Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (10) Show 10 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 02:51:40 UTC

HMDB ID

HMDB0014597

Secondary Accession Numbers

HMDB14597

Metabolite Identification

Common Name

Meperidine

Description

Meperidine, also known as pethidine or dolantin, belongs to the class of organic compounds known as phenylpiperidines. Phenylpiperidines are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group. Meperidine is a drug which is used to control moderate to severe pain. Meperidine is a very strong basic compound (based on its pKa). Meperidine is a potentially toxic compound.

Structure

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

HMDB0014597
     RDKit          3D
Meperidine
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.6174   -1.8913    1.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2062   -0.5080    1.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8665   -0.2179    1.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3931   -0.2092    0.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1586   -0.4659   -0.9035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0665    0.1213   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2664    1.4643    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6560    2.4388    0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5154    3.7350    0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393    4.0771    1.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4693    3.1073    1.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140    1.8319    1.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8256   -0.9629    0.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7613   -2.1941   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6974   -1.9296   -1.4362 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9978   -2.4747   -1.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7025   -0.5682   -1.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3846    0.1301   -1.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4880   -2.1902    1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8206   -2.6353    1.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9531   -1.9256    0.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2785   -0.4878    2.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9311    0.2116    1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5171    2.2637   -0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2389    4.5036    0.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6737    5.0865    1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232    3.3200    2.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0363    1.1033    1.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069   -0.7616    0.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3836   -1.1861    1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0948   -3.0707    0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2918   -2.2864   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1987   -3.3522   -1.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7403   -1.6623   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0633   -2.7643   -0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9506   -0.5208   -2.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4726    0.0339   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4399   -0.3446   -2.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5032    1.1814   -2.0133 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18  6  1  0
 12  7  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
M  END

454
  Mrv0541 02231214412D          

 18 19  0  0  0  0            999 V2000
    2.8876    1.0154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8558    1.8279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251   -1.3491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251    0.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8396   -0.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4106   -0.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8396   -0.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4106   -0.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7571    0.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126    1.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251   -2.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6138    1.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5323    0.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2458    2.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1644    1.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0211    1.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751    1.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 17  1  0  0  0  0
  2 10  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3 11  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  9 12  2  0  0  0  0
  9 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  2  0  0  0  0
 14 16  2  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014597

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C1(CCN(C)CC1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H21NO2/c1-3-18-14(17)15(9-11-16(2)12-10-15)13-7-5-4-6-8-13/h4-8H,3,9-12H2,1-2H3

> <INCHI_KEY>
XADCESSVHJOZHK-UHFFFAOYSA-N

> <FORMULA>
C15H21NO2

> <MOLECULAR_WEIGHT>
247.3327

> <EXACT_MASS>
247.157228921

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.088457270759086

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 1-methyl-4-phenylpiperidine-4-carboxylate

> <ALOGPS_LOGP>
2.90

> <JCHEM_LOGP>
2.455800395999999

> <ALOGPS_LOGS>
-2.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.159623182152663

> <JCHEM_POLAR_SURFACE_AREA>
29.54

> <JCHEM_REFRACTIVITY>
72.4837

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
meperidine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014597
     RDKit          3D
Meperidine
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.6174   -1.8913    1.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2062   -0.5080    1.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8665   -0.2179    1.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3931   -0.2092    0.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1586   -0.4659   -0.9035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0665    0.1213   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2664    1.4643    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6560    2.4388    0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5154    3.7350    0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393    4.0771    1.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4693    3.1073    1.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140    1.8319    1.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8256   -0.9629    0.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7613   -2.1941   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6974   -1.9296   -1.4362 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9978   -2.4747   -1.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7025   -0.5682   -1.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3846    0.1301   -1.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4880   -2.1902    1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8206   -2.6353    1.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9531   -1.9256    0.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2785   -0.4878    2.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9311    0.2116    1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5171    2.2637   -0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2389    4.5036    0.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6737    5.0865    1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232    3.3200    2.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0363    1.1033    1.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069   -0.7616    0.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3836   -1.1861    1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0948   -3.0707    0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2918   -2.2864   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1987   -3.3522   -1.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7403   -1.6623   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0633   -2.7643   -0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9506   -0.5208   -2.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4726    0.0339   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4399   -0.3446   -2.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5032    1.1814   -2.0133 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18  6  1  0
 12  7  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 454                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       5.390   1.895   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       7.197   3.412   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       7.700  -2.518   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       7.700   0.562   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.034  -0.208   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.366  -0.208   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.034  -1.748   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.366  -1.748   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.880   1.552   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.930   1.895   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.700  -4.058   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.612   3.068   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.327   1.025   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.792   4.058   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.507   2.015   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.239   3.532   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.620   3.229   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.080   3.229   0.000  0.00  0.00           C+0
CONECT    1   10   17                                                       
CONECT    2   10                                                            
CONECT    3    7    8   11                                                  
CONECT    4    5    6    9   10                                             
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    3    5                                                       
CONECT    8    3    6                                                       
CONECT    9    4   12   13                                                  
CONECT   10    1    2    4                                                  
CONECT   11    3                                                            
CONECT   12    9   14                                                       
CONECT   13    9   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   16                                                       
CONECT   16   14   15                                                       
CONECT   17    1   18                                                       
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0014597
HETATM    1  C1  UNL     1       3.617  -1.891   1.211  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.206  -0.508   1.658  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.866  -0.218   1.319  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.393  -0.209   0.033  1.00  0.00           C  
HETATM    5  O2  UNL     1       2.159  -0.466  -0.904  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.066   0.121  -0.158  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.266   1.464   0.388  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.656   2.439   0.068  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.515   3.735   0.560  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.539   4.077   1.372  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.469   3.107   1.697  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.314   1.832   1.202  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.826  -0.963   0.535  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.761  -2.194  -0.387  1.00  0.00           C  
HETATM   15  N1  UNL     1      -1.697  -1.930  -1.436  1.00  0.00           N  
HETATM   16  C13 UNL     1      -2.998  -2.475  -1.218  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.703  -0.568  -1.901  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.385   0.130  -1.658  1.00  0.00           C  
HETATM   19  H1  UNL     1       4.488  -2.190   1.848  1.00  0.00           H  
HETATM   20  H2  UNL     1       2.821  -2.635   1.404  1.00  0.00           H  
HETATM   21  H3  UNL     1       3.953  -1.926   0.174  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.278  -0.488   2.769  1.00  0.00           H  
HETATM   23  H5  UNL     1       3.931   0.212   1.273  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.517   2.264  -0.562  1.00  0.00           H  
HETATM   25  H7  UNL     1       1.239   4.504   0.311  1.00  0.00           H  
HETATM   26  H8  UNL     1      -0.674   5.087   1.771  1.00  0.00           H  
HETATM   27  H9  UNL     1      -2.323   3.320   2.335  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.036   1.103   1.463  1.00  0.00           H  
HETATM   29  H11 UNL     1      -1.907  -0.762   0.651  1.00  0.00           H  
HETATM   30  H12 UNL     1      -0.384  -1.186   1.519  1.00  0.00           H  
HETATM   31  H13 UNL     1      -1.095  -3.071   0.193  1.00  0.00           H  
HETATM   32  H14 UNL     1       0.292  -2.286  -0.747  1.00  0.00           H  
HETATM   33  H15 UNL     1      -3.199  -3.352  -1.873  1.00  0.00           H  
HETATM   34  H16 UNL     1      -3.740  -1.662  -1.395  1.00  0.00           H  
HETATM   35  H17 UNL     1      -3.063  -2.764  -0.131  1.00  0.00           H  
HETATM   36  H18 UNL     1      -1.951  -0.521  -2.963  1.00  0.00           H  
HETATM   37  H19 UNL     1      -2.473   0.034  -1.338  1.00  0.00           H  
HETATM   38  H20 UNL     1       0.440  -0.345  -2.242  1.00  0.00           H  
HETATM   39  H21 UNL     1      -0.503   1.181  -2.013  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   13   18
CONECT    7    8    8   12
CONECT    8    9   24
CONECT    9   10   10   25
CONECT   10   11   26
CONECT   11   12   12   27
CONECT   12   28
CONECT   13   14   29   30
CONECT   14   15   31   32
CONECT   15   16   17
CONECT   16   33   34   35
CONECT   17   18   36   37
CONECT   18   38   39
END

HMDB0014597
     RDKit          3D
Meperidine
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.6174   -1.8913    1.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2062   -0.5080    1.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8665   -0.2179    1.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3931   -0.2092    0.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1586   -0.4659   -0.9035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0665    0.1213   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2664    1.4643    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6560    2.4388    0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5154    3.7350    0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393    4.0771    1.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4693    3.1073    1.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140    1.8319    1.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8256   -0.9629    0.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7613   -2.1941   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6974   -1.9296   -1.4362 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9978   -2.4747   -1.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7025   -0.5682   -1.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3846    0.1301   -1.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4880   -2.1902    1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8206   -2.6353    1.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9531   -1.9256    0.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2785   -0.4878    2.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9311    0.2116    1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5171    2.2637   -0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2389    4.5036    0.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6737    5.0865    1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232    3.3200    2.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0363    1.1033    1.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069   -0.7616    0.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3836   -1.1861    1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0948   -3.0707    0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2918   -2.2864   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1987   -3.3522   -1.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7403   -1.6623   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0633   -2.7643   -0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9506   -0.5208   -2.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4726    0.0339   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4399   -0.3446   -2.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5032    1.1814   -2.0133 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18  6  1  0
 12  7  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Pethidine	Kegg
Pethidine DBL	Kegg
Dolantin	HMDB
Dolcontral	HMDB
Operidine epj-I	HMDB
Lydol	HMDB
Dolargan	HMDB
Dolin	HMDB
Dolosal	HMDB
Operidine epj I	HMDB
Demerol	HMDB
Dolsin	HMDB
Isonipecain	HMDB
Lidol	HMDB
Meperidine hydrochloride	HMDB

Chemical Formula

C₁₅H₂₁NO₂

Average Molecular Weight

247.3327

Monoisotopic Molecular Weight

247.157228921

IUPAC Name

ethyl 1-methyl-4-phenylpiperidine-4-carboxylate

Traditional Name

meperidine

CAS Registry Number

57-42-1

SMILES

CCOC(=O)C1(CCN(C)CC1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H21NO2/c1-3-18-14(17)15(9-11-16(2)12-10-15)13-7-5-4-6-8-13/h4-8H,3,9-12H2,1-2H3

InChI Key

XADCESSVHJOZHK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpiperidines. Phenylpiperidines are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Phenylpiperidines

Direct Parent

Phenylpiperidines

Alternative Parents

Substituents

Phenylpiperidine
Piperidinecarboxylic acid
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Azacycle
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Amine
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

piperidines (CHEBI:6754 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Blood (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0014597)
Membrane (HMDB: HMDB0014597)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	186 - 189 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.11 g/L	Not Available
LogP	2.6	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.11 g/L	ALOGPS
logP	2.9	ALOGPS
logP	2.46	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	8.16	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	72.48 m³·mol⁻¹	ChemAxon
Polarizability	28.09 Å³	ChemAxon
Number of Rings	2	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]+	158.423	31661259
DarkChem	[M-H]-	156.632	31661259
DeepCCS	[M+H]+	162.344	30932474
DeepCCS	[M-H]-	159.986	30932474
DeepCCS	[M-2H]-	192.872	30932474
DeepCCS	[M+Na]+	168.437	30932474
AllCCS	[M+H]+	156.5	32859911
AllCCS	[M+H-H2O]+	152.7	32859911
AllCCS	[M+NH4]+	160.0	32859911
AllCCS	[M+Na]+	161.0	32859911
AllCCS	[M-H]-	163.5	32859911
AllCCS	[M+Na-2H]-	163.7	32859911
AllCCS	[M+HCOO]-	164.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Meperidine	CCOC(=O)C1(CCN(C)CC1)C1=CC=CC=C1	2296.5	Standard polar	33892256
Meperidine	CCOC(=O)C1(CCN(C)CC1)C1=CC=CC=C1	1733.0	Standard non polar	33892256
Meperidine	CCOC(=O)C1(CCN(C)CC1)C1=CC=CC=C1	1738.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Meperidine EI-B (Non-derivatized)	splash10-00dl-9310000000-9f5598127b487d9339dc	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Meperidine CI-B (Non-derivatized)	splash10-0002-0090000000-bcf24d9e6302b6454d0e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Meperidine EI-B (Non-derivatized)	splash10-00dl-9310000000-9f5598127b487d9339dc	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Meperidine CI-B (Non-derivatized)	splash10-0002-0090000000-bcf24d9e6302b6454d0e	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Meperidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-1900000000-ea19250f67bb7f684380	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Meperidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00di-9620000000-7309f4ee3918ea05f00d	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meperidine LC-ESI-QFT , positive-QTOF	splash10-0002-0090000000-2d9035995cbed82a8382	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meperidine LC-ESI-QFT , positive-QTOF	splash10-0002-0190000000-96507adebcd15f1cb917	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meperidine LC-ESI-QFT , positive-QTOF	splash10-00di-1490000000-d1e318ddf3f73eb8db30	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meperidine LC-ESI-QFT , positive-QTOF	splash10-00di-7970000000-d3f460862fa9a6d8be1f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meperidine LC-ESI-QFT , positive-QTOF	splash10-00di-8910000000-b45b7154182933942536	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meperidine LC-ESI-QFT , positive-QTOF	splash10-00dl-9800000000-e79c047f6c6a8c9c0033	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meperidine 90V, Positive-QTOF	splash10-00dl-9700000000-121bbb952edc449abb75	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meperidine 75V, Positive-QTOF	splash10-00di-9810000000-1ecfa38f326384b22b6c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meperidine 15V, Positive-QTOF	splash10-0002-0090000000-32a2416ef149cdf6e2ba	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meperidine 30V, Positive-QTOF	splash10-0002-0190000000-553d10a55d1124382fb3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meperidine 60V, Positive-QTOF	splash10-00di-7970000000-ca6d994cd203c94bf4aa	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meperidine 45V, Positive-QTOF	splash10-00di-1490000000-d1b086505c982e77f305	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meperidine 10V, Positive-QTOF	splash10-0002-0190000000-75ce42839d066b768d84	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meperidine 20V, Positive-QTOF	splash10-0uka-1390000000-dc66b8476b990cda1efe	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meperidine 40V, Positive-QTOF	splash10-00di-6910000000-745b390b8b1b329a9252	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meperidine 10V, Negative-QTOF	splash10-0002-0090000000-1e8e811f90230b3be376	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meperidine 20V, Negative-QTOF	splash10-0f6t-3290000000-0b623b033726827aa22f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meperidine 40V, Negative-QTOF	splash10-004i-7930000000-e7e194d99480b7e53401	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meperidine 10V, Positive-QTOF	splash10-0002-0190000000-690c257e3fce5319d7e4	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meperidine 20V, Positive-QTOF	splash10-007k-1980000000-582b4105598dbfb055a6	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meperidine 40V, Positive-QTOF	splash10-0fka-2930000000-1497d0c7ca0d6bc1bb68	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meperidine 10V, Negative-QTOF	splash10-00kb-0090000000-6fdb2cf7255c1034e8fc	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meperidine 20V, Negative-QTOF	splash10-0f6t-0390000000-03b23664f4176b9e5847	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meperidine 40V, Negative-QTOF	splash10-00xr-2920000000-9f01b67d39967a5a1203	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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 DB00454	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00454	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

DB00454

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3918

KEGG Compound ID

C07128

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pethidine

METLIN ID

Not Available

PubChem Compound

4058

PDB ID

Not Available

ChEBI ID

122528

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. 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 ]
Ramirez J, Innocenti F, Schuetz EG, Flockhart DA, Relling MV, Santucci R, Ratain MJ: CYP2B6, CYP3A4, and CYP2C19 are responsible for the in vitro N-demethylation of meperidine in human liver microsomes. Drug Metab Dispos. 2004 Sep;32(9):930-6. [PubMed:15319333 ]

Enzyme Details

2. 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 ]
Ramirez J, Innocenti F, Schuetz EG, Flockhart DA, Relling MV, Santucci R, Ratain MJ: CYP2B6, CYP3A4, and CYP2C19 are responsible for the in vitro N-demethylation of meperidine in human liver microsomes. Drug Metab Dispos. 2004 Sep;32(9):930-6. [PubMed:15319333 ]

Enzyme Details

3. 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

Ramirez J, Innocenti F, Schuetz EG, Flockhart DA, Relling MV, Santucci R, Ratain MJ: CYP2B6, CYP3A4, and CYP2C19 are responsible for the in vitro N-demethylation of meperidine in human liver microsomes. Drug Metab Dispos. 2004 Sep;32(9):930-6. [PubMed:15319333 ]

Enzyme Details

4. Cytochrome P450 2B6

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 oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

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 ]
Ramirez J, Innocenti F, Schuetz EG, Flockhart DA, Relling MV, Santucci R, Ratain MJ: CYP2B6, CYP3A4, and CYP2C19 are responsible for the in vitro N-demethylation of meperidine in human liver microsomes. Drug Metab Dispos. 2004 Sep;32(9):930-6. [PubMed:15319333 ]

Enzyme Details

5. Glutamate [NMDA] receptor subunit zeta-1

General function:: Involved in ionotropic glutamate receptor activity
Specific function:: NMDA receptor subtype of glutamate-gated ion channels with high calcium permeability and voltage-dependent sensitivity to magnesium. Mediated by glycine. This protein plays a key role in synaptic plasticity, synaptogenesis, excitotoxicity, memory acquisition and learning. It mediates neuronal functions in glutamate neurotransmission. Is involved in the cell surface targeting of NMDA receptors
Gene Name:: GRIN1
Uniprot ID:: Q05586
Molecular weight:: 105371.9

References

Yamakura T, Sakimura K, Shimoji K: N-methyl-D-aspartate receptor channel block by meperidine is dependent on extracellular pH. Anesth Analg. 2000 Apr;90(4):928-32. [PubMed:10735801 ]

Enzyme Details

6. Glutamate [NMDA] receptor subunit epsilon-1

General function:: Involved in ionotropic glutamate receptor activity
Specific function:: NMDA receptor subtype of glutamate-gated ion channels possesses high calcium permeability and voltage-dependent sensitivity to magnesium. Activation requires binding of agonist to both types of subunits
Gene Name:: GRIN2A
Uniprot ID:: Q12879
Molecular weight:: 165281.2

References

Yamakura T, Sakimura K, Shimoji K: N-methyl-D-aspartate receptor channel block by meperidine is dependent on extracellular pH. Anesth Analg. 2000 Apr;90(4):928-32. [PubMed:10735801 ]

Enzyme Details

7. Glutamate [NMDA] receptor subunit epsilon-3

General function:: Involved in ionotropic glutamate receptor activity
Specific function:: NMDA receptor subtype of glutamate-gated ion channels with high calcium permeability and voltage-dependent sensitivity to magnesium. Mediated by glycine
Gene Name:: GRIN2C
Uniprot ID:: Q14957
Molecular weight:: 134531.1

References

Yamakura T, Sakimura K, Shimoji K: N-methyl-D-aspartate receptor channel block by meperidine is dependent on extracellular pH. Anesth Analg. 2000 Apr;90(4):928-32. [PubMed:10735801 ]

Enzyme Details

8. Glutamate [NMDA] receptor subunit epsilon-2

General function:: Involved in ionotropic glutamate receptor activity
Specific function:: NMDA receptor subtype of glutamate-gated ion channels with high calcium permeability and voltage-dependent sensitivity to magnesium. Mediated by glycine
Gene Name:: GRIN2B
Uniprot ID:: Q13224
Molecular weight:: 166365.9

References

Yamakura T, Sakimura K, Shimoji K: N-methyl-D-aspartate receptor channel block by meperidine is dependent on extracellular pH. Anesth Analg. 2000 Apr;90(4):928-32. [PubMed:10735801 ]

Enzyme Details

9. Glutamate [NMDA] receptor subunit epsilon-4

General function:: Involved in ionotropic glutamate receptor activity
Specific function:: NMDA receptor subtype of glutamate-gated ion channels with high calcium permeability and voltage-dependent sensitivity to magnesium. Mediated by glycine
Gene Name:: GRIN2D
Uniprot ID:: O15399
Molecular weight:: 143750.7

References

Yamakura T, Sakimura K, Shimoji K: N-methyl-D-aspartate receptor channel block by meperidine is dependent on extracellular pH. Anesth Analg. 2000 Apr;90(4):928-32. [PubMed:10735801 ]

Enzyme Details

10. Kappa-type opioid receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Inhibits neurotransmitter release by reducing calcium ion currents and increasing potassium ion conductance. Receptor for dynorphins. May play a role in arousal and regulation of autonomic and neuroendocrine functions
Gene Name:: OPRK1
Uniprot ID:: P41145
Molecular weight:: 42644.7

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]

Showing metabocard for Meperidine (HMDB0014597)

MOL for HMDB0014597 (Meperidine)

3D MOL for HMDB0014597 (Meperidine)

3D SDF for HMDB0014597 (Meperidine)

3D-SDF for HMDB0014597 (Meperidine)

PDB for HMDB0014597 (Meperidine)

3D PDB for HMDB0014597 (Meperidine)

SMILES for HMDB0014597 (Meperidine)

INCHI for HMDB0014597 (Meperidine)

Structure for HMDB0014597 (Meperidine)

3D Structure for HMDB0014597 (Meperidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References

References

References

References