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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:51 UTC

Update Date

2022-03-07 02:53:28 UTC

HMDB ID

HMDB0032793

Secondary Accession Numbers

HMDB32793

Metabolite 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''. ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) has been detected, but not quantified in, fruits. This could make ent-epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid).

Structure

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

  Mrv0541 05061306422D          

 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
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    2.0289   -1.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    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
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   -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
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   -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
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    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
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 29 30  1  0  0  0  0
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 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
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 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

HMDB0032793
     RDKit          3D
ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid)
 77 84  0  0  0  0  0  0  0  0999 V2000
   -1.4461    1.4484    1.9762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984    1.5121    0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1524    0.4397    0.1323 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2841   -1.9053    1.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7540   -3.2919    2.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0004   -3.0074    0.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5569    4.9973    0.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2773    6.1662    0.2754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6510    4.9154    1.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8892    3.7524    1.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8634   -0.5854    1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1984    3.7850    2.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 45 74  1  0
 47 75  1  0
 48 76  1  0
 49 77  1  0
M  END

  Mrv0541 05061306422D          

 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
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   -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
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    0.7924    0.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    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
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    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
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    2.0289   -1.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0392   -3.4507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9792    0.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    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
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 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>
HMDB0032793

> <DATABASE_NAME>
hmdb

> <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=1S/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-UHFFFAOYSA-N

> <FORMULA>
C37H28O12

> <MOLECULAR_WEIGHT>
664.611

> <EXACT_MASS>
664.15807636

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
66.46827972204554

> <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[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15(20),16,18-hexaen-21-yl 4-hydroxybenzoate

> <ALOGPS_LOGP>
4.35

> <JCHEM_LOGP>
6.389397266999999

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.818779778839916

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.278911737425268

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2886670548738532

> <JCHEM_POLAR_SURFACE_AREA>
195.59999999999997

> <JCHEM_REFRACTIVITY>
172.03739999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,9,17,19-tetrahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15(20),16,18-hexaen-21-yl 4-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032793
     RDKit          3D
ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid)
 77 84  0  0  0  0  0  0  0  0999 V2000
   -1.4461    1.4484    1.9762 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9338    2.7647   -0.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6926    3.9295   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5569    4.9973    0.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6510    4.9154    1.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8892    3.7524    1.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
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 48 76  1  0
 49 77  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         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

COMPND    HMDB0032793
HETATM    1  O1  UNL     1      -1.446   1.448   1.976  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.198   1.512   0.972  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.152   0.440   0.132  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.355  -0.667   0.334  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.130  -0.613  -0.632  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.554  -0.978  -1.997  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.241  -0.565  -3.070  1.00  0.00           C  
HETATM    8  O3  UNL     1       1.407   0.157  -2.858  1.00  0.00           O  
HETATM    9  C6  UNL     1      -0.123  -0.867  -4.351  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.275  -1.579  -4.589  1.00  0.00           C  
HETATM   11  O4  UNL     1      -1.577  -1.847  -5.913  1.00  0.00           O  
HETATM   12  C8  UNL     1      -2.058  -1.984  -3.531  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.702  -1.684  -2.208  1.00  0.00           C  
HETATM   14  O5  UNL     1      -2.509  -2.101  -1.198  1.00  0.00           O  
HETATM   15  C10 UNL     1      -1.978  -1.983   0.154  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.983  -2.394   1.128  1.00  0.00           C  
HETATM   17  C12 UNL     1      -4.284  -1.905   1.041  1.00  0.00           C  
HETATM   18  C13 UNL     1      -5.285  -2.268   1.905  1.00  0.00           C  
HETATM   19  C14 UNL     1      -5.038  -3.160   2.934  1.00  0.00           C  
HETATM   20  O6  UNL     1      -6.079  -3.523   3.812  1.00  0.00           O  
HETATM   21  C15 UNL     1      -3.764  -3.665   3.056  1.00  0.00           C  
HETATM   22  C16 UNL     1      -2.754  -3.292   2.173  1.00  0.00           C  
HETATM   23  O7  UNL     1      -1.000  -3.007   0.135  1.00  0.00           O  
HETATM   24  C17 UNL     1       0.347  -2.817   0.297  1.00  0.00           C  
HETATM   25  C18 UNL     1       1.210  -3.746   0.800  1.00  0.00           C  
HETATM   26  C19 UNL     1       2.552  -3.443   0.931  1.00  0.00           C  
HETATM   27  O8  UNL     1       3.447  -4.396   1.449  1.00  0.00           O  
HETATM   28  C20 UNL     1       3.055  -2.217   0.566  1.00  0.00           C  
HETATM   29  C21 UNL     1       2.170  -1.278   0.056  1.00  0.00           C  
HETATM   30  C22 UNL     1       0.818  -1.579  -0.082  1.00  0.00           C  
HETATM   31  O9  UNL     1       2.680  -0.026  -0.304  1.00  0.00           O  
HETATM   32  C23 UNL     1       3.643   0.557   0.595  1.00  0.00           C  
HETATM   33  C24 UNL     1       4.278   1.744   0.018  1.00  0.00           C  
HETATM   34  C25 UNL     1       4.781   1.730  -1.258  1.00  0.00           C  
HETATM   35  C26 UNL     1       5.377   2.870  -1.812  1.00  0.00           C  
HETATM   36  C27 UNL     1       5.459   4.033  -1.058  1.00  0.00           C  
HETATM   37  O10 UNL     1       6.042   5.194  -1.565  1.00  0.00           O  
HETATM   38  C28 UNL     1       4.962   4.065   0.210  1.00  0.00           C  
HETATM   39  C29 UNL     1       4.386   2.925   0.716  1.00  0.00           C  
HETATM   40  C30 UNL     1       4.570  -0.435   1.203  1.00  0.00           C  
HETATM   41  O11 UNL     1       4.466  -0.531   2.600  1.00  0.00           O  
HETATM   42  C31 UNL     1       4.477  -1.828   0.673  1.00  0.00           C  
HETATM   43  C32 UNL     1      -3.034   2.677   0.773  1.00  0.00           C  
HETATM   44  C33 UNL     1      -3.934   2.765  -0.251  1.00  0.00           C  
HETATM   45  C34 UNL     1      -4.693   3.930  -0.424  1.00  0.00           C  
HETATM   46  C35 UNL     1      -4.557   4.997   0.409  1.00  0.00           C  
HETATM   47  O12 UNL     1      -5.277   6.166   0.275  1.00  0.00           O  
HETATM   48  C36 UNL     1      -3.651   4.915   1.442  1.00  0.00           C  
HETATM   49  C37 UNL     1      -2.889   3.752   1.623  1.00  0.00           C  
HETATM   50  H1  UNL     1      -0.863  -0.585   1.309  1.00  0.00           H  
HETATM   51  H2  UNL     1       0.291   0.418  -0.592  1.00  0.00           H  
HETATM   52  H3  UNL     1       2.002   0.473  -3.610  1.00  0.00           H  
HETATM   53  H4  UNL     1       0.524  -0.531  -5.168  1.00  0.00           H  
HETATM   54  H5  UNL     1      -2.407  -2.364  -6.175  1.00  0.00           H  
HETATM   55  H6  UNL     1      -2.962  -2.542  -3.695  1.00  0.00           H  
HETATM   56  H7  UNL     1      -4.475  -1.187   0.229  1.00  0.00           H  
HETATM   57  H8  UNL     1      -6.302  -1.870   1.817  1.00  0.00           H  
HETATM   58  H9  UNL     1      -6.635  -4.351   3.529  1.00  0.00           H  
HETATM   59  H10 UNL     1      -3.558  -4.360   3.850  1.00  0.00           H  
HETATM   60  H11 UNL     1      -1.732  -3.700   2.277  1.00  0.00           H  
HETATM   61  H12 UNL     1       0.844  -4.742   1.098  1.00  0.00           H  
HETATM   62  H13 UNL     1       3.101  -5.284   1.713  1.00  0.00           H  
HETATM   63  H14 UNL     1       3.020   0.947   1.463  1.00  0.00           H  
HETATM   64  H15 UNL     1       4.738   0.841  -1.885  1.00  0.00           H  
HETATM   65  H16 UNL     1       5.778   2.907  -2.797  1.00  0.00           H  
HETATM   66  H17 UNL     1       7.030   5.350  -1.434  1.00  0.00           H  
HETATM   67  H18 UNL     1       5.041   4.984   0.769  1.00  0.00           H  
HETATM   68  H19 UNL     1       3.991   2.947   1.719  1.00  0.00           H  
HETATM   69  H20 UNL     1       5.612  -0.085   0.977  1.00  0.00           H  
HETATM   70  H21 UNL     1       5.324  -0.766   2.996  1.00  0.00           H  
HETATM   71  H22 UNL     1       4.917  -1.953  -0.346  1.00  0.00           H  
HETATM   72  H23 UNL     1       5.024  -2.478   1.401  1.00  0.00           H  
HETATM   73  H24 UNL     1      -4.110   1.977  -0.960  1.00  0.00           H  
HETATM   74  H25 UNL     1      -5.405   3.995  -1.238  1.00  0.00           H  
HETATM   75  H26 UNL     1      -5.162   6.936   0.886  1.00  0.00           H  
HETATM   76  H27 UNL     1      -3.516   5.740   2.123  1.00  0.00           H  
HETATM   77  H28 UNL     1      -2.198   3.785   2.455  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   43
CONECT    3    4
CONECT    4    5   15   50
CONECT    5    6   30   51
CONECT    6    7    7   13
CONECT    7    8    9
CONECT    8   52
CONECT    9   10   10   53
CONECT   10   11   12
CONECT   11   54
CONECT   12   13   13   55
CONECT   13   14
CONECT   14   15
CONECT   15   16   23
CONECT   16   17   17   22
CONECT   17   18   56
CONECT   18   19   19   57
CONECT   19   20   21
CONECT   20   58
CONECT   21   22   22   59
CONECT   22   60
CONECT   23   24
CONECT   24   25   25   30
CONECT   25   26   61
CONECT   26   27   28   28
CONECT   27   62
CONECT   28   29   42
CONECT   29   30   30   31
CONECT   31   32
CONECT   32   33   40   63
CONECT   33   34   34   39
CONECT   34   35   64
CONECT   35   36   36   65
CONECT   36   37   38
CONECT   37   66
CONECT   38   39   39   67
CONECT   39   68
CONECT   40   41   42   69
CONECT   41   70
CONECT   42   71   72
CONECT   43   44   44   49
CONECT   44   45   73
CONECT   45   46   46   74
CONECT   46   47   48
CONECT   47   75
CONECT   48   49   49   76
CONECT   49   77
END

HMDB0032793
     RDKit          3D
ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid)
 77 84  0  0  0  0  0  0  0  0999 V2000
   -1.4461    1.4484    1.9762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984    1.5121    0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1524    0.4397    0.1323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3552   -0.6666    0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1299   -0.6132   -0.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5538   -0.9776   -1.9969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2411   -0.5654   -3.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4074    0.1566   -2.8576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1229   -0.8669   -4.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2753   -1.5787   -4.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5772   -1.8470   -5.9133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0579   -1.9842   -3.5310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7022   -1.6843   -2.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5089   -2.1014   -1.1984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9779   -1.9825    0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9827   -2.3941    1.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2841   -1.9053    1.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2845   -2.2680    1.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0380   -3.1595    2.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0794   -3.5235    3.8115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7640   -3.6649    3.0558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7540   -3.2919    2.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0004   -3.0074    0.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467   -2.8173    0.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2103   -3.7461    0.8002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5521   -3.4432    0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4468   -4.3959    1.4491 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0547   -2.2170    0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1696   -1.2784    0.0558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8176   -1.5785   -0.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6804   -0.0258   -0.3040 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6433    0.5572    0.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2781    1.7438    0.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7813    1.7302   -1.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3771    2.8697   -1.8117 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4587    4.0329   -1.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0422    5.1938   -1.5646 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9624    4.0645    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3857    2.9250    0.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5704   -0.4355    1.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4659   -0.5308    2.5997 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4766   -1.8281    0.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0344    2.6774    0.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9338    2.7647   -0.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6926    3.9295   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5569    4.9973    0.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2773    6.1662    0.2754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6510    4.9154    1.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8892    3.7524    1.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8634   -0.5854    1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2914    0.4179   -0.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0018    0.4734   -3.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5242   -0.5306   -5.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4069   -2.3643   -6.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9619   -2.5421   -3.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4752   -1.1870    0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3019   -1.8703    1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6354   -4.3512    3.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5579   -4.3599    3.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7325   -3.6998    2.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8441   -4.7420    1.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1005   -5.2839    1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0197    0.9473    1.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7382    0.8408   -1.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7784    2.9073   -2.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0298    5.3499   -1.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0413    4.9837    0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9912    2.9471    1.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6122   -0.0852    0.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3245   -0.7662    2.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9166   -1.9527   -0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0242   -2.4780    1.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1099    1.9765   -0.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4046    3.9954   -1.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1619    6.9363    0.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5162    5.7403    2.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984    3.7850    2.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 15 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 32 40  1  0
 40 41  1  0
 40 42  1  0
  2 43  1  0
 43 44  2  0
 44 45  1  0
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 46 47  1  0
 46 48  1  0
 48 49  2  0
 15  4  1  0
 22 16  1  0
 30 24  1  0
 39 33  1  0
 49 43  1  0
 30  5  1  0
 13  6  1  0
 42 28  1  0
  4 50  1  0
  5 51  1  0
  8 52  1  0
  9 53  1  0
 11 54  1  0
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 17 56  1  0
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 20 58  1  0
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 22 60  1  0
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 34 64  1  0
 35 65  1  0
 37 66  1  0
 38 67  1  0
 39 68  1  0
 40 69  1  0
 41 70  1  0
 42 71  1  0
 42 72  1  0
 44 73  1  0
 45 74  1  0
 47 75  1  0
 48 76  1  0
 49 77  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoate)	Generator
6,9,17,19-Tetrahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-21-yl 4-hydroxybenzoic acid	Generator

Chemical Formula

C₃₇H₂₈O₁₂

Average Molecular Weight

664.611

Monoisotopic Molecular Weight

664.15807636

IUPAC Name

6,9,17,19-tetrahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]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[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]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=1S/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-UHFFFAOYSA-N

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

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

Ontology

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
Water Solubility	0.023 g/L	ALOGPS
logP	4.35	ALOGPS
logP	6.39	ChemAxon
logS	-4.5	ALOGPS
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	66.47 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	248.276	31661259
DarkChem	[M-H]-	242.99	31661259
DeepCCS	[M+H]+	237.67	30932474
DeepCCS	[M-H]-	235.774	30932474
DeepCCS	[M-2H]-	269.014	30932474
DeepCCS	[M+Na]+	243.279	30932474
AllCCS	[M+H]+	254.6	32859911
AllCCS	[M+H-H2O]+	253.6	32859911
AllCCS	[M+NH4]+	255.6	32859911
AllCCS	[M+Na]+	255.8	32859911
AllCCS	[M-H]-	234.4	32859911
AllCCS	[M+Na-2H]-	236.3	32859911
AllCCS	[M+HCOO]-	238.5	32859911

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-3900032000-998291fb13ab2b1860f3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) GC-MS (TMS_2_17) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) 10V, Positive-QTOF	splash10-01di-0410089000-54708f3bda9a6e07a97a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) 20V, Positive-QTOF	splash10-00fr-0810094000-f1ac97581a2a12d8f81f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) 40V, Positive-QTOF	splash10-00di-4902002000-478a7b4297bd182a7eec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) 10V, Negative-QTOF	splash10-03di-0210039000-ae7e06b15cc15d89ae00	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) 20V, Negative-QTOF	splash10-000i-2901033000-67ff4095a093b82aa5a8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) 40V, Negative-QTOF	splash10-000l-3911000000-4f058a0ac6bd2a48ac88	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) 10V, Negative-QTOF	splash10-03di-0000009000-d145547343a6bef6c401	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) 20V, Negative-QTOF	splash10-03di-2100019000-c7f357e3546d8e284437	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) 40V, Negative-QTOF	splash10-0006-9400031000-d7258cc19664313b92f7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) 10V, Positive-QTOF	splash10-014i-0000019000-f23e3d23c6149f8c1720	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) 20V, Positive-QTOF	splash10-016r-0200096000-476dceb56b53c31f9c4a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) 40V, Positive-QTOF	splash10-05fr-3900022000-787e682a97049cad48b5	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB010765

KNApSAcK ID

Not Available

Chemspider ID

35013494

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85245874

PDB ID

Not Available

ChEBI ID

172791

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) → [9,17,19-trihydroxy-21-(4-hydroxybenzoyloxy)-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-6-yl]oxidanesulfonic acid	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) → 3,4,5-trihydroxy-6-{[6,17,19-trihydroxy-21-(4-hydroxybenzoyloxy)-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-9-yl]oxy}oxane-2-carboxylic acid	details
ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) → 3,4,5-trihydroxy-6-{4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-5-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-13-yl]phenoxy}oxane-2-carboxylic acid	details
ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) → 3,4,5-trihydroxy-6-{[6,9,19-trihydroxy-21-(4-hydroxybenzoyloxy)-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-17-yl]oxy}oxane-2-carboxylic acid	details
ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) → 3,4,5-trihydroxy-6-{[6,9,17-trihydroxy-21-(4-hydroxybenzoyloxy)-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-19-yl]oxy}oxane-2-carboxylic acid	details
ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) → 3,4,5-trihydroxy-6-[4-({[6,9,17,19-tetrahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-21-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid	details
ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) → 3,4,5-trihydroxy-6-{4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenoxy}oxane-2-carboxylic acid	details

Enzyme Details

3. Liver carboxylesterase 1

General function:: Lipid transport and metabolism
Specific function:: Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Hydrolyzes aromatic and aliphatic esters, but has no catalytic activity toward amides or a fatty acyl-CoA ester. Hydrolyzes the methyl ester group of cocaine to form benzoylecgonine. Catalyzes the transesterification of cocaine to form cocaethylene. Displays fatty acid ethyl ester synthase activity, catalyzing the ethyl esterification of oleic acid to ethyloleate.
Gene Name:: CES1
Uniprot ID:: P23141
Molecular weight:: 62520.62

Reactions

ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) → (2S,2''S,3S,3''R,4S)-3,4',5,7-Tetrahydroxyflavan(2->7,4->8)-3,4',5,7-tetrahydroxyflavan	details

Enzyme Details

4. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) → {4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-5-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-13-yl]phenyl}oxidanesulfonic acid	details
ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) → [4-({[6,9,17,19-tetrahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-21-yl]oxy}carbonyl)phenyl]oxidanesulfonic acid	details
ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) → {4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonic acid	details

Showing metabocard for ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid) (HMDB0032793)

MOL for HMDB0032793 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

3D MOL for HMDB0032793 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

3D SDF for HMDB0032793 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

3D-SDF for HMDB0032793 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

PDB for HMDB0032793 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

3D PDB for HMDB0032793 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

SMILES for HMDB0032793 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

INCHI for HMDB0032793 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

Structure for HMDB0032793 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

3D Structure for HMDB0032793 (ent-Epiafzelechin(2a->7,4a->8)epiafzelechin 3-(4-hydroxybenzoic acid))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra

Enzymes

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