholinesterase activity of rivastigmine is relatively specific for brain acetylcholinesterase and butyrylcholinesterase compared with those in peripheral tissues.

Structure

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

HMDB0015124
     RDKit          3D
Rivastigmine
 40 40  0  0  0  0  0  0  0  0999 V2000
    5.0187    1.7283   -0.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0588    0.2004   -0.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1725   -0.3590    0.2307 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6316   -0.7041    1.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7990   -0.5731   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3914   -0.2848   -1.2849 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8955   -1.1029    0.7567 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5796   -1.2901    0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2370   -2.5002   -0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0605   -2.7176   -0.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0089   -1.6965   -0.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7043   -0.4670    0.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6788    0.6318    0.2300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3569    0.5225    1.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5336    0.9078   -0.8526 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5602    0.0060   -1.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0853    2.2356   -0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3762   -0.3082    0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8589    2.0729    0.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1494    2.2029   -1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0833    2.0665   -0.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0874   -0.1696   -0.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6958   -0.1095   -1.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9753   -1.7631    1.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8154   -0.5910    2.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4709   -0.0136    1.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0070   -3.2750   -0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3290   -3.6633   -1.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0078   -1.9321   -0.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0449    1.5844    0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5438    0.3953    2.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0337   -0.3214    1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8137    1.5139    1.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4889    0.6129   -1.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9367   -0.6366   -0.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4087   -0.5826   -2.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3937    2.7068   -1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4330    2.8921   -0.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0372    2.1440   -0.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0918    0.6376    0.8914 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 12 18  2  0
 18  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  1
 14 31  1  0
 14 32  1  0
 14 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
M  END

989
  Mrv0541 02231215092D          

 18 18  0  0  1  0            999 V2000
    3.0791   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.2688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.8563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.8563    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5080    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
  1 16  1  0  0  0  0
  2 16  2  0  0  0  0
  5  3  1  6  0  0  0
  3 10  1  0  0  0  0
  3 11  1  0  0  0  0
  4 15  1  0  0  0  0
  4 16  1  0  0  0  0
  4 17  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 13  2  0  0  0  0
 12 14  2  0  0  0  0
 13 14  1  0  0  0  0
 15 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015124

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(C)C(=O)OC1=CC=CC(=C1)[C@H](C)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C14H22N2O2/c1-6-16(5)14(17)18-13-9-7-8-12(10-13)11(2)15(3)4/h7-11H,6H2,1-5H3/t11-/m0/s1

> <INCHI_KEY>
XSVMFMHYUFZWBK-NSHDSACASA-N

> <FORMULA>
C14H22N2O2

> <MOLECULAR_WEIGHT>
250.3367

> <EXACT_MASS>
250.168127958

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.533663159624247

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(1S)-1-(dimethylamino)ethyl]phenyl N-ethyl-N-methylcarbamate

> <ALOGPS_LOGP>
2.45

> <JCHEM_LOGP>
2.4090931343333333

> <ALOGPS_LOGS>
-2.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.885242787893237

> <JCHEM_POLAR_SURFACE_AREA>
32.78

> <JCHEM_REFRACTIVITY>
73.37060000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
exelon

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015124
     RDKit          3D
Rivastigmine
 40 40  0  0  0  0  0  0  0  0999 V2000
    5.0187    1.7283   -0.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0588    0.2004   -0.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1725   -0.3590    0.2307 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6316   -0.7041    1.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7990   -0.5731   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3914   -0.2848   -1.2849 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8955   -1.1029    0.7567 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5796   -1.2901    0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2370   -2.5002   -0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0605   -2.7176   -0.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0089   -1.6965   -0.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7043   -0.4670    0.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6788    0.6318    0.2300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3569    0.5225    1.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5336    0.9078   -0.8526 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5602    0.0060   -1.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0853    2.2356   -0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3762   -0.3082    0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8589    2.0729    0.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1494    2.2029   -1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0833    2.0665   -0.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0874   -0.1696   -0.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6958   -0.1095   -1.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9753   -1.7631    1.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8154   -0.5910    2.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4709   -0.0136    1.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0070   -3.2750   -0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3290   -3.6633   -1.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0078   -1.9321   -0.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0449    1.5844    0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5438    0.3953    2.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0337   -0.3214    1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8137    1.5139    1.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4889    0.6129   -1.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9367   -0.6366   -0.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4087   -0.5826   -2.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3937    2.7068   -1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4330    2.8921   -0.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0372    2.1440   -0.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0918    0.6376    0.8914 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 12 18  2  0
 18  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  1
 14 31  1  0
 14 32  1  0
 14 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 989                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       5.748  -1.155   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       7.081  -3.465   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       9.748   4.235   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       4.414  -3.465   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       8.415   3.465   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.415   1.925   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081   4.235   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.081   1.155   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.748   1.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.748   5.775   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.082   3.465   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.081  -0.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.748  -0.385   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.415  -1.155   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414  -5.005   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.748  -2.695   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.080  -2.695   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.080  -5.775   0.000  0.00  0.00           C+0
CONECT    1   12   16                                                       
CONECT    2   16                                                            
CONECT    3    5   10   11                                                  
CONECT    4   15   16   17                                                  
CONECT    5    3    6    7                                                  
CONECT    6    5    8    9                                                  
CONECT    7    5                                                            
CONECT    8    6   12                                                       
CONECT    9    6   13                                                       
CONECT   10    3                                                            
CONECT   11    3                                                            
CONECT   12    1    8   14                                                  
CONECT   13    9   14                                                       
CONECT   14   12   13                                                       
CONECT   15    4   18                                                       
CONECT   16    1    2    4                                                  
CONECT   17    4                                                            
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0015124
HETATM    1  C1  UNL     1       5.019   1.728  -0.626  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.059   0.200  -0.757  1.00  0.00           C  
HETATM    3  N1  UNL     1       4.173  -0.359   0.231  1.00  0.00           N  
HETATM    4  C3  UNL     1       4.632  -0.704   1.564  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.799  -0.573  -0.142  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.391  -0.285  -1.285  1.00  0.00           O  
HETATM    7  O2  UNL     1       1.895  -1.103   0.757  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.580  -1.290   0.351  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.237  -2.500  -0.183  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.060  -2.718  -0.595  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.009  -1.696  -0.460  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.704  -0.467   0.071  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.679   0.632   0.230  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.357   0.522   1.579  1.00  0.00           C  
HETATM   15  N2  UNL     1      -3.534   0.908  -0.853  1.00  0.00           N  
HETATM   16  C12 UNL     1      -4.560   0.006  -1.193  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.085   2.236  -0.676  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.376  -0.308   0.469  1.00  0.00           C  
HETATM   19  H1  UNL     1       5.859   2.073   0.013  1.00  0.00           H  
HETATM   20  H2  UNL     1       5.149   2.203  -1.619  1.00  0.00           H  
HETATM   21  H3  UNL     1       4.083   2.066  -0.169  1.00  0.00           H  
HETATM   22  H4  UNL     1       6.087  -0.170  -0.567  1.00  0.00           H  
HETATM   23  H5  UNL     1       4.696  -0.110  -1.762  1.00  0.00           H  
HETATM   24  H6  UNL     1       4.975  -1.763   1.546  1.00  0.00           H  
HETATM   25  H7  UNL     1       3.815  -0.591   2.299  1.00  0.00           H  
HETATM   26  H8  UNL     1       5.471  -0.014   1.804  1.00  0.00           H  
HETATM   27  H9  UNL     1       1.007  -3.275  -0.273  1.00  0.00           H  
HETATM   28  H10 UNL     1      -1.329  -3.663  -1.012  1.00  0.00           H  
HETATM   29  H11 UNL     1      -3.008  -1.932  -0.798  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.045   1.584   0.348  1.00  0.00           H  
HETATM   31  H13 UNL     1      -2.544   0.395   2.332  1.00  0.00           H  
HETATM   32  H14 UNL     1      -4.034  -0.321   1.679  1.00  0.00           H  
HETATM   33  H15 UNL     1      -3.814   1.514   1.819  1.00  0.00           H  
HETATM   34  H16 UNL     1      -5.489   0.613  -1.439  1.00  0.00           H  
HETATM   35  H17 UNL     1      -4.937  -0.637  -0.343  1.00  0.00           H  
HETATM   36  H18 UNL     1      -4.409  -0.583  -2.131  1.00  0.00           H  
HETATM   37  H19 UNL     1      -4.394   2.707  -1.634  1.00  0.00           H  
HETATM   38  H20 UNL     1      -3.433   2.892  -0.074  1.00  0.00           H  
HETATM   39  H21 UNL     1      -5.037   2.144  -0.074  1.00  0.00           H  
HETATM   40  H22 UNL     1      -0.092   0.638   0.891  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4    5
CONECT    4   24   25   26
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9    9   18
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12   29
CONECT   12   13   18   18
CONECT   13   14   15   30
CONECT   14   31   32   33
CONECT   15   16   17
CONECT   16   34   35   36
CONECT   17   37   38   39
CONECT   18   40
END

HMDB0015124
     RDKit          3D
Rivastigmine
 40 40  0  0  0  0  0  0  0  0999 V2000
    5.0187    1.7283   -0.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0588    0.2004   -0.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1725   -0.3590    0.2307 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6316   -0.7041    1.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7990   -0.5731   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3914   -0.2848   -1.2849 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8955   -1.1029    0.7567 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5796   -1.2901    0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2370   -2.5002   -0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0605   -2.7176   -0.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0089   -1.6965   -0.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7043   -0.4670    0.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6788    0.6318    0.2300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3569    0.5225    1.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5336    0.9078   -0.8526 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5602    0.0060   -1.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0853    2.2356   -0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3762   -0.3082    0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8589    2.0729    0.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1494    2.2029   -1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0833    2.0665   -0.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0874   -0.1696   -0.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6958   -0.1095   -1.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9753   -1.7631    1.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8154   -0.5910    2.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4709   -0.0136    1.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0070   -3.2750   -0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3290   -3.6633   -1.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0078   -1.9321   -0.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0449    1.5844    0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5438    0.3953    2.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0337   -0.3214    1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8137    1.5139    1.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4889    0.6129   -1.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9367   -0.6366   -0.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4087   -0.5826   -2.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3937    2.7068   -1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4330    2.8921   -0.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0372    2.1440   -0.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0918    0.6376    0.8914 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 12 18  2  0
 18  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  1
 14 31  1  0
 14 32  1  0
 14 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(S)-3-(1-(Dimethylamino)ethyl)phenyl ethylmethylcarbamate	ChEBI
m-((S)-1-(Dimethylamino)ethyl)phenyl ethylmethylcarbamate	ChEBI
Exelon	Kegg
Prometax	Kegg
(S)-3-(1-(Dimethylamino)ethyl)phenyl ethylmethylcarbamic acid	Generator
m-((S)-1-(Dimethylamino)ethyl)phenyl ethylmethylcarbamic acid	Generator
Ena 713 free base	HMDB
(S)-N-Ethyl-3-((1-dimethyl-amino)ethyl)-N-methylphenylcarbamate	HMDB
713, ENA	HMDB
SDZ ENA 713	HMDB
713, SDZ ENA	HMDB
ENA 713	HMDB
Rivastigmine hydrogen tartrate	HMDB
Tartrate, rivastigmine hydrogen	HMDB
ENA-713	HMDB
RivastigmineTartrate	HMDB
ENA 713, SDZ	HMDB
Hydrogen tartrate, rivastigmine	HMDB

Chemical Formula

C₁₄H₂₂N₂O₂

Average Molecular Weight

250.3367

Monoisotopic Molecular Weight

250.168127958

IUPAC Name

3-[(1S)-1-(dimethylamino)ethyl]phenyl N-ethyl-N-methylcarbamate

Traditional Name

exelon

CAS Registry Number

123441-03-2

SMILES

CCN(C)C(=O)OC1=CC=CC(=C1)[C@H](C)N(C)C

InChI Identifier

InChI=1S/C14H22N2O2/c1-6-16(5)14(17)18-13-9-7-8-12(10-13)11(2)15(3)4/h7-11H,6H2,1-5H3/t11-/m0/s1

InChI Key

XSVMFMHYUFZWBK-NSHDSACASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenoxy compounds. These are aromatic compounds contaning a phenoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenoxy compounds

Direct Parent

Phenoxy compounds

Alternative Parents

Substituents

Phenoxy compound
Aralkylamine
Carbamic acid ester
Carbonic acid derivative
Tertiary amine
Tertiary aliphatic amine
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

carbamate ester (CHEBI:8874 )
tertiary amino compound (CHEBI:8874 )

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

Cytoplasm (HMDB: HMDB0015124)
Membrane (HMDB: HMDB0015124)

Source

Exogenous

Exogenous (HMDB: HMDB0015124)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.04 g/L	Not Available
LogP	2.3	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	165.0	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.04 g/L	ALOGPS
logP	2.45	ALOGPS
logP	2.41	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Basic)	8.89	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	32.78 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	73.37 m³·mol⁻¹	ChemAxon
Polarizability	28.53 Å³	ChemAxon
Number of Rings	1	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]+	162.045	31661259
DarkChem	[M-H]-	159.951	31661259
DeepCCS	[M+H]+	163.009	30932474
DeepCCS	[M-H]-	160.651	30932474
DeepCCS	[M-2H]-	193.707	30932474
DeepCCS	[M+Na]+	169.102	30932474
AllCCS	[M+H]+	160.4	32859911
AllCCS	[M+H-H2O]+	156.8	32859911
AllCCS	[M+NH4]+	163.7	32859911
AllCCS	[M+Na]+	164.6	32859911
AllCCS	[M-H]-	164.8	32859911
AllCCS	[M+Na-2H]-	165.4	32859911
AllCCS	[M+HCOO]-	166.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rivastigmine	CCN(C)C(=O)OC1=CC=CC(=C1)[C@H](C)N(C)C	2219.2	Standard polar	33892256
Rivastigmine	CCN(C)C(=O)OC1=CC=CC(=C1)[C@H](C)N(C)C	1805.7	Standard non polar	33892256
Rivastigmine	CCN(C)C(=O)OC1=CC=CC(=C1)[C@H](C)N(C)C	1848.7	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 - Rivastigmine GC-MS (Non-derivatized) - 70eV, Positive	splash10-052r-9840000000-cebc171eeaabb1a4ede5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rivastigmine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rivastigmine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Rivastigmine LC-ESI-QFT , positive-QTOF	splash10-0a4i-0090000000-cb0be842083fd5bb182c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Rivastigmine LC-ESI-QFT , positive-QTOF	splash10-0a4i-1090000000-d7335c9ff57f34335d3c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Rivastigmine LC-ESI-QFT , positive-QTOF	splash10-052r-9050000000-2739573cc72accdb3593	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Rivastigmine LC-ESI-QFT , positive-QTOF	splash10-052r-9010000000-827dd9cfa5e61c705617	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Rivastigmine LC-ESI-QFT , positive-QTOF	splash10-052r-9000000000-42e62adc5ba35b92f991	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Rivastigmine LC-ESI-QFT , positive-QTOF	splash10-0a4i-9000000000-717721d4d1b05cfae7d9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Rivastigmine 90V, Positive-QTOF	splash10-0a4i-9000000000-d949d05b6cd3e162d58b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Rivastigmine 60V, Positive-QTOF	splash10-052r-9010000000-5760056676efca6eb257	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Rivastigmine 75V, Positive-QTOF	splash10-052r-9000000000-0cc3e59dc055ba7a49de	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Rivastigmine 15V, Positive-QTOF	splash10-0a4i-0090000000-eccfb54798ebb256c17e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Rivastigmine 30V, Positive-QTOF	splash10-0a4i-1090000000-83af86b4d3f98140da7c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Rivastigmine 45V, Positive-QTOF	splash10-052r-9040000000-39192061d885ca8118af	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rivastigmine 10V, Positive-QTOF	splash10-0w29-9260000000-46b0854527ea930e35fa	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rivastigmine 20V, Positive-QTOF	splash10-03di-9410000000-785b9236f8f0b1281f85	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rivastigmine 40V, Positive-QTOF	splash10-0006-9000000000-8a00f3235049f66a4167	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rivastigmine 10V, Negative-QTOF	splash10-0002-4390000000-6ea86750e92d155bb821	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rivastigmine 20V, Negative-QTOF	splash10-0bu1-8970000000-a0de50e5661aa48ce5cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rivastigmine 40V, Negative-QTOF	splash10-0abc-9400000000-d292860976870f17d3cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rivastigmine 10V, Negative-QTOF	splash10-01ot-2790000000-3c3461bed40612c137d6	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rivastigmine 20V, Negative-QTOF	splash10-02t9-0910000000-a4b0d892364ce28e19b8	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rivastigmine 40V, Negative-QTOF	splash10-00kg-4900000000-e5aed0404b2c0b81c20d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rivastigmine 10V, Positive-QTOF	splash10-0udi-0090000000-2da391c5d5cca4059989	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rivastigmine 20V, Positive-QTOF	splash10-0udi-5890000000-2c9186f75040840f942e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rivastigmine 40V, Positive-QTOF	splash10-003r-9710000000-7f50e45efc1635cc59b7	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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 DB00989	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00989	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00989

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

70377

KEGG Compound ID

C11766

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Rivastigmine

METLIN ID

Not Available

PubChem Compound

77991

PDB ID

Not Available

ChEBI ID

8874

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

Birks J, Grimley Evans J, Iakovidou V, Tsolaki M, Holt FE: Rivastigmine for Alzheimer's disease. Cochrane Database Syst Rev. 2009 Apr 15;(2):CD001191. doi: 10.1002/14651858.CD001191.pub2. [PubMed:19370562 ]
Farlow MR: Update on rivastigmine. Neurologist. 2003 Sep;9(5):230-4. [PubMed:14587496 ]
Rosler M, Anand R, Cicin-Sain A, Gauthier S, Agid Y, Dal-Bianco P, Stahelin HB, Hartman R, Gharabawi M: Efficacy and safety of rivastigmine in patients with Alzheimer's disease: international randomised controlled trial. BMJ. 1999 Mar 6;318(7184):633-8. [PubMed:10066203 ]
Rosler M, Retz W, Retz-Junginger P, Dennler HJ: Effects of two-year treatment with the cholinesterase inhibitor rivastigmine on behavioural symptoms in Alzheimer's disease. Behav Neurol. 1998;11(4):211-216. [PubMed:11568422 ]
Camps P, Munoz-Torrero D: Cholinergic drugs in pharmacotherapy of Alzheimer's disease. Mini Rev Med Chem. 2002 Feb;2(1):11-25. [PubMed:12369954 ]
Finkel SI: Effects of rivastigmine on behavioral and psychological symptoms of dementia in Alzheimer's disease. Clin Ther. 2004 Jul;26(7):980-90. [PubMed:15336465 ]
Emre M, Aarsland D, Albanese A, Byrne EJ, Deuschl G, De Deyn PP, Durif F, Kulisevsky J, van Laar T, Lees A, Poewe W, Robillard A, Rosa MM, Wolters E, Quarg P, Tekin S, Lane R: Rivastigmine for dementia associated with Parkinson's disease. N Engl J Med. 2004 Dec 9;351(24):2509-18. [PubMed:15590953 ]

Enzymes

Enzyme Details

1. Acetylcholinesterase

General function:: Involved in carboxylesterase activity
Specific function:: Terminates signal transduction at the neuromuscular junction by rapid hydrolysis of the acetylcholine released into the synaptic cleft. Role in neuronal apoptosis.
Gene Name:: ACHE
Uniprot ID:: P22303
Molecular weight:: 67795.525

References

Kennedy JS, Polinsky RJ, Johnson B, Loosen P, Enz A, Laplanche R, Schmidt D, Mancione LC, Parris WC, Ebert MH: Preferential cerebrospinal fluid acetylcholinesterase inhibition by rivastigmine in humans. J Clin Psychopharmacol. 1999 Dec;19(6):513-21. [PubMed:10587286 ]
Goldblum D, Garweg JG, Bohnke M: Topical rivastigmine, a selective acetylcholinesterase inhibitor, lowers intraocular pressure in rabbits. J Ocul Pharmacol Ther. 2000 Feb;16(1):29-35. [PubMed:10673128 ]
Grossberg GT, Stahelin HB, Messina JC, Anand R, Veach J: Lack of adverse pharmacodynamic drug interactions with rivastigmine and twenty-two classes of medications. Int J Geriatr Psychiatry. 2000 Mar;15(3):242-7. [PubMed:10713582 ]
Stahl SM: The new cholinesterase inhibitors for Alzheimer's disease, Part 1: their similarities are different. J Clin Psychiatry. 2000 Oct;61(10):710-1. [PubMed:11078030 ]
Gottwald MD, Rozanski RI: Rivastigmine, a brain-region selective acetylcholinesterase inhibitor for treating Alzheimer's disease: review and current status. Expert Opin Investig Drugs. 1999 Oct;8(10):1673-1682. [PubMed:11139819 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Birks J, Grimley Evans J, Iakovidou V, Tsolaki M, Holt FE: Rivastigmine for Alzheimer's disease. Cochrane Database Syst Rev. 2009 Apr 15;(2):CD001191. doi: 10.1002/14651858.CD001191.pub2. [PubMed:19370562 ]
Naik RS, Hartmann J, Kiewert C, Duysen EG, Lockridge O, Klein J: Effects of rivastigmine and donepezil on brain acetylcholine levels in acetylcholinesterase-deficient mice. J Pharm Pharm Sci. 2009;12(1):79-85. [PubMed:19470293 ]
Lalli S, Albanese A: Rivastigmine in Parkinson's disease dementia. Expert Rev Neurother. 2008 Aug;8(8):1181-8. doi: 10.1586/14737175.8.8.1181. [PubMed:18671661 ]
Onor ML, Trevisiol M, Aguglia E: Rivastigmine in the treatment of Alzheimer's disease: an update. Clin Interv Aging. 2007;2(1):17-32. [PubMed:18044073 ]
Farlow MR: Update on rivastigmine. Neurologist. 2003 Sep;9(5):230-4. [PubMed:14587496 ]
Greig NH, Lahiri DK, Sambamurti K: Butyrylcholinesterase: an important new target in Alzheimer's disease therapy. Int Psychogeriatr. 2002;14 Suppl 1:77-91. [PubMed:12636181 ]

Enzyme Details

2. Cholinesterase

General function:: Involved in carboxylesterase activity
Specific function:: Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
Gene Name:: BCHE
Uniprot ID:: P06276
Molecular weight:: 68417.575

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Stahl SM: The new cholinesterase inhibitors for Alzheimer's disease, Part 1: their similarities are different. J Clin Psychiatry. 2000 Oct;61(10):710-1. [PubMed:11078030 ]
Gottwald MD, Rozanski RI: Rivastigmine, a brain-region selective acetylcholinesterase inhibitor for treating Alzheimer's disease: review and current status. Expert Opin Investig Drugs. 1999 Oct;8(10):1673-1682. [PubMed:11139819 ]
Birks J, Grimley Evans J, Iakovidou V, Tsolaki M, Holt FE: Rivastigmine for Alzheimer's disease. Cochrane Database Syst Rev. 2009 Apr 15;(2):CD001191. doi: 10.1002/14651858.CD001191.pub2. [PubMed:19370562 ]
Birks J: Cholinesterase inhibitors for Alzheimer's disease. Cochrane Database Syst Rev. 2006 Jan 25;(1):CD005593. [PubMed:16437532 ]
Naik RS, Hartmann J, Kiewert C, Duysen EG, Lockridge O, Klein J: Effects of rivastigmine and donepezil on brain acetylcholine levels in acetylcholinesterase-deficient mice. J Pharm Pharm Sci. 2009;12(1):79-85. [PubMed:19470293 ]
Smith DA: Treatment of Alzheimer's disease in the long-term-care setting. Am J Health Syst Pharm. 2009 May 15;66(10):899-907. doi: 10.2146/ajhp070622. [PubMed:19420308 ]
Bassil N, Grossberg GT: Novel regimens and delivery systems in the pharmacological treatment of Alzheimer's disease. CNS Drugs. 2009;23(4):293-307. [PubMed:19374459 ]
Lalli S, Albanese A: Rivastigmine in Parkinson's disease dementia. Expert Rev Neurother. 2008 Aug;8(8):1181-8. doi: 10.1586/14737175.8.8.1181. [PubMed:18671661 ]
Onor ML, Trevisiol M, Aguglia E: Rivastigmine in the treatment of Alzheimer's disease: an update. Clin Interv Aging. 2007;2(1):17-32. [PubMed:18044073 ]
Farlow MR: Update on rivastigmine. Neurologist. 2003 Sep;9(5):230-4. [PubMed:14587496 ]
Greig NH, Lahiri DK, Sambamurti K: Butyrylcholinesterase: an important new target in Alzheimer's disease therapy. Int Psychogeriatr. 2002;14 Suppl 1:77-91. [PubMed:12636181 ]

Enzyme Details

3. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

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

Enzyme Details

4. 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 ]

Showing metabocard for Rivastigmine (HMDB0015124)

MOL for HMDB0015124 (Rivastigmine)

3D MOL for HMDB0015124 (Rivastigmine)

3D SDF for HMDB0015124 (Rivastigmine)

3D-SDF for HMDB0015124 (Rivastigmine)

PDB for HMDB0015124 (Rivastigmine)

3D PDB for HMDB0015124 (Rivastigmine)

SMILES for HMDB0015124 (Rivastigmine)

INCHI for HMDB0015124 (Rivastigmine)

Structure for HMDB0015124 (Rivastigmine)

3D Structure for HMDB0015124 (Rivastigmine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References