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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:19:01 UTC

Update Date

2021-09-26 22:56:56 UTC

HMDB ID

HMDB0247310

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate

Description

Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate, also known as BAYK8644 or 3-pyridinecarboxylic acid, 1,4-dihydro-2,6-dimethyl-5-nitro-4-(2-(trifluoromethyl)phenyl)-, methyl ester, belongs to the class of organic compounds known as trifluoromethylbenzenes. These are organofluorine compounds that contain a benzene ring substituted with one or more trifluoromethyl groups. Based on a literature review very few articles have been published on Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate 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


  Mrv1652309112102192D          

 25 26  0  0  0  0            999 V2000
    1.1278   -0.4716    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
    0.0000   -1.6500    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
    0.7145   -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  0  0  0  0  0  0  0  0  0  0  0
    2.2593   -2.7078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744   -3.7410    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.6817   -4.2235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6280   -4.5276    0.0000 O   0  5  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
   -1.5041   -1.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7873   -0.6229    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6413   -1.8506    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3965   -1.5302    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3430   -0.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1916   -0.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2680    0.0640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4790    0.4141    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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  4 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  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  CHG  2   9   1  11  -1
M  END

HMDB0247694
     RDKit          3D
Methyl (4R)-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyr...
 40 41  0  0  0  0  0  0  0  0999 V2000
    3.0992    3.2231    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7725    1.8527    0.1879 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5437    1.3877   -0.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7862    2.2169   -0.8396 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1351    0.0058   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9711   -0.8243    0.4198 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2923   -0.4043    0.9729 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6010   -2.1816    0.6150 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -2.6414    0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0535   -4.0540    0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4600   -1.8425   -0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7467   -2.3270   -0.8738 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.7486   -2.9375   -1.9606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8691   -2.1215   -0.1472 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.1773   -0.4190   -0.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2387    0.3822   -0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3088    0.3211    1.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996    1.0821    1.9817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0312    1.9169    1.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9614    1.9735   -0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0672    1.2099   -0.8439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0684    1.2279   -2.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3851   -0.0462   -2.8255 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0528    1.7996   -2.9629 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2087    1.9831   -2.6857 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9254    3.3706   -0.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2153    3.8239   -0.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4556    3.6185    1.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8165   -1.3108    1.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862   -0.0810    0.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2263    0.3012    1.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2674   -2.8462    1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0780   -4.2345    0.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6251   -4.7221   -0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0097   -4.2448    1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1115   -0.3512   -1.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581   -0.3328    1.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2729    1.0530    3.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7583    2.5462    1.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6105    2.6268   -0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 16 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  1  0
 22 25  1  0
 15  5  1  0
 21 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
M  CHG  2  12   1  14  -1
M  END


  Mrv1652309112102192D          

 25 26  0  0  0  0            999 V2000
    1.1278   -0.4716    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
    0.0000   -1.6500    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
    0.7145   -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  0  0  0  0  0  0  0  0  0  0  0
    2.2593   -2.7078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744   -3.7410    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.6817   -4.2235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6280   -4.5276    0.0000 O   0  5  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
   -1.5041   -1.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7873   -0.6229    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6413   -1.8506    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3965   -1.5302    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3430   -0.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1916   -0.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2680    0.0640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4790    0.4141    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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  4 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  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  CHG  2   9   1  11  -1
M  END
> <DATABASE_ID>
HMDB0247310

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1C(F)(F)F)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H15F3N2O4/c1-8-12(15(22)25-3)13(14(21(23)24)9(2)20-8)10-6-4-5-7-11(10)16(17,18)19/h4-7,13,20H,1-3H3

> <INCHI_KEY>
ZFLWDHHVRRZMEI-UHFFFAOYSA-N

> <FORMULA>
C16H15F3N2O4

> <MOLECULAR_WEIGHT>
356.301

> <EXACT_MASS>
356.09839146

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.98905923382972

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate

> <ALOGPS_LOGP>
3.18

> <JCHEM_LOGP>
2.2073892823333336

> <ALOGPS_LOGS>
-5.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.551163137951523

> <JCHEM_PKA_STRONGEST_BASIC>
-6.949450782892974

> <JCHEM_POLAR_SURFACE_AREA>
81.47000000000001

> <JCHEM_REFRACTIVITY>
85.33680000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247694
     RDKit          3D
Methyl (4R)-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyr...
 40 41  0  0  0  0  0  0  0  0999 V2000
    3.0992    3.2231    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7725    1.8527    0.1879 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5437    1.3877   -0.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7862    2.2169   -0.8396 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1351    0.0058   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9711   -0.8243    0.4198 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2923   -0.4043    0.9729 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6010   -2.1816    0.6150 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -2.6414    0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0535   -4.0540    0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4600   -1.8425   -0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7467   -2.3270   -0.8738 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.7486   -2.9375   -1.9606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8691   -2.1215   -0.1472 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.1773   -0.4190   -0.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2387    0.3822   -0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3088    0.3211    1.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996    1.0821    1.9817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0312    1.9169    1.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9614    1.9735   -0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0672    1.2099   -0.8439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0684    1.2279   -2.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3851   -0.0462   -2.8255 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0528    1.7996   -2.9629 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2087    1.9831   -2.6857 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9254    3.3706   -0.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2153    3.8239   -0.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4556    3.6185    1.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8165   -1.3108    1.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862   -0.0810    0.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2263    0.3012    1.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2674   -2.8462    1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0780   -4.2345    0.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6251   -4.7221   -0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0097   -4.2448    1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1115   -0.3512   -1.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581   -0.3328    1.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2729    1.0530    3.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7583    2.5462    1.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6105    2.6268   -0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 16 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  1  0
 22 25  1  0
 15  5  1  0
 21 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
M  CHG  2  12   1  14  -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       2.105  -0.880   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  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -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       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       4.217  -5.055   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       1.819  -6.983   0.000  0.00  0.00           N+1
HETATM   10  O   UNK     0       3.139  -7.884   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.172  -8.452   0.000  0.00  0.00           O-1
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  C   UNK     0      -2.808  -2.933   0.000  0.00  0.00           C+0
HETATM   19  F   UNK     0      -3.336  -1.163   0.000  0.00  0.00           F+0
HETATM   20  F   UNK     0      -1.197  -3.454   0.000  0.00  0.00           F+0
HETATM   21  F   UNK     0      -4.474  -2.856   0.000  0.00  0.00           F+0
HETATM   22  C   UNK     0      -0.640  -1.517   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.224  -1.554   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.500   0.119   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.894   0.773   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   22                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6                                                            
CONECT    9    5   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    4   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   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
CONECT   22    3   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0247694
HETATM    1  C1  UNL     1       3.099   3.223   0.040  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.773   1.853   0.188  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.544   1.388  -0.295  1.00  0.00           C  
HETATM    4  O2  UNL     1       0.786   2.217  -0.840  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.135   0.006  -0.184  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.971  -0.824   0.420  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.292  -0.404   0.973  1.00  0.00           C  
HETATM    8  N1  UNL     1       1.601  -2.182   0.615  1.00  0.00           N  
HETATM    9  C6  UNL     1       0.357  -2.641   0.170  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.054  -4.054   0.371  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.460  -1.843  -0.424  1.00  0.00           C  
HETATM   12  N2  UNL     1      -1.747  -2.327  -0.874  1.00  0.00           N1+
HETATM   13  O3  UNL     1      -1.749  -2.937  -1.961  1.00  0.00           O  
HETATM   14  O4  UNL     1      -2.869  -2.122  -0.147  1.00  0.00           O1-
HETATM   15  C9  UNL     1      -0.177  -0.419  -0.765  1.00  0.00           C  
HETATM   16  C10 UNL     1      -1.239   0.382  -0.141  1.00  0.00           C  
HETATM   17  C11 UNL     1      -1.309   0.321   1.258  1.00  0.00           C  
HETATM   18  C12 UNL     1      -2.200   1.082   1.982  1.00  0.00           C  
HETATM   19  C13 UNL     1      -3.031   1.917   1.280  1.00  0.00           C  
HETATM   20  C14 UNL     1      -2.961   1.974  -0.089  1.00  0.00           C  
HETATM   21  C15 UNL     1      -2.067   1.210  -0.844  1.00  0.00           C  
HETATM   22  C16 UNL     1      -2.068   1.228  -2.299  1.00  0.00           C  
HETATM   23  F1  UNL     1      -2.385  -0.046  -2.825  1.00  0.00           F  
HETATM   24  F2  UNL     1      -1.053   1.800  -2.963  1.00  0.00           F  
HETATM   25  F3  UNL     1      -3.209   1.983  -2.686  1.00  0.00           F  
HETATM   26  H1  UNL     1       3.925   3.371  -0.689  1.00  0.00           H  
HETATM   27  H2  UNL     1       2.215   3.824  -0.253  1.00  0.00           H  
HETATM   28  H3  UNL     1       3.456   3.618   1.027  1.00  0.00           H  
HETATM   29  H4  UNL     1       3.817  -1.311   1.401  1.00  0.00           H  
HETATM   30  H5  UNL     1       3.986  -0.081   0.149  1.00  0.00           H  
HETATM   31  H6  UNL     1       3.226   0.301   1.805  1.00  0.00           H  
HETATM   32  H7  UNL     1       2.267  -2.846   1.097  1.00  0.00           H  
HETATM   33  H8  UNL     1      -1.078  -4.235   0.052  1.00  0.00           H  
HETATM   34  H9  UNL     1       0.625  -4.722  -0.196  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.010  -4.245   1.476  1.00  0.00           H  
HETATM   36  H11 UNL     1      -0.111  -0.351  -1.848  1.00  0.00           H  
HETATM   37  H12 UNL     1      -0.658  -0.333   1.816  1.00  0.00           H  
HETATM   38  H13 UNL     1      -2.273   1.053   3.058  1.00  0.00           H  
HETATM   39  H14 UNL     1      -3.758   2.546   1.799  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.611   2.627  -0.653  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   15
CONECT    6    7    8
CONECT    7   29   30   31
CONECT    8    9   32
CONECT    9   10   11   11
CONECT   10   33   34   35
CONECT   11   12   15
CONECT   12   13   13   14
CONECT   15   16   36
CONECT   16   17   17   21
CONECT   17   18   37
CONECT   18   19   19   38
CONECT   19   20   39
CONECT   20   21   21   40
CONECT   21   22
CONECT   22   23   24   25
END

HMDB0247694
     RDKit          3D
Methyl (4R)-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyr...
 40 41  0  0  0  0  0  0  0  0999 V2000
    3.0992    3.2231    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7725    1.8527    0.1879 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5437    1.3877   -0.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7862    2.2169   -0.8396 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1351    0.0058   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9711   -0.8243    0.4198 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2923   -0.4043    0.9729 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6010   -2.1816    0.6150 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -2.6414    0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0535   -4.0540    0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4600   -1.8425   -0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7467   -2.3270   -0.8738 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.7486   -2.9375   -1.9606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8691   -2.1215   -0.1472 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.1773   -0.4190   -0.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2387    0.3822   -0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3088    0.3211    1.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996    1.0821    1.9817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0312    1.9169    1.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9614    1.9735   -0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0672    1.2099   -0.8439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0684    1.2279   -2.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3851   -0.0462   -2.8255 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0528    1.7996   -2.9629 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2087    1.9831   -2.6857 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9254    3.3706   -0.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2153    3.8239   -0.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4556    3.6185    1.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8165   -1.3108    1.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862   -0.0810    0.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2263    0.3012    1.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2674   -2.8462    1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0780   -4.2345    0.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6251   -4.7221   -0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0097   -4.2448    1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1115   -0.3512   -1.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581   -0.3328    1.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2729    1.0530    3.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7583    2.5462    1.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6105    2.6268   -0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 16 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  1  0
 22 25  1  0
 15  5  1  0
 21 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
M  CHG  2  12   1  14  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
BayK8644	Kegg
Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylic acid	Generator
3-Pyridinecarboxylic acid, 1,4-dihydro-2,6-dimethyl-5-nitro-4-(2-(trifluoromethyl)phenyl)-, methyl ester	HMDB
Bay K 8644	HMDB
Bay K8644	HMDB
Bay R 5417	HMDB
Bay R5417	HMDB
Bay-K-8644	HMDB
Bay-K-8644, (+)-isomer	HMDB
Bay-K-8644, (+-)-isomer	HMDB
Bay-K-8644, (-)-isomer	HMDB
Bay-K8644	HMDB
Bay-R-5417	HMDB
R5417, Bay	HMDB

Chemical Formula

C₁₆H₁₅F₃N₂O₄

Average Molecular Weight

356.301

Monoisotopic Molecular Weight

356.09839146

IUPAC Name

methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate

Traditional Name

methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1C(F)(F)F)[N+]([O-])=O

InChI Identifier

InChI=1S/C16H15F3N2O4/c1-8-12(15(22)25-3)13(14(21(23)24)9(2)20-8)10-6-4-5-7-11(10)16(17,18)19/h4-7,13,20H,1-3H3

InChI Key

ZFLWDHHVRRZMEI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trifluoromethylbenzenes. These are organofluorine compounds that contain a benzene ring substituted with one or more trifluoromethyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Trifluoromethylbenzenes

Direct Parent

Trifluoromethylbenzenes

Alternative Parents

Substituents

Trifluoromethylbenzene
Dihydropyridinecarboxylic acid derivative
Dihydropyridine
Hydropyridine
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous amide
Organic nitro compound
Carboxylic acid ester
C-nitro compound
Amino acid or derivatives
Allyl-type 1,3-dipolar organic compound
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Secondary amine
Carboxylic acid derivative
Secondary aliphatic amine
Enamine
Organic oxoazanium
Monocarboxylic acid or derivatives
Azacycle
Amine
Organohalogen compound
Organopnictogen compound
Organofluoride
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alkyl fluoride
Alkyl halide
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

dihydropyridine (CHEBI:34555 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	3.18	ALOGPS
logP	2.21	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	18.55	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	81.47 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	85.34 m³·mol⁻¹	ChemAxon
Polarizability	30.99 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]+	181.431	30932474
DeepCCS	[M-H]-	179.073	30932474
DeepCCS	[M-2H]-	211.958	30932474
DeepCCS	[M+Na]+	187.524	30932474
AllCCS	[M+H]+	178.4	32859911
AllCCS	[M+H-H2O]+	175.3	32859911
AllCCS	[M+NH4]+	181.3	32859911
AllCCS	[M+Na]+	182.1	32859911
AllCCS	[M-H]-	178.0	32859911
AllCCS	[M+Na-2H]-	177.5	32859911
AllCCS	[M+HCOO]-	177.2	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate,1TMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C([N+](=O)[O-])C1C1=CC=CC=C1C(F)(F)F	2188.5	Semi standard non polar	33892256
Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate,1TMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C([N+](=O)[O-])C1C1=CC=CC=C1C(F)(F)F	2239.6	Standard non polar	33892256
Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate,1TMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C([N+](=O)[O-])C1C1=CC=CC=C1C(F)(F)F	2671.8	Standard polar	33892256
Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate,1TBDMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C([N+](=O)[O-])C1C1=CC=CC=C1C(F)(F)F	2378.9	Semi standard non polar	33892256
Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate,1TBDMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C([N+](=O)[O-])C1C1=CC=CC=C1C(F)(F)F	2438.8	Standard non polar	33892256
Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate,1TBDMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C([N+](=O)[O-])C1C1=CC=CC=C1C(F)(F)F	2708.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-07bg-2189000000-ff44dafcbc20595e848f	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate 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

2213

KEGG Compound ID

C13758

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2303

PDB ID

Not Available

ChEBI ID

131345

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 Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate (HMDB0247310)

MOL for HMDB0247310 (Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate)

3D MOL for HMDB0247310 (Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate)

3D SDF for HMDB0247310 (Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate)

3D-SDF for HMDB0247310 (Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate)

PDB for HMDB0247310 (Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate)

3D PDB for HMDB0247310 (Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate)

SMILES for HMDB0247310 (Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate)

INCHI for HMDB0247310 (Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate)

Structure for HMDB0247310 (Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate)

3D Structure for HMDB0247310 (Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra