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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:30:16 UTC

Update Date

2022-03-07 02:56:47 UTC

HMDB ID

HMDB0040891

Secondary Accession Numbers

HMDB40891

Metabolite Identification

Common Name

3',4',5'-Trimethoxycinnamyl alcohol acetate

Description

3',4',5'-Trimethoxycinnamyl alcohol acetate belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. 3',4',5'-Trimethoxycinnamyl alcohol acetate has been detected, but not quantified in, citrus. This could make 3',4',5'-trimethoxycinnamyl alcohol acetate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3',4',5'-Trimethoxycinnamyl alcohol acetate.

Structure

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

HMDB0040891
     RDKit          3D
3',4',5'-Trimethoxycinnamyl alcohol acetate
 37 37  0  0  0  0  0  0  0  0999 V2000
   -2.1306   -3.7087   -0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5677   -2.4723    0.1072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8009   -1.3079   -0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204   -1.3485   -0.7676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1698   -0.1981   -0.9764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3430   -0.3204   -1.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4025    0.3913   -1.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6553    1.4975   -0.8569 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8802    1.1216   -0.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8684   -0.0224    0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0653   -0.4951    1.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8460   -0.7251    0.6732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3592    0.9445   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5766    0.9789    0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0559    2.1699    0.7862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3045    3.3455    0.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252   -0.1551    0.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5302   -0.1503    1.1440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7207    0.0791    0.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167   -4.4006   -0.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8115   -3.5633   -1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3047   -4.0683    0.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2324   -2.2864   -1.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3430   -1.1409   -2.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2481    0.1834   -2.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643    1.6009    0.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7804    2.4499   -1.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0896   -1.5993    1.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9707   -0.0932    0.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0041   -0.1623    2.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1074    1.9083   -0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7589    4.1742    1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2619    3.2425    0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3236    3.6456   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686    0.8086   -0.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0485   -0.8592   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5189    0.5357    0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  5 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 17  3  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
M  END


  Mrv0541 05061312132D          

 19 19  0  0  0  0            999 V2000
   -2.8579    2.4750    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
   -0.7145   -1.2375    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
    0.0000    2.4750    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    2.0625    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
   -2.1434    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
    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
    0.7145   -0.4125    0.0000 C   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
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
 10  1  1  0  0  0  0
 11  6  1  0  0  0  0
 11  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
 14 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 10  2  0  0  0  0
 16  2  1  0  0  0  0
 16 12  1  0  0  0  0
 17  3  1  0  0  0  0
 17 13  1  0  0  0  0
 18  4  1  0  0  0  0
 18 14  1  0  0  0  0
 19  7  1  0  0  0  0
 19 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040891

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(\C=C/COC(C)=O)=CC(OC)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O5/c1-10(15)19-7-5-6-11-8-12(16-2)14(18-4)13(9-11)17-3/h5-6,8-9H,7H2,1-4H3/b6-5-

> <INCHI_KEY>
IMLQOKDTSYBFHF-WAYWQWQTSA-N

> <FORMULA>
C14H18O5

> <MOLECULAR_WEIGHT>
266.2897

> <EXACT_MASS>
266.115423686

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.280717738932047

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-yl acetate

> <ALOGPS_LOGP>
2.85

> <JCHEM_LOGP>
1.7839233353333332

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.444976904494196

> <JCHEM_POLAR_SURFACE_AREA>
53.99000000000001

> <JCHEM_REFRACTIVITY>
71.73360000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.37e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040891
     RDKit          3D
3',4',5'-Trimethoxycinnamyl alcohol acetate
 37 37  0  0  0  0  0  0  0  0999 V2000
   -2.1306   -3.7087   -0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5677   -2.4723    0.1072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8009   -1.3079   -0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204   -1.3485   -0.7676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1698   -0.1981   -0.9764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3430   -0.3204   -1.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4025    0.3913   -1.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6553    1.4975   -0.8569 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8802    1.1216   -0.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8684   -0.0224    0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0653   -0.4951    1.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8460   -0.7251    0.6732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3592    0.9445   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5766    0.9789    0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0559    2.1699    0.7862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3045    3.3455    0.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252   -0.1551    0.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5302   -0.1503    1.1440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7207    0.0791    0.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167   -4.4006   -0.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8115   -3.5633   -1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3047   -4.0683    0.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2324   -2.2864   -1.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3430   -1.1409   -2.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2481    0.1834   -2.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643    1.6009    0.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7804    2.4499   -1.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0896   -1.5993    1.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9707   -0.0932    0.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0041   -0.1623    2.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1074    1.9083   -0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7589    4.1742    1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2619    3.2425    0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3236    3.6456   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686    0.8086   -0.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0485   -0.8592   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5189    0.5357    0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  5 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 17  3  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 19 35  1  0
 19 36  1  0
 19 37  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      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   18                                                            
CONECT    5    6    7                                                       
CONECT    6    5   11                                                       
CONECT    7    5   19                                                       
CONECT    8   11   12                                                       
CONECT    9   11   13                                                       
CONECT   10    1   15   19                                                  
CONECT   11    6    8    9                                                  
CONECT   12    8   14   16                                                  
CONECT   13    9   14   17                                                  
CONECT   14   12   13   18                                                  
CONECT   15   10                                                            
CONECT   16    2   12                                                       
CONECT   17    3   13                                                       
CONECT   18    4   14                                                       
CONECT   19    7   10                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0040891
HETATM    1  C1  UNL     1      -2.131  -3.709  -0.401  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.568  -2.472   0.107  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.801  -1.308  -0.086  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.620  -1.348  -0.768  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.170  -0.198  -0.976  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.343  -0.320  -1.787  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.402   0.391  -1.760  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.655   1.498  -0.857  1.00  0.00           C  
HETATM    9  O2  UNL     1       3.880   1.122  -0.136  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.868  -0.022   0.608  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.065  -0.495   1.381  1.00  0.00           C  
HETATM   12  O3  UNL     1       2.846  -0.725   0.673  1.00  0.00           O  
HETATM   13  C10 UNL     1      -0.359   0.945  -0.439  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.577   0.979   0.264  1.00  0.00           C  
HETATM   15  O4  UNL     1      -2.056   2.170   0.786  1.00  0.00           O  
HETATM   16  C12 UNL     1      -1.305   3.346   0.603  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.325  -0.155   0.454  1.00  0.00           C  
HETATM   18  O5  UNL     1      -3.530  -0.150   1.144  1.00  0.00           O  
HETATM   19  C14 UNL     1      -4.721   0.079   0.383  1.00  0.00           C  
HETATM   20  H1  UNL     1      -3.017  -4.401  -0.339  1.00  0.00           H  
HETATM   21  H2  UNL     1      -1.812  -3.563  -1.457  1.00  0.00           H  
HETATM   22  H3  UNL     1      -1.305  -4.068   0.252  1.00  0.00           H  
HETATM   23  H4  UNL     1      -0.232  -2.286  -1.186  1.00  0.00           H  
HETATM   24  H5  UNL     1       1.343  -1.141  -2.548  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.248   0.183  -2.481  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.964   1.601   0.009  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.780   2.450  -1.373  1.00  0.00           H  
HETATM   28  H9  UNL     1       5.090  -1.599   1.290  1.00  0.00           H  
HETATM   29  H10 UNL     1       5.971  -0.093   0.855  1.00  0.00           H  
HETATM   30  H11 UNL     1       5.004  -0.162   2.430  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.107   1.908  -0.587  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.759   4.174   1.209  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.262   3.242   0.981  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.324   3.646  -0.480  1.00  0.00           H  
HETATM   35  H16 UNL     1      -4.469   0.809  -0.419  1.00  0.00           H  
HETATM   36  H17 UNL     1      -5.049  -0.859  -0.123  1.00  0.00           H  
HETATM   37  H18 UNL     1      -5.519   0.536   0.990  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4   17
CONECT    4    5   23
CONECT    5    6   13   13
CONECT    6    7    7   24
CONECT    7    8   25
CONECT    8    9   26   27
CONECT    9   10
CONECT   10   11   12   12
CONECT   11   28   29   30
CONECT   13   14   31
CONECT   14   15   17   17
CONECT   15   16
CONECT   16   32   33   34
CONECT   17   18
CONECT   18   19
CONECT   19   35   36   37
END

HMDB0040891
     RDKit          3D
3',4',5'-Trimethoxycinnamyl alcohol acetate
 37 37  0  0  0  0  0  0  0  0999 V2000
   -2.1306   -3.7087   -0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5677   -2.4723    0.1072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8009   -1.3079   -0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204   -1.3485   -0.7676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1698   -0.1981   -0.9764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3430   -0.3204   -1.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4025    0.3913   -1.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6553    1.4975   -0.8569 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8802    1.1216   -0.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8684   -0.0224    0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0653   -0.4951    1.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8460   -0.7251    0.6732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3592    0.9445   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5766    0.9789    0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0559    2.1699    0.7862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3045    3.3455    0.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252   -0.1551    0.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5302   -0.1503    1.1440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7207    0.0791    0.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167   -4.4006   -0.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8115   -3.5633   -1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3047   -4.0683    0.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2324   -2.2864   -1.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3430   -1.1409   -2.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2481    0.1834   -2.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643    1.6009    0.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7804    2.4499   -1.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0896   -1.5993    1.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9707   -0.0932    0.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0041   -0.1623    2.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1074    1.9083   -0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7589    4.1742    1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2619    3.2425    0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3236    3.6456   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686    0.8086   -0.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0485   -0.8592   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5189    0.5357    0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  5 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 17  3  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3',4',5'-Trimethoxycinnamyl alcohol acetic acid	Generator
(2Z)-3-(3,4,5-Trimethoxyphenyl)prop-2-en-1-yl acetic acid	Generator

Chemical Formula

C₁₄H₁₈O₅

Average Molecular Weight

266.2897

Monoisotopic Molecular Weight

266.115423686

IUPAC Name

(2Z)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-yl acetate

Traditional Name

(2Z)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-yl acetate

CAS Registry Number

87200-84-8

SMILES

COC1=CC(\C=C/COC(C)=O)=CC(OC)=C1OC

InChI Identifier

InChI=1S/C14H18O5/c1-10(15)19-7-5-6-11-8-12(16-2)14(18-4)13(9-11)17-3/h5-6,8-9H,7H2,1-4H3/b6-5-

InChI Key

IMLQOKDTSYBFHF-WAYWQWQTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenoxy compound
Anisole
Methoxybenzene
Styrene
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

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0040891)

Cellular substructure

Membrane (HMDB: HMDB0040891)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040891)

Source

Exogenous

Food

Food (HMDB: HMDB0040891)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Endogenous

Plant

Plant (HMDB: HMDB0040891)

Not Available

Nutrient (HMDB: HMDB0040891)

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	0.044 g/L	ALOGPS
logP	2.85	ALOGPS
logP	1.78	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	53.99 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	71.73 m³·mol⁻¹	ChemAxon
Polarizability	28.28 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	165.896	31661259
DarkChem	[M-H]-	164.803	31661259
DeepCCS	[M+H]+	163.394	30932474
DeepCCS	[M-H]-	161.036	30932474
DeepCCS	[M-2H]-	193.922	30932474
DeepCCS	[M+Na]+	169.487	30932474
AllCCS	[M+H]+	161.9	32859911
AllCCS	[M+H-H2O]+	158.3	32859911
AllCCS	[M+NH4]+	165.2	32859911
AllCCS	[M+Na]+	166.1	32859911
AllCCS	[M-H]-	165.0	32859911
AllCCS	[M+Na-2H]-	165.4	32859911
AllCCS	[M+HCOO]-	165.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3',4',5'-Trimethoxycinnamyl alcohol acetate	COC1=CC(\C=C/COC(C)=O)=CC(OC)=C1OC	3223.9	Standard polar	33892256
3',4',5'-Trimethoxycinnamyl alcohol acetate	COC1=CC(\C=C/COC(C)=O)=CC(OC)=C1OC	2006.7	Standard non polar	33892256
3',4',5'-Trimethoxycinnamyl alcohol acetate	COC1=CC(\C=C/COC(C)=O)=CC(OC)=C1OC	2074.0	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 - 3',4',5'-Trimethoxycinnamyl alcohol acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-8690000000-d5f9f7fd9b4e89d9e1e1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol acetate 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 - 3',4',5'-Trimethoxycinnamyl alcohol acetate 10V, Positive-QTOF	splash10-066r-1090000000-43f36cd396f52d5b8040	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol acetate 20V, Positive-QTOF	splash10-0a4i-2290000000-1a5d7dc35946ccae236e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol acetate 40V, Positive-QTOF	splash10-002f-5910000000-98e7d595316e097c8c3f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol acetate 10V, Negative-QTOF	splash10-066r-4090000000-68cd4cded008b7a9cae4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol acetate 20V, Negative-QTOF	splash10-0a4i-9020000000-aab72ba223e8a9327676	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol acetate 40V, Negative-QTOF	splash10-0a4i-9100000000-0c6d5ffa1e33d94c823f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol acetate 10V, Negative-QTOF	splash10-0aor-9050000000-cbe19d113ec94055faad	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol acetate 20V, Negative-QTOF	splash10-0a4i-9110000000-f23260ca8dc2999bc3ff	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol acetate 40V, Negative-QTOF	splash10-0a4i-9200000000-9e835ef7d7e36b97b635	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol acetate 10V, Positive-QTOF	splash10-0aor-0090000000-634149d15a818585c88b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol acetate 20V, Positive-QTOF	splash10-0a4i-0290000000-d1d87f9a64a400325e05	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol acetate 40V, Positive-QTOF	splash10-0ab9-0920000000-e27ec6d66e77a2e5ee5a	2021-09-24	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

FDB020727

KNApSAcK ID

Not Available

Chemspider ID

30777517

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752972

PDB ID

Not Available

ChEBI ID

172912

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1623131

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 3',4',5'-Trimethoxycinnamyl alcohol acetate (HMDB0040891)

MOL for HMDB0040891 (3',4',5'-Trimethoxycinnamyl alcohol acetate)

3D MOL for HMDB0040891 (3',4',5'-Trimethoxycinnamyl alcohol acetate)

3D SDF for HMDB0040891 (3',4',5'-Trimethoxycinnamyl alcohol acetate)

3D-SDF for HMDB0040891 (3',4',5'-Trimethoxycinnamyl alcohol acetate)

PDB for HMDB0040891 (3',4',5'-Trimethoxycinnamyl alcohol acetate)

3D PDB for HMDB0040891 (3',4',5'-Trimethoxycinnamyl alcohol acetate)

SMILES for HMDB0040891 (3',4',5'-Trimethoxycinnamyl alcohol acetate)

INCHI for HMDB0040891 (3',4',5'-Trimethoxycinnamyl alcohol acetate)

Structure for HMDB0040891 (3',4',5'-Trimethoxycinnamyl alcohol acetate)

3D Structure for HMDB0040891 (3',4',5'-Trimethoxycinnamyl alcohol acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra