NP-MRD: Showing NP-Card for Theasinensin A (NP0050604)

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Record Information

Version

2.0

Created at

2022-04-27 21:58:48 UTC

Updated at

2022-04-27 21:58:48 UTC

NP-MRD ID

NP0050604

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Theasinensin A

Description

Theasinensin A belongs to the class of organic compounds known as epigallocatechins. Epigallocatechins are compounds containing epigallocatechin or a derivative. Epigallocatechin is a flavan-3-ol containing a benzopyran-3,5,7-triol linked to a 3,4,5-hydroxyphenyl moiety. Theasinensin A is polyphenol flavonoid from black tea (Camellia sinensis) created during fermentation, by oxidation of epigallocatechin gallate. Theasinensin A is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Theasinensin A is found, on average, in the highest concentration within tea. Theasinensin A is found in Camellia sinensis . This could make theasinensin a a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI

Theasinensin A 
  Mrv1572001071617292D          
 
 66 73  0  0  1  0            999 V2000
   15.1763   -8.6262    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.1763   -7.7984    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8898   -9.0423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8898   -7.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4634   -7.3858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6407   -8.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6026   -7.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4634   -6.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3119   -9.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3188   -7.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7388   -6.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1763   -6.1498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0213   -8.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0247   -7.8054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3265   -6.5651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7464   -5.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0371   -6.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7305   -9.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0293   -4.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3202   -6.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3202   -5.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0293   -4.0970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6037   -6.5616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6037   -4.9210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4634   -9.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0223  -11.8224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.7389  -11.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0189  -12.6501    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.3128  -11.4106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3017  -13.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7315  -13.0662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5959  -11.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5924  -12.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7280  -13.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8788  -11.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8788  -13.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4408  -14.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0153  -14.2988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1662  -11.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1662  -12.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8788  -13.8835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4373  -15.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1578  -13.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4532  -11.4071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1468  -15.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8672  -14.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8638  -15.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1433  -16.3704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5877  -13.8974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5842  -15.5495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7427  -10.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4634   -9.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4589  -10.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7464  -10.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4520  -11.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1682  -10.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4625   -9.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7464   -8.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0293   -9.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7464  -11.0985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1648  -11.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8853  -10.1885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0293   -9.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3167  -10.2748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8742  -11.8405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3167   -8.6228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10 15  1  0  0  0  0
 11 16  2  0  0  0  0
 11 17  1  0  0  0  0
 13 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  2  0  0  0  0
 19 21  2  0  0  0  0
 19 22  1  0  0  0  0
 20 23  1  0  0  0  0
 21 24  1  0  0  0  0
  6  7  2  0  0  0  0
 13 14  1  0  0  0  0
 20 21  1  0  0  0  0
  1 25  1  6  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  6  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
  8 12  2  0  0  0  0
  9 13  2  0  0  0  0
 10 14  2  0  0  0  0
 35 39  2  0  0  0  0
 36 40  2  0  0  0  0
 36 41  1  0  0  0  0
 37 42  2  0  0  0  0
 37 43  1  0  0  0  0
 39 44  1  0  0  0  0
 42 45  1  0  0  0  0
 43 46  2  0  0  0  0
 45 47  2  0  0  0  0
 45 48  1  0  0  0  0
 46 49  1  0  0  0  0
 47 50  1  0  0  0  0
 32 33  2  0  0  0  0
 39 40  1  0  0  0  0
 46 47  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  6  0  0  0
 29 32  1  0  0  0  0
 30 33  1  0  0  0  0
 31 34  1  0  0  0  0
 32 35  1  0  0  0  0
 33 36  1  0  0  0  0
 34 37  1  0  0  0  0
 34 38  2  0  0  0  0
 51 52  1  0  0  0  0
 51 27  1  0  0  0  0
 51 53  2  0  0  0  0
 52 25  2  0  0  0  0
 52 54  1  0  0  0  0
 27 55  2  0  0  0  0
 53 56  1  0  0  0  0
 53 57  1  0  0  0  0
 25 58  1  0  0  0  0
 54 59  2  0  0  0  0
 54 60  1  0  0  0  0
 55 61  1  0  0  0  0
 56 62  1  0  0  0  0
 58 63  2  0  0  0  0
 59 64  1  0  0  0  0
 61 65  1  0  0  0  0
 63 66  1  0  0  0  0
 56 61  2  0  0  0  0
 59 63  1  0  0  0  0
M  END

Theasinensin A 
  Mrv1572001071617292D          
 
 66 73  0  0  1  0            999 V2000
   15.1763   -8.6262    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.1763   -7.7984    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8898   -9.0423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8898   -7.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4634   -7.3858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6407   -8.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6026   -7.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4634   -6.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3119   -9.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3188   -7.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7388   -6.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1763   -6.1498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0213   -8.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0247   -7.8054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3265   -6.5651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7464   -5.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0371   -6.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7305   -9.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0293   -4.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3202   -6.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3202   -5.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0293   -4.0970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6037   -6.5616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6037   -4.9210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4634   -9.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0223  -11.8224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.7389  -11.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0189  -12.6501    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.3128  -11.4106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3017  -13.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7315  -13.0662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5959  -11.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5924  -12.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7280  -13.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8788  -11.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8788  -13.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4408  -14.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0153  -14.2988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1662  -11.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1662  -12.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8788  -13.8835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4373  -15.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1578  -13.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4532  -11.4071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1468  -15.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8672  -14.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8638  -15.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1433  -16.3704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5877  -13.8974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5842  -15.5495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7427  -10.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4634   -9.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4589  -10.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7464  -10.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4520  -11.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1682  -10.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4625   -9.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7464   -8.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0293   -9.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7464  -11.0985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1648  -11.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8853  -10.1885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0293   -9.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3167  -10.2748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8742  -11.8405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3167   -8.6228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10 15  1  0  0  0  0
 11 16  2  0  0  0  0
 11 17  1  0  0  0  0
 13 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  2  0  0  0  0
 19 21  2  0  0  0  0
 19 22  1  0  0  0  0
 20 23  1  0  0  0  0
 21 24  1  0  0  0  0
  6  7  2  0  0  0  0
 13 14  1  0  0  0  0
 20 21  1  0  0  0  0
  1 25  1  6  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  6  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
  8 12  2  0  0  0  0
  9 13  2  0  0  0  0
 10 14  2  0  0  0  0
 35 39  2  0  0  0  0
 36 40  2  0  0  0  0
 36 41  1  0  0  0  0
 37 42  2  0  0  0  0
 37 43  1  0  0  0  0
 39 44  1  0  0  0  0
 42 45  1  0  0  0  0
 43 46  2  0  0  0  0
 45 47  2  0  0  0  0
 45 48  1  0  0  0  0
 46 49  1  0  0  0  0
 47 50  1  0  0  0  0
 32 33  2  0  0  0  0
 39 40  1  0  0  0  0
 46 47  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  6  0  0  0
 29 32  1  0  0  0  0
 30 33  1  0  0  0  0
 31 34  1  0  0  0  0
 32 35  1  0  0  0  0
 33 36  1  0  0  0  0
 34 37  1  0  0  0  0
 34 38  2  0  0  0  0
 51 52  1  0  0  0  0
 51 27  1  0  0  0  0
 51 53  2  0  0  0  0
 52 25  2  0  0  0  0
 52 54  1  0  0  0  0
 27 55  2  0  0  0  0
 53 56  1  0  0  0  0
 53 57  1  0  0  0  0
 25 58  1  0  0  0  0
 54 59  2  0  0  0  0
 54 60  1  0  0  0  0
 55 61  1  0  0  0  0
 56 62  1  0  0  0  0
 58 63  2  0  0  0  0
 59 64  1  0  0  0  0
 61 65  1  0  0  0  0
 63 66  1  0  0  0  0
 56 61  2  0  0  0  0
 59 63  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050604

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](O2)C2=CC(O)=C(O)C(O)=C2C2=C(C=C(O)C(O)=C2O)[C@H]2OC3=C(C[C@H]2OC(=O)C2=CC(O)=C(O)C(O)=C2)C(O)=CC(O)=C3)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C44H34O22/c45-15-5-21(47)17-11-31(65-43(61)13-1-23(49)35(55)24(50)2-13)41(63-29(17)7-15)19-9-27(53)37(57)39(59)33(19)34-20(10-28(54)38(58)40(34)60)42-32(12-18-22(48)6-16(46)8-30(18)64-42)66-44(62)14-3-25(51)36(56)26(52)4-14/h1-10,31-32,41-42,45-60H,11-12H2/t31-,32-,41-,42-/m1/s1

> <INCHI_KEY>
YUULFXAQUWEYNP-GXAWFILRSA-N

> <FORMULA>
C44H34O22

> <MOLECULAR_WEIGHT>
914.734

> <EXACT_MASS>
914.154172735

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
83.4309979525794

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
16

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R)-2-{6'-[(2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-2-yl]-2',3',4,4',5,6-hexahydroxy-[1,1'-biphenyl]-2-yl}-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

> <ALOGPS_LOGP>
3.48

> <JCHEM_LOGP>
5.826270700666667

> <ALOGPS_LOGS>
-3.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.293276896713511

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.759773630754444

> <JCHEM_PKA_STRONGEST_BASIC>
-5.548931353691427

> <JCHEM_POLAR_SURFACE_AREA>
394.74000000000007

> <JCHEM_REFRACTIVITY>
222.5688000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-2-{6'-[(2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-2-yl]-2',3',4,4',5,6-hexahydroxy-[1,1'-biphenyl]-2-yl}-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Theasinensin A                                    
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0      28.329 -16.102   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.329 -14.557   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      29.661 -16.879   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      29.661 -13.787   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      26.998 -13.787   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      31.063 -16.096   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      30.991 -14.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.998 -12.242   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.316 -16.879   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      32.328 -13.794   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      25.646 -11.480   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      28.329 -11.480   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      33.640 -16.109   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      33.646 -14.570   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      32.343 -12.255   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      25.660  -9.963   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      24.336 -12.248   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      34.964 -16.892   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      24.321  -9.186   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.998 -11.480   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.998  -9.963   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      24.321  -7.648   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      21.660 -12.248   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      21.660  -9.186   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      26.998 -16.872   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      28.042 -22.068   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      29.379 -21.299   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      28.035 -23.614   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      26.717 -21.300   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      26.697 -24.377   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      29.365 -24.390   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      25.379 -22.062   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      25.372 -23.601   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      29.359 -25.929   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      24.040 -21.293   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      24.040 -24.377   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      30.689 -26.704   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      28.028 -26.691   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      22.710 -22.062   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      22.710 -23.601   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      24.040 -25.916   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      30.683 -28.236   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      32.028 -25.935   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      21.379 -21.293   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      32.007 -29.019   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      33.352 -26.704   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      33.346 -28.249   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      32.001 -30.558   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      34.697 -25.942   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      34.691 -29.026   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      29.386 -19.775   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      26.998 -18.418   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      30.723 -19.005   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      25.660 -19.180   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      30.710 -22.082   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      32.047 -19.788   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      30.730 -17.467   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      25.660 -16.102   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      24.321 -18.418   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      25.660 -20.717   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      32.041 -21.327   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      33.386 -19.019   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0      24.321 -16.872   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      22.991 -19.180   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0      33.365 -22.102   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      22.991 -16.096   0.000  0.00  0.00           O+0
CONECT    1   25    2    3                                                  
CONECT    2    1    4    5                                                  
CONECT    3    1    6                                                       
CONECT    4    2    7                                                       
CONECT    5    2    8                                                       
CONECT    6    7    3    9                                                  
CONECT    7    6    4   10                                                  
CONECT    8    5   11   12                                                  
CONECT    9    6   13                                                       
CONECT   10   15    7   14                                                  
CONECT   11   16   17    8                                                  
CONECT   12    8                                                            
CONECT   13   18   14    9                                                  
CONECT   14   13   10                                                       
CONECT   15   10                                                            
CONECT   16   11   19                                                       
CONECT   17   11   20                                                       
CONECT   18   13                                                            
CONECT   19   16   21   22                                                  
CONECT   20   17   23   21                                                  
CONECT   21   19   24   20                                                  
CONECT   22   19                                                            
CONECT   23   20                                                            
CONECT   24   21                                                            
CONECT   25    1   52   58                                                  
CONECT   26   27   28   29                                                  
CONECT   27   26   51   55                                                  
CONECT   28   26   30   31                                                  
CONECT   29   26   32                                                       
CONECT   30   28   33                                                       
CONECT   31   28   34                                                       
CONECT   32   33   29   35                                                  
CONECT   33   32   30   36                                                  
CONECT   34   31   37   38                                                  
CONECT   35   39   32                                                       
CONECT   36   40   41   33                                                  
CONECT   37   42   43   34                                                  
CONECT   38   34                                                            
CONECT   39   35   44   40                                                  
CONECT   40   36   39                                                       
CONECT   41   36                                                            
CONECT   42   37   45                                                       
CONECT   43   37   46                                                       
CONECT   44   39                                                            
CONECT   45   42   47   48                                                  
CONECT   46   43   49   47                                                  
CONECT   47   45   50   46                                                  
CONECT   48   45                                                            
CONECT   49   46                                                            
CONECT   50   47                                                            
CONECT   51   52   27   53                                                  
CONECT   52   51   25   54                                                  
CONECT   53   51   56   57                                                  
CONECT   54   52   59   60                                                  
CONECT   55   27   61                                                       
CONECT   56   53   62   61                                                  
CONECT   57   53                                                            
CONECT   58   25   63                                                       
CONECT   59   54   64   63                                                  
CONECT   60   54                                                            
CONECT   61   55   65   56                                                  
CONECT   62   56                                                            
CONECT   63   58   66   59                                                  
CONECT   64   59                                                            
CONECT   65   61                                                            
CONECT   66   63                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  146    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₄H₃₄O₂₂

Average Mass

914.7340 Da

Monoisotopic Mass

914.15417 Da

IUPAC Name

(2R,3R)-2-{6'-[(2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-2-yl]-2',3',4,4',5,6-hexahydroxy-[1,1'-biphenyl]-2-yl}-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](O2)C2=CC(O)=C(O)C(O)=C2C2=C(C=C(O)C(O)=C2O)[C@H]2OC3=C(C[C@H]2OC(=O)C2=CC(O)=C(O)C(O)=C2)C(O)=CC(O)=C3)C(O)=C1

InChI Identifier

InChI=1S/C44H34O22/c45-15-5-21(47)17-11-31(65-43(61)13-1-23(49)35(55)24(50)2-13)41(63-29(17)7-15)19-9-27(53)37(57)39(59)33(19)34-20(10-28(54)38(58)40(34)60)42-32(12-18-22(48)6-16(46)8-30(18)64-42)66-44(62)14-3-25(51)36(56)26(52)4-14/h1-10,31-32,41-42,45-60H,11-12H2/t31-,32-,41-,42-/m1/s1

InChI Key

YUULFXAQUWEYNP-GXAWFILRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Camellia sinensis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as epigallocatechins. Epigallocatechins are compounds containing epigallocatechin or a derivative. Epigallocatechin is a flavan-3-ol containing a benzopyran-3,5,7-triol linked to a 3,4,5-hydroxyphenyl moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Epigallocatechins

Alternative Parents

Substituents

Epigallocatechin
3'-hydroxyflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
1-benzopyran
Chromane
Benzopyran
Pyrogallol derivative
Benzenetriol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

catechin (CHEBI:68330 )
flavan-3,3',4',5,5',7-hexol (CHEBI:68330 )
Flavans, Flavanols and Leucoanthocyanidins (C12127 )
Flavan 3-ols (C12127 )
Flavans, Flavanols and Leucoanthocyanidins (LMPK12020002 )

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.48	ALOGPS
logP	5.83	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	7.76	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	16	ChemAxon
Polar Surface Area	394.74 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	222.57 m³·mol⁻¹	ChemAxon
Polarizability	83.43 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	Yes	ChemAxon