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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:25:44 UTC

Update Date

2021-09-26 23:11:35 UTC

HMDB ID

HMDB0256128

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pargeverine

Description

2-(dimethylamino)ethyl 2,2-diphenyl-2-(prop-2-yn-1-yloxy)acetate, also known as viadil, belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. Based on a literature review very few articles have been published on 2-(dimethylamino)ethyl 2,2-diphenyl-2-(prop-2-yn-1-yloxy)acetate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pargeverine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pargeverine 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

HMDB0256128
     RDKit          3D
Pargeverine
 48 49  0  0  0  0  0  0  0  0999 V2000
   -3.9376   -2.3621    3.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -1.7397    3.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9043   -0.9476    2.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1077   -0.9823    1.1681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2452   -0.2593    0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1497   -0.6192    0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4696   -1.6202    1.1883 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2121    0.0470   -0.0807 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5650   -0.3725    0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236    0.5410   -0.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8739    0.0423   -0.3637 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084   -1.2234   -1.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1347   -0.1598    1.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5907    1.1742    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7797    1.6014    1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1378    2.9282    1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3108    3.9079    0.6460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1368    3.5403    0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8009    2.1897   -0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7010   -0.6626   -1.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134   -1.0298   -2.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2816   -1.3929   -3.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6296   -1.3666   -3.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5458   -1.0038   -2.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0706   -0.6505   -1.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7457   -2.8894    4.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0014   -1.5243    2.8722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9430    0.0338    2.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7618   -0.2913    1.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7195   -1.4230   -0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5029    1.5539   -0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3926    0.6193   -1.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6688   -1.2137   -2.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2233   -1.3528   -1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7643   -2.0689   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8554   -1.1976    1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2219   -0.0677    1.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6137    0.6152    1.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4316    0.8477    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0588    3.2436    1.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5891    4.9707    0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4965    4.3273   -0.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417    1.9504   -0.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289   -1.0382   -1.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5324   -1.6692   -4.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9792   -1.6478   -4.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5908   -0.9998   -2.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7492   -0.3581   -0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  5 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  5 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 19 14  1  0
 25 20  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
M  END


  Mrv1652309112118262D          

 25 26  0  0  0  0            999 V2000
   -3.0789    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 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
 10 15  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
  9 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  3  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256128

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCOC(=O)C(OCC#C)(C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H23NO3/c1-4-16-25-21(18-11-7-5-8-12-18,19-13-9-6-10-14-19)20(23)24-17-15-22(2)3/h1,5-14H,15-17H2,2-3H3

> <INCHI_KEY>
QNPHCSSJLHAKSA-UHFFFAOYSA-N

> <FORMULA>
C21H23NO3

> <MOLECULAR_WEIGHT>
337.419

> <EXACT_MASS>
337.167793605

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
37.49287860789741

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(dimethylamino)ethyl 2,2-diphenyl-2-(prop-2-yn-1-yloxy)acetate

> <ALOGPS_LOGP>
3.42

> <JCHEM_LOGP>
3.5932952159999996

> <ALOGPS_LOGS>
-4.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.417970119094417

> <JCHEM_POLAR_SURFACE_AREA>
38.769999999999996

> <JCHEM_REFRACTIVITY>
98.60170000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(dimethylamino)ethyl diphenyl(prop-2-yn-1-yloxy)acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0256128
     RDKit          3D
Pargeverine
 48 49  0  0  0  0  0  0  0  0999 V2000
   -3.9376   -2.3621    3.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -1.7397    3.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9043   -0.9476    2.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1077   -0.9823    1.1681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2452   -0.2593    0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1497   -0.6192    0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4696   -1.6202    1.1883 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2121    0.0470   -0.0807 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5650   -0.3725    0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236    0.5410   -0.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8739    0.0423   -0.3637 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084   -1.2234   -1.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1347   -0.1598    1.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5907    1.1742    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7797    1.6014    1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1378    2.9282    1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3108    3.9079    0.6460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1368    3.5403    0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8009    2.1897   -0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7010   -0.6626   -1.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134   -1.0298   -2.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2816   -1.3929   -3.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6296   -1.3666   -3.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5458   -1.0038   -2.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0706   -0.6505   -1.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7457   -2.8894    4.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0014   -1.5243    2.8722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9430    0.0338    2.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7618   -0.2913    1.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7195   -1.4230   -0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5029    1.5539   -0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3926    0.6193   -1.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6688   -1.2137   -2.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2233   -1.3528   -1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7643   -2.0689   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8554   -1.1976    1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2219   -0.0677    1.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6137    0.6152    1.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4316    0.8477    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0588    3.2436    1.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5891    4.9707    0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4965    4.3273   -0.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417    1.9504   -0.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289   -1.0382   -1.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5324   -1.6692   -4.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9792   -1.6478   -4.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5908   -0.9998   -2.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7492   -0.3581   -0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  5 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  5 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 19 14  1  0
 25 20  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -5.747   7.700   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -4.414   6.930   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -3.080   7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.414   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.080   4.620   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.080   3.080   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.746   2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.413   3.080   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.746   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.746  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.413  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.413  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.746  -3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.080  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.080  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.286   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.056  -0.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.596  -0.564   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.366   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.596   2.104   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.056   2.104   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.206   0.770   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.644  -0.564   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   16   22                                             
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    9   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22    9   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0256128
HETATM    1  C1  UNL     1      -3.938  -2.362   3.592  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.020  -1.740   3.109  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.904  -0.948   2.506  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.108  -0.982   1.168  1.00  0.00           O  
HETATM    5  C4  UNL     1      -1.245  -0.259   0.355  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.150  -0.619   0.492  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.470  -1.620   1.188  1.00  0.00           O  
HETATM    8  O3  UNL     1       1.212   0.047  -0.081  1.00  0.00           O  
HETATM    9  C6  UNL     1       2.565  -0.372   0.105  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.524   0.541  -0.602  1.00  0.00           C  
HETATM   11  N1  UNL     1       4.874   0.042  -0.364  1.00  0.00           N  
HETATM   12  C8  UNL     1       5.108  -1.223  -1.035  1.00  0.00           C  
HETATM   13  C9  UNL     1       5.135  -0.160   1.049  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.591   1.174   0.456  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.780   1.601   1.055  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.138   2.928   1.152  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.311   3.908   0.646  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.137   3.540   0.051  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.801   2.190  -0.033  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.701  -0.663  -1.044  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.813  -1.030  -2.020  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.282  -1.393  -3.295  1.00  0.00           C  
HETATM   23  C19 UNL     1      -2.630  -1.367  -3.519  1.00  0.00           C  
HETATM   24  C20 UNL     1      -3.546  -1.004  -2.562  1.00  0.00           C  
HETATM   25  C21 UNL     1      -3.071  -0.651  -1.319  1.00  0.00           C  
HETATM   26  H1  UNL     1      -4.746  -2.889   4.021  1.00  0.00           H  
HETATM   27  H2  UNL     1      -1.001  -1.524   2.872  1.00  0.00           H  
HETATM   28  H3  UNL     1      -1.943   0.034   2.993  1.00  0.00           H  
HETATM   29  H4  UNL     1       2.762  -0.291   1.196  1.00  0.00           H  
HETATM   30  H5  UNL     1       2.719  -1.423  -0.194  1.00  0.00           H  
HETATM   31  H6  UNL     1       3.503   1.554  -0.142  1.00  0.00           H  
HETATM   32  H7  UNL     1       3.393   0.619  -1.682  1.00  0.00           H  
HETATM   33  H8  UNL     1       4.669  -1.214  -2.046  1.00  0.00           H  
HETATM   34  H9  UNL     1       6.223  -1.353  -1.146  1.00  0.00           H  
HETATM   35  H10 UNL     1       4.764  -2.069  -0.401  1.00  0.00           H  
HETATM   36  H11 UNL     1       4.855  -1.198   1.320  1.00  0.00           H  
HETATM   37  H12 UNL     1       6.222  -0.068   1.226  1.00  0.00           H  
HETATM   38  H13 UNL     1       4.614   0.615   1.636  1.00  0.00           H  
HETATM   39  H14 UNL     1      -3.432   0.848   1.448  1.00  0.00           H  
HETATM   40  H15 UNL     1      -4.059   3.244   1.618  1.00  0.00           H  
HETATM   41  H16 UNL     1      -2.589   4.971   0.719  1.00  0.00           H  
HETATM   42  H17 UNL     1      -0.496   4.327  -0.344  1.00  0.00           H  
HETATM   43  H18 UNL     1       0.142   1.950  -0.525  1.00  0.00           H  
HETATM   44  H19 UNL     1       0.229  -1.038  -1.796  1.00  0.00           H  
HETATM   45  H20 UNL     1      -0.532  -1.669  -4.011  1.00  0.00           H  
HETATM   46  H21 UNL     1      -2.979  -1.648  -4.501  1.00  0.00           H  
HETATM   47  H22 UNL     1      -4.591  -1.000  -2.787  1.00  0.00           H  
HETATM   48  H23 UNL     1      -3.749  -0.358  -0.524  1.00  0.00           H  
CONECT    1    2    2    2   26
CONECT    2    3
CONECT    3    4   27   28
CONECT    4    5
CONECT    5    6   14   20
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   29   30
CONECT   10   11   31   32
CONECT   11   12   13
CONECT   12   33   34   35
CONECT   13   36   37   38
CONECT   14   15   15   19
CONECT   15   16   39
CONECT   16   17   17   40
CONECT   17   18   41
CONECT   18   19   19   42
CONECT   19   43
CONECT   20   21   21   25
CONECT   21   22   44
CONECT   22   23   23   45
CONECT   23   24   46
CONECT   24   25   25   47
CONECT   25   48
END

HMDB0256128
     RDKit          3D
Pargeverine
 48 49  0  0  0  0  0  0  0  0999 V2000
   -3.9376   -2.3621    3.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -1.7397    3.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9043   -0.9476    2.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1077   -0.9823    1.1681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2452   -0.2593    0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1497   -0.6192    0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4696   -1.6202    1.1883 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2121    0.0470   -0.0807 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5650   -0.3725    0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236    0.5410   -0.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8739    0.0423   -0.3637 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084   -1.2234   -1.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1347   -0.1598    1.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5907    1.1742    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7797    1.6014    1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1378    2.9282    1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3108    3.9079    0.6460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1368    3.5403    0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8009    2.1897   -0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7010   -0.6626   -1.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134   -1.0298   -2.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2816   -1.3929   -3.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6296   -1.3666   -3.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5458   -1.0038   -2.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0706   -0.6505   -1.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7457   -2.8894    4.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0014   -1.5243    2.8722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9430    0.0338    2.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7618   -0.2913    1.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7195   -1.4230   -0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5029    1.5539   -0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3926    0.6193   -1.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6688   -1.2137   -2.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2233   -1.3528   -1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7643   -2.0689   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8554   -1.1976    1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2219   -0.0677    1.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6137    0.6152    1.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4316    0.8477    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0588    3.2436    1.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5891    4.9707    0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4965    4.3273   -0.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417    1.9504   -0.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289   -1.0382   -1.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5324   -1.6692   -4.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9792   -1.6478   -4.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5908   -0.9998   -2.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7492   -0.3581   -0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  5 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  5 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 19 14  1  0
 25 20  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Viadil	Kegg
2-(Dimethylamino)ethyl 2,2-diphenyl-2-(prop-2-yn-1-yloxy)acetic acid	Generator
Propinox	MeSH
Propinoxate	MeSH

Chemical Formula

C₂₁H₂₃NO₃

Average Molecular Weight

337.419

Monoisotopic Molecular Weight

337.167793605

IUPAC Name

2-(dimethylamino)ethyl 2,2-diphenyl-2-(prop-2-yn-1-yloxy)acetate

Traditional Name

2-(dimethylamino)ethyl diphenyl(prop-2-yn-1-yloxy)acetate

CAS Registry Number

Not Available

SMILES

CN(C)CCOC(=O)C(OCC#C)(C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C21H23NO3/c1-4-16-25-21(18-11-7-5-8-12-18,19-13-9-6-10-14-19)20(23)24-17-15-22(2)3/h1,5-14H,15-17H2,2-3H3

InChI Key

QNPHCSSJLHAKSA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Benzylether
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Dialkyl ether
Acetylide
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Amine
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	3.42	ALOGPS
logP	3.59	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	8.42	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.77 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	98.6 m³·mol⁻¹	ChemAxon
Polarizability	37.49 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	176.603	30932474
DeepCCS	[M-H]-	174.245	30932474
DeepCCS	[M-2H]-	207.809	30932474
DeepCCS	[M+Na]+	183.202	30932474
AllCCS	[M+H]+	179.5	32859911
AllCCS	[M+H-H2O]+	176.3	32859911
AllCCS	[M+NH4]+	182.5	32859911
AllCCS	[M+Na]+	183.3	32859911
AllCCS	[M-H]-	186.2	32859911
AllCCS	[M+Na-2H]-	186.1	32859911
AllCCS	[M+HCOO]-	186.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pargeverine	CN(C)CCOC(=O)C(OCC#C)(C1=CC=CC=C1)C1=CC=CC=C1	3061.3	Standard polar	33892256
Pargeverine	CN(C)CCOC(=O)C(OCC#C)(C1=CC=CC=C1)C1=CC=CC=C1	2269.3	Standard non polar	33892256
Pargeverine	CN(C)CCOC(=O)C(OCC#C)(C1=CC=CC=C1)C1=CC=CC=C1	2257.6	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 - Pargeverine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-3090000000-c124215e3f1b2c486718	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pargeverine 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

16732

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 Pargeverine (HMDB0256128)

MOL for HMDB0256128 (Pargeverine)

3D MOL for HMDB0256128 (Pargeverine)

3D SDF for HMDB0256128 (Pargeverine)

3D-SDF for HMDB0256128 (Pargeverine)

PDB for HMDB0256128 (Pargeverine)

3D PDB for HMDB0256128 (Pargeverine)

SMILES for HMDB0256128 (Pargeverine)

INCHI for HMDB0256128 (Pargeverine)

Structure for HMDB0256128 (Pargeverine)

3D Structure for HMDB0256128 (Pargeverine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra