Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:16:50 UTC

Update Date

2023-02-21 17:25:16 UTC

HMDB ID

HMDB0036224

Secondary Accession Numbers

HMDB36224

Metabolite Identification

Common Name

Benzyl 2,3-dimethyl-2-butenoate

Description

Benzyl 2,3-dimethyl-2-butenoate belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. Benzyl 2,3-dimethyl-2-butenoate is a fruity, herbal, and spicy tasting compound. Based on a literature review very few articles have been published on Benzyl 2,3-dimethyl-2-butenoate.

Structure

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

HMDB0036224
     RDKit          3D
Benzyl 2,3-dimethyl-2-butenoate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -4.5241    0.2947    0.9497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4035   -0.0182    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7044   -0.4755   -1.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1748    0.1079    0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8977    0.5693    1.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0571   -0.1898   -0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1555   -0.5869   -1.6406 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2698   -0.0468   -0.0051 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3406   -0.3433   -0.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6504   -0.1422   -0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2483   -1.1883    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4724   -1.0155    0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1232    0.1763    0.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5381    1.2383    0.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3029    1.0639   -0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4845   -0.0313    0.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3563   -0.1343    1.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5152    1.4086    1.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8019   -0.6089   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2666    0.2156   -2.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2765   -1.4787   -1.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7526    1.0954    2.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6763   -0.3013    2.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0430    1.2911    1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2163   -1.4303   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2367    0.2030   -1.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7417   -2.1636    0.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8941   -1.8835    1.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0961    0.2516    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0692    2.1897    0.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8903    1.9329   -0.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
M  END


  Mrv0541 05061308572D          

 15 15  0  0  0  0            999 V2000
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    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
    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    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    4.5375    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11 10  2  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 13  2  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036224

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=C(C)C(=O)OCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H16O2/c1-10(2)11(3)13(14)15-9-12-7-5-4-6-8-12/h4-8H,9H2,1-3H3

> <INCHI_KEY>
LHDWSNQMWAZQPX-UHFFFAOYSA-N

> <FORMULA>
C13H16O2

> <MOLECULAR_WEIGHT>
204.2649

> <EXACT_MASS>
204.115029756

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.368137473818052

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
benzyl 2,3-dimethylbut-2-enoate

> <ALOGPS_LOGP>
3.71

> <JCHEM_LOGP>
3.662194555000001

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.862972704990316

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
60.98570000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzyl 2,3-dimethylbut-2-enoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036224
     RDKit          3D
Benzyl 2,3-dimethyl-2-butenoate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -4.5241    0.2947    0.9497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4035   -0.0182    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7044   -0.4755   -1.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1748    0.1079    0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8977    0.5693    1.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0571   -0.1898   -0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1555   -0.5869   -1.6406 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2698   -0.0468   -0.0051 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3406   -0.3433   -0.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6504   -0.1422   -0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2483   -1.1883    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4724   -1.0155    0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1232    0.1763    0.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5381    1.2383    0.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3029    1.0639   -0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4845   -0.0313    0.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3563   -0.1343    1.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5152    1.4086    1.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8019   -0.6089   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2666    0.2156   -2.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2765   -1.4787   -1.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7526    1.0954    2.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6763   -0.3013    2.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0430    1.2911    1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2163   -1.4303   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2367    0.2030   -1.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7417   -2.1636    0.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8941   -1.8835    1.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0961    0.2516    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0692    2.1897    0.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8903    1.9329   -0.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  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      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   6.930   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       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   12                                                       
CONECT    8    6   12                                                       
CONECT    9   12   15                                                       
CONECT   10    1    2   11                                                  
CONECT   11    3   10   13                                                  
CONECT   12    7    8    9                                                  
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15    9   13                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0036224
HETATM    1  C1  UNL     1      -4.524   0.295   0.950  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.403  -0.018   0.029  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.704  -0.476  -1.343  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.175   0.108   0.424  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.898   0.569   1.808  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.057  -0.190  -0.451  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.156  -0.587  -1.641  1.00  0.00           O  
HETATM    8  O2  UNL     1       0.270  -0.047  -0.005  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.341  -0.343  -0.877  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.650  -0.142  -0.258  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.248  -1.188   0.408  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.472  -1.015   0.993  1.00  0.00           C  
HETATM   13  C11 UNL     1       5.123   0.176   0.933  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.538   1.238   0.268  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.303   1.064  -0.321  1.00  0.00           C  
HETATM   16  H1  UNL     1      -5.484  -0.031   0.537  1.00  0.00           H  
HETATM   17  H2  UNL     1      -4.356  -0.134   1.968  1.00  0.00           H  
HETATM   18  H3  UNL     1      -4.515   1.409   1.086  1.00  0.00           H  
HETATM   19  H4  UNL     1      -4.802  -0.609  -1.505  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.267   0.216  -2.092  1.00  0.00           H  
HETATM   21  H6  UNL     1      -3.276  -1.479  -1.544  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.753   1.095   2.267  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.676  -0.301   2.460  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.043   1.291   1.825  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.216  -1.430  -1.155  1.00  0.00           H  
HETATM   26  H11 UNL     1       1.237   0.203  -1.851  1.00  0.00           H  
HETATM   27  H12 UNL     1       2.742  -2.164   0.471  1.00  0.00           H  
HETATM   28  H13 UNL     1       4.894  -1.883   1.506  1.00  0.00           H  
HETATM   29  H14 UNL     1       6.096   0.252   1.418  1.00  0.00           H  
HETATM   30  H15 UNL     1       5.069   2.190   0.227  1.00  0.00           H  
HETATM   31  H16 UNL     1       2.890   1.933  -0.830  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4    4
CONECT    3   19   20   21
CONECT    4    5    6
CONECT    5   22   23   24
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   25   26
CONECT   10   11   11   15
CONECT   11   12   27
CONECT   12   13   13   28
CONECT   13   14   29
CONECT   14   15   15   30
CONECT   15   31
END

HMDB0036224
     RDKit          3D
Benzyl 2,3-dimethyl-2-butenoate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -4.5241    0.2947    0.9497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4035   -0.0182    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7044   -0.4755   -1.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1748    0.1079    0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8977    0.5693    1.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0571   -0.1898   -0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1555   -0.5869   -1.6406 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2698   -0.0468   -0.0051 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3406   -0.3433   -0.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6504   -0.1422   -0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2483   -1.1883    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4724   -1.0155    0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1232    0.1763    0.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5381    1.2383    0.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3029    1.0639   -0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4845   -0.0313    0.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3563   -0.1343    1.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5152    1.4086    1.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8019   -0.6089   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2666    0.2156   -2.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2765   -1.4787   -1.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7526    1.0954    2.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6763   -0.3013    2.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0430    1.2911    1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2163   -1.4303   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2367    0.2030   -1.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7417   -2.1636    0.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8941   -1.8835    1.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0961    0.2516    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0692    2.1897    0.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8903    1.9329   -0.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Benzyl 2,3-dimethyl-2-butenoic acid	Generator
2-Butenoic acid, 2,3-dimethyl-, phenylmethyl ester	HMDB
Benzyl 2,3-dimethylcrotonate	HMDB
Benzyl methyltiglate	HMDB
Crotonic acid, 2,3-dimethyl-, benzyl ester	HMDB
FEMA 2143	HMDB
Phenylmethyl 2,3-dimethyl-2-butenoate	HMDB
Benzyl 2,3-dimethylbut-2-enoic acid	Generator

Chemical Formula

C₁₃H₁₆O₂

Average Molecular Weight

204.2649

Monoisotopic Molecular Weight

204.115029756

IUPAC Name

benzyl 2,3-dimethylbut-2-enoate

Traditional Name

benzyl 2,3-dimethylbut-2-enoate

CAS Registry Number

7492-69-5

SMILES

CC(C)=C(C)C(=O)OCC1=CC=CC=C1

InChI Identifier

InChI=1S/C13H16O2/c1-10(2)11(3)13(14)15-9-12-7-5-4-6-8-12/h4-8H,9H2,1-3H3

InChI Key

LHDWSNQMWAZQPX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzyloxycarbonyls

Direct Parent

Benzyloxycarbonyls

Alternative Parents

Substituents

Benzyloxycarbonyl
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: HMDB0036224)
Cell membrane (HMDB: HMDB0036224)

Source

Exogenous

Exogenous (HMDB: HMDB0036224)

Food

Food (HMDB: HMDB0036224)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0036224)

Biological role

Nutrient (HMDB: HMDB0036224)

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	0.14 g/L	ALOGPS
logP	3.71	ALOGPS
logP	3.66	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	-6.9	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	4	ChemAxon
Refractivity	60.99 m³·mol⁻¹	ChemAxon
Polarizability	23.37 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]+	148.483	31661259
DarkChem	[M-H]-	147.334	31661259
DeepCCS	[M+H]+	148.135	30932474
DeepCCS	[M-H]-	145.761	30932474
DeepCCS	[M-2H]-	179.581	30932474
DeepCCS	[M+Na]+	154.357	30932474
AllCCS	[M+H]+	144.1	32859911
AllCCS	[M+H-H2O]+	140.2	32859911
AllCCS	[M+NH4]+	147.7	32859911
AllCCS	[M+Na]+	148.8	32859911
AllCCS	[M-H]-	149.1	32859911
AllCCS	[M+Na-2H]-	149.5	32859911
AllCCS	[M+HCOO]-	150.1	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.	8.53 minutes	32390414
Predicted by Siyang on May 30, 2022	16.8773 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.26 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2560.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	564.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	212.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	319.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	119.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	656.8 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	838.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	81.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1388.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	582.0 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	1477.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	407.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	498.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	422.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	472.0 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	17.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benzyl 2,3-dimethyl-2-butenoate	CC(C)=C(C)C(=O)OCC1=CC=CC=C1	2214.2	Standard polar	33892256
Benzyl 2,3-dimethyl-2-butenoate	CC(C)=C(C)C(=O)OCC1=CC=CC=C1	1520.1	Standard non polar	33892256
Benzyl 2,3-dimethyl-2-butenoate	CC(C)=C(C)C(=O)OCC1=CC=CC=C1	1500.1	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 - Benzyl 2,3-dimethyl-2-butenoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-455a6ceef170239723b4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 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 - Benzyl 2,3-dimethyl-2-butenoate 10V, Positive-QTOF	splash10-0a4l-9160000000-b503940751dace6e8a3b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 20V, Positive-QTOF	splash10-0006-9000000000-5d645eb437a6a30709e9	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 40V, Positive-QTOF	splash10-0006-9000000000-576eba00a3b712ac9815	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 10V, Negative-QTOF	splash10-0udi-2190000000-dc2026ec5d09ea6ae15c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 20V, Negative-QTOF	splash10-0j4j-9530000000-54cbba632e07d9e4b4b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 40V, Negative-QTOF	splash10-016r-9100000000-809f8e85d5bc286d8946	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 10V, Positive-QTOF	splash10-014i-9000000000-85dffab9cc12c05a9564	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 20V, Positive-QTOF	splash10-00kf-9000000000-7c3db47bd1d6eea59205	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 40V, Positive-QTOF	splash10-0006-9000000000-b332bc58d9ec6fc6f189	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 10V, Negative-QTOF	splash10-0udi-0190000000-5bbcf3349c9ba43b9d97	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 20V, Negative-QTOF	splash10-0006-9300000000-98ea6f602661f7ac5511	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 40V, Negative-QTOF	splash10-016r-9100000000-bccdccd5451fad9226cf	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

FDB015082

KNApSAcK ID

Not Available

Chemspider ID

55331

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61402

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Benzyl 2,3-dimethyl-2-butenoate (HMDB0036224)

MOL for HMDB0036224 (Benzyl 2,3-dimethyl-2-butenoate)

3D MOL for HMDB0036224 (Benzyl 2,3-dimethyl-2-butenoate)

3D SDF for HMDB0036224 (Benzyl 2,3-dimethyl-2-butenoate)

3D-SDF for HMDB0036224 (Benzyl 2,3-dimethyl-2-butenoate)

PDB for HMDB0036224 (Benzyl 2,3-dimethyl-2-butenoate)

3D PDB for HMDB0036224 (Benzyl 2,3-dimethyl-2-butenoate)

SMILES for HMDB0036224 (Benzyl 2,3-dimethyl-2-butenoate)

INCHI for HMDB0036224 (Benzyl 2,3-dimethyl-2-butenoate)

Structure for HMDB0036224 (Benzyl 2,3-dimethyl-2-butenoate)

3D Structure for HMDB0036224 (Benzyl 2,3-dimethyl-2-butenoate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra