Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:01:26 UTC

Update Date

2021-09-26 23:08:45 UTC

HMDB ID

HMDB0254640

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Methylenedioxypyrovalerone

Description

1-(2H-1,3-benzodioxol-5-yl)-2-(pyrrolidin-1-yl)pentan-1-one belongs to the class of organic compounds known as butyrophenones. Butyrophenones are compounds containing 1-phenylbutan-1-one moiety. Based on a literature review very few articles have been published on 1-(2H-1,3-benzodioxol-5-yl)-2-(pyrrolidin-1-yl)pentan-1-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). Methylenedioxypyrovalerone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Methylenedioxypyrovalerone 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

HMDB0254640
     RDKit          3D
Methylenedioxypyrovalerone
 41 43  0  0  0  0  0  0  0  0999 V2000
   -2.5764    3.1856    0.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419    2.1333    0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1000    1.2193   -0.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1563    0.1118   -1.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956    0.6793   -1.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223    1.3854   -2.6579 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4409    0.5776   -1.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4594    1.2852   -1.7170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7296    1.2185   -1.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0899    0.4913   -0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0961   -0.2232    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7991   -0.1609    0.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6836   -0.8862    1.6430 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0698   -0.9255    1.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2610    0.2378    0.6003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9826   -0.9361   -0.1628 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0822   -2.2184   -0.8544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0844   -3.0586   -0.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7564   -2.1765    0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7621   -1.0328    1.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2427    2.8429    1.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2567    3.4442   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1158    4.1482    1.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    2.7198    0.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1723    1.7224    1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0296    0.7769   -0.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946    1.7981   -1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6936   -0.2955   -1.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2240    1.8519   -2.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5389    1.7692   -1.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0593   -0.7145    0.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3362   -1.7789    0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6897   -0.9273    2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4619   -2.0540   -1.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0891   -2.7013   -0.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5767   -3.9330    0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8522   -3.5092   -0.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7553   -1.7977    0.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8750   -2.7466    1.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874   -1.3322    1.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3507   -0.1905    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
  4 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 12  7  1  0
 20 16  1  0
 15 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  8 29  1  0
  9 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
M  END


  Mrv1652306031609482D          

 20 22  0  0  0  0            999 V2000
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.2695    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
    0.0000    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
   -2.0964   -0.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7615   -0.4849    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
    2.6985    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  2  1  0  0  0  0
  7  6  2  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
 12  6  1  0  0  0  0
 12 10  2  0  0  0  0
 13  5  1  0  0  0  0
 14  7  1  0  0  0  0
 15 10  1  0  0  0  0
 15 14  2  0  0  0  0
 16 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17  8  1  0  0  0  0
 17  9  1  0  0  0  0
 17 13  1  0  0  0  0
 18 16  2  0  0  0  0
 19 11  1  0  0  0  0
 19 14  1  0  0  0  0
 20 11  1  0  0  0  0
 20 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254640

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(N1CCCC1)C(=O)C1=CC2=C(OCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H21NO3/c1-2-5-13(17-8-3-4-9-17)16(18)12-6-7-14-15(10-12)20-11-19-14/h6-7,10,13H,2-5,8-9,11H2,1H3

> <INCHI_KEY>
SYHGEUNFJIGTRX-UHFFFAOYSA-N

> <FORMULA>
C16H21NO3

> <MOLECULAR_WEIGHT>
275.348

> <EXACT_MASS>
275.15214354

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
30.382129192784266

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(2H-1,3-benzodioxol-5-yl)-2-(pyrrolidin-1-yl)pentan-1-one

> <ALOGPS_LOGP>
2.88

> <JCHEM_LOGP>
2.987278059666668

> <ALOGPS_LOGS>
-2.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.9094214464726

> <JCHEM_PKA_STRONGEST_BASIC>
7.3124837333483725

> <JCHEM_POLAR_SURFACE_AREA>
38.77

> <JCHEM_REFRACTIVITY>
76.8166

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.57e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methylenedioxypyrovalerone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0254640
     RDKit          3D
Methylenedioxypyrovalerone
 41 43  0  0  0  0  0  0  0  0999 V2000
   -2.5764    3.1856    0.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419    2.1333    0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1000    1.2193   -0.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1563    0.1118   -1.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956    0.6793   -1.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223    1.3854   -2.6579 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4409    0.5776   -1.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4594    1.2852   -1.7170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7296    1.2185   -1.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0899    0.4913   -0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0961   -0.2232    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7991   -0.1609    0.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6836   -0.8862    1.6430 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0698   -0.9255    1.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2610    0.2378    0.6003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9826   -0.9361   -0.1628 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0822   -2.2184   -0.8544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0844   -3.0586   -0.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7564   -2.1765    0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7621   -1.0328    1.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2427    2.8429    1.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2567    3.4442   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1158    4.1482    1.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    2.7198    0.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1723    1.7224    1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0296    0.7769   -0.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946    1.7981   -1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6936   -0.2955   -1.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2240    1.8519   -2.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5389    1.7692   -1.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0593   -0.7145    0.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3362   -1.7789    0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6897   -0.9273    2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4619   -2.0540   -1.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0891   -2.7013   -0.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5767   -3.9330    0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8522   -3.5092   -0.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7553   -1.7977    0.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8750   -2.7466    1.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874   -1.3322    1.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3507   -0.1905    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
  4 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 12  7  1  0
 20 16  1  0
 15 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  8 29  1  0
  9 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.437  -2.370   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.897  -2.370   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.913  -0.905   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.421  -0.905   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       5.037   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   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  N   UNK     0      -2.667   0.000   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.132  -0.476   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.132   2.016   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    5                                                       
CONECT    3    4    8                                                       
CONECT    4    3    9                                                       
CONECT    5    2   13                                                       
CONECT    6    7   12                                                       
CONECT    7    6   14                                                       
CONECT    8    3   17                                                       
CONECT    9    4   17                                                       
CONECT   10   12   15                                                       
CONECT   11   19   20                                                       
CONECT   12    6   10   16                                                  
CONECT   13    5   16   17                                                  
CONECT   14    7   15   19                                                  
CONECT   15   10   14   20                                                  
CONECT   16   12   13   18                                                  
CONECT   17    8    9   13                                                  
CONECT   18   16                                                            
CONECT   19   11   14                                                       
CONECT   20   11   15                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0254640
HETATM    1  C1  UNL     1      -2.576   3.186   0.756  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.542   2.133   0.409  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.100   1.219  -0.607  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.156   0.112  -1.036  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.096   0.679  -1.572  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.022   1.385  -2.658  1.00  0.00           O  
HETATM    7  C6  UNL     1       1.441   0.578  -1.069  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.459   1.285  -1.717  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.730   1.218  -1.226  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.090   0.491  -0.117  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.096  -0.223   0.548  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.799  -0.161   0.055  1.00  0.00           C  
HETATM   13  O2  UNL     1       3.684  -0.886   1.643  1.00  0.00           O  
HETATM   14  C12 UNL     1       5.070  -0.926   1.405  1.00  0.00           C  
HETATM   15  O3  UNL     1       5.261   0.238   0.600  1.00  0.00           O  
HETATM   16  N1  UNL     1      -0.983  -0.936  -0.163  1.00  0.00           N  
HETATM   17  C13 UNL     1      -1.082  -2.218  -0.854  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.084  -3.059  -0.148  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.756  -2.176   0.851  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.762  -1.033   1.014  1.00  0.00           C  
HETATM   21  H1  UNL     1      -3.243   2.843   1.589  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.257   3.444  -0.071  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.116   4.148   1.079  1.00  0.00           H  
HETATM   24  H4  UNL     1      -0.655   2.720   0.022  1.00  0.00           H  
HETATM   25  H5  UNL     1      -1.172   1.722   1.355  1.00  0.00           H  
HETATM   26  H6  UNL     1      -3.030   0.777  -0.289  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.295   1.798  -1.537  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.694  -0.296  -1.950  1.00  0.00           H  
HETATM   29  H9  UNL     1       2.224   1.852  -2.572  1.00  0.00           H  
HETATM   30  H10 UNL     1       4.539   1.769  -1.728  1.00  0.00           H  
HETATM   31  H11 UNL     1       1.059  -0.715   0.579  1.00  0.00           H  
HETATM   32  H12 UNL     1       5.336  -1.779   0.732  1.00  0.00           H  
HETATM   33  H13 UNL     1       5.690  -0.927   2.309  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.462  -2.054  -1.899  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.089  -2.701  -0.973  1.00  0.00           H  
HETATM   36  H16 UNL     1      -1.577  -3.933   0.325  1.00  0.00           H  
HETATM   37  H17 UNL     1      -2.852  -3.509  -0.835  1.00  0.00           H  
HETATM   38  H18 UNL     1      -3.755  -1.798   0.535  1.00  0.00           H  
HETATM   39  H19 UNL     1      -2.875  -2.747   1.806  1.00  0.00           H  
HETATM   40  H20 UNL     1      -1.087  -1.332   1.852  1.00  0.00           H  
HETATM   41  H21 UNL     1      -2.351  -0.190   1.343  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5   16   28
CONECT    5    6    6    7
CONECT    7    8    8   12
CONECT    8    9   29
CONECT    9   10   10   30
CONECT   10   11   15
CONECT   11   12   12   13
CONECT   12   31
CONECT   13   14
CONECT   14   15   32   33
CONECT   16   17   20
CONECT   17   18   34   35
CONECT   18   19   36   37
CONECT   19   20   38   39
CONECT   20   40   41
END

HMDB0254640
     RDKit          3D
Methylenedioxypyrovalerone
 41 43  0  0  0  0  0  0  0  0999 V2000
   -2.5764    3.1856    0.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419    2.1333    0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1000    1.2193   -0.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1563    0.1118   -1.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956    0.6793   -1.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223    1.3854   -2.6579 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4409    0.5776   -1.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4594    1.2852   -1.7170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7296    1.2185   -1.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0899    0.4913   -0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0961   -0.2232    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7991   -0.1609    0.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6836   -0.8862    1.6430 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0698   -0.9255    1.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2610    0.2378    0.6003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9826   -0.9361   -0.1628 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0822   -2.2184   -0.8544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0844   -3.0586   -0.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7564   -2.1765    0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7621   -1.0328    1.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2427    2.8429    1.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2567    3.4442   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1158    4.1482    1.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    2.7198    0.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1723    1.7224    1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0296    0.7769   -0.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946    1.7981   -1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6936   -0.2955   -1.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2240    1.8519   -2.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5389    1.7692   -1.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0593   -0.7145    0.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3362   -1.7789    0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6897   -0.9273    2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4619   -2.0540   -1.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0891   -2.7013   -0.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5767   -3.9330    0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8522   -3.5092   -0.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7553   -1.7977    0.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8750   -2.7466    1.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874   -1.3322    1.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3507   -0.1905    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
  4 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 12  7  1  0
 20 16  1  0
 15 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  8 29  1  0
  9 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4-Methylenedioxypyrovalerone	MeSH
MDPV CPD	MeSH
MPDV CPD	MeSH

Chemical Formula

C₁₆H₂₁NO₃

Average Molecular Weight

275.348

Monoisotopic Molecular Weight

275.15214354

IUPAC Name

1-(2H-1,3-benzodioxol-5-yl)-2-(pyrrolidin-1-yl)pentan-1-one

Traditional Name

methylenedioxypyrovalerone

CAS Registry Number

Not Available

SMILES

CCCC(N1CCCC1)C(=O)C1=CC2=C(OCO2)C=C1

InChI Identifier

InChI=1S/C16H21NO3/c1-2-5-13(17-8-3-4-9-17)16(18)12-6-7-14-15(10-12)20-11-19-14/h6-7,10,13H,2-5,8-9,11H2,1H3

InChI Key

SYHGEUNFJIGTRX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as butyrophenones. Butyrophenones are compounds containing 1-phenylbutan-1-one moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Butyrophenones

Direct Parent

Butyrophenones

Alternative Parents

Substituents

Butyrophenone
Benzodioxole
Aryl ketone
Aryl alkyl ketone
N-alkylpyrrolidine
Alpha-aminoketone
Pyrrolidine
Ketone
Tertiary amine
Tertiary aliphatic amine
Acetal
Oxacycle
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Amine
Organic nitrogen compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	2.88	ALOGPS
logP	2.99	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	17.91	ChemAxon
pKa (Strongest Basic)	7.31	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.77 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	76.82 m³·mol⁻¹	ChemAxon
Polarizability	30.38 Å³	ChemAxon
Number of Rings	3	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]+	169.005	30932474
DeepCCS	[M-H]-	166.647	30932474
DeepCCS	[M-2H]-	199.533	30932474
DeepCCS	[M+Na]+	175.098	30932474
AllCCS	[M+H]+	164.9	32859911
AllCCS	[M+H-H2O]+	161.3	32859911
AllCCS	[M+NH4]+	168.3	32859911
AllCCS	[M+Na]+	169.2	32859911
AllCCS	[M-H]-	171.2	32859911
AllCCS	[M+Na-2H]-	171.2	32859911
AllCCS	[M+HCOO]-	171.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methylenedioxypyrovalerone	CCCC(N1CCCC1)C(=O)C1=CC2=C(OCO2)C=C1	2856.7	Standard polar	33892256
Methylenedioxypyrovalerone	CCCC(N1CCCC1)C(=O)C1=CC2=C(OCO2)C=C1	2171.1	Standard non polar	33892256
Methylenedioxypyrovalerone	CCCC(N1CCCC1)C(=O)C1=CC2=C(OCO2)C=C1	2138.9	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 - Methylenedioxypyrovalerone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-7920000000-eef55c6548d69cdeb0ac	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methylenedioxypyrovalerone 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 - Methylenedioxypyrovalerone 10V, Positive-QTOF	splash10-004i-0190000000-1efe45c5eef037801664	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylenedioxypyrovalerone 20V, Positive-QTOF	splash10-002b-0940000000-0f77c9e7fb7ed1428fc9	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylenedioxypyrovalerone 40V, Positive-QTOF	splash10-05i1-6900000000-f020f6024cf514818dbb	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylenedioxypyrovalerone 10V, Negative-QTOF	splash10-00di-0090000000-2707690a97e71cf21a50	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylenedioxypyrovalerone 20V, Negative-QTOF	splash10-00di-1290000000-169ba434347ec4c031e2	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylenedioxypyrovalerone 40V, Negative-QTOF	splash10-00di-9480000000-fad74521d1474be74a15	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylenedioxypyrovalerone 10V, Positive-QTOF	splash10-004i-0090000000-ce6120337226cb43c4c7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylenedioxypyrovalerone 20V, Positive-QTOF	splash10-056r-1290000000-97f4b15a5a388fcfcc1e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylenedioxypyrovalerone 40V, Positive-QTOF	splash10-002b-3910000000-546950d569dfe8b6d8c2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylenedioxypyrovalerone 10V, Negative-QTOF	splash10-00di-0090000000-74dd643ca4390458802e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylenedioxypyrovalerone 20V, Negative-QTOF	splash10-00di-0190000000-2ddb4860b80968da5fd9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylenedioxypyrovalerone 40V, Negative-QTOF	splash10-00yj-5690000000-fb3201fbff1237746356	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

16788110

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 Methylenedioxypyrovalerone (HMDB0254640)

MOL for HMDB0254640 (Methylenedioxypyrovalerone)

3D MOL for HMDB0254640 (Methylenedioxypyrovalerone)

3D SDF for HMDB0254640 (Methylenedioxypyrovalerone)

3D-SDF for HMDB0254640 (Methylenedioxypyrovalerone)

PDB for HMDB0254640 (Methylenedioxypyrovalerone)

3D PDB for HMDB0254640 (Methylenedioxypyrovalerone)

SMILES for HMDB0254640 (Methylenedioxypyrovalerone)

INCHI for HMDB0254640 (Methylenedioxypyrovalerone)

Structure for HMDB0254640 (Methylenedioxypyrovalerone)

3D Structure for HMDB0254640 (Methylenedioxypyrovalerone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra