NP-MRD: Showing NP-Card for arisanschinin K, schisanwilsonin C (NP0034773)

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Record Information

Version

2.0

Created at

2021-06-20 18:24:21 UTC

Updated at

2021-06-30 00:05:22 UTC

NP-MRD ID

NP0034773

Secondary Accession Numbers

None

Natural Product Identification

Common Name

arisanschinin K, schisanwilsonin C

Provided By

JEOL Database JEOL Logo

Description

Schisanwilsonin H belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. arisanschinin K, schisanwilsonin C is found in Schisandra arisanensis, Schisandra chinensis , Schisandra rubriflora and Schisandra sphenanthera . arisanschinin K, schisanwilsonin C was first documented in 2009 (Cheng, Y. -B., et al.). Based on a literature review very few articles have been published on Schisanwilsonin H.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120243D          

 71 75  0  0  0  0            999 V2000
    2.0858   -5.4187   -2.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4717   -5.0782   -1.3160 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7932   -4.0632   -0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7867   -3.2930   -1.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1244   -2.2480   -0.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5172   -1.9565    0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4954   -2.7876    1.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8459   -2.5669    2.6648 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2016   -3.5144    3.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1514   -3.7943    0.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1148   -4.5657    1.2336 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761   -3.9008    1.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0452   -0.8283    1.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4002   -0.8291    1.9582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905    0.2239    2.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0334    1.2420    3.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2682    1.2725    2.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7780    0.2724    1.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0899    0.3149    1.4759 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2578    1.2221    0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9295    2.3747    3.1366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0885    2.9963    3.9426 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3579    2.3154    3.8827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3675   -1.9227    1.5615 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1319   -1.5811    0.2635 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5886   -2.0663    0.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4650   -2.1071   -1.0511 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4904   -3.6446   -1.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3495   -1.6928   -2.1284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0116   -1.5413   -1.3263 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9389   -0.1101   -1.1256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250    0.6609   -2.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605    0.2460   -3.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1186    2.0964   -1.8755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1935    2.5958   -0.5718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9909    3.9552   -0.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7243    4.8192   -1.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6667    4.3285   -2.6971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8679    2.9689   -2.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7075   -6.2589   -2.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2659   -4.5870   -3.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410   -5.7447   -2.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4837   -3.4941   -2.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206   -3.5476    3.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6350   -4.5126    3.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3635   -3.1968    4.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1279   -4.5641    1.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3719   -2.9698    1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6650   -3.7030    0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9214    0.2412    3.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3083    1.1873    0.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0271    2.2520    0.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6508    0.9231   -0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2506    3.0201    4.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288    4.0262    3.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -2.0427    2.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8656   -2.8934    1.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2166   -0.4890    0.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0725   -1.5519    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6380   -3.1408    0.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1862   -1.8541   -0.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9538   -4.1365   -0.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513   -3.9723   -2.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5160   -4.0298   -1.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8889   -1.0662   -2.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8028   -1.7137   -2.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4230    1.9364    0.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0474    4.3400    0.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692    5.8791   -1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4681    5.0056   -3.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8261    2.5932   -3.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  3  2  0  0  0  0
 14 15  2  0  0  0  0
 19 20  1  0  0  0  0
  3  4  1  0  0  0  0
 11 12  1  0  0  0  0
 15 16  1  0  0  0  0
  2  1  1  0  0  0  0
  4  5  2  0  0  0  0
 30 31  1  0  0  0  0
  5  6  1  0  0  0  0
 27 29  1  0  0  0  0
 18 13  2  0  0  0  0
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 14 24  1  0  0  0  0
 31 32  1  0  0  0  0
 13  6  1  0  0  0  0
 32 33  2  0  0  0  0
  5 30  1  0  0  0  0
 27 28  1  0  0  0  0
 17 18  1  0  0  0  0
  8  9  1  0  0  0  0
 17 16  2  0  0  0  0
 24 25  1  0  0  0  0
  6  7  2  0  0  0  0
 30 27  1  0  0  0  0
 25 27  1  0  0  0  0
 13 14  1  0  0  0  0
 16 23  1  0  0  0  0
 23 22  1  0  0  0  0
 22 21  1  0  0  0  0
 21 17  1  0  0  0  0
 18 19  1  0  0  0  0
 32 34  1  0  0  0  0
  7  8  1  0  0  0  0
 34 35  2  0  0  0  0
  7 10  1  0  0  0  0
 35 36  1  0  0  0  0
 10 11  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
  3  2  1  0  0  0  0
 38 39  2  0  0  0  0
 39 34  1  0  0  0  0
 15 50  1  0  0  0  0
  4 43  1  0  0  0  0
 24 56  1  0  0  0  0
 24 57  1  0  0  0  0
 30 66  1  0  0  0  0
 25 58  1  0  0  0  0
 20 51  1  0  0  0  0
 20 52  1  0  0  0  0
 20 53  1  0  0  0  0
 12 47  1  0  0  0  0
 12 48  1  0  0  0  0
 12 49  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
 29 65  1  0  0  0  0
 26 59  1  0  0  0  0
 26 60  1  0  0  0  0
 26 61  1  0  0  0  0
 28 62  1  0  0  0  0
 28 63  1  0  0  0  0
 28 64  1  0  0  0  0
  9 44  1  0  0  0  0
  9 45  1  0  0  0  0
  9 46  1  0  0  0  0
 22 54  1  0  0  0  0
 22 55  1  0  0  0  0
 35 67  1  0  0  0  0
 36 68  1  0  0  0  0
 37 69  1  0  0  0  0
 38 70  1  0  0  0  0
 39 71  1  0  0  0  0
M  END

     RDKit          3D

 71 75  0  0  0  0  0  0  0  0999 V2000
    2.0858   -5.4187   -2.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4717   -5.0782   -1.3160 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7932   -4.0632   -0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7867   -3.2930   -1.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1244   -2.2480   -0.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5172   -1.9565    0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4954   -2.7876    1.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8459   -2.5669    2.6648 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2016   -3.5144    3.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1514   -3.7943    0.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1148   -4.5657    1.2336 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761   -3.9008    1.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0452   -0.8283    1.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4002   -0.8291    1.9582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905    0.2239    2.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0334    1.2420    3.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2682    1.2725    2.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7780    0.2724    1.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0899    0.3149    1.4759 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2578    1.2221    0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9295    2.3747    3.1366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0885    2.9963    3.9426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3579    2.3154    3.8827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3675   -1.9227    1.5615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1319   -1.5811    0.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5886   -2.0663    0.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
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 11 12  1  0
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 12 48  1  0
 12 49  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
 29 65  1  0
 26 59  1  0
 26 60  1  0
 26 61  1  0
 28 62  1  0
 28 63  1  0
 28 64  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
 22 54  1  0
 22 55  1  0
 35 67  1  0
 36 68  1  0
 37 69  1  0
 38 70  1  0
 39 71  1  0
M  END


  Mrv1652306202120243D          

 71 75  0  0  0  0            999 V2000
    2.0858   -5.4187   -2.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4717   -5.0782   -1.3160 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7932   -4.0632   -0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7867   -3.2930   -1.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1244   -2.2480   -0.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5172   -1.9565    0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4954   -2.7876    1.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8459   -2.5669    2.6648 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2016   -3.5144    3.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1514   -3.7943    0.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1148   -4.5657    1.2336 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761   -3.9008    1.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0452   -0.8283    1.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4002   -0.8291    1.9582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905    0.2239    2.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0334    1.2420    3.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2682    1.2725    2.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7780    0.2724    1.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0899    0.3149    1.4759 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2578    1.2221    0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9295    2.3747    3.1366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0885    2.9963    3.9426 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3579    2.3154    3.8827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3675   -1.9227    1.5615 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1319   -1.5811    0.2635 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5886   -2.0663    0.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4650   -2.1071   -1.0511 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4904   -3.6446   -1.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3495   -1.6928   -2.1284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0116   -1.5413   -1.3263 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9389   -0.1101   -1.1256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250    0.6609   -2.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605    0.2460   -3.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1186    2.0964   -1.8755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1935    2.5958   -0.5718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9909    3.9552   -0.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7243    4.8192   -1.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6667    4.3285   -2.6971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8679    2.9689   -2.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7075   -6.2589   -2.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2659   -4.5870   -3.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410   -5.7447   -2.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4837   -3.4941   -2.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206   -3.5476    3.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6350   -4.5126    3.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3635   -3.1968    4.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1279   -4.5641    1.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3719   -2.9698    1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6650   -3.7030    0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9214    0.2412    3.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3083    1.1873    0.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0271    2.2520    0.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6508    0.9231   -0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2506    3.0201    4.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288    4.0262    3.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -2.0427    2.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8656   -2.8934    1.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2166   -0.4890    0.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0725   -1.5519    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6380   -3.1408    0.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1862   -1.8541   -0.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9538   -4.1365   -0.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513   -3.9723   -2.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5160   -4.0298   -1.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8889   -1.0662   -2.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8028   -1.7137   -2.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4230    1.9364    0.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0474    4.3400    0.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692    5.8791   -1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4681    5.0056   -3.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8261    2.5932   -3.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  3  2  0  0  0  0
 14 15  2  0  0  0  0
 19 20  1  0  0  0  0
  3  4  1  0  0  0  0
 11 12  1  0  0  0  0
 15 16  1  0  0  0  0
  2  1  1  0  0  0  0
  4  5  2  0  0  0  0
 30 31  1  0  0  0  0
  5  6  1  0  0  0  0
 27 29  1  0  0  0  0
 18 13  2  0  0  0  0
 25 26  1  0  0  0  0
 14 24  1  0  0  0  0
 31 32  1  0  0  0  0
 13  6  1  0  0  0  0
 32 33  2  0  0  0  0
  5 30  1  0  0  0  0
 27 28  1  0  0  0  0
 17 18  1  0  0  0  0
  8  9  1  0  0  0  0
 17 16  2  0  0  0  0
 24 25  1  0  0  0  0
  6  7  2  0  0  0  0
 30 27  1  0  0  0  0
 25 27  1  0  0  0  0
 13 14  1  0  0  0  0
 16 23  1  0  0  0  0
 23 22  1  0  0  0  0
 22 21  1  0  0  0  0
 21 17  1  0  0  0  0
 18 19  1  0  0  0  0
 32 34  1  0  0  0  0
  7  8  1  0  0  0  0
 34 35  2  0  0  0  0
  7 10  1  0  0  0  0
 35 36  1  0  0  0  0
 10 11  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
  3  2  1  0  0  0  0
 38 39  2  0  0  0  0
 39 34  1  0  0  0  0
 15 50  1  0  0  0  0
  4 43  1  0  0  0  0
 24 56  1  0  0  0  0
 24 57  1  0  0  0  0
 30 66  1  0  0  0  0
 25 58  1  0  0  0  0
 20 51  1  0  0  0  0
 20 52  1  0  0  0  0
 20 53  1  0  0  0  0
 12 47  1  0  0  0  0
 12 48  1  0  0  0  0
 12 49  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
 29 65  1  0  0  0  0
 26 59  1  0  0  0  0
 26 60  1  0  0  0  0
 26 61  1  0  0  0  0
 28 62  1  0  0  0  0
 28 63  1  0  0  0  0
 28 64  1  0  0  0  0
  9 44  1  0  0  0  0
  9 45  1  0  0  0  0
  9 46  1  0  0  0  0
 22 54  1  0  0  0  0
 22 55  1  0  0  0  0
 35 67  1  0  0  0  0
 36 68  1  0  0  0  0
 37 69  1  0  0  0  0
 38 70  1  0  0  0  0
 39 71  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034773

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1(C([H])([H])[H])[C@@]([H])(OC(=O)C2=C([H])C([H])=C([H])C([H])=C2[H])C2=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C(OC([H])([H])[H])=C2C2=C(OC([H])([H])[H])C3=C(OC([H])([H])O3)C([H])=C2C([H])([H])[C@]1([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C30H32O9/c1-16-12-18-13-21-25(38-15-37-21)26(35-5)22(18)23-19(14-20(33-3)24(34-4)27(23)36-6)28(30(16,2)32)39-29(31)17-10-8-7-9-11-17/h7-11,13-14,16,28,32H,12,15H2,1-6H3/t16-,28-,30+/m0/s1

> <INCHI_KEY>
UFCGDBKFOKKVAC-VLPWJMHXSA-N

> <FORMULA>
C30H32O9

> <MOLECULAR_WEIGHT>
536.577

> <EXACT_MASS>
536.20463261

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
55.710693281872274

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8S,9R,10S)-9-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl benzoate

> <ALOGPS_LOGP>
4.34

> <JCHEM_LOGP>
4.900408458333334

> <ALOGPS_LOGS>
-5.52

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.672217870328463

> <JCHEM_PKA_STRONGEST_BASIC>
-3.37957190351833

> <JCHEM_POLAR_SURFACE_AREA>
101.91000000000003

> <JCHEM_REFRACTIVITY>
142.1049

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.62e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8S,9R,10S)-9-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 71 75  0  0  0  0  0  0  0  0999 V2000
    2.0858   -5.4187   -2.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4717   -5.0782   -1.3160 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7932   -4.0632   -0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7867   -3.2930   -1.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1244   -2.2480   -0.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5172   -1.9565    0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4954   -2.7876    1.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8459   -2.5669    2.6648 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2016   -3.5144    3.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1514   -3.7943    0.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1148   -4.5657    1.2336 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761   -3.9008    1.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0452   -0.8283    1.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4002   -0.8291    1.9582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905    0.2239    2.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0334    1.2420    3.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2682    1.2725    2.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7780    0.2724    1.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0899    0.3149    1.4759 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2578    1.2221    0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9295    2.3747    3.1366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0885    2.9963    3.9426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3579    2.3154    3.8827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3675   -1.9227    1.5615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1319   -1.5811    0.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5886   -2.0663    0.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4650   -2.1071   -1.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4904   -3.6446   -1.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3495   -1.6928   -2.1284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0116   -1.5413   -1.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9389   -0.1101   -1.1256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250    0.6609   -2.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605    0.2460   -3.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1186    2.0964   -1.8755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1935    2.5958   -0.5718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9909    3.9552   -0.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7243    4.8192   -1.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6667    4.3285   -2.6971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8679    2.9689   -2.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7075   -6.2589   -2.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2659   -4.5870   -3.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410   -5.7447   -2.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4837   -3.4941   -2.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206   -3.5476    3.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6350   -4.5126    3.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3635   -3.1968    4.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1279   -4.5641    1.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3719   -2.9698    1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6650   -3.7030    0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9214    0.2412    3.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3083    1.1873    0.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0271    2.2520    0.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6508    0.9231   -0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2506    3.0201    4.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288    4.0262    3.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -2.0427    2.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8656   -2.8934    1.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2166   -0.4890    0.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0725   -1.5519    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6380   -3.1408    0.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1862   -1.8541   -0.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9538   -4.1365   -0.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513   -3.9723   -2.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5160   -4.0298   -1.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8889   -1.0662   -2.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8028   -1.7137   -2.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4230    1.9364    0.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0474    4.3400    0.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692    5.8791   -1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4681    5.0056   -3.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8261    2.5932   -3.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  3  2  0
 14 15  2  0
 19 20  1  0
  3  4  1  0
 11 12  1  0
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  4  5  2  0
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 13  6  1  0
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 27 28  1  0
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  8  9  1  0
 17 16  2  0
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 39 71  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       2.086  -5.419  -2.640  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.472  -5.078  -1.316  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.793  -4.063  -0.696  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.787  -3.293  -1.281  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.124  -2.248  -0.580  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.517  -1.956   0.748  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.495  -2.788   1.349  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.846  -2.567   2.665  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.202  -3.514   3.515  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.151  -3.794   0.626  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.115  -4.566   1.234  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.376  -3.901   1.162  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.045  -0.828   1.524  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.400  -0.829   1.958  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.891   0.224   2.760  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.033   1.242   3.114  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.268   1.272   2.685  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.778   0.272   1.876  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.090   0.315   1.476  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.258   1.222   0.389  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.930   2.375   3.137  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.089   2.996   3.943  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.358   2.315   3.883  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.368  -1.923   1.562  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.132  -1.581   0.264  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.589  -2.066   0.418  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.465  -2.107  -1.051  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.490  -3.645  -1.152  0.00  0.00           C+0
HETATM   29  O   UNK     0      -3.349  -1.693  -2.128  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.012  -1.541  -1.326  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.939  -0.110  -1.126  0.00  0.00           O+0
HETATM   32  C   UNK     0      -1.325   0.661  -2.170  0.00  0.00           C+0
HETATM   33  O   UNK     0      -1.761   0.246  -3.233  0.00  0.00           O+0
HETATM   34  C   UNK     0      -1.119   2.096  -1.876  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.194   2.596  -0.572  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.991   3.955  -0.331  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.724   4.819  -1.392  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.667   4.329  -2.697  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.868   2.969  -2.941  0.00  0.00           C+0
HETATM   40  H   UNK     0       2.708  -6.259  -2.964  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.266  -4.587  -3.329  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.041  -5.745  -2.676  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.484  -3.494  -2.305  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.121  -3.548   3.339  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.635  -4.513   3.399  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.363  -3.197   4.550  0.00  0.00           H+0
HETATM   47  H   UNK     0       5.128  -4.564   1.600  0.00  0.00           H+0
HETATM   48  H   UNK     0       4.372  -2.970   1.739  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.665  -3.703   0.124  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.921   0.241   3.101  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.308   1.187   0.085  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.027   2.252   0.680  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.651   0.923  -0.472  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.251   3.020   4.985  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.229   4.026   3.595  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.074  -2.043   2.395  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.866  -2.893   1.505  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.217  -0.489   0.167  0.00  0.00           H+0
HETATM   59  H   UNK     0      -5.072  -1.552   1.256  0.00  0.00           H+0
HETATM   60  H   UNK     0      -4.638  -3.141   0.621  0.00  0.00           H+0
HETATM   61  H   UNK     0      -5.186  -1.854  -0.474  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.954  -4.136  -0.337  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.051  -3.972  -2.102  0.00  0.00           H+0
HETATM   64  H   UNK     0      -3.516  -4.030  -1.165  0.00  0.00           H+0
HETATM   65  H   UNK     0      -2.889  -1.066  -2.724  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.803  -1.714  -2.392  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.423   1.936   0.258  0.00  0.00           H+0
HETATM   68  H   UNK     0      -1.047   4.340   0.685  0.00  0.00           H+0
HETATM   69  H   UNK     0      -0.569   5.879  -1.204  0.00  0.00           H+0
HETATM   70  H   UNK     0      -0.468   5.006  -3.525  0.00  0.00           H+0
HETATM   71  H   UNK     0      -0.826   2.593  -3.961  0.00  0.00           H+0
CONECT    1    2   40   41   42                                             
CONECT    2    1    3                                                       
CONECT    3   10    4    2                                                  
CONECT    4    3    5   43                                                  
CONECT    5    4    6   30                                                  
CONECT    6    5   13    7                                                  
CONECT    7    6    8   10                                                  
CONECT    8    9    7                                                       
CONECT    9    8   44   45   46                                             
CONECT   10    3    7   11                                                  
CONECT   11   12   10                                                       
CONECT   12   11   47   48   49                                             
CONECT   13   18    6   14                                                  
CONECT   14   15   24   13                                                  
CONECT   15   14   16   50                                                  
CONECT   16   15   17   23                                                  
CONECT   17   18   16   21                                                  
CONECT   18   13   17   19                                                  
CONECT   19   20   18                                                       
CONECT   20   19   51   52   53                                             
CONECT   21   22   17                                                       
CONECT   22   23   21   54   55                                             
CONECT   23   16   22                                                       
CONECT   24   14   25   56   57                                             
CONECT   25   26   24   27   58                                             
CONECT   26   25   59   60   61                                             
CONECT   27   29   28   30   25                                             
CONECT   28   27   62   63   64                                             
CONECT   29   27   65                                                       
CONECT   30   31    5   27   66                                             
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   39                                                  
CONECT   35   34   36   67                                                  
CONECT   36   35   37   68                                                  
CONECT   37   36   38   69                                                  
CONECT   38   37   39   70                                                  
CONECT   39   38   34   71                                                  
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    4                                                            
CONECT   44    9                                                            
CONECT   45    9                                                            
CONECT   46    9                                                            
CONECT   47   12                                                            
CONECT   48   12                                                            
CONECT   49   12                                                            
CONECT   50   15                                                            
CONECT   51   20                                                            
CONECT   52   20                                                            
CONECT   53   20                                                            
CONECT   54   22                                                            
CONECT   55   22                                                            
CONECT   56   24                                                            
CONECT   57   24                                                            
CONECT   58   25                                                            
CONECT   59   26                                                            
CONECT   60   26                                                            
CONECT   61   26                                                            
CONECT   62   28                                                            
CONECT   63   28                                                            
CONECT   64   28                                                            
CONECT   65   29                                                            
CONECT   66   30                                                            
CONECT   67   35                                                            
CONECT   68   36                                                            
CONECT   69   37                                                            
CONECT   70   38                                                            
CONECT   71   39                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  150    0
END

RDKit          3D

71 75  0  0  0  0  0  0  0  0999 V2000
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    1.8459   -2.5669    2.6648 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1148   -4.5657    1.2336 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761   -3.9008    1.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0452   -0.8283    1.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0474    4.3400    0.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692    5.8791   -1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4681    5.0056   -3.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8261    2.5932   -3.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  3  2  0
 14 15  2  0
 19 20  1  0
  3  4  1  0
 11 12  1  0
 15 16  1  0
  2  1  1  0
  4  5  2  0
 30 31  1  0
  5  6  1  0
 27 29  1  0
 18 13  2  0
 25 26  1  0
 14 24  1  0
 31 32  1  0
 13  6  1  0
 32 33  2  0
  5 30  1  0
 27 28  1  0
 17 18  1  0
  8  9  1  0
 17 16  2  0
 24 25  1  0
  6  7  2  0
 30 27  1  0
 25 27  1  0
 13 14  1  0
 16 23  1  0
 23 22  1  0
 22 21  1  0
 21 17  1  0
 18 19  1  0
 32 34  1  0
  7  8  1  0
 34 35  2  0
  7 10  1  0
 35 36  1  0
 10 11  1  0
 36 37  2  0
 37 38  1  0
  3  2  1  0
 38 39  2  0
 39 34  1  0
 15 50  1  0
  4 43  1  0
 24 56  1  0
 24 57  1  0
 30 66  1  0
 25 58  1  0
 20 51  1  0
 20 52  1  0
 20 53  1  0
 12 47  1  0
 12 48  1  0
 12 49  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
 29 65  1  0
 26 59  1  0
 26 60  1  0
 26 61  1  0
 28 62  1  0
 28 63  1  0
 28 64  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
 22 54  1  0
 22 55  1  0
 35 67  1  0
 36 68  1  0
 37 69  1  0
 38 70  1  0
 39 71  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₂O₉

Average Mass

536.5770 Da

Monoisotopic Mass

536.20463 Da

IUPAC Name

(8S,9R,10S)-9-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl benzoate

Traditional Name

(8S,9R,10S)-9-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl benzoate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1(C([H])([H])[H])[C@@]([H])(OC(=O)C2=C([H])C([H])=C([H])C([H])=C2[H])C2=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C(OC([H])([H])[H])=C2C2=C(OC([H])([H])[H])C3=C(OC([H])([H])O3)C([H])=C2C([H])([H])[C@]1([H])C([H])([H])[H]

InChI Identifier

InChI=1S/C30H32O9/c1-16-12-18-13-21-25(38-15-37-21)26(35-5)22(18)23-19(14-20(33-3)24(34-4)27(23)36-6)28(30(16,2)32)39-29(31)17-10-8-7-9-11-17/h7-11,13-14,16,28,32H,12,15H2,1-6H3/t16-,28-,30+/m0/s1

InChI Key

UFCGDBKFOKKVAC-VLPWJMHXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Schisandra arisanensis	JEOL database	Cheng, Y. -B., et al, J. Nat. Prod. 72, 1663 (2009)
Schisandra chinensis	Plant	KNApSAcK
Schisandra rubriflora	LOTUS Database	35616633
Schisandra sphenanthera	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Dibenzocyclooctane lignan
Benzoate ester
Benzodioxole
Benzoic acid or derivatives
Anisole
Benzoyl
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Tertiary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Acetal
Ether
Carboxylic acid derivative
Organooxygen compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
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	4.34	ALOGPS
logP	4.9	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	13.67	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	101.91 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	142.1 m³·mol⁻¹	ChemAxon
Polarizability	55.71 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

10283298

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21672542

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cheng, Y. -B., et al. (2009). Cheng, Y. -B., et al, J. Nat. Prod. 72, 1663 (2009). J. Nat. Prod..

Showing NP-Card for arisanschinin K, schisanwilsonin C (NP0034773)

MOL for NP0034773 (arisanschinin K, schisanwilsonin C)

3D MOL for NP0034773 (arisanschinin K, schisanwilsonin C)

3D SDF for NP0034773 (arisanschinin K, schisanwilsonin C)

3D-SDF for NP0034773 (arisanschinin K, schisanwilsonin C)

PDB for NP0034773 (arisanschinin K, schisanwilsonin C)

3D PDB for NP0034773 (arisanschinin K, schisanwilsonin C)

SMILES for NP0034773 (arisanschinin K, schisanwilsonin C)

INCHI for NP0034773 (arisanschinin K, schisanwilsonin C)

Structure for NP0034773 (arisanschinin K, schisanwilsonin C)

3D Structure for NP0034773 (arisanschinin K, schisanwilsonin C)