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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-10-16 12:33:19 UTC

Update Date

2022-03-07 02:49:25 UTC

HMDB ID

HMDB0005008

Secondary Accession Numbers

HMDB05008

Metabolite Identification

Common Name

Lansoprazole

Description

Lansoprazole, also known as ogastro or prevacid, belongs to the class of organic compounds known as sulfinylbenzimidazoles. These are polycyclic aromatic compounds containing a sulfinyl group attached at the position 2 of a benzimidazole moiety. In humans, lansoprazole is involved in the lansoprazole metabolism pathway. Lansoprazole is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Lansoprazole.

Structure

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

HMDB0251087
     RDKit          3D
Dexlansoprazole
 39 41  0  0  0  0  0  0  0  0999 V2000
   -1.8983   -1.4561   -0.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2550   -0.3428   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6249   -0.0613    0.0918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5064   -0.8057   -0.5716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8214   -0.9707   -0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6058    0.1301   -1.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1114    0.4331   -2.6940 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8471    1.1985   -0.6448 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8725   -0.4430   -1.7111 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9483    0.9654    0.9374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9351    1.6588    1.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6546    1.3481    1.3668 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2609    0.3535    0.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1777    0.0459    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129    1.1463    1.3349 S   0  0  0  0  0  4  0  0  0  0  0  0
    0.9214    1.0399    2.8112 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9010    0.6958    1.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6597   -0.2072    1.7213 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8920   -0.2719    1.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0119   -1.0264    1.5310 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1867   -0.8938    0.8045 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2099   -0.0019   -0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0867    0.7432   -0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9253    0.6054    0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7204    1.1790    0.0760 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9114   -1.3147   -1.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223   -2.4361   -0.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6498   -1.4482   -1.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3275   -1.1255    0.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0893   -1.9223   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0011    1.2432    1.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2139    2.4743    2.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4135   -1.0199    0.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292    0.2302   -0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9757   -1.7161    2.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0691   -1.4871    1.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0891    0.1371   -0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1606    1.4268   -1.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4142    1.8959   -0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  3 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 13  2  1  0
 25 17  1  0
 24 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
 10 31  1  0
 11 32  1  0
 14 33  1  0
 14 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
 25 39  1  0
M  END

448
  Mrv1652305271900192D          

 25 27  0  0  1  0            999 V2000
    5.1662    1.2111    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5768   -2.0593    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.0057   -1.2343    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.7038   -2.3613    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.0537   -0.9323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5787    1.9257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597    1.8751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597    0.5472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8162    1.2111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5787    0.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4037    0.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8162   -0.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412    1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6412   -0.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4037   -0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0537    0.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.3861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6412    1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8788   -0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2913   -1.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0  0  0  0
  1 10  1  0  0  0  0
  1 13  1  0  0  0  0
  2 25  1  0  0  0  0
  3 25  1  0  0  0  0
  4 25  1  0  0  0  0
  5 16  1  0  0  0  0
  5 24  1  0  0  0  0
  7 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 13  2  0  0  0  0
  8 15  1  0  0  0  0
  9 11  2  0  0  0  0
  9 21  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 16  2  0  0  0  0
 12 17  1  0  0  0  0
 14 15  1  0  0  0  0
 14 18  2  0  0  0  0
 15 20  2  0  0  0  0
 16 19  1  0  0  0  0
 18 22  1  0  0  0  0
 19 21  2  0  0  0  0
 20 23  1  0  0  0  0
 22 23  2  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0005008

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14F3N3O2S/c1-10-13(20-7-6-14(10)24-9-16(17,18)19)8-25(23)15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)

> <INCHI_KEY>
MJIHNNLFOKEZEW-UHFFFAOYSA-N

> <FORMULA>
C16H14F3N3O2S

> <MOLECULAR_WEIGHT>
369.361

> <EXACT_MASS>
369.075882012

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
34.59069533683166

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfinyl}-1H-1,3-benzodiazole

> <ALOGPS_LOGP>
2.84

> <JCHEM_LOGP>
3.0328552366666672

> <ALOGPS_LOGS>
-3.17

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.304225315170914

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.346710249119909

> <JCHEM_PKA_STRONGEST_BASIC>
4.162938764258435

> <JCHEM_POLAR_SURFACE_AREA>
67.87

> <JCHEM_REFRACTIVITY>
87.608

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lansoprazole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251087
     RDKit          3D
Dexlansoprazole
 39 41  0  0  0  0  0  0  0  0999 V2000
   -1.8983   -1.4561   -0.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2550   -0.3428   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6249   -0.0613    0.0918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5064   -0.8057   -0.5716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8214   -0.9707   -0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6058    0.1301   -1.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1114    0.4331   -2.6940 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8471    1.1985   -0.6448 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8725   -0.4430   -1.7111 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9483    0.9654    0.9374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9351    1.6588    1.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6546    1.3481    1.3668 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2609    0.3535    0.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1777    0.0459    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129    1.1463    1.3349 S   0  0  0  0  0  4  0  0  0  0  0  0
    0.9214    1.0399    2.8112 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9010    0.6958    1.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6597   -0.2072    1.7213 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8920   -0.2719    1.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0119   -1.0264    1.5310 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1867   -0.8938    0.8045 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2099   -0.0019   -0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0867    0.7432   -0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9253    0.6054    0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7204    1.1790    0.0760 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9114   -1.3147   -1.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223   -2.4361   -0.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6498   -1.4482   -1.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3275   -1.1255    0.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0893   -1.9223   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0011    1.2432    1.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2139    2.4743    2.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4135   -1.0199    0.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292    0.2302   -0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9757   -1.7161    2.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0691   -1.4871    1.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0891    0.1371   -0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1606    1.4268   -1.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4142    1.8959   -0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  3 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 13  2  1  0
 25 17  1  0
 24 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
 10 31  1  0
 11 32  1  0
 14 33  1  0
 14 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
 25 39  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 448                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  S   UNK     0       9.644   2.261   0.000  0.00  0.00           S+0
HETATM    2  F   UNK     0      16.010  -3.844   0.000  0.00  0.00           F+0
HETATM    3  F   UNK     0      18.677  -2.304   0.000  0.00  0.00           F+0
HETATM    4  F   UNK     0      18.114  -4.408   0.000  0.00  0.00           F+0
HETATM    5  O   UNK     0      15.034  -1.740   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      10.414   3.595   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       7.205   3.500   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       7.205   1.021   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      12.724   2.261   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      10.414   0.927   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.954   0.927   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.724  -0.407   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.104   2.261   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.748   3.031   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.748   1.491   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.264  -0.407   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.954  -1.740   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.414   3.801   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.034   0.927   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.414   0.721   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.264   2.261   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.080   3.031   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.080   1.491   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.574  -1.740   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.344  -3.074   0.000  0.00  0.00           C+0
CONECT    1    6   10   13                                                  
CONECT    2   25                                                            
CONECT    3   25                                                            
CONECT    4   25                                                            
CONECT    5   16   24                                                       
CONECT    6    1                                                            
CONECT    7   13   14                                                       
CONECT    8   13   15                                                       
CONECT    9   11   21                                                       
CONECT   10    1   11                                                       
CONECT   11    9   10   12                                                  
CONECT   12   11   16   17                                                  
CONECT   13    1    7    8                                                  
CONECT   14    7   15   18                                                  
CONECT   15    8   14   20                                                  
CONECT   16    5   12   19                                                  
CONECT   17   12                                                            
CONECT   18   14   22                                                       
CONECT   19   16   21                                                       
CONECT   20   15   23                                                       
CONECT   21    9   19                                                       
CONECT   22   18   23                                                       
CONECT   23   20   22                                                       
CONECT   24    5   25                                                       
CONECT   25    2    3    4   24                                             
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0005008
HETATM    1  C1  UNL     1      -1.670   0.755  -1.544  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.269   0.592  -0.183  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.638   0.289  -0.018  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.379   0.218  -1.092  1.00  0.00           O  
HETATM    5  C4  UNL     1      -5.545   0.001  -1.716  1.00  0.00           C  
HETATM    6  C5  UNL     1      -6.078  -1.443  -1.526  1.00  0.00           C  
HETATM    7  F1  UNL     1      -6.338  -1.756  -0.247  1.00  0.00           F  
HETATM    8  F2  UNL     1      -5.099  -2.322  -2.052  1.00  0.00           F  
HETATM    9  F3  UNL     1      -7.177  -1.614  -2.328  1.00  0.00           F  
HETATM   10  C6  UNL     1      -4.160   0.068   1.259  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.297   0.139   2.316  1.00  0.00           C  
HETATM   12  N1  UNL     1      -1.980   0.420   2.139  1.00  0.00           N  
HETATM   13  C8  UNL     1      -1.481   0.644   0.931  1.00  0.00           C  
HETATM   14  C9  UNL     1      -0.027   1.093   0.760  1.00  0.00           C  
HETATM   15  S1  UNL     1       0.960  -0.334   0.456  1.00  0.00           S  
HETATM   16  O2  UNL     1       0.477  -1.612   0.996  1.00  0.00           O  
HETATM   17  C10 UNL     1       2.642  -0.208   0.218  1.00  0.00           C  
HETATM   18  N2  UNL     1       3.603  -0.931   0.899  1.00  0.00           N  
HETATM   19  C11 UNL     1       4.822  -0.638   0.471  1.00  0.00           C  
HETATM   20  C12 UNL     1       6.067  -1.138   0.851  1.00  0.00           C  
HETATM   21  C13 UNL     1       7.202  -0.699   0.251  1.00  0.00           C  
HETATM   22  C14 UNL     1       7.076   0.258  -0.753  1.00  0.00           C  
HETATM   23  C15 UNL     1       5.852   0.739  -1.123  1.00  0.00           C  
HETATM   24  C16 UNL     1       4.696   0.293  -0.505  1.00  0.00           C  
HETATM   25  N3  UNL     1       3.398   0.536  -0.639  1.00  0.00           N  
HETATM   26  H1  UNL     1      -2.318   1.297  -2.227  1.00  0.00           H  
HETATM   27  H2  UNL     1      -1.498  -0.247  -2.013  1.00  0.00           H  
HETATM   28  H3  UNL     1      -0.697   1.248  -1.446  1.00  0.00           H  
HETATM   29  H4  UNL     1      -6.373   0.710  -1.517  1.00  0.00           H  
HETATM   30  H5  UNL     1      -5.471   0.022  -2.893  1.00  0.00           H  
HETATM   31  H6  UNL     1      -5.197  -0.137   1.462  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.602   0.001   3.366  1.00  0.00           H  
HETATM   33  H8  UNL     1       0.109   2.007   0.231  1.00  0.00           H  
HETATM   34  H9  UNL     1       0.280   1.397   1.873  1.00  0.00           H  
HETATM   35  H10 UNL     1       6.111  -1.897   1.635  1.00  0.00           H  
HETATM   36  H11 UNL     1       8.193  -1.044   0.499  1.00  0.00           H  
HETATM   37  H12 UNL     1       7.999   0.598  -1.220  1.00  0.00           H  
HETATM   38  H13 UNL     1       5.793   1.472  -1.915  1.00  0.00           H  
HETATM   39  H14 UNL     1       3.013   1.224  -1.312  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    3   13
CONECT    3    4   10
CONECT    4    5
CONECT    5    6   29   30
CONECT    6    7    8    9
CONECT   10   11   11   31
CONECT   11   12   32
CONECT   12   13   13
CONECT   13   14
CONECT   14   15   33   34
CONECT   15   16   16   17
CONECT   17   18   18   25
CONECT   18   19
CONECT   19   20   20   24
CONECT   20   21   35
CONECT   21   22   22   36
CONECT   22   23   37
CONECT   23   24   24   38
CONECT   24   25
CONECT   25   39
END

HMDB0251087
     RDKit          3D
Dexlansoprazole
 39 41  0  0  0  0  0  0  0  0999 V2000
   -1.8983   -1.4561   -0.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2550   -0.3428   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6249   -0.0613    0.0918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5064   -0.8057   -0.5716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8214   -0.9707   -0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6058    0.1301   -1.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1114    0.4331   -2.6940 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8471    1.1985   -0.6448 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8725   -0.4430   -1.7111 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9483    0.9654    0.9374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9351    1.6588    1.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6546    1.3481    1.3668 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2609    0.3535    0.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1777    0.0459    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129    1.1463    1.3349 S   0  0  0  0  0  4  0  0  0  0  0  0
    0.9214    1.0399    2.8112 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9010    0.6958    1.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6597   -0.2072    1.7213 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8920   -0.2719    1.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0119   -1.0264    1.5310 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1867   -0.8938    0.8045 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2099   -0.0019   -0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0867    0.7432   -0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9253    0.6054    0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7204    1.1790    0.0760 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9114   -1.3147   -1.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223   -2.4361   -0.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6498   -1.4482   -1.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3275   -1.1255    0.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0893   -1.9223   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0011    1.2432    1.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2139    2.4743    2.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4135   -1.0199    0.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292    0.2302   -0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9757   -1.7161    2.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0691   -1.4871    1.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0891    0.1371   -0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1606    1.4268   -1.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4142    1.8959   -0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  3 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 13  2  1  0
 25 17  1  0
 24 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
 10 31  1  0
 11 32  1  0
 14 33  1  0
 14 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
 25 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
AG 1749	ChEBI
Bamalite	ChEBI
Lansoprazol	ChEBI
Lansoprazolum	ChEBI
Lanzol	ChEBI
Lanzopral	ChEBI
Lanzul	ChEBI
Limpidex	ChEBI
Monolitum	ChEBI
Ogastro	ChEBI
Opiren	ChEBI
Prevacid	ChEBI
Prezal	MeSH
Ulpax	MeSH
Lansol	MeSH
Lansoprazole sodium	MeSH
Pro ulco	MeSH
Promeco	MeSH
Zoton	MeSH
Agopton	MeSH
Ogast	MeSH
Takepron	MeSH
2-(((3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl)methyl)sulfinyl)benzimidazole	MeSH
Lansoprazoles	MeSH
Lanzor	MeSH
Sodium, lansoprazole	MeSH
Amarin	HMDB
Aprazol	HMDB
Blason	HMDB
Ketian	HMDB
Lancid	HMDB
Lanfast	HMDB
Lanproton	HMDB
Lansopep	HMDB
Lansophed	HMDB
Lansox	HMDB
Lanston	HMDB
Lanz	HMDB
Lanzo	HMDB
Lapraz	HMDB
Lasoprol	HMDB
Linamarin	HMDB
Mesactol	HMDB
Lansoprazole hormona brand	MeSH, HMDB
Lansoprazole tecnobio brand	MeSH, HMDB
Lansoprazole wyeth brand	MeSH, HMDB
Vinas brand OF lansoprazole	MeSH, HMDB
Wyeth brand OF lansoprazole	MeSH, HMDB
Almirall brand OF lansoprazole	MeSH, HMDB
Lansoprazole abbot brand	MeSH, HMDB
Lansoprazole hoechst brand	MeSH, HMDB
Lansoprazole takeda brand	MeSH, HMDB
Salvar brand OF lansoprazole	MeSH, HMDB
Takeda brand OF lansoprazole	MeSH, HMDB
tecnobio Brand OF lansoprazole	MeSH, HMDB
Abbot brand OF lansoprazole	MeSH, HMDB
Hoechst brand OF lansoprazole	MeSH, HMDB
Lansoprazole lederle brand	MeSH, HMDB
Lansoprazole promeco brand	MeSH, HMDB
Lansoprazole vinas brand	MeSH, HMDB
Lederle brand OF lansoprazole	MeSH, HMDB
Hormona brand OF lansoprazole	MeSH, HMDB
Lansoprazole almirall brand	MeSH, HMDB
Lansoprazole salvar brand	MeSH, HMDB
Lansoprazole tap brand	MeSH, HMDB
promeco Brand OF lansoprazole	MeSH, HMDB
TAP brand OF lansoprazole	MeSH, HMDB

Chemical Formula

C₁₆H₁₄F₃N₃O₂S

Average Molecular Weight

369.361

Monoisotopic Molecular Weight

369.075882012

IUPAC Name

2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfinyl}-1H-1,3-benzodiazole

Traditional Name

lansoprazole

CAS Registry Number

103577-45-3

SMILES

CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1

InChI Identifier

InChI=1S/C16H14F3N3O2S/c1-10-13(20-7-6-14(10)24-9-16(17,18)19)8-25(23)15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)

InChI Key

MJIHNNLFOKEZEW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfinylbenzimidazoles. These are polycyclic aromatic compounds containing a sulfinyl group attached at the position 2 of a benzimidazole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

Sulfinylbenzimidazoles

Direct Parent

Sulfinylbenzimidazoles

Alternative Parents

Substituents

Sulfinylbenzimidazole
Alkyl aryl ether
Methylpyridine
Pyridine
Benzenoid
Azole
Imidazole
Heteroaromatic compound
Sulfoxide
Azacycle
Sulfinyl compound
Ether
Hydrocarbon derivative
Organic oxygen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Alkyl fluoride
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Alkyl halide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

sulfoxide (CHEBI:6375 )
pyridines (CHEBI:6375 )
benzimidazoles (CHEBI:6375 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0005008)
Cell membrane (HMDB: HMDB0005008)

Organ

Liver (HMDB: HMDB0005008)

Source

Exogenous

Exogenous (HMDB: HMDB0005008)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Lansoprazole Action Pathway (HMDB: HMDB0005008)
Lansoprazole Action Pathway (PathBank: SMP0000227)

Metabolic pathway

Lansoprazole Metabolism Pathway (HMDB: HMDB0005008)
Lansoprazole Metabolism Pathway (PathBank: SMP0000614)

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0005008)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	178 - 182 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	185.83	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001059

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.25 g/L	ALOGPS
logP	2.84	ALOGPS
logP	3.03	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	9.35	ChemAxon
pKa (Strongest Basic)	4.16	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	67.87 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	87.61 m³·mol⁻¹	ChemAxon
Polarizability	34.59 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	175.934	30932474
DeepCCS	[M-H]-	173.576	30932474
DeepCCS	[M-2H]-	206.462	30932474
DeepCCS	[M+Na]+	182.028	30932474
AllCCS	[M+H]+	181.6	32859911
AllCCS	[M+H-H2O]+	178.7	32859911
AllCCS	[M+NH4]+	184.3	32859911
AllCCS	[M+Na]+	185.1	32859911
AllCCS	[M-H]-	177.7	32859911
AllCCS	[M+Na-2H]-	177.0	32859911
AllCCS	[M+HCOO]-	176.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lansoprazole	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1	3255.2	Standard polar	33892256
Lansoprazole	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1	2575.7	Standard non polar	33892256
Lansoprazole	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1	2781.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lansoprazole,1TMS,isomer #1	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1[Si](C)(C)C	2611.9	Semi standard non polar	33892256
Lansoprazole,1TMS,isomer #1	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1[Si](C)(C)C	2611.2	Standard non polar	33892256
Lansoprazole,1TMS,isomer #1	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1[Si](C)(C)C	3025.0	Standard polar	33892256
Lansoprazole,1TBDMS,isomer #1	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C	2781.4	Semi standard non polar	33892256
Lansoprazole,1TBDMS,isomer #1	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C	2815.1	Standard non polar	33892256
Lansoprazole,1TBDMS,isomer #1	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C	3094.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lansoprazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-3692000000-7bae74d48caf51b77e10	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lansoprazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lansoprazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lansoprazole 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 - Lansoprazole LC-ESI-QFT , negative-QTOF	splash10-03di-0900000000-1676d647709a023eb1d8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole LC-ESI-QFT , negative-QTOF	splash10-03di-0900000000-95a3126e9d69aa2812d6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole LC-ESI-QFT , negative-QTOF	splash10-03di-0900000000-0bb1e54ec8c7d6bb5746	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole LC-ESI-QFT , negative-QTOF	splash10-03di-0900000000-52d969183040eb21720c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole LC-ESI-QFT , negative-QTOF	splash10-03di-0900000000-bba914a2bd85fb3b0823	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole LC-ESI-QFT , negative-QTOF	splash10-02u0-0900000000-10a04626464fa2bcd6f9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole LC-ESI-QFT , negative-QTOF	splash10-014i-2900000000-14157d06ad23e343435e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole LC-ESI-QFT , negative-QTOF	splash10-02t9-8900000000-025e7246e314127a8422	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole LC-ESI-QFT , negative-QTOF	splash10-03xr-9300000000-6a804721218ef90d3f61	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole 40V, Negative-QTOF	splash10-03di-0900000000-1e4f9c95576433305a45	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole 10V, Negative-QTOF	splash10-03di-0900000000-267e02d00f1bf471b3df	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole 20V, Negative-QTOF	splash10-03di-0900000000-ae1f3f824a037450dc8f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole 60V, Negative-QTOF	splash10-03di-0900000000-34c1beedb096399b4e51	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole 75V, Negative-QTOF	splash10-03di-0900000000-8364ce030614d86ac9a6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole 30V, Negative-QTOF	splash10-03di-0900000000-1c69f3c14c3024df650c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole 15V, Negative-QTOF	splash10-03di-0900000000-8a8baf981a5a650baa17	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole 45V, Negative-QTOF	splash10-03di-0900000000-0fff014fb57bc4c0fb13	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0udi-0090000000-502b719a981f262577ba	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0uxr-0890000000-2734547f6dc584ba4877	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-053i-0930000000-94e6e179919ee803d567	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole LC-ESI-qTof , Positive-QTOF	splash10-0006-0339000000-30ca3e1162573d0632eb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole LC-ESI-QFT , positive-QTOF	splash10-0udi-0290000000-a108432755e4f5916f6e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole LC-ESI-QFT , positive-QTOF	splash10-0udi-0390000000-b8a59093f6b667fae5e4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole LC-ESI-QFT , positive-QTOF	splash10-0fs9-0790000000-a2f5e86f6faaab508112	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lansoprazole LC-ESI-QFT , positive-QTOF	splash10-00li-0940000000-cc60a0c246e3fc1399d6	2017-09-14	HMDB team, MONA	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Liver

Pathways

Name	SMPDB/PathBank	KEGG
Lansoprazole Action Pathway		Not Available
Lansoprazole Metabolism Pathway		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00448

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023581

KNApSAcK ID

Not Available

Chemspider ID

3746

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Lansoprazole

METLIN ID

Not Available

PubChem Compound

3883

PDB ID

Not Available

ChEBI ID

6375

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Nohara, Akira; Maki, Yoshitaka. (Pyridylmethylthio)benzimidazoles and their sulfoxides. Eur. Pat. Appl. (1986), 23 pp. CODEN: EPXXDW EP 174726 A1 19860319 CAN 105:133883 AN 1986:533883

Material Safety Data Sheet (MSDS)

Not Available

General References

Katsuki H, Hamada A, Nakamura C, Arimori K, Nakano M: High-performance liquid chromatographic assay for the simultaneous determination of lansoprazole enantiomers and metabolites in human liver microsomes. J Chromatogr B Biomed Sci Appl. 2001 Jun 5;757(1):127-33. [PubMed:11419737 ]
Katsuki H, Hamada A, Nakamura C, Arimori K, Nakano M: Role of CYP3A4 and CYP2C19 in the stereoselective metabolism of lansoprazole by human liver microsomes. Eur J Clin Pharmacol. 2001 Dec;57(10):709-15. [PubMed:11829200 ]

Enzymes

Enzyme Details

1. Cytochrome P450 2C9

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. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

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

Enzyme Details

3. Potassium-transporting ATPase alpha chain 1

General function:: Involved in ATP binding
Specific function:: Catalyzes the hydrolysis of ATP coupled with the exchange of H(+) and K(+) ions across the plasma membrane. Responsible for acid production in the stomach.
Gene Name:: ATP4A
Uniprot ID:: P20648
Molecular weight:: 114117.74

Showing metabocard for Lansoprazole (HMDB0005008)

MOL for HMDB0005008 (Lansoprazole)

3D MOL for HMDB0005008 (Lansoprazole)

3D SDF for HMDB0005008 (Lansoprazole)

3D-SDF for HMDB0005008 (Lansoprazole)

PDB for HMDB0005008 (Lansoprazole)

3D PDB for HMDB0005008 (Lansoprazole)

SMILES for HMDB0005008 (Lansoprazole)

INCHI for HMDB0005008 (Lansoprazole)

Structure for HMDB0005008 (Lansoprazole)

3D Structure for HMDB0005008 (Lansoprazole)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes