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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:39:12 UTC

Update Date

2021-09-26 23:11:51 UTC

HMDB ID

HMDB0256297

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pentylone

Description

Pentylone belongs to the class of organic compounds known as butyrophenones. Butyrophenones are compounds containing 1-phenylbutan-1-one moiety. Based on a literature review a significant number of articles have been published on Pentylone. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pentylone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pentylone 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

HMDB0256297
     RDKit          3D
Pentylone
 34 35  0  0  0  0  0  0  0  0999 V2000
   -3.7449   -2.1419    1.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2401   -1.0501    0.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8916   -0.5295    0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4103    0.5717   -0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4601    1.6048   -0.2334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2116    2.6458   -1.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1132    1.1099    0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1123    2.2901    0.5850 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1557    0.4027   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2679   -0.8410   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -1.5153   -0.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6405   -0.9274   -0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5337    0.3165    0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3259    0.9760    0.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8181    0.6513    0.8161 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7219   -0.3465    0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9338   -1.3798   -0.1249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4573   -3.1561    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4328   -1.9110    2.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8577   -2.1110    1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659   -1.3916   -0.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070   -0.2319    0.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0395   -0.0216    1.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1965   -1.3334    0.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4193    0.2496   -1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668    2.0054    0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8227    2.1455   -2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5243    3.4362   -0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1921    3.1293   -1.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3656   -1.3025   -0.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5329   -2.4825   -1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2520    1.9654    0.9419 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4525   -0.0157   -0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2699   -0.8115    1.2874 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  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 14  9  1  0
 17 12  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
 10 30  1  0
 11 31  1  0
 14 32  1  0
 16 33  1  0
 16 34  1  0
M  END

  Mrv1652309112118392D          

 17 18  0  0  0  0            999 V2000
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    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
    1.4289   -0.8250    0.0000 O   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
    2.8579    0.0000    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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    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
    4.8999    0.5520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5644    1.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7439    1.2195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256297

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H17NO3/c1-3-4-10(14-2)13(15)9-5-6-11-12(7-9)17-8-16-11/h5-7,10,14H,3-4,8H2,1-2H3

> <INCHI_KEY>
DFMLULIEUUXXSA-UHFFFAOYSA-N

> <FORMULA>
C13H17NO3

> <MOLECULAR_WEIGHT>
235.283

> <EXACT_MASS>
235.120843411

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
25.38278415762229

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.97

> <JCHEM_LOGP>
2.1984326556666662

> <ALOGPS_LOGS>
-2.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.001863133702866

> <JCHEM_PKA_STRONGEST_BASIC>
8.144115529142553

> <JCHEM_POLAR_SURFACE_AREA>
47.56

> <JCHEM_REFRACTIVITY>
63.980900000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.30e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pentylone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256297
     RDKit          3D
Pentylone
 34 35  0  0  0  0  0  0  0  0999 V2000
   -3.7449   -2.1419    1.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2401   -1.0501    0.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8916   -0.5295    0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4103    0.5717   -0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4601    1.6048   -0.2334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2116    2.6458   -1.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1132    1.1099    0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1123    2.2901    0.5850 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1557    0.4027   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2679   -0.8410   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -1.5153   -0.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6405   -0.9274   -0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5337    0.3165    0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3259    0.9760    0.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8181    0.6513    0.8161 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7219   -0.3465    0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9338   -1.3798   -0.1249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4573   -3.1561    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4328   -1.9110    2.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8577   -2.1110    1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659   -1.3916   -0.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070   -0.2319    0.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0395   -0.0216    1.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1965   -1.3334    0.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4193    0.2496   -1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668    2.0054    0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8227    2.1455   -2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5243    3.4362   -0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1921    3.1293   -1.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3656   -1.3025   -0.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5329   -2.4825   -1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2520    1.9654    0.9419 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4525   -0.0157   -0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2699   -0.8115    1.2874 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  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 14  9  1  0
 17 12  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
 10 30  1  0
 11 31  1  0
 14 32  1  0
 16 33  1  0
 16 34  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       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -3.850   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  O   UNK     0       2.667  -1.540   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.147   1.030   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.520   2.437   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.989   2.276   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       5.335  -4.620   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   16                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    9                                                       
CONECT   16    4   17                                                       
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0256297
HETATM    1  C1  UNL     1      -3.745  -2.142   1.060  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.240  -1.050   0.155  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.892  -0.530   0.590  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.410   0.572  -0.352  1.00  0.00           C  
HETATM    5  N1  UNL     1      -2.460   1.605  -0.233  1.00  0.00           N  
HETATM    6  C5  UNL     1      -2.212   2.646  -1.203  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.113   1.110   0.085  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.112   2.290   0.585  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.156   0.403  -0.012  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.268  -0.841  -0.581  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.495  -1.515  -0.662  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.641  -0.927  -0.161  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.534   0.316   0.408  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.326   0.976   0.487  1.00  0.00           C  
HETATM   15  O2  UNL     1       4.818   0.651   0.816  1.00  0.00           O  
HETATM   16  C13 UNL     1       5.722  -0.346   0.417  1.00  0.00           C  
HETATM   17  O3  UNL     1       4.934  -1.380  -0.125  1.00  0.00           O  
HETATM   18  H1  UNL     1      -3.457  -3.156   0.744  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.433  -1.911   2.110  1.00  0.00           H  
HETATM   20  H3  UNL     1      -4.858  -2.111   1.082  1.00  0.00           H  
HETATM   21  H4  UNL     1      -3.166  -1.392  -0.885  1.00  0.00           H  
HETATM   22  H5  UNL     1      -4.007  -0.232   0.175  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.040  -0.022   1.584  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.197  -1.333   0.756  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.419   0.250  -1.408  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.467   2.005   0.738  1.00  0.00           H  
HETATM   27  H10 UNL     1      -1.823   2.146  -2.137  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.524   3.436  -0.869  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.192   3.129  -1.437  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.366  -1.303  -0.986  1.00  0.00           H  
HETATM   31  H14 UNL     1       2.533  -2.483  -1.114  1.00  0.00           H  
HETATM   32  H15 UNL     1       2.252   1.965   0.942  1.00  0.00           H  
HETATM   33  H16 UNL     1       6.452  -0.016  -0.320  1.00  0.00           H  
HETATM   34  H17 UNL     1       6.270  -0.812   1.287  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4   23   24
CONECT    4    5    7   25
CONECT    5    6   26
CONECT    6   27   28   29
CONECT    7    8    8    9
CONECT    9   10   10   14
CONECT   10   11   30
CONECT   11   12   12   31
CONECT   12   13   17
CONECT   13   14   14   15
CONECT   14   32
CONECT   15   16
CONECT   16   17   33   34
END

HMDB0256297
     RDKit          3D
Pentylone
 34 35  0  0  0  0  0  0  0  0999 V2000
   -3.7449   -2.1419    1.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2401   -1.0501    0.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8916   -0.5295    0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4103    0.5717   -0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4601    1.6048   -0.2334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2116    2.6458   -1.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1132    1.1099    0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1123    2.2901    0.5850 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1557    0.4027   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2679   -0.8410   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -1.5153   -0.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6405   -0.9274   -0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5337    0.3165    0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3259    0.9760    0.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8181    0.6513    0.8161 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7219   -0.3465    0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9338   -1.3798   -0.1249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4573   -3.1561    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4328   -1.9110    2.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8577   -2.1110    1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659   -1.3916   -0.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070   -0.2319    0.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0395   -0.0216    1.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1965   -1.3334    0.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4193    0.2496   -1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668    2.0054    0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8227    2.1455   -2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5243    3.4362   -0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1921    3.1293   -1.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3656   -1.3025   -0.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5329   -2.4825   -1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2520    1.9654    0.9419 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4525   -0.0157   -0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2699   -0.8115    1.2874 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  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 14  9  1  0
 17 12  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
 10 30  1  0
 11 31  1  0
 14 32  1  0
 16 33  1  0
 16 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₁₇NO₃

Average Molecular Weight

235.283

Monoisotopic Molecular Weight

235.120843411

IUPAC Name

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

Traditional Name

pentylone

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C13H17NO3/c1-3-4-10(14-2)13(15)9-5-6-11-12(7-9)17-8-16-11/h5-7,10,14H,3-4,8H2,1-2H3

InChI Key

DFMLULIEUUXXSA-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
Alpha-aminoketone
Ketone
Acetal
Secondary aliphatic amine
Secondary amine
Oxacycle
Organoheterocyclic compound
Organonitrogen compound
Organic oxide
Aldehyde
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Amine
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)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.97	ALOGPS
logP	2.2	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	19	ChemAxon
pKa (Strongest Basic)	8.14	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.56 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	63.98 m³·mol⁻¹	ChemAxon
Polarizability	25.38 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]+	157.716	30932474
DeepCCS	[M-H]-	155.358	30932474
DeepCCS	[M-2H]-	188.244	30932474
DeepCCS	[M+Na]+	163.809	30932474
AllCCS	[M+H]+	154.6	32859911
AllCCS	[M+H-H2O]+	150.7	32859911
AllCCS	[M+NH4]+	158.2	32859911
AllCCS	[M+Na]+	159.3	32859911
AllCCS	[M-H]-	158.8	32859911
AllCCS	[M+Na-2H]-	159.0	32859911
AllCCS	[M+HCOO]-	159.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pentylone	CCCC(NC)C(=O)C1=CC2=C(OCO2)C=C1	2693.9	Standard polar	33892256
Pentylone	CCCC(NC)C(=O)C1=CC2=C(OCO2)C=C1	1915.7	Standard non polar	33892256
Pentylone	CCCC(NC)C(=O)C1=CC2=C(OCO2)C=C1	1861.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pentylone,1TMS,isomer #1	CCCC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C	1945.8	Semi standard non polar	33892256
Pentylone,1TMS,isomer #1	CCCC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C	2008.8	Standard non polar	33892256
Pentylone,1TMS,isomer #1	CCCC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C	2687.1	Standard polar	33892256
Pentylone,1TBDMS,isomer #1	CCCC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C(C)(C)C	2175.0	Semi standard non polar	33892256
Pentylone,1TBDMS,isomer #1	CCCC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C(C)(C)C	2240.6	Standard non polar	33892256
Pentylone,1TBDMS,isomer #1	CCCC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C(C)(C)C	2815.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pentylone GC-MS (Non-derivatized) - 70eV, Positive	splash10-000e-9510000000-eb72d5808cea7390d72b	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pentylone 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

29786041

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pentylone

METLIN ID

Not Available

PubChem Compound

60208608

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 Pentylone (HMDB0256297)

MOL for HMDB0256297 (Pentylone)

3D MOL for HMDB0256297 (Pentylone)

3D SDF for HMDB0256297 (Pentylone)

3D-SDF for HMDB0256297 (Pentylone)

PDB for HMDB0256297 (Pentylone)

3D PDB for HMDB0256297 (Pentylone)

SMILES for HMDB0256297 (Pentylone)

INCHI for HMDB0256297 (Pentylone)

Structure for HMDB0256297 (Pentylone)

3D Structure for HMDB0256297 (Pentylone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra