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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:30:12 UTC

Update Date

2022-03-07 02:56:47 UTC

HMDB ID

HMDB0040890

Secondary Accession Numbers

HMDB40890

Metabolite Identification

Common Name

3',4',5'-Trimethoxycinnamyl alcohol

Description

3',4',5'-Trimethoxycinnamyl alcohol belongs to the class of organic compounds known as cinnamyl alcohols. These are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety. 3',4',5'-Trimethoxycinnamyl alcohol has been detected, but not quantified in, herbs and spices. This could make 3',4',5'-trimethoxycinnamyl alcohol 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.

Structure

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

HMDB0040890
     RDKit          3D
3',4',5'-Trimethoxycinnamyl alcohol
 32 32  0  0  0  0  0  0  0  0999 V2000
   -0.3566   -3.1826    1.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0921   -2.4053    0.4663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7327   -1.1013    0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3804   -0.5055    0.7743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7729    0.7684    0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9493    1.4681    0.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1535    1.0777    1.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6806   -0.2466    1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680   -1.3039    0.6233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0127    1.4876   -0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095    0.9309   -1.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8809    1.6237   -1.9619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5118    2.9524   -2.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4658   -0.3649   -0.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5664   -0.9059   -1.3694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8799   -0.8490   -0.8990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7127   -3.2760    1.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725   -4.1905    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4134   -2.6357    2.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8648   -1.0994    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901    2.5950    1.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8744    1.8899    1.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1094   -0.5057    2.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6629   -0.1846    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5637   -1.9632    0.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2509    2.5021   -0.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4953    2.9957   -2.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4727    3.6038   -1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1972    3.4253   -2.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9231   -0.4525    0.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5502   -0.2626   -1.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3007   -1.8851   -0.8862 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
  5 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 14  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
M  END

  Mrv0541 02241208362D          

 16 16  0  0  0  0            999 V2000
   -0.3567   -1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0713   -0.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7848   -1.0308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7848   -1.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995    0.6185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714   -1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3581   -0.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3581    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3567    0.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0713    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7848    0.6185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4995    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3567    1.4432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3581    1.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  2  0  0  0  0
  2  3  1  0  0  0  0
  2 12  2  0  0  0  0
  3  4  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040890

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H16O4/c1-14-10-7-9(5-4-6-13)8-11(15-2)12(10)16-3/h4-5,7-8,13H,6H2,1-3H3/b5-4-

> <INCHI_KEY>
HZDDMDAKGIRCPP-PLNGDYQASA-N

> <FORMULA>
C12H16O4

> <MOLECULAR_WEIGHT>
224.253

> <EXACT_MASS>
224.104859

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
24.044083980971926

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.08

> <JCHEM_LOGP>
1.3427979250000002

> <ALOGPS_LOGS>
-2.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.622574789380156

> <JCHEM_PKA_STRONGEST_BASIC>
-2.526485787125119

> <JCHEM_POLAR_SURFACE_AREA>
47.92

> <JCHEM_REFRACTIVITY>
62.58210000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.59e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040890
     RDKit          3D
3',4',5'-Trimethoxycinnamyl alcohol
 32 32  0  0  0  0  0  0  0  0999 V2000
   -0.3566   -3.1826    1.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0921   -2.4053    0.4663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7327   -1.1013    0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3804   -0.5055    0.7743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7729    0.7684    0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9493    1.4681    0.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1535    1.0777    1.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6806   -0.2466    1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680   -1.3039    0.6233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0127    1.4876   -0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095    0.9309   -1.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8809    1.6237   -1.9619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5118    2.9524   -2.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4658   -0.3649   -0.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5664   -0.9059   -1.3694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8799   -0.8490   -0.8990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7127   -3.2760    1.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725   -4.1905    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4134   -2.6357    2.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8648   -1.0994    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901    2.5950    1.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8744    1.8899    1.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1094   -0.5057    2.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6629   -0.1846    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5637   -1.9632    0.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2509    2.5021   -0.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4953    2.9957   -2.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4727    3.6038   -1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1972    3.4253   -2.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9231   -0.4525    0.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5502   -0.2626   -1.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3007   -1.8851   -0.8862 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
  5 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 14  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.666  -1.924   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.000  -1.155   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.332  -1.924   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -3.332  -3.464   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.666   1.155   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.334   0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.334  -1.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.000  -1.924   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.668  -1.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.668   0.385   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.666   1.155   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.000   0.385   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.332   1.155   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.666   0.385   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.666   2.694   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.668   3.464   0.000  0.00  0.00           C+0
CONECT    1    2    9                                                       
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    6                                                            
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    1    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12    2   11   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   11   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0040890
HETATM    1  C1  UNL     1      -0.357  -3.183   1.395  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.092  -2.405   0.466  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.733  -1.101   0.164  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.380  -0.506   0.774  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.773   0.768   0.507  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.949   1.468   0.929  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.154   1.078   1.161  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.681  -0.247   1.034  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.968  -1.304   0.623  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.013   1.488  -0.432  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.110   0.931  -1.045  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.881   1.624  -1.962  1.00  0.00           O  
HETATM   13  C10 UNL     1      -1.512   2.952  -2.267  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.466  -0.365  -0.744  1.00  0.00           C  
HETATM   15  O4  UNL     1      -2.566  -0.906  -1.369  1.00  0.00           O  
HETATM   16  C12 UNL     1      -3.880  -0.849  -0.899  1.00  0.00           C  
HETATM   17  H1  UNL     1       0.713  -3.276   1.080  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.773  -4.191   1.520  1.00  0.00           H  
HETATM   19  H3  UNL     1      -0.413  -2.636   2.368  1.00  0.00           H  
HETATM   20  H4  UNL     1       0.865  -1.099   1.533  1.00  0.00           H  
HETATM   21  H5  UNL     1       1.790   2.595   1.105  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.874   1.890   1.507  1.00  0.00           H  
HETATM   23  H7  UNL     1       4.109  -0.506   2.080  1.00  0.00           H  
HETATM   24  H8  UNL     1       4.663  -0.185   0.411  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.564  -1.963   0.179  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.251   2.502  -0.679  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.495   2.996  -2.734  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.473   3.604  -1.381  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.197   3.425  -2.990  1.00  0.00           H  
HETATM   30  H14 UNL     1      -3.923  -0.453   0.130  1.00  0.00           H  
HETATM   31  H15 UNL     1      -4.550  -0.263  -1.578  1.00  0.00           H  
HETATM   32  H16 UNL     1      -4.301  -1.885  -0.886  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3
CONECT    3    4    4   14
CONECT    4    5   20
CONECT    5    6   10   10
CONECT    6    7    7   21
CONECT    7    8   22
CONECT    8    9   23   24
CONECT    9   25
CONECT   10   11   26
CONECT   11   12   14   14
CONECT   12   13
CONECT   13   27   28   29
CONECT   14   15
CONECT   15   16
CONECT   16   30   31   32
END

HMDB0040890
     RDKit          3D
3',4',5'-Trimethoxycinnamyl alcohol
 32 32  0  0  0  0  0  0  0  0999 V2000
   -0.3566   -3.1826    1.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0921   -2.4053    0.4663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7327   -1.1013    0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3804   -0.5055    0.7743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7729    0.7684    0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9493    1.4681    0.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1535    1.0777    1.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6806   -0.2466    1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680   -1.3039    0.6233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0127    1.4876   -0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095    0.9309   -1.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8809    1.6237   -1.9619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5118    2.9524   -2.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4658   -0.3649   -0.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5664   -0.9059   -1.3694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8799   -0.8490   -0.8990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7127   -3.2760    1.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725   -4.1905    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4134   -2.6357    2.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8648   -1.0994    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901    2.5950    1.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8744    1.8899    1.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1094   -0.5057    2.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6629   -0.1846    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5637   -1.9632    0.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2509    2.5021   -0.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4953    2.9957   -2.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4727    3.6038   -1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1972    3.4253   -2.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9231   -0.4525    0.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5502   -0.2626   -1.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3007   -1.8851   -0.8862 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
  5 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 14  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(3,4,5-Trimethoxyphenyl)-2-propen-1-ol	HMDB

Chemical Formula

C₁₂H₁₆O₄

Average Molecular Weight

224.253

Monoisotopic Molecular Weight

224.104859

IUPAC Name

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

Traditional Name

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

CAS Registry Number

30273-62-2

SMILES

COC1=CC(\C=C/CO)=CC(OC)=C1OC

InChI Identifier

InChI=1S/C12H16O4/c1-14-10-7-9(5-4-6-13)8-11(15-2)12(10)16-3/h4-5,7-8,13H,6H2,1-3H3/b5-4-

InChI Key

HZDDMDAKGIRCPP-PLNGDYQASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamyl alcohols. These are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamyl alcohols

Sub Class

Not Available

Direct Parent

Cinnamyl alcohols

Alternative Parents

Substituents

Cinnamyl alcohol
Anisole
Phenoxy compound
Phenol ether
Styrene
Methoxybenzene
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Ether
Primary alcohol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040890)
Cytoplasm (HMDB: HMDB0040890)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040890)

Source

Exogenous

Exogenous (HMDB: HMDB0040890)

Food

Food (HMDB: HMDB0040890)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0040890)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040890)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	110 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	7380 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.56 g/L	ALOGPS
logP	2.08	ALOGPS
logP	1.34	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	15.62	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.92 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	62.58 m³·mol⁻¹	ChemAxon
Polarizability	24.04 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]+	153.954	31661259
DarkChem	[M-H]-	151.59	31661259
DeepCCS	[M+H]+	147.342	30932474
DeepCCS	[M-H]-	144.984	30932474
DeepCCS	[M-2H]-	178.84	30932474
DeepCCS	[M+Na]+	153.678	30932474
AllCCS	[M+H]+	150.9	32859911
AllCCS	[M+H-H2O]+	147.0	32859911
AllCCS	[M+NH4]+	154.6	32859911
AllCCS	[M+Na]+	155.6	32859911
AllCCS	[M-H]-	152.8	32859911
AllCCS	[M+Na-2H]-	153.3	32859911
AllCCS	[M+HCOO]-	154.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3',4',5'-Trimethoxycinnamyl alcohol	COC1=CC(\C=C/CO)=CC(OC)=C1OC	3122.5	Standard polar	33892256
3',4',5'-Trimethoxycinnamyl alcohol	COC1=CC(\C=C/CO)=CC(OC)=C1OC	1844.4	Standard non polar	33892256
3',4',5'-Trimethoxycinnamyl alcohol	COC1=CC(\C=C/CO)=CC(OC)=C1OC	1958.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3',4',5'-Trimethoxycinnamyl alcohol,1TMS,isomer #1	COC1=CC(/C=C\CO[Si](C)(C)C)=CC(OC)=C1OC	1974.9	Semi standard non polar	33892256
3',4',5'-Trimethoxycinnamyl alcohol,1TBDMS,isomer #1	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC(OC)=C1OC	2210.7	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 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-0950000000-96971d108a675409af6f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol GC-MS (1 TMS) - 70eV, Positive	splash10-00e9-9280000000-234c051114ee0654fa6c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol 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 10V, Positive-QTOF	splash10-0a6r-0190000000-539e5544c7b4f32e5e96	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol 20V, Positive-QTOF	splash10-0a4i-2590000000-a0f21b882c9a6a8504d3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol 40V, Positive-QTOF	splash10-00pi-4900000000-e9664919bd00980210b2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol 10V, Negative-QTOF	splash10-00di-0190000000-8072fd752c05667c5699	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol 20V, Negative-QTOF	splash10-05fr-0690000000-44fc46874cbe30f35684	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol 40V, Negative-QTOF	splash10-0f92-2900000000-1ac67a1f2581d1ec3096	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol 10V, Negative-QTOF	splash10-00di-0090000000-63cf05550b3aa1e54b70	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol 20V, Negative-QTOF	splash10-00fr-0970000000-70e42592696d147fc801	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol 40V, Negative-QTOF	splash10-01b9-9820000000-e9392d5e61074e76d873	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol 10V, Positive-QTOF	splash10-056r-0090000000-b16a05635a1b0a0a4849	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol 20V, Positive-QTOF	splash10-056r-0490000000-c22f2545f781c0c25de4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',4',5'-Trimethoxycinnamyl alcohol 40V, Positive-QTOF	splash10-0aw9-2900000000-157bd5c3b4688cf5f992	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB020726

KNApSAcK ID

C00058073

Chemspider ID

30777516

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102246983

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1887451

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 (HMDB0040890)

MOL for HMDB0040890 (3',4',5'-Trimethoxycinnamyl alcohol)

3D MOL for HMDB0040890 (3',4',5'-Trimethoxycinnamyl alcohol)

3D SDF for HMDB0040890 (3',4',5'-Trimethoxycinnamyl alcohol)

3D-SDF for HMDB0040890 (3',4',5'-Trimethoxycinnamyl alcohol)

PDB for HMDB0040890 (3',4',5'-Trimethoxycinnamyl alcohol)

3D PDB for HMDB0040890 (3',4',5'-Trimethoxycinnamyl alcohol)

SMILES for HMDB0040890 (3',4',5'-Trimethoxycinnamyl alcohol)

INCHI for HMDB0040890 (3',4',5'-Trimethoxycinnamyl alcohol)

Structure for HMDB0040890 (3',4',5'-Trimethoxycinnamyl alcohol)

3D Structure for HMDB0040890 (3',4',5'-Trimethoxycinnamyl alcohol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra