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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:10:10 UTC

Update Date

2021-09-26 22:56:39 UTC

HMDB ID

HMDB0247156

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester

Description

3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester, also known as dicarbethoxydihydrocollidine or 3,5-bis(ethoxycarbonyl)-1,4-dihydrocollidine, 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. Based on a literature review very few articles have been published on 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3,5-pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0247156
     RDKit          3D
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester
 40 40  0  0  0  0  0  0  0  0999 V2000
    4.4845    1.2794    2.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4457    0.4207    1.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0824    0.2740    0.8020 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7619   -0.4854   -0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7021   -0.9932   -0.9389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3311   -0.6194   -0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9817   -1.3200   -1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1070   -1.9577   -2.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3546   -1.4952   -2.2088 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3869   -0.8730   -1.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8264   -1.0430   -1.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0696   -0.1621   -0.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1657    0.4776    0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8590    1.1539    1.4027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4876    0.3808    0.0704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5463    0.9662    0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4602    2.4654    0.8407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3122    0.0450    0.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825   -0.5533    1.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6765    0.9731    3.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2956    2.3488    2.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4840    1.2652    2.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9638   -0.5286    1.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9658    1.0063    0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6025   -2.7435   -1.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6126   -2.5066   -3.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7592   -1.2269   -3.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5976   -2.0649   -3.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8291   -1.6208   -2.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563   -0.0667   -2.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3783   -1.5737   -1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4933    0.6988    0.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5983    0.5611    1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9223    2.8221    1.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4953    2.8580    0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0213    2.8899   -0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5690    1.1301    0.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6273   -0.7926    1.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9663   -1.5147    1.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8892    0.1248    2.2081 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  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 12 18  1  0
 18 19  1  0
 18  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
M  END

  Mrv1652309112102102D          

 19 19  0  0  0  0            999 V2000
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    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
    1.4289   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   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
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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
    0.7145   -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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 18  1  0  0  0  0
  7 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247156

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C1=C(C)NC(C)=C(C1C)C(=O)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C14H21NO4/c1-6-18-13(16)11-8(3)12(14(17)19-7-2)10(5)15-9(11)4/h8,15H,6-7H2,1-5H3

> <INCHI_KEY>
CDVAIHNNWWJFJW-UHFFFAOYSA-N

> <FORMULA>
C14H21NO4

> <MOLECULAR_WEIGHT>
267.325

> <EXACT_MASS>
267.14705816

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
29.302321124682884

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
1.4553220290000004

> <ALOGPS_LOGS>
-2.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.60044646643713

> <JCHEM_PKA_STRONGEST_BASIC>
-6.633112410060527

> <JCHEM_POLAR_SURFACE_AREA>
64.63

> <JCHEM_REFRACTIVITY>
74.24220000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.07e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247156
     RDKit          3D
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester
 40 40  0  0  0  0  0  0  0  0999 V2000
    4.4845    1.2794    2.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4457    0.4207    1.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0824    0.2740    0.8020 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7619   -0.4854   -0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7021   -0.9932   -0.9389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3311   -0.6194   -0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9817   -1.3200   -1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1070   -1.9577   -2.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3546   -1.4952   -2.2088 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3869   -0.8730   -1.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8264   -1.0430   -1.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0696   -0.1621   -0.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1657    0.4776    0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8590    1.1539    1.4027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4876    0.3808    0.0704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5463    0.9662    0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4602    2.4654    0.8407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3122    0.0450    0.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825   -0.5533    1.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6765    0.9731    3.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2956    2.3488    2.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4840    1.2652    2.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9638   -0.5286    1.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9658    1.0063    0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6025   -2.7435   -1.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6126   -2.5066   -3.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7592   -1.2269   -3.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5976   -2.0649   -3.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8291   -1.6208   -2.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563   -0.0667   -2.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3783   -1.5737   -1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4933    0.6988    0.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5983    0.5611    1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9223    2.8221    1.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4953    2.8580    0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0213    2.8899   -0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5690    1.1301    0.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6273   -0.7926    1.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9663   -1.5147    1.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8892    0.1248    2.2081 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  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 12 18  1  0
 18 19  1  0
 18  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.667  -0.000   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10    6   12                                                  
CONECT   12   11                                                            
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18    9                                                            
CONECT   19    7                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0247156
HETATM    1  C1  UNL     1       4.484   1.279   2.438  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.446   0.421   1.197  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.082   0.274   0.802  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.762  -0.485  -0.335  1.00  0.00           C  
HETATM    5  O2  UNL     1       3.702  -0.993  -0.939  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.331  -0.619  -0.720  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.982  -1.320  -1.776  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.107  -1.958  -2.543  1.00  0.00           C  
HETATM    9  N1  UNL     1      -0.355  -1.495  -2.209  1.00  0.00           N  
HETATM   10  C7  UNL     1      -1.387  -0.873  -1.452  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.826  -1.043  -1.891  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.070  -0.162  -0.386  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.166   0.478   0.388  1.00  0.00           C  
HETATM   14  O3  UNL     1      -1.859   1.154   1.403  1.00  0.00           O  
HETATM   15  O4  UNL     1      -3.488   0.381   0.070  1.00  0.00           O  
HETATM   16  C11 UNL     1      -4.546   0.966   0.771  1.00  0.00           C  
HETATM   17  C12 UNL     1      -4.460   2.465   0.841  1.00  0.00           C  
HETATM   18  C13 UNL     1       0.312   0.045   0.099  1.00  0.00           C  
HETATM   19  C14 UNL     1       0.383  -0.553   1.510  1.00  0.00           C  
HETATM   20  H1  UNL     1       3.676   0.973   3.142  1.00  0.00           H  
HETATM   21  H2  UNL     1       4.296   2.349   2.174  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.484   1.265   2.917  1.00  0.00           H  
HETATM   23  H4  UNL     1       4.964  -0.529   1.316  1.00  0.00           H  
HETATM   24  H5  UNL     1       4.966   1.006   0.397  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.603  -2.743  -1.963  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.613  -2.507  -3.401  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.759  -1.227  -3.031  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.598  -2.065  -3.062  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.829  -1.621  -2.862  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.256  -0.067  -2.157  1.00  0.00           H  
HETATM   31  H12 UNL     1      -3.378  -1.574  -1.109  1.00  0.00           H  
HETATM   32  H13 UNL     1      -5.493   0.699   0.257  1.00  0.00           H  
HETATM   33  H14 UNL     1      -4.598   0.561   1.799  1.00  0.00           H  
HETATM   34  H15 UNL     1      -3.922   2.822   1.742  1.00  0.00           H  
HETATM   35  H16 UNL     1      -5.495   2.858   0.907  1.00  0.00           H  
HETATM   36  H17 UNL     1      -4.021   2.890  -0.092  1.00  0.00           H  
HETATM   37  H18 UNL     1       0.569   1.130   0.162  1.00  0.00           H  
HETATM   38  H19 UNL     1      -0.627  -0.793   1.894  1.00  0.00           H  
HETATM   39  H20 UNL     1       0.966  -1.515   1.494  1.00  0.00           H  
HETATM   40  H21 UNL     1       0.889   0.125   2.208  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   18
CONECT    7    8    9
CONECT    8   25   26   27
CONECT    9   10   28
CONECT   10   11   12   12
CONECT   11   29   30   31
CONECT   12   13   18
CONECT   13   14   14   15
CONECT   15   16
CONECT   16   17   32   33
CONECT   17   34   35   36
CONECT   18   19   37
CONECT   19   38   39   40
END

HMDB0247156
     RDKit          3D
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester
 40 40  0  0  0  0  0  0  0  0999 V2000
    4.4845    1.2794    2.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4457    0.4207    1.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0824    0.2740    0.8020 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7619   -0.4854   -0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7021   -0.9932   -0.9389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3311   -0.6194   -0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9817   -1.3200   -1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1070   -1.9577   -2.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3546   -1.4952   -2.2088 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3869   -0.8730   -1.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8264   -1.0430   -1.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0696   -0.1621   -0.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1657    0.4776    0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8590    1.1539    1.4027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4876    0.3808    0.0704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5463    0.9662    0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4602    2.4654    0.8407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3122    0.0450    0.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825   -0.5533    1.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6765    0.9731    3.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2956    2.3488    2.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4840    1.2652    2.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9638   -0.5286    1.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9658    1.0063    0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6025   -2.7435   -1.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6126   -2.5066   -3.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7592   -1.2269   -3.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5976   -2.0649   -3.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8291   -1.6208   -2.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563   -0.0667   -2.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3783   -1.5737   -1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4933    0.6988    0.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5983    0.5611    1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9223    2.8221    1.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4953    2.8580    0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0213    2.8899   -0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5690    1.1301    0.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6273   -0.7926    1.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9663   -1.5147    1.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8892    0.1248    2.2081 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  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 12 18  1  0
 18 19  1  0
 18  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,5-Bis(ethoxycarbonyl)-1,4-dihydrocollidine	ChEBI
DDC	ChEBI
Dicarbethoxydihydrocollidine	ChEBI
3,5-Pyridinedicarboxylate, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester	Generator
3,5-Dicarbethoxy-1,4-dihydrocollidine	HMDB
3,5-Diethoxycarbonyl-1,4-dihydro-2,4,6-trimethylpyridine	HMDB
Diethoxycarbonyldihydrocollidine	HMDB

Chemical Formula

C₁₄H₂₁NO₄

Average Molecular Weight

267.325

Monoisotopic Molecular Weight

267.14705816

IUPAC Name

3,5-diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Traditional Name

3,5-diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C1=C(C)NC(C)=C(C1C)C(=O)OCC

InChI Identifier

InChI=1S/C14H21NO4/c1-6-18-13(16)11-8(3)12(14(17)19-7-2)10(5)15-9(11)4/h8,15H,6-7H2,1-5H3

InChI Key

CDVAIHNNWWJFJW-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
Dicarboxylic acid or derivatives
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous amide
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Secondary aliphatic amine
Enamine
Secondary amine
Azacycle
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

ethyl ester (CHEBI:83605 )
dihydropyridine (CHEBI:83605 )

Ontology

Physiological effect

Disposition

Biological location

Cellular substructure

Inner mitochondrial membrane (PMID: 31315173)

Source

Endogenous

Endogenous (HMDB: HMDB0319470)

Process

Naturally occurring process

Biological process

Cellular process

Apoptosis (PMID: 19368971)

Biochemical process

Proton trap for oxidative phosphorylation (PMID: 12297275)

Role

Biological role

Stabilizing agent

Stabilizing cytochrome oxidase (PMID: 10413476)
Proton trap for oxidative phosphorylation (PMID: 12297275)
Stabilizing mitochondrial structure (PMID: 10413476;)

Molecular messenger

Apoptosis (PMID: 19368971)

Transporter

Cholesterol translocation (PMID: 11111099)

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
logP	2.66	ALOGPS
logP	1.46	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	19.6	ChemAxon
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.63 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	74.24 m³·mol⁻¹	ChemAxon
Polarizability	29.3 Å³	ChemAxon
Number of Rings	1	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]+	166.398	30932474
DeepCCS	[M-H]-	164.04	30932474
DeepCCS	[M-2H]-	197.096	30932474
DeepCCS	[M+Na]+	172.491	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester	CCOC(=O)C1=C(C)NC(C)=C(C1C)C(=O)OCC	2786.3	Standard polar	33892256
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester	CCOC(=O)C1=C(C)NC(C)=C(C1C)C(=O)OCC	1856.2	Standard non polar	33892256
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester	CCOC(=O)C1=C(C)NC(C)=C(C1C)C(=O)OCC	1977.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester,1TMS,isomer #1	CCOC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OCC)C1C	1973.1	Semi standard non polar	33892256
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester,1TMS,isomer #1	CCOC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OCC)C1C	1784.2	Standard non polar	33892256
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester,1TMS,isomer #1	CCOC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OCC)C1C	2384.0	Standard polar	33892256
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester,1TBDMS,isomer #1	CCOC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OCC)C1C	2143.5	Semi standard non polar	33892256
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester,1TBDMS,isomer #1	CCOC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OCC)C1C	1988.1	Standard non polar	33892256
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester,1TBDMS,isomer #1	CCOC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OCC)C1C	2466.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-7970000000-0f624d6c02273883500c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester 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 - 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester 10V, Positive-QTOF	splash10-01b9-0290000000-057d4121b737bc72f3f0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester 20V, Positive-QTOF	splash10-006x-0980000000-be912b2f19d172f74d88	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester 40V, Positive-QTOF	splash10-01c0-5910000000-db4c93812ba34c948642	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester 10V, Negative-QTOF	splash10-014i-0090000000-fb79b6be4f7e141b6a0e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester 20V, Negative-QTOF	splash10-014i-1290000000-2ae7503e9a5b307c0545	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester 40V, Negative-QTOF	splash10-074i-0940000000-5575fd0c7c3aaeb59618	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

11938

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12446

PDB ID

Not Available

ChEBI ID

83605

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester (HMDB0247156)

MOL for HMDB0247156 (3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester)

3D MOL for HMDB0247156 (3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester)

3D SDF for HMDB0247156 (3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester)

3D-SDF for HMDB0247156 (3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester)

PDB for HMDB0247156 (3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester)

3D PDB for HMDB0247156 (3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester)

SMILES for HMDB0247156 (3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester)

INCHI for HMDB0247156 (3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester)

Structure for HMDB0247156 (3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester)

3D Structure for HMDB0247156 (3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra