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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (19)transporters (3) Show 22 proteins XML

enzymes (19)transporters (3) Show 22 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:54 UTC

HMDB ID

HMDB0015247

Secondary Accession Numbers

HMDB15247

Metabolite Identification

Common Name

Nifedipine

Description

Nifedipine, also known as procardia or adalat, belongs to the class of organic compounds known as dihydropyridinecarboxylic acids and derivatives. Dihydropyridinecarboxylic acids and derivatives are compounds containing a dihydropyridine moiety bearing a carboxylic acid group. Nifedipine is a drug which is used for the management of vasospastic angina, chronic stable angina, hypertension, and raynaud's phenomenon. may be used as a first line agent for left ventricular hypertrophy and isolated systolic hypertension (long-acting agents). . Nifedipine is a very strong basic compound (based on its pKa). In humans, nifedipine is involved in tamoxifen action pathway. The vasodilatory effects of nifedipine result in an overall decrease in blood pressure. By blocking the calcium channels, Nifedipine inhibits the spasm of the coronary artery and dilates the systemic arteries, results in a increase of myocardial oxygen supply and a decrease in systemic blood pressure. Calcium ions entering the cell through these channels bind to calmodulin. By inhibiting the influx of calcium in smooth muscle cells, nifedipine prevents calcium-dependent myocyte contraction and vasoconstriction. Nifedipine is used to treat hypertension and chronic stable angina.

Structure

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

HMDB0015247
     RDKit          3D
Nifedipine
 43 44  0  0  0  0  0  0  0  0999 V2000
    4.4009   -2.0402   -0.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4848   -1.0191   -0.7221 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1375   -1.0436   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7076   -2.0586    0.1212 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2248    0.0723   -0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7518    1.1263   -1.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2432    1.1650   -1.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9790    2.2722   -1.6445 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4212    2.2205   -1.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2379    3.4580   -1.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9524    1.1921   -0.7315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4069    1.2706   -0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590    2.2631   -0.6760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0304    0.1804    0.1941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4207    0.2931    0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2162   -0.0283   -0.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4770   -0.6192    0.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2585    0.0980    2.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4153   -0.4326    3.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8114   -1.7490    3.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0324   -2.4688    2.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8677   -1.9070    1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1875   -2.8258   -0.0060 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.0235   -4.0695    0.1379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6872   -2.4565   -1.2080 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.6594   -2.6340   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1263   -2.7052    0.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3644   -1.5508   -0.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3910    2.1698   -2.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4467    0.4360   -2.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8594    1.1761   -0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4047    3.1024   -2.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5355    4.1250   -2.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9952    3.1697   -2.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6238    3.9654   -0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9408   -0.6794    0.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9345    0.9878   -0.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5820    0.7411    1.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5872   -0.7497   -1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426    1.1005    1.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2441    0.1236    4.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9330   -2.1648    4.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3429   -3.5069    2.4275 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 11 16  1  0
 16 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
 23 25  1  0
 16  5  1  0
 22 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
M  CHG  2  23   1  25  -1
M  END

1115
  Mrv0541 02231215152D          

 25 26  0  0  0  0            999 V2000
    6.6515   -0.5693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.5693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.6683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.6683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.3183    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.6515    1.0808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.8068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.4933    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -0.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  1 24  1  0  0  0  0
  2 18  1  0  0  0  0
  2 25  1  0  0  0  0
  3 17  2  0  0  0  0
  4 18  2  0  0  0  0
  5  8  1  0  0  0  0
  6  8  2  0  0  0  0
  7 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 15  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  2  0  0  0  0
 10 17  1  0  0  0  0
 11 14  2  0  0  0  0
 11 18  1  0  0  0  0
 12 15  1  0  0  0  0
 12 16  2  0  0  0  0
 13 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 21  2  0  0  0  0
 16 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 23  2  0  0  0  0
M  CHG  2   5  -1   8   1
M  END
> <DATABASE_ID>
HMDB0015247

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1[N+]([O-])=O)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C17H18N2O6/c1-9-13(16(20)24-3)15(14(10(2)18-9)17(21)25-4)11-7-5-6-8-12(11)19(22)23/h5-8,15,18H,1-4H3

> <INCHI_KEY>
HYIMSNHJOBLJNT-UHFFFAOYSA-N

> <FORMULA>
C17H18N2O6

> <MOLECULAR_WEIGHT>
346.3346

> <EXACT_MASS>
346.116486318

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
33.845553195481514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

> <ALOGPS_LOGP>
2.49

> <JCHEM_LOGP>
1.8154942816666662

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.32873774298485

> <JCHEM_POLAR_SURFACE_AREA>
110.45000000000002

> <JCHEM_REFRACTIVITY>
92.16470000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.77e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nifedipine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015247
     RDKit          3D
Nifedipine
 43 44  0  0  0  0  0  0  0  0999 V2000
    4.4009   -2.0402   -0.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4848   -1.0191   -0.7221 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1375   -1.0436   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7076   -2.0586    0.1212 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2248    0.0723   -0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7518    1.1263   -1.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2432    1.1650   -1.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9790    2.2722   -1.6445 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4212    2.2205   -1.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2379    3.4580   -1.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9524    1.1921   -0.7315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4069    1.2706   -0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590    2.2631   -0.6760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0304    0.1804    0.1941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4207    0.2931    0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2162   -0.0283   -0.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4770   -0.6192    0.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2585    0.0980    2.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4153   -0.4326    3.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8114   -1.7490    3.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0324   -2.4688    2.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8677   -1.9070    1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1875   -2.8258   -0.0060 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.0235   -4.0695    0.1379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6872   -2.4565   -1.2080 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.6594   -2.6340   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1263   -2.7052    0.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3644   -1.5508   -0.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3910    2.1698   -2.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4467    0.4360   -2.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8594    1.1761   -0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4047    3.1024   -2.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5355    4.1250   -2.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9952    3.1697   -2.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6238    3.9654   -0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9408   -0.6794    0.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9345    0.9878   -0.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5820    0.7411    1.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5872   -0.7497   -1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426    1.1005    1.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2441    0.1236    4.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9330   -2.1648    4.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3429   -3.5069    2.4275 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 11 16  1  0
 16 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
 23 25  1  0
 16  5  1  0
 22 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
M  CHG  2  23   1  25  -1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1115                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      12.416  -1.063   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       4.414  -1.063   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      11.082   1.247   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.748   1.247   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      11.082   4.327   0.000  0.00  0.00           O-1
HETATM    6  O   UNK     0      12.416   2.017   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       8.415  -3.373   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      11.082   2.787   0.000  0.00  0.00           N+1
HETATM    9  C   UNK     0       8.415  -0.293   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.748  -1.063   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.081  -1.063   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.415   1.247   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.748  -2.603   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.081  -2.603   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.748   2.017   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.081   2.017   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.082  -0.293   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.748  -0.293   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.082  -3.373   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.748  -3.373   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.748   3.557   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.081   3.557   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.415   4.327   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.750  -0.293   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.080  -0.293   0.000  0.00  0.00           C+0
CONECT    1   17   24                                                       
CONECT    2   18   25                                                       
CONECT    3   17                                                            
CONECT    4   18                                                            
CONECT    5    8                                                            
CONECT    6    8                                                            
CONECT    7   13   14                                                       
CONECT    8    5    6   15                                                  
CONECT    9   10   11   12                                                  
CONECT   10    9   13   17                                                  
CONECT   11    9   14   18                                                  
CONECT   12    9   15   16                                                  
CONECT   13    7   10   19                                                  
CONECT   14    7   11   20                                                  
CONECT   15    8   12   21                                                  
CONECT   16   12   22                                                       
CONECT   17    1    3   10                                                  
CONECT   18    2    4   11                                                  
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21   15   23                                                       
CONECT   22   16   23                                                       
CONECT   23   21   22                                                       
CONECT   24    1                                                            
CONECT   25    2                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0015247
HETATM    1  C1  UNL     1       4.401  -2.040  -0.448  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.485  -1.019  -0.722  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.138  -1.044  -0.431  1.00  0.00           C  
HETATM    4  O2  UNL     1       1.708  -2.059   0.121  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.225   0.072  -0.751  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.752   1.126  -1.329  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.243   1.165  -1.647  1.00  0.00           C  
HETATM    8  N1  UNL     1       0.979   2.272  -1.644  1.00  0.00           N  
HETATM    9  C6  UNL     1      -0.421   2.221  -1.295  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.238   3.458  -1.642  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.952   1.192  -0.732  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.407   1.271  -0.415  1.00  0.00           C  
HETATM   13  O3  UNL     1      -3.059   2.263  -0.676  1.00  0.00           O  
HETATM   14  O4  UNL     1      -3.030   0.180   0.194  1.00  0.00           O  
HETATM   15  C10 UNL     1      -4.421   0.293   0.483  1.00  0.00           C  
HETATM   16  C11 UNL     1      -0.216  -0.028  -0.450  1.00  0.00           C  
HETATM   17  C12 UNL     1      -0.477  -0.619   0.869  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.258   0.098   2.041  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.415  -0.433   3.297  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.811  -1.749   3.423  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.032  -2.469   2.305  1.00  0.00           C  
HETATM   22  C17 UNL     1      -0.868  -1.907   1.008  1.00  0.00           C  
HETATM   23  N2  UNL     1      -1.188  -2.826  -0.006  1.00  0.00           N1+
HETATM   24  O5  UNL     1      -1.024  -4.070   0.138  1.00  0.00           O  
HETATM   25  O6  UNL     1      -1.687  -2.457  -1.208  1.00  0.00           O1-
HETATM   26  H1  UNL     1       4.659  -2.634  -1.375  1.00  0.00           H  
HETATM   27  H2  UNL     1       4.126  -2.705   0.378  1.00  0.00           H  
HETATM   28  H3  UNL     1       5.364  -1.551  -0.153  1.00  0.00           H  
HETATM   29  H4  UNL     1       3.391   2.170  -2.160  1.00  0.00           H  
HETATM   30  H5  UNL     1       3.447   0.436  -2.423  1.00  0.00           H  
HETATM   31  H6  UNL     1       3.859   1.176  -0.754  1.00  0.00           H  
HETATM   32  H7  UNL     1       1.405   3.102  -2.104  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.535   4.125  -2.229  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.995   3.170  -2.393  1.00  0.00           H  
HETATM   35  H10 UNL     1      -1.624   3.965  -0.765  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.941  -0.679   0.406  1.00  0.00           H  
HETATM   37  H12 UNL     1      -4.935   0.988  -0.217  1.00  0.00           H  
HETATM   38  H13 UNL     1      -4.582   0.741   1.505  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.587  -0.750  -1.202  1.00  0.00           H  
HETATM   40  H15 UNL     1       0.043   1.101   1.941  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.244   0.124   4.211  1.00  0.00           H  
HETATM   42  H17 UNL     1      -0.933  -2.165   4.423  1.00  0.00           H  
HETATM   43  H18 UNL     1      -1.343  -3.507   2.428  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   16
CONECT    6    7    8
CONECT    7   29   30   31
CONECT    8    9   32
CONECT    9   10   11   11
CONECT   10   33   34   35
CONECT   11   12   16
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   36   37   38
CONECT   16   17   39
CONECT   17   18   18   22
CONECT   18   19   40
CONECT   19   20   20   41
CONECT   20   21   42
CONECT   21   22   22   43
CONECT   22   23
CONECT   23   24   24   25
END

HMDB0015247
     RDKit          3D
Nifedipine
 43 44  0  0  0  0  0  0  0  0999 V2000
    4.4009   -2.0402   -0.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4848   -1.0191   -0.7221 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1375   -1.0436   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7076   -2.0586    0.1212 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2248    0.0723   -0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7518    1.1263   -1.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2432    1.1650   -1.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9790    2.2722   -1.6445 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4212    2.2205   -1.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2379    3.4580   -1.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9524    1.1921   -0.7315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4069    1.2706   -0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590    2.2631   -0.6760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0304    0.1804    0.1941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4207    0.2931    0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2162   -0.0283   -0.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4770   -0.6192    0.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2585    0.0980    2.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4153   -0.4326    3.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8114   -1.7490    3.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0324   -2.4688    2.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8677   -1.9070    1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1875   -2.8258   -0.0060 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.0235   -4.0695    0.1379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6872   -2.4565   -1.2080 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.6594   -2.6340   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1263   -2.7052    0.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3644   -1.5508   -0.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3910    2.1698   -2.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4467    0.4360   -2.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8594    1.1761   -0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4047    3.1024   -2.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5355    4.1250   -2.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9952    3.1697   -2.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6238    3.9654   -0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9408   -0.6794    0.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9345    0.9878   -0.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5820    0.7411    1.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5872   -0.7497   -1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426    1.1005    1.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2441    0.1236    4.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9330   -2.1648    4.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3429   -3.5069    2.4275 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 11 16  1  0
 16 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
 23 25  1  0
 16  5  1  0
 22 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
M  CHG  2  23   1  25  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-(2'-Nitrophenyl)-2,6-dimethyl-1,4-dihydropyridin-3,5-dicarbonsaeuredimethylester	ChEBI
Adalat	ChEBI
Adapine	ChEBI
Coracten	ChEBI
Nifecard	ChEBI
Nifecor	ChEBI
Nifedipino	ChEBI
Nifedipinum	ChEBI
Nifedipres	ChEBI
Procardia	ChEBI
Afeditab CR	Kegg
BAY-a-1040	HMDB
Cordipin	HMDB
Monohydrochloride, nifedipine	HMDB
Nifedipine monohydrochloride	HMDB
Nifedipine orion brand	HMDB
Nifedipine pfizer brand	HMDB
Nifedipine-gtis	HMDB
AWD pharma brand OF nifedipine	HMDB
BAY a 1040	HMDB
Bayer brand OF nifedipine	HMDB
Korinfar	HMDB
Nifedipine krka brand	HMDB
Pfizer brand OF nifedipine	HMDB
Procardia XL	HMDB
Cordipine	HMDB
Fenigidin	HMDB
Orion brand OF nifedipine	HMDB
Adcock ingram brand OF nifedipine	HMDB
Corinfar	HMDB
KRKA brand OF nifedipine	HMDB
Nifangin	HMDB
Nifedipine bayer brand	HMDB
Nifedipine gtis	HMDB
Vascard	HMDB

Chemical Formula

C₁₇H₁₈N₂O₆

Average Molecular Weight

346.3346

Monoisotopic Molecular Weight

346.116486318

IUPAC Name

3,5-dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Traditional Name

nifedipine

CAS Registry Number

21829-25-4

SMILES

COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1[N+]([O-])=O)C(=O)OC

InChI Identifier

InChI=1S/C17H18N2O6/c1-9-13(16(20)24-3)15(14(10(2)18-9)17(21)25-4)11-7-5-6-8-12(11)19(22)23/h5-8,15,18H,1-4H3

InChI Key

HYIMSNHJOBLJNT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydropyridinecarboxylic acids and derivatives. Dihydropyridinecarboxylic acids and derivatives are compounds containing a dihydropyridine moiety bearing a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Hydropyridines

Direct Parent

Dihydropyridinecarboxylic acids and derivatives

Alternative Parents

Substituents

Dihydropyridinecarboxylic acid derivative
Nitrobenzene
Nitroaromatic compound
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous amide
Organic nitro compound
Carboxylic acid ester
C-nitro compound
Amino acid or derivatives
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Carboxylic acid derivative
Allyl-type 1,3-dipolar organic compound
Secondary aliphatic amine
Enamine
Organic oxoazanium
Secondary amine
Organopnictogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

dihydropyridine (CHEBI:7565 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	172 - 174 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.018 g/L	Not Available
LogP	2	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.018 g/L	ALOGPS
logP	2.49	ALOGPS
logP	1.82	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	5.33	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	110.45 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	92.16 m³·mol⁻¹	ChemAxon
Polarizability	33.85 Å³	ChemAxon
Number of Rings	2	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]+	182.115	31661259
DarkChem	[M-H]-	180.497	31661259
DeepCCS	[M+H]+	184.096	30932474
DeepCCS	[M-H]-	180.082	30932474
DeepCCS	[M-2H]-	216.619	30932474
DeepCCS	[M+Na]+	192.911	30932474
AllCCS	[M+H]+	178.7	32859911
AllCCS	[M+H-H2O]+	175.6	32859911
AllCCS	[M+NH4]+	181.6	32859911
AllCCS	[M+Na]+	182.4	32859911
AllCCS	[M-H]-	182.5	32859911
AllCCS	[M+Na-2H]-	182.4	32859911
AllCCS	[M+HCOO]-	182.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nifedipine	COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1[N+]([O-])=O)C(=O)OC	3764.5	Standard polar	33892256
Nifedipine	COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1[N+]([O-])=O)C(=O)OC	2483.9	Standard non polar	33892256
Nifedipine	COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1[N+]([O-])=O)C(=O)OC	2700.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nifedipine,1TMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC=C1[N+](=O)[O-]	2510.8	Semi standard non polar	33892256
Nifedipine,1TMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC=C1[N+](=O)[O-]	2304.5	Standard non polar	33892256
Nifedipine,1TMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC=C1[N+](=O)[O-]	3515.0	Standard polar	33892256
Nifedipine,1TBDMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC=C1[N+](=O)[O-]	2739.4	Semi standard non polar	33892256
Nifedipine,1TBDMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC=C1[N+](=O)[O-]	2547.7	Standard non polar	33892256
Nifedipine,1TBDMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC=C1[N+](=O)[O-]	3518.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nifedipine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00n0-1195000000-7e4e6770da078dff666a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nifedipine 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 - Nifedipine LC-ESI-qTof , Positive-QTOF	splash10-0v4i-1691000000-c4842fe2c3070d6e90dd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nifedipine , positive-QTOF	splash10-0v4i-1691000000-c4842fe2c3070d6e90dd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nifedipine 40V, Positive-QTOF	splash10-0fxy-0940000000-23744bb64d78de13acb0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nifedipine 20V, Positive-QTOF	splash10-0udi-0490000000-93e13f20c2b96fd21829	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nifedipine 10V, Positive-QTOF	splash10-0gia-0192000000-7d81ad696e86cf9c1ebd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nifedipine 35V, Positive-QTOF	splash10-0uy0-0492000000-a75cb00c5cb3e8f0c2c8	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifedipine 10V, Positive-QTOF	splash10-0002-0009000000-9dada371e9f135db7acf	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifedipine 20V, Positive-QTOF	splash10-0002-0009000000-568982a20ecb8f9fbb78	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifedipine 40V, Positive-QTOF	splash10-0095-5196000000-a8be024a63e01b939a2a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifedipine 10V, Negative-QTOF	splash10-0002-0009000000-2d2fce579fb1386f8738	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifedipine 20V, Negative-QTOF	splash10-0002-0009000000-5ebd1372ca17a57d813a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifedipine 40V, Negative-QTOF	splash10-0005-3095000000-ad731a5dda860a940c77	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Nifedipine Action Pathway		Not Available

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 DB01115	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01115	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01115

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4330

KEGG Compound ID

C07266

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nifedipine

METLIN ID

Not Available

PubChem Compound

4485

PDB ID

Not Available

ChEBI ID

7565

Food Biomarker Ontology

Not Available

VMH ID

HNIFEDIPINE

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Grossman E, Messerli FH, Grodzicki T, Kowey P: Should a moratorium be placed on sublingual nifedipine capsules given for hypertensive emergencies and pseudoemergencies? JAMA. 1996 Oct 23-30;276(16):1328-31. [PubMed:8861992 ]
Brown MJ, Palmer CR, Castaigne A, de Leeuw PW, Mancia G, Rosenthal T, Ruilope LM: Morbidity and mortality in patients randomised to double-blind treatment with a long-acting calcium-channel blocker or diuretic in the International Nifedipine GITS study: Intervention as a Goal in Hypertension Treatment (INSIGHT). Lancet. 2000 Jul 29;356(9227):366-72. [PubMed:10972368 ]
Varon J, Marik PE: Clinical review: the management of hypertensive crises. Crit Care. 2003 Oct;7(5):374-84. Epub 2003 Jul 16. [PubMed:12974970 ]
Odou P, Ferrari N, Barthelemy C, Brique S, Lhermitte M, Vincent A, Libersa C, Robert H: Grapefruit juice-nifedipine interaction: possible involvement of several mechanisms. J Clin Pharm Ther. 2005 Apr;30(2):153-8. [PubMed:15811168 ]
Poole-Wilson PA, Kirwan BA, Voko Z, de Brouwer S, van Dalen FJ, Lubsen J: Safety of nifedipine GITS in stable angina: the ACTION trial. Cardiovasc Drugs Ther. 2006 Feb;20(1):45-54. [PubMed:16552473 ]
Takahashi D, Oyunzul L, Onoue S, Ito Y, Uchida S, Simsek R, Gunduz MG, Safak C, Yamada S: Structure-activity relationships of receptor binding of 1,4-dihydropyridine derivatives. Biol Pharm Bull. 2008 Mar;31(3):473-9. [PubMed:18310913 ]

Only showing the first 10 proteins. There are 22 proteins in total.

Show all enzymes and transporters

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

Enzyme Details

2. 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

References

Enzyme Details

3. Cytochrome P450 2E1

General function:: Involved in monooxygenase activity
Specific function:: Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:: CYP2E1
Uniprot ID:: P05181
Molecular weight:: 56848.42

References

Enzyme Details

4. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Enzyme Details

5. 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

Enzyme Details

6. Cytochrome P450 3A5

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.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

References

Enzyme Details

7. Cytochrome P450 1A1

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.
Gene Name:: CYP1A1
Uniprot ID:: P04798
Molecular weight:: 58164.815

References

Enzyme Details

8. Cytochrome P450 3A7

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.
Gene Name:: CYP3A7
Uniprot ID:: P24462
Molecular weight:: 57525.03

Enzyme Details

9. 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

References

Enzyme Details

10. Cytochrome P450 2C8

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. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

References

Transporters

Enzyme Details

1. Canalicular multispecific organic anion transporter 1

General function:: Involved in ATP binding
Specific function:: Mediates hepatobiliary excretion of numerous organic anions. May function as a cellular cisplatin transporter
Gene Name:: ABCC2
Uniprot ID:: Q92887
Molecular weight:: 174205.6

References

Enzyme Details

2. Canalicular multispecific organic anion transporter 2

General function:: Involved in ATP binding
Specific function:: May act as an inducible transporter in the biliary and intestinal excretion of organic anions. Acts as an alternative route for the export of bile acids and glucuronides from cholestatic hepatocytes
Gene Name:: ABCC3
Uniprot ID:: O15438
Molecular weight:: 169341.1

References

Enzyme Details

3. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Only showing the first 10 proteins. There are 22 proteins in total.

Show all enzymes and transporters

Showing metabocard for Nifedipine (HMDB0015247)

MOL for HMDB0015247 (Nifedipine)

3D MOL for HMDB0015247 (Nifedipine)

3D SDF for HMDB0015247 (Nifedipine)

3D-SDF for HMDB0015247 (Nifedipine)

PDB for HMDB0015247 (Nifedipine)

3D PDB for HMDB0015247 (Nifedipine)

SMILES for HMDB0015247 (Nifedipine)

INCHI for HMDB0015247 (Nifedipine)

Structure for HMDB0015247 (Nifedipine)

3D Structure for HMDB0015247 (Nifedipine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References

References

References

Transporters

References

References

References