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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:14:20 UTC

Update Date

2019-07-23 07:15:38 UTC

HMDB ID

HMDB0061041

Secondary Accession Numbers

HMDB61041

Metabolite Identification

Common Name

dehydronifedipine

Description

dehydronifedipine is a metabolite of nifedipine. Nifedipine (brand names Adalat, Nifediac, Cordipin, Nifedical, and Procardia) is a dihydropyridine calcium channel blocker. Its main uses are as an antianginal and antihypertensive, although a large number of other indications have recently been found for this agent, such as Raynaud's phenomenon, premature labor, and painful spasms of the esophagus such as in cancer and tetanus patients. (Wikipedia)

Structure

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

HMDB0061041
     RDKit          3D
dehydronifedipine
 41 42  0  0  0  0  0  0  0  0999 V2000
   -4.2421   -0.3648    1.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9743   -0.7877    0.8905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4077   -0.3568   -0.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0810    0.4257   -1.0085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0864   -0.8684   -0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889   -2.0507   -1.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2577   -2.7371   -1.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125   -2.5595   -1.7020 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3608   -1.9566   -1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6942   -2.5228   -1.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2644   -0.7854   -0.6171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4808   -0.0931   -0.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0339    0.7745   -0.8985 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0162   -0.4387    1.0300 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1838    0.1727    1.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0693   -0.2396   -0.2717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666    1.0049    0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1375    1.0032    1.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2696    2.1986    2.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3292    3.3865    1.8292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2573    3.3745    0.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1247    2.1797   -0.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0541    2.2511   -1.6437 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.4856    1.3627   -2.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5201    3.3528   -2.2281 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.4718    0.6862    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2938   -0.5570    2.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0256   -1.0201    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1609   -2.8839   -2.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3613   -3.7270   -1.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1095   -2.0760   -1.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5172   -3.5252   -2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0839   -1.8883   -2.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3650   -2.6267   -0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8309   -0.5982    2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112    0.8979    2.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8006    0.6436    0.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0878    0.0614    2.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3290    2.2443    3.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344    4.3124    2.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3078    4.3305   -0.0671 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  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 11 16  2  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
 10 32  1  0
 10 33  1  0
 10 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
M  CHG  2  23   1  25  -1
M  END


  Mrv0541 07091309142D          

 25 26  0  0  0  0            999 V2000
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4818    1.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9485    0.4869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  7  2  0  0  0  0
 12  8  2  0  0  0  0
 12 11  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  2  0  0  0  0
 15 11  1  0  0  0  0
 15 13  2  0  0  0  0
 15 14  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18  9  2  0  0  0  0
 18 10  1  0  0  0  0
 19 12  1  0  0  0  0
 20 16  2  0  0  0  0
 21 17  2  0  0  0  0
 22 19  2  0  0  0  0
 23 19  2  0  0  0  0
 24  3  1  0  0  0  0
 24 16  1  0  0  0  0
 25  4  1  0  0  0  0
 25 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061041

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=C(C2=CC=CC=C2N(=O)=O)C(C(=O)OC)=C(C)N=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C17H16N2O6/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/h5-8H,1-4H3

> <INCHI_KEY>
UMQHJQGNGLQJPF-UHFFFAOYSA-N

> <FORMULA>
C17H16N2O6

> <MOLECULAR_WEIGHT>
344.3187

> <EXACT_MASS>
344.100836254

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
33.123109044843325

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.72

> <JCHEM_LOGP>
2.6124772063333332

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.673759039076204

> <JCHEM_POLAR_SURFACE_AREA>
111.31

> <JCHEM_REFRACTIVITY>
89.59559999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dimethyl 2,6-dimethyl-4-(2-nitrophenyl)pyridine-3,5-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061041
     RDKit          3D
dehydronifedipine
 41 42  0  0  0  0  0  0  0  0999 V2000
   -4.2421   -0.3648    1.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9743   -0.7877    0.8905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4077   -0.3568   -0.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0810    0.4257   -1.0085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0864   -0.8684   -0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889   -2.0507   -1.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2577   -2.7371   -1.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125   -2.5595   -1.7020 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3608   -1.9566   -1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6942   -2.5228   -1.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2644   -0.7854   -0.6171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4808   -0.0931   -0.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0339    0.7745   -0.8985 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0162   -0.4387    1.0300 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1838    0.1727    1.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0693   -0.2396   -0.2717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666    1.0049    0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1375    1.0032    1.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2696    2.1986    2.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3292    3.3865    1.8292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2573    3.3745    0.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1247    2.1797   -0.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0541    2.2511   -1.6437 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.4856    1.3627   -2.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5201    3.3528   -2.2281 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.4718    0.6862    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2938   -0.5570    2.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0256   -1.0201    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1609   -2.8839   -2.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3613   -3.7270   -1.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1095   -2.0760   -1.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5172   -3.5252   -2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0839   -1.8883   -2.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3650   -2.6267   -0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8309   -0.5982    2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112    0.8979    2.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8006    0.6436    0.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0878    0.0614    2.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3290    2.2443    3.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344    4.3124    2.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3078    4.3305   -0.0671 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  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 11 16  2  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
 10 32  1  0
 10 33  1  0
 10 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
M  CHG  2  23   1  25  -1
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.499   2.941   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      10.669   1.540   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       5.504   0.909   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5   11                                                       
CONECT    8    6   12                                                       
CONECT    9    1   13   18                                                  
CONECT   10    2   14   18                                                  
CONECT   11    7   12   15                                                  
CONECT   12    8   11   19                                                  
CONECT   13    9   15   16                                                  
CONECT   14   10   15   17                                                  
CONECT   15   11   13   14                                                  
CONECT   16   13   20   24                                                  
CONECT   17   14   21   25                                                  
CONECT   18    9   10                                                       
CONECT   19   12   22   23                                                  
CONECT   20   16                                                            
CONECT   21   17                                                            
CONECT   22   19                                                            
CONECT   23   19                                                            
CONECT   24    3   16                                                       
CONECT   25    4   17                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0061041
HETATM    1  C1  UNL     1      -4.242  -0.365   1.319  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.974  -0.788   0.890  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.408  -0.357  -0.320  1.00  0.00           C  
HETATM    4  O2  UNL     1      -3.081   0.426  -1.009  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.086  -0.868  -0.650  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.989  -2.051  -1.379  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.258  -2.737  -1.792  1.00  0.00           C  
HETATM    8  N1  UNL     1       0.212  -2.560  -1.702  1.00  0.00           N  
HETATM    9  C6  UNL     1       1.361  -1.957  -1.339  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.694  -2.523  -1.699  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.264  -0.785  -0.617  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.481  -0.093  -0.200  1.00  0.00           C  
HETATM   13  O3  UNL     1       3.034   0.774  -0.899  1.00  0.00           O  
HETATM   14  O4  UNL     1       3.016  -0.439   1.030  1.00  0.00           O  
HETATM   15  C10 UNL     1       4.184   0.173   1.516  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.069  -0.240  -0.272  1.00  0.00           C  
HETATM   17  C12 UNL     1      -0.067   1.005   0.492  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.137   1.003   1.866  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.270   2.199   2.544  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.329   3.387   1.829  1.00  0.00           C  
HETATM   21  C16 UNL     1      -0.257   3.374   0.458  1.00  0.00           C  
HETATM   22  C17 UNL     1      -0.125   2.180  -0.228  1.00  0.00           C  
HETATM   23  N2  UNL     1      -0.054   2.251  -1.644  1.00  0.00           N1+
HETATM   24  O5  UNL     1      -0.486   1.363  -2.403  1.00  0.00           O  
HETATM   25  O6  UNL     1       0.520   3.353  -2.228  1.00  0.00           O1-
HETATM   26  H1  UNL     1      -4.472   0.686   1.060  1.00  0.00           H  
HETATM   27  H2  UNL     1      -4.294  -0.557   2.419  1.00  0.00           H  
HETATM   28  H3  UNL     1      -5.026  -1.020   0.870  1.00  0.00           H  
HETATM   29  H4  UNL     1      -2.161  -2.884  -2.898  1.00  0.00           H  
HETATM   30  H5  UNL     1      -2.361  -3.727  -1.308  1.00  0.00           H  
HETATM   31  H6  UNL     1      -3.109  -2.076  -1.627  1.00  0.00           H  
HETATM   32  H7  UNL     1       2.517  -3.525  -2.136  1.00  0.00           H  
HETATM   33  H8  UNL     1       3.084  -1.888  -2.520  1.00  0.00           H  
HETATM   34  H9  UNL     1       3.365  -2.627  -0.847  1.00  0.00           H  
HETATM   35  H10 UNL     1       4.831  -0.598   2.018  1.00  0.00           H  
HETATM   36  H11 UNL     1       3.911   0.898   2.318  1.00  0.00           H  
HETATM   37  H12 UNL     1       4.801   0.644   0.735  1.00  0.00           H  
HETATM   38  H13 UNL     1      -0.088   0.061   2.386  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.329   2.244   3.624  1.00  0.00           H  
HETATM   40  H15 UNL     1      -0.434   4.312   2.408  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.308   4.331  -0.067  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    9
CONECT    9   10   11
CONECT   10   32   33   34
CONECT   11   12   16   16
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   35   36   37
CONECT   16   17
CONECT   17   18   18   22
CONECT   18   19   38
CONECT   19   20   20   39
CONECT   20   21   40
CONECT   21   22   22   41
CONECT   22   23
CONECT   23   24   24   25
END

HMDB0061041
     RDKit          3D
dehydronifedipine
 41 42  0  0  0  0  0  0  0  0999 V2000
   -4.2421   -0.3648    1.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9743   -0.7877    0.8905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4077   -0.3568   -0.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0810    0.4257   -1.0085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0864   -0.8684   -0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889   -2.0507   -1.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2577   -2.7371   -1.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125   -2.5595   -1.7020 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3608   -1.9566   -1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6942   -2.5228   -1.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2644   -0.7854   -0.6171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4808   -0.0931   -0.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0339    0.7745   -0.8985 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0162   -0.4387    1.0300 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1838    0.1727    1.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0693   -0.2396   -0.2717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666    1.0049    0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1375    1.0032    1.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2696    2.1986    2.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3292    3.3865    1.8292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2573    3.3745    0.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1247    2.1797   -0.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0541    2.2511   -1.6437 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.4856    1.3627   -2.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5201    3.3528   -2.2281 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.4718    0.6862    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2938   -0.5570    2.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0256   -1.0201    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1609   -2.8839   -2.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3613   -3.7270   -1.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1095   -2.0760   -1.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5172   -3.5252   -2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0839   -1.8883   -2.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3650   -2.6267   -0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8309   -0.5982    2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112    0.8979    2.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8006    0.6436    0.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0878    0.0614    2.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3290    2.2443    3.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344    4.3124    2.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3078    4.3305   -0.0671 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  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 11 16  2  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
 10 32  1  0
 10 33  1  0
 10 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
M  CHG  2  23   1  25  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,6-Dimethyl-4-(ortho-nitrophenyl)-3,5-pyridinedicarboxylic aciddimenthyl ester	HMDB
DDNPC	HMDB
4-(2'-Nitrophenyl)-2,6-dimethylpyridine-3,5-dicarboxylic acid dimethyl ester	HMDB
4-(2-Nitrophenyl)-3,5-bis(carboxymethyl)-2,6-dimethylpyridine	HMDB
Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylate	HMDB
3,5-Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)pyridine-3,5-dicarboxylic acid	Generator

Chemical Formula

C₁₇H₁₆N₂O₆

Average Molecular Weight

344.3187

Monoisotopic Molecular Weight

344.100836254

IUPAC Name

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

Traditional Name

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

CAS Registry Number

67035-22-7

SMILES

COC(=O)C1=C(C2=CC=CC=C2N(=O)=O)C(C(=O)OC)=C(C)N=C1C

InChI Identifier

InChI=1S/C17H16N2O6/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/h5-8H,1-4H3

InChI Key

UMQHJQGNGLQJPF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Phenylpyridines

Direct Parent

Phenylpyridines

Alternative Parents

Substituents

4-phenylpyridine
Nitrobenzene
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Nitroaromatic compound
Methylpyridine
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Heteroaromatic compound
Methyl ester
Carboxylic acid ester
C-nitro compound
Organic nitro compound
Carboxylic acid derivative
Organic oxoazanium
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061041)

Organ

Kidney (HMDB: HMDB0061041)
Liver (HMDB: HMDB0061041)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061041)

Cellular substructure

Cytoplasm (HMDB: HMDB0061041)
Membrane (HMDB: HMDB0061041)

Source

Endogenous

Endogenous (HMDB: HMDB0061041)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.091 g/L	ALOGPS
logP	2.72	ALOGPS
logP	2.61	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Basic)	3.67	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	111.31 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	89.6 m³·mol⁻¹	ChemAxon
Polarizability	33.12 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]+	180.371	31661259
DarkChem	[M-H]-	179.5	31661259
DeepCCS	[M+H]+	172.057	30932474
DeepCCS	[M-H]-	169.699	30932474
DeepCCS	[M-2H]-	203.998	30932474
DeepCCS	[M+Na]+	179.111	30932474
AllCCS	[M+H]+	177.2	32859911
AllCCS	[M+H-H2O]+	174.0	32859911
AllCCS	[M+NH4]+	180.1	32859911
AllCCS	[M+Na]+	180.9	32859911
AllCCS	[M-H]-	181.5	32859911
AllCCS	[M+Na-2H]-	181.2	32859911
AllCCS	[M+HCOO]-	181.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.39 minutes	32390414
Predicted by Siyang on May 30, 2022	15.8875 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.79 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2613.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	402.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	193.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	206.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	111.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	580.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	613.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	78.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1313.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	509.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1530.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	449.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	449.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	378.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	519.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	88.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
dehydronifedipine	COC(=O)C1=C(C2=CC=CC=C2N(=O)=O)C(C(=O)OC)=C(C)N=C1C	3489.5	Standard polar	33892256
dehydronifedipine	COC(=O)C1=C(C2=CC=CC=C2N(=O)=O)C(C(=O)OC)=C(C)N=C1C	2453.4	Standard non polar	33892256
dehydronifedipine	COC(=O)C1=C(C2=CC=CC=C2N(=O)=O)C(C(=O)OC)=C(C)N=C1C	2380.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - dehydronifedipine GC-MS (Non-derivatized) - 70eV, Positive	splash10-03ka-0093000000-831904dd9a77c733d983	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - dehydronifedipine 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydronifedipine 10V, Positive-QTOF	splash10-0002-0009000000-806cebbc9d5a559691fd	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydronifedipine 20V, Positive-QTOF	splash10-0002-0009000000-ebff295e8be694cb3045	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydronifedipine 40V, Positive-QTOF	splash10-002b-1039000000-718584f2270e6267b657	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydronifedipine 10V, Negative-QTOF	splash10-0006-0009000000-70217cc4e695b83edc6c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydronifedipine 20V, Negative-QTOF	splash10-0006-0009000000-73875d97e871c4c6986a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydronifedipine 40V, Negative-QTOF	splash10-0f6y-3095000000-c4b429c19e1ec8b35171	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydronifedipine 10V, Negative-QTOF	splash10-0006-0009000000-a8e1d1f8f5792c8f92fe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydronifedipine 20V, Negative-QTOF	splash10-0006-1029000000-a5bf780c99d0b9c724b1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydronifedipine 40V, Negative-QTOF	splash10-0002-9120000000-14f086faf1701f98ef12	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydronifedipine 10V, Positive-QTOF	splash10-03di-0009000000-622ce59a66964c54065d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydronifedipine 20V, Positive-QTOF	splash10-03dj-0059000000-911fce1ff17ac8671668	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydronifedipine 40V, Positive-QTOF	splash10-0aou-0190000000-d34b5829c3573ae636a7	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

128753

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for dehydronifedipine (HMDB0061041)

MOL for HMDB0061041 (dehydronifedipine)

3D MOL for HMDB0061041 (dehydronifedipine)

3D SDF for HMDB0061041 (dehydronifedipine)

3D-SDF for HMDB0061041 (dehydronifedipine)

PDB for HMDB0061041 (dehydronifedipine)

3D PDB for HMDB0061041 (dehydronifedipine)

SMILES for HMDB0061041 (dehydronifedipine)

INCHI for HMDB0061041 (dehydronifedipine)

Structure for HMDB0061041 (dehydronifedipine)

3D Structure for HMDB0061041 (dehydronifedipine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra