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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:13:34 UTC

Update Date

2019-07-23 07:15:37 UTC

HMDB ID

HMDB0061029

Secondary Accession Numbers

HMDB61029

Metabolite Identification

Common Name

dehydrofelodipine

Description

dehydrofelodipine is a metabolite of felodipine. Felodipine is a calcium channel blocker (calcium antagonist), a drug used to control hypertension (high blood pressure). It is marketed under the brand name Plendil by AstraZeneca and Renedil by Sanofi-Aventis. The formulation patent for the substance expired in 2007. AstraZeneca dropped Plendil from its support and AZ&Me free Rx access program in October 2008. (Wikipedia)

Structure

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

HMDB0061029
     RDKit          3D
dehydrofelodipine
 42 43  0  0  0  0  0  0  0  0999 V2000
    4.6364    1.3231   -1.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9253    1.1312    0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8262    0.2780    0.0071 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9354   -0.1401    0.9416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0403    0.2216    2.1301 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8395   -1.0213    0.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9622   -2.3963    0.6031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2919   -2.9724    1.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0484   -3.1620    0.2578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2128   -2.6365   -0.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3617   -3.5162   -0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3771   -1.2698   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6583   -0.7258   -0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8273   -0.5001   -1.8352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7017   -0.4431    0.2410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9460    0.0897   -0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513   -0.4181    0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4935    1.0325    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9416    1.7437    1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0782    3.1312    1.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7669    3.8372    0.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3192    3.1386   -1.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0887    4.0209   -2.5432 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1912    1.7695   -1.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3808    0.9129   -2.4154 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8944    1.4852   -1.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2863    2.2326   -0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2364    0.4413   -1.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6630    2.0765    0.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6317    0.5676    0.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0499   -2.8763    0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5720   -2.5083    2.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1374   -4.0514    1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2405   -3.3715    0.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372   -4.5638   -0.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6185   -3.3117   -1.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9343   -0.0001   -1.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0479    1.1435    0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7499   -0.5640    0.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1970    1.2411    2.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    3.7058    2.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8697    4.9249   -0.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 12 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 17  6  1  0
 24 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
M  END


  Mrv0541 07091309132D          

 25 26  0  0  0  0            999 V2000
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
    2.1434   -0.4125    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    3.5724   -1.2375    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
    2.8579    0.8250    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
    1.4289    0.8250    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
    4.2868   -1.6500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7717    0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  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 11  2  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19 12  1  0  0  0  0
 20 16  1  0  0  0  0
 21  9  2  0  0  0  0
 21 10  1  0  0  0  0
 22 17  2  0  0  0  0
 23 18  2  0  0  0  0
 24  4  1  0  0  0  0
 24 17  1  0  0  0  0
 25  5  1  0  0  0  0
 25 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061029

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C1=C(C)N=C(C)C(C(=O)OC)=C1C1=C(Cl)C(Cl)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H17Cl2NO4/c1-5-25-18(23)14-10(3)21-9(2)13(17(22)24-4)15(14)11-7-6-8-12(19)16(11)20/h6-8H,5H2,1-4H3

> <INCHI_KEY>
REQRUBNOOIAHMG-UHFFFAOYSA-N

> <FORMULA>
C18H17Cl2NO4

> <MOLECULAR_WEIGHT>
382.238

> <EXACT_MASS>
381.053463451

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
37.0068080189385

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-ethyl 5-methyl 4-(2,3-dichlorophenyl)-2,6-dimethylpyridine-3,5-dicarboxylate

> <ALOGPS_LOGP>
4.48

> <JCHEM_LOGP>
4.237390324333333

> <ALOGPS_LOGS>
-5.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.064704830848024

> <JCHEM_POLAR_SURFACE_AREA>
65.49000000000001

> <JCHEM_REFRACTIVITY>
96.62909999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-ethyl 5-methyl 4-(2,3-dichlorophenyl)-2,6-dimethylpyridine-3,5-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061029
     RDKit          3D
dehydrofelodipine
 42 43  0  0  0  0  0  0  0  0999 V2000
    4.6364    1.3231   -1.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9253    1.1312    0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8262    0.2780    0.0071 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9354   -0.1401    0.9416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0403    0.2216    2.1301 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8395   -1.0213    0.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9622   -2.3963    0.6031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2919   -2.9724    1.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0484   -3.1620    0.2578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2128   -2.6365   -0.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3617   -3.5162   -0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3771   -1.2698   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6583   -0.7258   -0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8273   -0.5001   -1.8352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7017   -0.4431    0.2410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9460    0.0897   -0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513   -0.4181    0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4935    1.0325    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9416    1.7437    1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0782    3.1312    1.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7669    3.8372    0.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3192    3.1386   -1.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0887    4.0209   -2.5432 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1912    1.7695   -1.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3808    0.9129   -2.4154 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8944    1.4852   -1.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2863    2.2326   -0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2364    0.4413   -1.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6630    2.0765    0.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6317    0.5676    0.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0499   -2.8763    0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5720   -2.5083    2.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1374   -4.0514    1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2405   -3.3715    0.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372   -4.5638   -0.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6185   -3.3117   -1.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9343   -0.0001   -1.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0479    1.1435    0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7499   -0.5640    0.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1970    1.2411    2.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    3.7058    2.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8697    4.9249   -0.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 12 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 17  6  1  0
 24 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
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      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   1.540   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       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   19 Cl   UNK     0       8.002  -3.080   0.000  0.00  0.00          Cl+0
HETATM   20 Cl   UNK     0       8.002   0.000   0.000  0.00  0.00          Cl+0
HETATM   21  N   UNK     0       5.335   4.620   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.907   0.294   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   24                                                            
CONECT    5    1   25                                                       
CONECT    6    7    8                                                       
CONECT    7    6   11                                                       
CONECT    8    6   12                                                       
CONECT    9    2   13   21                                                  
CONECT   10    3   14   21                                                  
CONECT   11    7   15   16                                                  
CONECT   12    8   16   19                                                  
CONECT   13    9   15   17                                                  
CONECT   14   10   15   18                                                  
CONECT   15   11   13   14                                                  
CONECT   16   11   12   20                                                  
CONECT   17   13   22   24                                                  
CONECT   18   14   23   25                                                  
CONECT   19   12                                                            
CONECT   20   16                                                            
CONECT   21    9   10                                                       
CONECT   22   17                                                            
CONECT   23   18                                                            
CONECT   24    4   17                                                       
CONECT   25    5   18                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0061029
HETATM    1  C1  UNL     1       4.636   1.323  -1.080  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.925   1.131   0.255  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.826   0.278   0.007  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.935  -0.140   0.942  1.00  0.00           C  
HETATM    5  O2  UNL     1       2.040   0.222   2.130  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.840  -1.021   0.567  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.962  -2.396   0.603  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.292  -2.972   1.051  1.00  0.00           C  
HETATM    9  N1  UNL     1      -0.048  -3.162   0.258  1.00  0.00           N  
HETATM   10  C7  UNL     1      -1.213  -2.636  -0.135  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.362  -3.516  -0.527  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.377  -1.270  -0.185  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.658  -0.726  -0.617  1.00  0.00           C  
HETATM   14  O3  UNL     1      -2.827  -0.500  -1.835  1.00  0.00           O  
HETATM   15  O4  UNL     1      -3.702  -0.443   0.241  1.00  0.00           O  
HETATM   16  C11 UNL     1      -4.946   0.090  -0.213  1.00  0.00           C  
HETATM   17  C12 UNL     1      -0.351  -0.418   0.166  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.493   1.032   0.123  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.942   1.744   1.218  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.078   3.131   1.179  1.00  0.00           C  
HETATM   21  C16 UNL     1      -0.767   3.837   0.037  1.00  0.00           C  
HETATM   22  C17 UNL     1      -0.319   3.139  -1.060  1.00  0.00           C  
HETATM   23 CL1  UNL     1       0.089   4.021  -2.543  1.00  0.00          CL  
HETATM   24  C18 UNL     1      -0.191   1.770  -1.002  1.00  0.00           C  
HETATM   25 CL2  UNL     1       0.381   0.913  -2.415  1.00  0.00          CL  
HETATM   26  H1  UNL     1       3.894   1.485  -1.889  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.286   2.233  -0.978  1.00  0.00           H  
HETATM   28  H3  UNL     1       5.236   0.441  -1.351  1.00  0.00           H  
HETATM   29  H4  UNL     1       3.663   2.077   0.725  1.00  0.00           H  
HETATM   30  H5  UNL     1       4.632   0.568   0.912  1.00  0.00           H  
HETATM   31  H6  UNL     1       3.050  -2.876   0.257  1.00  0.00           H  
HETATM   32  H7  UNL     1       2.572  -2.508   2.005  1.00  0.00           H  
HETATM   33  H8  UNL     1       2.137  -4.051   1.231  1.00  0.00           H  
HETATM   34  H9  UNL     1      -3.241  -3.371   0.102  1.00  0.00           H  
HETATM   35  H10 UNL     1      -2.037  -4.564  -0.451  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.618  -3.312  -1.579  1.00  0.00           H  
HETATM   37  H12 UNL     1      -4.934  -0.000  -1.315  1.00  0.00           H  
HETATM   38  H13 UNL     1      -5.048   1.143   0.101  1.00  0.00           H  
HETATM   39  H14 UNL     1      -5.750  -0.564   0.161  1.00  0.00           H  
HETATM   40  H15 UNL     1      -1.197   1.241   2.131  1.00  0.00           H  
HETATM   41  H16 UNL     1      -1.428   3.706   2.026  1.00  0.00           H  
HETATM   42  H17 UNL     1      -0.870   4.925  -0.006  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   17
CONECT    7    8    9
CONECT    8   31   32   33
CONECT    9   10   10
CONECT   10   11   12
CONECT   11   34   35   36
CONECT   12   13   17   17
CONECT   13   14   14   15
CONECT   15   16
CONECT   16   37   38   39
CONECT   17   18
CONECT   18   19   19   24
CONECT   19   20   40
CONECT   20   21   21   41
CONECT   21   22   42
CONECT   22   23   24   24
CONECT   24   25
END

HMDB0061029
     RDKit          3D
dehydrofelodipine
 42 43  0  0  0  0  0  0  0  0999 V2000
    4.6364    1.3231   -1.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9253    1.1312    0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8262    0.2780    0.0071 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9354   -0.1401    0.9416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0403    0.2216    2.1301 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8395   -1.0213    0.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9622   -2.3963    0.6031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2919   -2.9724    1.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0484   -3.1620    0.2578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2128   -2.6365   -0.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3617   -3.5162   -0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3771   -1.2698   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6583   -0.7258   -0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8273   -0.5001   -1.8352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7017   -0.4431    0.2410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9460    0.0897   -0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513   -0.4181    0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4935    1.0325    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9416    1.7437    1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0782    3.1312    1.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7669    3.8372    0.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3192    3.1386   -1.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0887    4.0209   -2.5432 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1912    1.7695   -1.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3808    0.9129   -2.4154 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8944    1.4852   -1.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2863    2.2326   -0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2364    0.4413   -1.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6630    2.0765    0.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6317    0.5676    0.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0499   -2.8763    0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5720   -2.5083    2.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1374   -4.0514    1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2405   -3.3715    0.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372   -4.5638   -0.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6185   -3.3117   -1.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9343   -0.0001   -1.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0479    1.1435    0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7499   -0.5640    0.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1970    1.2411    2.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    3.7058    2.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8697    4.9249   -0.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 12 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 17  6  1  0
 24 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ethyl methyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylate	MeSH

Chemical Formula

C₁₈H₁₇Cl₂NO₄

Average Molecular Weight

382.238

Monoisotopic Molecular Weight

381.053463451

IUPAC Name

3-ethyl 5-methyl 4-(2,3-dichlorophenyl)-2,6-dimethylpyridine-3,5-dicarboxylate

Traditional Name

3-ethyl 5-methyl 4-(2,3-dichlorophenyl)-2,6-dimethylpyridine-3,5-dicarboxylate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C1=C(C)N=C(C)C(C(=O)OC)=C1C1=C(Cl)C(Cl)=CC=C1

InChI Identifier

InChI=1S/C18H17Cl2NO4/c1-5-25-18(23)14-10(3)21-9(2)13(17(22)24-4)15(14)11-7-6-8-12(19)16(11)20/h6-8H,5H2,1-4H3

InChI Key

REQRUBNOOIAHMG-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
Pyridine carboxylic acid or derivatives
Pyridine carboxylic acid
1,2-dichlorobenzene
Methylpyridine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Heteroaromatic compound
Methyl ester
Carboxylic acid ester
Carboxylic acid derivative
Azacycle
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organohalogen compound
Organochloride
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0061029)
Liver (HMDB: HMDB0061029)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061029)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061029)

Cellular substructure

Cytoplasm (HMDB: HMDB0061029)
Membrane (HMDB: HMDB0061029)

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	0.0029 g/L	ALOGPS
logP	4.48	ALOGPS
logP	4.24	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Basic)	4.06	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.49 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	96.63 m³·mol⁻¹	ChemAxon
Polarizability	37.01 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
DeepCCS	[M+H]+	188.634	30932474
DeepCCS	[M-H]-	186.276	30932474
DeepCCS	[M-2H]-	220.159	30932474
DeepCCS	[M+Na]+	195.387	30932474
AllCCS	[M+H]+	182.4	32859911
AllCCS	[M+H-H2O]+	179.5	32859911
AllCCS	[M+NH4]+	185.1	32859911
AllCCS	[M+Na]+	185.8	32859911
AllCCS	[M-H]-	183.6	32859911
AllCCS	[M+Na-2H]-	183.3	32859911
AllCCS	[M+HCOO]-	183.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
dehydrofelodipine	CCOC(=O)C1=C(C)N=C(C)C(C(=O)OC)=C1C1=C(Cl)C(Cl)=CC=C1	3438.8	Standard polar	33892256
dehydrofelodipine	CCOC(=O)C1=C(C)N=C(C)C(C(=O)OC)=C1C1=C(Cl)C(Cl)=CC=C1	2486.8	Standard non polar	33892256
dehydrofelodipine	CCOC(=O)C1=C(C)N=C(C)C(C(=O)OC)=C1C1=C(Cl)C(Cl)=CC=C1	2467.8	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 - dehydrofelodipine GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-5009000000-b2aaa6cb06a9cd5f00f0	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - dehydrofelodipine 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 - dehydrofelodipine 10V, Positive-QTOF	splash10-001r-0019000000-975a31623b87aa3cb867	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydrofelodipine 20V, Positive-QTOF	splash10-0ka9-0019000000-d2814cf18e9391340bea	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydrofelodipine 40V, Positive-QTOF	splash10-004i-0292000000-389e80ba0bbf4e37bd69	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydrofelodipine 10V, Negative-QTOF	splash10-001i-0009000000-3d4d104474cf93b15859	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydrofelodipine 20V, Negative-QTOF	splash10-0kji-0039000000-4fb243b9a7604a2eb9c4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydrofelodipine 40V, Negative-QTOF	splash10-0udl-0092000000-d8bf8e681e2f64309110	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydrofelodipine 10V, Positive-QTOF	splash10-0f80-0009000000-289434da1afb02fc5db8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydrofelodipine 20V, Positive-QTOF	splash10-0pbi-0029000000-a79b2fd75034a9fd3e23	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydrofelodipine 40V, Positive-QTOF	splash10-0kdi-0293000000-47e136d25257fa7f25c7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydrofelodipine 10V, Negative-QTOF	splash10-001i-0009000000-05f43381370d428477af	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydrofelodipine 20V, Negative-QTOF	splash10-001i-3009000000-e7e58742f1207e9578e0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydrofelodipine 40V, Negative-QTOF	splash10-001i-9021000000-ad7ed3efc0bd0f8298f6	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

62970

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 dehydrofelodipine (HMDB0061029)

MOL for HMDB0061029 (dehydrofelodipine)

3D MOL for HMDB0061029 (dehydrofelodipine)

3D SDF for HMDB0061029 (dehydrofelodipine)

3D-SDF for HMDB0061029 (dehydrofelodipine)

PDB for HMDB0061029 (dehydrofelodipine)

3D PDB for HMDB0061029 (dehydrofelodipine)

SMILES for HMDB0061029 (dehydrofelodipine)

INCHI for HMDB0061029 (dehydrofelodipine)

Structure for HMDB0061029 (dehydrofelodipine)

3D Structure for HMDB0061029 (dehydrofelodipine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra