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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:59:30 UTC

Update Date

2021-09-26 23:00:24 UTC

HMDB ID

HMDB0249479

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Butylone

Description

1-(2H-1,3-benzodioxol-5-yl)-2-(methylamino)butan-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-(methylamino)butan-1-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). Butylone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Butylone 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

HMDB0249479
     RDKit          3D
Butylone
 31 32  0  0  0  0  0  0  0  0999 V2000
   -1.4533    1.0258    1.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4569    0.5380    0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226    0.1809   -0.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8240   -0.2865   -1.7215 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5065   -1.4752   -1.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7921   -0.8487   -0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1864   -2.0645   -0.5419 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6143   -0.5884   -0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5009   -1.6019   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8534   -1.4011    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3083   -0.0983    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4526    0.9479   -0.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0898    0.6973   -0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2360    2.0925   -0.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4675    1.8192    0.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5992    0.4148    0.2992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0278    1.2022    2.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7293    0.2220    1.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0027    1.9623    1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1797    1.3634    0.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0135   -0.2928    0.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3644    1.0680   -1.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4539   -0.3106   -2.6785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841   -1.7665   -0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0200   -2.3129   -1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5687   -1.5029   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279   -2.6239    0.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -2.2298    0.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4798    1.5603   -0.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3233    1.9089    1.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3041    2.4006    0.1598 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
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 13  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 13 29  1  0
 15 30  1  0
 15 31  1  0
M  END

  Mrv1652306031609462D          

 16 17  0  0  0  0            999 V2000
    6.8513   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  8  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  3  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13  2  1  0  0  0  0
 13  9  1  0  0  0  0
 14 12  2  0  0  0  0
 15  7  1  0  0  0  0
 15 10  1  0  0  0  0
 16  7  1  0  0  0  0
 16 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249479

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H15NO3/c1-3-9(13-2)12(14)8-4-5-10-11(6-8)16-7-15-10/h4-6,9,13H,3,7H2,1-2H3

> <INCHI_KEY>
CGKQZIULZRXRRJ-UHFFFAOYSA-N

> <FORMULA>
C12H15NO3

> <MOLECULAR_WEIGHT>
221.256

> <EXACT_MASS>
221.105193347

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
23.51189861551422

> <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)butan-1-one

> <ALOGPS_LOGP>
1.21

> <JCHEM_LOGP>
1.7538639906666662

> <ALOGPS_LOGS>
-1.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.150020867759952

> <JCHEM_PKA_STRONGEST_BASIC>
8.116614945177444

> <JCHEM_POLAR_SURFACE_AREA>
47.56

> <JCHEM_REFRACTIVITY>
59.37990000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
butylone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249479
     RDKit          3D
Butylone
 31 32  0  0  0  0  0  0  0  0999 V2000
   -1.4533    1.0258    1.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4569    0.5380    0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226    0.1809   -0.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8240   -0.2865   -1.7215 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5065   -1.4752   -1.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7921   -0.8487   -0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1864   -2.0645   -0.5419 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6143   -0.5884   -0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5009   -1.6019   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8534   -1.4011    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3083   -0.0983    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4526    0.9479   -0.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0898    0.6973   -0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2360    2.0925   -0.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4675    1.8192    0.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5992    0.4148    0.2992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0278    1.2022    2.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7293    0.2220    1.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0027    1.9623    1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1797    1.3634    0.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0135   -0.2928    0.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3644    1.0680   -1.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4539   -0.3106   -2.6785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841   -1.7665   -0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0200   -2.3129   -1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5687   -1.5029   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279   -2.6239    0.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -2.2298    0.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4798    1.5603   -0.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3233    1.9089    1.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3041    2.4006    0.1598 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
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 13  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 13 29  1  0
 15 30  1  0
 15 31  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      12.789  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.455  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.122  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      10.122   1.540   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       8.788  -2.310   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.322   2.016   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   13                                                            
CONECT    3    1    9                                                       
CONECT    4    5    8                                                       
CONECT    5    4   10                                                       
CONECT    6    8   11                                                       
CONECT    7   15   16                                                       
CONECT    8    4    6   12                                                  
CONECT    9    3   12   13                                                  
CONECT   10    5   11   15                                                  
CONECT   11    6   10   16                                                  
CONECT   12    8    9   14                                                  
CONECT   13    2    9                                                       
CONECT   14   12                                                            
CONECT   15    7   10                                                       
CONECT   16    7   11                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0249479
HETATM    1  C1  UNL     1      -1.453   1.026   1.557  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.457   0.538   0.546  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.823   0.181  -0.786  1.00  0.00           C  
HETATM    4  N1  UNL     1      -2.824  -0.286  -1.721  1.00  0.00           N  
HETATM    5  C4  UNL     1      -3.507  -1.475  -1.359  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.792  -0.849  -0.537  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.186  -2.065  -0.542  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.614  -0.588  -0.293  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.501  -1.602  -0.022  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.853  -1.401   0.195  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.308  -0.098   0.128  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.453   0.948  -0.141  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.090   0.697  -0.354  1.00  0.00           C  
HETATM   14  O2  UNL     1       3.236   2.092  -0.132  1.00  0.00           O  
HETATM   15  C12 UNL     1       4.467   1.819   0.553  1.00  0.00           C  
HETATM   16  O3  UNL     1       4.599   0.415   0.299  1.00  0.00           O  
HETATM   17  H1  UNL     1      -2.028   1.202   2.513  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.729   0.222   1.829  1.00  0.00           H  
HETATM   19  H3  UNL     1      -1.003   1.962   1.222  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.180   1.363   0.349  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.013  -0.293   0.991  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.364   1.068  -1.230  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.454  -0.311  -2.679  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.484  -1.766  -0.307  1.00  0.00           H  
HETATM   25  H9  UNL     1      -3.020  -2.313  -1.943  1.00  0.00           H  
HETATM   26  H10 UNL     1      -4.569  -1.503  -1.744  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.128  -2.624   0.028  1.00  0.00           H  
HETATM   28  H12 UNL     1       3.529  -2.230   0.407  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.480   1.560  -0.564  1.00  0.00           H  
HETATM   30  H14 UNL     1       4.323   1.909   1.656  1.00  0.00           H  
HETATM   31  H15 UNL     1       5.304   2.401   0.160  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4    6   22
CONECT    4    5   23
CONECT    5   24   25   26
CONECT    6    7    7    8
CONECT    8    9    9   13
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12   16
CONECT   12   13   13   14
CONECT   13   29
CONECT   14   15
CONECT   15   16   30   31
END

HMDB0249479
     RDKit          3D
Butylone
 31 32  0  0  0  0  0  0  0  0999 V2000
   -1.4533    1.0258    1.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4569    0.5380    0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226    0.1809   -0.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8240   -0.2865   -1.7215 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5065   -1.4752   -1.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7921   -0.8487   -0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1864   -2.0645   -0.5419 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6143   -0.5884   -0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5009   -1.6019   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8534   -1.4011    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3083   -0.0983    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4526    0.9479   -0.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0898    0.6973   -0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2360    2.0925   -0.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4675    1.8192    0.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5992    0.4148    0.2992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0278    1.2022    2.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7293    0.2220    1.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0027    1.9623    1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1797    1.3634    0.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0135   -0.2928    0.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3644    1.0680   -1.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4539   -0.3106   -2.6785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841   -1.7665   -0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0200   -2.3129   -1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5687   -1.5029   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279   -2.6239    0.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -2.2298    0.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4798    1.5603   -0.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3233    1.9089    1.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3041    2.4006    0.1598 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
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 13  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 13 29  1  0
 15 30  1  0
 15 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-methylamino-1-(3,4-Methylenedioxyphenyl)butan-1-one	MeSH
Butylone BK-MBDB	MeSH
BK-MBDB	MeSH

Chemical Formula

C₁₂H₁₅NO₃

Average Molecular Weight

221.256

Monoisotopic Molecular Weight

221.105193347

IUPAC Name

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

Traditional Name

butylone

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H15NO3/c1-3-9(13-2)12(14)8-4-5-10-11(6-8)16-7-15-10/h4-6,9,13H,3,7H2,1-2H3

InChI Key

CGKQZIULZRXRRJ-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
Organic nitrogen compound
Organopnictogen compound
Organooxygen compound
Amine
Hydrocarbon derivative
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)

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	1.21	ALOGPS
logP	1.75	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	19.15	ChemAxon
pKa (Strongest Basic)	8.12	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	4	ChemAxon
Refractivity	59.38 m³·mol⁻¹	ChemAxon
Polarizability	23.51 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]+	152.097	30932474
DeepCCS	[M-H]-	149.739	30932474
DeepCCS	[M-2H]-	182.729	30932474
DeepCCS	[M+Na]+	158.19	30932474
AllCCS	[M+H]+	150.1	32859911
AllCCS	[M+H-H2O]+	146.0	32859911
AllCCS	[M+NH4]+	153.8	32859911
AllCCS	[M+Na]+	154.9	32859911
AllCCS	[M-H]-	153.5	32859911
AllCCS	[M+Na-2H]-	153.7	32859911
AllCCS	[M+HCOO]-	154.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Butylone	CCC(NC)C(=O)C1=CC2=C(OCO2)C=C1	2609.5	Standard polar	33892256
Butylone	CCC(NC)C(=O)C1=CC2=C(OCO2)C=C1	1840.8	Standard non polar	33892256
Butylone	CCC(NC)C(=O)C1=CC2=C(OCO2)C=C1	1773.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Butylone,1TMS,isomer #1	CCC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C	1898.1	Semi standard non polar	33892256
Butylone,1TMS,isomer #1	CCC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C	1916.1	Standard non polar	33892256
Butylone,1TMS,isomer #1	CCC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C	2612.7	Standard polar	33892256
Butylone,1TBDMS,isomer #1	CCC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C(C)(C)C	2145.8	Semi standard non polar	33892256
Butylone,1TBDMS,isomer #1	CCC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C(C)(C)C	2143.8	Standard non polar	33892256
Butylone,1TBDMS,isomer #1	CCC(C(=O)C1=CC=C2OCOC2=C1)N(C)[Si](C)(C)C(C)(C)C	2740.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Butylone GC-MS (Non-derivatized) - 70eV, Positive	splash10-006y-9600000000-28227d66944f13d52dfc	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butylone 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 - Butylone 10V, Positive-QTOF	splash10-00di-0190000000-5b1f06da24d383b66f03	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butylone 20V, Positive-QTOF	splash10-00dj-1940000000-c761a6e34dfede654ffa	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butylone 40V, Positive-QTOF	splash10-05fv-9600000000-d44211e414e494c09397	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butylone 10V, Negative-QTOF	splash10-00di-0090000000-abd57d20717d497e163f	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butylone 20V, Negative-QTOF	splash10-00di-1390000000-80f4ee3ac850cd763fec	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butylone 40V, Negative-QTOF	splash10-022d-5900000000-38c4e6d4fcb6fb947bf1	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butylone 10V, Positive-QTOF	splash10-0fk9-0290000000-1120893c7c4bddb629dd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butylone 20V, Positive-QTOF	splash10-0umi-0980000000-b2237d6cb4d6a74d42f6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butylone 40V, Positive-QTOF	splash10-00dj-1900000000-c17be8b3400d1554760d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butylone 10V, Negative-QTOF	splash10-00di-0090000000-f619947f25b2f196c975	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butylone 20V, Negative-QTOF	splash10-00di-0490000000-02a7806f70a25052f1c3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butylone 40V, Negative-QTOF	splash10-0gb9-7940000000-e0c6d7a7dbd4b9d45df7	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	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

21106270

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 Butylone (HMDB0249479)

MOL for HMDB0249479 (Butylone)

3D MOL for HMDB0249479 (Butylone)

3D SDF for HMDB0249479 (Butylone)

3D-SDF for HMDB0249479 (Butylone)

PDB for HMDB0249479 (Butylone)

3D PDB for HMDB0249479 (Butylone)

SMILES for HMDB0249479 (Butylone)

INCHI for HMDB0249479 (Butylone)

Structure for HMDB0249479 (Butylone)

3D Structure for HMDB0249479 (Butylone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra