NP-MRD: Showing NP-Card for 3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)-8-[(2r,3r)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl]benzo[7]annulen-5-one (NP0273670)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 20:47:22 UTC

Updated at

2022-09-08 20:47:22 UTC

NP-MRD ID

NP0273670

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)-8-[(2r,3r)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl]benzo[7]annulen-5-one

Description

3,4,6-Trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-8-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-5H-benzo[7]annulen-5-one belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-Tiol. 3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)-8-[(2r,3r)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl]benzo[7]annulen-5-one is found in Camellia sinensis. Based on a literature review very few articles have been published on 3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-8-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-5H-benzo[7]annulen-5-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082222472D          

 41 46  0  0  1  0            999 V2000
    3.4479    1.4620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315    0.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358    0.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9502    1.1192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7938   -0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358   -1.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9502   -1.6575    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7660   -1.5345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2804   -2.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0961   -2.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6105   -2.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4263   -2.5786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3091   -3.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4933   -3.5925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1919   -4.3605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9790   -2.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1632   -3.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6488   -2.4254    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8330   -2.5484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315   -1.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865   -0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -1.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865   -2.3316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865   -3.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7010   -3.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7010   -4.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4154   -4.8066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865   -4.8066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -4.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575   -4.8066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -3.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575   -3.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575   -2.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8431   -1.9191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575   -0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    0.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8431    0.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720    0.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720    1.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    0.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  1  1  0  0  0
  6 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 25 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 23 34  1  0  0  0  0
 34 35  1  0  0  0  0
 22 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
  2 41  1  0  0  0  0
 21 41  1  0  0  0  0
M  END

     RDKit          3D

 65 70  0  0  0  0  0  0  0  0999 V2000
    0.1726   -5.0049    1.2415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1797   -3.8311    1.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5361   -3.5894    1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4092   -4.6679    1.1166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1575   -2.3323    1.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5947   -1.0888    1.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5016   -0.0433    0.5568 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4255   -0.5883   -0.3777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6117    0.0547   -0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4905   -0.5961   -1.4975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6656    0.0151   -1.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5784   -0.5948   -2.6244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9732    1.2726   -1.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0556    1.8926   -0.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3940    3.1282    0.0649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8735    1.2971   -0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8667    1.9330    0.7940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1578    0.8048    1.5869 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0560    0.1598    2.4065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2249   -0.7717    1.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8606   -1.5576    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8924   -0.7575    0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9510    0.6836    0.7700 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3298    0.6583    1.3729 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3973    1.2897    0.8941 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6849    0.8890    1.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7814    1.5575    0.8075 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1027    1.2233    1.1766 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6761    2.5944   -0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3916    2.9646   -0.4836 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3297    4.0262   -1.3908 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2991    2.3142    0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9765    2.6855   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705    1.6176   -0.3655 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9015    0.9198   -1.5691 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9565   -1.4246   -0.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9595   -2.8138   -0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0612   -3.4091   -0.9875 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9118   -3.5763    0.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8550   -4.9443   -0.0423 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8401   -2.9264    0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3906   -4.5041    1.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2100   -2.4132    1.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8947    0.6822   -0.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2593   -1.5668   -1.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2751   -1.1955   -2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9159    1.7316   -1.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8267    3.6994    0.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0647    2.3938    0.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2996    2.6560    1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649    1.3299    2.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7379   -0.2367    1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0447    0.1434    1.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4465    0.9811    1.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8374    0.0814    2.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5680    0.5445    0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5538    3.0859   -0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4586    4.3857   -1.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6859    3.6556    0.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0719    2.9598   -1.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9771    2.2361   -0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7300    0.7029   -1.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7997   -0.8741   -0.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0711   -4.3960   -1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5345   -5.5463   -0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
 35 34  1  0
 34 33  1  0
 33 32  1  0
 32 30  2  0
 30 31  1  0
 30 29  1  0
 29 27  2  0
 27 28  1  0
 27 26  1  0
 26 25  2  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 21  2  0
 21 20  1  0
 20  6  2  0
  6  5  1  0
  5  3  2  0
  3  4  1  0
  3  2  1  0
  2  1  2  0
  2 41  1  0
 41 39  2  0
 39 40  1  0
 39 37  1  0
 37 38  1  0
 37 36  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 23 34  1  0
 36 22  1  0
 18  7  1  0
 25 32  1  0
 41 21  1  0
 16  9  1  0
 35 62  1  0
 34 61  1  1
 33 59  1  0
 33 60  1  0
 31 58  1  0
 29 57  1  0
 28 56  1  0
 26 55  1  0
 23 54  1  1
 20 53  1  0
  5 43  1  0
  4 42  1  0
 40 65  1  0
 38 64  1  0
 36 63  1  0
  7 44  1  6
 10 45  1  0
 12 46  1  0
 13 47  1  0
 15 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  1
 19 52  1  0
M  END


  Mrv1652309082222472D          

 41 46  0  0  1  0            999 V2000
    3.4479    1.4620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315    0.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358    0.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9502    1.1192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7938   -0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358   -1.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9502   -1.6575    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7660   -1.5345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2804   -2.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0961   -2.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6105   -2.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4263   -2.5786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3091   -3.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4933   -3.5925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1919   -4.3605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9790   -2.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1632   -3.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6488   -2.4254    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8330   -2.5484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315   -1.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865   -0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -1.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865   -2.3316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865   -3.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7010   -3.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7010   -4.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4154   -4.8066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865   -4.8066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -4.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575   -4.8066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -3.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575   -3.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575   -2.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8431   -1.9191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575   -0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    0.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8431    0.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720    0.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720    1.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    0.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  1  1  0  0  0
  6 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 25 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 23 34  1  0  0  0  0
 34 35  1  0  0  0  0
 22 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
  2 41  1  0  0  0  0
 21 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0273670

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1CC2=C(O)C=C(O)C=C2OC1C1=C2C=C(C=C(O)C(=O)C2=C(O)C(O)=C1)[C@H]1OC2=CC(O)=CC(O)=C2C[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C29H24O12/c30-11-3-17(32)15-8-21(36)28(40-23(15)5-11)10-1-13-14(7-20(35)27(39)25(13)26(38)19(34)2-10)29-22(37)9-16-18(33)4-12(31)6-24(16)41-29/h1-7,21-22,28-33,35-37,39H,8-9H2,(H,34,38)/t21-,22?,28-,29?/m1/s1

> <INCHI_KEY>
IPMYMEWFZKHGAX-PNCIHEHXSA-N

> <FORMULA>
C29H24O12

> <MOLECULAR_WEIGHT>
564.499

> <EXACT_MASS>
564.126776213

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
56.02288250425355

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-8-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-5H-benzo[7]annulen-5-one

> <JCHEM_LOGP>
2.8282637426666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.107580152119953

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.732846708209456

> <JCHEM_PKA_STRONGEST_BASIC>
2.8914443300046133

> <JCHEM_POLAR_SURFACE_AREA>
217.59999999999997

> <JCHEM_REFRACTIVITY>
144.2674

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-8-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]benzo[7]annulen-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  O   UNK     0       6.436   2.729   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.779   1.228   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.280   0.885   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       9.240   2.089   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.948  -0.502   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.280  -1.890   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.240  -3.094   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      10.763  -2.864   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      11.723  -4.068   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.246  -3.839   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.206  -5.043   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      15.729  -4.813   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      13.644  -6.476   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.121  -6.706   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      11.558  -8.140   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      11.161  -5.502   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.638  -5.731   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.678  -4.527   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.155  -4.757   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.779  -2.233   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.575  -1.272   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.241  -2.042   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.241  -3.582   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.575  -4.352   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.575  -5.892   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.908  -6.662   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.908  -8.202   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.242  -8.972   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.575  -8.972   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.241  -8.202   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.907  -8.972   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       4.241  -6.662   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.907  -5.892   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.907  -4.352   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       1.574  -3.582   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.907  -1.272   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.907   0.268   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       1.574   1.038   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       4.241   1.038   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       4.241   2.578   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       5.575   0.268   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   41                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    9   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17    7   19                                                  
CONECT   19   18                                                            
CONECT   20    6   21                                                       
CONECT   21   20   22   41                                                  
CONECT   22   21   23   36                                                  
CONECT   23   22   24   34                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   32                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   25   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   23   35                                                  
CONECT   35   34                                                            
CONECT   36   22   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39    2   21                                                  
MASTER        0    0    0    0    0    0    0    0   41    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₂₄O₁₂

Average Mass

564.4990 Da

Monoisotopic Mass

564.12678 Da

IUPAC Name

3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-8-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-5H-benzo[7]annulen-5-one

Traditional Name

3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-8-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]benzo[7]annulen-5-one

CAS Registry Number

Not Available

SMILES

OC1CC2=C(O)C=C(O)C=C2OC1C1=C2C=C(C=C(O)C(=O)C2=C(O)C(O)=C1)[C@H]1OC2=CC(O)=CC(O)=C2C[C@H]1O

InChI Identifier

InChI=1S/C29H24O12/c30-11-3-17(32)15-8-21(36)28(40-23(15)5-11)10-1-13-14(7-20(35)27(39)25(13)26(38)19(34)2-10)29-22(37)9-16-18(33)4-12(31)6-24(16)41-29/h1-7,21-22,28-33,35-37,39H,8-9H2,(H,34,38)/t21-,22?,28-,29?/m1/s1

InChI Key

IPMYMEWFZKHGAX-PNCIHEHXSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Camellia sinensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-Tiol.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Catechins

Alternative Parents

Substituents

Catechin
Hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3-hydroxyflavonoid
3'-hydroxyflavonoid
1-benzopyran
Benzopyran
Chromane
Tropolone
Tropone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Vinylogous acid
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.83	ChemAxon
pKa (Strongest Acidic)	7.73	ChemAxon
pKa (Strongest Basic)	2.89	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	217.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	144.27 m³·mol⁻¹	ChemAxon
Polarizability	56.02 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58825389

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

68222743

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)-8-[(2r,3r)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl]benzo[7]annulen-5-one (NP0273670)

MOL for NP0273670 (3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)-8-[(2r,3r)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl]benzo[7]annulen-5-one)

3D MOL for NP0273670 (3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)-8-[(2r,3r)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl]benzo[7]annulen-5-one)

3D SDF for NP0273670 (3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)-8-[(2r,3r)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl]benzo[7]annulen-5-one)

3D-SDF for NP0273670 (3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)-8-[(2r,3r)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl]benzo[7]annulen-5-one)

PDB for NP0273670 (3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)-8-[(2r,3r)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl]benzo[7]annulen-5-one)

3D PDB for NP0273670 (3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)-8-[(2r,3r)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl]benzo[7]annulen-5-one)

SMILES for NP0273670 (3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)-8-[(2r,3r)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl]benzo[7]annulen-5-one)

INCHI for NP0273670 (3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)-8-[(2r,3r)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl]benzo[7]annulen-5-one)

Structure for NP0273670 (3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)-8-[(2r,3r)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl]benzo[7]annulen-5-one)

3D Structure for NP0273670 (3,4,6-trihydroxy-1-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)-8-[(2r,3r)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl]benzo[7]annulen-5-one)