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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:58:44 UTC

Update Date

2023-02-21 17:25:59 UTC

HMDB ID

HMDB0037721

Secondary Accession Numbers

HMDB37721

Metabolite Identification

Common Name

2-Phenylethyl 3-methyl-2-butenoate

Description

2-Phenylethyl 3-methyl-2-butenoate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review a small amount of articles have been published on 2-Phenylethyl 3-methyl-2-butenoate.

Structure

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

HMDB0037721
     RDKit          3D
2-Phenylethyl 3-methyl-2-butenoate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.4859   -1.0250    0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8201    0.3851    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2301    0.8434    0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8736    1.2630    0.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4759    0.8687    0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6151    1.7817    0.9609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0133   -0.3954    0.5276 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499   -0.6871    0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0103    0.0344   -0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4651   -0.2569   -0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9645   -1.2872   -1.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3267   -1.4833   -1.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1811   -0.6624   -0.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6922    0.3758   -0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252    0.5500   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178   -1.1311   -0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9075   -1.5029    1.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4005   -1.6531    0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9579    0.0489    0.5411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4199    1.3000    1.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3308    1.6997    0.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1225    2.3007    1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4973   -1.7900    0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -0.4404    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9089    1.1257   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5169   -0.2775   -1.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2547   -1.9002   -2.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6997   -2.2990   -2.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2327   -0.8525   -0.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3919    0.9874    0.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9581    1.3815    0.5772 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
  5  6  2  0
  5  7  1  0
  7  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
  4 22  1  0
  8 23  1  0
  8 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 05061309582D          

 15 15  0  0  0  0            999 V2000
    5.0013    0.4125    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
   -0.7145    2.8875    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
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    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
    4.2868    1.6500    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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11 10  2  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13 10  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>
HMDB0037721

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CC(=O)OCCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H16O2/c1-11(2)10-13(14)15-9-8-12-6-4-3-5-7-12/h3-7,10H,8-9H2,1-2H3

> <INCHI_KEY>
QTCRFFUEUAXZNW-UHFFFAOYSA-N

> <FORMULA>
C13H16O2

> <MOLECULAR_WEIGHT>
204.2649

> <EXACT_MASS>
204.115029756

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.15898430742987

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-phenylethyl 3-methylbut-2-enoate

> <ALOGPS_LOGP>
3.31

> <JCHEM_LOGP>
3.555305270666667

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.80105549832978

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
61.38360000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-phenylethyl 3-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037721
     RDKit          3D
2-Phenylethyl 3-methyl-2-butenoate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.4859   -1.0250    0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8201    0.3851    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2301    0.8434    0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8736    1.2630    0.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4759    0.8687    0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6151    1.7817    0.9609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0133   -0.3954    0.5276 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499   -0.6871    0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0103    0.0344   -0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4651   -0.2569   -0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9645   -1.2872   -1.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3267   -1.4833   -1.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1811   -0.6624   -0.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6922    0.3758   -0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252    0.5500   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178   -1.1311   -0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9075   -1.5029    1.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4005   -1.6531    0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9579    0.0489    0.5411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4199    1.3000    1.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3308    1.6997    0.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1225    2.3007    1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4973   -1.7900    0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -0.4404    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9089    1.1257   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5169   -0.2775   -1.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2547   -1.9002   -2.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6997   -2.2990   -2.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2327   -0.8525   -0.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3919    0.9874    0.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9581    1.3815    0.5772 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
  5  6  2  0
  5  7  1  0
  7  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
  4 22  1  0
  8 23  1  0
  8 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       9.336   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   3.080   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       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.668   5.390   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       5.335   3.080   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   12                                                       
CONECT    7    5   12                                                       
CONECT    8    9   12                                                       
CONECT    9    8   15                                                       
CONECT   10   11   13                                                       
CONECT   11    1    2   10                                                  
CONECT   12    6    7    8                                                  
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15    9   13                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0037721
HETATM    1  C1  UNL     1      -3.486  -1.025   0.394  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.820   0.385   0.672  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.230   0.843   0.758  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.874   1.263   0.850  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.476   0.869   0.777  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.615   1.782   0.961  1.00  0.00           O  
HETATM    7  O2  UNL     1      -1.013  -0.395   0.528  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.350  -0.687   0.467  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.010   0.034  -0.647  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.465  -0.257  -0.748  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.964  -1.287  -1.510  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.327  -1.483  -1.543  1.00  0.00           C  
HETATM   13  C11 UNL     1       5.181  -0.662  -0.826  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.692   0.376  -0.057  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.325   0.550  -0.041  1.00  0.00           C  
HETATM   16  H1  UNL     1      -2.918  -1.131  -0.536  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.907  -1.503   1.225  1.00  0.00           H  
HETATM   18  H3  UNL     1      -4.400  -1.653   0.265  1.00  0.00           H  
HETATM   19  H4  UNL     1      -5.958   0.049   0.541  1.00  0.00           H  
HETATM   20  H5  UNL     1      -5.420   1.300   1.767  1.00  0.00           H  
HETATM   21  H6  UNL     1      -5.331   1.700   0.033  1.00  0.00           H  
HETATM   22  H7  UNL     1      -3.122   2.301   1.055  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.497  -1.790   0.316  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.795  -0.440   1.470  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.909   1.126  -0.556  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.517  -0.278  -1.594  1.00  0.00           H  
HETATM   27  H12 UNL     1       2.255  -1.900  -2.052  1.00  0.00           H  
HETATM   28  H13 UNL     1       4.700  -2.299  -2.149  1.00  0.00           H  
HETATM   29  H14 UNL     1       6.233  -0.852  -0.882  1.00  0.00           H  
HETATM   30  H15 UNL     1       5.392   0.987   0.483  1.00  0.00           H  
HETATM   31  H16 UNL     1       2.958   1.381   0.577  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4    4
CONECT    3   19   20   21
CONECT    4    5   22
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   23   24
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

HMDB0037721
     RDKit          3D
2-Phenylethyl 3-methyl-2-butenoate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.4859   -1.0250    0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8201    0.3851    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2301    0.8434    0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8736    1.2630    0.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4759    0.8687    0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6151    1.7817    0.9609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0133   -0.3954    0.5276 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499   -0.6871    0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0103    0.0344   -0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4651   -0.2569   -0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9645   -1.2872   -1.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3267   -1.4833   -1.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1811   -0.6624   -0.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6922    0.3758   -0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252    0.5500   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178   -1.1311   -0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9075   -1.5029    1.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4005   -1.6531    0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9579    0.0489    0.5411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4199    1.3000    1.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3308    1.6997    0.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1225    2.3007    1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4973   -1.7900    0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -0.4404    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9089    1.1257   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5169   -0.2775   -1.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2547   -1.9002   -2.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6997   -2.2990   -2.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2327   -0.8525   -0.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3919    0.9874    0.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9581    1.3815    0.5772 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
  5  6  2  0
  5  7  1  0
  7  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
  4 22  1  0
  8 23  1  0
  8 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
2-Phenylethyl 3-methyl-2-butenoic acid	Generator
2-Butenoic acid, 3-methyl-, 2-phenethyl ester	HMDB
2-Butenoic acid, 3-methyl-, 2-phenylethyl ester	HMDB
2-Phenylethyl senecioate	HMDB
3-Methyl-2-butenoic acid, 2-phenylethyl ester	HMDB
FEMA 2869	HMDB
Phenethyl 3,3-dimethylacrylate	HMDB
Phenethyl 3-methylbut-2-enoate	HMDB
Phenethyl 3-methylcrotonate	HMDB
Phenethyl senecioate	HMDB
Phenylethyl beta,beta-dimethylacrylate	HMDB
2-Phenylethyl 3-methylbut-2-enoic acid	Generator

Chemical Formula

C₁₃H₁₆O₂

Average Molecular Weight

204.2649

Monoisotopic Molecular Weight

204.115029756

IUPAC Name

2-phenylethyl 3-methylbut-2-enoate

Traditional Name

2-phenylethyl 3-methylbut-2-enoate

CAS Registry Number

42078-65-9

SMILES

CC(C)=CC(=O)OCCC1=CC=CC=C1

InChI Identifier

InChI=1S/C13H16O2/c1-11(2)10-13(14)15-9-8-12-6-4-3-5-7-12/h3-7,10H,8-9H2,1-2H3

InChI Key

QTCRFFUEUAXZNW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Benzenoid
Monocyclic benzene moiety
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

Sweet

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0037721)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037721)

Source

Endogenous

Endogenous (HMDB: HMDB0037721)

Animal

Animal (HMDB: HMDB0037721)

Exogenous

Food

Food (HMDB: HMDB0037721)

Exogenous (HMDB: HMDB0037721)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037721)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037721)

Lipid metabolism pathway (HMDB: HMDB0037721)

Biochemical process

Lipid transport (HMDB: HMDB0037721)

Role

Biological role

Energy source (HMDB: HMDB0037721)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037721)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	285.00 to 287.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	19.95 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.060 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.074 g/L	ALOGPS
logP	3.31	ALOGPS
logP	3.56	ChemAxon
logS	-3.4	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	61.38 m³·mol⁻¹	ChemAxon
Polarizability	23.16 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]+	148.85	31661259
DarkChem	[M-H]-	146.915	31661259
DeepCCS	[M+H]+	142.782	30932474
DeepCCS	[M-H]-	140.4	30932474
DeepCCS	[M-2H]-	175.31	30932474
DeepCCS	[M+Na]+	149.948	30932474
AllCCS	[M+H]+	144.9	32859911
AllCCS	[M+H-H2O]+	141.0	32859911
AllCCS	[M+NH4]+	148.6	32859911
AllCCS	[M+Na]+	149.6	32859911
AllCCS	[M-H]-	149.8	32859911
AllCCS	[M+Na-2H]-	150.2	32859911
AllCCS	[M+HCOO]-	150.8	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.	8.72 minutes	32390414
Predicted by Siyang on May 30, 2022	15.8709 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.14 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2434.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	513.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	196.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	292.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	163.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	630.8 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	762.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	84.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1379.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	573.4 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	1464.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	390.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	475.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	377.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	401.5 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	9.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Phenylethyl 3-methyl-2-butenoate	CC(C)=CC(=O)OCCC1=CC=CC=C1	2313.8	Standard polar	33892256
2-Phenylethyl 3-methyl-2-butenoate	CC(C)=CC(=O)OCCC1=CC=CC=C1	1531.7	Standard non polar	33892256
2-Phenylethyl 3-methyl-2-butenoate	CC(C)=CC(=O)OCCC1=CC=CC=C1	1568.5	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 - 2-Phenylethyl 3-methyl-2-butenoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-053u-9200000000-b636bb779e3a78048f68	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Phenylethyl 3-methyl-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 - 2-Phenylethyl 3-methyl-2-butenoate 10V, Positive-QTOF	splash10-0a4i-5690000000-f5f2cb0e6e2cd10f267a	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-methyl-2-butenoate 20V, Positive-QTOF	splash10-052f-9500000000-a8bbd785fff2957592fe	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-methyl-2-butenoate 40V, Positive-QTOF	splash10-052f-9400000000-9f448b5d5d82742a1b49	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-methyl-2-butenoate 10V, Negative-QTOF	splash10-0ue9-9280000000-d0031b9d3f8254952b1b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-methyl-2-butenoate 20V, Negative-QTOF	splash10-001j-9210000000-96aa2a3d8431e32ffa78	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-methyl-2-butenoate 40V, Negative-QTOF	splash10-001i-9000000000-7ed86d0b1518bda0ca2b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-methyl-2-butenoate 10V, Positive-QTOF	splash10-0a4i-2900000000-20cfbe309c343d03308f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-methyl-2-butenoate 20V, Positive-QTOF	splash10-0a4i-8900000000-19b8e67a0556e0521ecf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-methyl-2-butenoate 40V, Positive-QTOF	splash10-0006-9100000000-a04ecfa8965295d7865a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-methyl-2-butenoate 10V, Negative-QTOF	splash10-0udi-6190000000-1e949f1b8dc81d69120a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-methyl-2-butenoate 20V, Negative-QTOF	splash10-0005-9000000000-28c12840f9d2c51ac78e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 3-methyl-2-butenoate 40V, Negative-QTOF	splash10-0159-9000000000-c0c39b5e37ca5d7438bf	2021-09-24	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

FDB016850

KNApSAcK ID

Not Available

Chemspider ID

55845

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61997

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1033721

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 2-Phenylethyl 3-methyl-2-butenoate (HMDB0037721)

MOL for HMDB0037721 (2-Phenylethyl 3-methyl-2-butenoate)

3D MOL for HMDB0037721 (2-Phenylethyl 3-methyl-2-butenoate)

3D SDF for HMDB0037721 (2-Phenylethyl 3-methyl-2-butenoate)

3D-SDF for HMDB0037721 (2-Phenylethyl 3-methyl-2-butenoate)

PDB for HMDB0037721 (2-Phenylethyl 3-methyl-2-butenoate)

3D PDB for HMDB0037721 (2-Phenylethyl 3-methyl-2-butenoate)

SMILES for HMDB0037721 (2-Phenylethyl 3-methyl-2-butenoate)

INCHI for HMDB0037721 (2-Phenylethyl 3-methyl-2-butenoate)

Structure for HMDB0037721 (2-Phenylethyl 3-methyl-2-butenoate)

3D Structure for HMDB0037721 (2-Phenylethyl 3-methyl-2-butenoate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra