Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 05:41:13 UTC

Update Date

2021-09-24 05:41:13 UTC

HMDB ID

HMDB0303923

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4'-Methylepigallocatechin

Description

(2R,3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol 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. Based on a literature review very few articles have been published on (2R,3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol.

Structure

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

HMDB0303923
     RDKit          3D
4'-Methylepigallocatechin
 39 41  0  0  0  0  0  0  0  0999 V2000
    6.1511    0.1995   -0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1553    1.1758   -0.3685 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8045    0.9386   -0.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2113    1.1734    1.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0091    1.6432    2.0676 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8599    0.9309    1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0576    0.4679    0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3691    0.2492    0.4263 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2125    0.7508   -0.5884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5656    0.3442   -0.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5121    0.9934   -1.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8526    0.6735   -1.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7885    1.3479   -2.0328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2096   -0.3555   -0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2873   -1.0386    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7540   -2.0774    1.2127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9644   -0.6765    0.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9627   -1.4177    1.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6219   -1.2441    0.4685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7988   -1.7652   -0.8173 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6512    0.2385   -1.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0070    0.4703   -1.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5582    0.2225   -2.4982 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3628   -0.3771   -1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1030    0.6774    0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8876   -0.5259    0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5410    1.8017    2.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4243    1.1278    2.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6555    0.6636    1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2076    1.8150   -1.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2343    2.1740   -1.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2601   -0.6604   -0.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1343   -2.5983    1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148   -2.4951    1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8472   -0.9333    2.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1932   -1.7775    0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0779   -2.3963   -1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0098   -0.1269   -1.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5439    0.3867   -2.6441 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  7 21  1  0
 21 22  2  0
 22 23  1  0
 22  3  1  0
 19  8  1  0
 17 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  1
 11 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  1
 20 37  1  0
 21 38  1  0
 23 39  1  0
M  END


  Mrv1652302151909352D          

 23 25  0  0  1  0            999 V2000
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  6  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10 19  1  0  0  0  0
 16 20  1  0  0  0  0
 14 21  1  0  0  0  0
 11 22  1  6  0  0  0
  4 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303923

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C(C=C1O)[C@H]1OC2=CC(O)=CC(O)=C2C[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O7/c1-22-16-11(19)2-7(3-12(16)20)15-13(21)6-9-10(18)4-8(17)5-14(9)23-15/h2-5,13,15,17-21H,6H2,1H3/t13-,15-/m1/s1

> <INCHI_KEY>
ITDYPNOEEHONAH-UKRRQHHQSA-N

> <FORMULA>
C16H16O7

> <MOLECULAR_WEIGHT>
320.294

> <EXACT_MASS>
320.089602866

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
31.201082901507675

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.98

> <JCHEM_LOGP>
1.6374357496666665

> <ALOGPS_LOGS>
-2.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.780916474540735

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.20276510661502

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2955029860354976

> <JCHEM_POLAR_SURFACE_AREA>
119.61000000000001

> <JCHEM_REFRACTIVITY>
80.46290000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.21e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ourateacatechin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303923
     RDKit          3D
4'-Methylepigallocatechin
 39 41  0  0  0  0  0  0  0  0999 V2000
    6.1511    0.1995   -0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1553    1.1758   -0.3685 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8045    0.9386   -0.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2113    1.1734    1.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0091    1.6432    2.0676 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8599    0.9309    1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0576    0.4679    0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3691    0.2492    0.4263 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2125    0.7508   -0.5884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5656    0.3442   -0.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5121    0.9934   -1.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8526    0.6735   -1.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7885    1.3479   -2.0328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2096   -0.3555   -0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2873   -1.0386    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7540   -2.0774    1.2127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9644   -0.6765    0.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9627   -1.4177    1.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6219   -1.2441    0.4685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7988   -1.7652   -0.8173 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6512    0.2385   -1.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0070    0.4703   -1.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5582    0.2225   -2.4982 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3628   -0.3771   -1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1030    0.6774    0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8876   -0.5259    0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5410    1.8017    2.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4243    1.1278    2.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6555    0.6636    1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2076    1.8150   -1.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2343    2.1740   -1.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2601   -0.6604   -0.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1343   -2.5983    1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148   -2.4951    1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8472   -0.9333    2.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1932   -1.7775    0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0779   -2.3963   -1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0098   -0.1269   -1.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5439    0.3867   -2.6441 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  7 21  1  0
 21 22  2  0
 22 23  1  0
 22  3  1  0
 19  8  1  0
 17 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  1
 11 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  1
 20 37  1  0
 21 38  1  0
 23 39  1  0
M  END

HEADER    PROTEIN                                 15-FEB-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-FEB-19         0                                  
HETATM    1  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   23                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    6   11   19                                                  
CONECT   11   10   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18   10                                                       
CONECT   20   16                                                            
CONECT   21   14                                                            
CONECT   22   11                                                            
CONECT   23    4                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0303923
HETATM    1  C1  UNL     1       6.151   0.200  -0.135  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.155   1.176  -0.369  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.805   0.939  -0.211  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.211   1.173   1.026  1.00  0.00           C  
HETATM    5  O2  UNL     1       4.009   1.643   2.068  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.860   0.931   1.166  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.058   0.468   0.151  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.369   0.249   0.426  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.212   0.751  -0.588  1.00  0.00           O  
HETATM   10  C7  UNL     1      -2.566   0.344  -0.499  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.512   0.993  -1.264  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.853   0.673  -1.248  1.00  0.00           C  
HETATM   13  O4  UNL     1      -5.789   1.348  -2.033  1.00  0.00           O  
HETATM   14  C10 UNL     1      -5.210  -0.356  -0.407  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.287  -1.039   0.383  1.00  0.00           C  
HETATM   16  O5  UNL     1      -4.754  -2.077   1.213  1.00  0.00           O  
HETATM   17  C12 UNL     1      -2.964  -0.677   0.326  1.00  0.00           C  
HETATM   18  C13 UNL     1      -1.963  -1.418   1.178  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.622  -1.244   0.468  1.00  0.00           C  
HETATM   20  O6  UNL     1      -0.799  -1.765  -0.817  1.00  0.00           O  
HETATM   21  C15 UNL     1       1.651   0.238  -1.067  1.00  0.00           C  
HETATM   22  C16 UNL     1       3.007   0.470  -1.248  1.00  0.00           C  
HETATM   23  O7  UNL     1       3.558   0.223  -2.498  1.00  0.00           O  
HETATM   24  H1  UNL     1       6.363  -0.377  -1.079  1.00  0.00           H  
HETATM   25  H2  UNL     1       7.103   0.677   0.159  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.888  -0.526   0.633  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.541   1.802   2.951  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.424   1.128   2.158  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.656   0.664   1.402  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.208   1.815  -1.931  1.00  0.00           H  
HETATM   31  H8  UNL     1      -6.234   2.174  -1.613  1.00  0.00           H  
HETATM   32  H9  UNL     1      -6.260  -0.660  -0.346  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.134  -2.598   1.806  1.00  0.00           H  
HETATM   34  H11 UNL     1      -2.215  -2.495   1.269  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.847  -0.933   2.169  1.00  0.00           H  
HETATM   36  H13 UNL     1       0.193  -1.778   0.986  1.00  0.00           H  
HETATM   37  H14 UNL     1      -0.078  -2.396  -1.068  1.00  0.00           H  
HETATM   38  H15 UNL     1       1.010  -0.127  -1.863  1.00  0.00           H  
HETATM   39  H16 UNL     1       4.544   0.387  -2.644  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5    6
CONECT    5   27
CONECT    6    7    7   28
CONECT    7    8   21
CONECT    8    9   19   29
CONECT    9   10
CONECT   10   11   11   17
CONECT   11   12   30
CONECT   12   13   14   14
CONECT   13   31
CONECT   14   15   32
CONECT   15   16   17   17
CONECT   16   33
CONECT   17   18
CONECT   18   19   34   35
CONECT   19   20   36
CONECT   20   37
CONECT   21   22   22   38
CONECT   22   23
CONECT   23   39
END

HMDB0303923
     RDKit          3D
4'-Methylepigallocatechin
 39 41  0  0  0  0  0  0  0  0999 V2000
    6.1511    0.1995   -0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1553    1.1758   -0.3685 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8045    0.9386   -0.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2113    1.1734    1.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0091    1.6432    2.0676 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8599    0.9309    1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0576    0.4679    0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3691    0.2492    0.4263 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2125    0.7508   -0.5884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5656    0.3442   -0.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5121    0.9934   -1.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8526    0.6735   -1.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7885    1.3479   -2.0328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2096   -0.3555   -0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2873   -1.0386    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7540   -2.0774    1.2127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9644   -0.6765    0.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9627   -1.4177    1.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6219   -1.2441    0.4685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7988   -1.7652   -0.8173 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6512    0.2385   -1.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0070    0.4703   -1.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5582    0.2225   -2.4982 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3628   -0.3771   -1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1030    0.6774    0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8876   -0.5259    0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5410    1.8017    2.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4243    1.1278    2.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6555    0.6636    1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2076    1.8150   -1.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2343    2.1740   -1.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2601   -0.6604   -0.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1343   -2.5983    1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148   -2.4951    1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8472   -0.9333    2.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1932   -1.7775    0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0779   -2.3963   -1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0098   -0.1269   -1.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5439    0.3867   -2.6441 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  7 21  1  0
 21 22  2  0
 22 23  1  0
 22  3  1  0
 19  8  1  0
 17 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  1
 11 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  1
 20 37  1  0
 21 38  1  0
 23 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4'-O-Methylepigallocatechin	ChEMBL, MeSH
Ouratea-catechin	ChEMBL
4'-MeEGC	MeSH
4'-O-Methyl-epigallocatechin	MeSH

Chemical Formula

C₁₆H₁₆O₇

Average Molecular Weight

320.294

Monoisotopic Molecular Weight

320.089602866

IUPAC Name

(2R,3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

Traditional Name

ourateacatechin

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C(C=C1O)[C@H]1OC2=CC(O)=CC(O)=C2C[C@H]1O

InChI Identifier

InChI=1S/C16H16O7/c1-22-16-11(19)2-7(3-12(16)20)15-13(21)6-9-10(18)4-8(17)5-14(9)23-15/h2-5,13,15,17-21H,6H2,1H3/t13-,15-/m1/s1

InChI Key

ITDYPNOEEHONAH-UKRRQHHQSA-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
4p-methoxyflavonoid-skeleton
7-hydroxyflavonoid
3'-hydroxyflavonoid
3-hydroxyflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
Chromane
Benzopyran
1-benzopyran
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Resorcinol
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Organoheterocyclic compound
Ether
Polyol
Oxacycle
Organic oxygen compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

catechin (CHEBI:70253 )
Flavans, Flavanols and Leucoanthocyanidins (LMPK12020134 )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.98	ALOGPS
logP	1.64	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.2	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	119.61 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	80.46 m³·mol⁻¹	ChemAxon
Polarizability	31.2 Å³	ChemAxon
Number of Rings	3	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
AllCCS	[M+H]+	175.486	32859911
AllCCS	[M+H-H2O]+	172.062	32859911
AllCCS	[M+Na]+	179.572	32859911
AllCCS	[M+NH4]+	178.66	32859911
AllCCS	[M-H]-	174.736	32859911
AllCCS	[M+Na-2H]-	174.394	32859911
AllCCS	[M+HCOO]-	174.158	32859911
DeepCCS	[M+H]+	168.371	30932474
DeepCCS	[M-H]-	166.013	30932474
DeepCCS	[M-2H]-	200.303	30932474
DeepCCS	[M+Na]+	176.097	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methylepigallocatechin 10V, Positive-QTOF	splash10-00di-0609000000-de3d8a81f51a995fc758	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methylepigallocatechin 20V, Positive-QTOF	splash10-000i-0901000000-c139910c402c599b3620	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methylepigallocatechin 40V, Positive-QTOF	splash10-05g0-3900000000-5680e0056f705b275f6b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methylepigallocatechin 10V, Negative-QTOF	splash10-014i-0109000000-f2b8d17cf31288e888c2	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methylepigallocatechin 20V, Negative-QTOF	splash10-00li-0914000000-c8cd2dc25a6d6731a7ce	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methylepigallocatechin 40V, Negative-QTOF	splash10-004i-2910000000-8024e286b381d48033ca	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methylepigallocatechin 10V, Positive-QTOF	splash10-00di-0109000000-ba429858f3e9d2fa1ed6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methylepigallocatechin 20V, Positive-QTOF	splash10-00di-0729000000-00af29b92dbda45acb5e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methylepigallocatechin 40V, Positive-QTOF	splash10-0w2i-1941000000-b650cd56f34b00e89f41	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methylepigallocatechin 10V, Negative-QTOF	splash10-014i-0009000000-a93b00a2308bdbaee53f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methylepigallocatechin 20V, Negative-QTOF	splash10-00kr-0896000000-80639a65cd878acf497b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Methylepigallocatechin 40V, Negative-QTOF	splash10-000m-3960000000-0dc524f06089c64125b6	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029968

KNApSAcK ID

Not Available

Chemspider ID

154086

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 4'-Methylepigallocatechin (HMDB0303923)

MOL for HMDB0303923 (4'-Methylepigallocatechin)

3D MOL for HMDB0303923 (4'-Methylepigallocatechin)

3D SDF for HMDB0303923 (4'-Methylepigallocatechin)

3D-SDF for HMDB0303923 (4'-Methylepigallocatechin)

PDB for HMDB0303923 (4'-Methylepigallocatechin)

3D PDB for HMDB0303923 (4'-Methylepigallocatechin)

SMILES for HMDB0303923 (4'-Methylepigallocatechin)

INCHI for HMDB0303923 (4'-Methylepigallocatechin)

Structure for HMDB0303923 (4'-Methylepigallocatechin)

3D Structure for HMDB0303923 (4'-Methylepigallocatechin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra