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Showing metabocard for Ethyl gallate (HMDB0033836)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2012-09-11 18:36:37 UTC
Update Date2023-02-21 17:23:40 UTC
HMDB IDHMDB0033836
Secondary Accession Numbers
  • HMDB33836
Metabolite Identification
Common NameEthyl gallate
DescriptionEthyl gallate, also known as ethyl gallic acid, belongs to the class of organic compounds known as galloyl esters. These are organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid. Ethyl gallate is found, on average, in the highest concentration within grape wine and vinegar. Ethyl gallate has also been detected, but not quantified in, fruits and guavas (Psidium guajava). This could make ethyl gallate a potential biomarker for the consumption of these foods. Ethyl gallate is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Ethyl gallate.
Structure
Data?1677000220
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0033836 (Ethyl gallate)


  Mrv1652310041917452D          

 14 14  0  0  0  0            999 V2000
   -0.6250    1.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3395    1.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3395    0.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6250   -0.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0893    0.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0893    1.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6250   -0.8465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8039    1.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8039    2.4537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5184    1.2162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2330    1.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9474    1.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541   -0.0213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541    1.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  6  8  1  0  0  0  0
 11 12  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8  9  2  0  0  0  0
  4  7  1  0  0  0  0
  2 14  1  0  0  0  0
  3 13  1  0  0  0  0
M  END
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3D MOL for HMDB0033836 (Ethyl gallate)

HMDB0033836
     RDKit          3D
Ethyl gallate
 24 24  0  0  0  0  0  0  0  0999 V2000
    4.2606   -0.5991   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3324    0.5713   -0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0264    0.1282   -0.1540 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8937    0.9228   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1098    2.0946   -0.7563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4516    0.4336   -0.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5051    1.2830   -0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253    0.9054   -0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8719    1.7929   -0.3783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0564   -0.3808    0.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3694   -0.7766    0.5032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0164   -1.2634    0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3030   -2.5458    0.9758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7115   -0.8393    0.3201 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799   -1.2997   -0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2758   -0.2117    0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8291   -1.1124    0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6429    1.4058    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5534    0.8525   -1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3547    2.3161   -0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6655    2.7294   -0.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5635   -1.7142    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5303   -3.1756    1.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1208   -1.5168    0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
 14  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  7 20  1  0
  9 21  1  0
 11 22  1  0
 13 23  1  0
 14 24  1  0
M  END
Download

3D SDF for HMDB0033836 (Ethyl gallate)


  Mrv1652310041917452D          

 14 14  0  0  0  0            999 V2000
   -0.6250    1.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3395    1.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3395    0.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6250   -0.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0893    0.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0893    1.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6250   -0.8465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8039    1.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8039    2.4537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5184    1.2162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2330    1.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9474    1.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541   -0.0213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541    1.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  6  8  1  0  0  0  0
 11 12  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8  9  2  0  0  0  0
  4  7  1  0  0  0  0
  2 14  1  0  0  0  0
  3 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033836

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O5/c1-2-14-9(13)5-3-6(10)8(12)7(11)4-5/h3-4,10-12H,2H2,1H3

> <INCHI_KEY>
VFPFQHQNJCMNBZ-UHFFFAOYSA-N

> <FORMULA>
C9H10O5

> <MOLECULAR_WEIGHT>
198.174

> <EXACT_MASS>
198.052823422

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
19.084336058434445

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 3,4,5-trihydroxybenzoate

> <ALOGPS_LOGP>
1.48

> <JCHEM_LOGP>
1.4228347696666663

> <ALOGPS_LOGS>
-1.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.285099370522756

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.11005930851721

> <JCHEM_PKA_STRONGEST_BASIC>
-5.548889272896791

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
48.7746

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl gallate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0033836 (Ethyl gallate)

HMDB0033836
     RDKit          3D
Ethyl gallate
 24 24  0  0  0  0  0  0  0  0999 V2000
    4.2606   -0.5991   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3324    0.5713   -0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0264    0.1282   -0.1540 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8937    0.9228   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1098    2.0946   -0.7563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4516    0.4336   -0.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5051    1.2830   -0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253    0.9054   -0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8719    1.7929   -0.3783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0564   -0.3808    0.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3694   -0.7766    0.5032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0164   -1.2634    0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3030   -2.5458    0.9758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7115   -0.8393    0.3201 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799   -1.2997   -0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2758   -0.2117    0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8291   -1.1124    0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6429    1.4058    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5534    0.8525   -1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3547    2.3161   -0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6655    2.7294   -0.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5635   -1.7142    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5303   -3.1756    1.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1208   -1.5168    0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
 14  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  7 20  1  0
  9 21  1  0
 11 22  1  0
 13 23  1  0
 14 24  1  0
M  END
Download

PDB for HMDB0033836 (Ethyl gallate)

HEADER    PROTEIN                                 04-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-OCT-19         0                                  
HETATM    1  C   UNK     0      -1.167   3.040   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.500   2.270   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.500   0.730   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.167  -0.040   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.167   0.730   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.167   2.270   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.167  -1.580   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.501   3.040   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.501   4.580   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.834   2.270   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.168   3.040   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.502   2.270   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.834  -0.040   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -3.834   3.040   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    8                                                  
CONECT    7    4                                                            
CONECT    8    6   10    9                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   12   10                                                       
CONECT   12   11                                                            
CONECT   13    3                                                            
CONECT   14    2                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
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3D PDB for HMDB0033836 (Ethyl gallate)

COMPND    HMDB0033836
HETATM    1  C1  UNL     1       4.261  -0.599  -0.037  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.332   0.571  -0.374  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.026   0.128  -0.154  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.894   0.923  -0.355  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.110   2.095  -0.756  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.452   0.434  -0.117  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.505   1.283  -0.341  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.825   0.905  -0.142  1.00  0.00           C  
HETATM    9  O3  UNL     1      -3.872   1.793  -0.378  1.00  0.00           O  
HETATM   10  C7  UNL     1      -3.056  -0.381   0.298  1.00  0.00           C  
HETATM   11  O4  UNL     1      -4.369  -0.777   0.503  1.00  0.00           O  
HETATM   12  C8  UNL     1      -2.016  -1.263   0.534  1.00  0.00           C  
HETATM   13  O5  UNL     1      -2.303  -2.546   0.976  1.00  0.00           O  
HETATM   14  C9  UNL     1      -0.711  -0.839   0.320  1.00  0.00           C  
HETATM   15  H1  UNL     1       4.180  -1.300  -0.882  1.00  0.00           H  
HETATM   16  H2  UNL     1       5.276  -0.212   0.128  1.00  0.00           H  
HETATM   17  H3  UNL     1       3.829  -1.112   0.851  1.00  0.00           H  
HETATM   18  H4  UNL     1       3.643   1.406   0.267  1.00  0.00           H  
HETATM   19  H5  UNL     1       3.553   0.853  -1.414  1.00  0.00           H  
HETATM   20  H6  UNL     1      -1.355   2.316  -0.692  1.00  0.00           H  
HETATM   21  H7  UNL     1      -3.666   2.729  -0.701  1.00  0.00           H  
HETATM   22  H8  UNL     1      -4.563  -1.714   0.826  1.00  0.00           H  
HETATM   23  H9  UNL     1      -1.530  -3.176   1.142  1.00  0.00           H  
HETATM   24  H10 UNL     1       0.121  -1.517   0.499  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   18   19
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   14
CONECT    7    8   20
CONECT    8    9   10   10
CONECT    9   21
CONECT   10   11   12
CONECT   11   22
CONECT   12   13   14   14
CONECT   13   23
CONECT   14   24
END
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SMILES for HMDB0033836 (Ethyl gallate)

CCOC(=O)C1=CC(O)=C(O)C(O)=C1
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INCHI for HMDB0033836 (Ethyl gallate)

InChI=1S/C9H10O5/c1-2-14-9(13)5-3-6(10)8(12)7(11)4-5/h3-4,10-12H,2H2,1H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Ethyl gallic acidGenerator
e313ChEMBL, HMDB
3,4,5-Trihydroxybenzoic acid ethyl esterHMDB
Ethyl 3,4,5-trihydroxybenzoateHMDB, MeSH
EthylgallateHMDB
Gallic acid ethyl esterHMDB
NIPA 48HMDB
Nipagallin aHMDB
PhyllemblinHMDB
Progallin aHMDB
Ethyl gallateHMDB
Chemical FormulaC9H10O5
Average Molecular Weight198.174
Monoisotopic Molecular Weight198.052823422
IUPAC Nameethyl 3,4,5-trihydroxybenzoate
Traditional Nameethyl gallate
CAS Registry Number831-61-8
SMILES
CCOC(=O)C1=CC(O)=C(O)C(O)=C1
InChI Identifier
InChI=1S/C9H10O5/c1-2-14-9(13)5-3-6(10)8(12)7(11)4-5/h3-4,10-12H,2H2,1H3
InChI KeyVFPFQHQNJCMNBZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as galloyl esters. These are organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentGalloyl esters
Alternative Parents
Substituents
  • Galloyl ester
  • P-hydroxybenzoic acid alkyl ester
  • M-hydroxybenzoic acid ester
  • P-hydroxybenzoic acid ester
  • Benzoate ester
  • Benzenetriol
  • Pyrogallol derivative
  • Benzoyl
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Polyol
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Biological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point160 - 162 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility74390 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.30Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.42 g/LALOGPS
logP1.48ALOGPS
logP1.42ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)8.11ChemAxon
pKa (Strongest Basic)-5.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.99 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity48.77 m³·mol⁻¹ChemAxon
Polarizability19.08 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+145.95231661259
DarkChem[M-H]-143.50531661259
DeepCCS[M+H]+144.64830932474
DeepCCS[M-H]-142.2930932474
DeepCCS[M-2H]-176.33730932474
DeepCCS[M+Na]+151.15530932474
AllCCS[M+H]+142.832859911
AllCCS[M+H-H2O]+138.732859911
AllCCS[M+NH4]+146.632859911
AllCCS[M+Na]+147.732859911
AllCCS[M-H]-141.032859911
AllCCS[M+Na-2H]-141.632859911
AllCCS[M+HCOO]-142.432859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.3.47 minutes32390414
Predicted by Siyang on May 30, 202211.3888 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.19 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1356.8 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid314.8 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid102.9 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid179.7 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid154.9 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid532.7 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid445.4 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)123.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid809.5 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid318.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1242.8 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid272.3 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid379.9 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate496.1 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA254.6 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water258.0 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ethyl gallateCCOC(=O)C1=CC(O)=C(O)C(O)=C12963.8Standard polar33892256
Ethyl gallateCCOC(=O)C1=CC(O)=C(O)C(O)=C11871.8Standard non polar33892256
Ethyl gallateCCOC(=O)C1=CC(O)=C(O)C(O)=C11740.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ethyl gallate,1TMS,isomer #1CCOC(=O)C1=CC(O)=C(O)C(O[Si](C)(C)C)=C11869.4Semi standard non polar33892256
Ethyl gallate,1TMS,isomer #2CCOC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(O)=C11863.2Semi standard non polar33892256
Ethyl gallate,2TMS,isomer #1CCOC(=O)C1=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C11926.1Semi standard non polar33892256
Ethyl gallate,2TMS,isomer #2CCOC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C11903.2Semi standard non polar33892256
Ethyl gallate,3TMS,isomer #1CCOC(=O)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C11954.1Semi standard non polar33892256
Ethyl gallate,1TBDMS,isomer #1CCOC(=O)C1=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C12130.9Semi standard non polar33892256
Ethyl gallate,1TBDMS,isomer #2CCOC(=O)C1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C12125.2Semi standard non polar33892256
Ethyl gallate,2TBDMS,isomer #1CCOC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C12378.7Semi standard non polar33892256
Ethyl gallate,2TBDMS,isomer #2CCOC(=O)C1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C12359.5Semi standard non polar33892256
Ethyl gallate,3TBDMS,isomer #1CCOC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C12607.9Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.0127 umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified0.105 +/- 0.137 umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound ID439
FooDB IDFDB012004
KNApSAcK IDC00030222
Chemspider ID12693
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkEthyl gallate
METLIN IDNot Available
PubChem Compound13250
PDB IDNot Available
ChEBI ID87247
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1697681
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Mori T, Chang C, Maurtua D, Hammond GB: Isolation of the active compound in Mauria heterophylla, a Peruvian plant with antibacterial activity. Phytother Res. 2006 Feb;20(2):160-1. [PubMed:16444672 ]
  2. Paulino N, Pizollatti MG, Yunes RA, Filho VC, Creczynski-Pasa TB, Calixto JB: The mechanisms underlying the relaxant effect of methyl and ethyl gallates in the guinea pig trachea in vitro: contribution of potassium channels. Naunyn Schmiedebergs Arch Pharmacol. 1999 Sep;360(3):331-6. [PubMed:10543436 ]
  3. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .