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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-17 14:44:52 UTC

Update Date

2022-09-22 17:45:12 UTC

HMDB ID

HMDB0001913

Secondary Accession Numbers

HMDB01913

Metabolite Identification

Common Name

Omeprazole

Description

Omeprazole is a highly effective inhibitor of gastric acid secretion used in the therapy of stomach ulcers, dyspepsia, peptic ulcer disease , gastroesophageal reflux disease and Zollinger-Ellison syndrome. The drug inhibits the H(+)-K(+)-ATPase (H(+)-K(+)-exchanging ATPase) in the proton pump of Gastric Parietal Cells.--Pubchem. Omeprazole is one of the most widely prescribed drugs internationally and is available over the counter in some countries.

Structure

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

HMDB0001913
     RDKit          3D
Omeprazole
 43 45  0  0  0  0  0  0  0  0999 V2000
    7.6102    1.8100    0.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4835    0.4317    0.0003 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2130   -0.1222   -0.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0174   -1.4702   -0.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7179   -1.9834   -0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6512   -1.1454   -0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3116   -1.3202   -0.4601 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833   -0.1579   -0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327    0.2076   -0.2280 S   0  0  0  0  0  4  0  0  0  0  0  0
   -0.2816    1.3666    0.7180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9197   -1.2342    0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3620   -0.9351    0.5471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8790   -1.2070    1.7994 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1850   -1.0144    2.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0531   -0.5450    1.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4824   -0.3671    1.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5122   -0.2826   -0.1521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2936    0.2043   -1.2056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4163    1.6438   -1.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1618   -0.4728   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5980   -0.1752   -1.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6671    0.7776   -0.1016 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8662    0.1919   -0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1274    0.7429   -0.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2933    2.3762   -0.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9285    2.0693    1.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6229    2.1502    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8821   -2.1266   -0.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6492   -3.0532   -0.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7112   -2.1036   -0.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4775   -1.4555    1.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6533   -1.2122    3.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7831   -1.0611    2.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1334   -0.6157    0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7069    0.6502    1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1779    2.1081   -0.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4136    1.9598   -1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6628    2.0578   -2.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3317    0.9122   -1.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7799   -0.8627   -2.0468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3968   -0.3336   -2.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4606    1.8029    0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2202    1.7938    0.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 20 21  1  0
  8 22  1  0
 22 23  1  0
 23 24  2  0
 24  3  1  0
 23  6  1  0
 20 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 24 43  1  0
M  END

338
  Mrv1652305271900242D          

 24 26  0  0  1  0            999 V2000
    6.5951    0.4967    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.4827   -1.6468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0076    1.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.3217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2886    1.1606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2886   -0.1672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2451    0.4967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0076   -0.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8326   -0.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2451   -0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7701    0.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0702   -0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4827   -0.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8326   -1.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0702    0.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3077   -0.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3077   -1.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  8  1  0  0  0  0
  1 11  1  0  0  0  0
  2 13  1  0  0  0  0
  2 23  1  0  0  0  0
  4 20  1  0  0  0  0
  4 24  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 11  2  0  0  0  0
  6 14  1  0  0  0  0
  7  9  2  0  0  0  0
  7 18  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  2  0  0  0  0
 10 16  1  0  0  0  0
 12 14  2  0  0  0  0
 12 17  1  0  0  0  0
 13 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 18  2  0  0  0  0
 15 22  1  0  0  0  0
 17 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001913

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C=C1)N=C(N2)S(=O)CC1=NC=C(C)C(OC)=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)

> <INCHI_KEY>
SUBDBMMJDZJVOS-UHFFFAOYSA-N

> <FORMULA>
C17H19N3O3S

> <MOLECULAR_WEIGHT>
345.416

> <EXACT_MASS>
345.114712179

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
37.45452081435165

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazole

> <ALOGPS_LOGP>
1.66

> <JCHEM_LOGP>
2.433509123333334

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.28847920995732

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.294157685436991

> <JCHEM_PKA_STRONGEST_BASIC>
4.772761279525659

> <JCHEM_POLAR_SURFACE_AREA>
77.10000000000001

> <JCHEM_REFRACTIVITY>
93.66229999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
omeprazole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001913
     RDKit          3D
Omeprazole
 43 45  0  0  0  0  0  0  0  0999 V2000
    7.6102    1.8100    0.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4835    0.4317    0.0003 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2130   -0.1222   -0.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0174   -1.4702   -0.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7179   -1.9834   -0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6512   -1.1454   -0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3116   -1.3202   -0.4601 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833   -0.1579   -0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327    0.2076   -0.2280 S   0  0  0  0  0  4  0  0  0  0  0  0
   -0.2816    1.3666    0.7180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9197   -1.2342    0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3620   -0.9351    0.5471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8790   -1.2070    1.7994 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1850   -1.0144    2.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0531   -0.5450    1.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4824   -0.3671    1.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5122   -0.2826   -0.1521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2936    0.2043   -1.2056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4163    1.6438   -1.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1618   -0.4728   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5980   -0.1752   -1.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6671    0.7776   -0.1016 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8662    0.1919   -0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1274    0.7429   -0.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2933    2.3762   -0.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9285    2.0693    1.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6229    2.1502    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8821   -2.1266   -0.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6492   -3.0532   -0.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7112   -2.1036   -0.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4775   -1.4555    1.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6533   -1.2122    3.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7831   -1.0611    2.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1334   -0.6157    0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7069    0.6502    1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1779    2.1081   -0.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4136    1.9598   -1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6628    2.0578   -2.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3317    0.9122   -1.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7799   -0.8627   -2.0468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3968   -0.3336   -2.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4606    1.8029    0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2202    1.7938    0.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 20 21  1  0
  8 22  1  0
 22 23  1  0
 23 24  2  0
 24  3  1  0
 23  6  1  0
 20 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 24 43  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 338                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  S   UNK     0      12.311   0.927   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      17.701  -3.074   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      13.081   2.261   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.414   2.467   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       9.872   2.166   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       9.872  -0.312   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      15.391   0.927   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      13.081  -0.407   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.621  -0.407   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.391  -1.740   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.771   0.927   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.415   1.697   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.931  -1.740   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.415   0.157   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.701  -0.407   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.621  -3.074   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.081   2.467   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.931   0.927   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.081  -0.613   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.748   1.697   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.748   0.157   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      19.241  -0.407   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.241  -3.074   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.080   1.697   0.000  0.00  0.00           C+0
CONECT    1    3    8   11                                                  
CONECT    2   13   23                                                       
CONECT    3    1                                                            
CONECT    4   20   24                                                       
CONECT    5   11   12                                                       
CONECT    6   11   14                                                       
CONECT    7    9   18                                                       
CONECT    8    1    9                                                       
CONECT    9    7    8   10                                                  
CONECT   10    9   13   16                                                  
CONECT   11    1    5    6                                                  
CONECT   12    5   14   17                                                  
CONECT   13    2   10   15                                                  
CONECT   14    6   12   19                                                  
CONECT   15   13   18   22                                                  
CONECT   16   10                                                            
CONECT   17   12   20                                                       
CONECT   18    7   15                                                       
CONECT   19   14   21                                                       
CONECT   20    4   17   21                                                  
CONECT   21   19   20                                                       
CONECT   22   15                                                            
CONECT   23    2                                                            
CONECT   24    4                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0001913
HETATM    1  C1  UNL     1       7.610   1.810   0.221  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.483   0.432   0.000  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.213  -0.122  -0.134  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.017  -1.470  -0.357  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.718  -1.983  -0.491  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.651  -1.145  -0.396  1.00  0.00           C  
HETATM    7  N1  UNL     1       2.312  -1.320  -0.460  1.00  0.00           N  
HETATM    8  C6  UNL     1       1.683  -0.158  -0.281  1.00  0.00           C  
HETATM    9  S1  UNL     1      -0.033   0.208  -0.228  1.00  0.00           S  
HETATM   10  O2  UNL     1      -0.282   1.367   0.718  1.00  0.00           O  
HETATM   11  C7  UNL     1      -0.920  -1.234   0.385  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.362  -0.935   0.547  1.00  0.00           C  
HETATM   13  N2  UNL     1      -2.879  -1.207   1.799  1.00  0.00           N  
HETATM   14  C9  UNL     1      -4.185  -1.014   2.046  1.00  0.00           C  
HETATM   15  C10 UNL     1      -5.053  -0.545   1.076  1.00  0.00           C  
HETATM   16  C11 UNL     1      -6.482  -0.367   1.371  1.00  0.00           C  
HETATM   17  C12 UNL     1      -4.512  -0.283  -0.152  1.00  0.00           C  
HETATM   18  O3  UNL     1      -5.294   0.204  -1.206  1.00  0.00           O  
HETATM   19  C13 UNL     1      -5.416   1.644  -1.333  1.00  0.00           C  
HETATM   20  C14 UNL     1      -3.162  -0.473  -0.440  1.00  0.00           C  
HETATM   21  C15 UNL     1      -2.598  -0.175  -1.779  1.00  0.00           C  
HETATM   22  N3  UNL     1       2.667   0.778  -0.102  1.00  0.00           N  
HETATM   23  C16 UNL     1       3.866   0.192  -0.171  1.00  0.00           C  
HETATM   24  C17 UNL     1       5.127   0.743  -0.035  1.00  0.00           C  
HETATM   25  H1  UNL     1       7.293   2.376  -0.659  1.00  0.00           H  
HETATM   26  H2  UNL     1       6.929   2.069   1.069  1.00  0.00           H  
HETATM   27  H3  UNL     1       8.623   2.150   0.500  1.00  0.00           H  
HETATM   28  H4  UNL     1       6.882  -2.127  -0.403  1.00  0.00           H  
HETATM   29  H5  UNL     1       4.649  -3.053  -0.681  1.00  0.00           H  
HETATM   30  H6  UNL     1      -0.711  -2.104  -0.263  1.00  0.00           H  
HETATM   31  H7  UNL     1      -0.477  -1.456   1.375  1.00  0.00           H  
HETATM   32  H8  UNL     1      -4.653  -1.212   3.025  1.00  0.00           H  
HETATM   33  H9  UNL     1      -6.783  -1.061   2.198  1.00  0.00           H  
HETATM   34  H10 UNL     1      -7.133  -0.616   0.514  1.00  0.00           H  
HETATM   35  H11 UNL     1      -6.707   0.650   1.768  1.00  0.00           H  
HETATM   36  H12 UNL     1      -5.178   2.108  -0.330  1.00  0.00           H  
HETATM   37  H13 UNL     1      -6.414   1.960  -1.612  1.00  0.00           H  
HETATM   38  H14 UNL     1      -4.663   2.058  -2.034  1.00  0.00           H  
HETATM   39  H15 UNL     1      -2.332   0.912  -1.886  1.00  0.00           H  
HETATM   40  H16 UNL     1      -1.780  -0.863  -2.047  1.00  0.00           H  
HETATM   41  H17 UNL     1      -3.397  -0.334  -2.524  1.00  0.00           H  
HETATM   42  H18 UNL     1       2.461   1.803   0.053  1.00  0.00           H  
HETATM   43  H19 UNL     1       5.220   1.794   0.141  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   24
CONECT    4    5   28
CONECT    5    6    6   29
CONECT    6    7   23
CONECT    7    8    8
CONECT    8    9   22
CONECT    9   10   10   11
CONECT   11   12   30   31
CONECT   12   13   13   20
CONECT   13   14
CONECT   14   15   15   32
CONECT   15   16   17
CONECT   16   33   34   35
CONECT   17   18   20   20
CONECT   18   19
CONECT   19   36   37   38
CONECT   20   21
CONECT   21   39   40   41
CONECT   22   23   42
CONECT   23   24   24
CONECT   24   43
END

HMDB0001913
     RDKit          3D
Omeprazole
 43 45  0  0  0  0  0  0  0  0999 V2000
    7.6102    1.8100    0.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4835    0.4317    0.0003 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2130   -0.1222   -0.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0174   -1.4702   -0.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7179   -1.9834   -0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6512   -1.1454   -0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3116   -1.3202   -0.4601 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833   -0.1579   -0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327    0.2076   -0.2280 S   0  0  0  0  0  4  0  0  0  0  0  0
   -0.2816    1.3666    0.7180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9197   -1.2342    0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3620   -0.9351    0.5471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8790   -1.2070    1.7994 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1850   -1.0144    2.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0531   -0.5450    1.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4824   -0.3671    1.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5122   -0.2826   -0.1521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2936    0.2043   -1.2056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4163    1.6438   -1.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1618   -0.4728   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5980   -0.1752   -1.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6671    0.7776   -0.1016 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8662    0.1919   -0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1274    0.7429   -0.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2933    2.3762   -0.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9285    2.0693    1.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6229    2.1502    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8821   -2.1266   -0.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6492   -3.0532   -0.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7112   -2.1036   -0.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4775   -1.4555    1.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6533   -1.2122    3.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7831   -1.0611    2.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1334   -0.6157    0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7069    0.6502    1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1779    2.1081   -0.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4136    1.9598   -1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6628    2.0578   -2.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3317    0.9122   -1.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7799   -0.8627   -2.0468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3968   -0.3336   -2.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4606    1.8029    0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2202    1.7938    0.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 20 21  1  0
  8 22  1  0
 22 23  1  0
 23 24  2  0
 24  3  1  0
 23  6  1  0
 20 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 24 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Prilosec	Kegg
( -)-Omeprazole	HMDB
(-)-Omeprazole	HMDB
(S)-(-)-Omeprazole	HMDB
(S)-Omeprazole	HMDB
2,3,5-Trimethylpyridine/Omeprazole	HMDB
Antra	HMDB
Antra mups	HMDB
Audazol	HMDB
Aulcer	HMDB
Belmazol	HMDB
Ceprandal	HMDB
Danlox	HMDB
Demeprazol	HMDB
Desec	HMDB
Dizprazol	HMDB
Dudencer	HMDB
Elgam	HMDB
Emeproton	HMDB
Epirazole	HMDB
Erbolin	HMDB
Esomeprazole	HMDB
Esomperazole	HMDB
Exter	HMDB
Gasec	HMDB
Gastrimut	HMDB
Gastroloc	HMDB
Gibancer	HMDB
Indurgan	HMDB
Inhibitron	HMDB
Inhipump	HMDB
Lensor	HMDB
Logastric	HMDB
Lomac	HMDB
Losec	HMDB
Mepral	HMDB
Miol	HMDB
Miracid	HMDB
Mopral	HMDB
Morecon	HMDB
Nexiam	HMDB
Nexium	HMDB
Nexium IV	HMDB
Nilsec	HMDB
Nopramin	HMDB
Nuclosina	HMDB
Ocid	HMDB
Olexin	HMDB
Omapren	HMDB
Omebeta 20	HMDB
Omed	HMDB
Omegast	HMDB
OMEP	HMDB
Omepradex	HMDB
Omepral	HMDB
Omeprazol	HMDB
Omeprazole pellets	HMDB
Omeprazolum	HMDB
Omeprazon	HMDB
Omeprol	HMDB
Omesek	HMDB
Omez	HMDB
Omezol	HMDB
Omezolan	HMDB
Omid	HMDB
Omisec	HMDB
Omizac	HMDB
Ompanyt	HMDB
OMZ	HMDB
Ortanol	HMDB
Osiren	HMDB
Ozoken	HMDB
Paprazol	HMDB
Parizac	HMDB
Pepticum	HMDB
Pepticus	HMDB
Peptilcer	HMDB
Prazentol	HMDB
Prazidec	HMDB
Prazolit	HMDB
Prestwick_808	HMDB
Prilosec otc	HMDB
Procelac	HMDB
Proclor	HMDB
Prysma	HMDB
Ramezol	HMDB
Regulacid	HMDB
Result	HMDB
Sanamidol	HMDB
Secrepina	HMDB
Tedec ulceral	HMDB
Ulceral	HMDB
Ulcesep	HMDB
Ulcometion	HMDB
Ulcozol	HMDB
Ulcsep	HMDB
Ulsen	HMDB
Ultop	HMDB
Ulzol	HMDB
Victrix	HMDB
Zefxon	HMDB
Zegerid	HMDB
Zepral	HMDB
Zimor	HMDB
Zoltum	HMDB
Magnesium, omeprazole	MeSH, HMDB
Omeprazole magnesium	MeSH, HMDB
Omeprazole sodium	MeSH, HMDB
Sodium, omeprazole	MeSH, HMDB

Chemical Formula

C₁₇H₁₉N₃O₃S

Average Molecular Weight

345.416

Monoisotopic Molecular Weight

345.114712179

IUPAC Name

6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazole

Traditional Name

omeprazole

CAS Registry Number

73590-58-6

SMILES

COC1=CC2=C(C=C1)N=C(N2)S(=O)CC1=NC=C(C)C(OC)=C1C

InChI Identifier

InChI=1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)

InChI Key

SUBDBMMJDZJVOS-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
Anisole
Alkyl aryl ether
Methylpyridine
Pyridine
Benzenoid
Azole
Imidazole
Heteroaromatic compound
Sulfoxide
Azacycle
Ether
Sulfinyl compound
Organic nitrogen compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:77260 )
sulfoxide (CHEBI:77260 )
pyridines (CHEBI:77260 )
benzimidazoles (CHEBI:77260 )

Ontology

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 15529418)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001913)

Parenteral

Intravenous (HMDB: HMDB0001913)

Source

Exogenous

Exogenous (HMDB: HMDB0001913)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Omeprazole Action Pathway (HMDB: HMDB0001913)
Omeprazole Action Pathway (PathBank: SMP0000226)

Metabolic pathway

Omeprazole Metabolism Pathway (HMDB: HMDB0001913)
Omeprazole Metabolism Pathway (PathBank: SMP0000613)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	156 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.5 mg/mL	Not Available
LogP	2.23	SANGSTER (1994)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.36 g/L	ALOGPS
logP	1.66	ALOGPS
logP	2.43	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	9.29	ChemAxon
pKa (Strongest Basic)	4.77	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	77.1 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	93.66 m³·mol⁻¹	ChemAxon
Polarizability	37.45 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	180.898	31661259
DarkChem	[M-H]-	181.492	31661259
AllCCS	[M+H]+	180.741	32859911
AllCCS	[M-H]-	182.645	32859911
DeepCCS	[M+H]+	182.226	30932474
DeepCCS	[M-H]-	179.868	30932474
DeepCCS	[M-2H]-	213.99	30932474
DeepCCS	[M+Na]+	189.217	30932474
AllCCS	[M+H]+	180.7	32859911
AllCCS	[M+H-H2O]+	177.7	32859911
AllCCS	[M+NH4]+	183.6	32859911
AllCCS	[M+Na]+	184.4	32859911
AllCCS	[M-H]-	182.6	32859911
AllCCS	[M+Na-2H]-	182.4	32859911
AllCCS	[M+HCOO]-	182.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Omeprazole	COC1=CC2=C(C=C1)N=C(N2)S(=O)CC1=NC=C(C)C(OC)=C1C	3958.2	Standard polar	33892256
Omeprazole	COC1=CC2=C(C=C1)N=C(N2)S(=O)CC1=NC=C(C)C(OC)=C1C	3152.4	Standard non polar	33892256
Omeprazole	COC1=CC2=C(C=C1)N=C(N2)S(=O)CC1=NC=C(C)C(OC)=C1C	3254.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Omeprazole,1TMS,isomer #1	COC1=CC=C2N=C(S(=O)CC3=NC=C(C)C(OC)=C3C)N([Si](C)(C)C)C2=C1	3109.7	Semi standard non polar	33892256
Omeprazole,1TMS,isomer #1	COC1=CC=C2N=C(S(=O)CC3=NC=C(C)C(OC)=C3C)N([Si](C)(C)C)C2=C1	2949.4	Standard non polar	33892256
Omeprazole,1TMS,isomer #1	COC1=CC=C2N=C(S(=O)CC3=NC=C(C)C(OC)=C3C)N([Si](C)(C)C)C2=C1	4035.5	Standard polar	33892256
Omeprazole,1TBDMS,isomer #1	COC1=CC=C2N=C(S(=O)CC3=NC=C(C)C(OC)=C3C)N([Si](C)(C)C(C)(C)C)C2=C1	3236.5	Semi standard non polar	33892256
Omeprazole,1TBDMS,isomer #1	COC1=CC=C2N=C(S(=O)CC3=NC=C(C)C(OC)=C3C)N([Si](C)(C)C(C)(C)C)C2=C1	3179.0	Standard non polar	33892256
Omeprazole,1TBDMS,isomer #1	COC1=CC=C2N=C(S(=O)CC3=NC=C(C)C(OC)=C3C)N([Si](C)(C)C(C)(C)C)C2=C1	4006.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Omeprazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udj-0902000000-cfa5184c794ea62ab995	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Omeprazole 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 - Omeprazole LC-ESI-qTof , Positive-QTOF	splash10-014i-1669000000-51f9342d7e4bbd0356b2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole LC-ESI-QFT , negative-QTOF	splash10-002f-0900000000-412912cbbcdbd1b34699	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole LC-ESI-QTOF , positive-QTOF	splash10-0002-0901000000-189e81fb724041d50498	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole LC-ESI-QTOF , positive-QTOF	splash10-0f6t-0900000000-db101d248a4e861d4c3b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole LC-ESI-QTOF , positive-QTOF	splash10-0uds-0900000000-f579fb74ac97c56dd3eb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole LC-ESI-QTOF , positive-QTOF	splash10-000i-0900000000-eefbf9686f0313da581e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole LC-ESI-QTOF , positive-QTOF	splash10-000i-0900000000-363d6954875894f433ba	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole , positive-QTOF	splash10-0f6t-1900000000-d8c64d496f1d9b3ed465	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole , positive-QTOF	splash10-014i-1669000000-51f9342d7e4bbd0356b2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole , positive-QTOF	splash10-0f6t-0900000000-d21755acc44ff2d29cfa	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole , positive-QTOF	splash10-0f80-2900000000-9989d19c171c612ea3dc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole LC-ESI-QFT , positive-QTOF	splash10-0002-0900000000-f74adb7f41e2d390b602	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole 0V, Positive-QTOF	splash10-0002-0409000000-2b0fcbe3df799f1ec241	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole 30V, Positive-QTOF	splash10-0uei-0900000000-58302b1ea18e3edd3c3a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole 40V, Positive-QTOF	splash10-000i-0900000000-402a71bf70e5c334e30e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole 35V, Positive-QTOF	splash10-0002-0900000000-47fc966796e8dcf3bab0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole 35V, Negative-QTOF	splash10-002f-0900000000-412912cbbcdbd1b34699	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole 35V, Negative-QTOF	splash10-0006-0900000000-a0fafeeed7c16763d785	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Omeprazole 10V, Positive-QTOF	splash10-0002-0900000000-f37aa5029ed7b67f1ca0	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Omeprazole 10V, Positive-QTOF	splash10-0002-0509000000-a35086072388d122723e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Omeprazole 20V, Positive-QTOF	splash10-0002-0902000000-cf6c80499c6b8e76c5d5	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Omeprazole 40V, Positive-QTOF	splash10-0ul9-3900000000-2356754b2ae17bd3bc19	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Omeprazole 10V, Negative-QTOF	splash10-0007-0709000000-1b29375937cfcb406414	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Omeprazole 20V, Negative-QTOF	splash10-002b-0900000000-3383df9e4bfd7979d5e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Omeprazole 40V, Negative-QTOF	splash10-004i-0900000000-4fb7ec8321857498646d	2016-08-03	Wishart Lab	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

Cytoplasm
Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

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

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.34 (0.014-7.24) uM	Adult (>18 years old)	Both	Normal	15529418	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Asthma	33739820	details

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
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

DB00338

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021863

KNApSAcK ID

Not Available

Chemspider ID

4433

KEGG Compound ID

C07324

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

77260

Food Biomarker Ontology

Not Available

VMH ID

OMEPRAZOLE

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

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

Enzyme Details

4. Cytochrome P450 1A2

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. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

Showing metabocard for Omeprazole (HMDB0001913)

MOL for HMDB0001913 (Omeprazole)

3D MOL for HMDB0001913 (Omeprazole)

3D SDF for HMDB0001913 (Omeprazole)

3D-SDF for HMDB0001913 (Omeprazole)

PDB for HMDB0001913 (Omeprazole)

3D PDB for HMDB0001913 (Omeprazole)

SMILES for HMDB0001913 (Omeprazole)

INCHI for HMDB0001913 (Omeprazole)

Structure for HMDB0001913 (Omeprazole)

3D Structure for HMDB0001913 (Omeprazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes