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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:05:48 UTC

Update Date

2021-09-26 23:13:28 UTC

HMDB ID

HMDB0257237

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Riodipine

Description

3,5-dimethyl 4-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 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-dimethyl 4-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Riodipine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Riodipine 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


  Mrv1572004221605082D          

 26 27  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    2.0625    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
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639    1.3237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  7  2  0  0  0  0
 12  8  2  0  0  0  0
 12 11  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  2  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 19 18  1  0  0  0  0
 20 18  1  0  0  0  0
 21  9  1  0  0  0  0
 21 10  1  0  0  0  0
 22 16  2  0  0  0  0
 23 17  2  0  0  0  0
 24  3  1  0  0  0  0
 24 16  1  0  0  0  0
 25  4  1  0  0  0  0
 25 17  1  0  0  0  0
 26 12  1  0  0  0  0
 26 18  1  0  0  0  0
M  END

HMDB0257237
     RDKit          3D
Riodipine
 45 46  0  0  0  0  0  0  0  0999 V2000
   -2.9144   -4.1413   -0.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6794   -2.7819   -0.5880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5188   -2.1204   -0.9593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6901   -2.8041   -1.5817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3086   -0.6848   -0.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2377   -0.0274    0.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4901   -0.7225    0.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1245    1.3357    0.4018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9092    2.0034    0.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8039    3.4580    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0389    1.4073   -0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407    2.1458   -1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1898    1.6032   -1.6630 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597    3.4692   -0.6836 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4560    4.2851   -0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0509   -0.0111   -1.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0703   -0.8254   -0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542   -1.6034   -1.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8508   -2.3678   -1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2299   -2.3288    0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5332   -1.5409    1.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591   -0.7839    0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7039    0.0228    1.6051 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9317    0.1968    2.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1810   -0.0916    3.7422 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.2037    1.5515    3.2516 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846   -4.7665   -0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992   -4.3636   -0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6224   -4.3856   -1.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2596   -1.4986    1.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1207   -1.0558   -0.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1353    0.0228    1.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8726    1.8522    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7952    4.1330   -0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7407    3.7626    0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0069    3.6030    1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1736    5.3396   -0.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814    4.1640   -2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2799    4.0215   -0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0290   -0.0406   -2.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5470   -1.6916   -2.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017   -2.9866   -1.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0632   -2.9025    0.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8323   -1.5027    2.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7601   -0.3479    3.4126 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
 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  1  0
 24 25  1  0
 24 26  1  0
 16  5  1  0
 22 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
 10 34  1  0
 10 35  1  0
 10 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 24 45  1  0
M  END


  Mrv1572004221605082D          

 26 27  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    2.0625    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
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639    1.3237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  7  2  0  0  0  0
 12  8  2  0  0  0  0
 12 11  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  2  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 19 18  1  0  0  0  0
 20 18  1  0  0  0  0
 21  9  1  0  0  0  0
 21 10  1  0  0  0  0
 22 16  2  0  0  0  0
 23 17  2  0  0  0  0
 24  3  1  0  0  0  0
 24 16  1  0  0  0  0
 25  4  1  0  0  0  0
 25 17  1  0  0  0  0
 26 12  1  0  0  0  0
 26 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257237

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1OC(F)F)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C18H19F2NO5/c1-9-13(16(22)24-3)15(14(10(2)21-9)17(23)25-4)11-7-5-6-8-12(11)26-18(19)20/h5-8,15,18,21H,1-4H3

> <INCHI_KEY>
AZVFIZVKGSPGPK-UHFFFAOYSA-N

> <FORMULA>
C18H19F2NO5

> <MOLECULAR_WEIGHT>
367.349

> <EXACT_MASS>
367.123129042

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
34.320673888788484

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dimethyl 4-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

> <ALOGPS_LOGP>
2.80

> <JCHEM_LOGP>
2.644597070333333

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.46303012847608

> <JCHEM_PKA_STRONGEST_BASIC>
-5.12744019039463

> <JCHEM_POLAR_SURFACE_AREA>
73.86000000000001

> <JCHEM_REFRACTIVITY>
91.3121

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ryodipine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257237
     RDKit          3D
Riodipine
 45 46  0  0  0  0  0  0  0  0999 V2000
   -2.9144   -4.1413   -0.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6794   -2.7819   -0.5880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5188   -2.1204   -0.9593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6901   -2.8041   -1.5817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3086   -0.6848   -0.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2377   -0.0274    0.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4901   -0.7225    0.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1245    1.3357    0.4018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9092    2.0034    0.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8039    3.4580    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0389    1.4073   -0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407    2.1458   -1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1898    1.6032   -1.6630 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597    3.4692   -0.6836 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4560    4.2851   -0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0509   -0.0111   -1.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0703   -0.8254   -0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542   -1.6034   -1.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8508   -2.3678   -1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2299   -2.3288    0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5332   -1.5409    1.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591   -0.7839    0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7039    0.0228    1.6051 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9317    0.1968    2.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1810   -0.0916    3.7422 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.2037    1.5515    3.2516 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846   -4.7665   -0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992   -4.3636   -0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6224   -4.3856   -1.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2596   -1.4986    1.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1207   -1.0558   -0.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1353    0.0228    1.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8726    1.8522    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7952    4.1330   -0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7407    3.7626    0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0069    3.6030    1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1736    5.3396   -0.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814    4.1640   -2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2799    4.0215   -0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0290   -0.0406   -2.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5470   -1.6916   -2.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017   -2.9866   -1.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0632   -2.9025    0.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8323   -1.5027    2.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7601   -0.3479    3.4126 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
 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  1  0
 24 25  1  0
 24 26  1  0
 16  5  1  0
 22 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
 10 34  1  0
 10 35  1  0
 10 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 24 45  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         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   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   19  F   UNK     0       6.668   3.850   0.000  0.00  0.00           F+0
HETATM   20  F   UNK     0       8.002   1.540   0.000  0.00  0.00           F+0
HETATM   21  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.533   2.471   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5   11                                                       
CONECT    8    6   12                                                       
CONECT    9    1   13   21                                                  
CONECT   10    2   14   21                                                  
CONECT   11    7   12   15                                                  
CONECT   12    8   11   26                                                  
CONECT   13    9   15   16                                                  
CONECT   14   10   15   17                                                  
CONECT   15   11   13   14                                                  
CONECT   16   13   22   24                                                  
CONECT   17   14   23   25                                                  
CONECT   18   19   20   26                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21    9   10                                                       
CONECT   22   16                                                            
CONECT   23   17                                                            
CONECT   24    3   16                                                       
CONECT   25    4   17                                                       
CONECT   26   12   18                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0257237
HETATM    1  C1  UNL     1      -2.914  -4.141  -0.892  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.679  -2.782  -0.588  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.519  -2.120  -0.959  1.00  0.00           C  
HETATM    4  O2  UNL     1      -0.690  -2.804  -1.582  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.309  -0.685  -0.620  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.238  -0.027   0.043  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.490  -0.723   0.448  1.00  0.00           C  
HETATM    8  N1  UNL     1      -2.125   1.336   0.402  1.00  0.00           N  
HETATM    9  C6  UNL     1      -0.909   2.003   0.000  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.804   3.458   0.390  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.039   1.407  -0.652  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.241   2.146  -1.026  1.00  0.00           C  
HETATM   13  O3  UNL     1       2.190   1.603  -1.663  1.00  0.00           O  
HETATM   14  O4  UNL     1       1.360   3.469  -0.684  1.00  0.00           O  
HETATM   15  C10 UNL     1       2.456   4.285  -0.982  1.00  0.00           C  
HETATM   16  C11 UNL     1      -0.051  -0.011  -1.032  1.00  0.00           C  
HETATM   17  C12 UNL     1       1.070  -0.825  -0.531  1.00  0.00           C  
HETATM   18  C13 UNL     1       1.754  -1.603  -1.429  1.00  0.00           C  
HETATM   19  C14 UNL     1       2.851  -2.368  -1.008  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.230  -2.329   0.304  1.00  0.00           C  
HETATM   21  C16 UNL     1       2.533  -1.541   1.198  1.00  0.00           C  
HETATM   22  C17 UNL     1       1.459  -0.784   0.818  1.00  0.00           C  
HETATM   23  O5  UNL     1       0.704   0.023   1.605  1.00  0.00           O  
HETATM   24  C18 UNL     1       0.932   0.197   2.970  1.00  0.00           C  
HETATM   25  F1  UNL     1      -0.181  -0.092   3.742  1.00  0.00           F  
HETATM   26  F2  UNL     1       1.204   1.551   3.252  1.00  0.00           F  
HETATM   27  H1  UNL     1      -2.385  -4.767  -0.158  1.00  0.00           H  
HETATM   28  H2  UNL     1      -3.999  -4.364  -0.820  1.00  0.00           H  
HETATM   29  H3  UNL     1      -2.622  -4.386  -1.939  1.00  0.00           H  
HETATM   30  H4  UNL     1      -3.260  -1.499   1.183  1.00  0.00           H  
HETATM   31  H5  UNL     1      -4.121  -1.056  -0.366  1.00  0.00           H  
HETATM   32  H6  UNL     1      -4.135   0.023   1.017  1.00  0.00           H  
HETATM   33  H7  UNL     1      -2.873   1.852   0.931  1.00  0.00           H  
HETATM   34  H8  UNL     1      -0.795   4.133  -0.465  1.00  0.00           H  
HETATM   35  H9  UNL     1      -1.741   3.763   0.962  1.00  0.00           H  
HETATM   36  H10 UNL     1       0.007   3.603   1.132  1.00  0.00           H  
HETATM   37  H11 UNL     1       2.174   5.340  -0.726  1.00  0.00           H  
HETATM   38  H12 UNL     1       2.781   4.164  -2.016  1.00  0.00           H  
HETATM   39  H13 UNL     1       3.280   4.021  -0.264  1.00  0.00           H  
HETATM   40  H14 UNL     1      -0.029  -0.041  -2.138  1.00  0.00           H  
HETATM   41  H15 UNL     1       1.547  -1.692  -2.487  1.00  0.00           H  
HETATM   42  H16 UNL     1       3.402  -2.987  -1.698  1.00  0.00           H  
HETATM   43  H17 UNL     1       4.063  -2.903   0.652  1.00  0.00           H  
HETATM   44  H18 UNL     1       2.832  -1.503   2.260  1.00  0.00           H  
HETATM   45  H19 UNL     1       1.760  -0.348   3.413  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   16
CONECT    6    7    8
CONECT    7   30   31   32
CONECT    8    9   33
CONECT    9   10   11   11
CONECT   10   34   35   36
CONECT   11   12   16
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   37   38   39
CONECT   16   17   40
CONECT   17   18   18   22
CONECT   18   19   41
CONECT   19   20   20   42
CONECT   20   21   43
CONECT   21   22   22   44
CONECT   22   23
CONECT   23   24
CONECT   24   25   26   45
END

HMDB0257237
     RDKit          3D
Riodipine
 45 46  0  0  0  0  0  0  0  0999 V2000
   -2.9144   -4.1413   -0.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6794   -2.7819   -0.5880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5188   -2.1204   -0.9593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6901   -2.8041   -1.5817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3086   -0.6848   -0.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2377   -0.0274    0.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4901   -0.7225    0.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1245    1.3357    0.4018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9092    2.0034    0.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8039    3.4580    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0389    1.4073   -0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407    2.1458   -1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1898    1.6032   -1.6630 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597    3.4692   -0.6836 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4560    4.2851   -0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0509   -0.0111   -1.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0703   -0.8254   -0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542   -1.6034   -1.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8508   -2.3678   -1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2299   -2.3288    0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5332   -1.5409    1.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591   -0.7839    0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7039    0.0228    1.6051 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9317    0.1968    2.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1810   -0.0916    3.7422 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.2037    1.5515    3.2516 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846   -4.7665   -0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992   -4.3636   -0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6224   -4.3856   -1.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2596   -1.4986    1.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1207   -1.0558   -0.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1353    0.0228    1.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8726    1.8522    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7952    4.1330   -0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7407    3.7626    0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0069    3.6030    1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1736    5.3396   -0.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814    4.1640   -2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2799    4.0215   -0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0290   -0.0406   -2.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5470   -1.6916   -2.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017   -2.9866   -1.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0632   -2.9025    0.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8323   -1.5027    2.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7601   -0.3479    3.4126 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
 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  1  0
 24 25  1  0
 24 26  1  0
 16  5  1  0
 22 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
 10 34  1  0
 10 35  1  0
 10 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 24 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,5-Dimethyl 4-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid	Generator
2,6-Dimethyl-3,5-dimethoxycarbonyl-4-(O-difluoromethoxy)phenyl-1,4-dihydropyridine	MeSH
Foridon	MeSH
Ryodipine	MeSH
Riodipine	MeSH

Chemical Formula

C₁₈H₁₉F₂NO₅

Average Molecular Weight

367.349

Monoisotopic Molecular Weight

367.123129042

IUPAC Name

3,5-dimethyl 4-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Traditional Name

ryodipine

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1OC(F)F)C(=O)OC

InChI Identifier

InChI=1S/C18H19F2NO5/c1-9-13(16(22)24-3)15(14(10(2)21-9)17(23)25-4)11-7-5-6-8-12(11)26-18(19)20/h5-8,15,18,21H,1-4H3

InChI Key

AZVFIZVKGSPGPK-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
Phenoxy compound
Phenol ether
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Vinylogous amide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Secondary aliphatic amine
Enamine
Azacycle
Secondary amine
Organohalogen compound
Amine
Hydrocarbon derivative
Organic oxide
Alkyl halide
Organopnictogen compound
Alkyl fluoride
Carbonyl group
Organic oxygen compound
Organofluoride
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
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)

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	2.8	ALOGPS
logP	2.64	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	19.46	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	73.86 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	91.31 m³·mol⁻¹	ChemAxon
Polarizability	34.32 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]+	190.404	30932474
DeepCCS	[M-H]-	188.013	30932474
DeepCCS	[M-2H]-	222.098	30932474
DeepCCS	[M+Na]+	198.171	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Riodipine	COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1OC(F)F)C(=O)OC	3630.5	Standard polar	33892256
Riodipine	COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1OC(F)F)C(=O)OC	2282.4	Standard non polar	33892256
Riodipine	COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1OC(F)F)C(=O)OC	2384.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Riodipine,1TMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC=C1OC(F)F	2250.5	Semi standard non polar	33892256
Riodipine,1TMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC=C1OC(F)F	2007.0	Standard non polar	33892256
Riodipine,1TMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC=C1OC(F)F	2963.8	Standard polar	33892256
Riodipine,1TBDMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC=C1OC(F)F	2459.8	Semi standard non polar	33892256
Riodipine,1TBDMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC=C1OC(F)F	2270.1	Standard non polar	33892256
Riodipine,1TBDMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC=C1OC(F)F	3035.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Riodipine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-3029000000-3521c3cdb658a0329142	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Riodipine 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 - Riodipine 10V, Positive-QTOF	splash10-014i-0009000000-b1ee975557435c69f779	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riodipine 20V, Positive-QTOF	splash10-0fk9-1097000000-05b7c9b1072e4221ba8f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riodipine 40V, Positive-QTOF	splash10-0kp3-1190000000-dc9f38b6942ab24f5675	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riodipine 10V, Negative-QTOF	splash10-014i-0009000000-731750a9d3194e878314	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riodipine 20V, Negative-QTOF	splash10-014i-0119000000-920dacfa2f4f0916ea5c	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riodipine 40V, Negative-QTOF	splash10-00l6-5179000000-88967c836b35370a383f	2016-08-04	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

62136

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 Riodipine (HMDB0257237)

MOL for HMDB0257237 (Riodipine)

3D MOL for HMDB0257237 (Riodipine)

3D SDF for HMDB0257237 (Riodipine)

3D-SDF for HMDB0257237 (Riodipine)

PDB for HMDB0257237 (Riodipine)

3D PDB for HMDB0257237 (Riodipine)

SMILES for HMDB0257237 (Riodipine)

INCHI for HMDB0257237 (Riodipine)

Structure for HMDB0257237 (Riodipine)

3D Structure for HMDB0257237 (Riodipine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra