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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:48:36 UTC

Update Date

2022-03-07 02:53:17 UTC

HMDB ID

HMDB0032227

Secondary Accession Numbers

HMDB32227

Metabolite Identification

Common Name

Dimethylbenzyl carbinyl crotonate

Description

Dimethylbenzyl carbinyl crotonate, also known as 1,1-dimethyl-2-phenylethyl 2-butenoate, belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. Based on a literature review very few articles have been published on Dimethylbenzyl carbinyl crotonate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0032227
     RDKit          3D
Dimethylbenzyl carbinyl crotonate
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.9365    2.0388   -1.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.0758   -0.9807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4545    0.0834   -1.7192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562   -0.8393   -1.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087   -1.7830   -1.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9702   -0.7168    0.1182 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0304   -1.5213    0.7461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1874   -1.0219    2.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -2.9718    0.8191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3028   -1.4179   -0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8426   -0.0617   -0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6629    0.3497    0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1765    1.6238    0.9461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178    2.5212   -0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1019    2.0992   -1.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5720    0.8179   -1.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732    1.6655   -1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7797    2.3050   -2.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8268    2.9658   -0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5336    1.1603    0.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8361   -0.0072   -2.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3064    0.0694    2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058   -1.5914    2.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7622   -1.2556    2.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3101   -3.4734   -0.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3994   -3.4719    1.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3425   -3.1728    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1367   -1.8875   -0.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0277   -2.0856    0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8977   -0.3311    1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8303    1.9655    1.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3300    3.5238   -0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774    2.7856   -1.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9417    0.5597   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
M  END


  Mrv0541 05061306252D          

 16 16  0  0  0  0            999 V2000
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
   -1.4289    4.1250    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  4  2  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 12  9  2  0  0  0  0
 12 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13  8  1  0  0  0  0
 14  2  1  0  0  0  0
 14  3  1  0  0  0  0
 14 11  1  0  0  0  0
 15 13  2  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032227

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C\C(=O)OC(C)(C)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O2/c1-4-8-13(15)16-14(2,3)11-12-9-6-5-7-10-12/h4-10H,11H2,1-3H3/b8-4+

> <INCHI_KEY>
OKLPIYCKVVLHCP-XBXARRHUSA-N

> <FORMULA>
C14H18O2

> <MOLECULAR_WEIGHT>
218.2915

> <EXACT_MASS>
218.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.027851916992393

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-1-phenylpropan-2-yl (2E)-but-2-enoate

> <ALOGPS_LOGP>
4.38

> <JCHEM_LOGP>
4.009095692

> <ALOGPS_LOGS>
-4.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.805127178011506

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
66.1586

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.31e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-1-phenylpropan-2-yl (2E)-but-2-enoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032227
     RDKit          3D
Dimethylbenzyl carbinyl crotonate
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.9365    2.0388   -1.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.0758   -0.9807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4545    0.0834   -1.7192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562   -0.8393   -1.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087   -1.7830   -1.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9702   -0.7168    0.1182 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0304   -1.5213    0.7461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1874   -1.0219    2.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -2.9718    0.8191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3028   -1.4179   -0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8426   -0.0617   -0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6629    0.3497    0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1765    1.6238    0.9461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178    2.5212   -0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1019    2.0992   -1.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5720    0.8179   -1.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732    1.6655   -1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7797    2.3050   -2.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8268    2.9658   -0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5336    1.1603    0.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8361   -0.0072   -2.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3064    0.0694    2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058   -1.5914    2.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7622   -1.2556    2.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3101   -3.4734   -0.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3994   -3.4719    1.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3425   -3.1728    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1367   -1.8875   -0.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0277   -2.0856    0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8977   -0.3311    1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8303    1.9655    1.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3300    3.5238   -0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774    2.7856   -1.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9417    0.5597   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770   3.286   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770   5.954   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.000   7.700   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.334   5.390   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   14                                                            
CONECT    3   14                                                            
CONECT    4    1    8                                                       
CONECT    5    6    7                                                       
CONECT    6    5    9                                                       
CONECT    7    5   10                                                       
CONECT    8    4   13                                                       
CONECT    9    6   12                                                       
CONECT   10    7   12                                                       
CONECT   11   12   14                                                       
CONECT   12    9   10   11                                                  
CONECT   13    8   15   16                                                  
CONECT   14    2    3   11   16                                             
CONECT   15   13                                                            
CONECT   16   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0032227
HETATM    1  C1  UNL     1       3.936   2.039  -1.495  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.922   1.076  -0.981  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.454   0.083  -1.719  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.456  -0.839  -1.168  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.009  -1.783  -1.865  1.00  0.00           O  
HETATM    6  O2  UNL     1       0.970  -0.717   0.118  1.00  0.00           O  
HETATM    7  C5  UNL     1       0.030  -1.521   0.746  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.187  -1.022   2.178  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.374  -2.972   0.819  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.303  -1.418  -0.007  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.843  -0.062  -0.048  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.663   0.350   0.984  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.177   1.624   0.946  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.918   2.521  -0.072  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.102   2.099  -1.090  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.572   0.818  -1.073  1.00  0.00           C  
HETATM   17  H1  UNL     1       4.973   1.665  -1.348  1.00  0.00           H  
HETATM   18  H2  UNL     1       3.780   2.305  -2.550  1.00  0.00           H  
HETATM   19  H3  UNL     1       3.827   2.966  -0.884  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.534   1.160   0.024  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.836  -0.007  -2.719  1.00  0.00           H  
HETATM   22  H6  UNL     1      -0.306   0.069   2.214  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.006  -1.591   2.625  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.762  -1.256   2.727  1.00  0.00           H  
HETATM   25  H9  UNL     1       0.310  -3.473  -0.182  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.399  -3.472   1.442  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.343  -3.173   1.316  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.137  -1.888  -0.995  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.028  -2.086   0.540  1.00  0.00           H  
HETATM   30  H14 UNL     1      -2.898  -0.331   1.818  1.00  0.00           H  
HETATM   31  H15 UNL     1      -3.830   1.965   1.760  1.00  0.00           H  
HETATM   32  H16 UNL     1      -3.330   3.524  -0.089  1.00  0.00           H  
HETATM   33  H17 UNL     1      -1.877   2.786  -1.911  1.00  0.00           H  
HETATM   34  H18 UNL     1      -0.942   0.560  -1.912  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   20
CONECT    3    4   21
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8    9   10
CONECT    8   22   23   24
CONECT    9   25   26   27
CONECT   10   11   28   29
CONECT   11   12   12   16
CONECT   12   13   30
CONECT   13   14   14   31
CONECT   14   15   32
CONECT   15   16   16   33
CONECT   16   34
END

HMDB0032227
     RDKit          3D
Dimethylbenzyl carbinyl crotonate
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.9365    2.0388   -1.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.0758   -0.9807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4545    0.0834   -1.7192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562   -0.8393   -1.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087   -1.7830   -1.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9702   -0.7168    0.1182 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0304   -1.5213    0.7461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1874   -1.0219    2.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -2.9718    0.8191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3028   -1.4179   -0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8426   -0.0617   -0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6629    0.3497    0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1765    1.6238    0.9461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178    2.5212   -0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1019    2.0992   -1.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5720    0.8179   -1.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732    1.6655   -1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7797    2.3050   -2.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8268    2.9658   -0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5336    1.1603    0.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8361   -0.0072   -2.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3064    0.0694    2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058   -1.5914    2.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7622   -1.2556    2.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3101   -3.4734   -0.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3994   -3.4719    1.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3425   -3.1728    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1367   -1.8875   -0.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0277   -2.0856    0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8977   -0.3311    1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8303    1.9655    1.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3300    3.5238   -0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774    2.7856   -1.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9417    0.5597   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dimethylbenzyl carbinyl crotonic acid	Generator
1,1-Dimethyl-2-phenylethyl 2-butenoate	HMDB
2-Methyl-1-phenylpropan-2-yl (2E)-but-2-enoic acid	HMDB

Chemical Formula

C₁₄H₁₈O₂

Average Molecular Weight

218.2915

Monoisotopic Molecular Weight

218.13067982

IUPAC Name

2-methyl-1-phenylpropan-2-yl (2E)-but-2-enoate

Traditional Name

2-methyl-1-phenylpropan-2-yl (2E)-but-2-enoate

CAS Registry Number

93762-34-6

SMILES

C\C=C\C(=O)OC(C)(C)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C14H18O2/c1-4-8-13(15)16-14(2,3)11-12-9-6-5-7-10-12/h4-10H,11H2,1-3H3/b8-4+

InChI Key

OKLPIYCKVVLHCP-XBXARRHUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpropanes

Direct Parent

Phenylpropanes

Alternative Parents

Substituents

Phenylpropane
Fatty acid ester
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0032227)
Cell membrane (HMDB: HMDB0032227)

Source

Endogenous

Endogenous (HMDB: HMDB0032227)

Exogenous

Food

Food (HMDB: HMDB0032227)

Exogenous (HMDB: HMDB0032227)

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
Water Solubility	0.0053 g/L	ALOGPS
logP	4.38	ALOGPS
logP	4.01	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	66.16 m³·mol⁻¹	ChemAxon
Polarizability	25.03 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	153.62	31661259
DarkChem	[M-H]-	153.788	31661259
DeepCCS	[M+H]+	153.834	30932474
DeepCCS	[M-H]-	151.476	30932474
DeepCCS	[M-2H]-	184.437	30932474
DeepCCS	[M+Na]+	159.927	30932474
AllCCS	[M+H]+	150.4	32859911
AllCCS	[M+H-H2O]+	146.6	32859911
AllCCS	[M+NH4]+	154.0	32859911
AllCCS	[M+Na]+	155.1	32859911
AllCCS	[M-H]-	154.7	32859911
AllCCS	[M+Na-2H]-	155.1	32859911
AllCCS	[M+HCOO]-	155.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.91 minutes	32390414
Predicted by Siyang on May 30, 2022	17.2721 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.97 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2523.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	551.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	211.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	311.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	145.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	750.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	807.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	70.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1510.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	579.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1540.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	486.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	485.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	376.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	430.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dimethylbenzyl carbinyl crotonate	C\C=C\C(=O)OC(C)(C)CC1=CC=CC=C1	2144.5	Standard polar	33892256
Dimethylbenzyl carbinyl crotonate	C\C=C\C(=O)OC(C)(C)CC1=CC=CC=C1	1565.8	Standard non polar	33892256
Dimethylbenzyl carbinyl crotonate	C\C=C\C(=O)OC(C)(C)CC1=CC=CC=C1	1557.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Dimethylbenzyl carbinyl crotonate EI-B (Non-derivatized)	splash10-014i-9500000000-276e651c597005001d85	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Dimethylbenzyl carbinyl crotonate EI-B (Non-derivatized)	splash10-014i-9500000000-276e651c597005001d85	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimethylbenzyl carbinyl crotonate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9200000000-4e8afb810d5a7740763e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimethylbenzyl carbinyl crotonate 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 - Dimethylbenzyl carbinyl crotonate 10V, Positive-QTOF	splash10-0159-7980000000-59eaba0b0c6056e9c763	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethylbenzyl carbinyl crotonate 20V, Positive-QTOF	splash10-001i-7900000000-0650bf8210e23f87feed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethylbenzyl carbinyl crotonate 40V, Positive-QTOF	splash10-00lu-9500000000-7f658e7c851d830d539e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethylbenzyl carbinyl crotonate 10V, Negative-QTOF	splash10-014i-5890000000-5fa08321fb21a86c381f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethylbenzyl carbinyl crotonate 20V, Negative-QTOF	splash10-00kk-9820000000-87c77ac5cea0778e8e1d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethylbenzyl carbinyl crotonate 40V, Negative-QTOF	splash10-00lu-9700000000-572e37ca8429de3e46c3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethylbenzyl carbinyl crotonate 10V, Negative-QTOF	splash10-001i-2930000000-ce9cbad802bf0131a645	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethylbenzyl carbinyl crotonate 20V, Negative-QTOF	splash10-00m0-9100000000-f309cd9cc3b23b26ad3a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethylbenzyl carbinyl crotonate 40V, Negative-QTOF	splash10-0a4l-9300000000-2001aa04244c74f45075	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethylbenzyl carbinyl crotonate 10V, Positive-QTOF	splash10-001l-8900000000-78e69b5d890908afba87	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethylbenzyl carbinyl crotonate 20V, Positive-QTOF	splash10-0006-9500000000-899effbac93c523a1e65	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethylbenzyl carbinyl crotonate 40V, Positive-QTOF	splash10-0006-9100000000-a6ee8dd3b85e31d47ef3	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB009306

KNApSAcK ID

Not Available

Chemspider ID

17333946

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16205756

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

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for Dimethylbenzyl carbinyl crotonate (HMDB0032227)

MOL for HMDB0032227 (Dimethylbenzyl carbinyl crotonate)

3D MOL for HMDB0032227 (Dimethylbenzyl carbinyl crotonate)

3D SDF for HMDB0032227 (Dimethylbenzyl carbinyl crotonate)

3D-SDF for HMDB0032227 (Dimethylbenzyl carbinyl crotonate)

PDB for HMDB0032227 (Dimethylbenzyl carbinyl crotonate)

3D PDB for HMDB0032227 (Dimethylbenzyl carbinyl crotonate)

SMILES for HMDB0032227 (Dimethylbenzyl carbinyl crotonate)

INCHI for HMDB0032227 (Dimethylbenzyl carbinyl crotonate)

Structure for HMDB0032227 (Dimethylbenzyl carbinyl crotonate)

3D Structure for HMDB0032227 (Dimethylbenzyl carbinyl crotonate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra