NP-MRD: Showing NP-Card for ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) (NP0335895)

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Record Information

Version

2.0

Created at

2024-09-11 03:45:19 UTC

Updated at

2024-09-11 03:45:19 UTC

NP-MRD ID

NP0335895

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid)

Description

Ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) 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''. Based on a literature review very few articles have been published on ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262306172D          

 49 56  0  0  0  0            999 V2000
   -2.2610   -0.0068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9447   -0.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4464   -1.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1301   -2.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3121   -2.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8104   -1.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1267   -0.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548   -0.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0868   -0.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4877   -0.1051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6319   -2.8405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6635    2.3061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1048    1.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3511    0.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7924    0.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0126    0.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2590    1.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2998    1.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0535    2.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516    2.8472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979    3.6346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6487   -3.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0485   -2.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2386   -1.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0289   -1.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6291   -2.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4390   -2.8847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0392   -3.4507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1088   -0.4560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6384   -1.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0248   -1.6708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0640    1.4528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3103    2.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1153    2.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6741    1.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4791    1.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7254    2.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305    2.9617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3617    3.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1667    3.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5942    0.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8066    1.3021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1852   -0.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792    0.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5703   -0.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3673   -1.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5733   -1.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9823   -1.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9583   -1.9431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4 11  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 31  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 16  1  0  0  0  0
  9 10  1  0  0  0  0
  9 30  1  0  0  0  0
 10 41  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 29  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 32  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 33  1  0  0  0  0
 22 23  2  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 30  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 39  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 40  1  0  0  0  0
 39 40  2  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 48  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 46 49  1  0  0  0  0
 47 48  2  0  0  0  0
M  END


  Mrv2104 05262306172D          

 49 56  0  0  0  0            999 V2000
   -2.2610   -0.0068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9447   -0.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4464   -1.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1301   -2.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3121   -2.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8104   -1.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1267   -0.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548   -0.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0868   -0.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4877   -0.1051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6319   -2.8405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6635    2.3061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1048    1.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3511    0.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7924    0.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0126    0.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2590    1.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2998    1.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0535    2.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516    2.8472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979    3.6346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6487   -3.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0485   -2.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2386   -1.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0289   -1.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6291   -2.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4390   -2.8847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0392   -3.4507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1088   -0.4560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6384   -1.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0248   -1.6708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0640    1.4528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3103    2.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1153    2.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6741    1.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4791    1.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7254    2.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305    2.9617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3617    3.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1667    3.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5942    0.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8066    1.3021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1852   -0.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792    0.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5703   -0.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3673   -1.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5733   -1.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9823   -1.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9583   -1.9431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4 11  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 31  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 16  1  0  0  0  0
  9 10  1  0  0  0  0
  9 30  1  0  0  0  0
 10 41  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 29  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 32  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 33  1  0  0  0  0
 22 23  2  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 30  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 39  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 40  1  0  0  0  0
 39 40  2  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 48  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 46 49  1  0  0  0  0
 47 48  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0335895

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1CC2=C(OC1C1=CC=C(O)C=C1)C1=C(OC3(OC4=C(C1C3OC(=O)C1=CC=C(O)C=C1)C(O)=CC(O)=C4)C1=CC=C(O)C=C1)C=C2O

> <INCHI_IDENTIFIER>
InChI=1/C37H28O12/c38-20-7-1-17(2-8-20)33-27(44)15-24-25(42)16-29-31(34(24)46-33)32-30-26(43)13-23(41)14-28(30)48-37(49-29,19-5-11-22(40)12-6-19)35(32)47-36(45)18-3-9-21(39)10-4-18/h1-14,16,27,32-33,35,38-44H,15H2

> <INCHI_KEY>
DQRKXIHYAURKFL-UHFFFAOYNA-N

> <FORMULA>
C37H28O12

> <MOLECULAR_WEIGHT>
664.619

> <EXACT_MASS>
664.158076342

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
66.36496631483345

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6,9,17,19-tetrahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2(11),3(8),9,15(20),16,18-hexaen-21-yl 4-hydroxybenzoate

> <JCHEM_LOGP>
6.389397266999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.818779778839918

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.278911737425268

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2886670548738537

> <JCHEM_POLAR_SURFACE_AREA>
195.59999999999997

> <JCHEM_REFRACTIVITY>
172.03739999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
6,9,17,19-tetrahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2(11),3(8),9,15(20),16,18-hexaen-21-yl 4-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  O   UNK     0      -4.221  -0.013   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.630  -1.435   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.567  -2.658   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.976  -4.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.449  -4.280   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.513  -3.057   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.103  -1.635   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.222  -0.273   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.162  -1.501   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.910  -0.196   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -4.913  -5.302   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.105   4.305   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.062   3.172   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.522   1.702   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.479   0.569   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.024   0.906   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.483   2.375   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.560   3.508   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.100   4.978   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.403   5.315   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.863   6.785   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.078  -5.827   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.957  -4.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.312  -3.272   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.787  -2.829   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.908  -3.886   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.553  -5.385   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.673  -6.441   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.070  -0.851   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.192  -2.215   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.046  -3.119   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -1.986   2.712   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -2.446   4.182   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.949   4.518   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.992   3.385   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.494   3.722   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -6.954   5.192   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -8.457   5.529   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -4.409   5.988   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -5.911   6.325   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.976   0.671   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       3.372   2.431   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       4.079  -0.404   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.561   0.015   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.665  -1.060   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       6.286  -2.553   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       4.803  -2.971   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       3.700  -1.896   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       7.389  -3.627   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   31                                                  
CONECT    7    2    6    8                                                  
CONECT    8    7    9   16                                                  
CONECT    9    8   10   30                                                  
CONECT   10    9   41                                                       
CONECT   11    4                                                            
CONECT   12   13                                                            
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   29                                                  
CONECT   16    8   15   17                                                  
CONECT   17   16   18   32                                                  
CONECT   18   13   17   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   33                                                  
CONECT   21   20                                                            
CONECT   22   23   27                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   30                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   22   26   28                                                  
CONECT   28   27                                                            
CONECT   29   15   30                                                       
CONECT   30    9   24   29   31                                             
CONECT   31    6   30                                                       
CONECT   32   17   33                                                       
CONECT   33   20   32   34                                                  
CONECT   34   33   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   40                                                  
CONECT   38   37                                                            
CONECT   39   34   40                                                       
CONECT   40   37   39                                                       
CONECT   41   10   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   48                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47   49                                                  
CONECT   47   46   48                                                       
CONECT   48   43   47                                                       
CONECT   49   46                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  112    0
END

View in JSmol

Synonyms

Value	Source
ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoate)	Generator

Chemical Formula

C₃₇H₂₈O₁₂

Average Mass

664.6190 Da

Monoisotopic Mass

664.15808 Da

IUPAC Name

6,9,17,19-tetrahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2(11),3(8),9,15(20),16,18-hexaen-21-yl 4-hydroxybenzoate

Traditional Name

6,9,17,19-tetrahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2(11),3(8),9,15(20),16,18-hexaen-21-yl 4-hydroxybenzoate

CAS Registry Number

Not Available

SMILES

OC1CC2=C(OC1C1=CC=C(O)C=C1)C1=C(OC3(OC4=C(C1C3OC(=O)C1=CC=C(O)C=C1)C(O)=CC(O)=C4)C1=CC=C(O)C=C1)C=C2O

InChI Identifier

InChI=1/C37H28O12/c38-20-7-1-17(2-8-20)33-27(44)15-24-25(42)16-29-31(34(24)46-33)32-30-26(43)13-23(41)14-28(30)48-37(49-29,19-5-11-22(40)12-6-19)35(32)47-36(45)18-3-9-21(39)10-4-18/h1-14,16,27,32-33,35,38-44H,15H2

InChI Key

DQRKXIHYAURKFL-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound 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

A-type proanthocyanidin
Bi- and polyflavonoid skeleton
Proanthocyanidin
Pyranoflavonoid
Flavan-3-ol
Hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3-hydroxyflavonoid
Flavan
Pyranochromene
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
Chromane
Benzopyran
Benzoate ester
1-benzopyran
Benzoic acid or derivatives
Benzoyl
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Ketal
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Secondary alcohol
Oxacycle
Acetal
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Alcohol
Hydrocarbon derivative
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	6.39	ChemAxon
pKa (Strongest Acidic)	8.28	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	195.6 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	172.04 m³·mol⁻¹	ChemAxon
Polarizability	66.36 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) (NP0335895)

MOL for NP0335895 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

3D MOL for NP0335895 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

3D SDF for NP0335895 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

3D-SDF for NP0335895 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

PDB for NP0335895 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

3D PDB for NP0335895 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

SMILES for NP0335895 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

INCHI for NP0335895 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

Structure for NP0335895 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

3D Structure for NP0335895 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))