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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:08:59 UTC

Update Date

2021-09-26 23:10:21 UTC

HMDB ID

HMDB0255502

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester

Description

2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester 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 2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2,6-dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl 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

  Mrv1652309112117092D          

 25 26  0  0  0  0            999 V2000
    0.7145   -0.4125    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
    1.4289   -1.6500    0.0000 N   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   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8051   -1.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5195   -1.9881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3948    0.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    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
   -1.4289   -1.6500    0.0000 N   0  3  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
   -2.1434   -1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  4 25  1  0  0  0  0
M  CHG  2  18   1  20  -1
M  END

HMDB0255502
     RDKit          3D
2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dime...
 43 44  0  0  0  0  0  0  0  0999 V2000
    2.3534   -3.0142    1.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6697   -1.9646    0.9671 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2250   -1.1711   -0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4348   -1.4574   -0.3008 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4993   -0.1089   -0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193    0.6866   -1.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4280    0.4704   -1.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3513    1.9128   -1.9698 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2473    2.2680   -1.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4301    3.5149   -1.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2550    1.4919   -0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6742    1.8129    0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6128    1.0492   -0.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8986    3.1375    0.4524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1890    3.6123    0.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0202    0.0552   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6190   -0.8776    0.4186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0754   -0.5014    1.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6598   -1.4169    2.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8196   -2.7341    2.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3834   -3.1365    0.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7864   -2.1972    0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757   -2.7508   -1.1687 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.3699   -2.1827   -2.2599 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0580   -4.0879   -1.1829 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.4216   -3.0721    1.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2922   -2.8751    2.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8021   -3.9518    1.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0946    0.5841   -1.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5276   -0.5535   -2.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7044    1.2181   -2.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403    3.3720   -1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1088    4.4127   -1.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1713    3.7269   -2.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3945    1.8084    0.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820    3.1404    0.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1569    4.7111    0.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3253    3.4488    1.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3956   -0.1443   -1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9329    0.5357    1.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0098   -1.1182    3.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2800   -3.4689    2.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -4.1850    0.6129 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  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16  5  1  0
 22 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
M  CHG  2  23   1  25  -1
M  END

  Mrv1652309112117092D          

 25 26  0  0  0  0            999 V2000
    0.7145   -0.4125    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
    1.4289   -1.6500    0.0000 N   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   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8051   -1.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5195   -1.9881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3948    0.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    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
   -1.4289   -1.6500    0.0000 N   0  3  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
   -2.1434   -1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  4 25  1  0  0  0  0
M  CHG  2  18   1  20  -1
M  END
> <DATABASE_ID>
HMDB0255502

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1C(C2=CC=CC=C2[N+]([O-])=O)C(C(=O)OC)=C(C)N=C1C

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

> <INCHI_KEY>
OSUCQKNXQBPLDG-UHFFFAOYSA-N

> <FORMULA>
C17H18N2O6

> <MOLECULAR_WEIGHT>
346.339

> <EXACT_MASS>
346.116486308

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.82632272227116

> <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)-3,4-dihydropyridine-3,5-dicarboxylate

> <ALOGPS_LOGP>
2.63

> <JCHEM_LOGP>
2.154168889666667

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.938734386136694

> <JCHEM_PKA_STRONGEST_BASIC>
3.9827761481945245

> <JCHEM_POLAR_SURFACE_AREA>
108.10000000000001

> <JCHEM_REFRACTIVITY>
89.3503

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.60e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255502
     RDKit          3D
2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dime...
 43 44  0  0  0  0  0  0  0  0999 V2000
    2.3534   -3.0142    1.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6697   -1.9646    0.9671 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2250   -1.1711   -0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4348   -1.4574   -0.3008 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4993   -0.1089   -0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193    0.6866   -1.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4280    0.4704   -1.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3513    1.9128   -1.9698 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2473    2.2680   -1.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4301    3.5149   -1.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2550    1.4919   -0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6742    1.8129    0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6128    1.0492   -0.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8986    3.1375    0.4524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1890    3.6123    0.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0202    0.0552   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6190   -0.8776    0.4186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0754   -0.5014    1.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6598   -1.4169    2.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8196   -2.7341    2.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3834   -3.1365    0.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7864   -2.1972    0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757   -2.7508   -1.1687 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.3699   -2.1827   -2.2599 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0580   -4.0879   -1.1829 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.4216   -3.0721    1.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2922   -2.8751    2.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8021   -3.9518    1.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0946    0.5841   -1.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5276   -0.5535   -2.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7044    1.2181   -2.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403    3.3720   -1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1088    4.4127   -1.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1713    3.7269   -2.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3945    1.8084    0.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820    3.1404    0.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1569    4.7111    0.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3253    3.4488    1.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3956   -0.1443   -1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9329    0.5357    1.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0098   -1.1182    3.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2800   -3.4689    2.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -4.1850    0.6129 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  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16  5  1  0
 22 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
M  CHG  2  23   1  25  -1
M  END

HEADER    PROTEIN                                 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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.503  -2.941   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.836  -3.711   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.604   0.101   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001  -5.390   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  N   UNK     0      -2.667  -3.080   0.000  0.00  0.00           N+1
HETATM   19  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O-1
HETATM   21  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   25                                                  
CONECT    5    4    6   21                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10                                                            
CONECT   12    6   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21    5   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23                                                            
CONECT   25    4                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0255502
HETATM    1  C1  UNL     1       2.353  -3.014   1.621  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.670  -1.965   0.967  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.225  -1.171  -0.014  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.435  -1.457  -0.301  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.499  -0.109  -0.652  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.019   0.687  -1.564  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.428   0.470  -1.992  1.00  0.00           C  
HETATM    8  N1  UNL     1       1.351   1.913  -1.970  1.00  0.00           N  
HETATM    9  C6  UNL     1       0.247   2.268  -1.429  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.430   3.515  -1.867  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.255   1.492  -0.269  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.674   1.813   0.026  1.00  0.00           C  
HETATM   13  O3  UNL     1      -2.613   1.049  -0.071  1.00  0.00           O  
HETATM   14  O4  UNL     1      -1.899   3.138   0.452  1.00  0.00           O  
HETATM   15  C10 UNL     1      -3.189   3.612   0.781  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.020   0.055  -0.495  1.00  0.00           C  
HETATM   17  C12 UNL     1      -0.619  -0.878   0.419  1.00  0.00           C  
HETATM   18  C13 UNL     1      -1.075  -0.501   1.680  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.660  -1.417   2.518  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.820  -2.734   2.160  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.383  -3.136   0.934  1.00  0.00           C  
HETATM   22  C17 UNL     1      -0.786  -2.197   0.076  1.00  0.00           C  
HETATM   23  N2  UNL     1      -0.376  -2.751  -1.169  1.00  0.00           N1+
HETATM   24  O5  UNL     1      -0.370  -2.183  -2.260  1.00  0.00           O  
HETATM   25  O6  UNL     1       0.058  -4.088  -1.183  1.00  0.00           O1-
HETATM   26  H1  UNL     1       3.422  -3.072   1.332  1.00  0.00           H  
HETATM   27  H2  UNL     1       2.292  -2.875   2.729  1.00  0.00           H  
HETATM   28  H3  UNL     1       1.802  -3.952   1.317  1.00  0.00           H  
HETATM   29  H4  UNL     1       4.095   0.584  -1.123  1.00  0.00           H  
HETATM   30  H5  UNL     1       3.528  -0.553  -2.387  1.00  0.00           H  
HETATM   31  H6  UNL     1       3.704   1.218  -2.773  1.00  0.00           H  
HETATM   32  H7  UNL     1      -1.540   3.372  -1.858  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.109   4.413  -1.308  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.171   3.727  -2.945  1.00  0.00           H  
HETATM   35  H10 UNL     1       0.395   1.808   0.602  1.00  0.00           H  
HETATM   36  H11 UNL     1      -3.982   3.140   0.203  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.157   4.711   0.594  1.00  0.00           H  
HETATM   38  H13 UNL     1      -3.325   3.449   1.871  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.396  -0.144  -1.541  1.00  0.00           H  
HETATM   40  H15 UNL     1      -0.933   0.536   1.961  1.00  0.00           H  
HETATM   41  H16 UNL     1      -2.010  -1.118   3.495  1.00  0.00           H  
HETATM   42  H17 UNL     1      -2.280  -3.469   2.817  1.00  0.00           H  
HETATM   43  H18 UNL     1      -1.491  -4.185   0.613  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   35
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   36   37   38
CONECT   16   17   39
CONECT   17   18   18   22
CONECT   18   19   40
CONECT   19   20   20   41
CONECT   20   21   42
CONECT   21   22   22   43
CONECT   22   23
CONECT   23   24   24   25
END

HMDB0255502
     RDKit          3D
2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dime...
 43 44  0  0  0  0  0  0  0  0999 V2000
    2.3534   -3.0142    1.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6697   -1.9646    0.9671 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2250   -1.1711   -0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4348   -1.4574   -0.3008 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4993   -0.1089   -0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193    0.6866   -1.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4280    0.4704   -1.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3513    1.9128   -1.9698 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2473    2.2680   -1.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4301    3.5149   -1.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2550    1.4919   -0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6742    1.8129    0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6128    1.0492   -0.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8986    3.1375    0.4524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1890    3.6123    0.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0202    0.0552   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6190   -0.8776    0.4186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0754   -0.5014    1.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6598   -1.4169    2.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8196   -2.7341    2.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3834   -3.1365    0.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7864   -2.1972    0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757   -2.7508   -1.1687 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.3699   -2.1827   -2.2599 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0580   -4.0879   -1.1829 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.4216   -3.0721    1.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2922   -2.8751    2.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8021   -3.9518    1.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0946    0.5841   -1.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5276   -0.5535   -2.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7044    1.2181   -2.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403    3.3720   -1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1088    4.4127   -1.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1713    3.7269   -2.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3945    1.8084    0.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820    3.1404    0.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1569    4.7111    0.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3253    3.4488    1.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3956   -0.1443   -1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9329    0.5357    1.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0098   -1.1182    3.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2800   -3.4689    2.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -4.1850    0.6129 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  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16  5  1  0
 22 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
M  CHG  2  23   1  25  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylate dimethyl ester	Generator
3,5-Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid	HMDB

Chemical Formula

C₁₇H₁₈N₂O₆

Average Molecular Weight

346.339

Monoisotopic Molecular Weight

346.116486308

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC(=O)C1C(C2=CC=CC=C2[N+]([O-])=O)C(C(=O)OC)=C(C)N=C1C

InChI Identifier

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

InChI Key

OSUCQKNXQBPLDG-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

Nitrobenzene
Dihydropyridinecarboxylic acid derivative
Nitroaromatic compound
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
C-nitro compound
Carboxylic acid ester
Ketimine
Organic nitro compound
Azacycle
Organic oxoazanium
Carboxylic acid derivative
Organic 1,3-dipolar compound
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic zwitterion
Imine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
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 (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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
logP	2.63	ALOGPS
logP	2.15	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	17.94	ChemAxon
pKa (Strongest Basic)	3.98	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	108.1 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	89.35 m³·mol⁻¹	ChemAxon
Polarizability	33.83 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]+	168.636	30932474
DeepCCS	[M-H]-	166.278	30932474
DeepCCS	[M-2H]-	200.816	30932474
DeepCCS	[M+Na]+	175.762	30932474
AllCCS	[M+H]+	178.6	32859911
AllCCS	[M+H-H2O]+	175.4	32859911
AllCCS	[M+NH4]+	181.4	32859911
AllCCS	[M+Na]+	182.3	32859911
AllCCS	[M-H]-	182.1	32859911
AllCCS	[M+Na-2H]-	182.0	32859911
AllCCS	[M+HCOO]-	182.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester	COC(=O)C1C(C2=CC=CC=C2[N+]([O-])=O)C(C(=O)OC)=C(C)N=C1C	3294.5	Standard polar	33892256
2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester	COC(=O)C1C(C2=CC=CC=C2[N+]([O-])=O)C(C(=O)OC)=C(C)N=C1C	2472.4	Standard non polar	33892256
2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester	COC(=O)C1C(C2=CC=CC=C2[N+]([O-])=O)C(C(=O)OC)=C(C)N=C1C	2445.1	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 - 2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester GC-MS (Non-derivatized) - 70eV, Positive	splash10-01dr-2196000000-29f19c0bcd38e42827e0	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

34895279

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54167661

PDB ID

Not Available

ChEBI ID

94357

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 2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester (HMDB0255502)

MOL for HMDB0255502 (2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester)

3D MOL for HMDB0255502 (2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester)

3D SDF for HMDB0255502 (2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester)

3D-SDF for HMDB0255502 (2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester)

PDB for HMDB0255502 (2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester)

3D PDB for HMDB0255502 (2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester)

SMILES for HMDB0255502 (2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester)

INCHI for HMDB0255502 (2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester)

Structure for HMDB0255502 (2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester)

3D Structure for HMDB0255502 (2,6-Dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra