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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:12:17 UTC

Update Date

2022-03-07 02:55:57 UTC

HMDB ID

HMDB0038857

Secondary Accession Numbers

HMDB38857

Metabolite Identification

Common Name

Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin

Description

Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin 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->8)-epicatechin-(2beta->7,4beta->8)-catechin has been detected, but not quantified in, fruits and lingonberries (Vaccinium vitis-idaea). This could make epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin.

Structure

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


  Mrv0541 02241210512D          

 63 72  0  0  0  0            999 V2000
   -4.0896    1.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0896    0.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3751    0.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6607    0.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6607    1.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3752    1.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3752    2.6437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9462    1.8186    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9462    2.6436    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6607    3.0562    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6607    3.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3752    5.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3752    4.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9462    4.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9463    5.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6607    5.5312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6607    6.3562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9462    0.1687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0897    5.5312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2318    3.0562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    0.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8972   -0.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6117    0.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6116    0.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    1.3767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261    1.3767    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3261    2.2017    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6116    2.6142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6116    3.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    4.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    3.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261    3.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261    4.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6116    5.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6116    5.9142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261   -0.2733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1826    5.0892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0406    2.6142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    0.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4875    3.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2020    4.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9165    3.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9165    2.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2020    2.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2020    1.7068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6309    2.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6309    1.7068    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9164    1.2943    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9164    0.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2019   -0.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2019    0.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6309    0.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6309   -0.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9164   -1.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9164   -2.0057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6310    4.1818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3454    1.2943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3454   -1.1807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6906    3.9828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4875    2.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318   -0.2733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8041    0.1687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 18  1  0  0  0  0
  5  8  1  0  0  0  0
  6  5  2  0  0  0  0
  7  6  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 19  1  0  0  0  0
  9 20  1  6  0  0  0
 40 21  2  0  0  0  0
 40 25  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 37  1  0  0  0  0
 24 27  1  0  0  0  0
 25 24  2  0  0  0  0
 26 25  1  0  0  0  0
 26 29  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  6  0  0  0
 32 30  2  0  0  0  0
 30 33  1  0  0  0  0
 31 32  1  0  0  0  0
 31 35  2  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 31 38  1  0  0  0  0
 28 39  1  6  0  0  0
  8 40  1  1  0  0  0
 61 41  2  0  0  0  0
 61 45  1  0  0  0  0
 41 60  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 57  1  0  0  0  0
 44 47  1  0  0  0  0
 45 44  2  0  0  0  0
 46 45  1  0  0  0  0
 46 49  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  1  0  0  0
 52 50  2  0  0  0  0
 50 53  1  0  0  0  0
 51 52  1  0  0  0  0
 51 55  2  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 48 58  1  6  0  0  0
 54 59  1  0  0  0  0
 29 60  1  1  0  0  0
 27 61  1  1  0  0  0
 21 62  1  0  0  0  0
  2 63  1  0  0  0  0
M  END

HMDB0038857
     RDKit          3D
Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin
 99108  0  0  0  0  0  0  0  0999 V2000
    6.6389    4.1607    3.4940 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6840    3.2260    3.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4019    3.5781    2.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5235    2.5653    2.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2726    3.0360    2.0084 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9395    1.2603    2.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2522    0.9319    2.4396 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1053    1.9254    2.8863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7673   -0.3782    2.3203 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1349   -1.2092    1.3608 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6933   -1.0873    0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0301    0.1537   -0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5432    0.3455   -1.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7479   -0.7475   -2.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2659   -0.6006   -3.8718 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4279   -2.0092   -2.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6453   -3.0990   -2.9515 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9119   -2.1655   -0.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6512   -1.1570    1.4590 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2124   -1.7355    0.2262 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0434    0.1803    1.6150 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6628    0.2511    2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2799    0.3592    3.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2127    0.3960    4.3291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0880    0.4249    3.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0681    0.3836    2.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3539    0.4623    3.1070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7125    0.2702    1.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6549    0.2058    1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    0.0826   -0.2737 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0871   -0.5746   -1.1046 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5792   -0.9824   -2.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6409   -2.3290   -2.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0779   -2.7970   -3.9621 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838   -1.8835   -4.9059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9309   -2.3100   -6.1389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395   -0.5446   -4.6054 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8588    0.3716   -5.5879 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9999   -0.0830   -3.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3484   -1.7558   -0.3869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6763   -2.0403   -0.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2936   -3.2502   -0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6593   -3.3987   -0.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3003   -4.6122   -0.3762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4497   -2.2977    0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8401   -1.0972    0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4760   -0.9386    0.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7334    0.3263    0.2369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0366    0.4519   -1.1416 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5496    1.7373   -1.3159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5996    0.0266    0.5565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9336    0.0238    0.1035 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5818    1.2852    0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7692    1.3356    1.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3087    2.5698    1.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6786    3.7309    1.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2572    4.9425    1.4446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4690    3.7030    0.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8615    4.9007    0.0591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368    2.4747    0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6683   -1.2116    0.5264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.9107   -1.2339   -0.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9048   -2.4610    0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7030    4.2887    4.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0905    4.5990    2.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4572    2.6687    1.6839 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1389    1.6315    3.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4339   -2.2427    1.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8864    1.0133    0.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8028    1.3269   -2.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5033    0.3015   -4.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0104   -2.9903   -3.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6736   -3.1476   -0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3066   -1.8096    2.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702   -1.1250   -0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984    0.5505    0.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1864    0.3284    4.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3646    0.5106    4.6522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1908    0.3237    2.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3229   -3.0395   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1319   -3.8384   -4.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9661   -3.2932   -6.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1841    0.0592   -6.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9609    0.9882   -3.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6715   -4.1235   -0.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7247   -5.4359   -0.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4149    1.1961    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730    0.1388   -1.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9594    2.0540   -2.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9267    0.0488   -1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2423    0.4147    1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2459    2.5539    2.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1280    4.9467    1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
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 63 98  1  0
 63 99  1  0
M  END


  Mrv0541 02241210512D          

 63 72  0  0  0  0            999 V2000
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    4.4875    3.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2020    4.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9164    0.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2019   -0.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 13 11  2  0  0  0  0
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  9 20  1  6  0  0  0
 40 21  2  0  0  0  0
 40 25  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
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 35 36  1  0  0  0  0
 31 38  1  0  0  0  0
 28 39  1  6  0  0  0
  8 40  1  1  0  0  0
 61 41  2  0  0  0  0
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 41 60  1  0  0  0  0
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 29 60  1  1  0  0  0
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 21 62  1  0  0  0  0
  2 63  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038857

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C1=C(O[C@@]3(OC4=C([C@H]1[C@H]3O)C(O)=CC(O)=C4[C@@H]1[C@@H](O)[C@H](OC3=C1C(O)=CC(O)=C3)C1=CC(O)=C(O)C=C1)C1=CC(O)=C(O)C=C1)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C45H36O18/c46-18-10-27(54)33-31(11-18)60-41(16-2-5-21(48)25(52)8-16)39(58)37(33)34-28(55)13-29(56)35-38-36-32(62-45(44(38)59,63-43(34)35)17-3-6-22(49)26(53)9-17)14-23(50)19-12-30(57)40(61-42(19)36)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-41,44,46-59H,12H2/t30-,37+,38+,39+,40+,41+,44+,45+/m0/s1

> <INCHI_KEY>
SRWJAXVAWDYXPA-ACNGEOCHSA-N

> <FORMULA>
C45H36O18

> <MOLECULAR_WEIGHT>
864.7565

> <EXACT_MASS>
864.190164348

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
85.10027344102136

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
14

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,5R,6S,13R,21R)-5,13-bis(3,4-dihydroxyphenyl)-16-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15(20),16,18-hexaene-6,9,17,19,21-pentol

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
4.911170094999999

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.035333800176245

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.620945529900164

> <JCHEM_PKA_STRONGEST_BASIC>
-5.1979426554856305

> <JCHEM_POLAR_SURFACE_AREA>
320.14

> <JCHEM_REFRACTIVITY>
216.70460000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5R,6S,13R,21R)-5,13-bis(3,4-dihydroxyphenyl)-16-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15(20),16,18-hexaene-6,9,17,19,21-pentol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038857
     RDKit          3D
Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin
 99108  0  0  0  0  0  0  0  0999 V2000
    6.6389    4.1607    3.4940 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6840    3.2260    3.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4019    3.5781    2.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5235    2.5653    2.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2726    3.0360    2.0084 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9395    1.2603    2.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2522    0.9319    2.4396 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1053    1.9254    2.8863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7673   -0.3782    2.3203 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1349   -1.2092    1.3608 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6933   -1.0873    0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0301    0.1537   -0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5432    0.3455   -1.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7479   -0.7475   -2.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2659   -0.6006   -3.8718 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9119   -2.1655   -0.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6512   -1.1570    1.4590 C   0  0  2  0  0  0  0  0  0  0  0  0
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    3.0434    0.1803    1.6150 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6628    0.2511    2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2799    0.3592    3.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2127    0.3960    4.3291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0880    0.4249    3.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0681    0.3836    2.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3539    0.4623    3.1070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7125    0.2702    1.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6549    0.2058    1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    0.0826   -0.2737 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0871   -0.5746   -1.1046 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5792   -0.9824   -2.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6409   -2.3290   -2.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0779   -2.7970   -3.9621 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838   -1.8835   -4.9059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9309   -2.3100   -6.1389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395   -0.5446   -4.6054 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8588    0.3716   -5.5879 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9999   -0.0830   -3.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3484   -1.7558   -0.3869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6763   -2.0403   -0.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2936   -3.2502   -0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6593   -3.3987   -0.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3003   -4.6122   -0.3762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4497   -2.2977    0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8401   -1.0972    0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4760   -0.9386    0.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7334    0.3263    0.2369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0366    0.4519   -1.1416 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5496    1.7373   -1.3159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5996    0.0266    0.5565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9336    0.0238    0.1035 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5818    1.2852    0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7692    1.3356    1.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3087    2.5698    1.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6786    3.7309    1.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2572    4.9425    1.4446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4690    3.7030    0.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8615    4.9007    0.0591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368    2.4747    0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6683   -1.2116    0.5264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.9107   -1.2339   -0.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9048   -2.4610    0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7030    4.2887    4.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0905    4.5990    2.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4572    2.6687    1.6839 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1389    1.6315    3.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4339   -2.2427    1.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8864    1.0133    0.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8028    1.3269   -2.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5033    0.3015   -4.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0104   -2.9903   -3.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6736   -3.1476   -0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3066   -1.8096    2.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702   -1.1250   -0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984    0.5505    0.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1864    0.3284    4.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3646    0.5106    4.6522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1908    0.3237    2.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3229   -3.0395   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1319   -3.8384   -4.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9661   -3.2932   -6.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1841    0.0592   -6.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9609    0.9882   -3.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6715   -4.1235   -0.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7247   -5.4359   -0.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4149    1.1961    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730    0.1388   -1.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9594    2.0540   -2.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9267    0.0488   -1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2423    0.4147    1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2459    2.5539    2.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1280    4.9467    1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2730    5.8013    0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9896    2.4525   -0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9096   -1.0875    1.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4338   -2.0262    0.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3682   -2.9204   -0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1188   -3.2057    1.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
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 63 99  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -7.634   2.625   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.634   1.085   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.300   0.315   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.967   1.085   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.967   2.625   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.300   3.395   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.300   4.935   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.633   3.395   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.633   4.935   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.967   5.705   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.967   7.245   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.300   9.555   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.300   8.015   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.633   8.015   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.633   9.555   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.967  10.325   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.967  11.865   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -3.633   0.315   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -7.634  10.325   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -2.299   5.705   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.341   0.260   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.675  -0.510   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.009   0.260   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.008   1.800   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.675   2.570   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.675   4.110   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.342   2.570   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.342   4.110   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.008   4.880   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.008   6.420   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.675   8.730   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.675   7.190   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.342   7.190   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.342   8.730   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.008   9.500   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       3.008  11.040   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       4.342  -0.510   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       0.341   9.500   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       5.676   4.880   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       0.341   1.800   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.377   7.036   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.710   7.806   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      11.044   7.036   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      11.044   5.496   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.710   4.726   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       9.710   3.186   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      12.378   4.726   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      12.378   3.186   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      11.044   2.416   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      11.044   0.876   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       9.710  -1.434   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       9.710   0.106   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      12.378   0.106   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      12.378  -1.434   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      11.044  -2.204   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      11.044  -3.744   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      12.378   7.806   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      13.711   2.416   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      13.711  -2.204   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0       6.889   7.435   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0       8.377   5.496   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      -0.993  -0.510   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      -8.968   0.315   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   63                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    8    6                                                  
CONECT    6    1    5    7                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9   40                                                  
CONECT    9    8   10   20                                                  
CONECT   10    7    9   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16   19                                                  
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   12   15   17                                                  
CONECT   17   16                                                            
CONECT   18    4                                                            
CONECT   19   12                                                            
CONECT   20    9                                                            
CONECT   21   40   22   62                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   37                                                  
CONECT   24   23   27   25                                                  
CONECT   25   40   24   26                                                  
CONECT   26   25   29                                                       
CONECT   27   24   28   61                                                  
CONECT   28   27   29   39                                                  
CONECT   29   26   28   30   60                                             
CONECT   30   29   32   33                                                  
CONECT   31   32   35   38                                                  
CONECT   32   30   31                                                       
CONECT   33   30   34                                                       
CONECT   34   33   35                                                       
CONECT   35   31   34   36                                                  
CONECT   36   35                                                            
CONECT   37   23                                                            
CONECT   38   31                                                            
CONECT   39   28                                                            
CONECT   40   21   25    8                                                  
CONECT   41   61   60   42                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   57                                                  
CONECT   44   43   47   45                                                  
CONECT   45   61   44   46                                                  
CONECT   46   45   49                                                       
CONECT   47   44   48                                                       
CONECT   48   47   49   58                                                  
CONECT   49   46   48   50                                                  
CONECT   50   49   52   53                                                  
CONECT   51   52   55                                                       
CONECT   52   50   51                                                       
CONECT   53   50   54                                                       
CONECT   54   53   55   59                                                  
CONECT   55   51   54   56                                                  
CONECT   56   55                                                            
CONECT   57   43                                                            
CONECT   58   48                                                            
CONECT   59   54                                                            
CONECT   60   41   29                                                       
CONECT   61   41   45   27                                                  
CONECT   62   21                                                            
CONECT   63    2                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  144    0
END

COMPND    HMDB0038857
HETATM    1  O1  UNL     1       6.639   4.161   3.494  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.684   3.226   3.031  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.402   3.578   2.734  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.524   2.565   2.276  1.00  0.00           C  
HETATM    5  O2  UNL     1       2.273   3.036   2.008  1.00  0.00           O  
HETATM    6  C4  UNL     1       3.939   1.260   2.130  1.00  0.00           C  
HETATM    7  C5  UNL     1       5.252   0.932   2.440  1.00  0.00           C  
HETATM    8  C6  UNL     1       6.105   1.925   2.886  1.00  0.00           C  
HETATM    9  O3  UNL     1       5.767  -0.378   2.320  1.00  0.00           O  
HETATM   10  C7  UNL     1       5.135  -1.209   1.361  1.00  0.00           C  
HETATM   11  C8  UNL     1       5.693  -1.087   0.002  1.00  0.00           C  
HETATM   12  C9  UNL     1       6.030   0.154  -0.526  1.00  0.00           C  
HETATM   13  C10 UNL     1       6.543   0.345  -1.783  1.00  0.00           C  
HETATM   14  C11 UNL     1       6.748  -0.748  -2.591  1.00  0.00           C  
HETATM   15  O4  UNL     1       7.266  -0.601  -3.872  1.00  0.00           O  
HETATM   16  C12 UNL     1       6.428  -2.009  -2.108  1.00  0.00           C  
HETATM   17  O5  UNL     1       6.645  -3.099  -2.952  1.00  0.00           O  
HETATM   18  C13 UNL     1       5.912  -2.166  -0.837  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.651  -1.157   1.459  1.00  0.00           C  
HETATM   20  O6  UNL     1       3.212  -1.736   0.226  1.00  0.00           O  
HETATM   21  C15 UNL     1       3.043   0.180   1.615  1.00  0.00           C  
HETATM   22  C16 UNL     1       1.663   0.251   2.023  1.00  0.00           C  
HETATM   23  C17 UNL     1       1.280   0.359   3.330  1.00  0.00           C  
HETATM   24  O7  UNL     1       2.213   0.396   4.329  1.00  0.00           O  
HETATM   25  C18 UNL     1      -0.088   0.425   3.612  1.00  0.00           C  
HETATM   26  C19 UNL     1      -1.068   0.384   2.632  1.00  0.00           C  
HETATM   27  O8  UNL     1      -2.354   0.462   3.107  1.00  0.00           O  
HETATM   28  C20 UNL     1      -0.713   0.270   1.302  1.00  0.00           C  
HETATM   29  C21 UNL     1       0.655   0.206   1.043  1.00  0.00           C  
HETATM   30  O9  UNL     1       1.072   0.083  -0.274  1.00  0.00           O  
HETATM   31  C22 UNL     1       0.087  -0.575  -1.105  1.00  0.00           C  
HETATM   32  C23 UNL     1       0.579  -0.982  -2.404  1.00  0.00           C  
HETATM   33  C24 UNL     1       0.641  -2.329  -2.749  1.00  0.00           C  
HETATM   34  C25 UNL     1       1.078  -2.797  -3.962  1.00  0.00           C  
HETATM   35  C26 UNL     1       1.484  -1.884  -4.906  1.00  0.00           C  
HETATM   36  O10 UNL     1       1.931  -2.310  -6.139  1.00  0.00           O  
HETATM   37  C27 UNL     1       1.440  -0.545  -4.605  1.00  0.00           C  
HETATM   38  O11 UNL     1       1.859   0.372  -5.588  1.00  0.00           O  
HETATM   39  C28 UNL     1       1.000  -0.083  -3.385  1.00  0.00           C  
HETATM   40  O12 UNL     1      -0.348  -1.756  -0.387  1.00  0.00           O  
HETATM   41  C29 UNL     1      -1.676  -2.040  -0.242  1.00  0.00           C  
HETATM   42  C30 UNL     1      -2.294  -3.250  -0.392  1.00  0.00           C  
HETATM   43  C31 UNL     1      -3.659  -3.399  -0.230  1.00  0.00           C  
HETATM   44  O13 UNL     1      -4.300  -4.612  -0.376  1.00  0.00           O  
HETATM   45  C32 UNL     1      -4.450  -2.298   0.095  1.00  0.00           C  
HETATM   46  C33 UNL     1      -3.840  -1.097   0.246  1.00  0.00           C  
HETATM   47  C34 UNL     1      -2.476  -0.939   0.091  1.00  0.00           C  
HETATM   48  C35 UNL     1      -1.733   0.326   0.237  1.00  0.00           C  
HETATM   49  C36 UNL     1      -1.037   0.452  -1.142  1.00  0.00           C  
HETATM   50  O14 UNL     1      -0.550   1.737  -1.316  1.00  0.00           O  
HETATM   51  O15 UNL     1      -4.600   0.027   0.557  1.00  0.00           O  
HETATM   52  C37 UNL     1      -5.934   0.024   0.103  1.00  0.00           C  
HETATM   53  C38 UNL     1      -6.582   1.285   0.499  1.00  0.00           C  
HETATM   54  C39 UNL     1      -7.769   1.336   1.185  1.00  0.00           C  
HETATM   55  C40 UNL     1      -8.309   2.570   1.489  1.00  0.00           C  
HETATM   56  C41 UNL     1      -7.679   3.731   1.118  1.00  0.00           C  
HETATM   57  O16 UNL     1      -8.257   4.942   1.445  1.00  0.00           O  
HETATM   58  C42 UNL     1      -6.469   3.703   0.419  1.00  0.00           C  
HETATM   59  O17 UNL     1      -5.862   4.901   0.059  1.00  0.00           O  
HETATM   60  C43 UNL     1      -5.937   2.475   0.118  1.00  0.00           C  
HETATM   61  C44 UNL     1      -6.668  -1.212   0.526  1.00  0.00           C  
HETATM   62  O18 UNL     1      -7.911  -1.234  -0.142  1.00  0.00           O  
HETATM   63  C45 UNL     1      -5.905  -2.461   0.258  1.00  0.00           C  
HETATM   64  H1  UNL     1       6.703   4.289   4.493  1.00  0.00           H  
HETATM   65  H2  UNL     1       4.090   4.599   2.852  1.00  0.00           H  
HETATM   66  H3  UNL     1       1.457   2.669   1.684  1.00  0.00           H  
HETATM   67  H4  UNL     1       7.139   1.632   3.121  1.00  0.00           H  
HETATM   68  H5  UNL     1       5.434  -2.243   1.721  1.00  0.00           H  
HETATM   69  H6  UNL     1       5.886   1.013   0.079  1.00  0.00           H  
HETATM   70  H7  UNL     1       6.803   1.327  -2.186  1.00  0.00           H  
HETATM   71  H8  UNL     1       7.503   0.301  -4.252  1.00  0.00           H  
HETATM   72  H9  UNL     1       7.010  -2.990  -3.866  1.00  0.00           H  
HETATM   73  H10 UNL     1       5.674  -3.148  -0.488  1.00  0.00           H  
HETATM   74  H11 UNL     1       3.307  -1.810   2.295  1.00  0.00           H  
HETATM   75  H12 UNL     1       3.570  -1.125  -0.472  1.00  0.00           H  
HETATM   76  H13 UNL     1       2.998   0.551   0.480  1.00  0.00           H  
HETATM   77  H14 UNL     1       3.186   0.328   4.213  1.00  0.00           H  
HETATM   78  H15 UNL     1      -0.365   0.511   4.652  1.00  0.00           H  
HETATM   79  H16 UNL     1      -3.191   0.324   2.639  1.00  0.00           H  
HETATM   80  H17 UNL     1       0.323  -3.040  -2.008  1.00  0.00           H  
HETATM   81  H18 UNL     1       1.132  -3.838  -4.236  1.00  0.00           H  
HETATM   82  H19 UNL     1       1.966  -3.293  -6.375  1.00  0.00           H  
HETATM   83  H20 UNL     1       2.184   0.059  -6.492  1.00  0.00           H  
HETATM   84  H21 UNL     1       0.961   0.988  -3.137  1.00  0.00           H  
HETATM   85  H22 UNL     1      -1.671  -4.124  -0.652  1.00  0.00           H  
HETATM   86  H23 UNL     1      -3.725  -5.436  -0.616  1.00  0.00           H  
HETATM   87  H24 UNL     1      -2.415   1.196   0.373  1.00  0.00           H  
HETATM   88  H25 UNL     1      -1.773   0.139  -1.905  1.00  0.00           H  
HETATM   89  H26 UNL     1      -0.959   2.054  -2.183  1.00  0.00           H  
HETATM   90  H27 UNL     1      -5.927   0.049  -1.034  1.00  0.00           H  
HETATM   91  H28 UNL     1      -8.242   0.415   1.465  1.00  0.00           H  
HETATM   92  H29 UNL     1      -9.246   2.554   2.036  1.00  0.00           H  
HETATM   93  H30 UNL     1      -9.128   4.947   1.950  1.00  0.00           H  
HETATM   94  H31 UNL     1      -6.273   5.801   0.282  1.00  0.00           H  
HETATM   95  H32 UNL     1      -4.990   2.453  -0.431  1.00  0.00           H  
HETATM   96  H33 UNL     1      -6.910  -1.088   1.610  1.00  0.00           H  
HETATM   97  H34 UNL     1      -8.434  -2.026   0.196  1.00  0.00           H  
HETATM   98  H35 UNL     1      -6.368  -2.920  -0.662  1.00  0.00           H  
HETATM   99  H36 UNL     1      -6.119  -3.206   1.058  1.00  0.00           H  
CONECT    1    2   64
CONECT    2    3    3    8
CONECT    3    4   65
CONECT    4    5    6    6
CONECT    5   66
CONECT    6    7   21
CONECT    7    8    8    9
CONECT    8   67
CONECT    9   10
CONECT   10   11   19   68
CONECT   11   12   12   18
CONECT   12   13   69
CONECT   13   14   14   70
CONECT   14   15   16
CONECT   15   71
CONECT   16   17   18   18
CONECT   17   72
CONECT   18   73
CONECT   19   20   21   74
CONECT   20   75
CONECT   21   22   76
CONECT   22   23   23   29
CONECT   23   24   25
CONECT   24   77
CONECT   25   26   26   78
CONECT   26   27   28
CONECT   27   79
CONECT   28   29   29   48
CONECT   29   30
CONECT   30   31
CONECT   31   32   40   49
CONECT   32   33   33   39
CONECT   33   34   80
CONECT   34   35   35   81
CONECT   35   36   37
CONECT   36   82
CONECT   37   38   39   39
CONECT   38   83
CONECT   39   84
CONECT   40   41
CONECT   41   42   42   47
CONECT   42   43   85
CONECT   43   44   45   45
CONECT   44   86
CONECT   45   46   63
CONECT   46   47   47   51
CONECT   47   48
CONECT   48   49   87
CONECT   49   50   88
CONECT   50   89
CONECT   51   52
CONECT   52   53   61   90
CONECT   53   54   54   60
CONECT   54   55   91
CONECT   55   56   56   92
CONECT   56   57   58
CONECT   57   93
CONECT   58   59   60   60
CONECT   59   94
CONECT   60   95
CONECT   61   62   63   96
CONECT   62   97
CONECT   63   98   99
END

HMDB0038857
     RDKit          3D
Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin
 99108  0  0  0  0  0  0  0  0999 V2000
    6.6389    4.1607    3.4940 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6840    3.2260    3.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4019    3.5781    2.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5235    2.5653    2.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2726    3.0360    2.0084 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9395    1.2603    2.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2522    0.9319    2.4396 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1053    1.9254    2.8863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7673   -0.3782    2.3203 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1349   -1.2092    1.3608 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6933   -1.0873    0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0301    0.1537   -0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5432    0.3455   -1.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7479   -0.7475   -2.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2659   -0.6006   -3.8718 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4279   -2.0092   -2.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6453   -3.0990   -2.9515 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9119   -2.1655   -0.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6512   -1.1570    1.4590 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2124   -1.7355    0.2262 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0434    0.1803    1.6150 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6628    0.2511    2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2799    0.3592    3.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2127    0.3960    4.3291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0880    0.4249    3.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0681    0.3836    2.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3539    0.4623    3.1070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7125    0.2702    1.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6549    0.2058    1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    0.0826   -0.2737 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0871   -0.5746   -1.1046 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5792   -0.9824   -2.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6409   -2.3290   -2.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0779   -2.7970   -3.9621 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838   -1.8835   -4.9059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9309   -2.3100   -6.1389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395   -0.5446   -4.6054 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8588    0.3716   -5.5879 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9999   -0.0830   -3.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3484   -1.7558   -0.3869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6763   -2.0403   -0.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2936   -3.2502   -0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6593   -3.3987   -0.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3003   -4.6122   -0.3762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4497   -2.2977    0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8401   -1.0972    0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4760   -0.9386    0.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7334    0.3263    0.2369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0366    0.4519   -1.1416 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5496    1.7373   -1.3159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5996    0.0266    0.5565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9336    0.0238    0.1035 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5818    1.2852    0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7692    1.3356    1.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3087    2.5698    1.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6786    3.7309    1.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2572    4.9425    1.4446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4690    3.7030    0.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8615    4.9007    0.0591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368    2.4747    0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6683   -1.2116    0.5264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.9107   -1.2339   -0.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9048   -2.4610    0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7030    4.2887    4.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0905    4.5990    2.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4572    2.6687    1.6839 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1389    1.6315    3.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4339   -2.2427    1.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8864    1.0133    0.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8028    1.3269   -2.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5033    0.3015   -4.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0104   -2.9903   -3.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6736   -3.1476   -0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3066   -1.8096    2.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702   -1.1250   -0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984    0.5505    0.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1864    0.3284    4.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3646    0.5106    4.6522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1908    0.3237    2.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3229   -3.0395   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1319   -3.8384   -4.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9661   -3.2932   -6.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1841    0.0592   -6.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9609    0.9882   -3.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6715   -4.1235   -0.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7247   -5.4359   -0.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4149    1.1961    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730    0.1388   -1.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9594    2.0540   -2.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9267    0.0488   -1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2423    0.4147    1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2459    2.5539    2.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1280    4.9467    1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2730    5.8013    0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9896    2.4525   -0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9096   -1.0875    1.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4338   -2.0262    0.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3682   -2.9204   -0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1188   -3.2057    1.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 10 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  1  6
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  2  0
 31 40  1  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  1  0
 43 45  2  0
 45 46  1  0
 46 47  2  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 46 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  2  0
 54 55  1  0
 55 56  2  0
 56 57  1  0
 56 58  1  0
 58 59  1  0
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  8  2  1  0
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 29 22  1  0
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  1 64  1  0
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 61 96  1  1
 62 97  1  0
 63 98  1  0
 63 99  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Epicatechin-(4b->8)-epicatechin-(2b->7,4b->8)-catechin	Generator
Epicatechin-(4β->8)-epicatechin-(2β->7,4β->8)-catechin	Generator

Chemical Formula

C₄₅H₃₆O₁₈

Average Molecular Weight

864.7565

Monoisotopic Molecular Weight

864.190164348

IUPAC Name

(1R,5R,6S,13R,21R)-5,13-bis(3,4-dihydroxyphenyl)-16-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15(20),16,18-hexaene-6,9,17,19,21-pentol

Traditional Name

CAS Registry Number

114637-81-9

SMILES

O[C@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C1=C(O[C@@]3(OC4=C([C@H]1[C@H]3O)C(O)=CC(O)=C4[C@@H]1[C@@H](O)[C@H](OC3=C1C(O)=CC(O)=C3)C1=CC(O)=C(O)C=C1)C1=CC(O)=C(O)C=C1)C=C2O

InChI Identifier

InChI=1S/C45H36O18/c46-18-10-27(54)33-31(11-18)60-41(16-2-5-21(48)25(52)8-16)39(58)37(33)34-28(55)13-29(56)35-38-36-32(62-45(44(38)59,63-43(34)35)17-3-6-22(49)26(53)9-17)14-23(50)19-12-30(57)40(61-42(19)36)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-41,44,46-59H,12H2/t30-,37+,38+,39+,40+,41+,44+,45+/m0/s1

InChI Key

SRWJAXVAWDYXPA-ACNGEOCHSA-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038857)
Cell membrane (HMDB: HMDB0038857)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038857)

Source

Exogenous

Exogenous (HMDB: HMDB0038857)

Food

Food (HMDB: HMDB0038857)

Fruit

Berry

Lingonberry (FooDB: FOOD00194)

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0038857)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038857)

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	0.16 g/L	ALOGPS
logP	3.54	ALOGPS
logP	4.91	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	8.62	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	320.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	216.7 m³·mol⁻¹	ChemAxon
Polarizability	85.1 Å³	ChemAxon
Number of Rings	10	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
DeepCCS	[M+H]+	262.963	30932474
DeepCCS	[M-H]-	261.24	30932474
DeepCCS	[M-2H]-	295.272	30932474
DeepCCS	[M+Na]+	269.21	30932474
AllCCS	[M+H]+	282.7	32859911
AllCCS	[M+H-H2O]+	282.6	32859911
AllCCS	[M+NH4]+	282.8	32859911
AllCCS	[M+Na]+	282.8	32859911
AllCCS	[M-H]-	273.1	32859911
AllCCS	[M+Na-2H]-	277.5	32859911
AllCCS	[M+HCOO]-	282.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	3.35 minutes	32390414
Predicted by Siyang on May 30, 2022	11.9197 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.82 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	175.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1523.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	127.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	123.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	121.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	107.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	678.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	437.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	912.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	721.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	441.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1371.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	256.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	327.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	409.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	628.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	571.5 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin 10V, Positive-QTOF	splash10-0292-0211003490-5e8202baa406f6e2b809	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin 20V, Positive-QTOF	splash10-06r5-0600084940-12702116800f0231763d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin 40V, Positive-QTOF	splash10-0a4i-0910020120-eb3715bfc9597cc57ec8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin 10V, Negative-QTOF	splash10-03di-0111000290-14f0e1f3d1b46e11e789	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin 20V, Negative-QTOF	splash10-0w2j-0920140440-5569684c6657178fce02	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin 40V, Negative-QTOF	splash10-002r-0950000000-537693c7d834b9dd24ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin 10V, Negative-QTOF	splash10-03di-0000000090-41b280e1fc4a1866093a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin 20V, Negative-QTOF	splash10-03di-0000000590-1bf5402cb6770200c938	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin 40V, Negative-QTOF	splash10-03g0-0120001940-9eca3ded1c03f84a814d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin 10V, Positive-QTOF	splash10-014i-0000000190-5978ab4e7ddf229ec2b6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin 20V, Positive-QTOF	splash10-014l-0200020890-ade1fcf049b10b7c9d51	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin 40V, Positive-QTOF	splash10-05fr-1920000560-2ba5b1ad52b9f8eefac5	2021-09-25	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

FDB018296

KNApSAcK ID

C00009299

Chemspider ID

30777298

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10350652

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin (HMDB0038857)

MOL for HMDB0038857 (Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin)

3D MOL for HMDB0038857 (Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin)

3D SDF for HMDB0038857 (Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin)

3D-SDF for HMDB0038857 (Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin)

PDB for HMDB0038857 (Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin)

3D PDB for HMDB0038857 (Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin)

SMILES for HMDB0038857 (Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin)

INCHI for HMDB0038857 (Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin)

Structure for HMDB0038857 (Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin)

3D Structure for HMDB0038857 (Epicatechin-(4beta->8)-epicatechin-(2beta->7,4beta->8)-catechin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra