NP-MRD: Showing NP-Card for Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin-(4beta->6)-epicatechin (NP0056293)

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Record Information

Version

2.0

Created at

2022-04-28 02:06:36 UTC

Updated at

2022-04-28 02:06:36 UTC

NP-MRD ID

NP0056293

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin-(4beta->6)-epicatechin

Description

(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-6-yl]-8-[(2S,3S,4R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin-(4beta->6)-epicatechin is found in Davallia divaricata, Davallia griffithiana and Davallia mariesii. Based on a literature review very few articles have been published on (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-6-yl]-8-[(2S,3S,4R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282204062D          

 84 95  0  0  1  0            999 V2000
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M  END

     RDKit          3D

134145  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652304282204062D          

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  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  2  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
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 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
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 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 23 31  1  0  0  0  0
 30 32  1  6  0  0  0
 29 33  1  6  0  0  0
 33 34  2  0  0  0  0
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 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
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 37 39  1  0  0  0  0
 36 40  1  0  0  0  0
 22 41  1  0  0  0  0
 19 42  1  1  0  0  0
 18 43  1  1  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
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 43 48  1  0  0  0  0
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 14 51  1  0  0  0  0
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  9 53  1  6  0  0  0
  8 54  1  6  0  0  0
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 55 56  1  0  0  0  0
 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 54 59  1  0  0  0  0
 58 60  1  0  0  0  0
 57 61  1  0  0  0  0
  3 62  1  0  0  0  0
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 67 82  1  0  0  0  0
 65 83  1  0  0  0  0
  1 84  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0056293

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C=C(O)C([C@@H]1[C@@H](O)[C@H](OC3=C1C(O)=CC(O)=C3[C@@H]1[C@H](O)[C@@H](OC3=CC(O)=C([C@H]4[C@@H](O)[C@H](OC5=CC(O)=CC(O)=C45)C4=CC=C(O)C(O)=C4)C(O)=C13)C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1)=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C60H50O24/c61-23-13-33(70)42-40(14-23)82-57(20-2-6-26(63)30(67)10-20)53(78)48(42)44-37(74)18-41-47(52(44)77)50(55(80)58(83-41)21-3-7-27(64)31(68)11-21)46-35(72)16-34(71)45-49(54(79)59(84-60(45)46)22-4-8-28(65)32(69)12-22)43-36(73)17-39-24(51(43)76)15-38(75)56(81-39)19-1-5-25(62)29(66)9-19/h1-14,16-18,38,48-50,53-59,61-80H,15H2/t38-,48+,49+,50+,53-,54-,55+,56-,57-,58+,59-/m1/s1

> <INCHI_KEY>
OZYBGUPTDWWHHF-NAKQGVKASA-N

> <FORMULA>
C60H50O24

> <MOLECULAR_WEIGHT>
1155.036

> <EXACT_MASS>
1154.26920249

> <JCHEM_ACCEPTOR_COUNT>
24

> <JCHEM_ATOM_COUNT>
134

> <JCHEM_AVERAGE_POLARIZABILITY>
111.81766781484953

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
20

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-6-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

> <ALOGPS_LOGP>
4.06

> <JCHEM_LOGP>
5.757021010333332

> <ALOGPS_LOGS>
-3.34

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
12

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.024452472862192

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.626686187530881

> <JCHEM_PKA_STRONGEST_BASIC>
-5.00676003979945

> <JCHEM_POLAR_SURFACE_AREA>
441.5200000000001

> <JCHEM_REFRACTIVITY>
291.5246

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.26e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-6-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.667   6.160   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0     -10.669   1.540   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0     -12.003   2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -12.003   3.850   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -10.669   4.620   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0     -13.337   4.620   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0     -13.337   1.540   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -13.337   0.000   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -16.004   0.000   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -16.004   1.540   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -14.670   2.310   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0     -17.338   2.310   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0     -17.338  -0.770   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -8.002   6.160   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -6.668   6.930   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -4.001  13.090   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -4.627   0.903   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -0.000  10.780   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      -0.626  12.187   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0       1.334  13.090   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0       0.707   0.903   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   70  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   71  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   73  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM   74  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   80  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   81  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   82  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   83  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   84  O   UNK     0       5.533   2.471   0.000  0.00  0.00           O+0
CONECT    1    2    6   84                                                  
CONECT    2    1    3   63                                                  
CONECT    3    2    4   62                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   54                                                  
CONECT    9    8   10   53                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13   52                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   51                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   11   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   43                                                  
CONECT   19   18   20   42                                                  
CONECT   20   19   15   21                                                  
CONECT   21   20   22   26                                                  
CONECT   22   21   23   41                                                  
CONECT   23   22   24   31                                                  
CONECT   24   23   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   25   21   27                                                  
CONECT   27   26                                                            
CONECT   28   24   29                                                       
CONECT   29   28   30   33                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30   23                                                       
CONECT   32   30                                                            
CONECT   33   29   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   40                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37   33                                                       
CONECT   39   37                                                            
CONECT   40   36                                                            
CONECT   41   22                                                            
CONECT   42   19                                                            
CONECT   43   18   44   48                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47   50                                                  
CONECT   47   46   48   49                                                  
CONECT   48   47   43                                                       
CONECT   49   47                                                            
CONECT   50   46                                                            
CONECT   51   14                                                            
CONECT   52   12                                                            
CONECT   53    9                                                            
CONECT   54    8   55   59                                                  
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58   61                                                  
CONECT   58   57   59   60                                                  
CONECT   59   58   54                                                       
CONECT   60   58                                                            
CONECT   61   57                                                            
CONECT   62    3                                                            
CONECT   63    2   64   72                                                  
CONECT   64   63   65   69                                                  
CONECT   65   64   66   83                                                  
CONECT   66   65   67                                                       
CONECT   67   66   68   82                                                  
CONECT   68   67   69                                                       
CONECT   69   68   64   70                                                  
CONECT   70   69   71                                                       
CONECT   71   70   72   74                                                  
CONECT   72   71   63   73                                                  
CONECT   73   72                                                            
CONECT   74   71   75   79                                                  
CONECT   75   74   76                                                       
CONECT   76   75   77                                                       
CONECT   77   76   78   81                                                  
CONECT   78   77   79   80                                                  
CONECT   79   78   74                                                       
CONECT   80   78                                                            
CONECT   81   77                                                            
CONECT   82   67                                                            
CONECT   83   65                                                            
CONECT   84    1                                                            
MASTER        0    0    0    0    0    0    0    0   84    0  190    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₆₀H₅₀O₂₄

Average Mass

1155.0360 Da

Monoisotopic Mass

1154.26920 Da

IUPAC Name

(2S,3S,4R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-6-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

O[C@@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C=C(O)C([C@@H]1[C@@H](O)[C@H](OC3=C1C(O)=CC(O)=C3[C@@H]1[C@H](O)[C@@H](OC3=CC(O)=C([C@H]4[C@@H](O)[C@H](OC5=CC(O)=CC(O)=C45)C4=CC=C(O)C(O)=C4)C(O)=C13)C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1)=C2O

InChI Identifier

InChI=1S/C60H50O24/c61-23-13-33(70)42-40(14-23)82-57(20-2-6-26(63)30(67)10-20)53(78)48(42)44-37(74)18-41-47(52(44)77)50(55(80)58(83-41)21-3-7-27(64)31(68)11-21)46-35(72)16-34(71)45-49(54(79)59(84-60(45)46)22-4-8-28(65)32(69)12-22)43-36(73)17-39-24(51(43)76)15-38(75)56(81-39)19-1-5-25(62)29(66)9-19/h1-14,16-18,38,48-50,53-59,61-80H,15H2/t38-,48+,49+,50+,53-,54-,55+,56-,57-,58+,59-/m1/s1

InChI Key

OZYBGUPTDWWHHF-NAKQGVKASA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Davallia divaricata	Plant	KNApSAcK
Davallia griffithiana	Plant	KNApSAcK
Davallia mariesii	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

B-type proanthocyanidin
Proanthocyanidin
Bi- and polyflavonoid skeleton
Catechin
Hydroxyflavonoid
Flavan-3-ol
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3-hydroxyflavonoid
3'-hydroxyflavonoid
Flavan
1-benzopyran
Benzopyran
Chromane
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	4.06	ALOGPS
logP	5.76	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	8.63	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	24	ChemAxon
Hydrogen Donor Count	20	ChemAxon
Polar Surface Area	441.52 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	291.52 m³·mol⁻¹	ChemAxon
Polarizability	111.82 Å³	ChemAxon
Number of Rings	12	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162857718

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin-(4beta->6)-epicatechin (NP0056293)

MOL for NP0056293 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin-(4beta->6)-epicatechin)

3D MOL for NP0056293 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin-(4beta->6)-epicatechin)

3D SDF for NP0056293 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin-(4beta->6)-epicatechin)

3D-SDF for NP0056293 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin-(4beta->6)-epicatechin)

PDB for NP0056293 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin-(4beta->6)-epicatechin)

3D PDB for NP0056293 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin-(4beta->6)-epicatechin)

SMILES for NP0056293 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin-(4beta->6)-epicatechin)

INCHI for NP0056293 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin-(4beta->6)-epicatechin)

Structure for NP0056293 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin-(4beta->6)-epicatechin)

3D Structure for NP0056293 (Epicatechin-(4beta->6)-epicatechin-(4beta->8)-epicatechin-(4beta->6)-epicatechin)