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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:31:14 UTC

Update Date

2022-03-07 02:55:15 UTC

HMDB ID

HMDB0037278

Secondary Accession Numbers

HMDB37278

Metabolite Identification

Common Name

Isoeugenol phenylacetate

Description

Isoeugenol phenylacetate belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. Isoeugenol phenylacetate is a sweet, cinnamon, and clove tasting compound. Based on a literature review very few articles have been published on Isoeugenol phenylacetate.

Structure

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

HMDB0037278
     RDKit          3D
Isoeugenol phenylacetate
 39 40  0  0  0  0  0  0  0  0999 V2000
    5.4084   -1.2796    0.9978 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4272    0.1314    1.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4891    0.9559    1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941    0.7338    0.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6254    1.8771   -0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4463    1.8088   -0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8501    0.5822   -1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3495    0.4800   -1.7417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5231    0.5316   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4789    0.6682    0.2183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8664    0.4319   -1.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511    0.5177   -0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4178   -0.6322   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4376   -0.5695    0.8841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9821    0.6378    1.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4901    1.7740    0.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4840    1.7289   -0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4514   -0.5614   -0.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -1.7691   -0.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3214   -3.0202   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6723   -0.4521    0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1124   -1.4508   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990   -1.6504    1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7960   -1.8644    1.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3125    0.4861    2.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6518    1.9915    1.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905    2.8254    0.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9487    2.7071   -1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9991    1.3129   -2.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9527   -0.4621   -2.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9864   -1.5710   -0.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7994   -1.4655    1.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7706    0.7182    1.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9479    2.7229    0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1370    2.6497   -0.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9311   -3.7921   -1.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9270   -3.2943    0.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4176   -3.0665   -0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0497   -1.3720    0.4758 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  7 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21  4  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
M  END

  Mrv0541 05061309412D          

 21 22  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    0.7145   -0.4125    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
    2.8579   -1.6500    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
    2.8579   -2.4750    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
  6  4  1  0  0  0  0
  7  3  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  2  0  0  0  0
 11 10  2  0  0  0  0
 14  7  1  0  0  0  0
 14 10  1  0  0  0  0
 14 12  2  0  0  0  0
 15  8  2  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  2  0  0  0  0
 18 13  1  0  0  0  0
 19 18  2  0  0  0  0
 20  2  1  0  0  0  0
 20 17  1  0  0  0  0
 21 16  1  0  0  0  0
 21 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037278

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC(=O)CC2=CC=CC=C2)C=CC(\C=C/C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O3/c1-3-7-14-10-11-16(17(12-14)20-2)21-18(19)13-15-8-5-4-6-9-15/h3-12H,13H2,1-2H3/b7-3-

> <INCHI_KEY>
YYLCMLYMJHKLEJ-CLTKARDFSA-N

> <FORMULA>
C18H18O3

> <MOLECULAR_WEIGHT>
282.3337

> <EXACT_MASS>
282.125594442

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
31.342263130595285

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methoxy-4-[(1Z)-prop-1-en-1-yl]phenyl 2-phenylacetate

> <ALOGPS_LOGP>
4.78

> <JCHEM_LOGP>
4.380512406999999

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.9036493293782994

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
83.73529999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.33e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methoxy-4-[(1Z)-prop-1-en-1-yl]phenyl 2-phenylacetate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037278
     RDKit          3D
Isoeugenol phenylacetate
 39 40  0  0  0  0  0  0  0  0999 V2000
    5.4084   -1.2796    0.9978 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4272    0.1314    1.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4891    0.9559    1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941    0.7338    0.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6254    1.8771   -0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4463    1.8088   -0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8501    0.5822   -1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3495    0.4800   -1.7417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5231    0.5316   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4789    0.6682    0.2183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8664    0.4319   -1.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511    0.5177   -0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4178   -0.6322   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4376   -0.5695    0.8841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9821    0.6378    1.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4901    1.7740    0.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4840    1.7289   -0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4514   -0.5614   -0.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -1.7691   -0.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3214   -3.0202   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6723   -0.4521    0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1124   -1.4508   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990   -1.6504    1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7960   -1.8644    1.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3125    0.4861    2.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6518    1.9915    1.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905    2.8254    0.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9487    2.7071   -1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9991    1.3129   -2.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9527   -0.4621   -2.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9864   -1.5710   -0.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7994   -1.4655    1.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7706    0.7182    1.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9479    2.7229    0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1370    2.6497   -0.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9311   -3.7921   -1.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9270   -3.2943    0.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4176   -3.0665   -0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0497   -1.3720    0.4758 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  7 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21  4  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  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       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   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       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   20                                                            
CONECT    3    1    7                                                       
CONECT    4    5    6                                                       
CONECT    5    4    8                                                       
CONECT    6    4    9                                                       
CONECT    7    3   14                                                       
CONECT    8    5   15                                                       
CONECT    9    6   15                                                       
CONECT   10   11   14                                                       
CONECT   11   10   16                                                       
CONECT   12   14   17                                                       
CONECT   13   15   18                                                       
CONECT   14    7   10   12                                                  
CONECT   15    8    9   13                                                  
CONECT   16   11   17   21                                                  
CONECT   17   12   16   20                                                  
CONECT   18   13   19   21                                                  
CONECT   19   18                                                            
CONECT   20    2   17                                                       
CONECT   21   16   18                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0037278
HETATM    1  C1  UNL     1       5.408  -1.280   0.998  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.427   0.131   1.415  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.489   0.956   1.110  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.294   0.734   0.365  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.625   1.877  -0.135  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.446   1.809  -0.818  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.850   0.582  -1.049  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.350   0.480  -1.742  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.523   0.532  -1.028  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.479   0.668   0.218  1.00  0.00           O  
HETATM   11  C9  UNL     1      -2.866   0.432  -1.668  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.951   0.518  -0.657  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.418  -0.632  -0.069  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.438  -0.569   0.884  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.982   0.638   1.241  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.490   1.774   0.630  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.484   1.729  -0.312  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.451  -0.561  -0.587  1.00  0.00           C  
HETATM   19  O3  UNL     1       0.852  -1.769  -0.822  1.00  0.00           O  
HETATM   20  C17 UNL     1       1.321  -3.020  -0.427  1.00  0.00           C  
HETATM   21  C18 UNL     1       2.672  -0.452   0.117  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.112  -1.451  -0.045  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.499  -1.650   1.086  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.796  -1.864   1.690  1.00  0.00           H  
HETATM   25  H4  UNL     1       6.313   0.486   2.032  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.652   1.992   1.508  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.091   2.825   0.043  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.949   2.707  -1.198  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.999   1.313  -2.345  1.00  0.00           H  
HETATM   30  H9  UNL     1      -2.953  -0.462  -2.308  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.986  -1.571  -0.353  1.00  0.00           H  
HETATM   32  H11 UNL     1      -5.799  -1.466   1.341  1.00  0.00           H  
HETATM   33  H12 UNL     1      -6.771   0.718   1.973  1.00  0.00           H  
HETATM   34  H13 UNL     1      -5.948   2.723   0.938  1.00  0.00           H  
HETATM   35  H14 UNL     1      -4.137   2.650  -0.758  1.00  0.00           H  
HETATM   36  H15 UNL     1       0.931  -3.792  -1.125  1.00  0.00           H  
HETATM   37  H16 UNL     1       0.927  -3.294   0.581  1.00  0.00           H  
HETATM   38  H17 UNL     1       2.418  -3.067  -0.475  1.00  0.00           H  
HETATM   39  H18 UNL     1       3.050  -1.372   0.476  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3   25
CONECT    3    4   26
CONECT    4    5    5   21
CONECT    5    6   27
CONECT    6    7    7   28
CONECT    7    8   18
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   29   30
CONECT   12   13   13   17
CONECT   13   14   31
CONECT   14   15   15   32
CONECT   15   16   33
CONECT   16   17   17   34
CONECT   17   35
CONECT   18   19   21   21
CONECT   19   20
CONECT   20   36   37   38
CONECT   21   39
END

HMDB0037278
     RDKit          3D
Isoeugenol phenylacetate
 39 40  0  0  0  0  0  0  0  0999 V2000
    5.4084   -1.2796    0.9978 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4272    0.1314    1.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4891    0.9559    1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941    0.7338    0.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6254    1.8771   -0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4463    1.8088   -0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8501    0.5822   -1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3495    0.4800   -1.7417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5231    0.5316   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4789    0.6682    0.2183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8664    0.4319   -1.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511    0.5177   -0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4178   -0.6322   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4376   -0.5695    0.8841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9821    0.6378    1.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4901    1.7740    0.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4840    1.7289   -0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4514   -0.5614   -0.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -1.7691   -0.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3214   -3.0202   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6723   -0.4521    0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1124   -1.4508   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990   -1.6504    1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7960   -1.8644    1.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3125    0.4861    2.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6518    1.9915    1.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905    2.8254    0.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9487    2.7071   -1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9991    1.3129   -2.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9527   -0.4621   -2.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9864   -1.5710   -0.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7994   -1.4655    1.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7706    0.7182    1.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9479    2.7229    0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1370    2.6497   -0.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9311   -3.7921   -1.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9270   -3.2943    0.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4176   -3.0665   -0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0497   -1.3720    0.4758 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  7 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21  4  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Isoeugenol phenylacetic acid	Generator
2-Methoxy-4-(1-propen-1-yl)phenyl phenylacetate	HMDB
2-Methoxy-4-(1-propenyl)phenyl benzeneacetate	HMDB
2-Methoxy-4-prop-1-enylphenyl phenylacetate	HMDB
2-Methoxy-4-propenylphenyl phenylacetate	HMDB
4-Propenylguaiacyl phenylacetate	HMDB
Acetic acid, phenyl-, 2-methoxy-4-propenylphenyl ester	HMDB
Benzeneacetic acid, 2-methoxy-4-(1-propen-1-yl)phenyl ester	HMDB
Benzeneacetic acid, 2-methoxy-4-(1-propenyl)phenyl ester	HMDB
FEMA 2477	HMDB
Isoeugenyl alpha-toluate	HMDB
Isoeugenyl phenylacetate	HMDB
2-Methoxy-4-[(1Z)-prop-1-en-1-yl]phenyl 2-phenylacetic acid	Generator

Chemical Formula

C₁₈H₁₈O₃

Average Molecular Weight

282.3337

Monoisotopic Molecular Weight

282.125594442

IUPAC Name

2-methoxy-4-[(1Z)-prop-1-en-1-yl]phenyl 2-phenylacetate

Traditional Name

2-methoxy-4-[(1Z)-prop-1-en-1-yl]phenyl 2-phenylacetate

CAS Registry Number

120-24-1

SMILES

COC1=C(OC(=O)CC2=CC=CC=C2)C=CC(\C=C/C)=C1

InChI Identifier

InChI=1S/C18H18O3/c1-3-7-14-10-11-16(17(12-14)20-2)21-18(19)13-15-8-5-4-6-9-15/h3-12H,13H2,1-2H3/b7-3-

InChI Key

YYLCMLYMJHKLEJ-CLTKARDFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol esters

Sub Class

Not Available

Direct Parent

Phenol esters

Alternative Parents

Substituents

Phenol ester
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0037278)
Cell membrane (HMDB: HMDB0037278)

Source

Exogenous

Exogenous (HMDB: HMDB0037278)

Food

Food (HMDB: HMDB0037278)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0037278)

Biological role

Nutrient (HMDB: HMDB0037278)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	412.00 to 413.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	1.53 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.338 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0023 g/L	ALOGPS
logP	4.78	ALOGPS
logP	4.38	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	83.74 m³·mol⁻¹	ChemAxon
Polarizability	31.34 Å³	ChemAxon
Number of Rings	2	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]+	169.284	31661259
DarkChem	[M-H]-	166.68	31661259
DeepCCS	[M+H]+	173.584	30932474
DeepCCS	[M-H]-	171.226	30932474
DeepCCS	[M-2H]-	204.113	30932474
DeepCCS	[M+Na]+	179.678	30932474
AllCCS	[M+H]+	167.7	32859911
AllCCS	[M+H-H2O]+	164.1	32859911
AllCCS	[M+NH4]+	171.0	32859911
AllCCS	[M+Na]+	172.0	32859911
AllCCS	[M-H]-	171.9	32859911
AllCCS	[M+Na-2H]-	171.4	32859911
AllCCS	[M+HCOO]-	170.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isoeugenol phenylacetate	COC1=C(OC(=O)CC2=CC=CC=C2)C=CC(\C=C/C)=C1	3314.4	Standard polar	33892256
Isoeugenol phenylacetate	COC1=C(OC(=O)CC2=CC=CC=C2)C=CC(\C=C/C)=C1	2332.9	Standard non polar	33892256
Isoeugenol phenylacetate	COC1=C(OC(=O)CC2=CC=CC=C2)C=CC(\C=C/C)=C1	2297.9	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 - Isoeugenol phenylacetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9400000000-5a734023f6f9b6c573da	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoeugenol phenylacetate 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 - Isoeugenol phenylacetate 10V, Positive-QTOF	splash10-00lr-0980000000-9b155456f0fa9f90c2ba	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 20V, Positive-QTOF	splash10-014i-2910000000-e73b16b0421924c9dd7e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 40V, Positive-QTOF	splash10-0006-9600000000-bf803bb69b649b10af5d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 10V, Negative-QTOF	splash10-001i-1790000000-9143af569a873fa658c7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 20V, Negative-QTOF	splash10-03yj-1920000000-c44b3549ee01ce0bf8ca	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 40V, Negative-QTOF	splash10-014j-2900000000-2857b5abdd850d7f0628	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 10V, Positive-QTOF	splash10-00lr-0960000000-434feb09d79ea554c8c6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 20V, Positive-QTOF	splash10-00lu-3930000000-a70d9ebc1ef1b5955712	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 40V, Positive-QTOF	splash10-0006-9600000000-419044501cb1d838ee61	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 10V, Negative-QTOF	splash10-001i-0190000000-a587719c6c430a65f08e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 20V, Negative-QTOF	splash10-001m-1590000000-b31e16ce276a64e9c625	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoeugenol phenylacetate 40V, Negative-QTOF	splash10-0002-9420000000-67de1d8ec8fbbdb0e8f3	2021-09-25	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

FDB016296

KNApSAcK ID

Not Available

Chemspider ID

20136317

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20835508

PDB ID

Not Available

ChEBI ID

174698

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1029201

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 Isoeugenol phenylacetate (HMDB0037278)

MOL for HMDB0037278 (Isoeugenol phenylacetate)

3D MOL for HMDB0037278 (Isoeugenol phenylacetate)

3D SDF for HMDB0037278 (Isoeugenol phenylacetate)

3D-SDF for HMDB0037278 (Isoeugenol phenylacetate)

PDB for HMDB0037278 (Isoeugenol phenylacetate)

3D PDB for HMDB0037278 (Isoeugenol phenylacetate)

SMILES for HMDB0037278 (Isoeugenol phenylacetate)

INCHI for HMDB0037278 (Isoeugenol phenylacetate)

Structure for HMDB0037278 (Isoeugenol phenylacetate)

3D Structure for HMDB0037278 (Isoeugenol phenylacetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra