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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2012-09-11 23:40:05 UTC

Update Date

2022-03-07 02:55:44 UTC

HMDB ID

HMDB0038365

Secondary Accession Numbers

HMDB38365

Metabolite Identification

Common Name

(+)-Gallocatechin

Description

(+)-Gallocatechin, also known as gallocatechol, belongs to the class of organic compounds known as epigallocatechins. Epigallocatechins are compounds containing epigallocatechin or a derivative. Epigallocatechin is a flavan-3-ol containing a benzopyran-3,5,7-triol linked to a 3,4,5-hydroxyphenyl moiety (+)-Gallocatechin is a bitter tasting compound (+)-Gallocatechin is found, on average, in the highest concentration within a few different foods, such as teas (Camellia sinensis), green tea, and black tea and in a lower concentration in grape wine, japanese persimmons (Diospyros kaki), and broad beans (Vicia faba) (+)-Gallocatechin has also been detected, but not quantified in, several different foods, such as guavas (Psidium guajava), common wheats (Triticum aestivum), almonds (Prunus dulcis), red beetroots (Beta vulgaris var. rubra), and muskmelons (Cucumis melo). This could make (+)-gallocatechin a potential biomarker for the consumption of these foods (+)-Gallocatechin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on (+)-Gallocatechin.

Structure

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

HMDB0038365
     RDKit          3D
(+)-Gallocatechin
 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.8381    1.7728    2.7051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0424    1.0519    1.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6652    0.1523    0.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8754   -0.5749    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008   -1.4742   -0.7307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5027   -0.4022    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905    0.5261    0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6858    1.2288    1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079    0.7477    0.8451 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281   -0.2478    0.1615 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6561    0.0164    0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2112    1.2433   -0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5799    1.4059   -0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1538    2.6217   -0.6192 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4498    0.3574   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8324    0.5357   -0.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112   -0.8541    0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7685   -1.9366    0.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5508   -1.0007    0.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339   -0.3463   -1.2052 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3837   -0.9529   -2.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968   -1.1865   -0.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0225    1.4196    3.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7192   -0.0355    0.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0180   -2.0313   -1.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2284    1.9460    2.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542   -1.1909    0.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5332    2.0505   -0.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5427    3.4051   -0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4238   -0.2385    0.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4033   -2.8386    0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1837   -2.0023    0.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8005    0.6514   -1.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0919   -0.3163   -2.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   -2.1347   -0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2079   -1.3687   -1.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 10 20  1  0
 20 21  1  0
 20 22  1  0
  8  2  1  0
 19 11  1  0
 22  6  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 10 27  1  1
 12 28  1  0
 14 29  1  0
 16 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  6
 21 34  1  0
 22 35  1  0
 22 36  1  0
M  END


  Mrv1652309272007452D          

 22 24  0  0  0  0            999 V2000
   -1.3450    2.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0576    1.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6299    2.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6287    1.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0864    0.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0840    2.4834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0588    2.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7733    2.4802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3425    0.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3425    0.0062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7990    2.0719    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5135    2.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5135    3.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2280    2.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8002    1.2468    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5147    0.8344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9424    3.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6569    3.7219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2280    3.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2280    4.5469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9424    2.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6569    2.0719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  1  3  2  0  0  0  0
  7  2  2  0  0  0  0
  2  9  1  0  0  0  0
  9  4  2  0  0  0  0
  6  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6 11  1  0  0  0  0
  5 15  1  0  0  0  0
 15 11  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  6  0  0  0
 13 12  2  0  0  0  0
 12 14  1  0  0  0  0
 19 13  1  0  0  0  0
 19 17  2  0  0  0  0
 14 21  2  0  0  0  0
 21 17  1  0  0  0  0
 15 16  1  1  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038365

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(O)=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15+/m0/s1

> <INCHI_KEY>
XMOCLSLCDHWDHP-SWLSCSKDSA-N

> <FORMULA>
C15H14O7

> <MOLECULAR_WEIGHT>
306.27

> <EXACT_MASS>
306.073952791

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
29.028294552603217

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

> <ALOGPS_LOGP>
0.71

> <JCHEM_LOGP>
1.4915416936666661

> <ALOGPS_LOGS>
-2.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.513028720443094

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.728532640650023

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2949984309607405

> <JCHEM_POLAR_SURFACE_AREA>
130.61

> <JCHEM_REFRACTIVITY>
75.9806

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.71e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+)-gallocatechin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038365
     RDKit          3D
(+)-Gallocatechin
 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.8381    1.7728    2.7051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0424    1.0519    1.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6652    0.1523    0.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8754   -0.5749    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008   -1.4742   -0.7307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5027   -0.4022    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905    0.5261    0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6858    1.2288    1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079    0.7477    0.8451 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281   -0.2478    0.1615 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6561    0.0164    0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2112    1.2433   -0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5799    1.4059   -0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1538    2.6217   -0.6192 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4498    0.3574   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8324    0.5357   -0.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112   -0.8541    0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7685   -1.9366    0.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5508   -1.0007    0.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339   -0.3463   -1.2052 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3837   -0.9529   -2.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968   -1.1865   -0.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0225    1.4196    3.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7192   -0.0355    0.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0180   -2.0313   -1.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2284    1.9460    2.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542   -1.1909    0.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5332    2.0505   -0.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5427    3.4051   -0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4238   -0.2385    0.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4033   -2.8386    0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1837   -2.0023    0.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8005    0.6514   -1.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0919   -0.3163   -2.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   -2.1347   -0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2079   -1.3687   -1.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 10 20  1  0
 20 21  1  0
 20 22  1  0
  8  2  1  0
 19 11  1  0
 22  6  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 10 27  1  1
 12 28  1  0
 14 29  1  0
 16 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  6
 21 34  1  0
 22 35  1  0
 22 36  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      -2.511   4.632   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.841   2.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.176   3.864   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.174   2.323   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.161   1.555   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.157   4.636   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.843   3.860   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -5.177   4.630   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.506   1.552   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.506   0.012   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.491   3.868   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.825   4.638   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.825   6.178   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.159   3.868   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.494   2.327   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.827   1.558   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.492   6.178   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.826   6.948   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.159   6.948   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.159   8.488   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.492   4.638   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.826   3.868   0.000  0.00  0.00           O+0
CONECT    1    7    3                                                       
CONECT    2    7    9                                                       
CONECT    3    1    6    4                                                  
CONECT    4    9    3    5                                                  
CONECT    5    4   15                                                       
CONECT    6    3   11                                                       
CONECT    7    1    2    8                                                  
CONECT    8    7                                                            
CONECT    9    2    4   10                                                  
CONECT   10    9                                                            
CONECT   11    6   15   12                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   19                                                       
CONECT   14   12   21                                                       
CONECT   15    5   11   16                                                  
CONECT   16   15                                                            
CONECT   17   19   21   18                                                  
CONECT   18   17                                                            
CONECT   19   13   17   20                                                  
CONECT   20   19                                                            
CONECT   21   14   17   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0038365
HETATM    1  O1  UNL     1      -4.838   1.773   2.705  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.042   1.052   1.810  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.665   0.152   0.989  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.875  -0.575   0.088  1.00  0.00           C  
HETATM    5  O2  UNL     1      -4.501  -1.474  -0.731  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.503  -0.402   0.015  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.890   0.526   0.868  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.686   1.229   1.744  1.00  0.00           C  
HETATM    9  O3  UNL     1      -0.508   0.748   0.845  1.00  0.00           O  
HETATM   10  C7  UNL     1       0.228  -0.248   0.161  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.656   0.016   0.083  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.211   1.243  -0.243  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.580   1.406  -0.296  1.00  0.00           C  
HETATM   14  O4  UNL     1       4.154   2.622  -0.619  1.00  0.00           O  
HETATM   15  C11 UNL     1       4.450   0.357  -0.027  1.00  0.00           C  
HETATM   16  O5  UNL     1       5.832   0.536  -0.084  1.00  0.00           O  
HETATM   17  C12 UNL     1       3.911  -0.854   0.295  1.00  0.00           C  
HETATM   18  O6  UNL     1       4.768  -1.937   0.572  1.00  0.00           O  
HETATM   19  C13 UNL     1       2.551  -1.001   0.343  1.00  0.00           C  
HETATM   20  C14 UNL     1      -0.434  -0.346  -1.205  1.00  0.00           C  
HETATM   21  O7  UNL     1       0.384  -0.953  -2.143  1.00  0.00           O  
HETATM   22  C15 UNL     1      -1.697  -1.186  -0.954  1.00  0.00           C  
HETATM   23  H1  UNL     1      -5.023   1.420   3.632  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.719  -0.035   0.987  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.018  -2.031  -1.391  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.228   1.946   2.406  1.00  0.00           H  
HETATM   27  H5  UNL     1       0.054  -1.191   0.718  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.533   2.051  -0.450  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.543   3.405  -0.820  1.00  0.00           H  
HETATM   30  H8  UNL     1       6.424  -0.238   0.115  1.00  0.00           H  
HETATM   31  H9  UNL     1       4.403  -2.839   0.812  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.184  -2.002   0.608  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.801   0.651  -1.515  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.092  -0.316  -2.372  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.322  -2.135  -0.490  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.208  -1.369  -1.922  1.00  0.00           H  
CONECT    1    2   23
CONECT    2    3    3    8
CONECT    3    4   24
CONECT    4    5    6    6
CONECT    5   25
CONECT    6    7   22
CONECT    7    8    8    9
CONECT    8   26
CONECT    9   10
CONECT   10   11   20   27
CONECT   11   12   12   19
CONECT   12   13   28
CONECT   13   14   15   15
CONECT   14   29
CONECT   15   16   17
CONECT   16   30
CONECT   17   18   19   19
CONECT   18   31
CONECT   19   32
CONECT   20   21   22   33
CONECT   21   34
CONECT   22   35   36
END

HMDB0038365
     RDKit          3D
(+)-Gallocatechin
 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.8381    1.7728    2.7051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0424    1.0519    1.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6652    0.1523    0.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8754   -0.5749    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008   -1.4742   -0.7307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5027   -0.4022    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905    0.5261    0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6858    1.2288    1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079    0.7477    0.8451 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281   -0.2478    0.1615 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6561    0.0164    0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2112    1.2433   -0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5799    1.4059   -0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1538    2.6217   -0.6192 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4498    0.3574   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8324    0.5357   -0.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112   -0.8541    0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7685   -1.9366    0.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5508   -1.0007    0.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339   -0.3463   -1.2052 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3837   -0.9529   -2.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968   -1.1865   -0.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0225    1.4196    3.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7192   -0.0355    0.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0180   -2.0313   -1.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2284    1.9460    2.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542   -1.1909    0.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5332    2.0505   -0.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5427    3.4051   -0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4238   -0.2385    0.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4033   -2.8386    0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1837   -2.0023    0.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8005    0.6514   -1.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0919   -0.3163   -2.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   -2.1347   -0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2079   -1.3687   -1.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 10 20  1  0
 20 21  1  0
 20 22  1  0
  8  2  1  0
 19 11  1  0
 22  6  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 10 27  1  1
 12 28  1  0
 14 29  1  0
 16 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  6
 21 34  1  0
 22 35  1  0
 22 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Gallocatechol	ChEBI
(2R,3S)-(+)-Gallocatechin	ChEBI
(2R,3S)-Flavan-3,3',4',5,5',7-hexol	ChEBI
(2R,3S)-Flavan-3,5,7,3',4',5'-hexol	ChEBI
(2R,3S)-Gallocatechin	ChEBI
Gallocatechin	ChEBI
Gallocatechol	Kegg
Epigallocatechin	MeSH
Epigallocatechol	MeSH
Gallocatechol, (2R-cis)-isomer	MeSH
Gallocatechol, (2R-trans)-isomer	MeSH
Gallocatechol, (2S-trans)-isomer	MeSH
(+)-trans-3,3',4',5,5',7-Hexahydroxyflavan	HMDB
Casuarin	HMDB
d-Gallocatechin	HMDB
(2R,3S)-3,4-Dihydro-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3,5,7-triol	PhytoBank
(+)-Gallocatechin	PhytoBank
NSC 674038	PhytoBank
d-Gallocatechol	PhytoBank

Chemical Formula

C₁₅H₁₄O₇

Average Molecular Weight

306.27

Monoisotopic Molecular Weight

306.073952791

IUPAC Name

(2R,3S)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

Traditional Name

(+)-gallocatechin

CAS Registry Number

970-73-0

SMILES

O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(O)=C(O)C(O)=C1

InChI Identifier

InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15+/m0/s1

InChI Key

XMOCLSLCDHWDHP-SWLSCSKDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as epigallocatechins. Epigallocatechins are compounds containing epigallocatechin or a derivative. Epigallocatechin is a flavan-3-ol containing a benzopyran-3,5,7-triol linked to a 3,4,5-hydroxyphenyl moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Epigallocatechins

Alternative Parents

Substituents

Epigallocatechin
3'-hydroxyflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
1-benzopyran
Chromane
Benzopyran
Pyrogallol derivative
Benzenetriol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

catechin (CHEBI:68330 )
flavan-3,3',4',5,5',7-hexol (CHEBI:68330 )
Flavans, Flavanols and Leucoanthocyanidins (C12127 )
Flavan 3-ols (C12127 )
Flavans, Flavanols and Leucoanthocyanidins (LMPK12020002 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	189 - 191 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	15450 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	0.87 g/L	ALOGPS
logP	0.71	ALOGPS
logP	1.49	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	8.73	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	130.61 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	75.98 m³·mol⁻¹	ChemAxon
Polarizability	29.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	170.65	31661259
DarkChem	[M-H]-	169.18	31661259
DeepCCS	[M+H]+	173.76	30932474
DeepCCS	[M-H]-	171.402	30932474
DeepCCS	[M-2H]-	205.031	30932474
DeepCCS	[M+Na]+	180.259	30932474
AllCCS	[M+H]+	171.6	32859911
AllCCS	[M+H-H2O]+	168.1	32859911
AllCCS	[M+NH4]+	174.9	32859911
AllCCS	[M+Na]+	175.8	32859911
AllCCS	[M-H]-	169.6	32859911
AllCCS	[M+Na-2H]-	169.2	32859911
AllCCS	[M+HCOO]-	168.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(+)-Gallocatechin	O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(O)=C(O)C(O)=C1	4841.8	Standard polar	33892256
(+)-Gallocatechin	O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(O)=C(O)C(O)=C1	3219.5	Standard non polar	33892256
(+)-Gallocatechin	O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(O)=C(O)C(O)=C1	3218.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(+)-Gallocatechin,1TMS,isomer #1	C[Si](C)(C)O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(O)=C(O)C(O)=C1	3235.1	Semi standard non polar	33892256
(+)-Gallocatechin,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O)[C@@H](C1=CC(O)=C(O)C(O)=C1)O2	3232.4	Semi standard non polar	33892256
(+)-Gallocatechin,1TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC(O)=C(O)C(O)=C3)OC2=C1	3294.9	Semi standard non polar	33892256
(+)-Gallocatechin,1TMS,isomer #4	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC(O)=C1O	3279.2	Semi standard non polar	33892256
(+)-Gallocatechin,1TMS,isomer #5	C[Si](C)(C)OC1=C(O)C=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)C=C1O	3277.0	Semi standard non polar	33892256
(+)-Gallocatechin,2TMS,isomer #1	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O[Si](C)(C)C)[C@@H](C1=CC(O)=C(O)C(O)=C1)O2	3179.7	Semi standard non polar	33892256
(+)-Gallocatechin,2TMS,isomer #10	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC(O[Si](C)(C)C)=C1O	3216.5	Semi standard non polar	33892256
(+)-Gallocatechin,2TMS,isomer #11	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC(O)=C1O[Si](C)(C)C	3164.0	Semi standard non polar	33892256
(+)-Gallocatechin,2TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C)[C@@H](C3=CC(O)=C(O)C(O)=C3)OC2=C1	3179.8	Semi standard non polar	33892256
(+)-Gallocatechin,2TMS,isomer #3	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C)=CC(O)=C1O	3194.0	Semi standard non polar	33892256
(+)-Gallocatechin,2TMS,isomer #4	C[Si](C)(C)OC1=C(O)C=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C)C=C1O	3197.3	Semi standard non polar	33892256
(+)-Gallocatechin,2TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC(O)=C(O)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	3114.2	Semi standard non polar	33892256
(+)-Gallocatechin,2TMS,isomer #6	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@@H]2O)=CC(O)=C1O	3144.1	Semi standard non polar	33892256
(+)-Gallocatechin,2TMS,isomer #7	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O)[C@@H](C1=CC(O)=C(O[Si](C)(C)C)C(O)=C1)O2	3137.7	Semi standard non polar	33892256
(+)-Gallocatechin,2TMS,isomer #8	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)OC2=C1	3170.5	Semi standard non polar	33892256
(+)-Gallocatechin,2TMS,isomer #9	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)OC2=C1	3180.6	Semi standard non polar	33892256
(+)-Gallocatechin,3TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C)[C@@H](C3=CC(O)=C(O)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	3004.1	Semi standard non polar	33892256
(+)-Gallocatechin,3TMS,isomer #10	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@@H]2O)=CC(O[Si](C)(C)C)=C1O	3035.1	Semi standard non polar	33892256
(+)-Gallocatechin,3TMS,isomer #11	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O)[C@@H](C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)O2	3007.6	Semi standard non polar	33892256
(+)-Gallocatechin,3TMS,isomer #12	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)OC2=C1	3025.4	Semi standard non polar	33892256
(+)-Gallocatechin,3TMS,isomer #13	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C1	3007.2	Semi standard non polar	33892256
(+)-Gallocatechin,3TMS,isomer #14	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3056.7	Semi standard non polar	33892256
(+)-Gallocatechin,3TMS,isomer #2	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@@H]2O[Si](C)(C)C)=CC(O)=C1O	3048.2	Semi standard non polar	33892256
(+)-Gallocatechin,3TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O[Si](C)(C)C)[C@@H](C1=CC(O)=C(O[Si](C)(C)C)C(O)=C1)O2	3014.3	Semi standard non polar	33892256
(+)-Gallocatechin,3TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C)[C@@H](C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)OC2=C1	3000.3	Semi standard non polar	33892256
(+)-Gallocatechin,3TMS,isomer #5	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C)[C@@H](C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)OC2=C1	2977.4	Semi standard non polar	33892256
(+)-Gallocatechin,3TMS,isomer #6	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1O	3094.7	Semi standard non polar	33892256
(+)-Gallocatechin,3TMS,isomer #7	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C)=CC(O)=C1O[Si](C)(C)C	3060.0	Semi standard non polar	33892256
(+)-Gallocatechin,3TMS,isomer #8	C[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2959.7	Semi standard non polar	33892256
(+)-Gallocatechin,3TMS,isomer #9	C[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	3032.5	Semi standard non polar	33892256
(+)-Gallocatechin,4TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C)[C@@H](C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2884.8	Semi standard non polar	33892256
(+)-Gallocatechin,4TMS,isomer #10	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O)[C@@H](C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)O2	2966.3	Semi standard non polar	33892256
(+)-Gallocatechin,4TMS,isomer #11	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C1	2984.0	Semi standard non polar	33892256
(+)-Gallocatechin,4TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C)[C@@H](C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	2972.0	Semi standard non polar	33892256
(+)-Gallocatechin,4TMS,isomer #3	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@@H]2O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1O	2942.1	Semi standard non polar	33892256
(+)-Gallocatechin,4TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O[Si](C)(C)C)[C@@H](C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)O2	2922.6	Semi standard non polar	33892256
(+)-Gallocatechin,4TMS,isomer #5	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C)[C@@H](C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)OC2=C1	2939.8	Semi standard non polar	33892256
(+)-Gallocatechin,4TMS,isomer #6	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C)[C@@H](C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C1	2920.9	Semi standard non polar	33892256
(+)-Gallocatechin,4TMS,isomer #7	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3000.2	Semi standard non polar	33892256
(+)-Gallocatechin,4TMS,isomer #8	C[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	3017.3	Semi standard non polar	33892256
(+)-Gallocatechin,4TMS,isomer #9	C[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2985.4	Semi standard non polar	33892256
(+)-Gallocatechin,5TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C)[C@@H](C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2993.6	Semi standard non polar	33892256
(+)-Gallocatechin,5TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C)[C@@H](C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2980.0	Semi standard non polar	33892256
(+)-Gallocatechin,5TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O[Si](C)(C)C)[C@@H](C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)O2	2950.8	Semi standard non polar	33892256
(+)-Gallocatechin,5TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C)[C@@H](C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C1	2968.0	Semi standard non polar	33892256
(+)-Gallocatechin,5TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	3012.5	Semi standard non polar	33892256
(+)-Gallocatechin,6TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C)[C@@H](C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	3009.0	Semi standard non polar	33892256
(+)-Gallocatechin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(O)=C(O)C(O)=C1	3562.8	Semi standard non polar	33892256
(+)-Gallocatechin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O)[C@@H](C1=CC(O)=C(O)C(O)=C1)O2	3536.8	Semi standard non polar	33892256
(+)-Gallocatechin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC(O)=C(O)C(O)=C3)OC2=C1	3572.1	Semi standard non polar	33892256
(+)-Gallocatechin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC(O)=C1O	3599.9	Semi standard non polar	33892256
(+)-Gallocatechin,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=C(O)C=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)C=C1O	3583.1	Semi standard non polar	33892256
(+)-Gallocatechin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C1=CC(O)=C(O)C(O)=C1)O2	3716.7	Semi standard non polar	33892256
(+)-Gallocatechin,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC(O[Si](C)(C)C(C)(C)C)=C1O	3788.9	Semi standard non polar	33892256
(+)-Gallocatechin,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC(O)=C1O[Si](C)(C)C(C)(C)C	3708.0	Semi standard non polar	33892256
(+)-Gallocatechin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC(O)=C(O)C(O)=C3)OC2=C1	3710.9	Semi standard non polar	33892256
(+)-Gallocatechin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C(C)(C)C)=CC(O)=C1O	3769.9	Semi standard non polar	33892256
(+)-Gallocatechin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=C(O)C=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C(C)(C)C)C=C1O	3746.1	Semi standard non polar	33892256
(+)-Gallocatechin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC(O)=C(O)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3643.2	Semi standard non polar	33892256
(+)-Gallocatechin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@@H]2O)=CC(O)=C1O	3679.4	Semi standard non polar	33892256
(+)-Gallocatechin,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O)[C@@H](C1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)O2	3668.1	Semi standard non polar	33892256
(+)-Gallocatechin,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3698.6	Semi standard non polar	33892256
(+)-Gallocatechin,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C1	3710.6	Semi standard non polar	33892256
(+)-Gallocatechin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC(O)=C(O)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3750.7	Semi standard non polar	33892256
(+)-Gallocatechin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@@H]2O)=CC(O[Si](C)(C)C(C)(C)C)=C1O	3798.6	Semi standard non polar	33892256
(+)-Gallocatechin,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O)[C@@H](C1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)O2	3753.6	Semi standard non polar	33892256
(+)-Gallocatechin,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3831.9	Semi standard non polar	33892256
(+)-Gallocatechin,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3779.1	Semi standard non polar	33892256
(+)-Gallocatechin,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3785.5	Semi standard non polar	33892256
(+)-Gallocatechin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@@H]2O[Si](C)(C)C(C)(C)C)=CC(O)=C1O	3775.1	Semi standard non polar	33892256
(+)-Gallocatechin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)O2	3767.2	Semi standard non polar	33892256
(+)-Gallocatechin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3750.3	Semi standard non polar	33892256
(+)-Gallocatechin,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C1	3748.4	Semi standard non polar	33892256
(+)-Gallocatechin,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1O	3832.5	Semi standard non polar	33892256
(+)-Gallocatechin,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C(C)(C)C)=CC(O)=C1O[Si](C)(C)C(C)(C)C	3782.3	Semi standard non polar	33892256
(+)-Gallocatechin,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3762.2	Semi standard non polar	33892256
(+)-Gallocatechin,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3814.9	Semi standard non polar	33892256
(+)-Gallocatechin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3879.3	Semi standard non polar	33892256
(+)-Gallocatechin,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O)[C@@H](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)=C1)O2	3888.2	Semi standard non polar	33892256
(+)-Gallocatechin,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=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)=C3)OC2=C1	3905.7	Semi standard non polar	33892256
(+)-Gallocatechin,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3910.1	Semi standard non polar	33892256
(+)-Gallocatechin,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@@H]2O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1O	3895.7	Semi standard non polar	33892256
(+)-Gallocatechin,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)O2	3856.2	Semi standard non polar	33892256
(+)-Gallocatechin,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3901.2	Semi standard non polar	33892256
(+)-Gallocatechin,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3863.9	Semi standard non polar	33892256
(+)-Gallocatechin,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3878.6	Semi standard non polar	33892256
(+)-Gallocatechin,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3951.7	Semi standard non polar	33892256
(+)-Gallocatechin,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3910.5	Semi standard non polar	33892256
(+)-Gallocatechin,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	4073.2	Semi standard non polar	33892256
(+)-Gallocatechin,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	4045.0	Semi standard non polar	33892256
(+)-Gallocatechin,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](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)=C1)O2	4010.1	Semi standard non polar	33892256
(+)-Gallocatechin,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C3=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)=C3)OC2=C1	4023.4	Semi standard non polar	33892256
(+)-Gallocatechin,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=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)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	4071.6	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 - (+)-Gallocatechin GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-0940000000-7217377fccff4c30649e	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Gallocatechin GC-MS (5 TMS) - 70eV, Positive	splash10-0udi-3110049000-8b1040defcae8063c769	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Gallocatechin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Gallocatechin 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 - (+)-Gallocatechin LC-ESI-TOF , negative-QTOF	splash10-002r-0900000000-c1cd10a5867d444bd1d3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (+)-Gallocatechin LC-ESI-TOF , negative-QTOF	splash10-00n0-0910000000-06ff48cb1edb79736ede	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (+)-Gallocatechin LC-ESI-TOF , negative-QTOF	splash10-0a4i-0019000000-83d961b9674b7b1b2a65	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (+)-Gallocatechin LC-ESI-TOF , negative-QTOF	splash10-00p0-0941000000-47f58a4dd33c3125d051	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Gallocatechin 10V, Positive-QTOF	splash10-0a4r-0729000000-fffbd456b9b51c7d0274	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Gallocatechin 20V, Positive-QTOF	splash10-000i-0911000000-203a6a86214265bc09e4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Gallocatechin 40V, Positive-QTOF	splash10-00ds-2900000000-023b154fc2d731ecee10	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Gallocatechin 10V, Negative-QTOF	splash10-0a4i-0219000000-db1826421845ecab1485	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Gallocatechin 20V, Negative-QTOF	splash10-05n0-0922000000-86fb5a0b2fc660815604	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Gallocatechin 40V, Negative-QTOF	splash10-056r-2910000000-2375ce05cd5da757763c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Gallocatechin 10V, Negative-QTOF	splash10-0a4i-0019000000-b20f152234d6d77dcaa2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Gallocatechin 20V, Negative-QTOF	splash10-000i-0894000000-05dea610b2f972a7651e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Gallocatechin 40V, Negative-QTOF	splash10-000i-1930000000-7c643c8857e1259ab4fc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Gallocatechin 10V, Positive-QTOF	splash10-0a4i-0029000000-3578b95ca9c1d3f41df2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Gallocatechin 20V, Positive-QTOF	splash10-05n0-0902000000-291e12c32e9cfe57384b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Gallocatechin 40V, Positive-QTOF	splash10-000i-1920000000-c1afce079042673ae394	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	0.00830 +/- 0.00300 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	26814424	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

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

65084

PDB ID

Not Available

ChEBI ID

31018

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1867671

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 (+)-Gallocatechin (HMDB0038365)

MOL for HMDB0038365 ((+)-Gallocatechin)

3D MOL for HMDB0038365 ((+)-Gallocatechin)

3D SDF for HMDB0038365 ((+)-Gallocatechin)

3D-SDF for HMDB0038365 ((+)-Gallocatechin)

PDB for HMDB0038365 ((+)-Gallocatechin)

3D PDB for HMDB0038365 ((+)-Gallocatechin)

SMILES for HMDB0038365 ((+)-Gallocatechin)

INCHI for HMDB0038365 ((+)-Gallocatechin)

Structure for HMDB0038365 ((+)-Gallocatechin)

3D Structure for HMDB0038365 ((+)-Gallocatechin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra