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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2012-09-11 17:35:43 UTC

Update Date

2022-03-07 02:52:29 UTC

HMDB ID

HMDB0030254

Secondary Accession Numbers

HMDB30254

Metabolite Identification

Common Name

3-(3,4,5-Trimethoxyphenyl)propanoic acid

Description

3-(3,4,5-Trimethoxyphenyl)propanoic acid, also known as 3,4,5-trimethoxydihydrocinnamic acid, belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Based on a literature review a small amount of articles have been published on 3-(3,4,5-Trimethoxyphenyl)propanoic acid.

Structure

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

HMDB0030254
     RDKit          3D
3-(3,4,5-Trimethoxyphenyl)propanoic acid
 33 33  0  0  0  0  0  0  0  0999 V2000
   -0.2982    3.8439    0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1438    2.7372    0.1223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7924    1.4504   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5257    1.1045   -0.5119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761   -0.1850   -0.8208 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2546   -0.5739   -1.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0540   -1.1613   -0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2568   -0.3088    1.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8367    0.8400    1.3074 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0063   -0.8624    2.1976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1267   -1.1433   -0.8020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4389   -0.8589   -0.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4600   -1.7700   -0.4592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3217   -3.1428   -0.7426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7256    0.4574   -0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0320    0.8002    0.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4406    0.7499    1.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4340    3.7724   -0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9315    4.7448   -0.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1423    4.0525    1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2627    1.9142   -0.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8196    0.3205   -1.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864   -1.2926   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0961   -1.3122   -0.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6769   -2.1778    0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6862   -1.5896    2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1065   -2.1680   -1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3373   -3.5843   -0.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475   -3.3331   -1.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8518   -3.6104    0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6026    0.6249    2.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8981    1.7407    1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1722   -0.0791    1.6675 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  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  1  0
 15  3  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 10 26  1  0
 11 27  1  0
 14 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
M  END


  Mrv0541 02241217292D          

 17 17  0  0  0  0            999 V2000
   -0.7122   -0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7122   -1.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7123   -1.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7123   -0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286   -1.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -1.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.2674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    1.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    2.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.6799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    2.6799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1423   -1.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -2.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1423   -1.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  2  0  0  0  0
  6  8  1  0  0  0  0
  7 15  1  0  0  0  0
  8 11  1  0  0  0  0
  9 17  1  0  0  0  0
 10 16  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030254

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(CCC(O)=O)=CC(OC)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C12H16O5/c1-15-9-6-8(4-5-11(13)14)7-10(16-2)12(9)17-3/h6-7H,4-5H2,1-3H3,(H,13,14)

> <INCHI_KEY>
ZCYXGVJUZBKJAI-UHFFFAOYSA-N

> <FORMULA>
C12H16O5

> <MOLECULAR_WEIGHT>
240.2524

> <EXACT_MASS>
240.099773622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
24.783292530784554

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(3,4,5-trimethoxyphenyl)propanoic acid

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
1.582548973333333

> <ALOGPS_LOGS>
-2.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.868942411211532

> <JCHEM_PKA_STRONGEST_BASIC>
-4.445857816580141

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
61.3562

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(3,4,5-trimethoxyphenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030254
     RDKit          3D
3-(3,4,5-Trimethoxyphenyl)propanoic acid
 33 33  0  0  0  0  0  0  0  0999 V2000
   -0.2982    3.8439    0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1438    2.7372    0.1223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7924    1.4504   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5257    1.1045   -0.5119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761   -0.1850   -0.8208 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2546   -0.5739   -1.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0540   -1.1613   -0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2568   -0.3088    1.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8367    0.8400    1.3074 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0063   -0.8624    2.1976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1267   -1.1433   -0.8020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4389   -0.8589   -0.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4600   -1.7700   -0.4592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3217   -3.1428   -0.7426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7256    0.4574   -0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0320    0.8002    0.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4406    0.7499    1.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4340    3.7724   -0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9315    4.7448   -0.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1423    4.0525    1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2627    1.9142   -0.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8196    0.3205   -1.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864   -1.2926   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0961   -1.3122   -0.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6769   -2.1778    0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6862   -1.5896    2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1065   -2.1680   -1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3373   -3.5843   -0.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475   -3.3331   -1.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8518   -3.6104    0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6026    0.6249    2.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8981    1.7407    1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1722   -0.0791    1.6675 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  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  1  0
 15  3  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 10 26  1  0
 11 27  1  0
 14 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  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      -1.329  -0.382   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.329  -1.922   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -2.692   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.330  -1.922   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.330  -0.382   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.382   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.667  -2.692   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.000   1.922   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667  -2.692   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000  -4.232   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.334   2.692   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   4.232   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.000   5.002   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.667   5.002   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.999  -1.920   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.335  -5.002   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.999  -1.920   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5    8                                                  
CONECT    7    2   15                                                       
CONECT    8    6   11                                                       
CONECT    9    4   17                                                       
CONECT   10    3   16                                                       
CONECT   11    8   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    7                                                            
CONECT   16   10                                                            
CONECT   17    9                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0030254
HETATM    1  C1  UNL     1      -0.298   3.844   0.162  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.144   2.737   0.122  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.792   1.450  -0.187  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.526   1.105  -0.512  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.876  -0.185  -0.821  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.255  -0.574  -1.140  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.054  -1.161  -0.036  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.257  -0.309   1.146  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.837   0.840   1.307  1.00  0.00           O  
HETATM   10  O3  UNL     1       4.006  -0.862   2.198  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.127  -1.143  -0.802  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.439  -0.859  -0.490  1.00  0.00           C  
HETATM   13  O4  UNL     1      -2.460  -1.770  -0.459  1.00  0.00           O  
HETATM   14  C10 UNL     1      -2.322  -3.143  -0.743  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.726   0.457  -0.188  1.00  0.00           C  
HETATM   16  O5  UNL     1      -3.032   0.800   0.134  1.00  0.00           O  
HETATM   17  C12 UNL     1      -3.441   0.750   1.466  1.00  0.00           C  
HETATM   18  H1  UNL     1       0.434   3.772  -0.654  1.00  0.00           H  
HETATM   19  H2  UNL     1      -0.931   4.745  -0.079  1.00  0.00           H  
HETATM   20  H3  UNL     1       0.142   4.052   1.154  1.00  0.00           H  
HETATM   21  H4  UNL     1       1.263   1.914  -0.526  1.00  0.00           H  
HETATM   22  H5  UNL     1       2.820   0.320  -1.515  1.00  0.00           H  
HETATM   23  H6  UNL     1       2.286  -1.293  -1.997  1.00  0.00           H  
HETATM   24  H7  UNL     1       4.096  -1.312  -0.464  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.677  -2.178   0.265  1.00  0.00           H  
HETATM   26  H9  UNL     1       4.686  -1.590   2.032  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.106  -2.168  -1.039  1.00  0.00           H  
HETATM   28  H11 UNL     1      -3.337  -3.584  -0.826  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.747  -3.333  -1.670  1.00  0.00           H  
HETATM   30  H13 UNL     1      -1.852  -3.610   0.149  1.00  0.00           H  
HETATM   31  H14 UNL     1      -2.603   0.625   2.190  1.00  0.00           H  
HETATM   32  H15 UNL     1      -3.898   1.741   1.712  1.00  0.00           H  
HETATM   33  H16 UNL     1      -4.172  -0.079   1.668  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4   15
CONECT    4    5   21
CONECT    5    6   11   11
CONECT    6    7   22   23
CONECT    7    8   24   25
CONECT    8    9    9   10
CONECT   10   26
CONECT   11   12   27
CONECT   12   13   15   15
CONECT   13   14
CONECT   14   28   29   30
CONECT   15   16
CONECT   16   17
CONECT   17   31   32   33
END

HMDB0030254
     RDKit          3D
3-(3,4,5-Trimethoxyphenyl)propanoic acid
 33 33  0  0  0  0  0  0  0  0999 V2000
   -0.2982    3.8439    0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1438    2.7372    0.1223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7924    1.4504   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5257    1.1045   -0.5119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761   -0.1850   -0.8208 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2546   -0.5739   -1.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0540   -1.1613   -0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2568   -0.3088    1.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8367    0.8400    1.3074 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0063   -0.8624    2.1976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1267   -1.1433   -0.8020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4389   -0.8589   -0.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4600   -1.7700   -0.4592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3217   -3.1428   -0.7426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7256    0.4574   -0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0320    0.8002    0.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4406    0.7499    1.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4340    3.7724   -0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9315    4.7448   -0.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1423    4.0525    1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2627    1.9142   -0.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8196    0.3205   -1.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864   -1.2926   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0961   -1.3122   -0.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6769   -2.1778    0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6862   -1.5896    2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1065   -2.1680   -1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3373   -3.5843   -0.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475   -3.3331   -1.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8518   -3.6104    0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6026    0.6249    2.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8981    1.7407    1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1722   -0.0791    1.6675 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  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  1  0
 15  3  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 10 26  1  0
 11 27  1  0
 14 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4,5-Trimethoxyphenylpropionic acid	ChEBI
3-(3',4',5'-Trimethoxyphenyl)propionic acid	ChEBI
beta-(3,4,5-Trimethoxy phenyl)propionic acid	ChEBI
3,4,5-Trimethoxyphenylpropionate	Generator
3-(3',4',5'-Trimethoxyphenyl)propionate	Generator
b-(3,4,5-Trimethoxy phenyl)propionate	Generator
b-(3,4,5-Trimethoxy phenyl)propionic acid	Generator
beta-(3,4,5-Trimethoxy phenyl)propionate	Generator
Β-(3,4,5-trimethoxy phenyl)propionate	Generator
Β-(3,4,5-trimethoxy phenyl)propionic acid	Generator
3-(3,4,5-Trimethoxyphenyl)propanoate	Generator
3,4,5-Trimethoxy-benzenepropanoic acid	HMDB
3,4,5-Trimethoxydihydrocinnamic acid	HMDB
3,4,5-Trimethoxyhydrocinnamic acid	HMDB
3-(3,4,5-Trimethoxyphenyl)propionic acid	HMDB
beta -(3,4,5-Trimethoxy phenyl)propionic acid	HMDB
3,4,5-Trimethoxydihydrocinnamate	HMDB
3-(3,4,5-Trimethoxyphenyl)propanoic acid	ChEBI

Chemical Formula

C₁₂H₁₆O₅

Average Molecular Weight

240.2524

Monoisotopic Molecular Weight

240.099773622

IUPAC Name

3-(3,4,5-trimethoxyphenyl)propanoic acid

Traditional Name

3-(3,4,5-trimethoxyphenyl)propanoic acid

CAS Registry Number

25173-72-2

SMILES

COC1=CC(CCC(O)=O)=CC(OC)=C1OC

InChI Identifier

InChI=1S/C12H16O5/c1-15-9-6-8(4-5-11(13)14)7-10(16-2)12(9)17-3/h6-7H,4-5H2,1-3H3,(H,13,14)

InChI Key

ZCYXGVJUZBKJAI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:583580 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 19812218)

Excreta

Biofluid or Excreta

Urine (PMID: 19812218)

Cellular substructure

Extracellular (HMDB: HMDB0030254)
Cytoplasm (HMDB: HMDB0030254)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030254)

Source

Endogenous

Endogenous (HMDB: HMDB0030254)

Plant

Plant (HMDB: HMDB0030254)

Exogenous

Food

Food (HMDB: HMDB0030254)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0030254)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	102 - 103 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1942 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	0.43 g/L	ALOGPS
logP	1.75	ALOGPS
logP	1.58	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	61.36 m³·mol⁻¹	ChemAxon
Polarizability	24.78 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]+	158.886	31661259
DarkChem	[M-H]-	156.796	31661259
DeepCCS	[M+H]+	153.54	30932474
DeepCCS	[M-H]-	151.182	30932474
DeepCCS	[M-2H]-	184.888	30932474
DeepCCS	[M+Na]+	159.787	30932474
AllCCS	[M+H]+	154.8	32859911
AllCCS	[M+H-H2O]+	151.1	32859911
AllCCS	[M+NH4]+	158.3	32859911
AllCCS	[M+Na]+	159.3	32859911
AllCCS	[M-H]-	156.0	32859911
AllCCS	[M+Na-2H]-	156.4	32859911
AllCCS	[M+HCOO]-	157.0	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.	4.49 minutes	32390414
Predicted by Siyang on May 30, 2022	10.9196 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.68 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1625.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	269.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	144.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	174.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	90.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	385.5 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	463.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	123.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	896.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	370.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1155.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	299.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	295.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	346.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	289.3 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	60.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(3,4,5-Trimethoxyphenyl)propanoic acid	COC1=CC(CCC(O)=O)=CC(OC)=C1OC	3293.4	Standard polar	33892256
3-(3,4,5-Trimethoxyphenyl)propanoic acid	COC1=CC(CCC(O)=O)=CC(OC)=C1OC	1924.6	Standard non polar	33892256
3-(3,4,5-Trimethoxyphenyl)propanoic acid	COC1=CC(CCC(O)=O)=CC(OC)=C1OC	1939.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-(3,4,5-Trimethoxyphenyl)propanoic acid,1TMS,isomer #1	COC1=CC(CCC(=O)O[Si](C)(C)C)=CC(OC)=C1OC	1956.3	Semi standard non polar	33892256
3-(3,4,5-Trimethoxyphenyl)propanoic acid,1TBDMS,isomer #1	COC1=CC(CCC(=O)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1OC	2177.5	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 - 3-(3,4,5-Trimethoxyphenyl)propanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000x-1950000000-b83765763c2ed33155a3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00dj-9460000000-a2f2c504e72be5ac24c0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid , positive-QTOF	splash10-001i-0900000000-d7c93539b5daf080cc55	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid , positive-QTOF	splash10-001i-0900000000-c2fb48fff0b007806436	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 10V, Positive-QTOF	splash10-006x-0190000000-f4de48616a76a54c6466	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 20V, Positive-QTOF	splash10-006w-1970000000-368b1ed727fe259cdea1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 40V, Positive-QTOF	splash10-01ta-3900000000-69474a39417ab939b7a3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 10V, Negative-QTOF	splash10-000i-0190000000-3dd53354628c85c0b378	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 20V, Negative-QTOF	splash10-000i-0690000000-fe0d7fe295fa93336008	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 40V, Negative-QTOF	splash10-0k96-2910000000-e20d1653d130986696aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 10V, Positive-QTOF	splash10-00di-0190000000-fa45619bcbc8bf81b575	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 20V, Positive-QTOF	splash10-007n-0960000000-df89290787b964a6f7bd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 40V, Positive-QTOF	splash10-0zfr-3900000000-86d44b9e293ff2f45890	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 10V, Negative-QTOF	splash10-000i-0090000000-371e7d2100a53fcdad39	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 20V, Negative-QTOF	splash10-08ia-1940000000-6154eede4722a9469d70	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 40V, Negative-QTOF	splash10-0550-5930000000-5bc0c874db4c3a3b4dab	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.036 +/- 0.021 uM	Adult (>18 years old)	Male	Normal	19812218	details
Blood	Detected and Quantified	0.017 +/- 0.009 uM	Adult (>18 years old)	Male	Normal	19812218	details
Blood	Detected and Quantified	0.05 +/- 0.021 uM	Adult (>18 years old)	Male	Normal	19812218	details
Blood	Detected and Quantified	0.069 +/- 0.034 uM	Adult (>18 years old)	Male	Normal	19812218	details
Blood	Detected and Quantified	0.006 +/- 0.002 uM	Adult (>18 years old)	Male	Normal	19812218	details
Blood	Detected and Quantified	0.006 +/- 0.002 uM	Adult (>18 years old)	Male	Normal	19812218	details
Blood	Detected and Quantified	0.008 +/- 0.001 uM	Adult (>18 years old)	Male	Normal	19812218	details
Blood	Detected and Quantified	0.012 +/- 0.004 uM	Adult (>18 years old)	Male	Normal	19812218	details
Urine	Detected and Quantified	0.003 umol/mmol creatinine	Adult (>18 years old)	Male	Normal	19812218	details

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

FDB002078

KNApSAcK ID

C00058054

Chemspider ID

58390

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

64860

PDB ID

Not Available

ChEBI ID

583580

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1185801

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-(3,4,5-Trimethoxyphenyl)propanoic acid (HMDB0030254)

MOL for HMDB0030254 (3-(3,4,5-Trimethoxyphenyl)propanoic acid)

3D MOL for HMDB0030254 (3-(3,4,5-Trimethoxyphenyl)propanoic acid)

3D SDF for HMDB0030254 (3-(3,4,5-Trimethoxyphenyl)propanoic acid)

3D-SDF for HMDB0030254 (3-(3,4,5-Trimethoxyphenyl)propanoic acid)

PDB for HMDB0030254 (3-(3,4,5-Trimethoxyphenyl)propanoic acid)

3D PDB for HMDB0030254 (3-(3,4,5-Trimethoxyphenyl)propanoic acid)

SMILES for HMDB0030254 (3-(3,4,5-Trimethoxyphenyl)propanoic acid)

INCHI for HMDB0030254 (3-(3,4,5-Trimethoxyphenyl)propanoic acid)

Structure for HMDB0030254 (3-(3,4,5-Trimethoxyphenyl)propanoic acid)

3D Structure for HMDB0030254 (3-(3,4,5-Trimethoxyphenyl)propanoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra